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$320,000

Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

3 Beds ⋅ 2 Baths

Three bedroom one-floor living on a spacious lot in Chester Harbor! Over half an acre of nicely shaded yard space, and a short distance to the public beach on Mill Creek. 3 bedrooms and 1.5 bathrooms, open living and dining space, large sunroom/ porch with wood-burning stove, and an additional wood stove in the living room. Outside there's a small storage shed and a larger workshop/shed next to the asphalt driveway. The sunroom leads to a deck overlooking the large yard. Great community with water access. Quick ten minutes into Chestertown, and less than an hour to Middletown DE or Annapolis.

222 Dutchess Rd, Chestertown

Listing courtesy of Gunther-McClary Real Estate. Contact:

$664,650

Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows fill the space with natural light, while the kitchen’s central island provides plenty of prep and seating space to keep everyone connected. The private primary suite offers a peaceful retreat, complete with a generous walk-in closet and en-suite bath. Three additional bedrooms provide flexible options for family, guests, or a home office. From the one car garage, a convenient Mud/Laundry Room connects directly to the main living area, keeping daily routines organized and tidy. An optional 16' x 12' rear deck expands your living space outdoors, perfect for morning coffee or evening relaxation. With its timeless exterior, open interior design, and practical layout, the Syberry delivers the ideal balance of comfort, efficiency, and charm all in a single-level home built for the way you live. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, open concept floor plan, garage with shop/storage, convenient Mud Room, and a covered front porch. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

4 Beds ⋅ 2 Baths

Welcome to the Syberry, a thoughtfully designed single-story home offering 1,710 square feet of modern comfort and convenience. This 4-bedroom, 2-bathroom layout blends open-concept living with functional flow, perfect for today’s lifestyle. At the heart of the home, the spacious Kitchen, Eating, & Great Room create an inviting open area ideal for entertaining and family gatherings. Large windows fill the space with natural light, while the kitchen’s central island provides plenty of prep and seating space to keep everyone connected. The private primary suite offers a peaceful retreat, complete with a generous walk-in closet and en-suite bath. Three additional bedrooms provide flexible options for family, guests, or a home office. From the one car garage, a convenient Mud/Laundry Room connects directly to the main living area, keeping daily routines organized and tidy. An optional 16' x 12' rear deck expands your living space outdoors, perfect for morning coffee or evening relaxation. With its timeless exterior, open interior design, and practical layout, the Syberry delivers the ideal balance of comfort, efficiency, and charm all in a single-level home built for the way you live. Some of the standout features include: maintenance free vinyl siding, CertainTeed roof shingles, luxury vinyl plank floors, all wood constructed cabinets with soft close, kitchen granite countertops, open concept floor plan, garage with shop/storage, convenient Mud Room, and a covered front porch. Finally, the house will be constructed by Paquin Design Build, an Eastern Shore Local Custom Home Builder.

Grasonville Cemetery Rd Unit LOT 1, Grasonville

Listing courtesy of EXP Realty, LLC. Contact:

$649,000

Tucked on a private 1-acre corner lot in the desirable Cove Creek community, this home offers 3 bedrooms, 2 baths, and 1,538 square feet of single-level living. Following a complete renovation, every detail has been refreshed—pairing modern updates with a light-filled open floor plan. Expansive windows and vaulted ceilings create a bright, airy feel, while the family room’s wood-burning fireplace adds warmth and charm. The first-floor primary suite is a true retreat with a spacious walk-in closet and en suite bath featuring a dual-sink vanity. Two additional bedrooms provide flexibility, while a new roof and updated energy systems deliver comfort and efficiency. Outdoor living is equally inviting with a large back deck and porch overlooking mature landscaping, plus a two-car garage for convenience. Residents of Cove Creek enjoy resort-like amenities including an 18-hole golf course, clubhouse, tennis and basketball courts, bocce courts, marina, private beach, exercise facility, and miles of walking trails. Whether as a full-time residence or a weekend retreat, 102 Golf Ct blends the ease of a total renovation with the amenities of a true resort community.

3 Beds ⋅ 2 Baths

Tucked on a private 1-acre corner lot in the desirable Cove Creek community, this home offers 3 bedrooms, 2 baths, and 1,538 square feet of single-level living. Following a complete renovation, every detail has been refreshed—pairing modern updates with a light-filled open floor plan. Expansive windows and vaulted ceilings create a bright, airy feel, while the family room’s wood-burning fireplace adds warmth and charm. The first-floor primary suite is a true retreat with a spacious walk-in closet and en suite bath featuring a dual-sink vanity. Two additional bedrooms provide flexibility, while a new roof and updated energy systems deliver comfort and efficiency. Outdoor living is equally inviting with a large back deck and porch overlooking mature landscaping, plus a two-car garage for convenience. Residents of Cove Creek enjoy resort-like amenities including an 18-hole golf course, clubhouse, tennis and basketball courts, bocce courts, marina, private beach, exercise facility, and miles of walking trails. Whether as a full-time residence or a weekend retreat, 102 Golf Ct blends the ease of a total renovation with the amenities of a true resort community.

102 Golf Ct, Stevensville

Listing courtesy of Benson & Mangold, LLC. Contact:

$439,900

PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a basketball court, a picnic pavilion, a fishing pier, and plenty of opportunities for gatherings. This is the perfect place to create lasting memories!

3 Beds ⋅ 2 Baths

PRICE Improvement...Discover the charm of this fully updated ranch in a serene, water-privileged community! With a spacious yard and an inviting open floor plan, this home features a stunning new kitchen complete with a large white granite island, sleek white cabinets, and stainless steel appliances. Sunlight floods the dining area through new sliding doors, while the generous living room is accented with stylish shiplap walls. There's Nothing Like NEW! Step onto the new flooring that leads you to three roomy bedrooms and two beautifully renovated full baths. Every detail has been attended to, with all-new windows, siding, plumbing, fixtures, electrical panel, light switches, septic work, water heater, doors, drywall, and a new HVAC system. With a recent roof and a dehumidified crawl space featuring a vapor barrier, this home is move-in ready—no worries, just settle in! The community enhances your lifestyle with access to four beaches, three boat ramps, a playground, ball fields, a basketball court, a picnic pavilion, a fishing pier, and plenty of opportunities for gatherings. This is the perfect place to create lasting memories!

1340 Queen Anne Dr, Chester

Listing courtesy of RE/MAX Executive. Contact: