Caroline County MD Homes for Sale

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  /65

  $574,999

  • 4 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  17753 Marvel Rd, Marydel, MD 21649

  2021 Built Colonial Home on 4.41 Private Acres Near Delaware Beaches This modern 4-bedroom, 3-bath Colonial built in 2021 sits on 4.41 private acres and offers the rare combination of new construction, usable land, and convenient access to the Delaware beaches and tax-free shopping. Designed for comfort and flexibility, the home features a main-level primary suite, making one-level living

  

  Petra Quinn

  Realty Navigator

  (410) 498-5467

  17753 Marvel Rd, Marydel, MD 21649
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  /102

  $1,395,000

  • 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,

  

  Brian Gearhart

  Benson & Mangold, LLC

  (410) 376-8486

  23296 Wilder Way, Denton, MD 21629
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  /10

  $620,000

  • Studio
  • 3,600 Sq Ft

  310 Main St, Marydel, MD 21649

  Great Apartment Building investment opportunity, updated, and ready to go! The building includes three 2-bedroom, 1-bath units and one 3-bedroom, 1-bath unit — all with private entrances and separately metered utilities. A furnished office space adds additional potential for on-site management or rental income.Recent upgrades include: New well (less than a year old) with a 20-year warranty,

  

  Sharon Daugherty

  Keller Williams Realty Delmarva

  (410) 881-8824

  310 Main St, Marydel, MD 21649
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  /8

  $125,000

  • Land
  • 2.4 Acres
  • $52,083 per Acre

  0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660

  Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.4-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

  

  Gretchen Wichlinski

  Compass

  (667) 868-0827

  0 Burnt Mill Rd Unit MDCM2005300, Ridgely, MD 21660
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  /20

  $174,500

  • 3 Beds
  • 1 Bath
  • 1,904 Sq Ft

  21948 Main St, Hillsboro, MD 21641

  This home is high on a hill across from the Tuckahoe Creek with some winter views of the water. --the park across the street has a ramp for boats, kayaks, and canoes. The home has 3 bedrooms and a small room for office or nursery or whatever you want it to be; and one full bath -- all upstairs. The front porch entrance opens to a foyer and the living room to the right and then the dining room and

  

  Bonnie Duley

  Long & Foster Real Estate, Inc.

  (410) 453-1053

  21948 Main St, Hillsboro, MD 21641
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  /72

  $720,000

  • 3 Beds
  • 2 Baths
  • 2,676 Sq Ft

  12820 Porters Landing Rd, Greensboro, MD 21639

  The Ultimate Secluded Waterfront Retreat! Privately positioned along the Choptank River, this 12.43 acre waterfront property is surrounded by mature trees, open sky, and abundant natural beauty. The mostly wooded landscape offers privacy and tranquility, creating a peaceful escape that feels worlds away yet remains connected to the charm of Maryland’s Eastern Shore. Outdoor amenities elevate the

  

  Penny Hollis

  Keller Williams Select Realtors of Annapolis

  (410) 834-0596

  12820 Porters Landing Rd, Greensboro, MD 21639
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  /8

  $125,000

  • Land
  • 2.31 Acres
  • $54,113 per Acre

  0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660

  Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.3-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

  

  Gretchen Wichlinski

  Compass

  (667) 282-1883

  0 Burnt Mill Rd Unit MDCM2005294, Ridgely, MD 21660
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  /9

  $125,000

  • Land
  • 2.54 Acres
  • $49,213 per Acre

  0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660

  Welcome to the Oasis neighborhood, a serene and picturesque enclave nestled in the charming town of Ridgely, MD. This prestigious 2.5-acre wooded lot on Burnt Mill Road presents a unique opportunity to craft your dream home amidst nature's splendor. With its perc approval, this lot is primed and ready for you to bring your architectural vision to life. As you enter the Oasis, you're greeted by a

  

  Gretchen Wichlinski

  Compass

  (667) 297-6243

  0 Burnt Mill Rd Unit MDCM2005298, Ridgely, MD 21660
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  /60

  $699,000

  • 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 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 primary

  

  Bonnie Duley

  Long & Foster Real Estate, Inc.

  (410) 421-7747

  28402 Liden School Rd, Denton, MD 21629
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  /14

  $124,900

  • Land
  • 10.39 Acres
  • $12,021 per Acre

  PARCEL 91 Cool Spring Rd, Marydel, MD 21649

  Ready for you to build your new home! This beautiful lot is already perc approved for a 4=bedroom home. The woods are a great habitat for deer and turkey and other wildlife. This lovely lot is all ready for the new owner to apply for home construction as the buyer has had the survey completed with the SRA noted on it so lots of the necessary paperwork is completed. So come see and come buy and be

  

  Bonnie Duley

  Long & Foster Real Estate, Inc.

  (410) 650-6268

  PARCEL 91 Cool Spring Rd, Marydel, MD 21649
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  /71

  $445,000

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

  25699 Auction Rd, Federalsburg, MD 21632

  Back on market due to buyer financing issues — no fault of the seller or property. Appraisal completed and lender conditions previously satisfied. Opportunity to purchase a working farm with remodeled residence - from 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

  Barbara McCaffrey Redfin Corp

  25699 Auction Rd, Federalsburg, MD 21632
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  /2

  $79,900

  • Land
  • 0.21 Acre
  • $380,476 per Acre

  6 N Central Ave, Ridgely, MD 21660

  Zoned commercial is this prime lot in the heart of Ridgely and next to the Town Office. Convenient street parking fronting the lot.

  Chuck Jr. Benson and Mangold

  6 N Central Ave, Ridgely, MD 21660
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  /37

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,533 Sq Ft

  11305 River Rd, Ridgely, MD 21660

  Price Improvement!! Call today. Charming 3-bedroom, 1-bath rancher offers over 1500 SF of comfortable living space. Several updates have already been completed, making this home move in ready with room to add your own touches. Enjoy peaceful mornings and evenings on the screened-in rear porch, perfect for relaxing while taking in the surrounding wildlife. A great blend of comfort, space and

  Pamela Geib Long & Foster Real Estate, Inc.

  11305 River Rd, Ridgely, MD 21660
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  /19

  $525,000

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  8664 Mitchell Rd, Denton, MD 21629

  Nestled on a serene 5.64-acre lot, this charming ranch-style home offers a perfect blend of comfort and modern living in a tranquil rural setting. Built in 2003, this well-maintained residence boasts 2,100 square feet of thoughtfully designed space, featuring three spacious bedrooms and two full bathrooms, ideal for relaxation and everyday living. Step inside to discover a warm and inviting

  Cheryl Knotts Chesapeake Real Estate Associates, LLC

  8664 Mitchell Rd, Denton, MD 21629
• 

  

  /23

  $310,000

  • 3 Beds
  • 2 Baths
  • 1,646 Sq Ft

  130 Charlotte Ave, Federalsburg, MD 21632

  Welcome to 130 Charlotte Avenue in Federalsburg, Maryland—a well-appointed home offering three bedrooms, two full baths, and an attached two-car garage with a versatile bonus room above, ideal for a home office, gym, or guest space. Tucked away at the end of a quiet cul-de-sac, this property provides private outdoor enjoyment while remaining conveniently located for an easy commute to Seaford and

  FRANK LITTLE Berkshire Hathaway HomeServices PenFed Realty

  130 Charlotte Ave, Federalsburg, MD 21632
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  /47

  $693,000

  • 4 Beds
  • 2.5 Baths
  • 2,576 Sq Ft

  4757 Long Swamp Rd, Federalsburg, MD 21632

  Welcome to 4757 Long Swamp Rd, a truly unique property in Federalsburg, MD, offering the perfect blend of equestrian facilities and comfortable country living on 7.04 acres. This well-maintained estate is ready for you and your horses, with no restrictions on property use and the added flexibility for the land to be subdivided. The grounds feature expansive pastures secured by electric fencing, a

  Billy Mister Keller Williams Realty

  4757 Long Swamp Rd, Federalsburg, MD 21632
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  /28

  $389,999 New Construction

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

  210 W 2nd St, Ridgely, MD 21660

  Brand new. Zero honey-do list. Full peace of mind. Welcome to this newly constructed 4-bedroom, 2-bath home in Ridgely, where modern design meets small-town charm. If you’ve been waiting for that fresh-start feeling — this is it. Step inside to a bright, open layout designed for real life. The spacious living area flows seamlessly into the kitchen and dining space, creating the perfect setup for

  Kenneth Jester Coldwell Banker Realty

  210 W 2nd St, Ridgely, MD 21660
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  /55

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  11142 Log Cabin Rd, Denton, MD 21629

  Welcome to 11142 Log Cabin Road! This unique property offers the perfect combination of residential living and valuable commercial space, all on one expansive, 4.53 acre lot. This beautiful colonial-style home has great curb appeal with its classic look, neatly trimmed landscaping, and a spacious front yard shaded by mature trees. The main home spans over 2,700 square feet and features four

  Courtney Gallagher Keller Williams Realty Central-Delaware

  11142 Log Cabin Rd, Denton, MD 21629
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  /6

  $624,900 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  322 Deep Shore Rd, Denton, MD 21629

  This home is anything but ordinary. Thoughtfully built by the current owners in 1982, the property showcases true craftsmanship with structural beams hewn from timber sourced right from the land itself. The main living space is situated on the second floor, offering a bright, airy layout and sweeping views across 13 picturesque acres. The first floor provides incredible flexibility—ideal for

  Connie Loveland Benson & Mangold, LLC

  322 Deep Shore Rd, Denton, MD 21629
• 

  

  /29

  $339,000

  • 2 Beds
  • 1.5 Baths
  • 2,017 Sq Ft

  211 Bloomingdale Ave, Federalsburg, MD 21632

  Welcome to 211 Bloomingdale Ave. This custom‐built Brick Williamsburg‐style colonial showcases true craftsmanship, featuring beautiful hardwood floors throughout, custom built‐ins, and detailed moldings. The spacious living room offers an inviting wood‐burning fireplace, while the large great room with its vaulted ceiling provides flexible living space and could easily be converted into a third

  Jana Meredith Meredith Fine Properties

  211 Bloomingdale Ave, Federalsburg, MD 21632
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  /18

  $445,000

  • 0.5 Baths
  • 3,321 Sq Ft

  7 W Belle St, Ridgely, MD 21660

  Over 3,300 sq. ft. two-story building, constructed in 2006, offers endless potential with a little imagination. Previously a pharmacy, gift shop, and ice cream parlor, it could easily be transformed into a fantastic four-bedroom, 2.5-bath residence or adapted for other mixed-use purposes. Both levels feature open, flexible layouts—ready to be reimagined to suit your vision. Located in the

  Traci Jordan Meredith Fine Properties

  7 W Belle St, Ridgely, MD 21660
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  /27

  $334,000

  • 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
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  /54

  $395,000

  • 4 Beds
  • 2 Baths
  • 1,692 Sq Ft

  12658 Oakland Rd, Ridgely, MD 21660

  Right on the outskirts of the Historic Town of Ridgely Maryland you will find this fully remodeled 4 bedroom rancher on a beautiful acre of land. A fenced backyard perfect for your pets and or your small farm animal dreams! Plenty of room for a kitchen garden too! Inside you will find a recently remodeled open concept kitchen with large island that makes for a great workspace & great gatherings!

  John Cary Rosendale Realty

  12658 Oakland Rd, Ridgely, MD 21660
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  /64

  $405,000

  • 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
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  /50

  $399,000

  • 7 Beds
  • 4 Baths
  • 3,376 Sq Ft

  23267 Shady Oak Ln, Denton, MD 21629

  This is an idea for a description: "Welcome to 23267 Shady Oak Lane in Denton, MD - a spacious property set on over 4 acres. This 7-bedroom, 4-bath home offers 3,376 sq ft of living space, along with a detached 2-car garage and a private, wooded setting. The home offers a solid layout and is ready for updates, making it a great opportunity for buyers looking to renovate and create their ideal

  Mike Cowan Coldwell Banker Realty

  23267 Shady Oak Ln, Denton, MD 21629
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  /26

  $369,000

  • 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
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  /35

  $379,900

  • 3 Beds
  • 2 Baths
  • 1,448 Sq Ft

  22403 Marsh Creek Rd, Preston, MD 21655

  Custom Brick rancher, close to town on large lot. Open floor plan, spacious kitchen, stainless steel appliances, large island. 3 bedrooms, 2 baths, sunroom overlooking yard. Upgrades include new windows, CAC, new roof new electric service and plumbing New Septic and Well, Closing help will be considered

  Barbara Nichols Results Realty Inc.

  22403 Marsh Creek Rd, Preston, MD 21655
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  /8

  $355,000

  • 3 Beds
  • 2.5 Baths
  • 2,286 Sq Ft

  27279 Jenny Hye Ln, Marydel, MD 21649

  Welcome to Your Peaceful Retreat!This 3-bedroom, 2.5-bath split-foyer home offers 1,488 sq. ft. of comfortable living space, plus a full basement and an attached one-car garage. With its classic brick-and-siding exterior, inviting front patio, and serene surroundings, this property blends warmth, character, and endless potential.Step inside and imagine the possibilities—a bright, open

  Hudson Post Keller Williams Select Realtors of Easton

  27279 Jenny Hye Ln, Marydel, MD 21649
• 

  

  /22

  $369,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  3 Sunrise Ave, Ridgely, MD 21660

  ***New Construction - Under Construction now with estimated completion of April 2026. Photos are of model previously built.*** This modern "Farmhouse" Rancher is thoughtfully designed and constructed by the reputable Lomaxx Custom Homes, offering the perfect combination of style, functionality, and comfort. This beautiful home features 3 bedrooms, 2 full bathrooms, and an inviting open-concept

  Amy Betts Coldwell Banker Realty

  3 Sunrise Ave, Ridgely, MD 21660
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  /28

  $399,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  1 Sunrise Ave, Ridgely, MD 21660

  As morning light rises over Sunrise Village, this home, The Sunshine, thoughtfully crafted by local builder Lomaxx Custom Homes comes to life. Golden light spills across the nearby fields and settles gently indoors, where days begin with coffee on the porch, birds gliding by, and daylight drifting through the windows, filling each room with a calm, welcoming glow. Designed for easy, everyday

  Crystal Smith RE/MAX Executive

  1 Sunrise Ave, Ridgely, MD 21660
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  /40

  $409,000

  • 4 Beds
  • 2.5 Baths
  • 2,730 Sq Ft

  315 Morning Glory Dr, Denton, MD 21629

  From the moment you step inside, this gorgeous Colonial immediately feels like home. Thoughtfully designed with a 5-foot bump-out extension and a highly desirable open floor plan, the layout offers both space and functionality for everyday living and entertaining. The living room is filled with natural light thanks to an added third window, creating a bright and inviting atmosphere that carries

  Crystal Smith RE/MAX Executive

  315 Morning Glory Dr, Denton, MD 21629
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  /43

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,860 Sq Ft

  412 N Main St, Greensboro, MD 21639

  Rare Find! This 3-bedroom, 2-bath renovated rancher offers the perfect blend of space and charm on a sprawling 0.73 acre in-town lot. Spanning over 1,860 sq. ft. of updated living space, you’ll love the openess of the crisp, white kitchen that flows into a living-dining area anchored by a cozy wood-burning fireplace, the versatile bonus room/office and the entertainment-ready basement with a

  Karen Clark Clark & Co Realty, LLC

  412 N Main St, Greensboro, MD 21639
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  /30

  $375,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  24383 Robins Creek Rd, Preston, MD 21655

  VERY NICE 3-4 BEDROOM, 2 BATH HOME IN TWO JOHNS WATERFRONT COMMUNITY. BOAT LANDING APPROXIMATELY 1/4 MILE AWAY. LARGE LIVING ROOM, KITCHEN-DINING ROOM COMBO, PANELED WALLS ARE ALL PAINTED, MOSTLY WOOD FLOORS. LARGE DECK AT REAR OF HOUSE. PATIO AREA WITH A NICE FIRE PIT FOR EVENING ENJOYMENT. MORE PICTURES TO COME SOON. ONLY 40 MILES TO WESTERN SHORE, LESS THAN 60 MILES TO THE BEACH

  Ed Quidas Long & Foster Real Estate, Inc.

  24383 Robins Creek Rd, Preston, MD 21655
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  /33

  $369,000

  • 3 Beds
  • 2 Baths
  • 1,575 Sq Ft

  215 Apple Ln, Preston, MD 21655

  Welcome to this beautiful 3-bedroom, 2-bathroom home filled with wonderful updates throughout. As you arrive, you’ll immediately notice the brand-new roof, offering peace of mind for years to come. Step inside to discover a stunning updated kitchen featuring quartz countertops and stainless steel appliances, perfect for both everyday living and entertaining. With spring just around the corner,

  Amy Endzel Keller Williams Select Realtors of Annapolis

  215 Apple Ln, Preston, MD 21655
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  /39

  $419,900

  • 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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  /41

  $385,000

  • 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
• 

  

  /33

  $365,000 Coming Soon

  • 3 Beds
  • 2 Baths
  • 1,503 Sq Ft

  22285 Tanyard Rd, Preston, MD 21655

  Tucked away just outside of town, this charming 3-bedroom, 2-bathroom home offers the perfect blend of privacy and space on a beautiful 4-acre property. The land features a mix of open, cleared yard and mature woods, providing both room to roam and a peaceful natural setting. Inside, the home offers a comfortable and functional layout, ideal for everyday living. One of the bedrooms includes a

  Wes Russum Coldwell Banker Chesapeake Real Estate Company

  22285 Tanyard Rd, Preston, MD 21655
• 

  

  /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
• 

  

  /5

  $305,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  3390 Jefferson Pond Rd, Federalsburg, MD 21632

  Beautiful new construction in a charming, up-and-coming community! This 3-bedroom, 2-bath home features an open-concept layout with luxury vinyl plank flooring throughout the main living areas. The spacious kitchen offers granite countertops, modern finishes, and seamless flow into the living and dining spaces—perfect for entertaining. Built for peace of mind with 30-year architectural shingles,

  Amy Herr Keller Williams Realty

  3390 Jefferson Pond Rd, Federalsburg, MD 21632
• 

  

  /24

  $274,900

  • 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

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