easternshoremdfineproperties.com Search Results

$484,900

Beautifully maintained two-story Colonial in Matthewstown Run. Situated on a large lot that backs to a farm with a peaceful spring fed pond, offering privacy and picturesque views, plus room for a pool and all kinds of outdoor activities. There 4 bedrooms, 2½ updated bathrooms, and a beautifully renovated kitchen This is the model with the laundry room addition between kitchen and garage. with attached two-car garage. BONUS this home has a basement - 1/2 finished and 1/2 awesome storage. Plus all of the mechanicals, including tankless hotwater heater.. Roof, HVAC, appliances, all updated. Even the siding was replaced in 2011. There is not a lot original in this home. Seller would like October settlement, but will consider earlier for the right situation. These were the premium lots when the community was developed and the owners along that strip have made the layout very nice.

4 Beds ⋅ 3 Baths

Beautifully maintained two-story Colonial in Matthewstown Run. Situated on a large lot that backs to a farm with a peaceful spring fed pond, offering privacy and picturesque views, plus room for a pool and all kinds of outdoor activities. There 4 bedrooms, 2½ updated bathrooms, and a beautifully renovated kitchen This is the model with the laundry room addition between kitchen and garage. with attached two-car garage. BONUS this home has a basement - 1/2 finished and 1/2 awesome storage. Plus all of the mechanicals, including tankless hotwater heater.. Roof, HVAC, appliances, all updated. Even the siding was replaced in 2011. There is not a lot original in this home. Seller would like October settlement, but will consider earlier for the right situation. These were the premium lots when the community was developed and the owners along that strip have made the layout very nice.

29803 Standish St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$5,295,000

First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offers over 5,200± square feet of thoughtfully designed living space filled with natural light and panoramic water views of the Tred Avon River. Set on 5± acres, the home is crafted for both refined entertaining and private, relaxed waterfront living. The heart of the home is the River Room, surrounded by windows that frame sweeping views of the Tred Avon River. Hardwood floors by Universal Floors in D.C. feature an inlaid compass medallion that points to magnetic north, creating a distinctive focal point. A fireplace anchors the space, with a screened-in porch with its own fireplace just beyond, perfect for enjoying chilly evenings. The chef’s kitchen is equipped with professional-grade appliances including a Wolf range and double wall ovens, Sub-Zero refrigerator, Asko full-size dishwasher, and Fisher & Paykel dishwasher drawers. A large island offers a wine fridge and illuminated display cabinetry, while the butler’s pantry—complete with an additional refrigerator and charming porthole windows framing water views—enhances the home’s functionality. Additionally, a custom-built oval wet bar with a two-drawer Sub-Zero refrigerator offers substantial cabinetry. This space provides a natural gathering point for entertaining. A large mudroom with powder room provides convenience for busy households. Also on the main level are a library with floor-to-ceiling shelving and a wood-burning fireplace, a fitness room with water vistas, a formal half-bath, and a first-floor en-suite bedroom ideal for guests. A dedicated utility entrance allows for discreet service and maintenance without entering the main living spaces. A 25kW standby generator provides reliable backup power for the main residence, offering peace of mind during outages. Upstairs, the primary suite with a gas fireplace serves as a retreat, with its spacious bathroom offering a shower, jetted soaking tub, and two walk-in closets—one with its own half-bath. Additional bedrooms include an upper-level en-suite and family-friendly accommodations, all supported by a conveniently located laundry room. Completing this floor is a private office with a gas fireplace and panoramic river views, offering an inspiring space for work or study. A generously sized, detached three-car garage includes a second-floor guest quarters with a kitchenette, washer and dryer, and en-suite bedroom, where windows capture tranquil water views. Outdoors, enjoy resort-like amenities including a heated pool with a fully retractable cover and a pool pavilion with its own bathroom and outdoor shower. The grounds are beautifully landscaped and designed for relaxation, with serene river views visible from nearly every room of the property. This rare offering seamlessly blends architectural pedigree, modern luxury, and a spectacular setting on the Tred Avon River—an exceptional opportunity to experience Eastern Shore living at its finest.

4 Beds ⋅ 7 Baths

First time offering in Morgans Point. Custom built estate designed by architect Lauren Dianich of Atelier 11, this elegant Georgian-style brick and shingle residence offers over 5,200± square feet of thoughtfully designed living space filled with natural light and panoramic water views of the Tred Avon River. Set on 5± acres, the home is crafted for both refined entertaining and private, relaxed waterfront living. The heart of the home is the River Room, surrounded by windows that frame sweeping views of the Tred Avon River. Hardwood floors by Universal Floors in D.C. feature an inlaid compass medallion that points to magnetic north, creating a distinctive focal point. A fireplace anchors the space, with a screened-in porch with its own fireplace just beyond, perfect for enjoying chilly evenings. The chef’s kitchen is equipped with professional-grade appliances including a Wolf range and double wall ovens, Sub-Zero refrigerator, Asko full-size dishwasher, and Fisher & Paykel dishwasher drawers. A large island offers a wine fridge and illuminated display cabinetry, while the butler’s pantry—complete with an additional refrigerator and charming porthole windows framing water views—enhances the home’s functionality. Additionally, a custom-built oval wet bar with a two-drawer Sub-Zero refrigerator offers substantial cabinetry. This space provides a natural gathering point for entertaining. A large mudroom with powder room provides convenience for busy households. Also on the main level are a library with floor-to-ceiling shelving and a wood-burning fireplace, a fitness room with water vistas, a formal half-bath, and a first-floor en-suite bedroom ideal for guests. A dedicated utility entrance allows for discreet service and maintenance without entering the main living spaces. A 25kW standby generator provides reliable backup power for the main residence, offering peace of mind during outages. Upstairs, the primary suite with a gas fireplace serves as a retreat, with its spacious bathroom offering a shower, jetted soaking tub, and two walk-in closets—one with its own half-bath. Additional bedrooms include an upper-level en-suite and family-friendly accommodations, all supported by a conveniently located laundry room. Completing this floor is a private office with a gas fireplace and panoramic river views, offering an inspiring space for work or study. A generously sized, detached three-car garage includes a second-floor guest quarters with a kitchenette, washer and dryer, and en-suite bedroom, where windows capture tranquil water views. Outdoors, enjoy resort-like amenities including a heated pool with a fully retractable cover and a pool pavilion with its own bathroom and outdoor shower. The grounds are beautifully landscaped and designed for relaxation, with serene river views visible from nearly every room of the property. This rare offering seamlessly blends architectural pedigree, modern luxury, and a spectacular setting on the Tred Avon River—an exceptional opportunity to experience Eastern Shore living at its finest.

5381 Morgans Point Dr, Oxford

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$704,990

Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this exceptional , to be built executive home by Koch Homes. Showcasing an elegant architectural flow and a bright expansive open floor plan, the Greenbrier model is designed for both grand entertaining and comfortable everyday luxury. A standard feature of this property is the expansive 3 car tandem garage and full basement. Nestled just 5 minutes from the scenic Wye River and Wye River boat ramp, this specialized premium space is perfect for storing a third vehicle, kayaks, paddleboards or crabbing gear to take full advantage of water access right down the street. The upper level is an absolute retreat, boasting remarkably spacious bedrooms and massive walk-in closets. For unparalleled versatility this design offers the option to add a private on suite bath to the fourth bedroom creating a a spectacular self-contained guest suite. Situated on a premier, generously sized lot within a highly desired and scenic community, this is a rare opportunity to build a custom-tailored luxury retreat minutes from the water. Purchase for a limited time and receive $20,000 in closing cost assistance with the use of one of Koch Homes preferred lender and title company. Images show a completed version of this model with options in a different community. Final selections and features will vary. $450 quarter fee for community septic with individual grinder pump system maintained by Talbot county.

4 Beds ⋅ 3 Baths

Introducing the Greenbrier: Premium Coastal Luxury at The Preserve at Wye Mills. Experience the perfect blend of sophisticated design and Eastern Shore living with this exceptional , to be built executive home by Koch Homes. Showcasing an elegant architectural flow and a bright expansive open floor plan, the Greenbrier model is designed for both grand entertaining and comfortable everyday luxury. A standard feature of this property is the expansive 3 car tandem garage and full basement. Nestled just 5 minutes from the scenic Wye River and Wye River boat ramp, this specialized premium space is perfect for storing a third vehicle, kayaks, paddleboards or crabbing gear to take full advantage of water access right down the street. The upper level is an absolute retreat, boasting remarkably spacious bedrooms and massive walk-in closets. For unparalleled versatility this design offers the option to add a private on suite bath to the fourth bedroom creating a a spectacular self-contained guest suite. Situated on a premier, generously sized lot within a highly desired and scenic community, this is a rare opportunity to build a custom-tailored luxury retreat minutes from the water. Purchase for a limited time and receive $20,000 in closing cost assistance with the use of one of Koch Homes preferred lender and title company. Images show a completed version of this model with options in a different community. Final selections and features will vary. $450 quarter fee for community septic with individual grinder pump system maintained by Talbot county.

000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact: 410-320-6422

$475,000

Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate crown molding, wainscotting and chair rail that grace the main living areas. The inviting living room with cozy fireplace, flows seamlessly into the remodeled kitchen. Step in to your spacious primary bedroom with private bath and walk in closet. The second bedroom is perfect for guests or craft room, with easy access to the second full bath. The den provides additional flexibility for a home office or cozy reading nook. Enjoy morning coffee or evening relaxation in the sunroom, which fills with natural light and provides views of the lovely hardscape patio. This outdoor space is ideal for entertaining or simply unwinding in your private retreat. Additional highlights include a rear entry garage, a well-maintained landscape with a convenient sprinkling system, and a recently replaced roof for peace of mind. Don’t miss your chance to own this exceptional home—schedule your showing today and experience all it has to offer. Bonus - this is in the non age restricted section of Del Webb. MLS square footage does not reflect the sun room.

2 Beds ⋅ 2 Baths

Showing remarks are always a 10 out of 10. The property reviews always put it at the top of the list. Easton Club East - Where comfort, convenience and leisure meet.. This meticulously maintained 2-bedroom, 2-bathroom home offers an ideal blend of modern elegance and classic charm, perfect for comfortable living. As you enter, you’ll be captivated by the gorgeous hardwood floors and the intricate crown molding, wainscotting and chair rail that grace the main living areas. The inviting living room with cozy fireplace, flows seamlessly into the remodeled kitchen. Step in to your spacious primary bedroom with private bath and walk in closet. The second bedroom is perfect for guests or craft room, with easy access to the second full bath. The den provides additional flexibility for a home office or cozy reading nook. Enjoy morning coffee or evening relaxation in the sunroom, which fills with natural light and provides views of the lovely hardscape patio. This outdoor space is ideal for entertaining or simply unwinding in your private retreat. Additional highlights include a rear entry garage, a well-maintained landscape with a convenient sprinkling system, and a recently replaced roof for peace of mind. Don’t miss your chance to own this exceptional home—schedule your showing today and experience all it has to offer. Bonus - this is in the non age restricted section of Del Webb. MLS square footage does not reflect the sun room.

29689 Lyons Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$595,000

Nestled in the charming THREAD HAVEN community, close to the YMCA, Idlewild Park with easy access to Easton Bypass for commuters. This delightful traditional home offers a perfect blend of comfort and functionality. With 1,970 sq. ft. of thoughtfully designed living space, this residence features three 2nd floor spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm atmosphere for gatherings. Upgraded kitchen countertops, an island for additional prep space, and a cozy breakfast area, making it a culinary haven. Enjoy the elegance of wood floors throughout, enhancing the home's inviting ambiance. The primary suite offers a private retreat with an en-suite bathroom, while the additional bedrooms provide ample space for guests or a home office. A charming fireplace in the living area adds a touch of warmth on cooler evenings. Outside, the expansive 0.57-acre lot backs to serene trees, providing a peaceful backdrop for outdoor activities. The wrap-around porch and deck invite you to savor morning coffee or evening sunsets in your own private oasis. A convenient shed offers extra storage for gardening tools or outdoor equipment. With an attached two-car garage and a concrete driveway, parking is a breeze. This home is not just a place to live; it’s a sanctuary where memories are made. Experience the perfect blend of comfort, style, and nature in this lovely property.

3 Beds ⋅ 3 Baths

Nestled in the charming THREAD HAVEN community, close to the YMCA, Idlewild Park with easy access to Easton Bypass for commuters. This delightful traditional home offers a perfect blend of comfort and functionality. With 1,970 sq. ft. of thoughtfully designed living space, this residence features three 2nd floor spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. Step inside to discover an inviting open floor plan that seamlessly connects the family room to the kitchen, creating a warm atmosphere for gatherings. Upgraded kitchen countertops, an island for additional prep space, and a cozy breakfast area, making it a culinary haven. Enjoy the elegance of wood floors throughout, enhancing the home's inviting ambiance. The primary suite offers a private retreat with an en-suite bathroom, while the additional bedrooms provide ample space for guests or a home office. A charming fireplace in the living area adds a touch of warmth on cooler evenings. Outside, the expansive 0.57-acre lot backs to serene trees, providing a peaceful backdrop for outdoor activities. The wrap-around porch and deck invite you to savor morning coffee or evening sunsets in your own private oasis. A convenient shed offers extra storage for gardening tools or outdoor equipment. With an attached two-car garage and a concrete driveway, parking is a breeze. This home is not just a place to live; it’s a sanctuary where memories are made. Experience the perfect blend of comfort, style, and nature in this lovely property.

11 Londonderry Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$534,900

Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space. The heart of the home is the stunning, fully renovated kitchen (approx. 3 years young), featuring granite countertops, a center island with seating, custom cabinetry with soft-close drawers, and stainless steel appliances. Heated floors add an extra touch of comfort, while the adjoining breakfast nook and sunroom create the perfect setting for morning coffee overlooking the private backyard. The spacious great room is designed for both relaxing and entertaining, complete with a natural gas fireplace, along with built-in wiring for surround sound. A dedicated office provides flexibility for work or hobbies, while the main-level primary suite offers comfort and convenience with an updated bath, walk-in shower, and custom finishes. A guest bedroom and additional full bath on the main level provide ideal space for visitors. Upstairs, a large loft expands your living space, accompanied by an additional bedroom and full bath, perfect for guests or extended stays. Additional upgrades continue throughout the home, including custom window treatments, Hunter Douglas shades, enhanced storage solutions, and a fully insulated garage with built-in cabinetry, workbench, and its own mini-split heating and cooling system. Step outside to enjoy the extended paver patio, complete with a remote-controlled awning, landscape lighting, and irrigation system, creating a beautifully maintained outdoor retreat. Located in Easton Club East, residents enjoy resort-style amenities including a clubhouse, outdoor pool, tennis courts, bocce ball, putting green, scenic walking paths, and picnic areas with gazebos. This is a rare opportunity to own a meticulously maintained and extensively upgraded home in one of Easton’s most desirable communities. Schedule your private showing today and experience it for yourself.

3 Beds ⋅ 3 Baths

Welcome to this beautifully updated two-story Wittman model in the highly sought-after 55+ community of Easton Club East, where thoughtful upgrades and timeless design come together effortlessly. From the moment you step inside, you’ll notice the extensive improvements throughout, from custom paint and upgraded lighting to engineered wood flooring and high-end finishes that elevate every space. The heart of the home is the stunning, fully renovated kitchen (approx. 3 years young), featuring granite countertops, a center island with seating, custom cabinetry with soft-close drawers, and stainless steel appliances. Heated floors add an extra touch of comfort, while the adjoining breakfast nook and sunroom create the perfect setting for morning coffee overlooking the private backyard. The spacious great room is designed for both relaxing and entertaining, complete with a natural gas fireplace, along with built-in wiring for surround sound. A dedicated office provides flexibility for work or hobbies, while the main-level primary suite offers comfort and convenience with an updated bath, walk-in shower, and custom finishes. A guest bedroom and additional full bath on the main level provide ideal space for visitors. Upstairs, a large loft expands your living space, accompanied by an additional bedroom and full bath, perfect for guests or extended stays. Additional upgrades continue throughout the home, including custom window treatments, Hunter Douglas shades, enhanced storage solutions, and a fully insulated garage with built-in cabinetry, workbench, and its own mini-split heating and cooling system. Step outside to enjoy the extended paver patio, complete with a remote-controlled awning, landscape lighting, and irrigation system, creating a beautifully maintained outdoor retreat. Located in Easton Club East, residents enjoy resort-style amenities including a clubhouse, outdoor pool, tennis courts, bocce ball, putting green, scenic walking paths, and picnic areas with gazebos. This is a rare opportunity to own a meticulously maintained and extensively upgraded home in one of Easton’s most desirable communities. Schedule your private showing today and experience it for yourself.

7401 Casey Ave, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$2,895,000

With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the property features an impressive two‑story Tidewater Colonial of approximately 3,500± fsf that includes a first‑floor primary suite with a private library, multiple walk‑in closets, and a beautifully finished bath; two additional bedrooms and full bath upstairs; a guest apartment with separate kitchenette, bedroom and full bath; a large two‑car garage; and a stunning concrete pool framed by expansive stone patios. The current owners thoughtfully reimagined and upgraded the interior, relocating the kitchen to the waterside, expanding and renovating the spacious family room and first‑floor primary suite, adding an exceptional bar/butler’s pantry with custom cabinetry, refrigerator, dishwasher, and icemaker, and creating a central multi-purpose laundry room. Exterior features include low‑maintenance brick and siding, new roof on the renovated waterside, paved drive with ample parking, and an attached two‑car garage with a separate climate‑controlled workout room and half bath. The fully protected, riprapped shoreline spans approximately 665 feet and features a new pier with two deepwater slips (6’+ MLW), electric and water service, plus a separate kayak dock and launch. From any of the property’s many vantage points, enjoy majestic shade trees, mature landscaping, and an ever-changing panorama of natural beauty—imagine watching schools of fish and abundant waterfowl daily—making this an ideal Eastern Shore retreat.

4 Beds ⋅ 5 Baths

With sweeping sunset views, this picturesque estate—perfectly situation on a deepwater point with a private dock on Island Creek just off the Choptank River—offers the rare combination of privacy, acreage, and refined Eastern Shore living. Just ten minutes from Easton, Oxford, and Cambridge, the property features an impressive two‑story Tidewater Colonial of approximately 3,500± fsf that includes a first‑floor primary suite with a private library, multiple walk‑in closets, and a beautifully finished bath; two additional bedrooms and full bath upstairs; a guest apartment with separate kitchenette, bedroom and full bath; a large two‑car garage; and a stunning concrete pool framed by expansive stone patios. The current owners thoughtfully reimagined and upgraded the interior, relocating the kitchen to the waterside, expanding and renovating the spacious family room and first‑floor primary suite, adding an exceptional bar/butler’s pantry with custom cabinetry, refrigerator, dishwasher, and icemaker, and creating a central multi-purpose laundry room. Exterior features include low‑maintenance brick and siding, new roof on the renovated waterside, paved drive with ample parking, and an attached two‑car garage with a separate climate‑controlled workout room and half bath. The fully protected, riprapped shoreline spans approximately 665 feet and features a new pier with two deepwater slips (6’+ MLW), electric and water service, plus a separate kayak dock and launch. From any of the property’s many vantage points, enjoy majestic shade trees, mature landscaping, and an ever-changing panorama of natural beauty—imagine watching schools of fish and abundant waterfowl daily—making this an ideal Eastern Shore retreat.

4440 Baildon Rd, Trappe

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$525,000

Welcome to Easton Club East, Easton's premiere 55+ community with mature trees and sidewalks and ton of amenities for a vibrant lifestyle! Bright and open with first floor bedroom, this Newcomb model on a large corner lot offers ease of living with just the right amount of space. The two-story entry welcomes you with a light and spacious feel. With nearly 3,000sf, the home features wood floors throughout the first floor and a 10-foot ceilings. The sunny kitchen dining area leads to a bright sun porch offering great space for a craft room, office or additional seating. Kitchen features stainless appliances and granite counter tops while the family room w/ gas fireplace offers warm and inviting everyday living. Glass doors lead off the entry to a private office or media space while across the hall is a formal dining area with elegant tray ceiling ... perfect for family gatherings or quiet dinners. The primary suite is also on the first floor and features wood floors and a stunning tray ceiling. The primary suite includes a large walk-in closet and en-suite bath with double sinks, soaking tub, and walk-in shower. Upstairs there are two bedrooms and a full bath ... perfect for house guests or option for a second workspace. The large back patio is the ideal place to enjoy a sunny morning with your coffee or a relaxing evening with friends. Spacious two-car garage offers additional storage. Laundry on the main level. Easton Club East residents enjoy amenities including a clubhouse with fitness center, library, and game room. Outdoor amenities are ready for you to enjoy today! Includes a swimming pool, tennis and pickle ball courts, bocce courts, putting green, walking trails, and scenic ponds. Located just minutes from downtown Easton, you'll have easy access to shopping, restaurants, healthcare, and everyday conveniences. For commuters and travelers, the Bay Bridge is approximately 30 minutes away, with Annapolis, Baltimore, Washington, D.C., and the Delaware and Maryland beaches all within an easy drive.

3 Beds ⋅ 3 Baths

Welcome to Easton Club East, Easton's premiere 55+ community with mature trees and sidewalks and ton of amenities for a vibrant lifestyle! Bright and open with first floor bedroom, this Newcomb model on a large corner lot offers ease of living with just the right amount of space. The two-story entry welcomes you with a light and spacious feel. With nearly 3,000sf, the home features wood floors throughout the first floor and a 10-foot ceilings. The sunny kitchen dining area leads to a bright sun porch offering great space for a craft room, office or additional seating. Kitchen features stainless appliances and granite counter tops while the family room w/ gas fireplace offers warm and inviting everyday living. Glass doors lead off the entry to a private office or media space while across the hall is a formal dining area with elegant tray ceiling ... perfect for family gatherings or quiet dinners. The primary suite is also on the first floor and features wood floors and a stunning tray ceiling. The primary suite includes a large walk-in closet and en-suite bath with double sinks, soaking tub, and walk-in shower. Upstairs there are two bedrooms and a full bath ... perfect for house guests or option for a second workspace. The large back patio is the ideal place to enjoy a sunny morning with your coffee or a relaxing evening with friends. Spacious two-car garage offers additional storage. Laundry on the main level. Easton Club East residents enjoy amenities including a clubhouse with fitness center, library, and game room. Outdoor amenities are ready for you to enjoy today! Includes a swimming pool, tennis and pickle ball courts, bocce courts, putting green, walking trails, and scenic ponds. Located just minutes from downtown Easton, you'll have easy access to shopping, restaurants, healthcare, and everyday conveniences. For commuters and travelers, the Bay Bridge is approximately 30 minutes away, with Annapolis, Baltimore, Washington, D.C., and the Delaware and Maryland beaches all within an easy drive.

7351 Casey Ave, Easton

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$509,000

Chesapeake by Del Webb. Nicely sited for maximum sunshine , this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury Vinyl flooring throughout the entire house ( even the stairs ! ) , entire house repainted neutral tones, custom blinds, enhanced lighting and fans, architectural roof, new high quality kitchen appliances including washer/dryer, primary bedroom closet organization, all bathrooms refreshed, fenced rear yard and drywalled/painted garage interior. The layout offers traditional rooms that blend together with attractive sight lines and connectivity. Step outside and find a relaxing brick paver patio with mature privacy plantings and a natural gas Weber Grill connected to town gas service all encompassed within the fenced back yard. This is a great house, move in ready for you! 55+ age-restricted section. Community amenities include Clubhouse with meeting room, exercise rooms, library and game rooms, outdoor pool, tennis/pickleball courts, picnic areas and common grounds, putting green, exercise paths, bocce ball, horse shoes and more. Located close to downtown Easton with fine restaurants and shopping and medical facilities, St. Michaels and Oxford. 1.5 hours to MD/DE beaches. 30 minutes to Bay Bridge.

3 Beds ⋅ 3 Baths

Chesapeake by Del Webb. Nicely sited for maximum sunshine , this handsome and beautifully cared for two story Wittman model awaits you. Recent upgrades include luxury Vinyl flooring throughout the entire house ( even the stairs ! ) , entire house repainted neutral tones, custom blinds, enhanced lighting and fans, architectural roof, new high quality kitchen appliances including washer/dryer, primary bedroom closet organization, all bathrooms refreshed, fenced rear yard and drywalled/painted garage interior. The layout offers traditional rooms that blend together with attractive sight lines and connectivity. Step outside and find a relaxing brick paver patio with mature privacy plantings and a natural gas Weber Grill connected to town gas service all encompassed within the fenced back yard. This is a great house, move in ready for you! 55+ age-restricted section. Community amenities include Clubhouse with meeting room, exercise rooms, library and game rooms, outdoor pool, tennis/pickleball courts, picnic areas and common grounds, putting green, exercise paths, bocce ball, horse shoes and more. Located close to downtown Easton with fine restaurants and shopping and medical facilities, St. Michaels and Oxford. 1.5 hours to MD/DE beaches. 30 minutes to Bay Bridge.

7432 Karen Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$1,495,000

Some homes check the boxes. Others create a lifetime of memories......Welcome Home to 28091 Oaklands Circle Perfectly situated on over 2.5 beautifully landscaped acres in the highly desirable Oaklands community, this exceptional five-bedroom, four-and-a-half-bath custom home offers the rare combination of luxury, comfort, privacy, and a truly move-in-ready lifestyle. From the moment you arrive, you’ll appreciate the mature trees, manicured landscaping, fresh mulch, and natural privacy that surround this beautifully maintained property. Every detail reflects years of thoughtful care and pride of ownership. Inside, timeless craftsmanship meets thoughtful updates. Rich hardwood flooring flows throughout the home, complemented by replacement windows, recessed LED lighting, custom built-in shelving, window seats with hidden storage, and pocket doors that add both character and functionality. At the heart of the home is the beautifully updated kitchen featuring granite countertops, generous island workspace, coffee bar, breakfast area with lots of natural light and an inviting layout designed for everything from family dinners to holiday gatherings. With five spacious bedrooms, 4 1/2 bathrooms, great room, formal areas, and a fully finished bonus room above the attached three-car garage, the flexible floor plan easily accommodates growing, blended, or multi generational families, overnight guests, a home office, fitness room, or recreation space. Comfort can be found in every season. Enjoy the warmth of both a gas fireplace and a traditional wood-burning fireplace, or gather around the fire pit on cool evenings during cooler months. Just outside you will discover your own private retreat. Relax on the screened-in covered porch, multiple decks, spend afternoons and weekends lounging by the sparkling swimming pool with diving board, featuring a new pool cover and new pool pumps. Explore the custom tree fort and zip line, or simply enjoy the open green space that makes this property so special. Relax on any one of the multiple deck spaces overlooking the peaceful backyard or just simply soak up the AC in the summertime. A large storage shed provides plenty of room for lawn equipment, tools, and outdoor gear. Significant improvements—including replacement windows, approximately three-quarters of the roof replaced, and a whole-house backup generator—offer lasting value and peace of mind. A state-of-the-art security, alarm, and surveillance system adds another level of comfort for today’s homeowners. Located just minutes from historic downtown Easton or the waterfront town of Oxford, both with outstanding restaurants, boutique shopping, access to local healthcare, schools, and the waterfront lifestyle of Maryland’s Eastern Shore, this home offers the perfect balance of convenience and tranquility. Beautifully updated, meticulously maintained, and designed for everyday living as well as unforgettable entertaining, 28091 Oaklands Circle is more than a home—it’s where birthdays are celebrated, holidays are shared, and lifelong memories are made. Come experience the warmth, quality, and lifestyle that make this remarkable property truly one of Easton’s finest.

5 Beds ⋅ 5 Baths

Some homes check the boxes. Others create a lifetime of memories......Welcome Home to 28091 Oaklands Circle Perfectly situated on over 2.5 beautifully landscaped acres in the highly desirable Oaklands community, this exceptional five-bedroom, four-and-a-half-bath custom home offers the rare combination of luxury, comfort, privacy, and a truly move-in-ready lifestyle. From the moment you arrive, you’ll appreciate the mature trees, manicured landscaping, fresh mulch, and natural privacy that surround this beautifully maintained property. Every detail reflects years of thoughtful care and pride of ownership. Inside, timeless craftsmanship meets thoughtful updates. Rich hardwood flooring flows throughout the home, complemented by replacement windows, recessed LED lighting, custom built-in shelving, window seats with hidden storage, and pocket doors that add both character and functionality. At the heart of the home is the beautifully updated kitchen featuring granite countertops, generous island workspace, coffee bar, breakfast area with lots of natural light and an inviting layout designed for everything from family dinners to holiday gatherings. With five spacious bedrooms, 4 1/2 bathrooms, great room, formal areas, and a fully finished bonus room above the attached three-car garage, the flexible floor plan easily accommodates growing, blended, or multi generational families, overnight guests, a home office, fitness room, or recreation space. Comfort can be found in every season. Enjoy the warmth of both a gas fireplace and a traditional wood-burning fireplace, or gather around the fire pit on cool evenings during cooler months. Just outside you will discover your own private retreat. Relax on the screened-in covered porch, multiple decks, spend afternoons and weekends lounging by the sparkling swimming pool with diving board, featuring a new pool cover and new pool pumps. Explore the custom tree fort and zip line, or simply enjoy the open green space that makes this property so special. Relax on any one of the multiple deck spaces overlooking the peaceful backyard or just simply soak up the AC in the summertime. A large storage shed provides plenty of room for lawn equipment, tools, and outdoor gear. Significant improvements—including replacement windows, approximately three-quarters of the roof replaced, and a whole-house backup generator—offer lasting value and peace of mind. A state-of-the-art security, alarm, and surveillance system adds another level of comfort for today’s homeowners. Located just minutes from historic downtown Easton or the waterfront town of Oxford, both with outstanding restaurants, boutique shopping, access to local healthcare, schools, and the waterfront lifestyle of Maryland’s Eastern Shore, this home offers the perfect balance of convenience and tranquility. Beautifully updated, meticulously maintained, and designed for everyday living as well as unforgettable entertaining, 28091 Oaklands Circle is more than a home—it’s where birthdays are celebrated, holidays are shared, and lifelong memories are made. Come experience the warmth, quality, and lifestyle that make this remarkable property truly one of Easton’s finest.

28091 Oaklands Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$395,000

Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown.

2 Beds ⋅ 2 Baths

Comfortable living spaces can be found in this well-maintained 2BR/2BA townhome located just minutes from downtown Easton. Features include hardwood floors, wood-burning fireplace, newer kitchen appliances, washer and dryer. Carpeting was replaced a couple years ago. Convenient location with quick access to the Easton bypass and Rt 50, hospital and downtown.

1175 S Washington St Unit #18, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$3,595,000

Perfectly nestled on 4.96± private waterfront acres between Easton and St. Michaels, this extraordinary estate embodies the very best of Eastern Shore living, anchored by rare deep water dockage (6’+ MLW) for the ultimate Chesapeake boating lifestyle. This Royal Oak home’s western exposure offers amazing sunset views across Solitude Creek.This listing also includes a fully prepaid 96-year recorded ground lease on an adjoining 5.48± acre parcel of land -- featuring a picturesque wildflower pasture, a mature 4± acre maple orchard, and charming outbuildings (detached garage and red barn) -- creating unparalleled privacy, beauty, and tranquility. A winding, tree-lined private drive sets the tone for the peaceful retreat that awaits. Inside, panoramic water views fill nearly every room, while the recently updated home blends timeless elegance with warm, inviting comfort. Soaring ceilings, rich hardwood floors, exquisite custom moldings, and expansive living spaces create an atmosphere that is both refined and welcoming. The formal living and dining rooms, each centered around a cozy fireplace, offer inviting spaces for memorable gatherings and celebrations. The light-filled family room features dramatic volume ceilings, oversized windows, a fireplace, and stunning waterfront views that bring the outdoors in. Designed for both everyday living and effortless entertaining, the gourmet kitchen features slate flooring, stainless steel appliances, a walk-in pantry, and a waterside breakfast area where every meal is paired with breathtaking scenery. The luxurious main-level owner’s suite is a private sanctuary with its own fireplace, spectacular water views, dual walk-in closets with custom built-ins, and a spa-inspired bath designed for relaxation. Upstairs, guests and family are comfortably accommodated with a spacious bedroom suite, two additional guest bedrooms, and a versatile bonus room ideal for a home theater, fitness studio, or playroom. Above the oversized, air-conditioned three-car garage, a separate guest retreat with a kitchenette, full bath, and private balcony with beautiful waterfront views offers the perfect space for visiting friends and family. Outdoor living is equally exceptional. A sprawling slate patio, recently added waterside pool, and enclosed porch with vaulted ceilings and flagstone flooring create inviting spaces to relax, entertain, and take in the serene surroundings. Set on a peninsula with more than 1,000 feet of shoreline, the property offers remarkable privacy and endless water views in seemingly every direction. A private deep water pier on Solitude Creek makes boating effortless and permits a memorable arrival by water for your guests. Enoy fishing and crabbing and direct water access to the Choptank River and Chesapeake Bay. Rarely does a property so gracefully combine timeless architecture, resort-style amenities, and one of Talbot County’s most coveted waterfront settings into a place that truly feels like home.

5 Beds ⋅ 6 Baths

Perfectly nestled on 4.96± private waterfront acres between Easton and St. Michaels, this extraordinary estate embodies the very best of Eastern Shore living, anchored by rare deep water dockage (6’+ MLW) for the ultimate Chesapeake boating lifestyle. This Royal Oak home’s western exposure offers amazing sunset views across Solitude Creek.This listing also includes a fully prepaid 96-year recorded ground lease on an adjoining 5.48± acre parcel of land -- featuring a picturesque wildflower pasture, a mature 4± acre maple orchard, and charming outbuildings (detached garage and red barn) -- creating unparalleled privacy, beauty, and tranquility. A winding, tree-lined private drive sets the tone for the peaceful retreat that awaits. Inside, panoramic water views fill nearly every room, while the recently updated home blends timeless elegance with warm, inviting comfort. Soaring ceilings, rich hardwood floors, exquisite custom moldings, and expansive living spaces create an atmosphere that is both refined and welcoming. The formal living and dining rooms, each centered around a cozy fireplace, offer inviting spaces for memorable gatherings and celebrations. The light-filled family room features dramatic volume ceilings, oversized windows, a fireplace, and stunning waterfront views that bring the outdoors in. Designed for both everyday living and effortless entertaining, the gourmet kitchen features slate flooring, stainless steel appliances, a walk-in pantry, and a waterside breakfast area where every meal is paired with breathtaking scenery. The luxurious main-level owner’s suite is a private sanctuary with its own fireplace, spectacular water views, dual walk-in closets with custom built-ins, and a spa-inspired bath designed for relaxation. Upstairs, guests and family are comfortably accommodated with a spacious bedroom suite, two additional guest bedrooms, and a versatile bonus room ideal for a home theater, fitness studio, or playroom. Above the oversized, air-conditioned three-car garage, a separate guest retreat with a kitchenette, full bath, and private balcony with beautiful waterfront views offers the perfect space for visiting friends and family. Outdoor living is equally exceptional. A sprawling slate patio, recently added waterside pool, and enclosed porch with vaulted ceilings and flagstone flooring create inviting spaces to relax, entertain, and take in the serene surroundings. Set on a peninsula with more than 1,000 feet of shoreline, the property offers remarkable privacy and endless water views in seemingly every direction. A private deep water pier on Solitude Creek makes boating effortless and permits a memorable arrival by water for your guests. Enoy fishing and crabbing and direct water access to the Choptank River and Chesapeake Bay. Rarely does a property so gracefully combine timeless architecture, resort-style amenities, and one of Talbot County’s most coveted waterfront settings into a place that truly feels like home.

25610 Chance Farm Ct, Royal Oak

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$3,100,000

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.

4 Beds ⋅ 4 Baths

Set on 28 private acres overlooking Plaindealing Creek along the desirable Easton–St. Michaels corridor, this beautifully remodeled waterfront home offers 4 bedrooms, 4 full baths, and breathtaking panoramic views stretching across to Oxford, the Choptank River, and beyond. Positioned on an exceptional point of land, the property enjoys a rare combination of expansive water vistas, privacy, and direct access to some of the Eastern Shore’s finest boating and sporting waters. A scenic, tree-lined drive leads to the residence, where the water immediately takes center stage. Thoughtfully renovated in 2019, with numerous additional upgrades completed in subsequent years, the home is designed for both relaxed everyday living and effortless entertaining. The main level features a waterside primary suite with an exquisite ensuite bath, along with an additional guest bedroom and adjacent full bath(with sauna). The spacious living room is anchored by a brick fireplace with pellet stove insert, custom built-ins, and sliding doors opening to the waterside patio, creating a seamless connection to the remarkable setting. A well-appointed kitchen with stainless steel appliances and granite countertops adjoins the separate dining room, where spectacular water views provide a memorable backdrop for gatherings. Two other main-level rooms offer flexibility for an office, family room, exercise room, or other living needs, while a generous laundry room with built-ins and a secondary staircase adds everyday convenience. Upstairs are two additional guest bedrooms and two en-suite baths along with an adjoining bonus room ideal for guests or hobbies, and a second staircase. A true sportsman’s paradise, the property offers deep water, excellent fishing, private hunting, and endless opportunities for boating and recreation. The private pier, completed in 2023, features three slips, a boat lift, and a jet ski lift. With approximately 7' MLW, a newly riprapped shoreline, sandy beach, new BAT septic system installed in 2019, and a new roof completed in 2026, this exceptional waterfront retreat is perfectly suited for those seeking the very best of Eastern Shore living. *Approximately 24 acres are enrolled in a Forest Stewardship Plan. * Please do not drive in without an appointment-security monitoring.

26279 Deep Water Harbor Rd, Easton

Listing courtesy of TTR Sotheby's International Realty. Contact: 4106733344

$409,000

Welcome to an exceptional opportunity to own a home in the highly sought‑after Mulberry Station community. This spacious 4‑bedroom, 2.5‑bath residence offers one of the neighborhood’s most desirable floor plans, set on nearly a half‑acre—one of the largest lots in the community—and backing to peaceful open farmland for added privacy and views. Inside, the home features a welcoming flow featuring hardwood floors in the foyer with a formal living room, a separate family room enhanced by custom built‑in bookcases, an entertainment center, a gas fireplace with a slate hearth and Anderson windows throughout. The formal dining room sits just off the kitchen, which includes an Americast sink and plenty of workspace for everyday cooking or entertaining. Upstairs, the generous primary suite offers a relaxing retreat complete with a soaking tub, while three additional bedrooms provide ample space for family, guests, or a home office. Several areas of carpet have already been replaced, giving you a head start on updates. Outdoor living is just as appealing, with a rear deck overlooking wide‑open farmland—an ideal setting for morning coffee, evening sunsets, or weekend gatherings. A two‑car garage adds convenience and storage options. While the home does need some TLC, it is priced accordingly and presents tremendous potential for a buyer with vision. With its spacious layout, prime lot, and sought‑after location, this Mulberry Station property is a rare chance to create a home that truly reflects your style. The seller is selling in as-is condition and has priced the house accordingly as some updating will likely be needed. So much to offer, come see

4 Beds ⋅ 3 Baths

Welcome to an exceptional opportunity to own a home in the highly sought‑after Mulberry Station community. This spacious 4‑bedroom, 2.5‑bath residence offers one of the neighborhood’s most desirable floor plans, set on nearly a half‑acre—one of the largest lots in the community—and backing to peaceful open farmland for added privacy and views. Inside, the home features a welcoming flow featuring hardwood floors in the foyer with a formal living room, a separate family room enhanced by custom built‑in bookcases, an entertainment center, a gas fireplace with a slate hearth and Anderson windows throughout. The formal dining room sits just off the kitchen, which includes an Americast sink and plenty of workspace for everyday cooking or entertaining. Upstairs, the generous primary suite offers a relaxing retreat complete with a soaking tub, while three additional bedrooms provide ample space for family, guests, or a home office. Several areas of carpet have already been replaced, giving you a head start on updates. Outdoor living is just as appealing, with a rear deck overlooking wide‑open farmland—an ideal setting for morning coffee, evening sunsets, or weekend gatherings. A two‑car garage adds convenience and storage options. While the home does need some TLC, it is priced accordingly and presents tremendous potential for a buyer with vision. With its spacious layout, prime lot, and sought‑after location, this Mulberry Station property is a rare chance to create a home that truly reflects your style. The seller is selling in as-is condition and has priced the house accordingly as some updating will likely be needed. So much to offer, come see

8804 Roundhouse Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 745-0415

$1,595,000

Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. There’s even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an author on the subject) crafts a haven for birds that is less maintenance—and more attractive to neighbors—than the oh, so very common “all lawn” approach. Watch bluebirds and butterflies while you sip your morning coffee on the expansive Azek deck or large paver patio overlooking the water. Smile at lightning bugs flitting about the yard as you watch the stars come out at night in your private back yard retreat. The open floor plan and large windows keep the home full of light and allow endless views of the water. State-of-the-art solar with 2 large Tesla storage batteries, whole house water purification system and zoned HVAC systems make for healthy living, too. A denitrifying septic system - designed for 4-6 bedrooms - helps keep the Bay clean—in fact, this home's low carbon footprint and thoughtfully designed landscape and rain gardens actually help the environment. Several walk-in storage areas, plus huge unfinished space over the garage. An unforeseen property, even if you expect the unexpected. Don't miss this fabulously easy-care, low maintenance home. All the hard work is done - all that's left is to ENJOY!

4 Beds ⋅ 3 Baths

Nestled on Peachblossom Creek in Easton is a property that won’t disappoint if you are one who expects the unexpected. From the one-hundred-year-old oak standing sentinel over the tides to the 42 solar panels creating minimal power bills, this “issue free” home is unexpected, if not actually startling. Ideally located along the desirable Oxford Road corridor, the property offers convenient access to both Easton and Oxford while providing a peaceful waterfront setting. Designed for comfortable one-floor living, with a full second floor, you can expect a lifetime of enjoyment. This home offers 4-bedrooms, 3 full baths, beautiful wood floors throughout, 2 sitting/living room areas, a gas fireplace, an office with built ins, an attractive eat-in kitchen, a beautiful waterside sunroom with separate HVAC, and tons of storage space. There’s even a hot tub! A huge attached garage provides abundant room for vehicles, hobbies, and storage. A yard implemented by an expert environmental gardener (an author on the subject) crafts a haven for birds that is less maintenance—and more attractive to neighbors—than the oh, so very common “all lawn” approach. Watch bluebirds and butterflies while you sip your morning coffee on the expansive Azek deck or large paver patio overlooking the water. Smile at lightning bugs flitting about the yard as you watch the stars come out at night in your private back yard retreat. The open floor plan and large windows keep the home full of light and allow endless views of the water. State-of-the-art solar with 2 large Tesla storage batteries, whole house water purification system and zoned HVAC systems make for healthy living, too. A denitrifying septic system - designed for 4-6 bedrooms - helps keep the Bay clean—in fact, this home's low carbon footprint and thoughtfully designed landscape and rain gardens actually help the environment. Several walk-in storage areas, plus huge unfinished space over the garage. An unforeseen property, even if you expect the unexpected. Don't miss this fabulously easy-care, low maintenance home. All the hard work is done - all that's left is to ENJOY!

28674 Edgemere Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 822-1415

$600,000

NEW PRICE — EXCEPTIONAL VALUE IN DESIRABLE MARTINGHAM! Welcome to 9206 Martingham Drive, a truly distinctive contemporary residence offering spacious living with 4 bedrooms, 2 full and one half bathrooms, abundant natural light, and timeless architectural character in one of Saint Michaels' most sought-after communities. Competitively priced and thoughtfully designed, this unique home features an open floor plan, soaring vaulted ceilings, exposed beams, and expansive east- and west-facing windows that fill the home with natural light while capturing stunning sunrises and sunsets throughout the year. A wood-burning fireplace with a high-efficiency insert and circulating fan creates a warm and inviting focal point, while three dedicated HVAC systems and energy-efficient double-pane windows provide year-round comfort and efficiency. This exceptional property is nestled within the desirable Martingham community, known for its scenic surroundings, golf course lifestyle, and proximity to everything Saint Michaels has to offer. Less than five minutes from downtown Saint Michaels, residents enjoy easy access to waterfront attractions, marinas, boutique shopping, dining, and the very best of Eastern Shore living. The generous living spaces are ideal for both everyday living and entertaining. A spacious two-car garage with built-in shelving provides excellent storage, while the expansive deck—accessible from the sunroom, kitchen, and garage—seamlessly extends the living space outdoors, creating the perfect setting for relaxing or hosting guests. The spacious primary suite on the main floor offers a private retreat, featuring dual walk-in closets and brand-new carpeting installed in 2024. Encapsulated crawlspace for improved moisture control and energy efficiency. Recent capital improvements completed in 2024 include a new roof and gutter system, totaling more than $90,000 in upgrades. Work with our preferred lender to get $2,500 lender credit towards your closing costs! Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this one-of-a-kind property delivers exceptional value, space, and location. Don't miss your chance to own a special home in one of Saint Michaels' premier golf course communities.

4 Beds ⋅ 3 Baths

NEW PRICE — EXCEPTIONAL VALUE IN DESIRABLE MARTINGHAM! Welcome to 9206 Martingham Drive, a truly distinctive contemporary residence offering spacious living with 4 bedrooms, 2 full and one half bathrooms, abundant natural light, and timeless architectural character in one of Saint Michaels' most sought-after communities. Competitively priced and thoughtfully designed, this unique home features an open floor plan, soaring vaulted ceilings, exposed beams, and expansive east- and west-facing windows that fill the home with natural light while capturing stunning sunrises and sunsets throughout the year. A wood-burning fireplace with a high-efficiency insert and circulating fan creates a warm and inviting focal point, while three dedicated HVAC systems and energy-efficient double-pane windows provide year-round comfort and efficiency. This exceptional property is nestled within the desirable Martingham community, known for its scenic surroundings, golf course lifestyle, and proximity to everything Saint Michaels has to offer. Less than five minutes from downtown Saint Michaels, residents enjoy easy access to waterfront attractions, marinas, boutique shopping, dining, and the very best of Eastern Shore living. The generous living spaces are ideal for both everyday living and entertaining. A spacious two-car garage with built-in shelving provides excellent storage, while the expansive deck—accessible from the sunroom, kitchen, and garage—seamlessly extends the living space outdoors, creating the perfect setting for relaxing or hosting guests. The spacious primary suite on the main floor offers a private retreat, featuring dual walk-in closets and brand-new carpeting installed in 2024. Encapsulated crawlspace for improved moisture control and energy efficiency. Recent capital improvements completed in 2024 include a new roof and gutter system, totaling more than $90,000 in upgrades. Work with our preferred lender to get $2,500 lender credit towards your closing costs! Whether you're searching for a primary residence, a weekend retreat, or an investment opportunity, this one-of-a-kind property delivers exceptional value, space, and location. Don't miss your chance to own a special home in one of Saint Michaels' premier golf course communities.

9206 Martingham Dr, Saint Michaels

Listing courtesy of Samson Properties. Contact: 3017602136

$950,000

*INCOME PRODUCING* Tucked away in the charming Fairbank community on Tilghman Island, this delightful waterfront home captures the very best of Eastern Shore living. Overlooking the serene waters of Blackwalnut Cove with approximately 3’ MLW, the property blends classic cottage character with thoughtful modern enhancements. The original portion of the home reflects its roots as a cozy summer cottage, complete with a charming screened porch perfect for enjoying warm breezes and waterfront views. A connected wing was elevated 10 feet and now features a spacious two-car garage on the main level, offering abundant storage for boats, kayaks, and gear. The rear wing provides exceptional versatility with a private studio apartment—currently a licensed B&B with its own entrance—ideal for guests, rental income, or multigenerational living. Inside the main home, a wood-burning fireplace invites you to curl up on cool days and evenings, while the screened porch becomes the heart of the home during warmer months. With 4 bedrooms and 3 baths, this property offers comfort, flexibility, and the relaxed coastal lifestyle that defines the Eastern Shore. Appointment-only showings. Do not enter the property without an appointment.

4 Beds ⋅ 3 Baths

*INCOME PRODUCING* Tucked away in the charming Fairbank community on Tilghman Island, this delightful waterfront home captures the very best of Eastern Shore living. Overlooking the serene waters of Blackwalnut Cove with approximately 3’ MLW, the property blends classic cottage character with thoughtful modern enhancements. The original portion of the home reflects its roots as a cozy summer cottage, complete with a charming screened porch perfect for enjoying warm breezes and waterfront views. A connected wing was elevated 10 feet and now features a spacious two-car garage on the main level, offering abundant storage for boats, kayaks, and gear. The rear wing provides exceptional versatility with a private studio apartment—currently a licensed B&B with its own entrance—ideal for guests, rental income, or multigenerational living. Inside the main home, a wood-burning fireplace invites you to curl up on cool days and evenings, while the screened porch becomes the heart of the home during warmer months. With 4 bedrooms and 3 baths, this property offers comfort, flexibility, and the relaxed coastal lifestyle that defines the Eastern Shore. Appointment-only showings. Do not enter the property without an appointment.

4938 Fairbank Rd, Tilghman

Listing courtesy of Meredith Fine Properties. Contact: 4107458060

$1,795,000

A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a bonus of lovely hardwood floors throughout the home and 2 full upgraded bathrooms as well as a double sided wood burning fireplace for the cooler nights on the Shore and we all know that last winter was colder than most so it was very much enjoyed! The property includes a heated workshop for hobbies as well as 2 other sheds for extra storage should you need it but also a screened waterside Gazebo for entertainment, wraparound deck, partially covered front porch and a deeded private dock on Broad Creek with 3+ MLW with multiple slips, a boat lift and a great place to catch some fresh crabs for dinner! What are you waiting for? This could be the one you have been waiting to come on the market!

3 Beds ⋅ 2 Baths

A wonderful opportunity to purchase an amazing one story waterfront home on an expansive 2.5 acre lot with western exposure on Broad Creek. Many upgrades have been done to make this a special home to enjoy your life of relaxation and pure enjoyment on the Eastern Shore of Maryland! Mount Pleasant is a very sought after St Michaels neighborhood with close proximity to the downtown historic area of great restaurants, museums and boutiques but no town taxes! You will love the upgraded gourmet kitchen with granite countertops, large center island, soft close cabinetry, broad water views with Samsung stainless steel appliances where you can make your favorite dishes to enjoy. Besides the kitchen, the large Sunroom is my other favorite room of the home with large windows on three sides for panoramic water views to enjoy nature, sunsets and waterfowl along with great access to the wrap around waterside deck through sliding glass doors. I think you will agree when you see it! You will find a bonus of lovely hardwood floors throughout the home and 2 full upgraded bathrooms as well as a double sided wood burning fireplace for the cooler nights on the Shore and we all know that last winter was colder than most so it was very much enjoyed! The property includes a heated workshop for hobbies as well as 2 other sheds for extra storage should you need it but also a screened waterside Gazebo for entertainment, wraparound deck, partially covered front porch and a deeded private dock on Broad Creek with 3+ MLW with multiple slips, a boat lift and a great place to catch some fresh crabs for dinner! What are you waiting for? This could be the one you have been waiting to come on the market!

23776 Mount Pleasant Landing, Saint Michaels

Listing courtesy of Shore Living Real Estate. Contact: 4102515291

$374,900

Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. HVAC replaced in 2025. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening.

3 Beds ⋅ 3 Baths

Enjoy the freedom of main-level living without giving up the space to host family and friends. This beautifully maintained Lakelands home offers a first-floor primary suite, generous guest accommodations, flexible loft space, a private fenced yard, and the low-maintenance lifestyle so many Easton buyers are searching for. HVAC replaced in 2025. Additional features include multiple storage closets, a dedicated laundry room, a two-car garage, and a fully fenced backyard with patio ideal for outdoor entertaining, pets, or gardening.

29053 Superior Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$489,000

Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the large primary bedroom with sitting area features a walk-in closet, updated walk-in shower, and access to a private balcony with newer polymer membrane, privacy screen, posts, and railings. A second upstairs bedroom and additional full bath complete the upper level. Outdoor spaces include a rear patio overlooking a peaceful lawn, mature trees, and open green space, plus a private balcony for relaxing above it all. Additional conveniences and updates include an attached one-car garage, a newer roof with GAF Silver Pledge warranty, newer gutters and downspouts, newer furnace, newer washer and dryer, recently installed wool stair runner, and an encapsulated crawlspace with dehumidifier. Charming garden accents, including the front yard armillary and backyard concrete bird bath, convey with the home. Enjoy the ease of Easton Club living, where tree-lined surroundings, open green space, panoramic view of expansive open land, and neighborhood amenities create a quiet and convenient setting. The community offers a pool, tennis and pickleball courts, sidewalks, and easy access to downtown Easton, Oxford, shops, dining, and waterfront recreation. With its desirable end-unit location, versatile floor plan, beautiful natural light, and scenic setting, this home is a special opportunity in one of Easton’s established communities. Schedule your private showing today.

3 Beds ⋅ 3 Baths

Beautiful end-unit townhome in desirable Easton Club, offering a rare combination of natural light, flexible living space, and sweeping, peaceful nature views. Thoughtfully positioned on one of the larger lots among the original Easton Club townhomes, this home features added side windows that bring in wonderful natural light while capturing the surrounding nature views. The main level offers an inviting living room with solid wood flooring, crown molding, higher baseboards, and a gas fireplace with marble hearth and mantel. An arched opening leads to the formal dining room, creating a gracious flow for everyday living and entertaining. The kitchen features white cabinetry, composite countertops, tile backsplash, tile flooring, newer appliances, and recently installed LED under-cabinet lighting. A spacious first-floor family room provides excellent flexibility and could also serve as a main-level primary bedroom suite, with a full bath and closet for added convenience. Upstairs, the large primary bedroom with sitting area features a walk-in closet, updated walk-in shower, and access to a private balcony with newer polymer membrane, privacy screen, posts, and railings. A second upstairs bedroom and additional full bath complete the upper level. Outdoor spaces include a rear patio overlooking a peaceful lawn, mature trees, and open green space, plus a private balcony for relaxing above it all. Additional conveniences and updates include an attached one-car garage, a newer roof with GAF Silver Pledge warranty, newer gutters and downspouts, newer furnace, newer washer and dryer, recently installed wool stair runner, and an encapsulated crawlspace with dehumidifier. Charming garden accents, including the front yard armillary and backyard concrete bird bath, convey with the home. Enjoy the ease of Easton Club living, where tree-lined surroundings, open green space, panoramic view of expansive open land, and neighborhood amenities create a quiet and convenient setting. The community offers a pool, tennis and pickleball courts, sidewalks, and easy access to downtown Easton, Oxford, shops, dining, and waterfront recreation. With its desirable end-unit location, versatile floor plan, beautiful natural light, and scenic setting, this home is a special opportunity in one of Easton’s established communities. Schedule your private showing today.

28542 Congressional Ct, Easton

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$480,000

Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living. Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while a second main-level bedroom and full bath provide additional convenience. Upstairs, you’ll find a third bedroom, full bath, and generous loft space ideal for guests, hobbies, or a home office. The updated kitchen offers granite countertops and opens to the breakfast area and living spaces, creating an easy flow for entertaining and daily life. A large screened porch overlooks the oversized corner lot and provides a peaceful setting to enjoy the outdoors. Additional features include a two-car garage and ample storage. Residents of Easton Club East enjoy convenient access to downtown Easton, shopping, restaurants, golf courses, and medical facilities. If you’re looking for a move-in ready home with major updates and a versatile floor plan, this property is ready to welcome its next owners.

3 Beds ⋅ 3 Baths

Located in the sought-after Easton Club East community and not restricted to 55+, this well-maintained home offers 3 bedrooms, 3 full baths, and a flexible layout designed for comfortable everyday living. Recent updates include fresh interior paint, new carpet, a new roof (2025), and a new HVAC system (2022). The main-level primary suite features a custom walk-in closet and private bath, while a second main-level bedroom and full bath provide additional convenience. Upstairs, you’ll find a third bedroom, full bath, and generous loft space ideal for guests, hobbies, or a home office. The updated kitchen offers granite countertops and opens to the breakfast area and living spaces, creating an easy flow for entertaining and daily life. A large screened porch overlooks the oversized corner lot and provides a peaceful setting to enjoy the outdoors. Additional features include a two-car garage and ample storage. Residents of Easton Club East enjoy convenient access to downtown Easton, shopping, restaurants, golf courses, and medical facilities. If you’re looking for a move-in ready home with major updates and a versatile floor plan, this property is ready to welcome its next owners.

7449 Kevin Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$370,000

Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer.

3 Beds ⋅ 3 Baths

Welcome to 408 Crowberry Circle, where convenience, comfort, and exceptional value come together in one of Easton's most desirable communities. Offering nearly 1,900 square feet of living space, this beautifully maintained end-unit townhome delivers outstanding value with the space and features today's buyers are searching for. Featuring 3 bedrooms, 2.5 bathrooms, a two-car garage, and a versatile bonus room that offers potential for a fourth bedroom, home office, gym, playroom, or guest space, this home provides flexibility for a variety of lifestyles. Inside, you'll find an open and inviting floor plan with luxury vinyl plank flooring throughout the main living areas, creating a warm and cohesive feel. The spacious kitchen is designed for both everyday living and entertaining, complete with granite countertops, stainless steel appliances, abundant cabinetry, a large center island, and direct access to the rear deck. Whether you're hosting family and friends, grilling on summer evenings, or enjoying your morning coffee, the deck provides the perfect extension of your living space while overlooking the added benefit of a side yard unique to this end-unit location. Upstairs, the spacious primary suite offers a large walk-in closet and an upgraded en-suite bathroom featuring a beautifully tiled walk-in shower, creating a private retreat at the end of the day. As an end unit, the home benefits from additional windows, abundant natural light, and more outdoor space than many neighboring properties. The two-car garage offers plenty of room for parking, storage, and recreational gear. Location is one of this home's greatest assets. Situated directly across from the community playground and mailboxes, everyday conveniences are just steps away. You'll also enjoy being minutes from historic downtown Easton, where locally owned restaurants, coffee shops, boutiques, galleries, parks, and year-round events create the vibrant Eastern Shore lifestyle residents love. With easy access to shopping, healthcare, schools, and commuter routes, this location offers the perfect balance of convenience and community. Combining low-maintenance living, modern finishes, flexible space, and an unbeatable location, 408 Crowberry Circle presents an exceptional opportunity to enjoy all that Easton has to offer.

408 Crowberry Cir, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$719,990

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements.

4 Beds ⋅ 3 Baths

Deaming of estate living, an inground pool, and days on the water? Welcome to the Aspen model. Nestled in a premier Eastern Shore Community minutes from the scenic Wye River, this executive model offers the grand footprint of an estate home at an incredible value. Inside the thoughtful architectural design shines with a dual-staircase layout-featuring a grand front foyer entry staircase and a highly functional second staircase just off the kitchen area for effortless daily living. The second level is anchored by a massive, sweeping Owner's Suite designed as a true private santcuary. It boasts expansive , dual walk-in closets so large they can easily function as dedicated dressing rooms. Representing the second lowest base price among the builder's six exclusive models, this is a rare opportunity to secure executive -level square footage and a pool ready lifestyle. Homesite sizes vary: lot premiums apply to select parcels. For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing Koch Homes Preferred Lender and Title Company. Fee is for the shared treatment facility. Talbot County Public Works is responsible for all operations maintenance, administration and engineering of public sewer facility. $$ Early Buyer opportunity. $$ For a limited time during this initial release, the builder is offering $20,000 closing assistance when utilizing a Koch Homes preferred lender and title company. Photos show a representative model: actual home to be built vary based on buyer selections and homesite requirements.

0000 Quiet Hollow Ct, Wye Mills

Listing courtesy of Koch Realty, Inc.. Contact: 410-320-6422

$715,000

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods.

3 Beds ⋅ 3 Baths

This beautifully appointed three-bedroom, two-and-a-half-bath home offers refined comfort, thoughtful design, and effortless Eastern Shore living in the waterfront access community of Easton Village. Built in 2009 and designed for easy everyday living, the home features spacious, light-filled interiors with an open floor plan, formal dining area, and inviting living spaces ideal for both entertaining and relaxed evenings at home. The great room is anchored by a gas fireplace, creating a warm and welcoming atmosphere. The kitchen offers upgraded countertops, generous table space, a cooktop, double oven, built-in microwave, dishwasher, disposal, and refrigerator, perfect for preparing favorite meals, hosting guests, or enjoying casual mornings at home. A main-level primary suite provides comfort and convenience, complete with a walk-in closet and private bath featuring a soaking tub and shower. Upstairs, a spacious loft/family room overlooks the main living area and is complemented by two additional bedrooms, a full bath, and a storage room. Additional highlights include: hardwood, ceramic tile, and carpeted flooring, recessed lighting, ceiling fans, crown molding, chair rail details, first floor laundry room, wired surround sound, extensive hardscape and exterior lighting, private patio for outdoor dining and gatherings, a fully fenced yard with a sprinkler system, and a rear-entry two-car attached garage with garage door opener Located in Easton Village, residents enjoy sidewalks, common grounds, a community center, exercise room, meeting room, picnic area, area, recreational paths, and outdoor pool all close to historic Easton, shopping, dining, and local attractions. A wonderful opportunity to enjoy comfort, convenience, and community in one of Easton’s most charming neighborhoods.

28288 Hemmersley St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact: (410) 770-9255

$1,049,000

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

4 Beds ⋅ 3 Baths

This thoughtfully designed 4-bedroom, 3-bathroom home features an open-concept floor plan ideal for both everyday living and entertaining. The main-level primary suite provides a private retreat with a spacious walk-in closet and an en-suite bath complete with a double vanity and glass-enclosed shower. The living room is anchored by a cozy gas fireplace and flows seamlessly into the dining area and well-appointed kitchen, featuring a gas stove and stainless steel appliances. Practical amenities include a mudroom with laundry just off the attached two-car garage, a Rinnai tankless water heater, and an efficient dual-zone heat pump system with separate upstairs and downstairs climate controls. The second floor offers additional flexibility with a bedroom, full bathroom, and a large family room—perfect for guests, a home office, media room, or recreation space. Just off the recreation room, a spacious attic provides abundant storage and offers potential for future expansion. Outside, enjoy a beautifully landscaped backyard featuring a stone patio and ample garden space, creating the perfect setting for outdoor dining, gardening, or simply enjoying the peaceful surroundings. Ideally situated in the heart of St. Michaels, this home offers exceptional proximity to the area's most beloved destinations. Located less than 200 feet from the St. Michaels Nature Trail, just 0.2 miles from Chew Street Park, and only 0.2 miles from historic downtown St. Michaels, you'll enjoy convenient access to shopping, dining, waterfront attractions, and community events. Adding to the appeal, plans are underway for the future San Domingo Creek Park at the end of W Marengo Street—a proposed 7.6-acre waterfront park focused on recreation, environmental restoration, and trail connectivity that is anticipated to become the largest waterfront park in St. Michaels. Exceptional proximity to downtown St. Michaels, future recreational amenities, modern comforts, and versatile living spaces make this home a rare opportunity in one of the Eastern Shore's most sought-after communities.

109 W Marengo St, Saint Michaels

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665

$385,000

Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortable everyday living and entertaining. The spacious main-level primary suite includes a large walk-in closet, while the inviting second floor loft provides the perfect space to relax, read, or enjoy hobbies. You'll also appreciate a dedicated office/study room on the main level. Additional highlights include a fenced rear yard, cozy gas fireplace, attached garage, Brand-New roof (2026), and a convenient huge walk-in storage room - no attic stairs required. The community's private swimming pool is included with the HOA, providing a wonderful place to cool off and unwind during the summer months. Ideally located with quick and easy access to downtown Easton, you'll enjoy shopping, dining, entertainment, and all the charm that the Easton lifestyle has to offer. Schedule your tour today!

3 Beds ⋅ 3 Baths

Come experience this beautifully maintained townhome offering an impressive 2,520 square feet of living space, featuring an open-concept floor plan designed for comfortable everyday living and entertaining. The spacious main-level primary suite includes a large walk-in closet, while the inviting second floor loft provides the perfect space to relax, read, or enjoy hobbies. You'll also appreciate a dedicated office/study room on the main level. Additional highlights include a fenced rear yard, cozy gas fireplace, attached garage, Brand-New roof (2026), and a convenient huge walk-in storage room - no attic stairs required. The community's private swimming pool is included with the HOA, providing a wonderful place to cool off and unwind during the summer months. Ideally located with quick and easy access to downtown Easton, you'll enjoy shopping, dining, entertainment, and all the charm that the Easton lifestyle has to offer. Schedule your tour today!

29049 Superior Cir, Easton

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$2,475,000

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a Successfull Luxury Vacation Rental history, creating an appealing opportunity for buyers seeking both lifestyle and INVESTMENT POTENTIAL. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

7 Beds ⋅ 6 Baths

"Tranquil Waters" is a rare Chesapeake Bay waterfront retreat on Tilghman Island, comprehensively renovated to the highest standard and designed to capture panoramic water views from nearly every room. This extraordinary residence blends refined coastal architecture with the relaxed elegance of Eastern Shore living. Dramatic walls of glass, soaring ceilings, and open living spaces flood the home with natural light while framing endless Bay views, spectacular sunrises, and unforgettable sunsets. The fully renovated interior includes a redesigned chef's kitchen, spa-inspired baths, new windows and sliding doors, updated trim and fireplace features, and extensive system upgrades throughout. Exceptional waterfront amenities include expansive Trex decking, deep-water dockage, a heated indoor pool and spa pavilion, and seamless indoor-outdoor living designed for entertaining and year-round enjoyment. Major capital improvements include new HVAC systems, roof replacement, hot water heater, air purification system, decking, windows, doors, and more, offering true turnkey peace of mind. Beyond its appeal as a private waterfront retreat, "Tranquil Waters" has enjoyed a Successfull Luxury Vacation Rental history, creating an appealing opportunity for buyers seeking both lifestyle and INVESTMENT POTENTIAL. Equally suited as a luxury primary residence, waterfront getaway, or private retreat, "Tranquil Waters" delivers the ultimate Eastern Shore lifestyle: water, light, privacy, and complete escape.

21642 Chicken Point Rd, Tilghman

Listing courtesy of Chesapeake Bay Real Estate Plus, LLC. Contact:

$5,045,000

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts — built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior — every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites — one on the main level — give the home the flexibility to accommodate full-time living, weekend retreats, and extended guests alike. The cook's kitchen is built to entertain. The bathrooms have heated floors, step-in showers, and a soaking tub. The living room and first-floor primary suite have motorized power shades. The fireplace anchors the main living space. The bonus room above the two-car garage has its own kitchenette — a private studio, a home office, or self-contained guest quarters, depending on what the next chapter of your life looks like. Every detail has been thought through and verified firsthand. You arrive, you put your bags down, and the Eastern Shore life that brought you here begins — not in six months, not after contractors and decisions and weekends lost to logistics, but the day you close. Easton and St. Michaels are minutes away. Annapolis is fifty minutes. Washington is ninety. Or a private airport is ten minutes away. *By appointment only* *Do not enter the property without an appointment*

4 Beds ⋅ 5 Baths

8051 Leehaven Road is the only property of its kind on the Eastern Shore right now — a custom-built waterfront estate move-in ready, and available today. This is not a project. It is not a renovation waiting to happen. It is +/-4,800 square feet of considered, uncompromising construction sitting on a private waterfront lot with direct access to the Chesapeake Bay, a Gunite saltwater pool with travertine surround, and a new pier fitted with water, electric, lighting, and three lifts — built to the same standard as the home itself. Focus Construction completed it in 2023, and the quality behind the walls matches what you see in front of them: sprayed insulation, a fully conditioned crawlspace, two tankless water heaters, full-house water filtration, and Hardie Plank exterior — every system selected for longevity, not appearance. Inside, the floor plan is generous without being excessive. Two primary suites — one on the main level — give the home the flexibility to accommodate full-time living, weekend retreats, and extended guests alike. The cook's kitchen is built to entertain. The bathrooms have heated floors, step-in showers, and a soaking tub. The living room and first-floor primary suite have motorized power shades. The fireplace anchors the main living space. The bonus room above the two-car garage has its own kitchenette — a private studio, a home office, or self-contained guest quarters, depending on what the next chapter of your life looks like. Every detail has been thought through and verified firsthand. You arrive, you put your bags down, and the Eastern Shore life that brought you here begins — not in six months, not after contractors and decisions and weekends lost to logistics, but the day you close. Easton and St. Michaels are minutes away. Annapolis is fifty minutes. Washington is ninety. Or a private airport is ten minutes away. *By appointment only* *Do not enter the property without an appointment*

8051 Leehaven Rd, Easton

Listing courtesy of Meredith Fine Properties. Contact: 4107458060

$354,900

🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more!

3 Beds ⋅ 2 Baths

🏡 Cute as a button Updated Rancher Easton – 29316 Will Street 🏡 Welcome to this adorable, move-in ready rancher that perfectly blends comfort, functionality, and style! Nestled in a convenient Easton location, this well-maintained home shines with thoughtful updates throughout. Step inside to discover a warm and inviting interior, ideal for everyday living or entertaining. Major improvements include a brand-new roof and newer HVAC system, giving you peace of mind for years to come. Outside, you’ll love the versatility this property offers: Detached garage complete with a private office space— Additional bonus room for storage, hobbies, or flex space Fenced backyard ideal for privacy Lovely patio area ready for outdoor dining and gatherings Whether you're downsizing, starting out, or looking for a low-maintenance retreat, this adorable home checks all the boxes. Don’t miss your opportunity to enjoy easy living with extra space where you need it most! 📍 Conveniently located near all that Easton has to offer—shops, dining, and more!

29316 Will St, Easton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

$415,000

Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and adjacent full bath. Designed for comfortable everyday living and effortless entertaining, the main level features 9 foot ceilings, crown molding and generous living spaces including an open kitchen with island, plenty of cabinets, dining and living area that flows seamlessly for gatherings both large and small. Step outside to a beautiful 17 x 15 screened in porch with ceiling fan to create a perfect spot for morning coffee or quiet evenings overlooking beautifully landscaped, fenced back yard. Upper level you will find a spacious primary suite with 2 separate closets, the primary suite includes a double sink, soaking tub and separate shower. Upper level laundry area is convenient for the 3 additional upper level bedrooms. The added feature of this home is the upper level 23 x 15 Bonus room with vaulted ceilings. Some facts about this home - Upper level A/C is 1 year old, Main level A/C is 2 years old.

4 Beds ⋅ 3 Baths

Welcome Home to a beautifully maintained home tucked away on a quiet cul-de-sac in an established neighborhood conveniently located within minutes of RT50 for easy commuting to Easton, Cambridge or the beach. This spacious 4 Bedroom, 3 Full Bath home offers the flexibility todays buyer's are looking for with a potential 5th main level bedroom thanks to a dining room with closet access and adjacent full bath. Designed for comfortable everyday living and effortless entertaining, the main level features 9 foot ceilings, crown molding and generous living spaces including an open kitchen with island, plenty of cabinets, dining and living area that flows seamlessly for gatherings both large and small. Step outside to a beautiful 17 x 15 screened in porch with ceiling fan to create a perfect spot for morning coffee or quiet evenings overlooking beautifully landscaped, fenced back yard. Upper level you will find a spacious primary suite with 2 separate closets, the primary suite includes a double sink, soaking tub and separate shower. Upper level laundry area is convenient for the 3 additional upper level bedrooms. The added feature of this home is the upper level 23 x 15 Bonus room with vaulted ceilings. Some facts about this home - Upper level A/C is 1 year old, Main level A/C is 2 years old.

3868 Marvel Dr, Trappe

Listing courtesy of EXP Realty, LLC. Contact: 8888607369