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Welcome to the Taylor, a beautifully designed home offering 2 bedrooms, 2 baths, and a 3-car garage. This home combines an open-concept layout with thoughtful design for both comfort and functionality. The main living area features a cozy fireplace with mantel and hearth, creating a warm and inviting focal point. A dedicated home office provides a private space for productivity, while the screened patio extends the living area outdoors—perfect for entertaining or relaxing. The kitchen is equipped for both style and performance, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, French door refrigerator, pendant lighting, tile backsplash, and quartz countertops. Quartz is also featured in the owner’s bath for a cohesive, elegant finish. Hardwood flooring flows throughout the foyer, extended foyer, HovHall, kitchen, dining area, great room, home office, bedrooms 2, the primary suite, loft, and second floor, while tile is featured in all full baths and the laundry room. The primary bath includes a walk-in shower with seat and handheld shower wand and a double-sink vanity for added convenience and luxury. For a full list of features for this home, please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a new luxury active adult 55+ community on Maryland's Chesapeake Bay. Discover the amenity-filled, resort-style experience within 45 miles of Washington DC and Baltimore. Residents can take advantage of the community's 24,000 sq. ft. clubhouse with indoor & outdoor pools, a state-of-the-art fitness center, and multiple tennis and pickleball courts. With a full-time lifestyle director on site the community also features a well-maintained calendar of activities such as walking club, indoor and outdoor yoga sessions, mahjong club, kayaking, pickleball and more. Kent Island life is about making friends and enjoying the company of people who have worked hard and now want to enjoy all that a luxury 55+ community has to offer. Located steps from the water and minutes from Annapolis, the location also offers quick access to Rt. 50. Enjoy the convenience of nearby dining and shopping options together with the quaint charm of a small town.

118 Kinglet Ct, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$679,990

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

Welcome to the Chester, a thoughtfully designed home offering 2 bedrooms, 2.5 baths, and a 1-car garage. This home combines modern comfort with functional and stylish living spaces. The main living area features a dry bar and an electric fireplace, creating a warm and inviting atmosphere perfect for both relaxing and entertaining. A dedicated home office with lited French doors provides a private and elegant workspace. The kitchen is designed for both everyday living and convenience, featuring a single oven, microwave, gas cooktop with range hood, dishwasher, pendant lighting, tile backsplash, and quartz countertops. Luxury vinyl plank flooring flows throughout the home, with tile flooring in both full baths. The owner’s bath offers a walk-in shower with a seat and handheld shower wand, double sinks, and quartz countertops, creating a comfortable and functional retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

830 Warbler Way Unit 2833, Chester

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty - OP. Contact:

$495,000

Beautiful waterviews of the Chester River set the stage for this special Chestertown property, located in desirable Mile Tree Village and just a short walk from the Historic District. Set on .53 acres, the home offers 1,656 square feet of finished living space on the main level, with 3 bedrooms and 2 full baths, plus an unfinished lower level with a half bath and one-and-a-half-car garage. An upper-level deck, accessible from the living room, dining room, and primary suite, provides the perfect spot to enjoy the river views and the easy Eastern Shore lifestyle. The home is ready for a fresh vision and offers tremendous potential to become a luxury waterview residence. Thoughtful updating could transform the existing spaces into a home that takes full advantage of the setting. Within a short walk or bike ride to Chestertown's Historic District for dinner, shopping, galleries, and Annual Festivals, while the Chester River provides a beautiful backdrop to everyday life. Bring your vision and create a truly special waterview home and experience the Eastern Shore Lifestyle at its finest!

3 Beds ⋅ 3 Baths

Beautiful waterviews of the Chester River set the stage for this special Chestertown property, located in desirable Mile Tree Village and just a short walk from the Historic District. Set on .53 acres, the home offers 1,656 square feet of finished living space on the main level, with 3 bedrooms and 2 full baths, plus an unfinished lower level with a half bath and one-and-a-half-car garage. An upper-level deck, accessible from the living room, dining room, and primary suite, provides the perfect spot to enjoy the river views and the easy Eastern Shore lifestyle. The home is ready for a fresh vision and offers tremendous potential to become a luxury waterview residence. Thoughtful updating could transform the existing spaces into a home that takes full advantage of the setting. Within a short walk or bike ride to Chestertown's Historic District for dinner, shopping, galleries, and Annual Festivals, while the Chester River provides a beautiful backdrop to everyday life. Bring your vision and create a truly special waterview home and experience the Eastern Shore Lifestyle at its finest!

10 Cedar Chase Ct, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

$405,000

Welcome to 7102 Dogwood Terrace, a spacious single-level home offering an inviting layout, generous living spaces, and plenty of room to make it your own. Located on a corner lot in the established South Beechwood neighborhood, the home features approx. 1,568 sqft. +/- of interior living space, plus an oversized garage. Inside, you'll find 3 BR, 2 BA, a large kitchen, separate living and family rooms, and a bright sunroom that adds valuable flexible space. Classic wood-panel walls, abundant windows, and a brick fireplace serve as focal points of the family room. The kitchen offers ample cabinetry and workspace, while the dedicated laundry room includes a utility sink and additional storage. The primary bedroom is generously sized, and two additional bedrooms provide flexibility for an office. The attached garage offers substantial space for parking, storage, hobbies, or a workshop.

Welcome to 7102 Dogwood Terrace, a spacious single-level home offering an inviting layout, generous living spaces, and plenty of room to make it your own. Located on a corner lot in the established South Beechwood neighborhood, the home features approx. 1,568 sqft. +/- of interior living space, plus an oversized garage. Inside, you'll find 3 BR, 2 BA, a large kitchen, separate living and family rooms, and a bright sunroom that adds valuable flexible space. Classic wood-panel walls, abundant windows, and a brick fireplace serve as focal points of the family room. The kitchen offers ample cabinetry and workspace, while the dedicated laundry room includes a utility sink and additional storage. The primary bedroom is generously sized, and two additional bedrooms provide flexibility for an office. The attached garage offers substantial space for parking, storage, hobbies, or a workshop.

7102 Dogwood Ter, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$849,990

Come pick your finishes with an accepted contract by 10/31/2026!! NEW CONSTRUCTION IN QUEEN ANNE COLONY – READY in 2026! Enjoy easy one-level living in this beautifully upgraded Schaefer Homes Raleigh model featuring 3 bedrooms, 3 full baths and an open floor plan designed for comfortable everyday living. Upgrades include LVP flooring throughout, walk-in tiled showers, upgraded kitchen with backsplash, stone-accented exterior and a screened porch perfect for relaxing or entertaining. Located in sought-after Queen Anne Colony, you'll enjoy the privacy of island living with public sewer, private well and unbeatable convenience just off the first Kent Island exit. Walk or bike the South Island Trail to nearby pickleball courts and the fishing pier, or enjoy a round at Blue Heron Golf Course just a short walk away. Brand-new, one-level living with recreation right outside your door and no older-home renovation list!

3 Beds ⋅ 3 Baths

Come pick your finishes with an accepted contract by 10/31/2026!! NEW CONSTRUCTION IN QUEEN ANNE COLONY – READY in 2026! Enjoy easy one-level living in this beautifully upgraded Schaefer Homes Raleigh model featuring 3 bedrooms, 3 full baths and an open floor plan designed for comfortable everyday living. Upgrades include LVP flooring throughout, walk-in tiled showers, upgraded kitchen with backsplash, stone-accented exterior and a screened porch perfect for relaxing or entertaining. Located in sought-after Queen Anne Colony, you'll enjoy the privacy of island living with public sewer, private well and unbeatable convenience just off the first Kent Island exit. Walk or bike the South Island Trail to nearby pickleball courts and the fishing pier, or enjoy a round at Blue Heron Golf Course just a short walk away. Brand-new, one-level living with recreation right outside your door and no older-home renovation list!

313 Columbia Ln, Stevensville

Listing courtesy of Samson Properties. Contact:

$600,000

This charming traditional home, offers a perfect blend of comfort and functionality. With 2,818 square feet of thoughtfully designed living space, this residence features five spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a cozy family room with wood burning fireplace that seamlessly connects to the kitchen, creating an inviting space for gatherings and everyday living. The kitchen boasts a gorgeous quartz island, perfect for casual meals or entertaining guests as well as a tastefully designed formal dining room. As you move upstairs, you'll find four spacious bedrooms and 2 full bathrooms including a primary suite. Enjoy the luxury of a soaking tub in the primary bathroom, providing a serene escape after a long day. The 3rd floor features an oversized bedroom or recreation room. The possibilities are endless, create a home gym, theatre or gaming room or office space. Outside, the property features a side-entry garage with additional storage space, ensuring convenience and organization. The 0.27-acre lot provides a lovely fenced in outdoor area for gardening or simply enjoying the fresh air. This home is not just a place to live; it's a place to create lasting memories. Experience the perfect blend of style, comfort, and functionality in this delightful residence. Multi-use zoning allows your home business dreams to come true. Zoned residential and commercial.

5 Beds ⋅ 3 Baths

This charming traditional home, offers a perfect blend of comfort and functionality. With 2,818 square feet of thoughtfully designed living space, this residence features five spacious bedrooms and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a cozy family room with wood burning fireplace that seamlessly connects to the kitchen, creating an inviting space for gatherings and everyday living. The kitchen boasts a gorgeous quartz island, perfect for casual meals or entertaining guests as well as a tastefully designed formal dining room. As you move upstairs, you'll find four spacious bedrooms and 2 full bathrooms including a primary suite. Enjoy the luxury of a soaking tub in the primary bathroom, providing a serene escape after a long day. The 3rd floor features an oversized bedroom or recreation room. The possibilities are endless, create a home gym, theatre or gaming room or office space. Outside, the property features a side-entry garage with additional storage space, ensuring convenience and organization. The 0.27-acre lot provides a lovely fenced in outdoor area for gardening or simply enjoying the fresh air. This home is not just a place to live; it's a place to create lasting memories. Experience the perfect blend of style, comfort, and functionality in this delightful residence. Multi-use zoning allows your home business dreams to come true. Zoned residential and commercial.

1616 Postal Rd, Chester

Listing courtesy of Coldwell Banker Realty. Contact:

$435,000

This stunning single-story ranch home in Easton's desirable Hunter's Mill neighborhood is listed at $435,000 and offers comfortable, low-maintenance living. The open floor plan provides bright and connected living space that flows seamlessly from the kitchen and breakfast counter into the family room. Beautiful, low maintenance wood flooring spans the main living areas. A cozy gas fireplace anchors the main living space, perfect for relaxing evenings. An attached 2-car garage provides convenient parking and extra storage space. The fully fenced-in private backyard offers an ideal outdoor retreat for pets, play or entertainment. Situated on Captain Adamouski St in Hunter's Mill with easy access to local Easton amenities and a quiet neighborhood feel.

This stunning single-story ranch home in Easton's desirable Hunter's Mill neighborhood is listed at $435,000 and offers comfortable, low-maintenance living. The open floor plan provides bright and connected living space that flows seamlessly from the kitchen and breakfast counter into the family room. Beautiful, low maintenance wood flooring spans the main living areas. A cozy gas fireplace anchors the main living space, perfect for relaxing evenings. An attached 2-car garage provides convenient parking and extra storage space. The fully fenced-in private backyard offers an ideal outdoor retreat for pets, play or entertainment. Situated on Captain Adamouski St in Hunter's Mill with easy access to local Easton amenities and a quiet neighborhood feel.

29770 Captain Adamouski St, Easton

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

$235,000

Welcome home! Sitting at the end of the street, this three bedroom, two bath, one level home is tucked away in the sleepy town of Trappe! While this home has had some upgrades and is well maintained, it has excellent potential to flip or rent- or simply add a coat of your favorite paint, decorate and call it a day! Outside features include an ample front and backyard, most of the property is fenced in, a rear deck, a small side patio and a large driveway.

Welcome home! Sitting at the end of the street, this three bedroom, two bath, one level home is tucked away in the sleepy town of Trappe! While this home has had some upgrades and is well maintained, it has excellent potential to flip or rent- or simply add a coat of your favorite paint, decorate and call it a day! Outside features include an ample front and backyard, most of the property is fenced in, a rear deck, a small side patio and a large driveway.

29499 Laurwayn Dr, Trappe

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$399,999

Easy living and a convenient Kent Island location come together at 233 Keenan Way, an end-unit townhome in the sought-after Ellendale community. Offering three finished levels, 1,884 square feet of living space and a two-car garage, this light-filled home features a flexible floor plan designed for everyday living. The main level is bright and open, with abundant natural light enhanced by the additional windows of an end-unit location. The spacious kitchen features tile flooring, ample cabinetry and counter space, and a large center island with seating. Open to the dining area and adjacent living room with LVP flooring, the layout creates an easy flow for everyday living and entertaining. Step outside to the rear deck for grilling, dining al fresco or simply relaxing at the end of the day. Upstairs, two generously sized bedrooms each feature a private ensuite bath, offering the flexibility of dual primary suites. New carpet adds a fresh update to the upper level. The entry level provides an additional bedroom or flexible bonus space ideal for guests, a home office, fitness room or second living area. Life at Ellendale extends beyond the home, with community amenities including an outdoor pool, clubhouse, tot lot, fishing pier, kayak storage, boat storage and walking paths, with sidewalks and streetlights throughout the neighborhood. Located just minutes from the Bay Bridge and convenient to shopping, dining and everyday necessities at Kent Landing, 233 Keenan Way offers a great combination of space, community amenities and easy access to Annapolis, Baltimore, Washington, D.C. and the Eastern Shore.

3 Beds ⋅ 4 Baths

Easy living and a convenient Kent Island location come together at 233 Keenan Way, an end-unit townhome in the sought-after Ellendale community. Offering three finished levels, 1,884 square feet of living space and a two-car garage, this light-filled home features a flexible floor plan designed for everyday living. The main level is bright and open, with abundant natural light enhanced by the additional windows of an end-unit location. The spacious kitchen features tile flooring, ample cabinetry and counter space, and a large center island with seating. Open to the dining area and adjacent living room with LVP flooring, the layout creates an easy flow for everyday living and entertaining. Step outside to the rear deck for grilling, dining al fresco or simply relaxing at the end of the day. Upstairs, two generously sized bedrooms each feature a private ensuite bath, offering the flexibility of dual primary suites. New carpet adds a fresh update to the upper level. The entry level provides an additional bedroom or flexible bonus space ideal for guests, a home office, fitness room or second living area. Life at Ellendale extends beyond the home, with community amenities including an outdoor pool, clubhouse, tot lot, fishing pier, kayak storage, boat storage and walking paths, with sidewalks and streetlights throughout the neighborhood. Located just minutes from the Bay Bridge and convenient to shopping, dining and everyday necessities at Kent Landing, 233 Keenan Way offers a great combination of space, community amenities and easy access to Annapolis, Baltimore, Washington, D.C. and the Eastern Shore.

233 Keenan Way, Stevensville

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

$2,895,000

Discover 6324 Quaker Neck Road, an exceptional waterfront estate spanning over 5 acres along the East Fork of Langford Creek offering over 5 feet of water at low tide. Over 5,900 square feet of refined living space with 5 bedrooms and 4 baths, designed for elegant Shore entertaining and everyday ease. A new private pier with swim platform and boat lift, plus your private beach, extends living outdoors — complemented by a detached garage with carriage house and a pole building. Minutes to Chestertown, yet quietly removed — a distinguished Quaker Neck offering for the buyer who wants it all.

5 Beds ⋅ 4 Baths

Discover 6324 Quaker Neck Road, an exceptional waterfront estate spanning over 5 acres along the East Fork of Langford Creek offering over 5 feet of water at low tide. Over 5,900 square feet of refined living space with 5 bedrooms and 4 baths, designed for elegant Shore entertaining and everyday ease. A new private pier with swim platform and boat lift, plus your private beach, extends living outdoors — complemented by a detached garage with carriage house and a pole building. Minutes to Chestertown, yet quietly removed — a distinguished Quaker Neck offering for the buyer who wants it all.

6324 Quaker Neck Rd, Chestertown

Listing courtesy of Cross Street Realtors LLC. Contact:

$364,900

Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

3 Beds ⋅ 4 Baths

Nestled in the prestigious Bayside community, this exquisite townhouse that was just updated and renovated in 2026 offers a harmonious blend of luxury and comfort, perfect for those seeking an elevated lifestyle. With renovations completed in 2026, this home boasts modern elegance and thoughtful design throughout its 1,899 square feet. Newer roof, HVAC and hot water heater. Step inside to discover a warm and inviting interior with all new luxury vinyl plank and ceramic tile flooring, featuring a floor plan that seamlessly connects the kitchen and living areas. The family room, conveniently located off the kitchen, is adorned with an electric fireplace, creating a cozy focal point for relaxation. The gourmet kitchen is a chef's dream that includes new quartz countertops, backsplash, new stainless steel appliances, built-in microwave, and a cooktop that promises culinary excellence. Ample storage and a spacious layout make meal preparation a delight. The home features three generously sized bedrooms, each designed with comfort in mind, including an updated primary suite with an luxurious walk-in shower, quartz countertops and new tile flooring. Enjoy the convenience of a fully finished basement with a walkout level, providing additional living space and easy access to the outdoors. The basement also includes garage access, ensuring practicality and ease of living. Step outside to your private deck, where the Chester River is just a short stroll away. The community offers an array of amenities, including a sparkling outdoor pool, tennis courts, and a clubhouse, fostering a vibrant social atmosphere. For those who enjoy an active lifestyle, bike trails and exercise rooms are readily available. Parking is a breeze with an attached garage and additional off-street spaces, ensuring ample room for guests. The meticulously maintained grounds, with included lawn care and snow removal, allow you to enjoy your surroundings without the hassle of upkeep. This property is not just a home; it's a lifestyle. Experience the tranquility of riverfront living while being part of a community that values both leisure and luxury. Embrace the opportunity to make this stunning townhouse your own and indulge in the exclusive lifestyle it offers.

512 Auckland Way, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$859,900

Welcome to this charming farmhouse-style home in Fairlee! Completely renovated in 2023, this home is move-in ready and offers a comfortable mix of modern updates and farmhouse charm. Inside, you’ll find an open floor plan with luxury vinyl plank flooring throughout the main living areas. The living room offers a cozy space to relax and unwind. The updated kitchen is the heart of the home and features beautiful finishes and newer appliances, making it a great space for cooking and gathering. The home features two bedrooms, including a spacious primary bedroom, and two full bathrooms that have both been nicely updated. The spacious laundry room/mudroom provides plenty of room and adds everyday convenience. Enjoy your morning coffee or unwind at the end of the day on the inviting front porch, a great spot to sit back and enjoy the peaceful surroundings. Outside, you’ll find a large half-acre lot that backs to farmland, offering a beautiful setting. There’s plenty of room to enjoy the outdoors, garden, or let the kids and pets play. The property also features a 23' x 34' shed, which includes a 10' x 22' workshop area. The gravel driveway provides parking for up to four vehicles. If you’re looking for a home that has been beautifully updated while still keeping that cozy farmhouse feel, this one is worth a look. Come see everything this Fairlee home has to offer!

320 Bayberry Dr, Chester

Listing courtesy of RE/MAX Leading Edge. Contact:

$315,000

Welcome to this charming farmhouse-style home in Fairlee! Completely renovated in 2023, this home is move-in ready and offers a comfortable mix of modern updates and farmhouse charm. Inside, you’ll find an open floor plan with luxury vinyl plank flooring throughout the main living areas. The living room offers a cozy space to relax and unwind. The updated kitchen is the heart of the home and features beautiful finishes and newer appliances, making it a great space for cooking and gathering. The home features two bedrooms, including a spacious primary bedroom, and two full bathrooms that have both been nicely updated. The spacious laundry room/mudroom provides plenty of room and adds everyday convenience. Enjoy your morning coffee or unwind at the end of the day on the inviting front porch, a great spot to sit back and enjoy the peaceful surroundings. Outside, you’ll find a large half-acre lot that backs to farmland, offering a beautiful setting. There’s plenty of room to enjoy the outdoors, garden, or let the kids and pets play. The property also features a 23' x 34' shed, which includes a 10' x 22' workshop area. The gravel driveway provides parking for up to four vehicles. If you’re looking for a home that has been beautifully updated while still keeping that cozy farmhouse feel, this one is worth a look. Come see everything this Fairlee home has to offer!

22974 Bay Shore Rd, Chestertown

Listing courtesy of Benson & Mangold, LLC. Contact:

$475,000

Welcome to 32050 River Road in Millington! This fully renovated brick ranch-style home offers the perfect blend of modern updates, comfortable living, and peaceful country living. Situated on approximately 1.6 acres, this spacious property features 4 bedrooms and 2 full bathrooms, providing plenty of room for family and guests. Step inside to discover a beautifully updated interior with a fresh, modern feel throughout. The renovated kitchen features stainless-steel appliances and offers a functional space for everyday cooking and entertaining. The main-level layout provides convenient one-level living with generously sized bedrooms and updated bathrooms. Enjoy the outdoors from the inviting screened-in back porch — the perfect spot to relax, entertain, or take in the peaceful surroundings while enjoying protection from the elements. The expansive 1.6-acre lot provides plenty of room to enjoy the outdoors and create your own private retreat. The full basement offers valuable additional space and endless possibilities for storage, recreation, a workshop, or future finished living space. With its classic brick exterior, extensive renovations, spacious floor plan, screened-in back porch, full basement, and beautiful acreage, this home is move-in ready and waiting for its next owner.

4 Beds ⋅ 2 Baths

Welcome to 32050 River Road in Millington! This fully renovated brick ranch-style home offers the perfect blend of modern updates, comfortable living, and peaceful country living. Situated on approximately 1.6 acres, this spacious property features 4 bedrooms and 2 full bathrooms, providing plenty of room for family and guests. Step inside to discover a beautifully updated interior with a fresh, modern feel throughout. The renovated kitchen features stainless-steel appliances and offers a functional space for everyday cooking and entertaining. The main-level layout provides convenient one-level living with generously sized bedrooms and updated bathrooms. Enjoy the outdoors from the inviting screened-in back porch — the perfect spot to relax, entertain, or take in the peaceful surroundings while enjoying protection from the elements. The expansive 1.6-acre lot provides plenty of room to enjoy the outdoors and create your own private retreat. The full basement offers valuable additional space and endless possibilities for storage, recreation, a workshop, or future finished living space. With its classic brick exterior, extensive renovations, spacious floor plan, screened-in back porch, full basement, and beautiful acreage, this home is move-in ready and waiting for its next owner.

32050 River Rd, Millington

Listing courtesy of Crown Homes Real Estate. Contact:

$459,000

Second story, waterfront condo in historic Chestertown. Comes with a private boat slip at the end of the dock. 2 bedrooms and 2 full baths. Spacious patio with a stunning view of the Chester River. One of the most coveted streets in historic Chestertown!

Second story, waterfront condo in historic Chestertown. Comes with a private boat slip at the end of the dock. 2 bedrooms and 2 full baths. Spacious patio with a stunning view of the Chester River. One of the most coveted streets in historic Chestertown!

105 N Water St Unit 3, Chestertown

Listing courtesy of Coldwell Banker Chesapeake Real Estate Company. Contact:

$660,000

Sprawling, 3 bedroom, 2 full bath, 1 half bath contemporary ranch home with an oversized 2-car attached garage, rear sunroom overlooking a rear patio, fish pond and gazebo. All of this on a 1.28 +/- acre parcel that backs to a pond/green of the Links at Perry Cabin Golf Course. This home has access to said golf club (membership required), scenic walking and biking trails, a nearby waterfront park, and the Miles River Yacht Club...and less than 2 miles from downtown St. Michaels! Restricted to owner-occupants, non-profits and government agencies through 10/01/2026. HUD Case #241-950998. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

3 Beds ⋅ 3 Baths

Sprawling, 3 bedroom, 2 full bath, 1 half bath contemporary ranch home with an oversized 2-car attached garage, rear sunroom overlooking a rear patio, fish pond and gazebo. All of this on a 1.28 +/- acre parcel that backs to a pond/green of the Links at Perry Cabin Golf Course. This home has access to said golf club (membership required), scenic walking and biking trails, a nearby waterfront park, and the Miles River Yacht Club...and less than 2 miles from downtown St. Michaels! Restricted to owner-occupants, non-profits and government agencies through 10/01/2026. HUD Case #241-950998. Seller may contribute up to 3% of the buyer’s closing costs. Equal Housing Opportunity.

24575 Deepwater Point Dr, St Michaels

Listing courtesy of Brokers Realty Group, LLC. Contact:

$645,000

NEW PRICE! EXCEPTIONAL VALUE-Now Offered At 645,000 presenting a rare opportunity for buyers seeking outstanding value in desirable FOUR SEASONS at KENT ISLAND! Immediate Occupancy-Be HOME for the HOLIDAYS! Built in 2019, this coastal style cutie is better than new & offers a bright open layout that includes 2 SPACIOUS BEDROOMS complete w/ brand new carpet & beautiful custom ENSUITE BATHROOMS plus additional HOME OFFICE/DEN or spare bedroom & POWDER ROOM off foyer. The kitchen is the heart of this home & features upgraded CAFE by GE stainless steel appliances, granite countertops, a plethora of custom 42" cabinets, expansive center island & custom finished walk-in pantry. Dining area off kitchen flows seamlessly into the FAMILY/GREAT ROOM complete w/GAS FIREPLACE for cool fall evenings & Sunday-FUN-day football gatherings! Enjoy the ease & luxury of a primary bath w/large CUSTOM WALK-IN SHOWER featuring built-in bench, & double vanities . Spacious walk-in closet includes high ceilings & a built-in safe for keeping valuables & important documents. Elevated custom PLANTATION SHUTTERS throughout. An OVERSIZED 2-CAR GARAGE complete w/upgraded epoxy floor & OPTIONAL 22x10 LOFT STORAGE offers a smart, tucked-away solution for everything you want close at hand-but out of sight. The meticulous exterior features a screened porch, & paver patio w/remote operated RETRACTABLE AWNING providing additional space for entertaining or simply relaxing & enjoying the outdoors. HOA provided LAWN CARE & IRRIGATION plus GUTTER Guards offer the added benefit of reduced exterior maintenance, making home ownership that much easier and worry-free. The beautifully landscaped lot backs to trees and popular CROSS-ISLAND TRAIL as well as views of the scenic community water-features, & even has an invisible fence for your four-legged friend. The "Icing On The Cake" is definitely the ABUNDENT AMENITIES (did I mention lawn-care?!) covered by your reasonable monthly HOA dues....Stunning (WATERFRONT!) INDOOR & OUTDOOR SWIMMING POOLS, fitness center, DOG PARK, walking paths, fishing/crabbing pier, PICKLE & BOCCE BALL COURTS & SO MUCH MORE- there's always something to see & enjoy. The community also features a beautiful clubhouse with gym, ballroom, "learning kitchen", stocked LIBRARY w/fireplace & various other multi-purpose spaces for personal enrichment opportunities & social events. Located on the Chester River & Chesapeake Bay, you will be DAZZLED by the natural beauty of the area- -Of YOUR Community.... Literally a vacation without ever leaving town. Local medical facilities, shopping, restaurants & access to the DELMARVA beaches enhance the neighborhood's appeal, making it a wonderful place to call home. Experience the vibrant lifestyle and FRIENSHIPS & MEMORIES to be made in this TOTAL PACKAGE community.

NEW PRICE! EXCEPTIONAL VALUE-Now Offered At 645,000 presenting a rare opportunity for buyers seeking outstanding value in desirable FOUR SEASONS at KENT ISLAND! Immediate Occupancy-Be HOME for the HOLIDAYS! Built in 2019, this coastal style cutie is better than new & offers a bright open layout that includes 2 SPACIOUS BEDROOMS complete w/ brand new carpet & beautiful custom ENSUITE BATHROOMS plus additional HOME OFFICE/DEN or spare bedroom & POWDER ROOM off foyer. The kitchen is the heart of this home & features upgraded CAFE by GE stainless steel appliances, granite countertops, a plethora of custom 42" cabinets, expansive center island & custom finished walk-in pantry. Dining area off kitchen flows seamlessly into the FAMILY/GREAT ROOM complete w/GAS FIREPLACE for cool fall evenings & Sunday-FUN-day football gatherings! Enjoy the ease & luxury of a primary bath w/large CUSTOM WALK-IN SHOWER featuring built-in bench, & double vanities . Spacious walk-in closet includes high ceilings & a built-in safe for keeping valuables & important documents. Elevated custom PLANTATION SHUTTERS throughout. An OVERSIZED 2-CAR GARAGE complete w/upgraded epoxy floor & OPTIONAL 22x10 LOFT STORAGE offers a smart, tucked-away solution for everything you want close at hand-but out of sight. The meticulous exterior features a screened porch, & paver patio w/remote operated RETRACTABLE AWNING providing additional space for entertaining or simply relaxing & enjoying the outdoors. HOA provided LAWN CARE & IRRIGATION plus GUTTER Guards offer the added benefit of reduced exterior maintenance, making home ownership that much easier and worry-free. The beautifully landscaped lot backs to trees and popular CROSS-ISLAND TRAIL as well as views of the scenic community water-features, & even has an invisible fence for your four-legged friend. The "Icing On The Cake" is definitely the ABUNDENT AMENITIES (did I mention lawn-care?!) covered by your reasonable monthly HOA dues....Stunning (WATERFRONT!) INDOOR & OUTDOOR SWIMMING POOLS, fitness center, DOG PARK, walking paths, fishing/crabbing pier, PICKLE & BOCCE BALL COURTS & SO MUCH MORE- there's always something to see & enjoy. The community also features a beautiful clubhouse with gym, ballroom, "learning kitchen", stocked LIBRARY w/fireplace & various other multi-purpose spaces for personal enrichment opportunities & social events. Located on the Chester River & Chesapeake Bay, you will be DAZZLED by the natural beauty of the area- -Of YOUR Community.... Literally a vacation without ever leaving town. Local medical facilities, shopping, restaurants & access to the DELMARVA beaches enhance the neighborhood's appeal, making it a wonderful place to call home. Experience the vibrant lifestyle and FRIENSHIPS & MEMORIES to be made in this TOTAL PACKAGE community.

228 Bayberry Dr, Chester

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

$255,600

Ranch style home offering plenty of parking, three bedrooms and two full baths and a lot of outdoor living space on decks and the covered front porch. Located at end of cul-de-sac for privacy. Not much to do here to make this your new home! Property strictly sold as is. HUD CASE#241-778774 . Please see website hudhomestore for details.

Ranch style home offering plenty of parking, three bedrooms and two full baths and a lot of outdoor living space on decks and the covered front porch. Located at end of cul-de-sac for privacy. Not much to do here to make this your new home! Property strictly sold as is. HUD CASE#241-778774 . Please see website hudhomestore for details.

25690 Meadow Rd, Worton

Listing courtesy of Thurston Wyatt Real Estate, LLC. Contact:

$535,000

Home Sweet Home. How Sweet it is! Rustic Log cabin 4 Bedrooms, 2Baths. Front and rear porches, In ground Pool, 3 Car detached garage, 24X 34 detached metal building. Great for all the toys, Shop, or Storage. Mature Landscaping, All Situated on 9.28 Acres located close to the Sassafras River. Wow! Call for your private showing.

4 Beds ⋅ 2 Baths

Home Sweet Home. How Sweet it is! Rustic Log cabin 4 Bedrooms, 2Baths. Front and rear porches, In ground Pool, 3 Car detached garage, 24X 34 detached metal building. Great for all the toys, Shop, or Storage. Mature Landscaping, All Situated on 9.28 Acres located close to the Sassafras River. Wow! Call for your private showing.

13984 Mill Creek Ln, Galena

Listing courtesy of Key Realty, Incorporated. Contact:

$425,000

28500 Woods Drive is on a quite street located in the Easton Club. The property has a first floor primary, with an impressive bathroom. Two bedrooms are located on the second level, and share a full bath. A large loft space is also located on the second level. The home offers a living and dining room. The family room and kitchen are located at the back of the property. Opening up to a patio where you can enjoy a private outdoor space. Great for entertaining. The Easton Club has an out door pool, tennis courts , and a walking path.

28500 Woods Drive is on a quite street located in the Easton Club. The property has a first floor primary, with an impressive bathroom. Two bedrooms are located on the second level, and share a full bath. A large loft space is also located on the second level. The home offers a living and dining room. The family room and kitchen are located at the back of the property. Opening up to a patio where you can enjoy a private outdoor space. Great for entertaining. The Easton Club has an out door pool, tennis courts , and a walking path.

28500 Woods Dr, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$529,000

Located in the beautiful Queens Landing community, this Spanish-style waterfront townhouse offers a luxurious lifestyle with stunning river views. The interior boasts an open floor plan, featuring a combination dining and living area with recessed lighting and a corner gas fireplace. The kitchen is equipped with upgraded countertops and high-end appliances, including a built-in microwave and new additional cabinet and countertop space. Upstairs you will find 2 spacious bedrooms both with private balconies, 2 full bathrooms, and a large loft space above the primary bedroom. Outside you can enjoy your private balcony or relax on the patio, surrounded by beautifully landscaped grounds. The community amenities include an in-ground pool, tennis courts, walking trails, and access to the Chester River. Come tour this waterfront property today!

Located in the beautiful Queens Landing community, this Spanish-style waterfront townhouse offers a luxurious lifestyle with stunning river views. The interior boasts an open floor plan, featuring a combination dining and living area with recessed lighting and a corner gas fireplace. The kitchen is equipped with upgraded countertops and high-end appliances, including a built-in microwave and new additional cabinet and countertop space. Upstairs you will find 2 spacious bedrooms both with private balconies, 2 full bathrooms, and a large loft space above the primary bedroom. Outside you can enjoy your private balcony or relax on the patio, surrounded by beautifully landscaped grounds. The community amenities include an in-ground pool, tennis courts, walking trails, and access to the Chester River. Come tour this waterfront property today!

15 Qun Ann Way Unit E, Chester

Listing courtesy of Benson & Mangold, LLC. Contact:

$279,000

Discover a prime investment opportunity in the desirable St. Michaels community. This 3-bedroom, 2-bathroom ranch-style home, built in 1960, boasts a spacious 1,340 sq. ft. of potential. With its classic vinyl siding, this property is ready for some TLA and future enhancements. The roof is less than 5 years old and layout offers flexibility, making it easy to adapt the space. The 0.17-acre lot provides ample outdoor space for potential landscaping or recreational activities, enhancing the property's appeal. Homeowners or Investors will appreciate the potential to transform this property into your personal residence or investment property. Being sold As Is condition.

Discover a prime investment opportunity in the desirable St. Michaels community. This 3-bedroom, 2-bathroom ranch-style home, built in 1960, boasts a spacious 1,340 sq. ft. of potential. With its classic vinyl siding, this property is ready for some TLA and future enhancements. The roof is less than 5 years old and layout offers flexibility, making it easy to adapt the space. The 0.17-acre lot provides ample outdoor space for potential landscaping or recreational activities, enhancing the property's appeal. Homeowners or Investors will appreciate the potential to transform this property into your personal residence or investment property. Being sold As Is condition.

210 Brooks Ln, St Michaels

Listing courtesy of Meredith Fine Properties. Contact:

$525,000

Located in Bentley Hay and within walking distance of Historic St. Michaels, this charming cottage would make an exceptional pied-à-terre. Enjoy two bedrooms and two bathrooms on separate levels, with tremendous privacy and rear alley access. Easy access to nearby parks is perfect for leisurely strolls. Convenient public services and amenities are just a stone's throw away, making daily errands a breeze. Whether you're exploring local shops or enjoying a meal nearby, you'll find everything you need within reach.

Located in Bentley Hay and within walking distance of Historic St. Michaels, this charming cottage would make an exceptional pied-à-terre. Enjoy two bedrooms and two bathrooms on separate levels, with tremendous privacy and rear alley access. Easy access to nearby parks is perfect for leisurely strolls. Convenient public services and amenities are just a stone's throw away, making daily errands a breeze. Whether you're exploring local shops or enjoying a meal nearby, you'll find everything you need within reach.

806 Calvert Ave, St Michaels

Listing courtesy of Benson & Mangold, LLC. Contact:

$399,900

Welcome to 7062 Pine Ridge Road, a charming 3-bedroom, 2-bath ranch located in the highly sought-after South Beechwood neighborhood of Easton. Offering approximately 1,680 square feet of comfortable one-level living, this home features a functional floor plan with plenty of space for everyday living and entertaining. One of the biggest highlights is that most of the home has been updated within the past ten years, giving you the character of an established home with many of the improvements already taken care of. Outside, you'll find a welcoming covered front porch, mature shade trees, an attached one-car garage, and a manageable yard with plenty of room to enjoy without spending every weekend maintaining it. Located in South Beechwood, one of Easton’s most desirable established neighborhoods, the home is just minutes from downtown Easton, shopping, dining, and everything the Mid-Shore has to offer. 7062 Pine Ridge Road offers a great combination of location, one-level living, and thoughtful updates in a neighborhood where homes are always in demand

Welcome to 7062 Pine Ridge Road, a charming 3-bedroom, 2-bath ranch located in the highly sought-after South Beechwood neighborhood of Easton. Offering approximately 1,680 square feet of comfortable one-level living, this home features a functional floor plan with plenty of space for everyday living and entertaining. One of the biggest highlights is that most of the home has been updated within the past ten years, giving you the character of an established home with many of the improvements already taken care of. Outside, you'll find a welcoming covered front porch, mature shade trees, an attached one-car garage, and a manageable yard with plenty of room to enjoy without spending every weekend maintaining it. Located in South Beechwood, one of Easton’s most desirable established neighborhoods, the home is just minutes from downtown Easton, shopping, dining, and everything the Mid-Shore has to offer. 7062 Pine Ridge Road offers a great combination of location, one-level living, and thoughtful updates in a neighborhood where homes are always in demand

7062 Pine Ridge Rd Rd, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$265,000

Chesapeake Waterfront Lifestyle Without the Waterfront Price Tag! Welcome to a beautifully transformed retreat in Kent Cove, where easy coastal living meets the comfort and convenience of a thoughtfully updated home. This exceptional 2-bedroom, 1.5-bath townhouse offers a rare opportunity to enjoy water views, community water access, multiple docks, resort-style amenities, and expansive outdoor living—all in a peaceful Stevensville setting just one minute from Routes 301/50. From the moment you arrive, you'll notice that this isn't your typical townhouse. Extensively updated and lovingly maintained, the home received approximately $25,000 in improvements in 2018, including a complete kitchen renovation, updated bathrooms, new flooring throughout, stainless steel appliances, granite countertops, fresh paint, updated water-heater components, and a custom cabinet niche/coffee station in the dining area. An additional $3,000 in improvements was completed in 2026, keeping the home fresh and move-in ready. The heart of the outdoor experience is the new 8' x 22' Trex deck—a substantial private entertaining space designed for morning coffee, evening cocktails, outdoor dining, or simply enjoying the peaceful Kent Cove surroundings. A second front deck opens to a relaxing common area, while the semi-private common area behind the home creates an additional sense of privacy and space. And then there's the water. Enjoy water views and community access to the water, with three community docks providing opportunities to take in the scenery and enjoy the Eastern Shore lifestyle. Whether you're looking for a peaceful place to unwind after a long day, a weekend escape, or an easy-care home where you can enjoy the outdoors without the responsibilities of a larger property, Kent Cove delivers. The community's amenities add exceptional value and convenience. The $522 monthly HOA fee includes water and sewer, twice-weekly trash pickup, snow removal, maintenance of common areas, exterior townhouse maintenance, a community pool, and access to three docks. It's a lifestyle designed to let you spend less time maintaining a property and more time enjoying it. A detached one-car garage provides valuable storage and parking, while the two-level layout offers comfortable separation between living and private spaces. Best of all, you get the tranquility and character of Eastern Shore living while remaining incredibly convenient to major commuter routes. Routes 301/50 are just one minute away, putting the Bay Bridge, Annapolis, shopping, dining, and everything Stevensville has to offer within easy reach. Updated. Waterfront-oriented. Turnkey. Low maintenance. Convenient. If you've been waiting for an opportunity to enjoy the Kent Island lifestyle without taking on the price and upkeep of a detached waterfront home, this is the one to see. Come experience the views, the decks, the water, and the unique sense of community that make Kent Cove such a special place to call home.

Chesapeake Waterfront Lifestyle Without the Waterfront Price Tag! Welcome to a beautifully transformed retreat in Kent Cove, where easy coastal living meets the comfort and convenience of a thoughtfully updated home. This exceptional 2-bedroom, 1.5-bath townhouse offers a rare opportunity to enjoy water views, community water access, multiple docks, resort-style amenities, and expansive outdoor living—all in a peaceful Stevensville setting just one minute from Routes 301/50. From the moment you arrive, you'll notice that this isn't your typical townhouse. Extensively updated and lovingly maintained, the home received approximately $25,000 in improvements in 2018, including a complete kitchen renovation, updated bathrooms, new flooring throughout, stainless steel appliances, granite countertops, fresh paint, updated water-heater components, and a custom cabinet niche/coffee station in the dining area. An additional $3,000 in improvements was completed in 2026, keeping the home fresh and move-in ready. The heart of the outdoor experience is the new 8' x 22' Trex deck—a substantial private entertaining space designed for morning coffee, evening cocktails, outdoor dining, or simply enjoying the peaceful Kent Cove surroundings. A second front deck opens to a relaxing common area, while the semi-private common area behind the home creates an additional sense of privacy and space. And then there's the water. Enjoy water views and community access to the water, with three community docks providing opportunities to take in the scenery and enjoy the Eastern Shore lifestyle. Whether you're looking for a peaceful place to unwind after a long day, a weekend escape, or an easy-care home where you can enjoy the outdoors without the responsibilities of a larger property, Kent Cove delivers. The community's amenities add exceptional value and convenience. The $522 monthly HOA fee includes water and sewer, twice-weekly trash pickup, snow removal, maintenance of common areas, exterior townhouse maintenance, a community pool, and access to three docks. It's a lifestyle designed to let you spend less time maintaining a property and more time enjoying it. A detached one-car garage provides valuable storage and parking, while the two-level layout offers comfortable separation between living and private spaces. Best of all, you get the tranquility and character of Eastern Shore living while remaining incredibly convenient to major commuter routes. Routes 301/50 are just one minute away, putting the Bay Bridge, Annapolis, shopping, dining, and everything Stevensville has to offer within easy reach. Updated. Waterfront-oriented. Turnkey. Low maintenance. Convenient. If you've been waiting for an opportunity to enjoy the Kent Island lifestyle without taking on the price and upkeep of a detached waterfront home, this is the one to see. Come experience the views, the decks, the water, and the unique sense of community that make Kent Cove such a special place to call home.

15 Mariners Way Unit A-1, Stevensville

Listing courtesy of RE/MAX Plus. Contact:

$649,900

2551 Centreville Rd, Centreville

Listing courtesy of Benson & Mangold, LLC. Contact:

$289,000

Located in Tolchester Estates, this well maintained ranch style home sits on a lovely tree shaded lot. There are three bedrooms, two bathrooms and an open kitchen, dining and living room area. The back deck with a built in bench is just perfect for relaxing, entertaining and watching the abundant wildlife. This water oriented, water access community offers a community beach on the Chesapeake Bay, a boat ramp and a community hall for gatherings and events. Tolchester Marina, a full service operation, and The Shanty Beach Bar, "Best Kept Secret on the Bay", are just a short walk or golf cart ride away. This low maintenance home can easily be a primary resident, second home or investment property. Enjoy the easy pace and the stunning sunsets this community has to offer (some interior images were virtually staged using AI - these images do not represent the property's current furnishings or decor).