Denton Homes for Sale

Denton Homes for Sale

Welcome to Denton, Maryland, a charming town nestled in the heart of Caroline County. Known for its rich history and vibrant community spirit, Denton offers a unique blend of small-town charm and modern conveniences. With its picturesque streets lined with historic architecture and lush green spaces, Denton is the perfect place for families, retirees, and anyone seeking a peaceful yet engaging lifestyle.

Denton boasts a variety of recreational opportunities, including parks, walking trails, and local events that foster a strong sense of community. The town is home to delightful shops, restaurants, and cultural attractions, ensuring there’s always something to do. The Caroline County Public Library and the nearby Choptank River provide both educational and outdoor experiences that enhance the quality of life for residents.

For those considering a move, Denton presents a fantastic array of homes for sale. Whether you’re looking for a cozy single-family residence, a charming historic home, or a modern new build, Denton’s real estate market has something to suit every taste and budget. With competitive prices and a welcoming community, now is the perfect time to explore the housing options available in this delightful town.

Don’t miss out on the opportunity to become part of Denton’s thriving community. With its friendly atmosphere, beautiful surroundings, and a variety of homes for sale, Denton is more than just a place to live—it’s a place to call home. Discover your dream home in Denton today!

Newest Denton Homes for Sale

2 Beds ⋅ 1 Baths

The joy of one level living!! This home is in Move-in ready condition. Nice size 2 Bedroom 1 Full Bath. Level lot with Patio for enetertaining. Conveniently located within town limits. Shop, parks, restuarants, Brewery. Public Boat ramp to the Choptank River less than a mile.

325 Carter Ave, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663

3 Beds ⋅ 2 Baths

Eastern Shore living at its finest! Nestled in the desirable Tuckahoe Springs subdivision, this beautifully maintained home offers the perfect blend of comfort, style, and serene outdoor living. Step inside to an inviting foyer that leads to a dedicated laundry area and an expansive, well‑appointed kitchen featuring cabinetry galore, upgraded stainless‑steel appliances, and quartz countertops. The kitchen flows seamlessly into a bright dining area accented with custom shiplap, creating an ideal space for everyday meals or entertaining. The formal living room is a true showstopper—anchored by a whitewashed brick wood fireplace and bathed in natural light, it’s the perfect place to unwind. Down the hall, you’ll find a guest bathroom, two comfortable bedrooms, and the private primary suite. The full basement expands your living possibilities with additional recreational space, thoughtfully divided into a potential living area and a generous storage section. Off the dining room, the spacious sunroom provides year‑round enjoyment, offering peaceful views of the backyard oasis. Outdoors, tranquility awaits. The backyard has been thoughtfully transformed with multiple gathering spaces including a cozy fire pit area, dedicated grilling zones, garden beds, and a private yard that captures the true Eastern Shore peace and quiet. The neighborhood also provides a private community water access to the Tuckahoe Creek with a picnic area and dock. This is your chance to experience a home that offers comfort, character, and the lifestyle you’ve been searching for. Don’t miss the opportunity to make this incredible property yours. Roof, HVAC, Septic and multiple other upgrades completed since 2022, providing the peace of mind you want in your next home!

23118 Tuckahoe Springs Dr, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663

3 Beds ⋅ 2 Baths

Discover effortless one‑level living in this newly constructed three-bedroom, two-bathroom rancher, completed in 2024 and perfectly positioned in the center of downtown Denton. Modern design, thoughtful upgrades, and an open, airy layout make this home stand out from the moment you step inside. The open-concept living, dining, and kitchen area creates a warm and welcoming flow—ideal for everyday living and entertaining. The gourmet chef’s kitchen features upgraded finishes, ample counter space, and a layout designed for both cooking and gathering. Down the hall, two generously sized guest bedrooms share a beautifully appointed full bathroom. The primary suite offers a peaceful retreat with an upgraded tile en‑suite bathroom and spacious closet, providing comfort and style. Outside, enjoy a large backyard with plenty of room to relax, garden, or play, plus a storage shed for added convenience. Located within walking distance to shops, restaurants, and all of Denton’s in‑town amenities, this home offers the perfect blend of modern construction and small‑town charm.

510 Lincoln St, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663

4 Beds ⋅ 3 Baths

Denton - 4 bedroom home! This property offers an incredible opportunity to own a home with fantastic features, major mechanical updates, and no HOA! Inside, you will find a traditional layout highlighted by a large country kitchen featuring new countertops and an island. The formal dining room, den (with woodstove) and living room give ample opportunities for flex space. The primary bedroom serves as a comfortable retreat, complete with its own private bath and a spacious walk-in closet. Need extra space? The full basement provides an excellent canvas for a workshop, home gym, or extensive storage. Big-ticket updates offer immediate peace of mind, including a brand-new roof and a brand-new HVAC system. The outdoor space is a true highlight of the property. Enjoy quiet mornings or relaxed evenings on the newly updated and improved screened porch. The private backyard offers a peaceful setting, gently transitioning to a small, charming stream at the rear property line. Large detached garage plus a separate workshop. Large driveway provides plenty of parking. Don't miss out on a property with this much potential and freedom—schedule your tour today!

9472 Quail Run Rd, Denton

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545

3 Beds ⋅ 1 Baths

Ranch style home situated on a 1.18 acre lot. There is no access to the interior of the home. Priced below assessed value, home to be transferred occupied, as-is. Please do not disturb the occupants.

22971 Tuckahoe Springs Dr, Denton

Listing courtesy of Marathon Real Estate. Contact:

3 Beds ⋅ 2 Baths

This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days. Large parking area for several vehicles and a boat. Run in shed for your lawnmower and other boat. 16x32 pool with screened pavilion for your crab feast or just hanging out. (Pool unused at present) Additional well for irrigation. You really need to come walk through and around this one! No AI was used in the creation of this description. (Though it probably would have been better) Tax IDs 03002187 03002101

28402 Liden School Rd, Denton

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

4 Beds ⋅ 3 Baths

Price Improvement Beautifully positioned along the deep protected waters of the Tuckahoe, this exceptional residence has been transformed through an extensive renovation that blends timeless design with comfortable waterfront living. Every improvement was carefully planned, resulting in a home that feels as inviting as it is impressive. The heart of the home is the custom kitchen, where blue marble countertops, handcrafted cabinetry, a Wolf gas cooktop, Sub-Zero refrigerator, beverage refrigerators, and a generous island create a space that's equally suited for everyday living and entertaining. Rich hardwood flooring, designer lighting, custom window treatments, and beautifully renovated baths continue throughout the home, while the primary suite offers a peaceful retreat complete with heated bathroom floors and access to a private Juliet balcony. The outdoor spaces are every bit as remarkable as the interior. Step outside to an expansive Balau hardwood deck overlooking the heated saltwater pool, surrounded by travertine, luxury stone, and professionally designed landscaping. Whether you're preparing dinner in the outdoor kitchen, relaxing beside the fire table, enjoying the tranquil fountain, or unwinding in the enclosed four-season sunroom, every space was designed to embrace the waterfront setting. A private pier is just steps away, making it easy to spend the day on the water before returning home to watch the sunset. The home was professionally redesigned with the help of Barclay Designs and interiors by Sanctuary Interiors. The home also features extensive upgrades throughout, including Everlast Advanced Composite Siding, updated HVAC 2023, modernized electrical, a custom bunk room, and countless custom finishes that simply must be seen in person. Located just minutes from Routes 50 and 404, you'll enjoy easy access to Annapolis, Easton, Delaware beaches, and the Chesapeake Bay region while still enjoying the privacy and tranquility of waterfront living. As an added bonus, the home is not located within the floodplain—a rare advantage for a property of this caliber.

23071 Tuckahoe Springs Dr, Denton

Listing courtesy of Sharon Real Estate P.C.. Contact:

4 Beds ⋅ 3 Baths

Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perched on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious rooms throughout, and lots of great light. Great room with new LVP flooring offers living, dining, breakfast, and kitchen spaces. Bright + cheery kitchen - light gray cabinetry, new stainless steel appliances, gorgeous granite counters, new custom tile backsplash. Sliders out to the expansive deck overlooking your roomy yard. Separate flex room - perfect for a home office, study - whatever you like. A half bath completes the 1st floor. Upstairs, primary bedroom with vaulted ceiling, new carpet, walk-in closet, full, en-suite bath - new tile floors, step-in shower, double-sink vanity. 3 additional bedrooms - all with new carpet. 2nd full bath with tub/shower combo, tile flooring. Laundry room with new tile floors completes the home's interior. Attached 2-car garage with extra space for storage, concrete driveway, nice-sized storage shed. Minutes to the best that Denton and Caroline County offers - great local restaurants, boutique and big-box store shopping, arts + culture, history galore, plenty of public launches and marinas, boating, world-class fishing, crabbing, hunting, wildlife estuaries, incredible state parks - a true paradise for nature lovers, photographers, boaters, fishermen and anyone who wants to enjoy the more relaxed pace on the Eastern Shore - from the beaches to the bays and beyond! Great central location on the Delmarva Peninsula -- 15mi to Easton, 30mi to the Bay Bridge or Cambridge, 40mi to Annapolis's Downtown, about an hour to the Delaware Beaches or Newark, half hour more to Ocean City's Boardwalk. This home is ready for its new owner to just move in and enjoy. Sizes, taxes, distances approximate.

502 Kathryn Ct, Denton

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

4 Beds ⋅ 2 Baths

Step back in time while enjoying the comforts of modern living in this beautifully maintained 1900s historic home nestled in the heart of Denton. Rich with character and timeless charm, this spacious four-bedroom, two-bath residence showcases many of the architectural details that make historic homes so special, including original hardwood floors, detailed moldings, tall ceilings, oversized windows, and craftsmanship rarely found in today's construction. The thoughtfully updated kitchen serves as the heart of the home, featuring granite countertops, a farmhouse-style stainless steel sink, charming breakfast bar seating, and a beautiful greenhouse window that fills the space with natural light. Whether preparing meals or gathering with family and friends, this inviting space perfectly blends functionality with character. Throughout the home, you'll find generous room sizes, abundant storage, and three bedrooms featuring walk-in closets, providing a level of convenience not often found in historic properties. The main-level bedroom offers flexibility for guests, multi-generational living, or a private home office and is connected to a convenient Jack-and-Jill bathroom. The formal dining room remains a beautiful nod to the home's historic roots, creating the perfect setting for holiday gatherings and special occasions. During cooler months, the pellet stove in the family room creates a warm and cozy atmosphere while helping to heat much of the home. Outside, the expansive front porch invites you to slow down, relax, and enjoy small-town living at its finest. Whether sipping your morning coffee, greeting neighbors, or watching the world go by, this welcoming space is sure to become a favorite retreat. The backyard offers a surprising sense of privacy, creating a peaceful escape while still being conveniently located within town. Living in Denton means enjoying the charm of a walkable historic community filled with local shops, restaurants, parks, waterfront activities, seasonal events, and a strong sense of community. Commuters will appreciate the easy access to Route 404, providing convenient travel to the Chesapeake Bay Bridge, Delaware beaches, Easton, Annapolis, and surrounding employment centers. This is a rare opportunity to own a piece of Denton's history while enjoying the space, comfort, and conveniences that today's buyers desire.

612 Market St, Denton

Listing courtesy of Cross Street Realtors LLC. Contact: 4434803453

4 Beds ⋅ 2 Baths

Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to the huge back yard. Buyers can still choose colors and finishes. Welcome Home!

25660 Cherry Blossom Ln, Denton

Listing courtesy of Keller Williams Realty. Contact: 3023600300

5 Beds ⋅ 2 Baths

This is 222 S. 2nd Street, a recently renovated home with historic charm. Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history. Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding. The house offers something that many two-story homes do not - a spacious first floor bedroom with a full bathroom nearby. Kids and guests will have the privacy of their own floor with 4 bedrooms and a full bathroom upstairs. The walk up attic, air-conditioned and heated, provides storage and an opportunity to create more living space. The partial basement offers storage plus utility access. Outdoor lovers can relax on the screened porch, or in the fenced backyard that is big enough for activities, but small enough for easy maintenance. And it’s a short walk to the library, restaurants, and shops. Check out 222 S. 2nd St. and see what it has to offer you.-- Within walking distance to Shops, Restaurants, Library, and Parks. Minutes to Public Boat ramp, Choptank River, and State Parks. Come check this out... You won't be disappointed!

222 S 2nd St, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663

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

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