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Homes for Sale in 21639

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  • 25389 Kent St, Greensboro, MD 21639
    25389 Kent St, Greensboro, MD 21639
    25389 Kent St, Greensboro, MD 21639
    /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
  • 000 Knife Box Rd, Greensboro, MD 21639
    000 Knife Box Rd, Greensboro, MD 21639
    000 Knife Box Rd, Greensboro, MD 21639
    /73

    $839,000

    • Land
    • 87 Acres
    • $9,644 per Acre

    000 Knife Box Rd, Greensboro, MD 21639

    Located just outside Greensboro in Caroline County, Maryland, this exceptional 87 acre property offers a rare combination of income-producing farmland, diverse wildlife habitat, scenic natural features, and a highly developed hunting setup. The property consists of approximately 50 acres of mature woodland and 37 acres of productive tillable acreage, creating an ideal blend of recreational and

    Mike Arajakis Whitetail Properties Real Estate

    000 Knife Box Rd, Greensboro, MD 21639
  • 0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    /8

    $85,000

    • Land
    • 32,234 Sq Ft
    • $114,865 per Acre

    0 Mill & Lincoln St, Greensboro, MD 21639

    3 Parcels in the Town of Greensboro!! One of which has a hooked up Water/Sewer account, so instant savings on no tap fee!! Parcels are believed to total approximately 0.74 Acres, more or less. Abandoned dwelling exists in the center of the parcels, in need of tear down or possible major renovation. Town of Greensboro building codes and ordinances are online their website. NOTE: The parcel numbers

    Erin Anderson Chesapeake Real Estate Associates, LLC

    0 Mill & Lincoln St, Greensboro, MD 21639
  • 26927 Boyce Mill Rd, Greensboro, MD 21639
    26927 Boyce Mill Rd, Greensboro, MD 21639
    26927 Boyce Mill Rd, Greensboro, MD 21639
    /61

    $630,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 3,725 Sq Ft

    26927 Boyce Mill Rd, Greensboro, MD 21639

    Nestled on 5 beautiful acres, this spacious 4-bedroom, 3.5-bath home offers the perfect blend of privacy, comfort, and country living. Approximately 1.8 acres are wooded, providing a peaceful backdrop and frequent visits from local wildlife, while the remaining acreage is cleared and ideal for outdoor enjoyment. The inviting front porch overlooks the private rural setting, while the interior

    Barbara Blosser Long & Foster Real Estate, Inc.

    26927 Boyce Mill Rd, Greensboro, MD 21639
  • 103 Elmor Ct, Greensboro, MD 21639
    103 Elmor Ct, Greensboro, MD 21639
    103 Elmor Ct, Greensboro, MD 21639
    /41

    $399,900

    • 5 Beds
    • 3 Baths
    • 2,232 Sq Ft

    103 Elmor Ct, Greensboro, MD 21639

    Welcome to 103 Elmor Court! Located on a quiet cul-de-sac in the heart of Greensboro, this spacious home offers room to grow with 5 bedrooms, 3 full bathrooms, and the potential for a 6-bedroom layout with the simple addition of a door. Designed for both everyday living and entertaining, the 2200+ square foot home features multiple living spaces, an open and functional floor plan, a formal dining

    BJ Kilby Eastern Shore Real Estate, LLC

    103 Elmor Ct, Greensboro, MD 21639
  • 110 N School St, Greensboro, MD 21639
    110 N School St, Greensboro, MD 21639
    110 N School St, Greensboro, MD 21639
    /68

    $349,500

    • 3 Beds
    • 2 Baths
    • 1,436 Sq Ft

    110 N School St, Greensboro, MD 21639

    Pride of ownership is shown from top to bottom in this magnificent rancher! This custom-built home was completed in June 2025 and is like new. The owner took much pride in everything he installed/built and makes this home very desirable. The nine-foot (9') ceilings add the feeling of openness to go with the open floor plan of the living room/dining area/kitchen with an easy flow from one area to

    Agent Photo

    Bonnie Duley

    Long & Foster Real Estate, Inc.

    (667) 281-0954

    110 N School St, Greensboro, MD 21639
  • 410 Wood Duck Dr, Greensboro, MD 21639
    410 Wood Duck Dr, Greensboro, MD 21639
    410 Wood Duck Dr, Greensboro, MD 21639
    /42

    $379,000

    • 4 Beds
    • 3.5 Baths
    • 2,712 Sq Ft

    410 Wood Duck Dr, Greensboro, MD 21639

    Welcome to this spacious three-level home offering flexible living space and a functional floor plan! The main level features a bright living room that flows in the open kitchen. Separate dining room for those family gatherings. Also, on this level is a half bath and a small guest bedroom or turn into your reading area or an office space. Upstairs, you'll find three additional bedrooms and the

    Pamela Geib Long & Foster Real Estate, Inc.

    410 Wood Duck Dr, Greensboro, MD 21639
  • 125 Hobbs St, Greensboro, MD 21639
    125 Hobbs St, Greensboro, MD 21639
    /2

    $279,990

    New Construction $7K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    125 Hobbs St, Greensboro, MD 21639

    Discover 125 Hobbs Street, a new home under-construction in the quaint Kinnamon Meadows community of Greensboro, MD. The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms, two bathrooms, and a two-car driveway. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the

    D.R. Horton Builder
    125 Hobbs St, Greensboro, MD 21639
  • 121 Hobbs St, Greensboro, MD 21639
    121 Hobbs St, Greensboro, MD 21639
    /2

    $299,990

    New Construction $2K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,460 Sq Ft

    121 Hobbs St, Greensboro, MD 21639

    Come discover 121 Hobbs Street, a new home soon to be under construction in the quaint Kinnamon Meadows community of Greensboro, MD. 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

    D.R. Horton Builder
    121 Hobbs St, Greensboro, MD 21639
  • 25519 Linhard Ln, Greensboro, MD 21639
    25519 Linhard Ln, Greensboro, MD 21639
    /2

    $390,000

    Coming Soon
    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    25519 Linhard Ln, Greensboro, MD 21639

    Coming Soon! Enjoy the peace and privacy of country living on this lovely 4.68-acre property. This well-maintained one-level rancher features durable luxury vinyl plank (LVP) flooring and an upgraded kitchen with elegant quartz countertops, ample cabinetry.This home offers 3 bedrooms and 2 full baths, providing comfortable living space for family and guests. Exterior features include

    Jimmy White Long & Foster Real Estate, Inc.

    25519 Linhard Ln, Greensboro, MD 21639
  • 407 W Sunset Ave, Greensboro, MD 21639
    407 W Sunset Ave, Greensboro, MD 21639
    407 W Sunset Ave, Greensboro, MD 21639
    /40

    $305,000

    • 5 Beds
    • 2 Baths
    • 1,884 Sq Ft

    407 W Sunset Ave, Greensboro, MD 21639

    Charming 5BR detached home, located in a quiet neighborhood in Greensboro. Experience the great outdoors in your own backyard on a nearly 1/2 acre lot, adjacent to 140 acres of farmland. Enjoy the 'Sunset' from the 320 sf sunroom with sliding glass doors, or sit outside to watch the sunrise on the new 230 sf wooden front porch. Several updates include replacement windows, upgraded plumbing &

    Raphael Szendro R&R Executive Realty

    407 W Sunset Ave, Greensboro, MD 21639
  • 11502 Greensboro Rd, Greensboro, MD 21639
    11502 Greensboro Rd, Greensboro, MD 21639
    11502 Greensboro Rd, Greensboro, MD 21639
    /16

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,892 Sq Ft

    11502 Greensboro Rd, Greensboro, MD 21639

    This is an auction property.This property has been placed in an upcoming event. Please reach out to the listing agent on where the bids are to be submitted. Please submit any pre-auction offer received through the property details page, please reach out to the listing agent. Any post-auction offers will need to be submitted directly to the listing agent. Response within 3 business days. All

    Pamela Geib Long & Foster Real Estate, Inc.

    11502 Greensboro Rd, Greensboro, MD 21639
  • 109 Hobbs St, Greensboro, MD 21639
    109 Hobbs St, Greensboro, MD 21639
    109 Hobbs St, Greensboro, MD 21639
    /23

    $304,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    109 Hobbs St, Greensboro, MD 21639

    Welcome to 109 Hobbs Street where a new home can be yours in Kinnamon Meadows in Greensboro, MD. This home is not currently under construction. The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or

    D.R. Horton Builder
    109 Hobbs St, Greensboro, MD 21639
  • 14236 Drapers Mill Rd, Greensboro, MD 21639
    14236 Drapers Mill Rd, Greensboro, MD 21639
    14236 Drapers Mill Rd, Greensboro, MD 21639
    /29

    $750,000

    • 3 Beds
    • 2 Baths
    • 4,580 Sq Ft

    14236 Drapers Mill Rd, Greensboro, MD 21639

    STOP, LOOK, and READ...this may be exactly the property you’ve been searching for!! RESIDENTIAL / COMMERCIAL OPPORTUNITY – Zoned C-2, this versatile multi-use property offers endless possibilities! Relocate your business, expand to a second location, or launch your next venture while enjoying the convenience of living and working side by side on this incredible 2+ acre property. This unique

    Karen Clark Clark & Co Realty, LLC

    14236 Drapers Mill Rd, Greensboro, MD 21639
  • 25910 Fox Grape Rd, Greensboro, MD 21639
    25910 Fox Grape Rd, Greensboro, MD 21639
    25910 Fox Grape Rd, Greensboro, MD 21639
    /27

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,311 Sq Ft

    25910 Fox Grape Rd, Greensboro, MD 21639

    Quiet living in Fox Grape Farms. Whether you are downsizing or just starting out, this home offers one-level living with 3 bedrooms, 2 full baths and an open living room that flows into the dining area. Situated on a 0.60 +/- parcel, the property also features two (2) storage sheds. Located approximately 7 miles from Denton, MD, 11 miles from Tuckahoe State Park and 16 miles from the Harrington

    John Fifer Brokers Realty Group, LLC

    25910 Fox Grape Rd, Greensboro, MD 21639
  • 115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    /29

    $299,900

    $30K PRICE DROP
    • 4 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    115 Boyce Mill Rd, Greensboro, MD 21639

    Welcome to this charming, Cape-Cod with a Full Unfinished basement—perfectly nestled on a spacious 1/2 Acre! This property gives you that “welcome home” feeling the moment you arrive. Inside, you’ll find a bright and inviting living area featuring a cozy electric fireplace insert and beautiful wood‐beam accents. The freshly renovated kitchen is thoughtfully designed and opens seamlessly to the

    Kathleen Brenton Brenton Realty Group

    115 Boyce Mill Rd, Greensboro, MD 21639
  • 13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    /24

    $445,000

    New Construction $4K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,712 Sq Ft

    13926 Quail Ct, Greensboro, MD 21639

    Brand‐new construction in a peaceful country setting! Enjoy effortless one‐level living in this bright, open‐concept rancher designed for comfort and convenience. The spacious living, dining, and kitchen areas flow seamlessly together, creating an inviting space for everyday life and entertaining. The expansive primary suite sits privately on one side of the home and features a walk‐in closet and

    Amanda Morgan Brenton Realty Group

    13926 Quail Ct, Greensboro, MD 21639
  • 105 Lincoln St, Greensboro, MD 21639
    105 Lincoln St, Greensboro, MD 21639
    /2

    $215,000

    • 3 Beds
    • 1 Bath
    • 756 Sq Ft

    105 Lincoln St, Greensboro, MD 21639

    Tenant-occupied property offering an excellent investment opportunity with immediate rental income. Current lease in place through July 31st. Tenants have expressed interest in renewing and would prefer to stay, providing potential for continued occupancy. Property is well-maintained and conveniently located near local amenities, schools, and major routes.Please allow adequate notice for all

    emily conley Taylor Properties

    105 Lincoln St, Greensboro, MD 21639
  • 412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    /43

    $364,000

    $11K PRICE DROP
    • 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 the cozy light filled living-dining area, the versatile bonus room/office and the entertainment-ready basement with a unique custom bar.

    Karen Clark Clark & Co Realty, LLC

    412 N Main St, Greensboro, MD 21639
  • 309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    /30

    $299,900

    $20K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,791 Sq Ft

    309 N Main St, Greensboro, MD 21639

    This exquisite Colonial-style home, thoughtfully renovated in 2019, seamlessly blends classic charm with modern luxury. Spanning 1,791 square feet, this residence offers a warm and inviting atmosphere, perfect for creating lasting memories. Step inside to discover a beautifully designed interior featuring engineered luxury vinyl plank flooring that exudes elegance and durability. The heart of the

    Eddie Matthews Benson & Mangold, LLC

    309 N Main St, Greensboro, MD 21639
  • 13306 Greensboro Rd, Greensboro, MD 21639
    13306 Greensboro Rd, Greensboro, MD 21639
    13306 Greensboro Rd, Greensboro, MD 21639
    /48

    $299,000

    $56K PRICE DROP
    • 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
  • 25548 Hill Rd, Greensboro, MD 21639
    25548 Hill Rd, Greensboro, MD 21639
    25548 Hill Rd, Greensboro, MD 21639
    /13

    $435,000

    • Studio
    • 7,260 Sq Ft

    25548 Hill Rd, Greensboro, MD 21639

    HUGE POTENTIAL. Residential/commercial property combined. 4 residential units available. Two units occupied with annual leases (one at $700.00 and the other at $725.00). Two units vacant (one needs some work and the other needs extensive work. All 4 units are Certified Lead Free. Large main section is gutted and has excellent potential for apartments, etc. Buyer and or Buyer's agent to

    Rosa Tyre Kelark Real Estate

    25548 Hill Rd, Greensboro, MD 21639
  • 103 Park Ave Unit 36203275, Greensboro, MD 21639
    103 Park Ave Unit 36203275, Greensboro, MD 21639
    103 Park Ave Unit 36203275, Greensboro, MD 21639
    /24

    $294,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,219 Sq Ft

    Sullivan Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Sullivan is a charming 1,219-square-foot, cottage-style ranch home featuring three bedrooms, two bathrooms, and a one-car garage. Just off the foyer, two spacious guest bedrooms and a shared full bathroom offer comfort and privacy for family or visitors. The open-concept kitchen boasts stainless steel appliances, modern cabinetry, and an optional island with seating that is perfect for casual

    D.R. Horton Builder
    103 Park Ave Unit 36203275, Greensboro, MD 21639
  • 103 Park Ave Unit 36203273, Greensboro, MD 21639
    103 Park Ave Unit 36203273, Greensboro, MD 21639
    103 Park Ave Unit 36203273, Greensboro, MD 21639
    /22

    $269,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft

    Perry Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Perry, a 1,059 square foot open concept cottage-style ranch home, offers two bedrooms and two bathrooms. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for entertaining guests or enjoying family time. The well-equipped kitchen is complete with modern cabinetry, stainless steel appliances, a spacious peninsula

    D.R. Horton Builder
    103 Park Ave Unit 36203273, Greensboro, MD 21639
  • 103 Park Ave Unit 36203276, Greensboro, MD 21639
    103 Park Ave Unit 36203276, Greensboro, MD 21639
    103 Park Ave Unit 36203276, Greensboro, MD 21639
    /3

    $282,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,182 Sq Ft

    Curtis Plan at Kinnamon Meadows, Greensboro, MD 21639

    The Curtis is a 1,182 square foot, cottage-style ranch home with three bedrooms and two bathrooms. As you enter the home through the front porch, this thoughtfully designed home has a grand open concept living area that leads into the spacious kitchen. To the right, a long, main hallway allows for the two guest bedrooms and guest bathroom to be separate from the living areas of the home. Along

    D.R. Horton Builder
    103 Park Ave Unit 36203276, Greensboro, MD 21639
  • 103 Park Ave Unit 36203274, Greensboro, MD 21639
    103 Park Ave Unit 36203274, Greensboro, MD 21639
    /2

    $298,990

    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
Maryland Caroline County Greensboro 21639

Real Estate & Homes for Sale in 21639

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