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 tight-knit community, Denton offers a unique blend of small-town charm and modern convenience. With its picturesque landscapes and friendly atmosphere, it’s no wonder that many are drawn to this lovely area.

Denton is conveniently located just a short drive from major metropolitan areas, making it an ideal location for those seeking a peaceful retreat without sacrificing accessibility. The town boasts a vibrant downtown area filled with delightful shops, local eateries, and cultural attractions, ensuring there’s always something to explore. Outdoor enthusiasts will appreciate the nearby parks and recreational areas, perfect for hiking, fishing, and enjoying the beautiful Maryland countryside.

For those considering a move, Denton offers an array of homes for sale that cater to various lifestyles and budgets. From charming historic homes that exude character to modern constructions equipped with the latest amenities, there’s something for everyone. The real estate market in Denton is thriving, providing opportunities for first-time homebuyers, families, and retirees alike.

As you explore the homes for sale in Denton, you’ll discover not just properties, but the promise of a welcoming community and a high quality of life. Whether you’re looking for a cozy cottage or a spacious family home, Denton is a place where you can truly feel at home. Come and experience the warmth and charm of Denton, Maryland—your new home awaits!

Newest Denton Homes for Sale

$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
$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
$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
$410,990
5 Beds ⋅ 3 Baths
Welcome to one of Denton's most charming historic homes, where timeless Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural details, and inviting indoor and outdoor gathering spaces. The gracious covered front portico, mature landscaping, fenced yard, covered side deck, and expansive rear deck create wonderful spaces for relaxing, entertaining, gardening, and enjoying Eastern Shore living. Located within walking distance of downtown Denton's shops, restaurants, community events, and everyday conveniences, the home offers both charm and convenience. The third floor provides flexible bonus space ideal for a home office, studio, reading retreat, playroom, guest overflow, or additional storage. Surrounded by views of a beautiful mature oak tree, the space has a cozy treehouse feel that makes it especially appealing as a creative workspace or remote-work retreat. While the third floor is not connected to the home's central HVAC system, it has been comfortably used year-round with supplemental heating and cooling units. Thoughtful updates help provide peace of mind while preserving the home's historic character, including a 2018 roof, updated electrical panel, Whirlpool range (2019), refrigerator (2017), microwave (2025), Frigidaire Gallery dishwasher with new plumbing and electrical installation (2025), HVAC air handler (2012), and water heater (2011). Perfectly positioned to enjoy the best of the Eastern Shore, the home is approximately 20 minutes to Easton, 50 minutes to Annapolis, 1 hour to Rehoboth Beach, and 90 minutes to Ocean City. This is more than a house—it is a home with warmth, history, character, and heart, offering a lifestyle that blends historic beauty with everyday livability.

225 S 2nd St, Denton

Listing courtesy of Redfin Corp. Contact: 3016586186
$345,000
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
$499,999
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
$334,900
5 Beds ⋅ 2 Baths
This is 222 S. 2nd Street, a recently renovated home with historic charm. Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history. Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding. The house offers something that many two-story homes do not - a spacious first floor bedroom with a full bathroom nearby. Kids and guests will have the privacy of their own floor with 4 bedrooms and a full bathroom upstairs. The walk up attic, air-conditioned and heated, provides storage and an opportunity to create more living space. The partial basement offers storage plus utility access. Outdoor lovers can relax on the screened porch, or in the fenced backyard that is big enough for activities, but small enough for easy maintenance. And it’s a short walk to the library, restaurants, and shops. Check out 222 S. 2nd St. and see what it has to offer you.-- Within walking distance to Shops, Restaurants, Library, and Parks. Minutes to Public Boat ramp, Choptank River, and State Parks. Come check this out... You won't be disappointed!

222 S 2nd St, Denton

Listing courtesy of Brenton Realty Group. Contact: 4104794663
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