37

Denton, MD Houses for Sale

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  • /102

    $1,250,000

    Open Sat 11AM - 1PM $145K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,356 Sq Ft

    23296 Wilder Way, Denton, MD 21629

    Right out of HGTV! Custom Built in 2020, this 3,350+/- sq ft one-level home offers an abundance of amenities including high ceilings, 4 bedrooms, 3.5 Baths, large open floorplan with huge gourmet kitchen with quartz/ss appliances, separate pantry, family room with stacked stone gas fireplace. The Primary Bedroom is located at one end of the house and includes a large bath with double vanity,

    Agent Photo

    Brian Gearhart

    Benson & Mangold, LLC

    (410) 376-8486

    23296 Wilder Way, Denton, MD 21629
  • /60

    $679,000

    • 3 Beds
    • 2 Baths

    28402 Liden School Rd, Denton, MD 21629

    Private serene living at its finest! This 15.77 acres is included with one-acre parcel with the rancher on it for a total of 16.77 acres according to tax records. This property has it all -- gorgeous rancher with 3 BR and 2 full baths; large walk-in pantry in the kitchen, family room with pellet stove and brick fireplace that can burn wood if buyer desires to do so; two large walk-in closets in

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    (410) 421-7747

    28402 Liden School Rd, Denton, MD 21629
  • /27

    $375,000

    • 4 Beds
    • 1.5 Baths
    • 2,268 Sq Ft

    803 Market St, Denton, MD 21629

    This inviting Victorian offers 4 bedrooms and 1.5 baths, that’s perfect for unwinding at the end of the day. Inside, natural light fills the main level, highlighting warm hardwood floors and comfortable living spaces. The living and dining areas connect seamlessly, creating an easy flow for everyday living. The kitchen features ample cabinet and counter space, stainless steel appliances, and a

    Steven Parsons Coldwell Banker Realty

    803 Market St, Denton, MD 21629
  • /48

    $419,000

    $10K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,382 Sq Ft

    225 S 2nd St, Denton, MD 21629

    Welcome to one of Denton’s most charming historic homes — where timeless architecture, gracious living, and small-town warmth come together beautifully. Situated on a picturesque corner lot in the heart of Denton’s historic district, this lovingly maintained Victorian offers the kind of character, craftsmanship, and sense ofcommunity that is increasingly hard to find. From the moment you

    Barbara McCaffrey Redfin Corp

    225 S 2nd St, Denton, MD 21629
  • /21

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,460 Sq Ft

    1308 Chesapeake Dr, Denton, MD 21629

    Well maintained ranch style home located in Cul -de -sac backing to trees. Three bedrooms ,two full baths , Eat in Kitchen, bright Living room plus den overlooking wooded back yard. Deck is ideal for that outdoor space to entertain. Two car garage offers space for storage in addition to parking. Sellers are offering allowance for new flooring. Make this your new home!

    Bonnie Johnson Keller Williams Realty

    1308 Chesapeake Dr, Denton, MD 21629
  • /2

    $369,000

    Coming Soon
    • 3 Beds
    • 1.5 Baths
    • 1,560 Sq Ft

    401 S 2nd St, Denton, MD 21629

    PICTURES WILL BE POSTED SOON. This charming 2-story colonial home in Denton offers a perfect blend of classic character and modern updates. Featuring 3 bedrooms and 11⁄2 bathrooms, this well-maintained home is conveniently located close to downtown, giving you easy access to local restaurants, shopping, and community events. Inside, you’ll find beautiful hardwood floors that add warmth and

    Wes Russum Coldwell Banker Chesapeake Real Estate Company

    401 S 2nd St, Denton, MD 21629
  • /64

    $399,000

    $26K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,680 Sq Ft

    8578 Tuckahoe Rd, Denton, MD 21629

    This property boasts with a 4 bedroom 3 full bathroom cape cod on a 1 acre lot in a beautiful wide open country setting! Fresh paint throughout the entire house, new refrigerator, new oven, new dryer AND new HVAC! All of the hard work has been done! Minutes to Denton or Easton. Move in ready!

    Megan Rosendale Rosendale Realty

    8578 Tuckahoe Rd, Denton, MD 21629
  • /26

    $369,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,412 Sq Ft

    1302 Trice Meadows Cir, Denton, MD 21629

    Lovely Raised Rancher consisting of 2,412 square feet of living with the main level having 3 bedrooms, 2 bathrooms, office/den, living room, kitchen and laundry area with a split floor plan of the bedrooms and the owner's suite on the opposite end of house. No worries about parking your vehicles with this nice 2 car attached garage and on street parking. Additionally, the second floor 52x15 bonus

    George Thompson Long & Foster Real Estate, Inc.

    1302 Trice Meadows Cir, Denton, MD 21629
  • /52

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 1,720 Sq Ft

    25485 Hignutt Rd, Denton, MD 21629

    Welcome to 25485 Hignutt Rd. in Denton, MD — a completely renovated 3-bedroom, 2.5-bath home situated on nearly a half acre in a peaceful country setting, while still being just minutes from all the shopping, dining, and conveniences Denton has to offer. This beautifully updated and meticulously maintained home is truly move-in ready. Inside, you’ll find durable luxury vinyl plank flooring

    Justin Pokrywka Taylor Properties

    25485 Hignutt Rd, Denton, MD 21629
  • /32

    $450,000

    • 1 Bed
    • 1.5 Baths
    • 1,596 Sq Ft

    23629 Willow Pond Rd, Denton, MD 21629

    A Distinctive Live/Work Opportunity on Marylands Eastern Shore. This prime location tucked away between Easton & Denton, is this remarkable and beautifully maintained, 6.18 acre property that combines the tranquility of a pastoral countryside with the practicality of a live/work lifestyle. Set on 6.18 acres of gently rolling land, this is One Lot, divided into 2 parcels, (one 2 .18 Acre and one 4

    Stephany Barrett Long & Foster Real Estate, Inc.

    23629 Willow Pond Rd, Denton, MD 21629
  • /24

    $498,000

    • 4 Beds
    • 2.5 Baths
    • 3,720 Sq Ft

    9472 Quail Run Rd, Denton, MD 21629

    Welcome Home!! Lots of upsides on this 4 bedroom, 2.5 bath home. Harwood floors throughout, new roof in 2024, 8-mini splits for comfort and efficiency. Enjoy the summer evenings on the screened-in deck with fans and lights. Enjoy the summer days with the family making trails through the woods and dip your toes in the creek running through the back of the property. Approx. 24' x 28' work shop or

    J D Fisher Hostetter Realty

    9472 Quail Run Rd, Denton, MD 21629
  • /40

    $359,900

    • 3 Beds
    • 2.5 Baths
    • 2,056 Sq Ft

    608 Market St, Denton, MD 21629

    Full Re-Hab 2023! Home shows well. The best of Downtown Living! This refurbished Farmhouse, has all the feels of intown country living with all the new modern ammenties! Large Eat- in Kitchen with Tons of Storage! Family Room with Fireplace, leads to a side yard Patio for entertaining! Upstairs you will find three nice size Bedrooms, 2 Full Baths, and a Loft area. Attic has finished space

    Kathleen Brenton Brenton Realty Group

    608 Market St, Denton, MD 21629
  • /59

    $483,000

    • 4 Beds
    • 3 Baths
    • 1,738 Sq Ft

    24899 Woods Dr, Denton, MD 21629

    Thoughtfully updated and exceptionally versatile, this well-maintained home is tucked away at the end of a quiet cul-de-sac with no HOA and backs to the Caroline Country Club, offering a peaceful setting and beautiful outdoor views. Major systems including the roof, septic, HVAC, well, and a fully encapsulated crawlspace were completed in 2017–2018, providing long-term peace of mind.The main

    Judith Germain Benson & Mangold, LLC

    24899 Woods Dr, Denton, MD 21629
  • /31

    $415,000

    $54K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 2,885 Sq Ft

    112 S 5th Ave, Denton, MD 21629

    Reduced, 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

    Kat Thompson Benson & Mangold, LLC.

    112 S 5th Ave, Denton, MD 21629
  • /62

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,588 Sq Ft

    1010 S 2nd St, Denton, MD 21629

    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

    Roger Boyce Chesapeake Real Estate Associates, LLC

    1010 S 2nd St, Denton, MD 21629
  • /50

    $629,000

    Open Sat 10AM - 12PM
    • 5 Beds
    • 2.5 Baths
    • 2,920 Sq Ft

    24276 Asbury Dr, Denton, MD 21629

    Nestled in the shadows of the Choptank River is a meticulously maintained home in the water-privileged neighborhood of Asbury. Expansive lot sizes give you the privacy needed within a walkable neighborhood. Sit in your rocker with a cocktail while enjoying the dream turned into a reality of a wrap-around porch. A large rear screened-in porch to watch the local wildlife opens onto extensive

    Juliet Wells Coldwell Banker Chesapeake Real Estate Company

    24276 Asbury Dr, Denton, MD 21629
  • /39

    $399,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,159 Sq Ft

    25331 Adams Landing Rd, Denton, MD 21629

    2 Acre cleared lot. Great opportunity for a fixer upper. Home needs a fair amount of work but it has a great layout. Main level primary, office/den separate dining room. Additional main level bedroom and full bath on main level. Spacious living room with access to the large screened porch. Corner eat-in kitchen & main level laundry. Cash or 203(K).***The property is being sold in its current

    Lisa Whited Keller Williams Realty

    25331 Adams Landing Rd, Denton, MD 21629
  • /41

    $385,000

    $4K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,138 Sq Ft

    1111 Trice Meadows Cir, Denton, MD 21629

    ****PRICE ADJUSTMENT****Discover your dream home in the highly sought-after Trice Meadows community! This delightful 4-bedroom, 2-bathroom detached single-family home perfectly combines comfort, style, and modern convenience. Its open and inviting floor plan is designed for both day-to-day living and entertaining, making it an ideal choice for families and social gatherings alike. Experience

    LaTanya Drayton United Real Estate Premier

    1111 Trice Meadows Cir, Denton, MD 21629
  • /36

    $430,000

    $15K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,492 Sq Ft

    1709 Cattail Commons Way, Denton, MD 21629

    Welcome to 1709 Cattail Commons Way, located in the highly desirable Savannah Overlook community in Denton, MD. This beautifully maintained 4-bedroom, 2.5-bath home offers a spacious open floor plan, modern upgrades, and move-in ready convenience—perfect for today’s buyer seeking comfort, functionality, and style. The main level features a bright and open layout ideal for both everyday living and

    Kaitlyn Collins Benson & Mangold, LLC

    1709 Cattail Commons Way, Denton, MD 21629
  • /15

    $135,000

    • 3 Beds
    • 1.5 Baths
    • 1,664 Sq Ft

    501 Lincoln St, Denton, MD 21629

    Property is being sold As/ Is. Located on a corner lot. Owner has completed some work to the property, but additional work will be required. Please contact Denton Planning and Codes to verify remaining requirements to obtain an occupancy permit.

    Diane Wenk Wright Real Estate

    501 Lincoln St, Denton, MD 21629
  • /25

    $254,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    28241 Hickman Cannery Rd, Denton, MD 21629

    Welcome to 28241 Hickman Cannery Road, a refreshed two-story home in Denton, MD, blending classic charm with modern, low-maintenance updates. Luxury vinyl plank flooring runs throughout both levels, creating a cohesive, move-in-ready feel. The main level offers a bright living room, a flexible den ideal for a home office or family room, a spacious kitchen, dedicated laundry room, and a full

    Billy Mister Keller Williams Realty

    28241 Hickman Cannery Rd, Denton, MD 21629
  • /3

    $265,000

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    10819 Greensboro Rd, Denton, MD 21629

    This home will be a Total Renovation in 2026. Consisting of 2 BR and 1 Bath. Situated on almost a half ac. Lovely back yard, and new Well.

    Barbara Beaudet Brenton Realty Group

    10819 Greensboro Rd, Denton, MD 21629
  • /19

    $260,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft

    200 S 2nd St, Denton, MD 21629

    Welcome to this Lovey Cape Cod situated on a corner lot surrounded by a vinyl picket fence. It boasts hardwood flooring through out the main rooms and has strong bones and it is noted for being very easy to heat. You can make your self comfortable while enjoying your favorite beverage on the front screened in porch. Inside a wood burning fireplace enhances the Living Room. This home offers ample

    Barbara Beaudet Brenton Realty Group

    200 S 2nd St, Denton, MD 21629
  • /49

    $289,000

    $36K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,448 Sq Ft

    522 Market St, Denton, MD 21629

    Investor special in the heart of Denton! This duplex at 522 Market St offers incredible potential for the right buyer looking to add value and build equity. Featuring two separate units, each level includes 2 bedrooms and 1 full bathroom, providing a functional layout ideal for rental income or multi-generational living. This also has potential to be converted back into a single family

    Mike Lee Elmore EXP Realty, LLC

    522 Market St, Denton, MD 21629
  • /27

    $334,000

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,622 Sq Ft

    207 S 7th St, Denton, MD 21629

    3BR, 1.5BA home on LARGE in town lot featuring Corian countertops, hardwood floors and built-in bookshelves. Enjoy a welcoming front porch and screened breezeway connecting a 2 car attached garage with additional lean-to storage. Roof replaced 2021. Full Walkout Dry basement with French drain and sump pump. Convenient in town location close to local amenities, all that is missing is your car in

    Amy Betts Coldwell Banker Realty

    207 S 7th St, Denton, MD 21629
  • /31

    $319,900

    $19K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft

    10280 Log Cabin Rd, Denton, MD 21629

    The Joy of One level Living! This Rancher comes with 3 Nice size Bedrooms and 2 Full Baths. Eat-in Kitchen with Plenty of Storage. Family Room with FirePlace, Living Room, Enclosed Sunroom and a Seperate Laundry Room. Outdoors features just over 2 Acres! Large Patio for entertaining, POND, with Gazebo, Shed and a nice level lot with Mature trees. Home could use some updating but offers good bones

    Kathleen Brenton Brenton Realty Group

    10280 Log Cabin Rd, Denton, MD 21629
  • /30

    $725,000

    Open Sat 11AM - 12PM $75K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    1108 Camp Rd, Denton, MD 21629

    Welcome to 1108 Camp Street, sits on over 14 acres of land where modern comfort meets elegant design through an extensive list of upgrades that enhance both functionality and style. This home features stunning stone work on both the front and back, framing the house in natural beauty and providing a warm welcome. The meticulously crafted stone walls create an inviting outdoor ambiance. Venture

    Michelle Anderson Coldwell Banker Premier - Rehoboth

    1108 Camp Rd, Denton, MD 21629
  • /103

    $699,000

    • 3 Beds
    • 4 Baths
    • 2,756 Sq Ft

    4 S 1st St, Denton, MD 21629

    Outstanding Business Opportunity! Rare Find with-in Downtown Denton! Property would make an excellent Restaurant, Bar, great Venue , or a Large Victorian Home! Features include but not limited to Residential, Commerical or Mixed Use. Large Wrap around Porch for entertaining, Patio with plenty of room for seating with Firepit. Park like setting with Open Space and Large Pond! Town ERU's are

    Kathleen Brenton Brenton Realty Group

    4 S 1st St, Denton, MD 21629
  • /37

    $299,000

    • 3 Beds
    • 1 Bath
    • 1,222 Sq Ft

    7192 American Corner Rd, Denton, MD 21629

    Come make this updated and move in ready rancher your new home. Considerable improvements have been made over the last two years to include the following. This home has a new deep well, new septic system, new tankless propane water heater, new washer/dryer. new range and refrigerator, new roof, new siding, new hvac, renovated bathroom, new flooring, fresh paint, new privacy and chain link fencing

    Andrew Beaven Wright Real Estate

    7192 American Corner Rd, Denton, MD 21629
  • /15

    $189,000

    $26K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,406 Sq Ft

    24876 Meeting House Rd, Denton, MD 21629

    Traditional country style home sits right out side town limits. Close to town and Denton amenities, make this an excellent location for convenience. Nice size yard for a garden, pets, or children. This has been a rental for many years and has always been cared for. Continue this as a rental or make this your home. With a bit of love this could be a great starter home. Property being sold as -is,

    Kat Thompson Benson & Mangold, LLC.

    24876 Meeting House Rd, Denton, MD 21629
  • /111

    $939,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,520 Sq Ft

    8416 Harmony Rd, Denton, MD 21629

    Discover a truly rare opportunity where lifestyle, income potential, and homeownership come together on this expansive 12.7-acre, two-parcel property zoned rural—offering unmatched flexibility and endless possibilities.Currently operating as a productive orchard, greenhouse operation, and microgreens business, this property is thoughtfully equipped for both personal enjoyment and

    Casey Neves The Parker Group

    8416 Harmony Rd, Denton, MD 21629
  • /54

    $445,000

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft

    23283 Magnolia Hills Rd, Denton, MD 21629

    This charming ranch-style home in the desirable Magnolia Hill community offers a perfect blend of comfort and modern living. With 3 spacious bedrooms and 2 full bathrooms, the open floor plan with cathedral ceilings invites natural light, creating a warm and welcoming atmosphere. The eat-in kitchen features an island, ideal for casual meals, while the adjoining dining area is perfect for

    Tricia Wilson Wilson Realty & Staging LLC

    23283 Magnolia Hills Rd, Denton, MD 21629
  • /10

    $184,900

    • 3 Beds
    • 1 Bath
    • 716 Sq Ft

    406 Lincoln St, Denton, MD 21629

    This adorable home is ready and waiting for you to move in and make it your own. The home was renovated just 2 years ago. Updated items include windows, HVAC, cabinets, flooring, carpet, plumbing, electrical, roof & new insulation in the crawl space. Enjoy being close to local restaurants, shops, parks, schools, boat ramps, and MD/DE beaches. This property was most recently used as an

    Lisa Andrews Chesapeake Real Estate Associates, LLC

    406 Lincoln St, Denton, MD 21629
  • /19

    $79,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,600 Sq Ft

    27980 Ruritan Rd, Denton, MD 21629

    CALLING ALL INVESTORS! This property in Denton is the one you have been waiting for! This one will not last! This Property is being sold As-Is condition. Buyer is responsible for all certifications. Seller never occupied. Neither the seller or listing agent make any representation as to the accuracy of any information contained herein. Buyer must conduct their own due diligence, verification,

    Simran Dheer Tesla Realty Group, LLC

    27980 Ruritan Rd, Denton, MD 21629
  • /2

    $272,000

    $2K PRICE INCREASE
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    325 Carter Ave, Denton, MD 21629

    Excellent cozy home just waiting for you in the town of Denton with the small town atmosphere and a lot of amenities. Affordably priced, close to shopping, easy commute to the Western Shore and close enough to Delaware and Maryland beaches. Come see today because this home will not last long.

    George Thompson Long & Foster Real Estate, Inc.

    325 Carter Ave, Denton, MD 21629
  • /18

    $4,250,000

    • 3 Beds
    • 2.5 Baths

    10870 River Rd, Denton, MD 21629

    Productive Caroline County grain farm approximately 340 acres in 4 parcels with 270+/- tillable acres with 200+/- under pivot. Soil has been grid sampled and is well drained. Farm is improved with three large machine sheds, the potentially usable footprint of a pervious milking parlor and a 3 bedroom, 2.5 bath Rancher overlooking the Choptank River. No easements.

    Jim Corson Benson & Mangold, LLC

    10870 River Rd, Denton, MD 21629
  • /24

    $264,900

    • 2 Beds
    • 1 Bath
    • 1,092 Sq Ft

    26351 Anthony Mill Rd, Denton, MD 21629

    Affordable country living with room to grow! This well-maintained home is currently configured as a 2-bedroom but offers the potential for a 3rd bedroom, with septic already approved for 3 bedrooms. Situated on a full acre, the property features an above-ground pool, multiple outbuildings for storage, hobbies, or workshop space, and a generator hookup for added peace of mind. A rare opportunity

    Linda Moore Long & Foster Real Estate, Inc.

    26351 Anthony Mill Rd, Denton, MD 21629

Why Live in Denton

Denton, located in Caroline County, Maryland, is a small town with a rich history dating back to Colonial America. Positioned along the Choptank River, Denton serves as the county seat and balances small-town living with modern conveniences. The town features a mix of home styles, including Nationals and Victorians from the 1800s, newer ranch-style homes, and traditional Craftsman and Colonial Revival houses built in the last 25 years. Market Street is the heart of downtown, hosting local businesses, florists, outdoor sports shops, and dining options like the Denton Diner and Market Street Public House. For shopping, residents can visit chains like Walmart and Aldi along Route 404. Local events such as the Caroline-Dorchester County Fair, Caroline Summerfest, and the Fall Harvest Festival provide entertainment and community engagement throughout the year. Outdoor activities are abundant with parks like Fourth Street Park, the Wharves of Choptank Visitor & Heritage Center, and Martinak State Park offering playgrounds, trails, and water access. The Caroline Country Club, located 5 miles south, features a public 18-hole golf course. Denton is well-connected via State Route 404, providing access to major highways and nearby cities, with Baltimore 70 miles away and Washington DC 72 miles away. The town's public schools are well-rated, contributing to its appeal for families.

Home Trends in Denton, MD

Housing Trends

Median Sale Price
$325,000
Median Single Family Sale Price
$359,000
Median Townhouse Sale Price
$232,000
Average Price Per Sq Ft
$190
Number of Homes for Sale
39
Last 12 months Home Sales
101
Months of Supply
4.60
Median List Price
$350,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-8%
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