Homes for Sale in 21629

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  /16

  $75,000

  • Land
  • 4 Acres
  • $18,750 per Acre

  Parcel 3 Legion Rd, Denton, MD 21629

  We are happy to offer this secluded opportunity in a mature, wooded setting with 4+/- acres. The acres are located in Caroline County Md, this gently sloping large 4-acre parcel backs to a quiet stream with mature trees abound. This property offers unmatched privacy and opportunity with the road base done and already in place along with a recorded perc just minutes south-west of Denton Maryland.

  BRIAN MORRIS The Land Group

  Parcel 3 Legion Rd, Denton, MD 21629
• 

  

  

  /26

  $290,000

  Open House 10/03

  • 4 Beds
  • 2 Baths
  • 2,759 Sq Ft

  105 S 5th Ave, Denton, MD 21629

  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

  Roger Boyce Chesapeake Real Estate Associates, LLC

  105 S 5th Ave, Denton, MD 21629
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  /42

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft

  216 S 3rd St, Denton, MD 21629

  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

  Erin Anderson Chesapeake Real Estate Associates, LLC

  216 S 3rd St, Denton, MD 21629
• 

  

  /2

  $285,000

  Coming Soon Sep 25

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

  22033 Main St, Hillsboro, MD 21641

  Well-maintained duplex in the heart of Hillsboro offering an excellent opportunity for an owner-occupant or investor. The property features two separate units, with the upper-level unit offering 2 bedrooms and 1 full bath and the lower-level unit offering 4 bedrooms and 1 full bath. Both units have been consistently rented, providing an established investment opportunity.Recent

  Heather Branham The Parker Group

  22033 Main St, Hillsboro, MD 21641
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  /44

  $440,000

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

  25699 Auction Rd, Federalsburg, MD 21632

  This 17 acre farmette located just minutes from Federalsburg with proximity to Easton and the MD/DE beaches offers a remodeled bungalow with numerous upgrades. The cropland is currently under cultivation by a local farmer and there are several outbuildings on the property. Electric service has been upgraded to 200 amp and Choptank Electric Coop offers fiber optic. While the improvements are vast,

  Carol Baker-Jones Benson & Mangold, LLC

  25699 Auction Rd, Federalsburg, MD 21632
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  /25

  $229,900

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 788 Sq Ft

  1115 Market St, Denton, MD 21629

  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

  Pamela Ackermann-Doll RE/MAX Executive

  1115 Market St, Denton, MD 21629
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  /28

  $419,000

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft

  1101 Trice Meadows Cir, Denton, MD 21629

  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

  Jimmy White Long & Foster Real Estate, Inc.

  1101 Trice Meadows Cir, Denton, MD 21629
• 

  

  /15

  $299,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  162 Knife Box Rd, Harrington, DE 19952

  BRAND NEW well, BRAND NEW septic and BRAND NEW HOUSE! This home is designed for those who appreciate the easy living atmosphere. This exquisite detached residence, completed in 2026, features a thoughtfully crafted layout that seamlessly blends comfort with functionality. Step inside to find an inviting open floor plan that enhances the flow of natural light throughout the living spaces. The

  Steve Tolmie RE/MAX Advantage Realty

  162 Knife Box Rd, Harrington, DE 19952
• 

  

  /11

  $329,900

  • 3 Beds
  • 2.5 Baths
  • 1,360 Sq Ft

  1307 Chesapeake Dr, Denton, MD 21629

  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

  Marcia Rostien Long & Foster Real Estate, Inc.

  1307 Chesapeake Dr, Denton, MD 21629
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  /46

  $699,000

  • 3 Beds
  • 5 Baths
  • 3,968 Sq Ft

  24634 Pealiquor Rd, Denton, MD 21629

  Tucked away on a private lot, this spacious property offers a combination of privacy and convenience. The main level features LVP flooring, a large updated kitchen with cherry cabinetry and an owner’s suite for easy one-floor living. A breezy screened porch overlooks the peaceful backyard and provides the perfect setting for relaxing or entertaining. Upstairs, you’ll find a generous recreation

  Barbara Watkins Benson & Mangold, LLC

  24634 Pealiquor Rd, Denton, MD 21629
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  /61

  $559,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,769 Sq Ft

  7884 Laurel Ln, Denton, MD 21629

  Offered for the first time, this custom-built home is nestled on 2 private acres in the highly sought-after water access community of Forest Landing, conveniently located between historic downtown Denton and Easton. Beautifully updated and move-in ready, this property offers 3 bedrooms, 2.5 baths, and a finished bonus room, providing flexible space for a home office, gym, playroom, or guest

  Samantha Grimes Chesapeake Real Estate Associates, LLC

  7884 Laurel Ln, Denton, MD 21629
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  /38

  $289,900

  New Construction $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  247 Briarwood Cir, Denton, MD 21629

  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

  Michelle DiDonato Island Realty, LLC

  247 Briarwood Cir, Denton, MD 21629
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  /16

  $249,000

  • 2 Beds
  • 1 Bath
  • 908 Sq Ft

  1210 Market St, Denton, MD 21629

  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.

  Barbara Dayton Long & Foster Real Estate, Inc.

  1210 Market St, Denton, MD 21629
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  /35

  $317,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  243 Briarwood Cir, Denton, MD 21629

  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

  Michelle DiDonato Island Realty, LLC

  243 Briarwood Cir, Denton, MD 21629
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  /30

  $259,900

  • 2 Beds
  • 1 Bath
  • 864 Sq Ft

  325 Carter Ave, Denton, MD 21629

  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.

  Kathleen Brenton Brenton Realty Group

  325 Carter Ave, Denton, MD 21629
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  /39

  $309,900

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  245 Briarwood Cir, Denton, MD 21629

  Remarkable Move in Ready Townhome 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

  Michelle DiDonato Island Realty, LLC

  245 Briarwood Cir, Denton, MD 21629
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  /60

  $1,250,000

  $250K PRICE DROP

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

  23071 Tuckahoe Springs Dr, Denton, MD 21629

  New price improvement! 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

  Sydney Johnson Cohee Sharon Real Estate P.C.

  23071 Tuckahoe Springs Dr, Denton, MD 21629
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  /50

  $469,900

  • 4 Beds
  • 2.5 Baths
  • 2,488 Sq Ft

  9472 Quail Run Rd, Denton, MD 21629

  Discover relaxed country living at 9472 Quail Run Road! This move-in-ready 4-bedroom home features a classic layout designed for both quiet days and easy entertaining. Highlights include an updated kitchen with a central island, a cozy den with a woodstove, and a full basement perfect for projects or extra storage. Brand-new roof and new HVAC system let you move in with confidence. Step outside

  Valerie Brown Coldwell Banker Realty

  9472 Quail Run Rd, Denton, MD 21629
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  /30

  $52,000

  • Land
  • 5.2 Acres
  • $10,000 per Acre

  American Corner Rd, Denton, MD 21629

  5.20 Acres of Wooded Land for Hunting and Recreation on Paved Road in Caroline County, MdCash Price: $52,000Reservation Fee: $900 non-refundable reservation fee secures this property. Reservation fee will be counted toward purchase price or down payment.With your Purchase You Get:1. A Deed in Your Own Name2. 4. NO Closing Fees if you Close Directly In-House with

  Elegment Land Elegment.com

  American Corner Rd, Denton, MD 21629
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  /32

  $599,000

  $26K PRICE DROP

  • 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
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  /33

  $325,000

  $20K PRICE DROP

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

  612 Market St, Denton, MD 21629

  NEW PRICE FOR A NEW SEASON! Now offered with a $20,000 price improvement, 312 Market Street combines approximately 2,300 square feet of living space with significant updates, a flexible four-bedroom floor plan, and the character of a beautifully maintained historic Denton home.While this home dates to the early 1900s, important improvements have already been completed to bring modern comfort

  Joelle Dolch Cross Street Realtors LLC

  612 Market St, Denton, MD 21629
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  /48

  $385,000

  $10K PRICE DROP

  • 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, perched 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
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  /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
• 

  /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
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  /42

  $324,900

  $34K PRICE DROP

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

  222 S 2nd St, Denton, MD 21629

  This is 222 S. 2nd Street, a recently renovated home with historic charm.Original wood flooring, and architectural details such as moldings and antique door knobs highlight the home's history.Though it embraces the past, the house has been updated with all new appliances, new quartz kitchen countertops, newly painted walls and new siding.The house offers something that

  Kathleen Brenton Brenton Realty Group

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

  $348,000

  $7K PRICE DROP

  • 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

  $629,000

  $50K PRICE DROP

  • 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

  Roger Boyce Chesapeake Real Estate Associates, LLC

  132 Deep Shore Rd, Denton, MD 21629
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  /55

  $435,000

  $20K PRICE DROP

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

  25485 Hignutt Rd, Denton, MD 21629

  SELLER WILL CONSIDER CONTRIBUTING TOWARD THE BUYER’S ALLOWABLE CLOSING COSTS WITH AN ACCEPTABLE OFFER!Welcome to 25485 Hignutt Road—a completely renovated 3-bedroom, 2.5-bath home situated on nearly half an acre in a peaceful country setting, just minutes from Denton’s shopping, dining and everyday conveniences.This truly move-in-ready home offers comfortable one-level living with

  Justin Pokrywka Taylor Properties

  25485 Hignutt Rd, Denton, MD 21629
• 

  

  /37

  $289,900

  $20K PRICE DROP

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

  1624 Blue Heron Dr, Denton, MD 21629

  MOVE IN READY!— Newly renovated. 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

  Michelle DiDonato Island Realty, LLC

  1624 Blue Heron Dr, Denton, MD 21629
• 

  

  /40

  $345,000

  $15K 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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  /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
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  /36

  $425,000

  $20K 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

  Kaitlyn Collins Benson & Mangold, LLC

  1709 Cattail Commons Way, Denton, MD 21629
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  /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
• 

  

  /29

  $669,000

  Open Sat 1PM - 2PM $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.Secluded in a great location for Dirt biking, bow hunting. The included outbuilding is great for car enthusiast.This home features stunning stone work on both the front and

  Michelle Anderson Coldwell Banker Premier - Rehoboth

  1108 Camp Rd, Denton, MD 21629
• 

  

  /39

  $384,900

  $35K 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
• 

  

  /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
• 

  

  /31

  $369,900

  $99K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 2,885 Sq Ft

  112 S 5th Ave, Denton, MD 21629

  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

  Kat Thompson Benson & Mangold, LLC.

  112 S 5th Ave, Denton, MD 21629
• 

  

  /16

  $230,000

  $20K 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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