easternshoremdfineproperties.com Search Results

This beautiful coastal Colonial home in Gibsons Grant offers a perfect blend of comfort and style. With 4 spacious bedrooms and 2.5 bathrooms, the open floor plan invites warmth and connection. Enjoy cooking up your favorite feast in the upgraded kitchen featuring an island, built-in appliances, and endless countertops. The family room, complete with a propane fireplace, is perfect for gatherings and gamed. Step outside to discover beautifully maintained common grounds, a community center, and a inground swimming pool. The neighborhood boasts walking paths, tennis courts, and picnic areas, ideal for outdoor enthusiasts. Located near the Chester River, residents can enjoy serene views and water access. With excellent schools and parks nearby, this community is perfect for those seeking an active lifestyle. Additional conveniences include lawn maintenance, snow removal, and trash services, ensuring a low-maintenance lifestyle. Experience the charm and vibrancy of this welcoming community-your new home awaits!

231 Evelyne St, Chester

Listing courtesy of Wilson Realty & Staging LLC. Contact:

$778,342

THIS HOUSE HAS NOT BEEN BUILT YET! Timberlake Homes Design|Build provided the description of the home and features. Renderings/elevations are not community-specific and may show features/elements/materials that are not offered in your community of choice. Please see your sales manager to confirm the specific house type elevations available. Severn - The Severn offers 2,778 sq. ft. with four bedrooms and 2.5 baths. The main level features large formal living and dining rooms, a private study, and an open kitchen, breakfast area, and two-story family room. Customize the space with extensions, including a sunroom off the kitchen. Upstairs, the spacious owner’s suite with sitting area and deluxe bath is a perfect retreat. Choose between the included four-bedroom or optional five-bedroom layout. The lower level can be finished with a rec room, hobby room, game room, or den — plenty of options to make it your own. ***Builder makes no representation about land/lot listing. Listing is strictly for co-marketing purposes only. Due diligence is the buyer’s responsibility with land purchase.** The options and photos attached depict multiple elevations and options not included in listing price. Price is subject to change based on options added.** This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas that provide both privacy and a natural aesthetic, enhancing the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location along the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential development. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

THIS HOUSE HAS NOT BEEN BUILT YET! Timberlake Homes Design|Build provided the description of the home and features. Renderings/elevations are not community-specific and may show features/elements/materials that are not offered in your community of choice. Please see your sales manager to confirm the specific house type elevations available. Severn - The Severn offers 2,778 sq. ft. with four bedrooms and 2.5 baths. The main level features large formal living and dining rooms, a private study, and an open kitchen, breakfast area, and two-story family room. Customize the space with extensions, including a sunroom off the kitchen. Upstairs, the spacious owner’s suite with sitting area and deluxe bath is a perfect retreat. Choose between the included four-bedroom or optional five-bedroom layout. The lower level can be finished with a rec room, hobby room, game room, or den — plenty of options to make it your own. ***Builder makes no representation about land/lot listing. Listing is strictly for co-marketing purposes only. Due diligence is the buyer’s responsibility with land purchase.** The options and photos attached depict multiple elevations and options not included in listing price. Price is subject to change based on options added.** This prime residential land parcel, located in the desirable ROMANCOKE ON THE BAY subdivision in Stevensville, MD, offers a unique investment or building opportunity with significant potential for appreciation. Spanning 0.56 acres, this corner lot features wooded areas that provide both privacy and a natural aesthetic, enhancing the property's overall appeal. Strategically positioned just about four blocks from the picturesque Eastern Bay, this lot benefits from proximity to water-oriented activities without the premium of direct waterfront ownership. Investors can capitalize on the growing demand for properties near water bodies, making this an attractive option for future development. The community amenities are a standout feature, including a boat ramp, clubhouse, picnic area, and jogging/walking paths. These facilities not only enhance the quality of life for residents but also increase the property's desirability to potential buyers or renters. With super low association fees, investors can enjoy the benefits of community amenities without the burden of high costs. The lot's corner location along the South Kent Island walking path provides ample privacy and accessibility, which can be advantageous for future residential development. The surrounding area is poised for growth, making this property an excellent long-term investment. As demand for residential properties near water continues to rise, this lot presents a compelling opportunity for those looking to enter the real estate market or expand their portfolio. In summary, this 0.56-acre corner lot in ROMANCOKE ON THE BAY is not just a piece of land; it's a strategic investment in a thriving community with abundant amenities and proximity to Eastern Bay. With the potential for appreciation and the appeal of a water-oriented lifestyle, this property is a must-consider for savvy investors looking to maximize their returns or those seeking to build their dream home.

Touhey Drive, Stevensville

Listing courtesy of Realty Navigator. Contact:

Welcome to this beautifully updated 4-bedroom, 3-full-bath split-level home in a desirable water-access community on Kent Island! Offering a versatile floor plan, thoughtful improvements, and plenty of room to spread out, this home is ready for its next owners to move right in and enjoy. Step inside to discover a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh paint throughout. Major improvements include a new roof in 2024, a new HVAC system in 2026, and a newly fenced backyard, providing peace of mind for years to come. The upper level features three comfortable bedrooms and two full bathrooms, while the spacious lower level offers an entirely different level of flexibility. Complete with a fourth bedroom, full bathroom, additional living area, and a second partial kitchen, this space is perfect for extended family, overnight guests, an au pair, or simply creating a private retreat. Outside, the newly fenced backyard offers plenty of space for entertaining, gardening, pets, or relaxing at the end of the day. Beyond the property, enjoy the benefits of living in a water-access community and all that the Eastern Shore lifestyle has to offer. With extensive updates already completed, flexible living spaces, and a wonderful Kent Island location, this home offers an incredible opportunity to enjoy comfortable living near the water. Come see the possibilities for yourself!

Welcome to this beautifully updated 4-bedroom, 3-full-bath split-level home in a desirable water-access community on Kent Island! Offering a versatile floor plan, thoughtful improvements, and plenty of room to spread out, this home is ready for its next owners to move right in and enjoy. Step inside to discover a beautifully renovated kitchen, updated bathrooms, new flooring, and fresh paint throughout. Major improvements include a new roof in 2024, a new HVAC system in 2026, and a newly fenced backyard, providing peace of mind for years to come. The upper level features three comfortable bedrooms and two full bathrooms, while the spacious lower level offers an entirely different level of flexibility. Complete with a fourth bedroom, full bathroom, additional living area, and a second partial kitchen, this space is perfect for extended family, overnight guests, an au pair, or simply creating a private retreat. Outside, the newly fenced backyard offers plenty of space for entertaining, gardening, pets, or relaxing at the end of the day. Beyond the property, enjoy the benefits of living in a water-access community and all that the Eastern Shore lifestyle has to offer. With extensive updates already completed, flexible living spaces, and a wonderful Kent Island location, this home offers an incredible opportunity to enjoy comfortable living near the water. Come see the possibilities for yourself!

807 Worcester Dr, Stevensville

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

BRAND NEW HOME ON KENT ISLAND for under $500,000! This modern farm house is well appointed with LVP throughout the 1st floor and bathrooms, quartz countertops, full stainless steel kitchen appliance suite, white shaker cabinets, 2nd floor laundry, and double vanity in master bathroom, peaceful front porch, and more. Energy efficient new home for low maintenance and low energy bills. Short walk to the Romancoke Fishing Pier. South Island Trail is at your fingertips with this home!!!

BRAND NEW HOME ON KENT ISLAND for under $500,000! This modern farm house is well appointed with LVP throughout the 1st floor and bathrooms, quartz countertops, full stainless steel kitchen appliance suite, white shaker cabinets, 2nd floor laundry, and double vanity in master bathroom, peaceful front porch, and more. Energy efficient new home for low maintenance and low energy bills. Short walk to the Romancoke Fishing Pier. South Island Trail is at your fingertips with this home!!!

Romancoke Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$674,900

Exceptional ranch style home to be built in the coveted neighborhood of Queen Anne Colony. Golf, walking trail, fishing pier, Cheapeake Bay overlook, and marina are all within walking distance from this exclusive community. This new home is still to be built so you can add your customizations and choose your colors! Local, high-quality builder!

Exceptional ranch style home to be built in the coveted neighborhood of Queen Anne Colony. Golf, walking trail, fishing pier, Cheapeake Bay overlook, and marina are all within walking distance from this exclusive community. This new home is still to be built so you can add your customizations and choose your colors! Local, high-quality builder!

Queens Colony High Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$559,900

New Home to be built! Spacious rancher on an oversized lot. Act now to pick your colors! Call today for more information!

New Home to be built! Spacious rancher on an oversized lot. Act now to pick your colors! Call today for more information!

Baltimore Road, Stevensville

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$350,000

Welcome Home! This charming rancher offers 2 bedrooms and 2 full baths, completely renovated in 2016, it offers a perfect blend of modern comfort and classic appeal. The open floor plan, vaulted-ceiling living room - seamlessly connects the kitchen, with gorgeous granite countertops to the dining area, and the large back deck making it ideal for gatherings. The primary suite boasts a spacious walk-in closet with custom built-ins and a beautiful primary bathroom with a large walk-in shower. Additionally this home includes a central vacuum system and main floor laundry room for effortless living. Step outside to discover a serene 1.5-acre lot, complete with a large deck, mature trees, vast farm field views, landscaping and a front porch-perfect for enjoying morning coffee. The property also features a large detached garage with a separate storage space or office, paved driveway and a separate gravel parking area for extra convenience. The basement is unfinished with a walkout located at the back of the house its over half of the sq footage of the home and giving you lots of space for extra storage. This is one to see! Come experience the comfort and tranquility this home has to offer, where every detail has been considered.

2 Beds ⋅ 2 Baths

Welcome Home! This charming rancher offers 2 bedrooms and 2 full baths, completely renovated in 2016, it offers a perfect blend of modern comfort and classic appeal. The open floor plan, vaulted-ceiling living room - seamlessly connects the kitchen, with gorgeous granite countertops to the dining area, and the large back deck making it ideal for gatherings. The primary suite boasts a spacious walk-in closet with custom built-ins and a beautiful primary bathroom with a large walk-in shower. Additionally this home includes a central vacuum system and main floor laundry room for effortless living. Step outside to discover a serene 1.5-acre lot, complete with a large deck, mature trees, vast farm field views, landscaping and a front porch-perfect for enjoying morning coffee. The property also features a large detached garage with a separate storage space or office, paved driveway and a separate gravel parking area for extra convenience. The basement is unfinished with a walkout located at the back of the house its over half of the sq footage of the home and giving you lots of space for extra storage. This is one to see! Come experience the comfort and tranquility this home has to offer, where every detail has been considered.

3520 Goldsboro Rd, Henderson

Listing courtesy of RE/MAX Executive. Contact:

$399,999

Step into a charming piece of history with this stunning Victorian home, built in 1890 and lovingly maintained to offer modern comforts while preserving its timeless character. Spanning 2,128 sq. ft. , this detached residence features four spacious bedrooms and a beautifully updated full bathroom, perfect for both relaxation and entertaining. Inside, you'll be captivated by the rich hardwood floors and thoughtful built-ins that enhance the home's character. The combination kitchen and living area creates a warm, inviting space, ideal for gatherings. The kitchen is equipped with essential appliances, including a gas oven/range, dishwasher, and refrigerator, making meal prep a breeze. Convenient main-floor laundry adds to the home's functionality. Step outside to discover a landscaped rear yard, perfect for outdoor activities or quiet moments in the courtyard view. The property also includes a shed for additional storage and off-street parking, ensuring convenience for you and your guests. Located in the heart of the Town of Centreville, this home offers easy access to local amenities, parks, and vibrant community life. Experience the charm of small-town living while being just a short drive from larger urban centers. This is more than just a home; it's a lifestyle waiting for you to embrace. Don't miss your chance to own this captivating Victorian gem!

4 Beds ⋅ 2 Baths

Step into a charming piece of history with this stunning Victorian home, built in 1890 and lovingly maintained to offer modern comforts while preserving its timeless character. Spanning 2,128 sq. ft. , this detached residence features four spacious bedrooms and a beautifully updated full bathroom, perfect for both relaxation and entertaining. Inside, you'll be captivated by the rich hardwood floors and thoughtful built-ins that enhance the home's character. The combination kitchen and living area creates a warm, inviting space, ideal for gatherings. The kitchen is equipped with essential appliances, including a gas oven/range, dishwasher, and refrigerator, making meal prep a breeze. Convenient main-floor laundry adds to the home's functionality. Step outside to discover a landscaped rear yard, perfect for outdoor activities or quiet moments in the courtyard view. The property also includes a shed for additional storage and off-street parking, ensuring convenience for you and your guests. Located in the heart of the Town of Centreville, this home offers easy access to local amenities, parks, and vibrant community life. Experience the charm of small-town living while being just a short drive from larger urban centers. This is more than just a home; it's a lifestyle waiting for you to embrace. Don't miss your chance to own this captivating Victorian gem!

126 S Commerce St, Centreville

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

$425,000

***Seller is open to a credit for a 1:1 buy down with acceptable offer in order to assist with reducing the interest rate!*** Nestled in the charming community of Romancoke on the Bay, this delightful Cape Cod home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-designed living space, this residence is ideal for both relaxation and entertaining featuring four inviting bedrooms and two full bathrooms. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in, creating a bright and welcoming ambiance throughout. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and a spacious three seasons room that invites outdoor enjoyment. The 0.45-acre lot is adorned with mature trees, providing a serene backdrop and a sense of privacy. Enjoy the convenience of off-street parking and easy access to community amenities, including walking path, bike path, beach, boat ramp and playground. For water enthusiasts, the Chesapeake Bay is just a short stroll away, offering endless opportunities for recreation. Experience the perfect blend of comfort, community, and coastal living.

4 Beds ⋅ 2 Baths

***Seller is open to a credit for a 1:1 buy down with acceptable offer in order to assist with reducing the interest rate!*** Nestled in the charming community of Romancoke on the Bay, this delightful Cape Cod home offers a perfect blend of comfort and functionality. With 1,440 sq. ft. of well-designed living space, this residence is ideal for both relaxation and entertaining featuring four inviting bedrooms and two full bathrooms. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in, creating a bright and welcoming ambiance throughout. The exterior of the home is equally appealing, featuring low-maintenance vinyl siding and a spacious three seasons room that invites outdoor enjoyment. The 0.45-acre lot is adorned with mature trees, providing a serene backdrop and a sense of privacy. Enjoy the convenience of off-street parking and easy access to community amenities, including walking path, bike path, beach, boat ramp and playground. For water enthusiasts, the Chesapeake Bay is just a short stroll away, offering endless opportunities for recreation. Experience the perfect blend of comfort, community, and coastal living.

105 Touhey Dr, Stevensville

Listing courtesy of Kelly and Co Realty, LLC. Contact:

$2,200,000

Bay City - If you are looking for a property that features beautiful sunsets on the bay, and outdoor living at the finest you found it! A builder's home with attention to detail from the custom heated pool and hot tub to the Danver stainless steel outdoor kitchen, Lynx grill, Lynx side burner, subzero ice maker, subzero refrigerator drawers and well as an outdoor living space with gas fireplace. Additional features of motorized retractable screens and aluminum shutters on pool house. Also, a boater's dream with a pier featuring a 13,000 lbs boat lift, 30,000 lbs high speed boat, jet ski lift and all new decking and lighting. Irrigation system and full property landscape and landscape lighting to also appreciate on this beautiful property. Crawlspace has been encapsulated and insulated and installed dehumidification system. This home is a MUST SEE, so call today for your showing appointment.

Bay City - If you are looking for a property that features beautiful sunsets on the bay, and outdoor living at the finest you found it! A builder's home with attention to detail from the custom heated pool and hot tub to the Danver stainless steel outdoor kitchen, Lynx grill, Lynx side burner, subzero ice maker, subzero refrigerator drawers and well as an outdoor living space with gas fireplace. Additional features of motorized retractable screens and aluminum shutters on pool house. Also, a boater's dream with a pier featuring a 13,000 lbs boat lift, 30,000 lbs high speed boat, jet ski lift and all new decking and lighting. Irrigation system and full property landscape and landscape lighting to also appreciate on this beautiful property. Crawlspace has been encapsulated and insulated and installed dehumidification system. This home is a MUST SEE, so call today for your showing appointment.

914 Bayside Dr, Stevensville

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

$549,900

Opportunities like this don't come along every day! Welcome to 329 Union Church Road, tucked away in a highly sought-after neighborhood in Queen Anne’s County where homes rarely become available.—a home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loft—providing plenty of room for storage, hobbies, a workshop, or all the extras. Inside, you’ll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new refrigerator, new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs adds a fresh look. All toilets throughout the home have also been replaced. Major mechanical updates include the upstairs HVAC system replaced in 2023 and the downstairs HVAC system replaced in 2026. The crawlspace has also been professionally serviced by DriGuys Restoration, including the installation of a new vapor barrier. The completed work comes with a transferable one-year warranty, providing additional peace of mind for the next owners. Outside, the 1.03-acre property gives you room to spread out, enjoy the outdoors, and create a space that fits the way you want to live. The detached pole barn adds even more versatility, while the attached and detached garage spaces provide plenty of options for parking, storage, projects, and more. Additional features include a tankless gas water heater, private well and septic, and an owned water-filtration system. Whether you’re looking for more room inside, space for your hobbies and projects, or simply a place you can put your own stamp on, 329 Union Church Road offers the space and flexibility to make it your own. Come take a look and imagine making this Queen Anne’s County property your next home!

Opportunities like this don't come along every day! Welcome to 329 Union Church Road, tucked away in a highly sought-after neighborhood in Queen Anne’s County where homes rarely become available.—a home with plenty of space, useful updates, and room to truly make it your own! Situated on just over an acre, this 4-bedroom, 2.5-bath home offers 2,464 square feet of living space, a paved driveway, attached garage, and a large detached pole barn with loft—providing plenty of room for storage, hobbies, a workshop, or all the extras. Inside, you’ll find a spacious and functional layout ready for its next owners to settle in and make it feel like home. The kitchen features updated appliances, including a new refrigerator, new stove, microwave, oven, and dishwasher in 2026, while new LVP flooring upstairs adds a fresh look. All toilets throughout the home have also been replaced. Major mechanical updates include the upstairs HVAC system replaced in 2023 and the downstairs HVAC system replaced in 2026. The crawlspace has also been professionally serviced by DriGuys Restoration, including the installation of a new vapor barrier. The completed work comes with a transferable one-year warranty, providing additional peace of mind for the next owners. Outside, the 1.03-acre property gives you room to spread out, enjoy the outdoors, and create a space that fits the way you want to live. The detached pole barn adds even more versatility, while the attached and detached garage spaces provide plenty of options for parking, storage, projects, and more. Additional features include a tankless gas water heater, private well and septic, and an owned water-filtration system. Whether you’re looking for more room inside, space for your hobbies and projects, or simply a place you can put your own stamp on, 329 Union Church Road offers the space and flexibility to make it your own. Come take a look and imagine making this Queen Anne’s County property your next home!

329 Union Church Rd, Chestertown

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

$609,900

Welcome to this spacious Cape Cod situated on a generous corner lot in Centreville's Hunters Ridge neighborhood. Offering four bedrooms, two full and two half baths, and multiple living spaces, this home provides a flexible layout with plenty of room to gather, entertain, work from home, or spread out. The main level features a primary bedroom, along with formal living and dining rooms and a kitchen that flows into the family room for comfortable everyday living. A cozy wood stove adds warmth and character, while the sunroom provides another inviting space to relax and enjoy views of the backyard. Upstairs, you'll find two additional bedrooms, while the fourth bedroom is located above the garage with its own half bath. This separate space offers plenty of versatility and could work beautifully as a private guest area, home office, hobby room, or bonus space depending on your needs. Outside, the deck overlooks the spacious backyard, offering plenty of room to relax, entertain, or enjoy the outdoors, while a shed with electric provides additional storage or workspace. With a main-level primary bedroom, three additional bedrooms, multiple gathering spaces, a sunroom, and no HOA, this Hunters Ridge home offers a layout that can easily adapt to the way you live.

4 Beds ⋅ 4 Baths

Welcome to this spacious Cape Cod situated on a generous corner lot in Centreville's Hunters Ridge neighborhood. Offering four bedrooms, two full and two half baths, and multiple living spaces, this home provides a flexible layout with plenty of room to gather, entertain, work from home, or spread out. The main level features a primary bedroom, along with formal living and dining rooms and a kitchen that flows into the family room for comfortable everyday living. A cozy wood stove adds warmth and character, while the sunroom provides another inviting space to relax and enjoy views of the backyard. Upstairs, you'll find two additional bedrooms, while the fourth bedroom is located above the garage with its own half bath. This separate space offers plenty of versatility and could work beautifully as a private guest area, home office, hobby room, or bonus space depending on your needs. Outside, the deck overlooks the spacious backyard, offering plenty of room to relax, entertain, or enjoy the outdoors, while a shed with electric provides additional storage or workspace. With a main-level primary bedroom, three additional bedrooms, multiple gathering spaces, a sunroom, and no HOA, this Hunters Ridge home offers a layout that can easily adapt to the way you live.

201 Winchester Dr, Centreville

Listing courtesy of Chesapeake Real Estate Associates, 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:

$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.

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:

$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.

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:

$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!

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:

$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:

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!!!!!

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!

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!

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:

$625,000

BIG WATERVIEWS!!! 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.

BIG WATERVIEWS!!! 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:

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.

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:

$534,900

**Price Improvement | Motivated Sellers** 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.

**Price Improvement | Motivated Sellers** 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:

$589,000

Welcome to 137 Meadowcroft Drive, a home unlike anything else you’ll find in North Brook! With over 3,000 square feet of beautifully finished living space, 6 bedrooms, 3 full bathrooms, this home stands out with its impressive size, thoughtful upgrades, and show-stopping finishes throughout. Step inside to hardwood floors throughout the main level and a floor plan designed with both everyday living and entertaining in mind. At the heart of the home is the stunning kitchen, offering beautiful finishes, generous workspace, and plenty of room for everyone to gather. A main-level bedroom and full bathroom adds incredible flexibility for guests, multigenerational living, a private home office, or anyone looking for the convenience of main-level living. Upstairs, the 5 huge bedrooms offer the kind of space that's hard to find, but the primary suite truly steals the show. This private retreat features a custom walk-in closet and a beautifully renovated primary bathroom designed to feel like your own spa. Relax in the soaking tub or step into the oversized walk-in shower featuring tile from floor to ceiling, a stunning space you'll look forward to coming home to. Outside, the fully fenced in large backyard with composite deck, gives you plenty of room to entertain, play, garden, or create the outdoor space you've always wanted. And the lifestyle extends beyond your backyard! North Brook offers fantastic community amenities, including a playground, soccer field, pavilion, walking path, and scenic ponds, giving you plenty of ways to enjoy the neighborhood right outside your door. Over 3,000 square feet, hardwood floors, a main-level bedroom and full bath, oversized bedrooms, a custom primary closet, a spa-like renovated bathroom, stunning kitchen, and an incredible backyard, 137 Meadowcroft Drive is not your typical North Brook home.

6 Beds ⋅ 3 Baths

Welcome to 137 Meadowcroft Drive, a home unlike anything else you’ll find in North Brook! With over 3,000 square feet of beautifully finished living space, 6 bedrooms, 3 full bathrooms, this home stands out with its impressive size, thoughtful upgrades, and show-stopping finishes throughout. Step inside to hardwood floors throughout the main level and a floor plan designed with both everyday living and entertaining in mind. At the heart of the home is the stunning kitchen, offering beautiful finishes, generous workspace, and plenty of room for everyone to gather. A main-level bedroom and full bathroom adds incredible flexibility for guests, multigenerational living, a private home office, or anyone looking for the convenience of main-level living. Upstairs, the 5 huge bedrooms offer the kind of space that's hard to find, but the primary suite truly steals the show. This private retreat features a custom walk-in closet and a beautifully renovated primary bathroom designed to feel like your own spa. Relax in the soaking tub or step into the oversized walk-in shower featuring tile from floor to ceiling, a stunning space you'll look forward to coming home to. Outside, the fully fenced in large backyard with composite deck, gives you plenty of room to entertain, play, garden, or create the outdoor space you've always wanted. And the lifestyle extends beyond your backyard! North Brook offers fantastic community amenities, including a playground, soccer field, pavilion, walking path, and scenic ponds, giving you plenty of ways to enjoy the neighborhood right outside your door. Over 3,000 square feet, hardwood floors, a main-level bedroom and full bath, oversized bedrooms, a custom primary closet, a spa-like renovated bathroom, stunning kitchen, and an incredible backyard, 137 Meadowcroft Drive is not your typical North Brook home.

137 Meadowcroft Dr, Centreville

Listing courtesy of RE/MAX Executive. Contact:

$869,000

Welcome to 128 Lynch Court in the Brand New Starfield Farms Community. To be built with estimated completion Spring 2027 by the reputable craftsmanship of Mike's Custom Homes. This stunning 4 bedroom, 3.5 bathroom residence offers 3400 square feet of thoughtfully designed living space, with an additional 1700 sq feet of unfinished walkout basement, on a 1.4 acre lot. Get in now and customize your selections. Build your dream home with Mike's Custom Homes! Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades.

4 Beds ⋅ 4 Baths

Welcome to 128 Lynch Court in the Brand New Starfield Farms Community. To be built with estimated completion Spring 2027 by the reputable craftsmanship of Mike's Custom Homes. This stunning 4 bedroom, 3.5 bathroom residence offers 3400 square feet of thoughtfully designed living space, with an additional 1700 sq feet of unfinished walkout basement, on a 1.4 acre lot. Get in now and customize your selections. Build your dream home with Mike's Custom Homes! Nestled in a serene setting with spacious lots, high-quality craftsmanship, and modern finishes, these homes offer the best of Eastern Shore living. Don’t miss this opportunity to build in a prime location with easy access to local amenities, schools, and major routes. Secure your lot today—contact us for more details! *Photos are of a previously sold model and may feature options that are upgrades.

128 Lynch Ct, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact:

$475,000

MOTIVATED SELLERS!!! Assumable VA Loan for qualifying buyers!! With a 5.2% interest rate. Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious fenced in half-acre lot with community water access, this property offers the perfect blend of comfort and coastal community living. Recent improvements include new windows, a new HVAC system, brand new carpets upstairs, along with new kitchen flooring, appliances, and cabinets. Enjoy plenty of outdoor space and the 2 car garage! This home is ready to welcome its next owner!!

MOTIVATED SELLERS!!! Assumable VA Loan for qualifying buyers!! With a 5.2% interest rate. Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious fenced in half-acre lot with community water access, this property offers the perfect blend of comfort and coastal community living. Recent improvements include new windows, a new HVAC system, brand new carpets upstairs, along with new kitchen flooring, appliances, and cabinets. Enjoy plenty of outdoor space and the 2 car garage! This home is ready to welcome its next owner!!

912 Buckingham Dr, Stevensville

Listing courtesy of Douglas Realty LLC. Contact:

$499,000

INCREDIBLE VALUE, GENEROUS SPACE & ENDLESS POTENTIAL! Don’t miss this fantastic opportunity to own a spacious home with over 3,000 square feet of living space, TWO primary suites (one on main floor) 5 bedrooms, 3.5 bathrooms, in-ground Pool, 2 fire places, and a 2-car garage! Priced to reflect the updates needed, this home offers an excellent opportunity for buyers looking to add their personal touch. With a generous floor plan and two primary suites, there’s plenty of space and flexibility to fit a variety of needs- the possibilities are endless! With new windows, the natural light floods the traditional floor plan, enhanced by recessed lighting and wood floors throughout. The entry-level bedroom offers convenience, while the walk-in closets provide ample storage. Step outside to your personal oasis with an in-ground pool (new pool pump), ideal for summer relaxation and entertaining. With a generous 0.39-acre fenced lot, side-entry 2 car garage, and new siding-bring your vision, your creativity, and your finishing touches! Located close to the Cross Island Trail, this home with its impressive square footage, versatile layout, and attractive pricing, is an opportunity you won’t want to miss! Schedule your showing today and imagine the possibilities!

5 Beds ⋅ 4 Baths

INCREDIBLE VALUE, GENEROUS SPACE & ENDLESS POTENTIAL! Don’t miss this fantastic opportunity to own a spacious home with over 3,000 square feet of living space, TWO primary suites (one on main floor) 5 bedrooms, 3.5 bathrooms, in-ground Pool, 2 fire places, and a 2-car garage! Priced to reflect the updates needed, this home offers an excellent opportunity for buyers looking to add their personal touch. With a generous floor plan and two primary suites, there’s plenty of space and flexibility to fit a variety of needs- the possibilities are endless! With new windows, the natural light floods the traditional floor plan, enhanced by recessed lighting and wood floors throughout. The entry-level bedroom offers convenience, while the walk-in closets provide ample storage. Step outside to your personal oasis with an in-ground pool (new pool pump), ideal for summer relaxation and entertaining. With a generous 0.39-acre fenced lot, side-entry 2 car garage, and new siding-bring your vision, your creativity, and your finishing touches! Located close to the Cross Island Trail, this home with its impressive square footage, versatile layout, and attractive pricing, is an opportunity you won’t want to miss! Schedule your showing today and imagine the possibilities!

326 Castle Marina Rd, Chester

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$549,000

Huge price reduction! OPEN HOUSE, Sun Nov 15, 1-4pm. Rare opportunity to own in sought after Creek Point Estates with NO HOA. You will fall in love with this amazing 4BR, 2.5 BA colonial on 1.6 acres with gleaming hardwood floors, great room with build in bookcases, fireplace, HUGE primary bedroom with 2 WICs, deck, screened in porch, gourmet kitchen, large garage, separate dinning room, living room, family and office. Lots of room to play and expand. Owners have updated many important things including a new roof last year, newer HVAC, appliance and so much more! Only minutes from a public boat ramp/docks, parks, shopping, doctors, historic Centreville and more. Check out the virtual tour at homes dot com. Top it off with a one year home warranty.

Huge price reduction! OPEN HOUSE, Sun Nov 15, 1-4pm. Rare opportunity to own in sought after Creek Point Estates with NO HOA. You will fall in love with this amazing 4BR, 2.5 BA colonial on 1.6 acres with gleaming hardwood floors, great room with build in bookcases, fireplace, HUGE primary bedroom with 2 WICs, deck, screened in porch, gourmet kitchen, large garage, separate dinning room, living room, family and office. Lots of room to play and expand. Owners have updated many important things including a new roof last year, newer HVAC, appliance and so much more! Only minutes from a public boat ramp/docks, parks, shopping, doctors, historic Centreville and more. Check out the virtual tour at homes dot com. Top it off with a one year home warranty.

112 Creek Point Rd, Centreville

Listing courtesy of Taylor Properties. Contact:

$674,900

NEW CONSTRUCTION IN QUEENSTOWN – PRIVATE WOODED SETTING! Welcome to this thoughtfully designed new construction home on beautiful John Brown Road. This home offers nearly 2,300 square feet of high quality living space in a peaceful, private setting surrounded by towering hardwood trees and backing to the wooded portion of a 1,000+ acre farm. Step inside this bright and inviting home offering super nice kitchen, large great room with gas fireplace, large first floor laundry, and plenty of space for both everyday living and entertaining. The really spacious first-floor primary suite offers convenience and privacy with granite vanity, large tiled shower, and huge closet! Upstairs, you'll find three big bedrooms, providing plenty of room for family, guests, home offices, or additional flex space. Additional highlights include granite counters, oversized trim, LVP flooring, insulated and finished 2 car garage, with stamped concrete walks, porch, and patio really dress this home up! Secondary driveway is perfect for parking that large RV or boat! Everyone loves that peace of mind that comes with owning a brand-new home. Quality goes well beyond what you can see – spray foam sealed crawlspace walls and concrete floor make the conditioned crawl space a dry and energy efficient feature. The home is equipped with a whole-house water treatment system designed to address arsenic, iron, and other common well-water contaminants. All exterior walls are flash coated with closed cell insulation for maximum efficiency. If you've been searching for the perfect combination of new construction, space, privacy, and Eastern Shore living, this home deserves a look.

NEW CONSTRUCTION IN QUEENSTOWN – PRIVATE WOODED SETTING! Welcome to this thoughtfully designed new construction home on beautiful John Brown Road. This home offers nearly 2,300 square feet of high quality living space in a peaceful, private setting surrounded by towering hardwood trees and backing to the wooded portion of a 1,000+ acre farm. Step inside this bright and inviting home offering super nice kitchen, large great room with gas fireplace, large first floor laundry, and plenty of space for both everyday living and entertaining. The really spacious first-floor primary suite offers convenience and privacy with granite vanity, large tiled shower, and huge closet! Upstairs, you'll find three big bedrooms, providing plenty of room for family, guests, home offices, or additional flex space. Additional highlights include granite counters, oversized trim, LVP flooring, insulated and finished 2 car garage, with stamped concrete walks, porch, and patio really dress this home up! Secondary driveway is perfect for parking that large RV or boat! Everyone loves that peace of mind that comes with owning a brand-new home. Quality goes well beyond what you can see – spray foam sealed crawlspace walls and concrete floor make the conditioned crawl space a dry and energy efficient feature. The home is equipped with a whole-house water treatment system designed to address arsenic, iron, and other common well-water contaminants. All exterior walls are flash coated with closed cell insulation for maximum efficiency. If you've been searching for the perfect combination of new construction, space, privacy, and Eastern Shore living, this home deserves a look.

1306 John Brown Rd, Queenstown

Listing courtesy of Coldwell Banker Waterman Realty. Contact:

$475,000

One-Level Living in a Quiet Cul-de-Sac with Amazing Outdoor Space! Welcome to 226 Lakeside Drive, a beautifully maintained 3-bedroom, 2-full-bath Alton E Darling Construction - built home offering timeless charm, quality craftsmanship, and 1,914 sq. ft. of comfortable one-level living in the Springview community. Situated at the end of a quiet cul-de-sac, this home features beautiful hardwood floors, crown molding, two fireplaces, and custom built-ins. The dining room is filled with natural light and features a large picture window overlooking the beautifully landscaped backyard. The spacious sunroom offers the perfect spot to relax and enjoy views of the outdoors throughout the seasons. Outside, enjoy an impressive combination of deck, brick patio with pergola, fully fenced yard, and established landscaping—providing plenty of space for entertaining, gardening, or simply enjoying the peaceful setting. Recent improvements include professionally sanded and refinished hardwood floors and a freshly repainted deck. Additional features include a 2-car garage, paved driveway, and thoughtful accessibility features including entry ramps, a roll-in shower, and bathroom grab bars. Located in Springview, residents enjoy generous open community spaces while this home's cul-de-sac location offers added privacy and tranquility. With its classic charm, thoughtful features, and exceptional indoor and outdoor living spaces, 226 Lakeside Drive is a wonderful place to call home.