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Great opportunity to buy way below market value. Charming rancher offers great opportunity for an investor or savvy home owner. Seller has never occupied the property, therefore cannot guarantee accuracy in this listing. Buyer and agent must do their due diligence before submitting an offer. Cash or hard money only. Buyer pays all transfer and record. seller prefers New World Title company.

3 Beds ⋅ 1 Baths

Great opportunity to buy way below market value. Charming rancher offers great opportunity for an investor or savvy home owner. Seller has never occupied the property, therefore cannot guarantee accuracy in this listing. Buyer and agent must do their due diligence before submitting an offer. Cash or hard money only. Buyer pays all transfer and record. seller prefers New World Title company.

13404 Cannery Rd, Queen Anne

Listing courtesy of Allfirst Realty, Inc.. Contact:

$1,295,000

Beautifully maintained 3–4 bedroom home set on lovely park-like grounds in the sought after community of Cooke’s Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cooke’s Hope offers an exceptional array of amenities, including scenic walking trails, ponds, tennis and pickleball courts, fitness room, community gathering spaces and a waterfront dock with slips and kayak storage. It is a community that offers both an active lifestyle and a sense of space and privacy. A special property in a highly desirable setting, offering one level living with plenty of additional space for family, guests and hobbies.Close to downtown Historic Easton, YMCA, shopping, museums and grocery stores. Please note: Sellers require a mid-April 2027 settlement. A rent-back agreement will be required if an earlier settlement is requested.

3 Beds ⋅ 4 Baths

Beautifully maintained 3–4 bedroom home set on lovely park-like grounds in the sought after community of Cooke’s Hope. From the welcoming foyer, the home opens to formal living and dining rooms, followed by an inviting great room with cathedral ceiling, fireplace and wet bar. The spacious kitchen offers an abundance of cabinetry, stainless steel appliances, breakfast bar and a cozy breakfast nook overlooking the beautifully landscaped rear yard. Hardwood floors, crown molding and recessed lighting add warmth and character throughout. The first floor primary suite offers a walk-in closet and spacious bath with separate soaking tub. Upstairs, two additional ensuite bedrooms along with a separate office and family/bonus room with a private balcony. Tons of attic storage. Outdoor living is easy here, with a screened and wraparound porch overlooking the mature landscaping and private rear yard with gazebo. Cooke’s Hope offers an exceptional array of amenities, including scenic walking trails, ponds, tennis and pickleball courts, fitness room, community gathering spaces and a waterfront dock with slips and kayak storage. It is a community that offers both an active lifestyle and a sense of space and privacy. A special property in a highly desirable setting, offering one level living with plenty of additional space for family, guests and hobbies.Close to downtown Historic Easton, YMCA, shopping, museums and grocery stores. Please note: Sellers require a mid-April 2027 settlement. A rent-back agreement will be required if an earlier settlement is requested.

28751 Emanuel St, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

$695,000

Rarely do vacant parcels like this become available so close to historic Chestertown! Offering approximately 43 acres, this exceptional property presents a unique opportunity to create your own private estate while enjoying outstanding recreational and hunting opportunities. The current owners have strategically developed and maintained the property for exceptional deer and turkey hunting through their partnership with HuntingPlots.com. Thoughtful habitat and land management includes established travel corridors, bedding areas, food plots, an artificial water pond, and carefully planned tree management, creating an ideal environment for wildlife. The property is subject to a Maryland Environmental Trust conservation easement; however, the easement permits the construction of one homestead, offering the opportunity to build a private residence surrounded by acreage and natural beauty. Please refer to the Kent County Health Department percolation letter and additional easement information included in the documents. Location is truly a standout feature of this rare offering. Situated within approximately 1.5 miles of downtown Chestertown, the property provides convenient access to Chester River boat ramps, Washington College, the Chester River Yacht & Country Club, shopping, dining, and all that Chestertown has to offer. Included are 3 Ten Point box deer stands, several tacticam deer cameras, and several other ladder stands. A rare combination of acreage, privacy, recreational value, and proximity to town, an exceptional opportunity on Maryland’s Upper Eastern Shore.

Chestertown

Listing courtesy of Select Land & Homes, LLC. Contact:

$3,850,000

From the moment you turn onto winding Carmichael Road and cross the bridge onto Wye Island, the pace begins to slow. Of the island’s approximately 2,800 acres, only about 350 are privately owned. The State of Maryland through the Maryland Park Service owns and manages the rest. ‘The Point’ is among the island’s handful of private properties, distinguished by almost six acres and more than 1,200 feet of elevated waterfront, one of the largest private shorelines on Wye Island, with over half riprapped. Set at the end of a private drive, this exceptional estate offers a rare sense of privacy amid the island’s pristine, unspoiled lands. The main residence is distinctive in both design and setting, with a playful modern aesthetic, soaring ceilings reaching nearly 18 feet, and an open floor plan oriented toward the water. Two bedroom suites occupy the main level, each with an ensuite bath and its own exceptional outlook, one overlooking the Wye River, the other facing a private cove. Upstairs, two additional bedrooms share a Jack-and-Jill bath, with each opening to its own private deck. Designed for both everyday living and memorable family gatherings, the property embraces the natural beauty of its surroundings. An outdoor kitchen creates an inviting setting for entertaining, while the approximately 90-foot pier, with an estimated 5’+ mean low water, provides direct access to the river and the Chesapeake beyond. A private duck blind and abundant wildlife further connect the property to the land and water. A charming guest house provides comfortable accommodations for extended family and friends, with a kitchenette, bedroom, full bath, and sweeping water views. A second-floor loft, with exceptional views across the river and surrounding farmland, provides an ideal setting for a home office, studio, or quiet retreat. Life on Wye Island is defined by its unspoiled landscape and enduring connection to the outdoors. The island is celebrated for its quiet coves, abundant wildlife, and sporting traditions, with opportunities for boating, crabbing, fishing, waterfowl hunting, and deer hunting. Here, days can be spent on the river, along the shoreline, in the surrounding woods and fields, or simply enjoying the remarkable sense of privacy that comes with living in such a protected setting. Meticulously maintained and ready for its next chapter, The Point represents an increasingly rare opportunity to own a private waterfront estate in one of the Eastern Shore’s most pristine and unspoiled settings. A place for family and friends to gather, enjoy the water, and experience all that Wye Island and Eastern Shore have to offer. ***Owner occupied - PLEASE DO NOT DRIVE DOWN DRIVEWAY.*** Agent related to Owner.

5 Beds ⋅ 4 Baths

From the moment you turn onto winding Carmichael Road and cross the bridge onto Wye Island, the pace begins to slow. Of the island’s approximately 2,800 acres, only about 350 are privately owned. The State of Maryland through the Maryland Park Service owns and manages the rest. ‘The Point’ is among the island’s handful of private properties, distinguished by almost six acres and more than 1,200 feet of elevated waterfront, one of the largest private shorelines on Wye Island, with over half riprapped. Set at the end of a private drive, this exceptional estate offers a rare sense of privacy amid the island’s pristine, unspoiled lands. The main residence is distinctive in both design and setting, with a playful modern aesthetic, soaring ceilings reaching nearly 18 feet, and an open floor plan oriented toward the water. Two bedroom suites occupy the main level, each with an ensuite bath and its own exceptional outlook, one overlooking the Wye River, the other facing a private cove. Upstairs, two additional bedrooms share a Jack-and-Jill bath, with each opening to its own private deck. Designed for both everyday living and memorable family gatherings, the property embraces the natural beauty of its surroundings. An outdoor kitchen creates an inviting setting for entertaining, while the approximately 90-foot pier, with an estimated 5’+ mean low water, provides direct access to the river and the Chesapeake beyond. A private duck blind and abundant wildlife further connect the property to the land and water. A charming guest house provides comfortable accommodations for extended family and friends, with a kitchenette, bedroom, full bath, and sweeping water views. A second-floor loft, with exceptional views across the river and surrounding farmland, provides an ideal setting for a home office, studio, or quiet retreat. Life on Wye Island is defined by its unspoiled landscape and enduring connection to the outdoors. The island is celebrated for its quiet coves, abundant wildlife, and sporting traditions, with opportunities for boating, crabbing, fishing, waterfowl hunting, and deer hunting. Here, days can be spent on the river, along the shoreline, in the surrounding woods and fields, or simply enjoying the remarkable sense of privacy that comes with living in such a protected setting. Meticulously maintained and ready for its next chapter, The Point represents an increasingly rare opportunity to own a private waterfront estate in one of the Eastern Shore’s most pristine and unspoiled settings. A place for family and friends to gather, enjoy the water, and experience all that Wye Island and Eastern Shore have to offer. ***Owner occupied - PLEASE DO NOT DRIVE DOWN DRIVEWAY.*** Agent related to Owner.

491 Wye Island Rd, Queenstown

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

$610,000

Luxury, comfort, and resort-style living come together beautifully in this exceptional Bay Bridge Cove residence! This beautifully appointed home combines elegant finishes, spacious living areas, and an inviting indoor-outdoor lifestyle in a sought-after community. From the moment you step inside, you’ll appreciate the attention to detail. The spacious living room features beautiful crown molding, recessed lighting, and a cozy gas fireplace, creating the perfect setting for relaxing or entertaining. At the heart of the home is a gourmet kitchen designed to impress, featuring an abundance of cabinetry, stainless-steel appliances, generous counter space, and a large pantry providing exceptional storage and functionality. One of the home's most inviting features is the bright and spacious sunroom, surrounded by an abundance of windows that fill the room with natural light. A beautiful cathedral ceiling enhances the open, airy feel, creating the perfect space for morning coffee, casual entertaining, or simply enjoying the peaceful views throughout the seasons. The sunroom provides direct access to the screened porch, creating a seamless flow between the indoor and outdoor living spaces. The home offers two generously sized bedrooms, including a private primary suite with a walk-in closet and spa-inspired bathroom featuring a walk-in shower. Elegant details throughout—including chair railings, crown molding, and luxury vinyl plank flooring—create a sophisticated yet warm and comfortable ambiance. Step outside and enjoy the peaceful setting of a level lot backing to an open common area. The screened porch offers an ideal retreat for outdoor dining, entertaining, or relaxing with a good book while enjoying the tranquil surroundings. Meticulously maintained landscaping and a lawn sprinkler system add to the home's exceptional curb appeal. As a resident of Bay Bridge Cove, you’ll enjoy an impressive array of amenities designed for an active and social lifestyle. The community offers a clubhouse, fitness center, outdoor swimming pool, scenic jog/walk paths, game room, and recreational center—providing plenty of opportunities for fitness, relaxation, recreation, and connecting with neighbors. Additional highlights include an attached two-car garage with convenient interior access, exterior security cameras, and smoke detectors for added peace of mind. Location is another standout feature, with convenient access to major routes, shopping, dining, and restaurants, making commuting, errands, and enjoying the area's many amenities effortless. This is more than a home—it’s an opportunity to enjoy a refined, low-maintenance lifestyle in a vibrant community where comfort, convenience, and resort-style amenities come together. For an additional fee, the home is also available fully furnished, offering a convenient turnkey option for buyers seeking an effortless transition into their new home. Welcome home to Bay Bridge Cove! Celebrate the Holidays in Your New Home — and Enjoy No Mortgage Payment Until After the New Year! Schedule your private showing anytime!

2 Beds ⋅ 2 Baths

Luxury, comfort, and resort-style living come together beautifully in this exceptional Bay Bridge Cove residence! This beautifully appointed home combines elegant finishes, spacious living areas, and an inviting indoor-outdoor lifestyle in a sought-after community. From the moment you step inside, you’ll appreciate the attention to detail. The spacious living room features beautiful crown molding, recessed lighting, and a cozy gas fireplace, creating the perfect setting for relaxing or entertaining. At the heart of the home is a gourmet kitchen designed to impress, featuring an abundance of cabinetry, stainless-steel appliances, generous counter space, and a large pantry providing exceptional storage and functionality. One of the home's most inviting features is the bright and spacious sunroom, surrounded by an abundance of windows that fill the room with natural light. A beautiful cathedral ceiling enhances the open, airy feel, creating the perfect space for morning coffee, casual entertaining, or simply enjoying the peaceful views throughout the seasons. The sunroom provides direct access to the screened porch, creating a seamless flow between the indoor and outdoor living spaces. The home offers two generously sized bedrooms, including a private primary suite with a walk-in closet and spa-inspired bathroom featuring a walk-in shower. Elegant details throughout—including chair railings, crown molding, and luxury vinyl plank flooring—create a sophisticated yet warm and comfortable ambiance. Step outside and enjoy the peaceful setting of a level lot backing to an open common area. The screened porch offers an ideal retreat for outdoor dining, entertaining, or relaxing with a good book while enjoying the tranquil surroundings. Meticulously maintained landscaping and a lawn sprinkler system add to the home's exceptional curb appeal. As a resident of Bay Bridge Cove, you’ll enjoy an impressive array of amenities designed for an active and social lifestyle. The community offers a clubhouse, fitness center, outdoor swimming pool, scenic jog/walk paths, game room, and recreational center—providing plenty of opportunities for fitness, relaxation, recreation, and connecting with neighbors. Additional highlights include an attached two-car garage with convenient interior access, exterior security cameras, and smoke detectors for added peace of mind. Location is another standout feature, with convenient access to major routes, shopping, dining, and restaurants, making commuting, errands, and enjoying the area's many amenities effortless. This is more than a home—it’s an opportunity to enjoy a refined, low-maintenance lifestyle in a vibrant community where comfort, convenience, and resort-style amenities come together. For an additional fee, the home is also available fully furnished, offering a convenient turnkey option for buyers seeking an effortless transition into their new home. Welcome home to Bay Bridge Cove! Celebrate the Holidays in Your New Home — and Enjoy No Mortgage Payment Until After the New Year! Schedule your private showing anytime!

208 Topside Dr Unit 211, Stevensville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

$549,900

Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstairs, an expansive loft is joined by a separate room that can serve as a fourth bedroom, home office, bonus room, or additional flex space, along with another full bath and ample storage. This versatile upper level provides plenty of options for guests, working from home, recreation, hobbies, or whatever best fits your needs. The upper-level heat pump was replaced in August 2026. One of the property's most distinctive features is the oversized 4-car drive-through garage, with access from both the front and rear. There's exceptional room for vehicles, boats, recreational equipment, a workshop, hobbies, and storage, an especially valuable feature for enjoying the Kent Island lifestyle. Another major benefit is the seller-owned solar energy system, with no solar lease or loan for the buyer to assume. This is an all-electric home with no separate gas or heating-oil bill, and the sellers have paid just $9.75 per month for electricity for the past 24 consecutive months, which is Delmarva Power's minimum monthly service charge. The system has historically produced more electricity than the sellers use, providing significant savings on electricity costs while excess production has typically resulted in money back to the sellers annually through net metering. Solar production records and electric bill history are available for buyer review. Outside, the private, level .44-acre lot provides plenty of usable yard space for entertaining, recreation, pets, gardening, or simply enjoying the outdoors. The location puts some of Kent Island's best recreational amenities within easy reach, including Romancoke Pier and Park, Matapeake Beach, Pier and Boat Ramp, and Blue Heron Golf Course. With its 4-car drive-through garage, remarkably low historical electric bills, flexible 4-bedroom layout, main-level living, private .44-acre lot, and proximity to the water, 108 Margaret Drive offers a combination of features that is truly hard to find.

4 Beds ⋅ 3 Baths

Welcome to 108 Margaret Drive, a spacious and unique Kent Island home situated on a private, level lot and offering a flexible floor plan, incredible 4-car drive-through garage, seller-owned solar system, and easy access to the area's waterfront recreation and amenities. The main level features hardwood floors throughout and a spacious living room highlighted by a wood-burning stove. The kitchen offers granite countertops, an induction range, newer dishwasher and microwave, a large pantry, reverse osmosis water filtration system, and space for casual dining. A large screened porch provides additional space to relax, dine, or entertain while enjoying the outdoors. Three bedrooms and two full baths are also located on the main level, including the primary suite with its own private bath. The hall bath is filled with natural light from a skylight, while a convenient laundry/mudroom with a newer washer and access to both the garage and exterior adds to the home's functional layout. Upstairs, an expansive loft is joined by a separate room that can serve as a fourth bedroom, home office, bonus room, or additional flex space, along with another full bath and ample storage. This versatile upper level provides plenty of options for guests, working from home, recreation, hobbies, or whatever best fits your needs. The upper-level heat pump was replaced in August 2026. One of the property's most distinctive features is the oversized 4-car drive-through garage, with access from both the front and rear. There's exceptional room for vehicles, boats, recreational equipment, a workshop, hobbies, and storage, an especially valuable feature for enjoying the Kent Island lifestyle. Another major benefit is the seller-owned solar energy system, with no solar lease or loan for the buyer to assume. This is an all-electric home with no separate gas or heating-oil bill, and the sellers have paid just $9.75 per month for electricity for the past 24 consecutive months, which is Delmarva Power's minimum monthly service charge. The system has historically produced more electricity than the sellers use, providing significant savings on electricity costs while excess production has typically resulted in money back to the sellers annually through net metering. Solar production records and electric bill history are available for buyer review. Outside, the private, level .44-acre lot provides plenty of usable yard space for entertaining, recreation, pets, gardening, or simply enjoying the outdoors. The location puts some of Kent Island's best recreational amenities within easy reach, including Romancoke Pier and Park, Matapeake Beach, Pier and Boat Ramp, and Blue Heron Golf Course. With its 4-car drive-through garage, remarkably low historical electric bills, flexible 4-bedroom layout, main-level living, private .44-acre lot, and proximity to the water, 108 Margaret Drive offers a combination of features that is truly hard to find.

108 Margaret Dr, Stevensville

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

$719,900

Welcome to Oyster Cove Live the Oyster Cove lifestyle! Welcome to a beautifully maintained townhome in Oyster Cove, a gated waterfront community offering the perfect blend of elegance, convenience, and carefree living. Here, the grounds are maintained for you, giving you more time to enjoy the lifestyle you’ve worked for. Residents can take advantage of the community pool, waterfront surroundings, and peaceful, beautifully landscaped setting. Enjoy the best of Grasonville right outside your door—restaurants, shopping, marinas, entertainment, and everyday conveniences are all just minutes away and easily accessible by car, bike, or even a leisurely walk. Whether you’re looking for a full-time residence, a weekend retreat, or a low-maintenance home where you can simply lock the door and go, Oyster Cove offers an exceptional setting. This is more than a townhome—it’s a lifestyle. Come experience the charm, sophistication, and relaxed waterfront atmosphere of one of the area’s most desirable communities. This beautifully refreshed three-level townhouse is move-in ready and priced to sell at $719,900. Freshly painted throughout, featuring brand-new carpet and freshly refinished hardwood flooring, this home offers a clean, updated feel from the moment you walk in. Enjoy the spacious three-level layout with plenty of room for everyday living and entertaining. A private boat slip is included, adding exceptional value for boating and waterfront enthusiasts. Move right in and enjoy all that Oyster Cove has to offer. Don’t miss this opportunity to own a beautifully refreshed townhouse with a boat slip at an attractive price! Thoughtfully staged (virtual) to highlight the home's spacious rooms, functionality, and potential.

3 Beds ⋅ 4 Baths

Welcome to Oyster Cove Live the Oyster Cove lifestyle! Welcome to a beautifully maintained townhome in Oyster Cove, a gated waterfront community offering the perfect blend of elegance, convenience, and carefree living. Here, the grounds are maintained for you, giving you more time to enjoy the lifestyle you’ve worked for. Residents can take advantage of the community pool, waterfront surroundings, and peaceful, beautifully landscaped setting. Enjoy the best of Grasonville right outside your door—restaurants, shopping, marinas, entertainment, and everyday conveniences are all just minutes away and easily accessible by car, bike, or even a leisurely walk. Whether you’re looking for a full-time residence, a weekend retreat, or a low-maintenance home where you can simply lock the door and go, Oyster Cove offers an exceptional setting. This is more than a townhome—it’s a lifestyle. Come experience the charm, sophistication, and relaxed waterfront atmosphere of one of the area’s most desirable communities. This beautifully refreshed three-level townhouse is move-in ready and priced to sell at $719,900. Freshly painted throughout, featuring brand-new carpet and freshly refinished hardwood flooring, this home offers a clean, updated feel from the moment you walk in. Enjoy the spacious three-level layout with plenty of room for everyday living and entertaining. A private boat slip is included, adding exceptional value for boating and waterfront enthusiasts. Move right in and enjoy all that Oyster Cove has to offer. Don’t miss this opportunity to own a beautifully refreshed townhouse with a boat slip at an attractive price! Thoughtfully staged (virtual) to highlight the home's spacious rooms, functionality, and potential.

1202 Oyster Cove Dr, Grasonville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$40,000

This property, situated on a 0.55-acre lot, offers a blank canvas for your vision. Located in Kent County, this property presents endless possibilities for the right buyer. Take advantage of the spacious lot size, perfect for outdoor activities or future expansion plans. Buyers are encouraged to perform their own due diligence to verify property details.

Towhee Road, Chestertown

Listing courtesy of The Parker Group. Contact:

$179,000

1.5 +/- acres perc approved building lot located in Royal Oak Md. Located minutes from St. Michaels and Easton Md and only a short drive to the Oxford / Bellevue Ferry. A perfect opportunity to build your eastern shore dream home in a rural setting while enjoying 5-star dining and amenities only a short drive away. Building lots of this caliber are rare in the county and do not come available often. AI image of potential home provided for buyer's vision.

Deep Neck Rd, Royal Oak

Listing courtesy of Meredith Fine Properties. Contact:

$499,000

Nestled in the coastal enclave of Kent Island Estates, this exquisite residence, built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning a generous 0.25-acre lot, the property is thoughtfully designed to provide both comfort and elegance, making it an ideal retreat for discerning homeowners. As you step inside, you are greeted by an inviting atmosphere enhanced by high-quality finishes and an abundance of natural light. The interior features a seamless flow of luxury vinyl plank and plush carpeting, creating a warm and welcoming ambiance throughout. The spacious living areas are adorned with ceiling fans, ensuring a comfortable environment year-round. The well-appointed kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances including a built-in microwave, dishwasher, and refrigerator, complemented by a sleek stove and range. The home boasts three generously sized bedrooms, including a primary suite that serves as a private sanctuary. The primary bath features modern fixtures and finishes, providing a spa-like experience at home. With a total of 2.5 bathrooms, convenience is paramount for both residents and guests. Step outside to discover the enchanting outdoor space that backs to tranquil trees, offering a peaceful retreat for relaxation or outdoor gatherings. The exterior is enhanced by tasteful lighting, creating an inviting atmosphere for evening enjoyment. Kent Island Estates is not just a home; it's a lifestyle. Residents enjoy access to a vibrant community with nearby parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and well-maintained surroundings, making it a wonderful place to connect with neighbors. The quiet street is maintained by the County, has new public sewers and is close to the Cross Island Trail, Romancoke Pier, Matapeake Beach and so much more and is served by the Matapeake Elementary and Middle Schools. Just a few minutes to restaurants, shopping, and the Bay Bridge.This property is a rare find, combining modern amenities with the charm of a close-knit community. Experience the best of both worlds in this stunning home, where luxury meets coastal charm.

3 Beds ⋅ 3 Baths

Nestled in the coastal enclave of Kent Island Estates, this exquisite residence, built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning a generous 0.25-acre lot, the property is thoughtfully designed to provide both comfort and elegance, making it an ideal retreat for discerning homeowners. As you step inside, you are greeted by an inviting atmosphere enhanced by high-quality finishes and an abundance of natural light. The interior features a seamless flow of luxury vinyl plank and plush carpeting, creating a warm and welcoming ambiance throughout. The spacious living areas are adorned with ceiling fans, ensuring a comfortable environment year-round. The well-appointed kitchen is a culinary enthusiast's dream, equipped with top-of-the-line appliances including a built-in microwave, dishwasher, and refrigerator, complemented by a sleek stove and range. The home boasts three generously sized bedrooms, including a primary suite that serves as a private sanctuary. The primary bath features modern fixtures and finishes, providing a spa-like experience at home. With a total of 2.5 bathrooms, convenience is paramount for both residents and guests. Step outside to discover the enchanting outdoor space that backs to tranquil trees, offering a peaceful retreat for relaxation or outdoor gatherings. The exterior is enhanced by tasteful lighting, creating an inviting atmosphere for evening enjoyment. Kent Island Estates is not just a home; it's a lifestyle. Residents enjoy access to a vibrant community with nearby parks, perfect for leisurely strolls or picnics. The neighborhood is known for its friendly atmosphere and well-maintained surroundings, making it a wonderful place to connect with neighbors. The quiet street is maintained by the County, has new public sewers and is close to the Cross Island Trail, Romancoke Pier, Matapeake Beach and so much more and is served by the Matapeake Elementary and Middle Schools. Just a few minutes to restaurants, shopping, and the Bay Bridge.This property is a rare find, combining modern amenities with the charm of a close-knit community. Experience the best of both worlds in this stunning home, where luxury meets coastal charm.

123 Tennessee Rd, Stevensville

Listing courtesy of Samson Properties. Contact:

$50,000

Small detached dwelling on secluded .50 Acre lot. Seller has no knowledge of the property so buyer due diligence is encouraged.

1 Beds ⋅ 1 Baths

Small detached dwelling on secluded .50 Acre lot. Seller has no knowledge of the property so buyer due diligence is encouraged.

34155 Bradford Johnson Rd, Galena

Listing courtesy of Taylor Properties. Contact:

$249,900

Opportunity awaits in Crumpton! This 3-bedroom, 2-full-bath single-family home offers plenty of space, parking, and potential for the buyer with vision. The home has seen some updates over the years but would benefit from a modest renovation and additional updating to truly bring out its full potential. The property features a welcoming front porch, fenced rear yard, generous storage throughout the home, and additional storage in the sheds. The second level offers an especially large rear area, providing flexibility for a variety of uses. With ample off-street parking and a solid layout, there is plenty to work with. Bring your ideas and make this house your own. With the right vision and improvements, this property could be transformed into a stunning home. Don't miss the opportunity to create something special in Crumpton!

3 Beds ⋅ 2 Baths

Opportunity awaits in Crumpton! This 3-bedroom, 2-full-bath single-family home offers plenty of space, parking, and potential for the buyer with vision. The home has seen some updates over the years but would benefit from a modest renovation and additional updating to truly bring out its full potential. The property features a welcoming front porch, fenced rear yard, generous storage throughout the home, and additional storage in the sheds. The second level offers an especially large rear area, providing flexibility for a variety of uses. With ample off-street parking and a solid layout, there is plenty to work with. Bring your ideas and make this house your own. With the right vision and improvements, this property could be transformed into a stunning home. Don't miss the opportunity to create something special in Crumpton!

214 Broad St, Crumpton

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$325,000

ONE-LEVEL LIVING IN GALENA—SELLER WELCOMES ALL REASONABLE OFFERS! This three-bedroom, two-bath ranch offers a practical layout, manageable homesite, and the opportunity to make it your own. Built in 2007 and situated on a cleared 0.47-acre lot in the Sassafras subdivision, the home features luxury vinyl plank flooring, abundant natural light, and an open living area that connects easily to the kitchen and breakfast space. The country-style kitchen includes generous cabinet storage, an electric range, built-in microwave, and dishwasher. The primary bedroom features a private bath with a soaking tub and separate stall shower, while the remaining bedrooms can accommodate additional sleeping space, an office, hobbies, or other needs. Outside, the front, side, and rear yards provide room for gardening, recreation, outdoor gatherings, or relaxing in the peaceful surroundings. A detached shed offers convenient storage for tools, lawn equipment, and seasonal belongings. Schedule your private showing and bring the seller your reasonable offer!

3 Beds ⋅ 2 Baths

ONE-LEVEL LIVING IN GALENA—SELLER WELCOMES ALL REASONABLE OFFERS! This three-bedroom, two-bath ranch offers a practical layout, manageable homesite, and the opportunity to make it your own. Built in 2007 and situated on a cleared 0.47-acre lot in the Sassafras subdivision, the home features luxury vinyl plank flooring, abundant natural light, and an open living area that connects easily to the kitchen and breakfast space. The country-style kitchen includes generous cabinet storage, an electric range, built-in microwave, and dishwasher. The primary bedroom features a private bath with a soaking tub and separate stall shower, while the remaining bedrooms can accommodate additional sleeping space, an office, hobbies, or other needs. Outside, the front, side, and rear yards provide room for gardening, recreation, outdoor gatherings, or relaxing in the peaceful surroundings. A detached shed offers convenient storage for tools, lawn equipment, and seasonal belongings. Schedule your private showing and bring the seller your reasonable offer!

33741 Galena Sassafras Rd, Galena

Listing courtesy of EXP Realty, LLC. Contact:

$3,950,000

Stevensville - First Time on the Market! Wonderful investment opportunity, featuring two building at one location on 1.62 acre. Currently, 12 units full of tenants as retail and office space. Plenty of space for parking, many tenants have been long term tenants and have extended lease currently in place. The owner has custom built the buildings and you can see the pride of ownership and how well maintained the buildings and property are kept. The attention to detail in the buildings and the suite buildouts are a must see! Call today for your showing appointment.

114 Saint Claire Pl, Stevensville

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

$399,000

Zoned SHVC, bring your ideas! Can be a mixed use home with a business, barbershop, bed and breakfast, office spaces, country inn, convenience store, dry cleaner, garden center, ice cream shop and more! 3 levels make for a spacious property with a lot to offer! Plenty of parking available, which is rare for downtown Stevensville. Listed as Residential sale also, MLS # MDQA2018632

400 Main St, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$399,000

This charming farmhouse sits in the heart of downtown Stevensville! Zoned MULTI USE Residential/Commercial with a SHVC designation. Add your finishing touches and make this place a showstopper. Enjoy the cozy front porch and watch the parades with your own front row seats. Can be the perfect place to run a home business! Featuring 3 levels, this property feels much larger than it looks! Schedule your showing today.

4 Beds ⋅ 2 Baths

This charming farmhouse sits in the heart of downtown Stevensville! Zoned MULTI USE Residential/Commercial with a SHVC designation. Add your finishing touches and make this place a showstopper. Enjoy the cozy front porch and watch the parades with your own front row seats. Can be the perfect place to run a home business! Featuring 3 levels, this property feels much larger than it looks! Schedule your showing today.

400 Main St, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$525,000

Welcome to 222 E Main St. This home has new windows, siding, HVAC, electric, and more. Completely renovated from top to bottom. Upgraded kitchen and bath accessories with soft close cabinets, stainless appliances, tile showers, and new flooring throughout. Partially fenced back yard that opens up to the local park. Main floor bed, and primary bed and bath on the second floor. Full basement with loads of storage. Back yard has a gate to the public park. Walking distance to town. Motivated seller!!!!!

4 Beds ⋅ 3 Baths

Welcome to 222 E Main St. This home has new windows, siding, HVAC, electric, and more. Completely renovated from top to bottom. Upgraded kitchen and bath accessories with soft close cabinets, stainless appliances, tile showers, and new flooring throughout. Partially fenced back yard that opens up to the local park. Main floor bed, and primary bed and bath on the second floor. Full basement with loads of storage. Back yard has a gate to the public park. Walking distance to town. Motivated seller!!!!!

222 E Main St, Sudlersville

Listing courtesy of Berkshire Hathaway Homeservice Homesale Realty. Contact:

$585,000

WHY BUY NEW WHEN SO MANY OF THE UPGRADES ARE ALREADY DONE FOR YOU? PLUS, A LENDER-PAID 1-0 RATE BUY-DOWN! Exceptional value in the water-privileged Kent Island Estates community! Built in 2019, this beautifully maintained home offers the appeal of newer construction with the added benefit of extensive improvements already completed—including a fully fenced backyard, expansive brick patio, beautiful landscaping and hardscaping, enclosed deck, screened porch, water system and additional finished living space. Enjoy the convenience of moving right in without the time, expense or hassle of completing these improvements yourself! Offering approximately 2,300 sq. ft. of finished living space, this 4-bedroom, 2.5-bath home features spacious bedrooms with walk-in closets, updated bathrooms, hardwood floors, recessed lighting and an updated kitchen with granite countertops. The former garage has been fully finished, creating an expansive bonus living space—perfect for a home office, gym, playroom or additional family room. Outside is where this property truly shines! Enjoy a large enclosed deck and screened porch overlooking the fully fenced backyard, expansive brick patio, extensive landscaping and hardscaping, paved driveway and oversized shed offering exceptional storage. Experience the best of Eastern Shore living with community water access and nearby boating, kayaking, fishing and crabbing. Just minutes to the South Island Trail, Romancoke Pier, Kent Narrows, waterfront dining, marinas, local seafood and shopping, with easy access to the Bay Bridge. NEARLY NEW, BEAUTIFULLY IMPROVED AND MOVE-IN READY! With so many costly upgrades already completed, 212 Oregon Road offers an incredible opportunity to enjoy the Kent Island lifestyle without starting from scratch!

4 Beds ⋅ 3 Baths

WHY BUY NEW WHEN SO MANY OF THE UPGRADES ARE ALREADY DONE FOR YOU? PLUS, A LENDER-PAID 1-0 RATE BUY-DOWN! Exceptional value in the water-privileged Kent Island Estates community! Built in 2019, this beautifully maintained home offers the appeal of newer construction with the added benefit of extensive improvements already completed—including a fully fenced backyard, expansive brick patio, beautiful landscaping and hardscaping, enclosed deck, screened porch, water system and additional finished living space. Enjoy the convenience of moving right in without the time, expense or hassle of completing these improvements yourself! Offering approximately 2,300 sq. ft. of finished living space, this 4-bedroom, 2.5-bath home features spacious bedrooms with walk-in closets, updated bathrooms, hardwood floors, recessed lighting and an updated kitchen with granite countertops. The former garage has been fully finished, creating an expansive bonus living space—perfect for a home office, gym, playroom or additional family room. Outside is where this property truly shines! Enjoy a large enclosed deck and screened porch overlooking the fully fenced backyard, expansive brick patio, extensive landscaping and hardscaping, paved driveway and oversized shed offering exceptional storage. Experience the best of Eastern Shore living with community water access and nearby boating, kayaking, fishing and crabbing. Just minutes to the South Island Trail, Romancoke Pier, Kent Narrows, waterfront dining, marinas, local seafood and shopping, with easy access to the Bay Bridge. NEARLY NEW, BEAUTIFULLY IMPROVED AND MOVE-IN READY! With so many costly upgrades already completed, 212 Oregon Road offers an incredible opportunity to enjoy the Kent Island lifestyle without starting from scratch!

212 Oregon Rd, Stevensville

Listing courtesy of Coldwell Banker Realty. Contact:

$580,000

RECENT PRICE REDUCTION! Step into a charming piece of history with this stunning Colonial home, built in 1879, nestled in the desirable Queenstown neighborhood, water community and GOLF. Spanning 1,920 square feet, this residence seamlessly blends classic elegance with modern comforts, making it the perfect sanctuary for today's discerning buyer. As you enter, you'll be greeted by exquisite details such as crown moldings and chair railings that evoke a sense of timeless sophistication. The gourmet kitchen is a chef's dream, featuring upgraded countertops and essential appliances, including a refrigerator, stove, dishwasher, and icemaker, ensuring every culinary endeavor is a delight. The inviting dining area is perfect for hosting gatherings, while the cozy living room, complete with a charming fireplace, sets the stage for intimate evenings. This home boasts three spacious bedrooms, including a primary suite with an en-suite bath, providing a private retreat. Outside, enjoy the serenity of a quarter-acre lot, beautiful gardens and ponds, with off-street parking and a detached garage, providing both convenience and privacy. With its rich character and modern amenities, this home is not just a place to live; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this enchanting property your own!

3 Beds ⋅ 3 Baths

RECENT PRICE REDUCTION! Step into a charming piece of history with this stunning Colonial home, built in 1879, nestled in the desirable Queenstown neighborhood, water community and GOLF. Spanning 1,920 square feet, this residence seamlessly blends classic elegance with modern comforts, making it the perfect sanctuary for today's discerning buyer. As you enter, you'll be greeted by exquisite details such as crown moldings and chair railings that evoke a sense of timeless sophistication. The gourmet kitchen is a chef's dream, featuring upgraded countertops and essential appliances, including a refrigerator, stove, dishwasher, and icemaker, ensuring every culinary endeavor is a delight. The inviting dining area is perfect for hosting gatherings, while the cozy living room, complete with a charming fireplace, sets the stage for intimate evenings. This home boasts three spacious bedrooms, including a primary suite with an en-suite bath, providing a private retreat. Outside, enjoy the serenity of a quarter-acre lot, beautiful gardens and ponds, with off-street parking and a detached garage, providing both convenience and privacy. With its rich character and modern amenities, this home is not just a place to live; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this enchanting property your own!

7108 Maryland Ave, Queenstown

Listing courtesy of Coldwell Banker Realty. Contact:

$9,950,000

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

4 Beds ⋅ 6 Baths

Set on the coveted shores of the Tred Avon River, this extraordinary waterfront estate is a rare offering, combining deep-water boating, a private sandy beach, a substantial main residence, separate guest accommodations, and an exceptional collection of lifestyle amenities. From the first approach, the property unfolds as a private Eastern Shore compound, where elegant architecture, sweeping river views, and resort-caliber amenities are seamlessly integrated into a singular waterfront setting. The four-bedroom, five-and-a-half-bath main residence is both impressive and inviting. A dramatic two-story living room features hardwood floors, a fireplace, custom millwork, and abundant natural light, while the waterside den offers a more intimate retreat with a gas fireplace, custom bookshelves, and a wall of glass framing views across the Tred Avon. A spacious screened porch and expansive Ipe decking extend the living spaces outdoors and provide direct access to the waterfront. At the heart of the home, the kitchen is equipped with a Sub-Zero refrigerator, gas cooktop, double ovens, stainless steel dishwasher, granite countertops, and white cabinetry, along with generous space for casual dining. A first-floor office and laundry room add everyday convenience, while dual staircases provide easy access throughout the home. The first-floor waterfront primary suite is a private sanctuary with its own fireplace, sitting room with custom bookshelves, two walk-in closets with custom shelving, and a beautifully appointed bath featuring a waterside soaking tub, dual vanity, and walk-in steam shower. Each additional bedroom is en suite, creating comfortable and private accommodations for family and guests. Outside, the property transforms into a private waterfront retreat. A heated lap pool, hot tub, and sandy beach create distinct places to relax along the river, while a scenic walking path winds through wildflower gardens and open space, reinforcing the estate’s remarkable sense of privacy and scale. The pool house makes outdoor entertaining effortless, with a full kitchen, stainless steel appliances, gas range, laundry facilities, and an outdoor shower. A separate three-bedroom, two-bath guest residence provides exceptional additional accommodations with hardwood floors, a full kitchen, laundry, garage, and a large deck overlooking the Tred Avon—ideal for extended family, guests, or multi-generational living while preserving the privacy of the main residence. For those drawn to the water, the property delivers. A private pier offers 6+ feet of water at mean low water, three slips, two boat lifts, water and electric—providing exceptional deep-water access for a wide range of vessels. From here, spend the day cruising the Tred Avon and exploring the waterways of the Chesapeake Bay. A rip-rapped shoreline provides protection while preserving the property’s connection to the river. With a three-car garage, irrigation system, extensive custom millwork, guest and pool houses, heated pool, sandy beach, and substantial boating infrastructure, this is far more than a waterfront home. It is a complete Eastern Shore estate—a private compound where the residences, grounds, and waterfront amenities come together to create an exceptional lifestyle on the Tred Avon.

6920 Travelers Rest Cir, Easton

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

$1,695,000

Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals.

3 Beds ⋅ 3 Baths

Refined waterfront offering on Maryland’s Eastern Shore, 7871 Avon Court has been completely transformed into a sophisticated modern farmhouse blending timeless design and convenience. Thoughtfully renovated to a like-new standard, the residence offers approximately 2,000 square feet with 3 bedrooms, 2.5 baths and a private office/flex space. Dramatic vaulted living spaces, wide-plank flooring, custom finishes and a beautifully reimagined kitchen create interiors that feel both elevated and inviting. Expansive windows frame views of the Tred Avon River from nearly every room, seamlessly connecting the home to its exceptional waterfront setting. Set on a high-bank waterfront site with approximately 360± feet of shoreline and 3± feet MLW, the property is ideally suited for boating, kayaking, paddleboarding and waterfront entertaining. Private pier, sandy beach, mature trees and expansive lawn create a rare park-like setting just minutes from downtown Easton and within easy reach of Washington, Northern Virginia, Philadelphia and surrounding Mid-Atlantic destinations. A compelling waterfront retreat offering privacy, style and effortless Eastern Shore living. Room for pool subject approvals.

7871 Avon Ct, Easton

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

$324,000

Low maintenance island living at its best! 6005 Bridgepointe Dr has a NEW ROOF, NEW A/C UNIT, freshly painted and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. Easy access to RT50 - perfect for the commuter. Quiet neighborhood.

3 Beds ⋅ 3 Baths

Low maintenance island living at its best! 6005 Bridgepointe Dr has a NEW ROOF, NEW A/C UNIT, freshly painted and ready for its new owners! All appliances new within the last two years, power washed & fresh paint on the deck with beautiful views of the pond. Easy access to RT50 - perfect for the commuter. Quiet neighborhood.

6005 Bridgepointe Dr, Chester

Listing courtesy of Rosendale Realty. Contact:

$13,750,000

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

5 Beds ⋅ 9 Baths

Stock Range Farm spans 350 acres of prime waterfront and is available for purchase in its entirety OR with reduced acreage including the main residence, if the buyer so chooses. Options include selling main residence with 20+ acres, 40+ acres, and 100+ acres. **CALL listing agent for more information! The property is free of easements and includes development rights, subject to all applicable Talbot County zoning regulations. With vast working farmland and resort-style amenities, this rare gem truly combines luxury and sophistication with seclusion and tranquility. The 12,000+ sq. ft. primary residence showcases the breathtaking stylings of acclaimed architect Peter Jay Zweig and exemplifies the pinnacle of luxury living. Built by Ilex Construction, striking architectural details and unparalleled craftsmanship are demonstrated throughout, seamlessly integrating with the breathtaking beauty of the landscape. This magnificent home is filled with an abundance of natural light and boasts panoramic views, thanks to soaring glass walls that overlook the tranquil waters of Pickering Creek, expansive fields, and picturesque vineyards. The thoughtfully curated interior includes spacious living areas, a stunning owner's wing that offers privacy and comfort, and a separate guest wing that features a full kitchen, providing ideal accommodations for family and visitors. High-end features abound, including a gourmet kitchen, recreation room complete with kitchen and bar for entertaining, full exercise room, 5 car garages, elevator, heated limestone floors, Venetian plaster walls, and multiple outdoor decks. At every turn, this property exudes the loving care it has received. Outside, the resort-style amenities include a large, heated infinity pool, complete with waterfall and hot tub, stunning pool pavilion with full outdoor kitchen, stone fireplace, and two TV’s and AV system. Along with the waterside tennis/pickleball court, tranquil koi pond, and private pier with 4-5’MLW, the opportunities for outdoor fun and relaxation are boundless. In addition is the beautifully renovated 4-bedroom guesthouse with views of the vineyards, providing comfortable accommodations for family and friends. A well-equipped 9-stall barn includes a tack room/office, kitchenette, and a riding ring, complemented by 20 acres of fenced pastures. There is also a 3-4 BR caretaker's home, a fully outfitted greenhouse, large equipment barn complete with an office and full workshop, and hay barn for storage. The property also offers excellent hunting opportunities, making it a versatile retreat for outdoor enthusiasts. The highlights of this extraordinary property continue through every acre, including sweeping landscapes and hardscapes, 200 acres of working farmland, 5 acres of vineyards, and a 6-acre stocked pond with private island. Unparalleled in its mix of tranquility and luxury, the opportunity to experience the very best of the Eastern Shore’s refined lifestyle and natural beauty is only possible at Stock Range Farm. Please don't drive in driveway as there are security cameras and alarm. All appointments must be made with listing agent and additional information and details are available upon request.

27772 Sharp Rd, Easton

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

$625,000

Nice waterviews from the master bedroom in this gorgeous new build!!! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

4 Beds ⋅ 3 Baths

Nice waterviews from the master bedroom in this gorgeous new build!!! Nestled along the shores of Shipping Creek in Kent Island Estates, this exquisite new construction home embodies the essence of luxury living. In a contemporary Farmhouse architectural style, this brand new home offers a perfect blend of elegance and comfort and is set on a generous lot of nearly a half acre surrounded by mature trees. Step inside to discover a thoughtfully designed layout featuring contemporary black steel finishes and fixtures along with crisp whites and warm wide plank flooring. A Bright and open foyer invites you into a formal Dining room with windows looking out to the front and water views beyond. The Kitchen is the heart of the home with its central location in this updated open plan layout. A Breakfast area leads into the generous Family room with sleek sliding doors that open to a large composite deck for outdoor entertaining and leisure activities. Upstairs you will find four spacious bedrooms and two and a half beautifully appointed bathrooms. Laundry is conveniently located in the upper hall. The oversize Owners suite provides privacy and purpose with a very generous walk-in closet and a gleaming bathroom suite. Feel the tranquil effect of the morning sun rising over the water views of Shipping Creek when you arise each day. There are three more bedrooms providing ample space and a hall bath as well. The property boasts high-end finishes and meticulous craftsmanship, ensuring a lifestyle of sophistication and ease. The excellent construction of the home reflects a commitment to quality and attention to detail. Kent Island Estates is located close to the Romancoke fishing pier and the South Kent Island Trail. Perfect for enjoying leisurely strolls through the picturesque surroundings and observing local wildlife. The property is designed for those who appreciate the finer things in life, offering a peaceful retreat from the hustle and bustle of urban living. Convenience is paramount with an attached two-car garage and ample driveway space, ensuring easy access and plenty of room for guests. This home is not just a residence; it's a lifestyle choice, inviting you to experience the beauty of water-oriented living while enjoying the comforts of modern amenities. Indulge in the exclusive lifestyle that Kent Island Estates offers, where luxury meets nature, and every day feels like a getaway. This is more than a home; it's a sanctuary waiting for you to create lasting memories.

506 Talbot Rd, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$1,500,000

Impressive Masterpiece on Swantown Creek with 2 Boat Lifts! Exquisitely Crafted, the high quality upgrades have created an oasis for serenity, relaxation and entertaining alike! Perfectly perched above the creek, this home offers an outdoor wonderland! It showcases a long dock with 2 lifts perfect for boating or kayaking or canoeing, an inground pool, 2 decks and magical water views! A bird loverś paradise, Swantown Creek and the connecting Sassafras River sit on the upper Chesapeake Bay watershed, making it a thoroughfare for resident species and migratory birds traveling the Atlantic Flyway! You will see Bald Eagles all year long! Inside this completely renovated Masterpiece, the fine details will fascinate even the most discerning buyers, from the gorgeous hardwood flooring to the gourmet kitchen to the double sided fireplace! The very spacious open floor plan is ideal for entertaining with multiple living and dining areas that simultaneously offer those lovely views! The luxurious kitchen has been beautifully appointed with premium countertops, a suite of super high end Forno Stainless Steel appliances including a 48" Dual Fuel Double Oven, 48" wall mounted hood, 60" 2-piece, convertible, built-in fridge, super quiet dishwasher and 24" microwave drawer, stunning cabinetry & hardware, a radiant island and a splendid butler bar! A split bedroom floor plan allows for some seclusion for the primary suite! The primary suite is intoxicating! It has its own deck, an awesome walk through closet with a ready made closet system, a palatial luxurious tiled shower, dazzling double sinks and separate water closet! The other two bedrooms are nicely situated at the other end of the home with a Jack & Jill bath! There is also a flexible bonus room off the living room perfect for a home office/study. The laundry area is sweetly tucked away behind the kitchen and flanking the stacked washer/dryer is lovely cabinetry and a useful sink! No detail has been overlooked namely the interior plantation shutters, ceiling fans, led lighting and fixtures and so much more! The large driveway and cul-de-sac location translates to lots of parking and you will also appreciate the side yard storage shed. Come be awed by this Shorewood Estates Showpiece!

3 Beds ⋅ 3 Baths

Impressive Masterpiece on Swantown Creek with 2 Boat Lifts! Exquisitely Crafted, the high quality upgrades have created an oasis for serenity, relaxation and entertaining alike! Perfectly perched above the creek, this home offers an outdoor wonderland! It showcases a long dock with 2 lifts perfect for boating or kayaking or canoeing, an inground pool, 2 decks and magical water views! A bird loverś paradise, Swantown Creek and the connecting Sassafras River sit on the upper Chesapeake Bay watershed, making it a thoroughfare for resident species and migratory birds traveling the Atlantic Flyway! You will see Bald Eagles all year long! Inside this completely renovated Masterpiece, the fine details will fascinate even the most discerning buyers, from the gorgeous hardwood flooring to the gourmet kitchen to the double sided fireplace! The very spacious open floor plan is ideal for entertaining with multiple living and dining areas that simultaneously offer those lovely views! The luxurious kitchen has been beautifully appointed with premium countertops, a suite of super high end Forno Stainless Steel appliances including a 48" Dual Fuel Double Oven, 48" wall mounted hood, 60" 2-piece, convertible, built-in fridge, super quiet dishwasher and 24" microwave drawer, stunning cabinetry & hardware, a radiant island and a splendid butler bar! A split bedroom floor plan allows for some seclusion for the primary suite! The primary suite is intoxicating! It has its own deck, an awesome walk through closet with a ready made closet system, a palatial luxurious tiled shower, dazzling double sinks and separate water closet! The other two bedrooms are nicely situated at the other end of the home with a Jack & Jill bath! There is also a flexible bonus room off the living room perfect for a home office/study. The laundry area is sweetly tucked away behind the kitchen and flanking the stacked washer/dryer is lovely cabinetry and a useful sink! No detail has been overlooked namely the interior plantation shutters, ceiling fans, led lighting and fixtures and so much more! The large driveway and cul-de-sac location translates to lots of parking and you will also appreciate the side yard storage shed. Come be awed by this Shorewood Estates Showpiece!

13876 Swantown Creek Rd, Galena

Listing courtesy of Patterson-Schwartz - Greenville. Contact:

$525,000

There’s more here than meets the eye! This charming home may look like a classic rancher from the curb, but inside and out, it offers an impressive amount of flexibility. The main home features three bedrooms, two full bathrooms and an oversized family room overlooking the beautifully landscaped, fully fenced backyard with privacy fencing and a rear deck. But the real surprise is the separate studio-style bonus space with its own private entrance, full bathroom, stackable washer and dryer, refrigerator, cabinetry and countertop space. Whether you envision an in-law suite, work-from-home office, guest quarters or potential rental space, the possibilities are plenty. Outside, you’ll ALSO find a detached shed with concrete floors and electric, plus an extended driveway with double gates opening to an additional parking pad, perfect for a boat or camper. An encapsulated crawlspace and newer roof add extra peace of mind. Located in the community of Bay City, you’ll enjoy a neighborhood setting with water access, a playground with picnic area, PLUS just minutes from fine dining, restaurants, marinas, public parks, playgrounds and bike trails of Kent Island. Not to mention, easy access to the Chesapeake Bay Bridge or commuter bus stops.

4 Beds ⋅ 3 Baths

There’s more here than meets the eye! This charming home may look like a classic rancher from the curb, but inside and out, it offers an impressive amount of flexibility. The main home features three bedrooms, two full bathrooms and an oversized family room overlooking the beautifully landscaped, fully fenced backyard with privacy fencing and a rear deck. But the real surprise is the separate studio-style bonus space with its own private entrance, full bathroom, stackable washer and dryer, refrigerator, cabinetry and countertop space. Whether you envision an in-law suite, work-from-home office, guest quarters or potential rental space, the possibilities are plenty. Outside, you’ll ALSO find a detached shed with concrete floors and electric, plus an extended driveway with double gates opening to an additional parking pad, perfect for a boat or camper. An encapsulated crawlspace and newer roof add extra peace of mind. Located in the community of Bay City, you’ll enjoy a neighborhood setting with water access, a playground with picnic area, PLUS just minutes from fine dining, restaurants, marinas, public parks, playgrounds and bike trails of Kent Island. Not to mention, easy access to the Chesapeake Bay Bridge or commuter bus stops.

404 Victoria Way, Stevensville

Listing courtesy of RE/MAX Executive. Contact:

$499,999

**Price Improvement** Welcome to 135 Crossgate Drive—a home designed for the way life actually happens. Friends gathered in the kitchen. A fire going in the living room on a cool fall evening. A fenced backyard perfect for outdoor entertaining. A dedicated office for working from home. This home offers space to come together and room to spread out when you need it. The main level flows easily from the spacious kitchen and eat-in area into the living room, while a separate dining room provides space for holidays and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a private bath and walk-in closet. The unfinished basement offers flexibility for storage today and the potential for a home gym, recreation room, workshop, or additional living space in the future. A two-car garage provides plenty of room for vehicles and gear, with a walk-in cooler negotiable with the sale. Beyond the home, enjoy a neighborhood with sidewalks, streetlights, and convenient walking access to **Church Hill Elementary School and Church Hill Park**, where you'll find walking trails and outdoor recreation just moments from your doorstep. Freshly painted, beautifully maintained, and move-in ready, this Church Hill home offers convenient access to Centreville, Chestertown, and Route 301—all while enjoying the space and quieter pace of Eastern Shore living.

4 Beds ⋅ 3 Baths

**Price Improvement** Welcome to 135 Crossgate Drive—a home designed for the way life actually happens. Friends gathered in the kitchen. A fire going in the living room on a cool fall evening. A fenced backyard perfect for outdoor entertaining. A dedicated office for working from home. This home offers space to come together and room to spread out when you need it. The main level flows easily from the spacious kitchen and eat-in area into the living room, while a separate dining room provides space for holidays and entertaining. Upstairs, you'll find four bedrooms, including a generous primary suite with a private bath and walk-in closet. The unfinished basement offers flexibility for storage today and the potential for a home gym, recreation room, workshop, or additional living space in the future. A two-car garage provides plenty of room for vehicles and gear, with a walk-in cooler negotiable with the sale. Beyond the home, enjoy a neighborhood with sidewalks, streetlights, and convenient walking access to **Church Hill Elementary School and Church Hill Park**, where you'll find walking trails and outdoor recreation just moments from your doorstep. Freshly painted, beautifully maintained, and move-in ready, this Church Hill home offers convenient access to Centreville, Chestertown, and Route 301—all while enjoying the space and quieter pace of Eastern Shore living.

135 Crossgate Dr, Church Hill

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

$897,000

Waterfront Living at the Head of Still Pond Creek Well-maintained and beautifully situated, this 3-bedroom, 3-bath waterfront home offers a peaceful setting at the head of Still Pond Creek. Enjoy the best of Eastern Shore living with serene water views, a quiet natural backdrop, and easy access to the Chesapeake bay. Conveniently located with very easy access to Chestertown and points north, this property is ideal as a full-time residence, weekend retreat, or waterfront getaway. A rare opportunity to enjoy comfort, convenience, and the charm of life on Still Pond Creek.

3 Beds ⋅ 3 Baths

Waterfront Living at the Head of Still Pond Creek Well-maintained and beautifully situated, this 3-bedroom, 3-bath waterfront home offers a peaceful setting at the head of Still Pond Creek. Enjoy the best of Eastern Shore living with serene water views, a quiet natural backdrop, and easy access to the Chesapeake bay. Conveniently located with very easy access to Chestertown and points north, this property is ideal as a full-time residence, weekend retreat, or waterfront getaway. A rare opportunity to enjoy comfort, convenience, and the charm of life on Still Pond Creek.

25411 Paradise Point Ln, Worton

Listing courtesy of Gunther-McClary Real Estate. Contact:

$340,000

Nestled in charming Watermans Estates, this traditional duplex home offers a perfect blend of comfort and style. With 1,720 sq ft, the inviting interior features warm wood flooring throughout the main level. Nine foot ceilings, crown molding and fresh paint give the living areas an open, airy feel. Stainless kitchen appliances and solid wood cabinets are complemented by Corian countertops in the kitchen. Upstairs you'll find an inviting primary suite with jetted tub and separate tile shower, plus two generous size bedrooms and another full bath. Step outside to a covered front porch or screened patio, both ideal for morning coffee or evening relaxation. The community is known for its friendly atmosphere and close proximity to the town's waterfront harbor and amenities. Experience the warmth and charm of Watermans Estates.

3 Beds ⋅ 3 Baths

Nestled in charming Watermans Estates, this traditional duplex home offers a perfect blend of comfort and style. With 1,720 sq ft, the inviting interior features warm wood flooring throughout the main level. Nine foot ceilings, crown molding and fresh paint give the living areas an open, airy feel. Stainless kitchen appliances and solid wood cabinets are complemented by Corian countertops in the kitchen. Upstairs you'll find an inviting primary suite with jetted tub and separate tile shower, plus two generous size bedrooms and another full bath. Step outside to a covered front porch or screened patio, both ideal for morning coffee or evening relaxation. The community is known for its friendly atmosphere and close proximity to the town's waterfront harbor and amenities. Experience the warmth and charm of Watermans Estates.

5815 Clam Cv, Rock Hall

Listing courtesy of Rock Hall Properties Real Estate. Contact:

$350,000

Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities.

3 Beds ⋅ 2 Baths

Solid brick 3-bedroom, 2-bath rancher situated on a quiet street just behind the hospital. This well-maintained home features a newer roof, soffits, and gutters, along with a vapor barrier, energy-efficient windows, and sliding door. The updated kitchen includes stainless steel appliances. Enjoy a gravel driveway plus convenient street parking. Ideally located close to the hospital and just minutes from downtown restaurants, shops, and amenities.

241 Brookwood Ave, Easton

Listing courtesy of Benson & Mangold, LLC. Contact:

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