Homes for Sale in 21629

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  /4

  $200,000

  • 3 Beds
  • 1 Bath
  • 2,020 Sq Ft

  22971 Tuckahoe Springs Dr, Denton, MD 21629

  Ranch style home situated on a 1.18 acre lot. There is no access to the interior of the home. Priced below assessed value, home to be transferred occupied, as-is. Please do not disturb the occupants.

  Michael Johnson Marathon Real Estate

  22971 Tuckahoe Springs Dr, Denton, MD 21629
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  /26

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  25389 Kent St, Greensboro, MD 21639

  This charming one-level home is situated on a spacious 0.58-acre lot in the desirable Passapae Landing community. Offering 1,152 square feet of living space, this home features comfortable living areas, an attached garage, a large deck perfect for outdoor entertaining, and a gazebo for relaxing and enjoying the outdoors. Residents of Passapae Landing enjoy community access to the beautiful

  Heather Brummell Keller Williams Realty

  25389 Kent St, Greensboro, MD 21639
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  /32

  $625,000

  • 3 Beds
  • 2 Baths
  • 1,834 Sq Ft

  28402 Liden School Rd, Denton, MD 21629

  This is the one! Approx. 16.77 acres with an owner built 3 bedroom home. One acre with home plus additional acreage. Some acreage is wooded with wild life including, but not limited to, rabbit, deer, and turkey. This home has magnificent kitchen with custom cabinetry and SS appliances, including a 5 burner stove and double wall oven. Pellet stove is included for those cool evenings and damp days.

  Michael Shipley Benson & Mangold, LLC.

  28402 Liden School Rd, Denton, MD 21629
• 

  

  

  /33

  $345,000

  • 4 Beds
  • 2 Baths
  • 2,172 Sq Ft

  612 Market St, Denton, MD 21629

  Step back in time while enjoying the comforts of modern living in this beautifully maintained 1900s historic home nestled in the heart of Denton. Rich with character and timeless charm, this spacious four-bedroom, two-bath residence showcases many of the architectural details that make historic homes so special, including original hardwood floors, detailed moldings, tall ceilings, oversized

  Joelle Dolch Cross Street Realtors LLC

  612 Market St, Denton, MD 21629
• 

  

  

  /59

  $1,500,000

  Coming Soon

  • 4 Beds
  • 3 Baths
  • 3,358 Sq Ft

  23071 Tuckahoe Springs Dr, Denton, MD 21629

  Beautifully positioned along the deep protected waters of the Tuckahoe, this exceptional residence has been transformed through an extensive renovation that blends timeless design with comfortable waterfront living. Every improvement was carefully planned, resulting in a home that feels as inviting as it is impressive. The heart of the home is the custom kitchen, where blue marble countertops,

  Sydney Johnson Cohee Sharon Real Estate P.C.

  23071 Tuckahoe Springs Dr, Denton, MD 21629
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  /47

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 2,040 Sq Ft

  502 Kathryn Ct, Denton, MD 21629

  Updated + Upgraded - Turn-key 4BR/2.5BA contemporary 2-story home on a culdesac lot backing to trees, near historic downtown Denton - a true gem of an Eastern Shore town, perchec on the banks of the Choptank River - but tucked away on a residential court. New flooring + paint throughout, new granite counters, new kitchen appliances, new fixtures. Wide open floorplan boasts tall ceilings, spacious

  Charlene Reaser EXP Realty, LLC

  502 Kathryn Ct, Denton, MD 21629
• 

  

  /5

  $900,000

  • Land
  • 26.15 Acres
  • $34,417 per Acre

  1017 Camp Rd, Denton, MD 21629

  Approximately 27.16 acres of development land located within the Town of Denton. The property is currently zoned UR (Urban Residential). Public water and sewer are available in the area; purchasers should independently verify utility capacity, connection requirements, and all development approvals with the Town of Denton and Caroline County. The property is being offered for sale as raw land. A

  Benjamin Alder The Land Group

  1017 Camp Rd, Denton, MD 21629
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  /50

  $419,000

  • 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 Victorian architecture, thoughtful updates, and small-town living come together beautifully. Situated on a picturesque corner lot in Denton's historic district, this lovingly maintained five-bedroom home offers more than 2,300 square feet of character-filled living space, abundant natural light, original architectural

  Barbara McCaffrey Redfin Corp

  225 S 2nd St, Denton, MD 21629
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  /67

  $426,000

  • 4 Beds
  • 3.5 Baths
  • 3,372 Sq Ft

  109 Briarwood Cir, Denton, MD 21629

  Welcome to 109 Briarwood Cir in the sought-after Sandy Meadows community of Denton, offering an impressive blend of space, comfort, and flexibility with over 3,300 finished square feet plus an additional 1,525 sq ft unfinished walkout basement ready for your future vision. With its stately two-story presence, beautiful architectural windows, mature landscaping, and inviting curb appeal, this home

  Anissa Hastings Keller Williams Flagship

  109 Briarwood Cir, Denton, MD 21629
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  /2

  $499,999

  New Construction

  • 4 Beds
  • 2 Baths
  • 1,613 Sq Ft

  25660 Cherry Blossom Ln, Denton, MD 21629

  Beautiful to be built new construction on 1.8 acres just outside Denton. This home offers 4 bedrooms, 2 full baths, great open kitchen with island, pantry, separate laundry room, large family room plus dining area. The crawl space will be conditioned for total peace of mind. The garage is huge measuring 32x22 and will be fully insulated with R19 Batts insulation. There will be a slider leading to

  Bonnie Johnson Keller Williams Realty

  25660 Cherry Blossom Ln, Denton, MD 21629
• 

  

  /7

  $527,000

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  8590 Briar Patch Dr, Denton, MD 21629

  Enjoy the space and privacy of this beautiful home situated on over 2 acres just outside of Denton. The main level features a formal dining room, a spacious primary suite with separate his-and-her closets, and a private bath with a walk-in shower. The kitchen opens to the family room, creating an inviting space for everyday living and entertaining.Custom window treatments enhance both the

  Barbara Blosser Long & Foster Real Estate, Inc.

  8590 Briar Patch Dr, Denton, MD 21629
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  /16

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft

  508 N 6th St, Denton, MD 21629

  Enjoy convenient one-level living on the north side of Denton, just a stone's throw from Bullock's and with easy access to Route 404 for commuting. Built in 2002, this charming 3-bedroom, 2-bath cottage offers a comfortable and functional layout. Enter from the side porch into a welcoming foyer that opens to the spacious living room, featuring a vaulted ceiling and cozy gas fireplace. Upgraded

  Traci Jordan Meredith Fine Properties

  508 N 6th St, Denton, MD 21629
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  /41

  $349,000

  $10K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 1,800 Sq Ft

  222 S 2nd St, Denton, MD 21629

  Welcome to this Charming Colonial Home located on one of the best streets in Denton! Home Features 5 Bedrooms and 2 Full Baths. Home has SO many upgrades!! Main floor has Cozy Living Room, Separate Dining Room, Kitchen that is Bright has lots of Cabinets and tons of Storage. First Floor Primary Bedroom with Access to spacious laundry room and The Outdoors. Upstairs features 3 More Bedrooms and a

  Kathleen Brenton Brenton Realty Group

  222 S 2nd St, Denton, MD 21629
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  /33

  $359,000

  $10K PRICE DROP

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

  401 S 2nd St, Denton, MD 21629

  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 timeless appeal throughout much of

  Wes Russum Coldwell Banker Chesapeake Real Estate Company

  401 S 2nd St, Denton, MD 21629
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  /38

  $479,000

  • 4 Beds
  • 2.5 Baths
  • 2,747 Sq Ft

  8605 Hickory Place, Denton, MD 21629

  Beautiful Colonial Farmhouse nestled on a wooded lot at the end of a cul-de-sac private lane. This 4 bedroom, 2.5 bath home has been meticulously maintained and features a traditional floor plan with a large kitchen/breakfast area, large family room with vaulted ceilings and a gas fireplace, separate dining room, living room/office. Second floor includes a primary suite with large bathroom with a

  

  Brian Gearhart

  Benson & Mangold, LLC

  8605 Hickory Place, Denton, MD 21629
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  /87

  $1,550,000

  • 5 Beds
  • 4.5 Baths
  • 4,853 Sq Ft

  322 S 2nd St, Denton, MD 21629

  Wake up to sunrise on the Choptank River and wind down with some of the most stunning sunsets on the Eastern Shore — with Ospreys, Eagles, Herons, and an abundance of wildlife as your daily backdrop. This stunning 4,853 sq ft waterfront estate sits on 2.44 acres with 268 feet of private river frontage, putting you right on the water and just steps from the best of historic downtown Denton. Built

  

  Elizabeth Osborn

  Coldwell Banker Realty

  322 S 2nd St, Denton, MD 21629
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  /30

  $355,000

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft

  8140 Haven St, Denton, MD 21629

  This charming ranch-style home, built in 1986, offers a perfect blend of comfort and functionality. Minutes to Tuckahoe Creek boat ramp! With 1,300 sq. ft. of well-designed space, it features three inviting bedrooms and two full bathrooms, including a primary suite with a walk-in closet and a tub/shower. The traditional floor plan is enhanced by built-ins and ceiling fans, creating a cozy

  Mary Haddaway Benson & Mangold, LLC

  8140 Haven St, Denton, MD 21629
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  /67

  $679,000

  • 4 Beds
  • 2.5 Baths
  • 2,744 Sq Ft

  132 Deep Shore Rd, Denton, MD 21629

  Welcome to 132 Deep Shore Rd—an inviting homestead set on more than 3 acres of beautifully maintained gardens, thoughtfully designed outdoor spaces, and versatile outbuildings. From greenhouse and herb beds to a dedicated drying room and casual nooks for lounging, every corner invites you to savor the seasons. Inside, this spacious home offers over 2,700 sq ft with 4 bedrooms and 2.5 baths. An

  Roger Boyce Chesapeake Real Estate Associates, LLC

  132 Deep Shore Rd, Denton, MD 21629
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  /55

  $445,000

  $10K PRICE DROP

  • 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
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  /37

  $299,900

  $10K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,280 Sq Ft

  1624 Blue Heron Dr, Denton, MD 21629

  Move-in ready and thoughtfully updated—this is one you won’t want to miss. Step inside this newly renovated 2,200 sq. ft. townhome located in the heart of Denton, MD. Featuring four spacious bedrooms and 3.5 bathrooms, this home offers a perfect blend of comfort, functionality, and modern design. The entry level includes a versatile first-floor bedroom with a walk-in closet—ideal for guests, a

  Michelle DiDonato Island Realty, LLC

  1624 Blue Heron Dr, Denton, MD 21629
• 

  

  /40

  $350,000

  Open Sat 11AM - 1PM $10K PRICE DROP

  • 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
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  /46

  $445,000

  • 4 Beds
  • 2 Baths
  • 1,986 Sq Ft

  25699 Auction Rd, Federalsburg, MD 21632

  Opportunity to purchase this remodeled residence situated on over 18 acres. Improements include new luxury vinyl plank flooring and Advantech subfloors to a fully replaced middle beam for lasting structural integrity. Nearly all windows and doors are brand new, the heating system has been upgraded to an efficient heat pump, and the electrical system now features a 200-amp panel, a dedicated

  Barbara McCaffrey Redfin Corp

  25699 Auction Rd, Federalsburg, MD 21632
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  /24

  $490,000

  $8K PRICE DROP

  • 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
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  /27

  $369,900

  $5K PRICE DROP

  • 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
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  /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
• 

  

  /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
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  /49

  $259,900

  $65K 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
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  /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
• 

  /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
• 

  

  /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
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  /111

  $889,000

  $100K 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
• 

  

  /20

  $950,000

  $150K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,320 Sq Ft

  6401 Laurel Grove Rd, Denton, MD 21629

  Nestled on an expansive 52.08-acre estate, this stunning ranch-style farm offers a harmonious blend of luxury and tranquility, perfect for those seeking an exclusive lifestyle in a serene rural setting. The property boasts a traditional architectural design, complemented by aluminum siding that enhances its timeless appeal. Step inside to discover a thoughtfully designed interior that exudes

  Michelle Anderson Coldwell Banker Premier - Rehoboth

  6401 Laurel Grove Rd, Denton, MD 21629
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  /28

  $669,000

  $131K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,880 Sq Ft

  1108 Camp Rd, Denton, MD 21629

  Price Reduction! Motivated Seller. 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

  Michelle Anderson Coldwell Banker Premier - Rehoboth

  1108 Camp Rd, Denton, MD 21629
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  /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
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  /11

  $3,700,000

  8019 Patten Rd, Denton, MD 21629

  Poultry farm features a total of 60.57 acres (40 acres tillable, 8.5 acres wooded, 1.5-acre retention pond) and a 40x72 shop that has garage parking and a separate space that could be finished for permanent living. Located approx. 5 miles from the DE line. Expired site evaluation-no septic on property.

  Tambra Reagan CALLAWAY FARNELL AND MOORE

  8019 Patten Rd, Denton, MD 21629
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  /30

  $299,900

  $9K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,640 Sq Ft

  1907 Blue Heron Dr, Denton, MD 21629

  Largest townhome in the area and the best deal! Almost 2700 square feet for only $117 a square foot! The biggest bang for your buck in the county! Highly sought after large townhome in the desirable community of Mallard Landing in Denton, featuring almost double the square footage, and a rear deck off of the kitchen. Multi-generational living has a full bedroom and bath, as well as a large family

  Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  1907 Blue Heron Dr, Denton, MD 21629
• 

  

  /27

  $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, Septic has been inspected and is in acceptable working condition. Stones have been added to the driveway . A few more touches and it is move in ready. Don't wait to view this Newley redone home.

  Barbara Beaudet Brenton Realty Group

  10819 Greensboro Rd, Denton, MD 21629
• 

  

  /31

  $399,000

  $70K 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
• 

  

  /16

  $235,000

  $15K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,693 Sq Ft

  1204 Blue Heron Dr, Denton, MD 21629

  ***NEWLY ADJUSTED PRICE***Come on in to explore this beautifully maintained 3-level home offering the perfect blend of modern convenience and comfortable living. This beauty features 3 spacious bedrooms and 2.5 baths, with an open floor plan that creates an inviting flow throughout the main living areas. The home has been updated with fresh paint, new appliances and more to ensure it's move-in

  Carolyn A. Page Shore Results Realty

  1204 Blue Heron Dr, Denton, MD 21629
• 

  

  /3

  $69,000

  • Land
  • 2.08 Acres
  • $33,173 per Acre

  0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629

  Beautiful 2.08 acre flat lot. Was approved for a potential mound system in 1991. All paperwork is included in the disclosures. Buyer to verify well and septic approval before closing.

  Toni Lynne Advance Realty, Inc.

  0 Goldsboro Rd Unit MDCM2006720, Denton, MD 21629

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