Denton Area Homes for Sale

Denton Area Homes for Sale

Welcome to the charming Denton Area, nestled in Caroline County, Maryland—a hidden gem that perfectly balances rural tranquility with modern conveniences. This picturesque town, steeped in history, offers a warm and inviting community atmosphere, making it an ideal place for families, retirees, and everyone in between.

Denton is known for its rich heritage and vibrant local culture, with a variety of shops, restaurants, and parks that cater to all lifestyles. The town is surrounded by lush landscapes, providing ample opportunities for outdoor activities like hiking, fishing, and boating along the beautiful Choptank River. Residents enjoy the benefits of small-town living while being just a short drive away from larger cities, offering a perfect blend of serenity and accessibility.

When it comes to homes for sale in Denton, the options are as diverse as the community itself. From charming historic houses that reflect the town’s heritage to modern new constructions equipped with the latest amenities, there’s something to suit every taste and budget. Many properties feature spacious yards, perfect for entertaining or enjoying a quiet evening under the stars.

Moreover, Denton’s real estate market is on the rise, making it a fantastic investment opportunity. With its friendly neighborhoods, excellent schools, and a strong sense of community, now is the perfect time to explore the homes for sale in this delightful area. Discover your dream home in Denton and become part of a community that feels like family!

Newest Denton Area Homes for Sale

$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: 4102218000
$310,000
4 Beds ⋅ 2 Baths
Welcome to 105 S 5th Avenue, where historic small-town charm meets the convenience of living right in the heart of Denton! Built circa 1900, this spacious 4-bedroom, 2-full-bath detached home offers the character of a classic Eastern Shore residence with plenty of room to make it your own. One of the most special features of this location is the true front-row seat to Denton's hometown traditions. Imagine stepping outside your front door and watching the annual Denton Holiday Parade travel along 5th Avenue, complete with floats, bands, classic cars, horses and a special appearance by Santa Claus before the celebration continues downtown with the Lighting of the Green. Throughout the year, downtown Denton comes alive with community events, festivals, parades, car shows and seasonal celebrations. The location makes everyday living just as convenient. Downtown restaurants, shops and local businesses are only blocks away, including popular local dining options such as Caroline's and Market Street Public House. Grocery stores and everyday shopping are close by, with additional shopping along the Route 404 corridor just minutes from home. Outdoor enthusiasts will appreciate being close to the Choptank River and Denton's riverfront parks, with opportunities for boating, fishing and enjoying the outdoors. Martinak State Park is approximately 2 miles from Denton and offers hiking trails, boating, fishing, camping, playgrounds and beautiful wooded areas along the Choptank River and Watts Creek. Tuckahoe State Park is also nearby, offering a 60-acre lake and miles of hiking, biking and equestrian trails. Denton's central Eastern Shore location makes it easy to enjoy everything the region has to offer. Easton and Easton Airport are approximately 19 miles away, while Baltimore/Washington International Airport is approximately 60 miles away. When you're ready for a day at the coast, Rehoboth Beach is approximately 48 miles away, with Ocean City, Maryland approximately 64 miles away. Whether you're relaxing at home, walking into downtown for dinner, spending the afternoon along the Choptank River, exploring nearby state parks or watching Santa Claus come down 5th Avenue from right outside your doorstep, 105 S 5th Avenue offers an opportunity to enjoy the character, convenience and community spirit of historic Denton living.

105 S 5th Ave, Denton

Listing courtesy of Keller Williams Realty. Contact: 3028467839
$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
$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
$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:

$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:

$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
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