Denton Homes under $500,000

Denton Homes under $500,000

Welcome to Denton, Maryland – a hidden gem nestled in Caroline County, where small-town charm meets modern convenience. This quaint town, with its rich history and vibrant community spirit, offers residents a delightful blend of rural tranquility and easy access to urban amenities. With a population that values community engagement and a slower pace of life, Denton is an ideal place for families, retirees, and anyone looking to escape the hustle and bustle of larger cities.

Denton boasts a picturesque downtown area, lined with unique shops, cozy cafes, and historic sites that tell the story of its past. The town is surrounded by scenic landscapes, including lush parks and serene waterways, perfect for outdoor enthusiasts and nature lovers. Whether you enjoy hiking, fishing, or simply taking a leisurely stroll, Denton’s natural beauty is sure to captivate you.

For those considering a move to this charming town, you'll be thrilled to discover that there are beautiful homes available for under $500,000. From cozy single-family residences to spacious townhomes, Denton offers a variety of options to suit every lifestyle and budget. Many of these homes feature modern amenities, charming architecture, and are located in friendly neighborhoods where community ties run deep.

With its welcoming atmosphere, affordable housing, and a strong sense of community, Denton is more than just a place to live; it’s a place to call home. Explore the possibilities today and discover why so many are choosing to make Denton their sanctuary in Caroline County!

Newest Denton Homes under $500,000

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
$280,000
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:

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:

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:

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:

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:

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:

1210 Market St, Denton
$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:

243 Briarwood Cir, Denton
$299,900
4 Beds ⋅ 3 Baths
The Upgrades Are In. All That’s Missing Is You! Move In Ready- 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, Everything is Included: Fridge, Garage Door Opener, deck AND $ 5,000 closing cost help or rate buy down options with use of preferred lender.

243 Briarwood Cir, Denton

Listing courtesy of Island Realty, LLC. Contact:

325 Carter Ave, Denton
$259,900
2 Beds ⋅ 1 Baths
The joy of one level living!! This home is in Move-in ready condition. Nice size 2 Bedroom 1 Full Bath. Level lot with Patio for enetertaining. Conveniently located within town limits. Shop, parks, restuarants, Brewery. Public Boat ramp to the Choptank River less than a mile.

325 Carter Ave, Denton

Listing courtesy of Brenton Realty Group. Contact:

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