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Greensboro, MD Homes for Sale

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  • 111 Maple Ave, Greensboro, MD 21639
    111 Maple Ave, Greensboro, MD 21639
    111 Maple Ave, Greensboro, MD 21639
    /49

    $315,000

    • 4 Beds
    • 2 Baths
    • 2,774 Sq Ft

    111 Maple Ave, Greensboro, MD 21639

    Step into the timeless charm of this beautifully maintained circa-1880 home, where historic elegance meets thoughtful modern updates. Offering over 2,774 square feet of living space, this exceptional residence features 4 spacious bedrooms, 2 full bathrooms, and an abundance of original architectural character that has been lovingly preserved while incorporating today's modern

    Barbara McCaffrey Redfin Corp

    111 Maple Ave, 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

    $790,000

    $49K PRICE DROP
    • Land
    • 87 Acres
    • $9,080 per Acre

    000 Knife Box Rd, Greensboro, MD 21639

    PRICE IMPROVEMENT!!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

    Mike Arajakis Whitetail Properties Real Estate

    000 Knife Box Rd, Greensboro, MD 21639
  • 15078 Drapers Mill Rd, Greensboro, MD 21639
    15078 Drapers Mill Rd, Greensboro, MD 21639
    15078 Drapers Mill Rd, Greensboro, MD 21639
    /57

    $489,000

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft

    15078 Drapers Mill Rd, Greensboro, MD 21639

    A truly unique property offering multiple dwellings, abundant storage, and exceptional flexibility! The property features multiple residential structures, providing a variety of possibilities for extended family, guests, home offices, hobbies, or additional living space, three separate lots to make a total 7.944 acres.Car enthusiasts, contractors, and hobbyists will appreciate the spacious

    Kat Thompson Benson & Mangold, LLC.

    15078 Drapers Mill Rd, 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

    $280,000

    $25K PRICE DROP
    • 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
  • 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
  • 13790 Drapers Mill Rd, Greensboro, MD 21639
    13790 Drapers Mill Rd, Greensboro, MD 21639
    13790 Drapers Mill Rd, Greensboro, MD 21639
    /22

    $389,000

    $20K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,624 Sq Ft

    13790 Drapers Mill Rd, Greensboro, MD 21639

    4 bedroom 2 bath rancher on 3.6 spacious acres on the headwaters of the Choptank.

    Scott Judy Coldwell Banker Waterman Realty

    13790 Drapers Mill Rd, Greensboro, MD 21639
  • lot 4 River Rd, Greensboro, MD 21639
    lot 4 River Rd, Greensboro, MD 21639
    lot 4 River Rd, Greensboro, MD 21639
    /15

    $147,000

    • Land
    • 5.62 Acres
    • $26,157 per Acre

    lot 4 River Rd, Greensboro, MD 21639

    Peaceful 5.62 acre wooded lot located on the outskirts of Greensboro. Perc approved for a conventional tile septic system for up to a 4-bedroom home. Discover the perfect blend of natural beauty and rural tranquility on this perc-approved building lot, ready for your dream home. Create your own private nature retreat and enjoy peaceful country living surrounded by nature, all while being within a

    Allie Harris Taylor Properties

    lot 4 River 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

    $284,900

    $45K 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

    Kathleen Brenton Brenton Realty Group

    115 Boyce Mill Rd, 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

    $359,000

    $20K PRICE DROP
    • 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
  • 707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    /8

    $130,000

    • Land
    • 1.01 Acres
    • $128,713 per Acre

    707 W Sunset Ave, Greensboro, MD 21639

    Several individual parcels on Sunset, Cosden and Harold Streets. One parcel has a large 50' x 70' Morton style building, town water is on site and sewer is available. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639
  • 506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    /15

    $289,900

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,320 Sq Ft

    506 Pintail St, Greensboro, MD 21639

    Nearly new ranch style home with large front porch. Three bedrooms and two full baths plus spacious laundry room enhance this home. Large kitchen with center island with stainless appliances and granite countertops are a focal point of this open floor plan. Move in ready and waiting for a new family!

    Bonnie Johnson Keller Williams Realty

    506 Pintail St, Greensboro, MD 21639
  • 101 Parkland Rd, Greensboro, MD 21639
    101 Parkland Rd, Greensboro, MD 21639
    101 Parkland Rd, Greensboro, MD 21639
    /30

    $299,000

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

    101 Parkland Rd, Greensboro, MD 21639

    Just a few months old and ready for you to move right in! This beautifully maintained 3-bedroom, 2-bath rancher offers the ease of one-level living with a bright, open layout and the benefits of a nearly brand-new home—without the wait.The spacious kitchen and living areas flow seamlessly together, creating an inviting space for everyday living and entertaining. The seller even added a

    Maryn LeClair Chesapeake Real Estate Associates, LLC

    101 Parkland Rd, 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
    /14

    $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
  • 412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    412 N Main St, Greensboro, MD 21639
    /70

    $359,900

    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    412 N Main St, Greensboro, MD 21639

    RENOVATED RANCH ON 0.73 ACRE WITH IN-GROUND POOL & 3 GARAGES!Welcome to this charming ranch-style home, where classic character meets modern comfort. This spacious residence features three inviting bedrooms and two full bathrooms, providing plenty of room for both everyday living and relaxation. The beautifully renovated kitchen and bathrooms, along with fresh interior and exterior paint,

    neveela gondal Keller Williams Realty Central-Delaware

    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

    $279,900

    $40K 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
  • 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 31, 2027. The property is well-maintained and conveniently located near local amenities, schools, and major routes.Please allow adequate notice for all showings.

    emily conley Taylor Properties

    105 Lincoln 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 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 the

    D.R. Horton Builder
    121 Hobbs St, 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
  • 0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    0 Mill & Lincoln St, Greensboro, MD 21639
    /8

    $69,000

    $16K PRICE DROP
    • Land
    • 32,234 Sq Ft
    • $93,243 per Acre

    0 Mill & Lincoln St, Greensboro, MD 21639

    With LAND becoming less and less available, here is your opportunity to own 3 PARCELS in the Town of Greensboro!! At least one of which has a hooked up Water/Sewer account, so INSTANT SAVINGS on no tap fee!! AND WITH THIS NEW PRICE, DON'T HESITATE -- GREAT PRICE & GREAT OPPORTUNITY! Parcels are believed to total approximately 0.74 Acres, more or less. Abandoned dwelling exists in the center of

    Erin Anderson Chesapeake Real Estate Associates, LLC

    0 Mill & Lincoln St, Greensboro, MD 21639
  • 108 N Academy St, Greensboro, MD 21639
    108 N Academy St, Greensboro, MD 21639
    108 N Academy St, Greensboro, MD 21639
    /31

    $269,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    108 N Academy St, Greensboro, MD 21639

    This charming cape cod home is waiting for your creative touches! Lots of room on three floors. The main floor boasts a large living room with new vinyl flooring. A separate dining room, large kitchen, full bath and mudroom with washer and dryer. The second floor has four spacious bedrooms and a charming vintage bath with claw foot tub! The basement is a perfect place for crafts, hobbies and

    Marcia Rostien Long & Foster Real Estate, Inc.

    108 N Academy St, Greensboro, MD 21639
  • 320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    /51

    $389,900

    • 3 Beds
    • 2 Baths
    • 1,816 Sq Ft

    320 N Main St, Greensboro, MD 21639

    Welcome to 320 N Main St in the charming town of Greensboro! Step inside and discover a home that immediately invites you to kick off your shoes and stay awhile. Situated on a spacious half-acre lot, this 3-bedroom, 2.5-bath home offers the perfect blend of comfort, functionality, and style. The beautifully updated kitchen is sure to impress, featuring a five-burner gas range, stainless steel

    Karen Clark Clark & Co Realty, LLC

    320 N Main St, Greensboro, MD 21639
  • 25722 Old Mill Ln, Greensboro, MD 21639
    25722 Old Mill Ln, Greensboro, MD 21639
    25722 Old Mill Ln, Greensboro, MD 21639
    /28

    $649,997

    • 4 Beds
    • 3.5 Baths
    • 2,758 Sq Ft

    25722 Old Mill Ln, Greensboro, MD 21639

    Spacious, versatile, and made for both everyday living and entertaining, this 4-bedroom, 4.5-bath home offers an incredible amount of space inside and out. The heart of the home is the stunning kitchen, which opens to a large dining area and generous living space, creating an easy flow for gatherings of any size. Each bedroom is spacious and thoughtfully positioned, while the primary suite stands

    Alyson Anderson Allfirst Realty, Inc.

    25722 Old Mill Ln, Greensboro, MD 21639
Maryland Caroline County

Real Estate & Homes for Sale in Greensboro, MD

Why Live in Greensboro

Greensboro, MD is a tranquil riverside town located along the Choptank River in Caroline County. Founded in 1732 and originally named Bridge Towne, Greensboro evolved from a trade hub into a quiet village with a rich history in shipbuilding and agriculture. Homebuyers can find a variety of traditional home styles, including Nationals and colonials from the 1800s, modern ranch-style houses, and newer Colonial Revivals and cottages. Main Street offers shopping essentials with stores like Dollar General, Save a Lot, and Family Dollar, while dining spots include La Delizia Pizza and Tenchi Spanish American Kitchen. For larger shopping needs, residents often travel 7 miles south to Denton. The Greensboro Volunteer Fire Company hosts community events such as the annual carnival in July, a fall tractor pull, and the Greensboro Music Fest & Car Show in September. Outdoor recreation is abundant with the Greensboro Community Park providing a boat ramp for kayaking and fishing, and the Pelot Bird Sanctuary offering trails for birdwatching. Skydive Chesapeake, located 5 miles west, offers tandem and solo skydiving experiences. Tuckahoe State Park, less than 10 miles away, features nearly 20 miles of hiking trails. Commuting is facilitated by Greensboro Road, which connects to State Route 404, and Baltimore/Washington International Airport is 60 miles away.

Learn more about living in Greensboro

Greensboro, MD Home Prices

Greensboro, MD
Median Home Price
$292,990
Median Sale Price
$288,495
+1% YoY
Avg. Price per Square Foot
$207
Median Single Family Price
$291,990
Median Townhouse Price
$239,900
Median Condo Price
$140,000
Total Active Listings
22 listings
Market Conditions
2 Months of Supply
Seller's Market

Frequently Asked Questions

What is the average home price in Greensboro, MD?
Homes for sale in Greensboro, MD have an average home price of $326,178.
How many homes have sold over the last 12 months in Greensboro, MD?
94 homes have sold in Greensboro, MD over the last 12 months.
What is the average household income in Greensboro, MD?
The average household income in Greensboro, MD is $67K.
What are the most popular zip codes in Greensboro, MD?
The most popular zip codes in Greensboro, MD include 21639, 21660, 21636, 19943 and 21629.
How much do you need to make to afford a house in Greensboro?
The median home price in Greensboro is $292,990. If you put a 20% down payment of $58,600 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $1,550 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $66K a year to afford the median home price in Greensboro. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Greensboro is $67K.
How are the schools in Greensboro, MD?
Greensboro, MD has highly rated public and private schools. Some of the best schools in Greensboro based on Niche Grades are Greensboro Elementary School, Lockerman Middle School and North Caroline High School. Browse all the schools in Greensboro, MD to learn more.
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