Denton Homes under $400,000

Denton Homes under $400,000

Welcome to Denton, Maryland – a charming town nestled in the heart of Caroline County that beautifully blends small-town charm with modern convenience. Known for its picturesque landscapes and friendly community, Denton offers a serene lifestyle while being just a stone's throw away from larger urban centers. The town is rich in history, with a quaint downtown area filled with unique shops, delightful eateries, and vibrant local events that bring residents together.

For those looking to settle down in this idyllic town, Denton boasts an impressive selection of homes priced under $400,000. Whether you’re a first-time homebuyer, a growing family, or looking to downsize, you’ll find a diverse range of properties that cater to various tastes and needs. From charming single-family homes with lush backyards to cozy townhouses that offer low-maintenance living, there’s something for everyone in this welcoming community.

Denton’s real estate market is characterized by its affordability, making it an attractive option for buyers seeking value without sacrificing quality of life. With access to top-rated schools, beautiful parks, and a tight-knit community, it’s no wonder that many are choosing to call Denton home.

Explore the possibilities of homeownership in Denton, where you can enjoy a peaceful lifestyle surrounded by nature, community spirit, and a vibrant local culture—all within your budget. Let us help you find your dream home in this delightful Maryland gem!

Newest Denton Homes under $400,000

22718 Deep Branch Dr, Denton
$345,000
2 Beds ⋅ 3 Baths
Nestled on a serene 1.51-acre lot, this exquisite Cape Cod-style residence offers a harmonious blend of comfort and luxury, perfect for those seeking an exclusive lifestyle. Built in 1984, this charming home has been thoughtfully designed to provide a warm and inviting atmosphere, enhanced by modern conveniences and high-end features. As you step inside, you are greeted by an open and airy layout that seamlessly connects the living spaces. The heart of the home boasts a well-appointed kitchen. The main living areas are adorned with elegant laminate plank flooring, creating a cohesive and stylish aesthetic throughout. With two generously sized bedrooms and two and a half bathrooms, this home provides ample space for relaxation and privacy. Step outside onto the expansive deck, where you can unwind and soak in the tranquility of your private surroundings. The property backs to lush trees, offering a serene backdrop that enhances the sense of seclusion and peace. Whether hosting gatherings or enjoying quiet evenings under the stars, this outdoor space is perfect for creating lasting memories. Parking is a breeze with a detached garage and a stone driveway, ensuring that you and your guests always have ample space. Experience the perfect blend of luxury and comfort in a setting that feels like a retreat from the everyday hustle. Recent updates include a Tankless water heater, HVAC and new well (2021). Embrace the opportunity to make this stunning home your own and enjoy the exclusive lifestyle it offers. Property is sold "as is".

22718 Deep Branch Dr, Denton

Listing courtesy of Brenton Realty Group. Contact:

1503 Cattail Commons Way, Denton
$399,999
4 Beds ⋅ 3 Baths

1503 Cattail Commons Way, Denton

Listing courtesy of Douglas Realty LLC. Contact:

8654 Legion Rd, Denton
$379,000
3 Beds ⋅ 3 Baths
This charming ranch-style home, conveniently located outside of Denton, offers a perfect blend of comfort and functionality. Set on a partially wooded 1-acre lot, the property features a level landscape with both front and rear yards, ideal for outdoor gatherings or peaceful retreats. The screened porch is perfect for enjoying a relaxing evening or hosting a crab feast. With 3 bedrooms and 3 full bathrooms, this well-maintained residence boasts 2026 sq ft of living space, providing ample room for relaxation and entertainment. The property includes not one, but two garages-an attached 2 bay garage and a detached 2 bay garage with workshop-offering plenty of space for projects as well as storage and parking options. Located in a tranquil rural setting, this home is a haven for those seeking a peaceful lifestyle while still being conveniently accessible. Embrace the charm of country living with modern comforts, making this property a true sanctuary to call home.

8654 Legion Rd, Denton

Listing courtesy of Wright Real Estate. Contact:

25900 Shore Hwy, Denton
$340,000
4 Beds ⋅ 1 Baths
This charming ranch-style home, nestled in the desirable Denton area, offers a perfect blend of comfort and functionality. With 1,858 square feet of thoughtfully designed living space, this residence features four bedrooms, ideal for guests or multi-generational living. The heart of the home is the spacious eat-in kitchen. The kitchen is equipped with essential appliances, including a stove, refrigerator, ensuring that daily tasks are a breeze. The traditional floor plan offers a warm and welcoming atmosphere, the full bathroom features a tub shower. Step outside to discover your own personal oasis on 1.44 acres, complete with a private pool-ideal for summer fun and relaxation. The property also boasts a side-entry detached garage with space for three vehicles, along with ample driveway parking for guests. This home is not just a place to live; it's a sanctuary where memories are made. With its inviting features and spacious layout, it's ready to welcome you home. Don't miss the opportunity to make this delightful property your own!

25900 Shore Hwy, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

7922 Detour Rd, Denton
$395,000
3 Beds ⋅ 2 Baths
Completely Renovated from Top to Bottom and No HOA or Community Restrictions! Enjoy the best of country living in this beautiful 3 bedroom, 2 bath rancher, tucked away on a quiet road less traveled! Situated on a spacious, level ¾-acre lot, this home offers plenty of room to relax, entertain, and enjoy the peaceful surroundings. Take in the scenic views of open farmland while appreciating the added privacy of a backyard that backs to trees. Renovated from top to bottom, this home features an impressive list of updates, including a NEW roof, windows, siding, flooring, kitchen, bathrooms and so much more! Thoughtfully updated throughout, this home offers modern style, comfortable one-level living, and the peace of mind of knowing so much of the work has already been done for you. Again, there's NO HOA, NO COMMUNITY RESTRICTIONS! Enjoy the freedom of owning your own piece of the countryside without HOA fees or community imposed restrictions. With a spacious property, there's plenty of room to spread out and enjoy your property your way. The home is currently undergoing final finishing touches, with installation of a new septic system in progress. If you've been searching for a beautifully updated home with room to breathe, privacy, and the freedom to enjoy country living, this is your opportunity! Why take on the time, expense, and hassle of renovating when you can move into a home where the work has already been done? Select photos have been digitally enhanced with added color for visual presentation purposes only.

7922 Detour Rd, Denton

Listing courtesy of Clark & Co Realty, LLC. Contact:

8275 New Bridge Rd, Denton
$379,900
3 Beds ⋅ 1 Baths
COMING SOON!! Well-maintained and updated 3 bedroom rancher offering over 1,300 square feet of living space on over 1.5 acres. Enjoy comfortable living with a spacious living room, a nice-sized kitchen, and a designated dining area with access to the back deck — perfect for grilling, entertaining, or simply relaxing outdoors. The large backyard is partially fenced and offers plenty of room to spread out and enjoy the space. Need extra storage? This property has you covered with two sheds and a metal outbuilding, ideal for storing equipment, tools, and outdoor essentials. The interior has been freshly painted in a neutral color and new flooring is being installed. And, the roof is just 8 years old, offering added peace of mind for years to come. Conveniently located between Routes 50 and 404, making commuting to Easton and Denton a breeze, with easy access to the Bay Bridge and Maryland/Delaware's beautiful beaches. This property offers a great combination of space, updates, storage, and convenience! Make sure you add this one to your MUST SEE list when it officially hits the market!

8275 New Bridge Rd, Denton

Listing courtesy of Clark & Co Realty, LLC. Contact:

1111 Whistling Pine Rd, Denton
$395,000
4 Beds ⋅ 3 Baths
Enjoying a quiet cul-de-sac setting and a private wooded backdrop, this spacious 4-bedroom, 2.5-bath home offers approximately 3,117 square feet of comfortable, well-planned living space in Savannah Overlook. With no through traffic and woods beyond the rear yard, the setting is one of the home's standout features. Inside, a neutral color palette, some newer flooring and fresh paint create a warm, welcoming feel. The spacious gourmet kitchen is designed for both everyday living and entertaining, featuring newer stainless-steel appliances, a generous center island and solid-surface countertops. This area flows to an adjoining casual dining area, where sliding glass doors bring in abundant natural light and provide an easy connection to the outdoor space. The kitchen and dining areas transition seamlessly into the family room, anchored by a dramatic floor-to-ceiling stone fireplace that serves as the focal point of the room. Upstairs, additional flex space adds even more versatility to the floor plan and can easily function as a home office, exercise room, den, media area or second family room, depending on your needs. Important improvements include a new roof in 2021 and a new HVAC system in 2025, featuring an electric heat pump with propane backup. Outside, enjoy established hardscaping, a fully fenced rear yard, a newer storage shed and an existing rough-in for a hot tub. The remarkably versatile two-car garage is another distinctive feature, enhanced with an epoxy-coated floor, extensive organized storage and an easy-to-use retractable screened-door system. This thoughtful setup allows the garage to transition into additional indoor-outdoor living, entertaining or hobby space while retaining its everyday functionality. Thoughtfully maintained and improved over time, 1111 Whistling Pine Road combines generous living space, a desirable lot and the appeal of an established neighborhood community. Conveniently located near Denton's historic downtown, enjoy the charm of a true hometown-USA setting with local shops, restaurants, parks and access to the Choptank River. Route 404 is also nearby, with the Chesapeake Bay Bridge approximately 45 minutes away, providing convenient access toward Annapolis, Baltimore and the Washington metropolitan are

1111 Whistling Pine Rd, Denton

Listing courtesy of Benson & Mangold, LLC. Contact:

211 S 6th St, Denton
$265,000
INVESTOR ALERT! Duplex in Denton. Comprised of one 3 Bedroom, 1 bath unit and one 3 bedroom, 2 bath unit. Separately metered and all electric. Laundry in both units. Unit A is freshly painted and ready for a tenant or owner occupant. Unit B is currently rented.

211 S 6th St, Denton

Listing courtesy of Wright Real Estate. Contact:

533 Gay St, Denton
$270,000
Investment opportunity! This two-unit duplex offers a functional layout with two separate residences, each featuring 2 bedrooms, 1 full bathroom, a kitchen, and in-unit laundry. The property offers separate entrances for each unit, providing privacy and convenience for occupants. With one unit located on the main level and the second unit upstairs, the setup offers flexibility for investors looking to add a multifamily property to their portfolio. Whether you're looking for a traditional rental investment or the opportunity to occupy one unit while renting the other, this property offers plenty of potential.

533 Gay St, Denton

Listing courtesy of Chesapeake Real Estate Associates, LLC. 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:

1115 Market St, Denton
$224,900
2 Beds ⋅ 1 Baths
REDUCED $15,000! 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:

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