Denton Area Homes under $500,000

Denton Area Homes under $500,000

Welcome to the enchanting Denton Area, nestled in the heart of Caroline County, Maryland. This charming subdivision offers a delightful blend of small-town warmth and modern conveniences, making it an ideal choice for families, retirees, and everyone in between. With its picturesque landscapes and friendly community atmosphere, Denton is a place where you can truly feel at home.

One of the standout features of the Denton Area is the availability of beautiful homes priced under $500,000. This affordability opens the door for first-time homebuyers and those looking to downsize, allowing you to find a spacious and comfortable abode without breaking the bank. From cozy single-family homes to modern townhouses, the Denton Area offers a variety of options that cater to diverse lifestyles and preferences.

Imagine waking up to the serene sounds of nature and enjoying leisurely strolls through the scenic parks and green spaces that Denton has to offer. The community is rich in history and culture, with charming boutiques, local eateries, and vibrant community events that foster a strong sense of belonging.

In addition, Denton is conveniently located with easy access to major highways, making commuting to nearby cities a breeze. Whether you’re heading to work or exploring the beautiful Eastern Shore, the Denton Area serves as the perfect gateway to all that Maryland has to offer.

Discover the charm and affordability of the Denton Area today, and find your dream home in this welcoming community!

Newest Denton Area Homes under $500,000

8691 Mitchell Rd, Denton
$469,000
3 Beds ⋅ 2 Baths
Nestled in a partially wooded and private setting, this delightful Cape Cod-style home offers a perfect blend of comfort and community. With 1,704 square feet of living space, this residence features three bedrooms and two full bathrooms, with the primary suite located on the first floor. Set on a generous 3.38-acre lot and included in the sale is an adjoining 1.079 parcel. Come enjoy the outdoors with ample outdoor space for gardening, play, or simply enjoying the serene surroundings. The side-entry garage and driveway provide convenient parking for you and your guests, ensuring easy access. The Denton community is known for its welcoming atmosphere and vibrant local culture. Residents enjoy nearby parks, perfect for leisurely strolls or weekend picnics, and a variety of recreational activities. With its rich history and friendly neighbors, the Denton area fosters a strong sense of belonging. Local shops and eateries are just a short drive away, offering a taste of the community's unique charm. Schools and public services are readily accessible, ensuring that all your needs are met with ease. This home is not just a place to live; it's a gateway to a lifestyle filled with warmth, connection, and the joys of community living. Experience the comfort and convenience of this lovely property, where every day feels like a retreat.

8691 Mitchell Rd, Denton

Listing courtesy of Wright Real Estate. Contact:

no property photo
$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:

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:

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:

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:

407 W Sunset Ave, Greensboro
$280,000
5 Beds ⋅ 2 Baths
Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing & electrical, new flooring & paint, jacuzzi, and much more. OWNER FINANCING AVAILABLE. Call for details.

407 W Sunset Ave, Greensboro

Listing courtesy of R&R Executive Realty. Contact:

1010 S 2nd St, Denton
$375,000
3 Beds ⋅ 2 Baths
Nestled on the edge of town, 1010 S 2nd Street delivers the convenience of in-town living without in-town taxes. Situated on 1.06 beautifully landscaped acres with mature plantings, this 3-bedroom, 2-bath home offers a spacious feel inside and out. Interior features include hardwood, LVP, and tile flooring, along with a cozy pellet stove fireplace insert for efficient heating, complemented by hot water baseboard heat as backup. The full basement provides approximately 2,864 total square feet of living and storage potential, ideal for entertaining, hobbies, or additional flex space. Relax on the screened-in porch overlooking the private backyard and large detached garage/shop. Enjoy easy walking access to schools, shopping, restaurants, and parks, making this property a rare combination of space, convenience, and charm. Seller to find home of choice.

1010 S 2nd St, Denton

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

112 S 5th Ave, Denton
$359,000
4 Beds ⋅ 2 Baths
Major Reduction! Sellers are ready to move on! Homes like this is what they use for Christmas cards, large wrap around porch, entry foyer, detailed fireplaces, hard wood floors, and so much more. This is waiting for the right owner to continue the 126 years this home has stood. Everything in this home is in grand size. Large rooms, make this an easy home for a large family . The house current owners have the house set up as a six bedroom home. These rooms cannot be considered bedroom's to lack of closets. Located in historic Denton which sits on the Choptank River. A short walk to the 4th Street park with a playground for children , tennis and pickleball for adults and a picnic area. Additional parks are Martinak and Tuckahoe, which offer camping, walking trails, and access to the Choptank River. A public boat ramp is in town as well as in the park. Shopping is minutes away with a vast and fast growing commercial district offering a healthy mix of options. The surrounding area is full of nature lovers options, multiple farmers markets, small entrepreneurial businesses, which includes our local pub, a brewery, a bakery, and a culinary school just to name a few. This really is a special house and a special area. May be subject to a short sale.

112 S 5th Ave, Denton

Listing courtesy of Benson & Mangold, LLC.. Contact:

Start Your Search

How much is your home worth?

Get instant property value now!