Caroline County MD Homes for Sale

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  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 4,496 Sq Ft

  24800 Pealiquor Rd, Denton, MD 21629

  Experience timeless elegance and Eastern Shore charm at this beautifully restored 4-bedroom, 3.5-bath colonial retreat set on 7 acres along the Choptank River. Once known as “Hazelwood,” this historic Governor’s Mansion is one you don’t want to miss! Inside, you’ll find expansive formal and informal rooms flow seamlessly for entertaining and family living alike. This estate features refinished

  Christina Ginn Fathom Realty LLC

  24800 Pealiquor Rd, Denton, MD 21629
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  $639,000

  • 4 Beds
  • 4 Baths
  • 3,484 Sq Ft

  24324 Asbury Dr, Denton, MD 21629

  Lovely grand colonial with covered front porch located on almost 4 acres. The first floor offers a huge primary suite with walk in closet and bath with soaking tub, dual headed shower and double vanity.Dining room has gleaming hardwood floors with enough space to seat 20 people, lovely overhead chandelier and warming propane fireplace . Kitchen has all stainless appliances, plenty of

  Bonnie Johnson Keller Williams Realty

  24324 Asbury Dr, Denton, MD 21629
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  $217,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,365 Sq Ft

  Jefferson Plan at Riverwalk Terrace, Federalsburg, MD 21632

  The Jefferson is an open-concept 1,365 square foot two-story townhome with three bedrooms and two and a half bathrooms. The first floor is spacious with a large, thoughtfully designed kitchen with ample cabinet space, stainless steel appliances, a storage closet, and a peninsula island with space for seating. The kitchen is open to the living and dining area providing your ideal entertainment

  D.R. Horton Builder

  100 Riverwalk Terrace Unit 36203297, Federalsburg, MD 21632
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  $320,000

  • 5 Beds
  • 3 Baths
  • 2,122 Sq Ft

  212 Main St, Preston, MD 21655

  ***Unique Opportunity***Welcome to this spacious and well-cared-for property located in the peaceful town of Preston. The main home offers 5 generously sized bedrooms and 3 full bathrooms, providing ample space for comfortable family living or multi-generational needs. A large eat-in kitchen serves as the heart of the home, perfect for everyday meals or entertaining guests.This

  Ross Muir EXP Realty, LLC

  212 Main St, Preston, MD 21655
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  $225,000

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft

  1403 Blue Heron Dr, Denton, MD 21629

  BACK ON THE MARKET Buyer change of plans — which means you get another shot at this amazing home! Don’t miss it this time! Welcome Home to Low-Maintenance Living! 1403 Blue Heron Drive, Denton Step inside this cozy, turn-key 3-level townhome nestled in the highly desired Mallard Landing community! Boasting over 1,680 sq ft, this 3-bedroom, 2.5-bath residence.. The open-concept main floor is

  Dale Hunter Bayside Realty

  1403 Blue Heron Dr, Denton, MD 21629
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  $244,900

  • 1 Bath

  11146 Branch Ct, Denton, MD 21629

  1.65 Acres with Well and Septic in Place!! 3 Bay Garage with one Pass-thru Unit - Features include - extra storage, Office, Kitchenette,and Full Bath. Come Build your Dream Home.!! Lot features U shape Driveway with Plenty of parking and nicely landscaped with mature trees. . Check with County for all your many possiblities! Conviently located with in minutes to Downtown Denton, Choptank River

  Kathleen Brenton Brenton Realty Group

  11146 Branch Ct, Denton, MD 21629
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  $291,990 New Construction

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

  HELENA Plan at Kinnamon Meadows, Greensboro, MD 21639

  The Helena is an inviting 1,460 square foot cottage-style ranch home that offers four bedrooms, two bathrooms, and a one-car garage. The long, welcoming foyer of this home allows for the three guest bedrooms and guest bathroom to be separate from the living areas of the home. The oversized great room with an abundance of natural light is open to the kitchen making an ideal space to entertain or

  D.R. Horton Builder

  103 Park Ave Unit 36203274, Greensboro, MD 21639
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  $1,100,000

  • 6 Beds
  • 3.5 Baths
  • 3,704 Sq Ft

  13539 Hokum Dr, Greensboro, MD 21639

  A Private Eastern Shore Compound Designed for Living, Relaxing & Entertaining!Welcome to 13539 Hokum Drive, a rare Eastern Shore retreat offering privacy, amenities, and “room to breathe” on a gorgeous, partially wooded landscape. This isn’t just a home — it’s a full lifestyle setting, complete with multiple outbuildings, an in-ground pool, wooded trails, and incredible outdoor living spaces,

  Vincent Payne Realty Navigator

  13539 Hokum Dr, Greensboro, MD 21639
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  $339,900

  • 3 Beds
  • 1 Bath
  • 1,104 Sq Ft

  26623 Bee Tree Rd, Henderson, MD 21640

  OPEN HOUSE this Sat. 12/13/25 3-5pm! Outdoorsman’s Paradise on 4+ Acres! Discover your own private retreat with this beautifully updated countryside home, perfectly designed for comfort, adventure, and peaceful living. Recent upgrades include stylish and durable LVP flooring, a spacious, fully renovated bathroom, a fully encapsulated crawlspace, and a long-lasting metal roof for years of

  Rick Parreco RE/MAX Executive

  26623 Bee Tree Rd, Henderson, MD 21640
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  $279,000

  • 2 Beds
  • 1 Bath
  • 1,140 Sq Ft

  3540 Houston Branch Rd, Federalsburg, MD 21632

  Welcome to 3540 Houston Branch Rd. It was purchased in 2021 and has undergone extensive renovations. The interior was taken down to the studs. There is new drywall, flooring and sub flooring, a complete bath room, windows, kitchen cabinets, appliances and quartz counter tops. Even the electric was updated along with plumbing. Did I mention a new roof, well and septic system!! This is a perfect

  Eddie Matthews Benson & Mangold, LLC

  3540 Houston Branch Rd, Federalsburg, MD 21632
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  $355,000

  • 2 Beds
  • 1.5 Baths
  • 708 Sq Ft

  13306 Greensboro Rd, Greensboro, MD 21639

  Stunning waterfront renovation on the Choptank River—completely redone inside and out in 2025! This beautifully updated 2-bedroom, 1.5-bath home offers approximately 800± square feet of thoughtfully designed living space. Completely remodeled from top to bottom, the residence showcases modern design and high-end finishes throughout. Updates include all-new walls, bathrooms, appliances, kitchen

  Lisa Magnus Clark & Co Realty, LLC

  13306 Greensboro Rd, Greensboro, MD 21639
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  $459,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  13364 River Rd, Greensboro, MD 21639

  NEARING COMPLETION!!....Discover this stunning, newly built ranch-style home situated on a spacious 2.6 acre unrestricted lot. Perfect for those seeking privacy and tranquility, this beautifully appointed residence features 3 bedroom and 2 bathrooms, attached 2 car garage, rear deck, conditioned crawlspace, offering comfortable living in a serene setting. Thoughtfully designed with high quality

  Linda Moore Long & Foster Real Estate, Inc.

  13364 River Rd, Greensboro, MD 21639
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  $89,900

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  11584 Greensboro Rd, Greensboro, MD 21639

  This Craftsman style home offers a blank canvas for your vision of classic architectural elements for the discerning buyers. This property presents excellent investment potential. The solid construction provides a strong foundation for future appreciation. With thoughtful updates, this home could significantly increase in value while maintaining its distinctive character. The exterior storage

  Pamela Geib Long & Foster Real Estate, Inc.

  11584 Greensboro Rd, Greensboro, MD 21639
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  $239,999

  • 3 Beds
  • 1.5 Baths
  • 1,565 Sq Ft

  206 N Academy St, Greensboro, MD 21639

  *Seller is motivated and is now offering $5,000 in seller concessions with an acceptable offer.* Welcome home to 206 Academy Street — a beautifully updated 3-bedroom, 1.5-bath home in the heart of Greensboro. This charming property features a spacious living room and dining area, a large walk-in pantry, and a newly refreshed kitchen with brand-new cabinets (including a turnstyle corner cabinet),

  Heather Branham The Parker Group

  206 N Academy St, Greensboro, MD 21639
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  /2

  $55,000

  • Land
  • 4.17 Acres
  • $13,189 per Acre

  E/S MD RT480 Unknown, Hillsboro, MD 21641

  Seller is waiting for perk results from Caroline county health department

  Diane Wenk Wright Real Estate

  E/S MD RT480 Unknown, Hillsboro, MD 21641

Showing Results 121 - 135, Page 4 of 4