Denton Area Real Estate

Denton Area Real Estate

Welcome to the charming Denton Area, nestled in the heart of Caroline County, Maryland. This delightful town offers a unique blend of small-town charm and modern convenience, making it an ideal place for families, retirees, and everyone in between.

Denton is known for its picturesque landscapes, featuring lush greenery and scenic views that create a serene atmosphere. The community is rich in history, with beautifully preserved architecture and a welcoming vibe that invites residents to explore its quaint downtown area. Here, you'll find an array of local shops, cozy cafes, and delicious dining options that showcase the area's culinary talents.

Outdoor enthusiasts will adore the numerous parks and recreational opportunities available in and around Denton. With easy access to the Choptank River and nearby nature trails, residents can enjoy fishing, kayaking, and hiking, all while soaking in the natural beauty that surrounds them.

Denton also boasts a strong sense of community, with various events and festivals throughout the year that bring neighbors together. From farmers' markets to holiday celebrations, there’s always something happening that fosters camaraderie and connection among residents.

For families, Denton offers access to quality schools and educational resources, ensuring that children receive a well-rounded education. The area’s low crime rates and friendly atmosphere make it a safe and nurturing environment for raising kids.

Whether you’re looking to settle down, invest, or simply explore, the Denton Area in Caroline County is a hidden gem waiting to be discovered. Come experience the warmth and charm of this wonderful community!

Newest Listings in Denton Area

$469,900
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
$200,000
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:

$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: 4104321223
$479,000
4 Beds ⋅ 3 Baths
Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a jacuzzi tub, 3 additional bedrooms and a upstairs laundry room (new washer and dryer). There is an attached 2-car garage, 2 composite decks, 2 sheds all on a 1.35+/- acre lot.

8605 Hickory Pl, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$659,000
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:

$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:

$4,250,000
3 Beds ⋅ 3 Baths
Productive Caroline County grain farm approximately 340 acres in 4 parcels with 270+/- tillable acres with 200+/- under pivot. Soil has been grid sampled and is well drained. Farm is improved with three large machine sheds, the potentially usable footprint of a pervious milking parlor and a 3  bedroom, 2.5 bath Rancher overlooking the Choptank River. No easements.

10870 River Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$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
Start Your Search