Denton Real Estate

Denton Real Estate

Welcome to Denton, Maryland – a charming town that beautifully blends small-town warmth with modern conveniences. Nestled in the heart of Caroline County, Denton is a hidden gem that offers a rich tapestry of history, culture, and community spirit, making it an ideal place for families, retirees, and anyone seeking a peaceful lifestyle.

Denton boasts a vibrant downtown area, where historic buildings house unique shops, delightful eateries, and local businesses that reflect the town’s character. Stroll along the picturesque streets, and you’ll discover the welcoming atmosphere that defines this community. The annual festivals and events, such as the Caroline County Fair and the Denton Arts & Entertainment District events, bring residents together and celebrate local culture.

Nature enthusiasts will find Denton’s proximity to the Choptank River and various parks a perfect retreat. Enjoy kayaking, fishing, or simply a leisurely picnic by the water. The town is also surrounded by scenic landscapes, ideal for hiking and exploring the great outdoors.

Education is a priority in Denton, with access to quality schools and educational programs that foster growth and development for children of all ages. The town's commitment to community engagement is evident in its numerous recreational programs and family-friendly activities.

With its friendly atmosphere, rich history, and beautiful surroundings, Denton, MD, is more than just a place to live – it’s a place to call home. Explore the opportunities waiting for you in this delightful town, where every day feels like a warm embrace from the community. Welcome to Denton, where your new adventure begins!

Newest Listings in Denton

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:

23171 Tuckahoe Springs Dr, Denton
$499,000
3 Beds ⋅ 2 Baths
Welcome to Tuckahoe Springs, a peaceful waterfront-oriented community nestled along the scenic Tuckahoe River. This well-maintained 3-bedroom, 2-bath home offers over 1,800 square feet of comfortable one-level living on a 1 acre wooded lot, providing both privacy and a relaxing Eastern Shore setting. The current owners have completed numerous updates, including a new roof in 2024, new double-hung windows throughout, and new flooring across much of the home. Outside, you'll find a detached two-car garage, additional storage shed, and plenty of room to enjoy the natural surroundings. Outdoor enthusiasts will appreciate the community's proximity to the Tuckahoe River and a public boat landing located less than a mile away, offering convenient access for boating, fishing, kayaking, and enjoying the waterfront lifestyle. Although the property carries a Denton address, its location just across the Tuckahoe River Bridge places you within easy reach of Easton and all that Talbot County has to offer, including shopping, dining, healthcare, and entertainment. Commuters will also appreciate convenient access to Route 50 and other major travel routes. If you're looking for a move-in-ready home with thoughtful updates, a wooded setting, and a location that combines Eastern Shore tranquility with everyday convenience, this property deserves a closer look.

23171 Tuckahoe Springs Dr, Denton

Listing courtesy of Eastern Shore Real Estate, LLC. Contact:

Parcel 3 Parcel 3 Legion Road, Denton
$75,000
We are happy to offer this secluded opportunity in a mature, wooded setting with 4+/- acres. The acres are located in Caroline County Md, this gently sloping large 4-acre parcel backs to a quiet stream with mature trees abound. This property offers unmatched privacy and opportunity with the shared road base done and already in place along with a recorded perc just minutes south-west of Denton Maryland. Please see documents for a plat and an overview map.

Parcel 3 Parcel 3 Legion Road, Denton

Listing courtesy of The Land Group. Contact:

216 S 3rd St, Denton
$250,000
3 Beds ⋅ 2 Baths
Why rent when you can own and start building equity and an asset of your own? Priced at just $250,000, this charming home in the heart of downtown Denton offers an affordable opportunity to put your personal touches into a home and make it your own. The main level features a spacious living room with updated flooring, kitchen with separate dining area, office/flex space, mudroom, and a full bathroom, while upstairs you'll find three bedrooms and another full bathroom. An unfinished basement provides additional storage space & laundry and the inviting front porch with swing is the perfect spot to relax and enjoy the charm of this walkable downtown location. Conveniently located near the Choptank River, shops, dining, and everything downtown Denton has to offer. This home offers plenty of space, character, and potential for someone looking for an opportunity to own rather than rent. Seller will need a short 1 week rent back & subject to finding a home of choice. Don't delay and schedule your showing on this adorable bungalow today!

216 S 3rd St, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. 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:

1101 Trice Meadows Cir, Denton
$419,000
4 Beds ⋅ 3 Baths
Almost new and absolutely gorgeous! Built in 2023, this beautiful 4-bedroom, 2.5-bath home offers a fabulous floor plan designed for comfortable everyday living and easy entertaining. Lovely luxury vinyl tile flooring flows throughout the main level and leads to the heart of the home—the family room, open to the kitchen. The kitchen is upgraded and features granite countertops, stainless appliances, abundant cabinetry, and a large center island that provides plenty of space for meal preparation, and gatherings with family and friends. The additional living room offers wonderful flexibility and can easily serve as a home office, music room, playroom, or whatever best suits your needs. Upstairs are four bedrooms, including the Owner’s Suite with a private bath and 2 walk-in closets. Three additional bedrooms, a full hall bath, and a conveniently located walk-in laundry room complete the second level. Step outside to a large backyard with plenty of room for entertaining, recreation, pets, gardening, or simply relaxing outdoors. Attached 2 Car garage. Enjoy Eastern Shore living just minutes from Martinak State Park, offering access to the Choptank River and Watts Creek along with boating, fishing, hiking, camping, playgrounds, picnic areas, and a nature center. Conveniently located for commuting while keeping you within easy reach of shopping, dining, beaches, outdoor recreation, and surrounding metropolitan areas. A beautiful, move-in-ready home with the space, features, and location you've been looking for.

1101 Trice Meadows Cir, Denton

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

24634 Pealiquor Rd, Denton
$699,000
3 Beds ⋅ 5 Baths
Tucked away on a private lot, this spacious property offers a combination of privacy and convenience. The main level features LVP flooring, a large updated kitchen with cherry cabinetry and an owner’s suite for easy one-floor living. A breezy screened porch overlooks the peaceful backyard and provides the perfect setting for relaxing or entertaining. Upstairs, you’ll find a generous recreation room with powder room, along with a family room and office area above the attached two-car garage. A walk-in attic provides extra storage and bonus space potential. Outside, the oversized pole barn offers plenty of space for a workshop, hobbies and equipment. Conveniently located just minutes from shopping, restaurants, and the waterfront park. New roof August 2026. New first floor air conditioning 2025. All new ductwork 2025. Electric hot water heater replaced 2025.

24634 Pealiquor Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

365 Sharp Rd, Denton
$800,000
1.95 acres of Prime development land with excellent visibility, strategic positioning, and flexible zoning. Located at the prominent intersection of Sharp Road, Blades Farm Road, and Shore Highway (Route 404), this property offers a highly visible commercial location within the Town of Denton. The property enjoys convenient access to Denton’s established residential and commercial areas, while benefiting from excellent exposure along both Sharp Road and Shore Highway (Route 404). Its location directly across Sharp Road from the Food Lion Shopping Center, Shore United Bank, and DaVita Kidney Care places it within an established commercial corridor surrounded by a strong mix of retailers and services. Nearby businesses include Walmart, Aldi, Dunkin’, Verizon, Hertrich Chevrolet, Preston Ford, and Dollar General, creating a well-established retail and commercial environment with strong traffic and visibility. The property is located within the Town of Denton and will require connection to Town water and sewer. It is zoned Regional Highway Commercial, one of Denton’s more flexible commercial zoning classifications. Permitted uses include a wide range of potential commercial applications, including medical offices, restaurants, banks, hotels, business and professional offices, convenience stores with fuel, commercial vehicle sales, automotive repair and maintenance, warehouses, mini-storage, and many other commercial uses. Additional opportunity: Approximately 10.5 adjoining acres are also available for $2,500,000, providing an opportunity to acquire additional land and create a larger-scale commercial development. With its high-visibility Route 404 location, established commercial surroundings, flexible zoning, and potential for additional acreage, 365 Sharp Road offers an outstanding opportunity for an owner-user, investor, or developer seeking a strategic commercial location in Denton.

365 Sharp Rd, Denton

Listing courtesy of SVN/Miller Commercial Real Estate. Contact:

1307 Chesapeake Dr, Denton
$329,900
3 Beds ⋅ 3 Baths
Be sure to visit the open house Sept 5 from 11 to 2 pm! This great home is tucked in a cozy cul de sac just out side of town and boasts an open floor plan on the first floor. The kitchen is open and spacious with plenty of cabinetry and work space and complete with a breakfast bar. The laundry room is off the kitchen and leads to the one car garage. Upstairs you will a spacious primary suite with full bath, two additional guess rooms and a hall bath. Priced to sell quickly so don't let this one get away!

1307 Chesapeake Dr, Denton

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

7884 Laurel Ln, Denton
$559,900
3 Beds ⋅ 3 Baths
Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest accommodations. Designed with comfort and functionality in mind, the home features a spacious sunken family room ideal for gathering with family and friends, while the living room's gas fireplace creates a warm and inviting atmosphere during the cooler months. Recent improvements include a new roof and modern updates throughout, offering peace of mind and turnkey convenience. Step outside to your own private backyard retreat, where an inground pool awaits for summer relaxation and entertaining. Residents of Forest Landing enjoy community access to Tuckahoe Creek, providing opportunities for fishing, kayaking, and exploring the scenic waterway that leads to the Tuckahoe River. Combining privacy, thoughtful updates, water-oriented amenities, and a prime Eastern Shore location, this exceptional property offers the perfect blend of comfort, lifestyle, and recreation. Your private Eastern Shore retreat awaits at 7884 Laural Lane. Don't wait!

7884 Laurel Ln, Denton

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

247 Briarwood Cir, Denton
$289,900
4 Beds ⋅ 3 Baths
New Price, Move In Ready & Closing Cost Help! Welcome home to this beautifully designed new construction interior townhome, ideally situated in an established community in the heart of Denton, Maryland. Offering 4 spacious bedrooms, 2.5 baths, and an oversized rear-load garage, this thoughtfully designed home delivers the perfect combination of modern finishes, comfortable living, and everyday functionality. The Upgrades are In! All that's missing is YOU! Step inside to a bright and inviting open-concept floor plan designed for both entertaining and daily life. The gourmet kitchen serves as the heart of the home, featuring quartz countertops, a large center island, and a dedicated coffee station for added style and convenience. The kitchen flows seamlessly into the dining and living areas, creating an open, welcoming space filled with natural light. Upstairs, you'll find three bedrooms, including a spacious owner's suite complete with a private bath and walk-in closet. Quality craftsmanship, thoughtfully selected finishes, and energy-efficient construction are incorporated throughout the home, providing the benefits and peace of mind that come with owning brand-new construction. Enjoy the charm of small-town Denton living while remaining close to shopping, dining, schools, parks, and major commuter routes. This established neighborhood offers a convenient location paired with the comfort and style of a brand-new home. And there's even more to love — ask about our Builder Incentives! A FREE Fridge, garage door opener AND FREE DECK that is already installed, giving you additional outdoor living space that's ready for relaxing, grilling, and entertaining family and friends. Homes will be ready in less than 30 days, so now is the perfect time to make your move and enjoy a brand-new home featuring today's most sought-after amenities. Pictures are for illustrative purposes only.

247 Briarwood Cir, Denton

Listing courtesy of Island Realty, LLC. Contact:

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