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

3 Beds ⋅ 3 Baths

Private Waterfront Retreat on the Choptank River Experience the best of Eastern Shore waterfront living in this exceptional home built in 2021, where modern luxury, privacy, and serene views come together on one remarkable property. Situated on 8.15± private acres with approximately 600 feet of Choptank River frontage and deep water access, this stunning retreat offers the perfect balance of refined living and peaceful seclusion. Featuring 2,376± square feet of beautifully designed living space with modern finishes throughout, this home was thoughtfully crafted for effortless entertaining and everyday comfort. The open concept design seamlessly connects the kitchen, dining, and living areas, including a spacious sunroom with expansive windows for a bird's eye view of the river frontage. The main floor also includes an easily accessible large primary suite. Two additional bedrooms, full bath, and a dedicated pocket office or potential walk in closet can be found on the second level. Over the large garage, a full staircase provides access to a spacious bonus room, providing storage space currently, though could potentially serve as flexible space for guests, a media room, home gym, or playroom, per county approval. Step outside to discover a true waterfront oasis. Fresh landscaping complements the natural beauty of the property, while three acres of manicured lawn blend seamlessly into five acres of mature woods, creating ideal privacy and a picturesque setting. Whether hosting gatherings with family or friends, enjoying dinner or cocktails on the patio or dock, or relaxing with your morning coffee overlooking the peaceful scenery, every moment is enhanced by the tranquil surroundings. A new private pier with approximately 12 feet of water depth offers outstanding access to the Choptank River, making it easy to spend your days boating, fishing, kayaking, paddleboarding, or simply taking in spectacular sun painted skies from your own backyard. Ideally located near the town of Denton with lovely shops and restaurants, the location of this sanctuary is just a short drive to the Eastern Shore's most desirable destinations where there is convenient access to the boutique shopping, award winning restaurants, galleries, and downtown charm of Easton, the historic waterfront town of St. Michaels, and even excellent ocean beaches only one hour away. This property provides the perfect blend of privacy while keeping you close to everything that makes Maryland's Eastern Shore so special. More than just a home, this is a lifestyle where every day feels like a getaway and every season brings new opportunities to relax, entertain, and enjoy the beauty of private waterfront living.

8851 New Bridge Rd, Denton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272

2 Beds ⋅ 1 Baths

Escape the noise and reconnect with what matters most. Nestled on a peaceful 1-acre country setting surrounded by mature trees and open skies, this charming cottage offers the perfect opportunity to embrace the simplicity and serenity of tiny home living. Whether you’re searching for a full-time residence, a weekend retreat, or a place to slow down and enjoy nature, this property delivers a lifestyle that’s becoming increasingly hard to find. Thoughtfully cared for and recently improved, the home features updated insulation, an upgraded electrical box, several newer windows, and the added comfort of a wall-mounted propane heater, providing a secondary heat source for cozy winter days. Outside, you’ll find endless possibilities with three detached outbuildings. Two are ideal workshop spaces for woodworking, hobbies, crafting, or storing equipment, while the detached one-car garage provides additional parking and storage. The expansive yard offers room for gardening, outdoor entertaining, or simply enjoying the sights and sounds of the surrounding countryside. Located just a short drive from historic downtown Denton, you’ll enjoy local restaurants, shops, community events, parks, the Choptank River, Martinak State Park, kayaking, fishing, hiking, and easy access to Maryland’s Eastern Shore attractions while still coming home to the peace and privacy of rural living. If you’ve been dreaming of a slower pace, simpler living, and a place where nature becomes part of your everyday routine, this inviting country cottage is ready to welcome you home. Conventional or cash sale only due to ceiling height.

6140 Laurel Grove Rd, Denton

Listing courtesy of Compass. Contact: 3022029855

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

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