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$374,900
4 Beds 3 Baths
Nestled along a private road in a peaceful, tucked-away setting, this well-maintained Colonial offers the perfect blend of privacy, space, and convenience. Situated on more than 1.2 acres, the property backs to mature woods, providing beautiful wooded views and a serene backdrop to everyday living. The home needs only minor cosmetic updates, making it an excellent opportunity to add your own personal style. The main level offers an abundance of living space, including a welcoming eat-in kitchen, formal dining room, comfortable family room featuring a newer wood stove with a classic brick hearth, a separate living room, laundry room, and an expansive sunroom filled with natural light that opens to the private backyard setting. The upper level features three generously sized secondary bedrooms, a full hall bath, and a spacious primary suite with two closets and a private full bath. Outside, the property continues to impress with an oversized two-car garage offering plenty of room for vehicles, tools, and additional storage. An expansive paved parking area easily accommodates multiple vehicles, an RV, boat, or trailer. A patio and hot tub provide the perfect place to relax while enjoying the peaceful surroundings. Located just down the road from the Caroline County Country Club, offering golf and waterfront access along the Choptank River, this home is also just minutes from historic downtown Denton, where you'll find shopping, dining, and local entertainment. With convenient access to Routes 404 and 50, commuting to the Chesapeake Bay Bridge, Easton, Annapolis, and the Delaware beaches is easy, making this an ideal location for both everyday living and weekend adventures. Mortgage savings may be available for buyers of this listing.

8548 Dogwood Blossom Ln, Denton

Listing courtesy of Redfin Corp. Contact: 3016586186

$1,550,000
5 Beds 5 Baths
Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built in 2006 and extensively renovated in 2016, this 5-bed, 4.5-bath home has been meticulously maintained — nothing to do but move in. Two private primary suites on the main level each offer a serene river view retreat, ideal for multi-generational living or hosting guests in style. Three additional bedrooms upstairs provide room to spread out. Soaring 9-ft ceilings, hardwood floors with a dark walnut finish, maple paneling, and a custom Hagerstown Kitchens kitchen set the tone for quality throughout. Entertain on the brand-new Trex deck (2025) or unwind on the screened porch with spectacular western sunsets — and those views are yours forever. The land across the river is a protected Resource Conservation Area. All major systems are in excellent condition and maintained on yearly service contracts: three Carrier variable-speed HVAC units, dual Rinnai tankless water heaters, closed-cell foam insulation, and Hardie Board siding. The private dock features 8 ft MLW, a boat lift, and dedicated kayak dock with water, 240V power, and security cameras — accessed via hand-laid stone steps. Ospreys, Eagles, Herons, and Owls are regular visitors. A dedicated wellness room with river view includes a voice-command sauna, cold plunge, full shower, and workout space. The 3-bay epoxy-floored garage with LED lighting offers abundant storage for all your gear. A short walk to historic downtown Denton — an Eastern Shore best-kept secret with Eden Town Brewery, award-winning Caroline's Restaurant, Clayton Farms, and Shore Gourmet and the Chesapeake Culinary Center. Easton, St. Michaels, and Oxford are less than 30 minutes away, while Annapolis, Ocean City, Rehoboth Beach, Assateague, and Chincoteague are all within roughly an hour. You're already in the heart of it all.

322 S 2nd St, Denton

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$369,900
4 Beds 2 Baths
Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton

Listing courtesy of Benson & Mangold, LLC.. Contact: (410) 479-0777

$385,000
4 Beds 3 Baths
****PRICE ADJUSTMENT**** Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience the seamless flow from the spacious living room to the contemporary kitchen, featuring generous cabinetry and ample counter space, ideal for culinary enthusiasts. The primary suite offers a serene private retreat, featuring an en-suite bathroom, while three additional bedrooms provide versatile space for family, guests, or a productive home office. Step outside to enjoy a beautiful backyard that invites gatherings, gardening, or peaceful relaxation. With an attached garage and driveway that provide convenient parking and storage, this home checks all the boxes. Situated just minutes from the vibrant downtown Denton area, you’ll have easy access to shopping, dining, and local schools. This home captures the essence of small-town charm while providing effortless connectivity to major commuting routes. Seize this incredible opportunity to make 1111 Trice Meadows Circle your new home!

1111 Trice Meadows Cir, Denton

Listing courtesy of United Real Estate Premier. Contact: 3018952325

$609,000
5 Beds 3 Baths
Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Beautiful Expansive lot size gives you the privacy needed within a walkable neighborhood. The flat level lot opens up future pool and other amenity possibilities. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive hardscaping, perfect for an outdoor fire pit to enjoy those cool evenings with family and friends. Large open kitchen into the family room is the heart of the home that features a wood stove. 4 substantial bedrooms upstairs. Main floor features an office that could be a wide range of things, including a main floor bedroom. Steps from the Asbury Nature Trail that brings you to your community dock and water access with Huge views of the Choptank River.

24276 Asbury Dr, Denton

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