Denton Area Real Estate

Denton Area Real Estate

Welcome to the charming town of Denton, nestled in the heart of Caroline County, Maryland. This delightful subdivision offers a perfect blend of small-town charm and modern convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle close to nature.

Denton boasts a rich history that dates back to the 18th century, and it is reflected in its picturesque streets and well-preserved architecture. The town is enveloped by lush landscapes and scenic waterways, providing ample opportunities for outdoor activities like hiking, fishing, and kayaking. The nearby Choptank River is a favorite spot for locals, offering a peaceful retreat for those looking to unwind.

The community is known for its friendly atmosphere and strong sense of belonging. Residents enjoy a variety of local events throughout the year, including farmers' markets, seasonal festivals, and cultural celebrations that bring neighbors together. The town’s commitment to maintaining its green spaces and parks ensures that families have plenty of room to play and explore.

Denton is also conveniently located just a short drive from larger urban centers, allowing residents to enjoy the tranquility of rural living while still having access to shopping, dining, and entertainment options. The local schools are highly regarded, making it a great place for families to settle down and grow.

Whether you’re looking for a cozy starter home, a charming cottage, or a spacious family residence, Denton offers a range of real estate options to suit your needs. Come discover the warmth and beauty of Denton—where community spirit thrives and your dream home awaits!

Newest Listings in Denton Area

104 Riverton Ave, Denton
$467,900
3 Beds ⋅ 3 Baths
Be sure to schedule a tour of this beautiful home in the heart of Denton, small town living at it's best! Built in 1916 and lovingly updated and maintained throughout the years! Beautiful hardwood floors throughout! Lovely updated custom kitchen with soaring vaulted ceilings, radiant heat flooring, walk in pantry, recessed lighting, farm sink and granite counter tops. Mud room with built-in storage and slide out shelving. Replacement windows, mini-split in TV room heats and cools the downstairs, leaded mahogany front door and lovely entry foyer leads to a formal living room. Upstairs you will find three gracious sized bedrooms, a full bath with jacuzzi style tub and laundry room with newer washer and dryer in 2021. A fully insulated attic. A/C is just 3 years old with 2 yrs left on warranty. The basement has been converted into a yoga studio with private entrance, 1/2 bath with room to ad a tub or shower, LVP flooring and electric heat. Additional storage and work room on the other side. This expandable space has endless possibilities, guest suite, art studio, rec room. A glass enclosed atrium is a perfect place to relax and read a book or have a glass of wine or both. Outside is a gardeners paradise with endless mature plantings that come back year after year. 4 large rain barrels keep the water bill in check. The back yard is fully fenced with a brick patio, deck and pavilion for outside entertaining and an inground pool with concrete surround patio and a rock edged goldfish pond. The front of the home features wide brick steps and brick walk way leading up to a freshly painted home with a welcoming front porch with vinyl maintenance-free flooring. Solar panels are leased and will help with the electric costs. Located just a block from the Choptank River and within walking distance to local shops and restaurants this home won't disappoint! Please be sure to stop by the open house on Sunday Oct 4th 11 to 2 pm and if you can't make it be sure to schedule your private tour!!

104 Riverton Ave, Denton

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

105 S 5th Ave, Denton
$290,000
4 Beds ⋅ 2 Baths
Step into a charming piece of history with this beautiful Colonial home in the desirable Denton area. Built in 1900, this 2,759-square-foot residence offers the character and craftsmanship of a bygone era while providing the space and conveniences today's buyers desire. From the moment you arrive, the large wrap-around front porch with beautiful wood decking welcomes you home. It's the perfect spot to enjoy your morning coffee, relax on a summer evening, or simply take in the charm of small-town living. And with local festivals, parades, and community events passing right by your front porch, you'll have a front-row seat to all that makes Denton special! Inside, you'll find four spacious bedrooms and two full bathrooms, along with generously sized living areas featuring a mix of hardwood and carpet flooring. The large dining room provides plenty of space for holiday gatherings and entertaining, while a separate office offers the perfect setting for working from home, hobbies, or a quiet study. The well-appointed kitchen features a built-in range, cooktop, dishwasher, and disposal, making everyday cooking and entertaining a pleasure. A cozy fireplace adds warmth and character to the home, creating an inviting place to gather on chilly evenings. Step outside and discover the property's unique carriage house, offering additional storage, workshop space, or the opportunity for a creative project. The approximately 0.19-acre lot also provides an asphalt driveway with ample parking. If you've been dreaming of a home filled with character, space, and front-porch charm, this Denton Colonial deserves a closer look. Enjoy the history, embrace the community, and experience the best of small-town living—all from your own front porch!

105 S 5th Ave, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

1115 Market St, Denton
$229,900
2 Beds ⋅ 1 Baths
REDUCED $10,000!! Nestled in the charming Town of Denton, this Adorable Cottage exudes warmth and character! Lots of Upgrades and Updates are all sure to please! This beautiful home features 2 Bedrooms and an updated Full Bathroom. The inviting living space is enhanced by luxury vinyl plank flooring, seamlessly blending comfort and style. Set on a generous sized lot, the property offers room for expansion, along with ample outdoor space for gardening, playing, and relaxing in the sun! The private driveway accommodates up to three vehicles, ensuring convenience for you and your guests. A handy shed provides extra storage for your outdoor tools and hobbies. The Denton Area is known for its friendly community vibe, with local parks, shops, waterfront restaurant and eateries just a stone's throw away. Enjoy leisurely strolls through tree-lined streets or explore nearby recreational opportunities. Embrace the charm and make this cute cottage your own!

1115 Market St, Denton

Listing courtesy of RE/MAX Executive. Contact:

1210 Market St, Denton
$249,000
2 Beds ⋅ 1 Baths
Welcome to 1210 Market Street. Located just minutes from shopping and downtown. This charming bungalow is charming and has been well maintained. Adjoining bedrooms or bedroom and deidcated home office space. Wood accents through the home make it warm and welcoming. Efficient oil heat . All appliances convey. This is the perfect home for starting out, slowing down. More afforable than renting. This home has detached shed for storage and a wonderfully shaded rear yard. Recent termite inspection and seller maintenance add to peace of mind when buying.

1210 Market St, Denton

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

9472 Quail Run Rd, Denton
$469,900
4 Beds ⋅ 3 Baths
Discover relaxed country living at 9472 Quail Run Road! This move-in-ready 4-bedroom home features a classic layout designed for both quiet days and easy entertaining. Highlights include an updated kitchen with a central island, a cozy den with a woodstove, and a full basement perfect for projects or extra storage. Brand-new roof and new HVAC system let you move in with confidence. Step outside to enjoy the peaceful screened porch and private backyard bordering. Extra parking and detached workshop space round out this beautiful Denton property—come take a look!

9472 Quail Run Rd, Denton

Listing courtesy of Coldwell Banker Realty. Contact:

407 W Sunset Ave, Greensboro
$280,000
5 Beds ⋅ 2 Baths
Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing & electrical, new flooring & paint, jacuzzi, and much more. OWNER FINANCING AVAILABLE. Call for details.

407 W Sunset Ave, Greensboro

Listing courtesy of R&R Executive Realty. Contact:

132 Deep Shore Rd, Denton
$629,000
4 Beds ⋅ 3 Baths
Welcome to 132 Deep Shore Rd—an inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An open den with brick tile flooring flows to a charming side porch with a swing—perfect for evening breezes and views of the yard. Warm hardwood floors carry through the dining room and into the kitchen and family room, creating an easy, open flow ideal for everyday living and entertaining. The family room centers around a gas fireplace with a handcrafted black walnut mantel, while a granite-topped built-in serves as a convenient entertainment hub. The chef’s kitchen features quartz countertops, double ovens, a gas cooktop with hood, and generous storage. Three well-appointed bedrooms sit on one side of the home—one showcasing a custom bedframe with built-in storage, another featuring a clever Murphy bed and its own half bath. The private primary suite is tucked on the opposite side and includes a walk-in closet with custom built-ins and an en suite bath. Outdoors, the property is a hobbyist’s dream. You’ll find multiple outbuildings for storage and projects, along with 5 frost-proof yard spigots plus 2 additional spigots on the home for effortless garden care. A 50' x 30' garage is paired with an attached 10' x 30' sunroom. The main shop includes a large storage area, parking, a substantial wood shop, and an additional garage bay equipped with a 7,000 lb. lift. Enjoy all the comforts of home in the shop and sunroom as they offer Heat and Air. Electric as well in all other outbuildings as well. Location is the finishing touch: directly across from the front entrance to Martinek State Park, offering camping, trails, a playground, picnic areas, a public boat ramp, and fishing on Watts Creek with direct access to the Choptank River. Here, you’re surrounded by nature, recreation, and room to grow—an exceptional blend of comfort, craft, and country living at 132 Deep Shore Rd.

132 Deep Shore Rd, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

1010 S 2nd St, Denton
$375,000
3 Beds ⋅ 2 Baths
Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot water baseboard heat as backup. The full basement provides approximately 2,864 total square feet of living and storage potential, ideal for entertaining, hobbies, or additional flex space. Relax on the screened-in porch overlooking the private backyard and large detached garage/shop. Enjoy easy walking access to schools, shopping, restaurants, and parks, making this property a rare combination of space, convenience, and charm. Seller to find home of choice.

1010 S 2nd St, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. Contact:

112 S 5th Ave, Denton
$359,000
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:

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