Denton Real Estate

Denton Real Estate

Welcome to Denton, a charming town nestled in the heart of Caroline County, Maryland. With its rich history, picturesque landscapes, and a vibrant community spirit, Denton offers a unique blend of small-town charm and modern conveniences that make it an ideal place to call home.

Denton is renowned for its welcoming atmosphere and strong sense of community. The town boasts a variety of local events, including seasonal festivals, farmers' markets, and art fairs that bring residents together and celebrate the unique culture of the area. The historic downtown district features quaint shops, delightful eateries, and a variety of services, making it easy to enjoy a leisurely day out without venturing far from home.

Nature enthusiasts will appreciate Denton's proximity to the beautiful Choptank River and numerous parks, providing ample opportunities for outdoor recreation, from kayaking and fishing to hiking and picnicking. The town is also conveniently located near larger cities, allowing for easy access to urban amenities while maintaining a peaceful, rural lifestyle.

Education is a priority in Denton, with well-regarded schools that foster academic excellence and community involvement. Families will find a nurturing environment for their children, complemented by various extracurricular activities and community programs.

Whether you’re looking for a cozy home, a vibrant community, or a serene escape from the hustle and bustle of city life, Denton, MD, has it all. Discover the charm of this delightful town and make it your next home sweet home!

Newest Listings in Denton

$309,900
4 Beds ⋅ 3 Baths
Beautifully designed new construction interior townhome located in an established community in the heart of Denton, Maryland! Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this home combines modern style with everyday functionality. The open-concept floor plan is perfect for both entertaining and daily living, featuring a gourmet kitchen with quartz countertops, a large center island, and a dedicated coffee station that adds both charm and convenience. The seamless flow from the kitchen to the dining and living areas creates an inviting space filled with natural light. Upstairs, you'll find three bedrooms, including a spacious owner's suite with a private bath and walk-in closet. Thoughtfully designed finishes, energy-efficient construction, and quality craftsmanship make this home move-in ready. Located in an established neighborhood, you'll enjoy the convenience of nearby shopping, dining, schools, parks, and easy access to major commuter routes while experiencing the charm of small-town living. Don't miss this opportunity to own a brand-new home with today's most sought-after features in one of Denton's desirable communities! Ask about our Builder Incentives, Free DECK and $ 10,0000 closing cost help or rate buy down options. Pictures are for illustrative purposes only. Homes will be ready in less than 60 days.

245 Briarwood Cir, Denton

Listing courtesy of Island Realty, LLC. Contact:

$374,900
4 Beds ⋅ 3 Baths
Nestled along a private road in a peaceful, tucked-away setting, this well-maintained Colonial offers the perfect blend of privacy, space, and convenience. Situated on more than 1.2 acres, the property backs to mature woods, providing beautiful wooded views and a serene backdrop to everyday living. The home needs only minor cosmetic updates, making it an excellent opportunity to add your own personal style. The main level offers an abundance of living space, including a welcoming eat-in kitchen, formal dining room, comfortable family room featuring a newer wood stove with a classic brick hearth, a separate living room, laundry room, and an expansive sunroom filled with natural light that opens to the private backyard setting. The upper level features three generously sized secondary bedrooms, a full hall bath, and a spacious primary suite with two closets and a private full bath. Outside, the property continues to impress with an oversized two-car garage offering plenty of room for vehicles, tools, and additional storage. An expansive paved parking area easily accommodates multiple vehicles, an RV, boat, or trailer. A patio and hot tub provide the perfect place to relax while enjoying the peaceful surroundings. Located just down the road from the Caroline County Country Club, offering golf and waterfront access along the Choptank River, this home is also just minutes from historic downtown Denton, where you'll find shopping, dining, and local entertainment. With convenient access to Routes 404 and 50, commuting to the Chesapeake Bay Bridge, Easton, Annapolis, and the Delaware beaches is easy, making this an ideal location for both everyday living and weekend adventures. Mortgage savings may be available for buyers of this listing.

8548 Dogwood Blossom Ln, Denton

Listing courtesy of Redfin Corp. Contact: 3016586186
$779,000
5 Beds ⋅ 5 Baths
" Diamond in the Rough" This property is being sold to settle an estate and no repairs will be made. Offering considerable upside potential, this well built, private, 5 bedroom, 5 bath home is tucked away on the Choptank River in the community of Asbury. Featuring a large, open kitchen/living area with fireplace, first floor primary suite, inground pool and private pier.

8821 Dorothy Ln, Denton

Listing courtesy of Wright Real Estate. Contact: (410) 924-3111
$25,000
1/2 ACRE LOT IN DENTON. THIS PROPERTY WAS PURCHASED THROUGH TAX SALE, SELLER IS BRYNN, LLC.

10291 Bridge St, Denton

Listing courtesy of Meredith Fine Properties. Contact: 4108226272
$424,900
3 Beds ⋅ 2 Baths
Welcome to one of Denton’s most enchanting hidden retreats — a beautifully restored and thoughtfully updated 1941 Cape Cod tucked among towering trees, lush gardens, and comfortable living spaces in the heart of town. Lovingly renovated while preserving its original charm and architectural character, the main residence offers timeless warmth and understated elegance throughout. Rich hardwood flooring, crown molding, custom built-ins, soft natural light, and inviting gathering spaces create an atmosphere that feels both refined and welcoming. The gracious living room features a wood burning fireplace with gas insert, flanked by custom cabinetry and bookshelves, while the spacious dining room and updated kitchen featuring solid wood counters, shelved pantry and storage closet blend classic charm with thoughtful functionality. A screened porch overlooking the gardens provides the perfect setting for morning coffee, evening dinners, or quiet relaxation surrounded by nature. The outdoor setting is truly exceptional. Professionally curated gardens, mature trees, flowering plantings, stone pathways, and intimate seating areas surround a stunning heated in-ground 12X24X4 concrete pool with an additional 5X6 area with steps, creating a private backyard sanctuary rarely found in an in-town setting. Every element of the grounds has been thoughtfully designed to evoke beauty, serenity, and a sense of retreat. Adding remarkable versatility and personality to the property is the detached guest cottage/pool house — this area offers the fourth bedroom and an additional full bath- it's a beautifully finished space with a distinctly relaxed, artistic character featuring soaring wood-beamed ceilings, open-concept living and sleeping areas, kitchenette, and stylish full bath. Perfect for guests, creative studio space, private office, hobbies, or peaceful overflow accommodations, the cottage offers its own unique boutique-retreat ambiance while complementing the timeless elegance of the main home. Extensive improvements completed over time include updated HVAC and ductwork, electrical rewiring and breaker panels, plumbing updates, tankless water heater, insulation improvements, crawlspace vapor barrier, custom remodeling, hardscaping, fencing, buried power lines, driveway improvements, and numerous additional quality enhancements throughout the property. Rarely does a property combine historic charm, curated outdoor living, guest accommodations, and such an inviting sense of place — all conveniently located close to downtown Denton shops, restaurants, waterfront parks, and community events.

509 S 2nd St, Denton

Listing courtesy of Benson & Mangold, LLC. Contact: 4108226665
$299,000
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
$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
$995,000
Exclusive Commercial Development Opportunity! . Attention, savvy investors and visionary developers: Your moment to command the commercial landscape has arrived. Nestled along the prestigious Route 404 in Maryland, this rare offering of three expansive lots is your gateway to unparalleled success. With a harmonious blend of visibility, accessibility, and boundless potential, this prime real estate is meticulously designed for those with a discerning eye for lucrative ventures. . Unrivaled Accessibility: . Situated for maximum exposure, these lots offer commanding visibility from Route 404, ensuring that your development captures the attention of thousands daily. The seamless on/off access to Double Hills Road, enhanced by a prominent 4-way stoplight, guarantees effortless connectivity. This strategic positioning places your future project at the heart of a vibrant transportation network, promising unparalleled convenience and reach. . Unleash Your Vision: . Imagine harnessing the raw potential of these expansive parcels, totaling 4.68 acres, to bring your ambitious vision to life. Whether you dream of creating a sophisticated commercial complex, a dynamic retail hub, or a versatile mixed-use development, the possibilities are limitless. The terrain is your blank canvas, ready to be transformed into a landmark of innovation and excellence. . Ready for Development: . While public sewer or water services are currently absent, these lots have successfully passed percolation tests, demonstrating their readiness for development. Supported by reliable Choptank Electric service and benefiting from the completed 404 Dualization, your project will be equipped to thrive and endure. This infrastructure readiness ensures a seamless transition from concept to reality. . Commanding Additional Income: . An existing home on the property, currently leased on a month-to-month basis, enhances this exceptional opportunity. This additional revenue stream provides a solid foundation as you embark on your grand development journey. The flexibility of this arrangement allows you to generate income while meticulously planning and executing your vision. . Dominant Investment Strategy . Each lot is distinctly identified by Tax ID numbers - 0603034151 (1.31 acres), 0603034143 (1.56 acres), and 0603034135 (1.81 acres) — offering a transparent and organized investment structure. This acquisition promises immediate returns and long-term dominance in Maryland's highly competitive commercial real estate market. Your strategic investment will position you as a key player, poised for sustained success and growth. . Your Time to Act is Now: . The opportunity to assert your dominance in Maryland's commercial arena has never been more compelling. Rally your resources and stake your claim on these commanding lots today. Victory favors those who dare to seize it – and your moment to triumph is here. . Transform your vision into reality and become a leader in Maryland's commercial landscape. Contact us now to secure your exclusive commercial development opportunity on Route 404. Your future of success and prosperity awaits.

8916 Double Hills Rd N, Denton

Listing courtesy of Realty Navigator. Contact: (443) 256-3773
$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:

$615,000
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
$1,500,000
4 Beds ⋅ 3 Baths
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:

$395,000
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
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