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$425,000

Photos coming soon! 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 features four inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in through thoughtfully placed window treatments, 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, 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

Photos coming soon! 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 features four inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm atmosphere enhanced by a cozy wood stove, perfect for those chilly evenings. Natural light pours in through thoughtfully placed window treatments, 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, 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: 4434919387

$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:

$469,989

CLOVERFIELDS FINEST—CUL-DE-SAC, PRIVACY & WATER-PRIVILEGED LIVING! Tucked away on a quiet cul-de-sac with mature trees, this meticulously maintained home is move-in ready! Featuring vaulted ceilings, fresh paint, California Closets and a REAL brick wood-burning fireplace. The roomy kitchen offers oak cabinetry with glass-front accents. New washer & dryer, new water heater, updated bathrooms! *Step outside to a large rear deck overlooking the partially wooded, privacy-fenced backyard—perfect for relaxing or entertaining. Storage shed included. Enjoy all that Cloverfields has to offer with a private beach, pool, marina, boat launch, clubhouse, fishing pier and playgrounds. Privacy, character and the Kent Island lifestyle—all in one!

4 Beds ⋅ 3 Baths

CLOVERFIELDS FINEST—CUL-DE-SAC, PRIVACY & WATER-PRIVILEGED LIVING! Tucked away on a quiet cul-de-sac with mature trees, this meticulously maintained home is move-in ready! Featuring vaulted ceilings, fresh paint, California Closets and a REAL brick wood-burning fireplace. The roomy kitchen offers oak cabinetry with glass-front accents. New washer & dryer, new water heater, updated bathrooms! *Step outside to a large rear deck overlooking the partially wooded, privacy-fenced backyard—perfect for relaxing or entertaining. Storage shed included. Enjoy all that Cloverfields has to offer with a private beach, pool, marina, boat launch, clubhouse, fishing pier and playgrounds. Privacy, character and the Kent Island lifestyle—all in one!

9 Ackerman, Stevensville

Listing courtesy of Chaney Homes, LLC. Contact: (410) 739-0242

$505,000

Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, and new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

3 Beds ⋅ 2 Baths

Welcome to this beautifully updated 3-bedroom, 2-bath home in the highly desired Bay City neighborhood! Situated on a spacious half-acre lot with community water access, this property offers the perfect blend of comfort, updated and coastal community living. Recent improvements include new windows, a new HVAC system, and new kitchen flooring and cabinets. Enjoy plenty of outdoor space with the 2 car garage and a brand new deck coming soon! This home is ready to welcome its next owner!!

912 Buckingham Dr, Stevensville

Listing courtesy of Douglas Realty LLC. Contact: (866) 987-3937

$750,000

A truly special Eastern Shore property! This charming Tidewater Cape is beautifully positioned on the point of 13.78 acres, surrounded by the tidal waters of the Chester River. Built in 1950 by a father and son as a summer retreat, the home has been loved and enjoyed by generations and is filled with character and timeless charm. The setting begins to reveal itself as you travel the wooded drive and catch glimpses of the river through the trees. As you approach the homesite, the trees open and water appears on both sides, showcasing the property's unique point setting, privacy, and natural beauty. Charming and inviting from the front, the home's true presence is best appreciated from the waterside, where its distinctive three-story Tidewater elevation creates an impressive view. Inside, hardwood floors extend throughout the main and second levels, complemented by beautiful built-ins and original hardwood details. A main-level porch and lower-level patio provide wonderful spaces to relax and enjoy the peaceful surroundings. Two outbuildings along the shoreline include a one-car garage and a workshop with electric, offering additional storage and workspace. With 13.78 acres, there may be potential for subdividing. *Buyers to verify all possibilities, requirements, and approvals with the appropriate county authorities. A rare opportunity to own substantial acreage with privacy and character in a beautiful Chester River setting. Pier/dock conveys As-Is. DO NOT WALK ON DOCK. Property shown by appointment only. DO NOT ENTER PROPERTY WITHOUT AN APPOINTMENT.

1 Beds ⋅ 2 Baths

A truly special Eastern Shore property! This charming Tidewater Cape is beautifully positioned on the point of 13.78 acres, surrounded by the tidal waters of the Chester River. Built in 1950 by a father and son as a summer retreat, the home has been loved and enjoyed by generations and is filled with character and timeless charm. The setting begins to reveal itself as you travel the wooded drive and catch glimpses of the river through the trees. As you approach the homesite, the trees open and water appears on both sides, showcasing the property's unique point setting, privacy, and natural beauty. Charming and inviting from the front, the home's true presence is best appreciated from the waterside, where its distinctive three-story Tidewater elevation creates an impressive view. Inside, hardwood floors extend throughout the main and second levels, complemented by beautiful built-ins and original hardwood details. A main-level porch and lower-level patio provide wonderful spaces to relax and enjoy the peaceful surroundings. Two outbuildings along the shoreline include a one-car garage and a workshop with electric, offering additional storage and workspace. With 13.78 acres, there may be potential for subdividing. *Buyers to verify all possibilities, requirements, and approvals with the appropriate county authorities. A rare opportunity to own substantial acreage with privacy and character in a beautiful Chester River setting. Pier/dock conveys As-Is. DO NOT WALK ON DOCK. Property shown by appointment only. DO NOT ENTER PROPERTY WITHOUT AN APPOINTMENT.

200 Powers Ln, Millington

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

$459,900

Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

3 Beds ⋅ 2 Baths

Nestled in the woods this home is in the sought after Grasonville community The Woods and is on the market for the first time since being built. Meticulously maintained, featuring a new kitchen, new primary bathroom, in ground & fully fenced pool, gorgeous vaulted ceilings, upstairs second living room loft, and an open floor plan perfect for entertaining. Minutes to 50/301 for the commuter!

458 Timber Ln, Grasonville

Listing courtesy of Rosendale Realty. Contact: 4107580333

$2,840,000

Privacy without isolation - Rare Find - 2 comfy houses on one waterfront property! Each with unobstructed views of the picturesque Cox Creek before it enters the Bay. Discover a captivating traditional charm in this vintage cape cod ( 3-bedrooms, 2-bathrooms) recently updated in spring 2026. The former detached garage converted into the guest cottage (2BR, 1.5 BA) has a fabulous screened porch you'll spend endless hours on. A separate building provides versatile storage for equipment or hobbies. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors in most rooms. Upgraded countertops and new appliances elevate the kitchen, convenient to the screened porch perfect for gatherings. The living room, complete with a brick fireplace, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom, or home office, in this traditional floor plan that flows seamlessly throughout. The exterior amenities are equally impressive, featuring a private shoreline and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. . The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or gardens.. Former waterside pool could be revitalized, subject to county approval.

5 Beds ⋅ 4 Baths

Privacy without isolation - Rare Find - 2 comfy houses on one waterfront property! Each with unobstructed views of the picturesque Cox Creek before it enters the Bay. Discover a captivating traditional charm in this vintage cape cod ( 3-bedrooms, 2-bathrooms) recently updated in spring 2026. The former detached garage converted into the guest cottage (2BR, 1.5 BA) has a fabulous screened porch you'll spend endless hours on. A separate building provides versatile storage for equipment or hobbies. Nestled in a serene rural setting, this home boasts picturesque views along the banks of Cox Creek, offering panoramic western vistas that will take your breath away, especially as the sun sets on the horizon. Step inside to find a thoughtfully designed interior featuring rich wood floors in most rooms. Upgraded countertops and new appliances elevate the kitchen, convenient to the screened porch perfect for gatherings. The living room, complete with a brick fireplace, invites warmth and relaxation. Enjoy the convenience of an entry-level bedroom, or home office, in this traditional floor plan that flows seamlessly throughout. The exterior amenities are equally impressive, featuring a private shoreline and a circular gravel driveway that accommodates ample parking. With 548 feet of waterfrontage, indulge in fishing, boating, or simply soaking in the tranquil surroundings. The property includes a private dock with electric hoist and ramp, making water access effortless. . The secluded parcel offers year-round access, ensuring your retreat is always within reach. This home is not just a residence; it's a lifestyle waiting to be embraced. Don't miss the opportunity to make this serene haven your own! Less than 30 minutes to Annapolis, 50 minutes to Baltimore or DC.. Convenient to area restaurants and points of interest. Not under subdivision restrictions. Perfect for multi-generational living, private guest quarters, or possible rental income. Room for expansion of living spaces, outdoor sports court, horseshoes, bocci, or gardens.. Former waterside pool could be revitalized, subject to county approval.

300 Woods Point Rd, Chester

Listing courtesy of Tidewater Properties. Contact:

$650,000

Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 3-bedroom, 2 full and 1 half bath home, built in 2018 by Baldwin Homes, offers the feel of new construction with a spacious, light-filled layout, a desirable first-floor primary suite, and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, along with two added Mitsubishi mini-split systems for enhanced comfort and energy efficiency. Step outside to enjoy the fully fenced backyard and stone patio, creating the ideal setting for outdoor dining, gatherings, or quiet mornings with a cup of coffee. An in-ground lawn sprinkler system helps keep the yard lush and beautifully maintained with ease throughout the seasons. Nestled in the sought-after Ellendale community in Stevensville on Kent Island, you're just minutes from waterfront dining, boutique shopping, and the attractions of Kent Narrows. With convenient access to Route 50 and an easy commute to Annapolis, this home offers the perfect blend of comfort, convenience, and coastal living.

3 Beds ⋅ 3 Baths

Welcome to Ellendale—where modern comfort meets Eastern Shore charm. This beautifully maintained 3-bedroom, 2 full and 1 half bath home, built in 2018 by Baldwin Homes, offers the feel of new construction with a spacious, light-filled layout, a desirable first-floor primary suite, and a 2-car garage. Designed for both everyday living and effortless entertaining, the home features stylish finishes throughout, along with two added Mitsubishi mini-split systems for enhanced comfort and energy efficiency. Step outside to enjoy the fully fenced backyard and stone patio, creating the ideal setting for outdoor dining, gatherings, or quiet mornings with a cup of coffee. An in-ground lawn sprinkler system helps keep the yard lush and beautifully maintained with ease throughout the seasons. Nestled in the sought-after Ellendale community in Stevensville on Kent Island, you're just minutes from waterfront dining, boutique shopping, and the attractions of Kent Narrows. With convenient access to Route 50 and an easy commute to Annapolis, this home offers the perfect blend of comfort, convenience, and coastal living.

128 Allison Jane Dr, Stevensville

Listing courtesy of Mr. Lister Realty. Contact: (410) 486-5478

$949,500

Welcome to 530 Kennersley Farm Lane, nestled in the private waterfront community of Kennersley Farm. Set on 5 private acres along Island Creek, this property offers lots of privacy and nature. A long, tree-lined driveway leads you past mature landscaping and ample parking, where you can see views of the water. Inside, there is beautiful flooring and a bright, open layout. The kitchen features granite countertops, a center island, upgraded GE Profile appliances, and an eat-in area overlooking the in-ground pool and Island Creek. The primary suite, located on the first floor, is a true retreat with a huge walk-in closet, featuring a soaking tub, dual granite vanity, and tile shower. This room could also be used as an office, or second living area. The huge plus is the conveniently located laundry room located on the first floor. Upstairs, find three spacious bedrooms, two full baths, and a bonus room over the garage that can serve as a fifth bedroom, media room, or office. The unfinished walkout basement provides plenty of storage and potential for future living space. Outside, enjoy your private backyard with an in-ground pool, hot tub, patio, pool shed, and sweeping water views. You are surrounded by trees for tons of privacy. As a resident of Kennersley Farm, you’ll also have access to the community marina with pool and boat slips. Conveniently located near Centreville, Chestertown, beaches, restaurants, and shopping, this home offers so much and more. Your waterfront dream home awaits!!

5 Beds ⋅ 3 Baths

Welcome to 530 Kennersley Farm Lane, nestled in the private waterfront community of Kennersley Farm. Set on 5 private acres along Island Creek, this property offers lots of privacy and nature. A long, tree-lined driveway leads you past mature landscaping and ample parking, where you can see views of the water. Inside, there is beautiful flooring and a bright, open layout. The kitchen features granite countertops, a center island, upgraded GE Profile appliances, and an eat-in area overlooking the in-ground pool and Island Creek. The primary suite, located on the first floor, is a true retreat with a huge walk-in closet, featuring a soaking tub, dual granite vanity, and tile shower. This room could also be used as an office, or second living area. The huge plus is the conveniently located laundry room located on the first floor. Upstairs, find three spacious bedrooms, two full baths, and a bonus room over the garage that can serve as a fifth bedroom, media room, or office. The unfinished walkout basement provides plenty of storage and potential for future living space. Outside, enjoy your private backyard with an in-ground pool, hot tub, patio, pool shed, and sweeping water views. You are surrounded by trees for tons of privacy. As a resident of Kennersley Farm, you’ll also have access to the community marina with pool and boat slips. Conveniently located near Centreville, Chestertown, beaches, restaurants, and shopping, this home offers so much and more. Your waterfront dream home awaits!!

530 Kennersley Farm Ln, Church Hill

Listing courtesy of Coldwell Banker Realty. Contact: (717) 735-8400