24

Greensboro, MD Homes for Sale

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  • 12820 Porters Landing Rd, Greensboro, MD 21639
    12820 Porters Landing Rd, Greensboro, MD 21639
    12820 Porters Landing Rd, Greensboro, MD 21639
    /73

    $749,900

    • 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

    Agent Photo

    Penny Hollis

    Keller Williams Select Realtors of Annapolis

    (410) 834-0596

    12820 Porters Landing Rd, Greensboro, MD 21639
  • 25999 Fox Grape Rd, Greensboro, MD 21639
    25999 Fox Grape Rd, Greensboro, MD 21639
    25999 Fox Grape Rd, Greensboro, MD 21639
    /27

    $379,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    25999 Fox Grape Rd, Greensboro, MD 21639

    Welcome to this beautifully updated 4-bedroom, 2-bath home nestled in the peaceful Fox Grape Farms community. This move-in-ready property features a recently remodeled kitchen and bathrooms, along with refinished hardwood floors that add warmth and charm throughout. Set on a serene half-acre wooded lot, the home offers wonderful outdoor living with an 8' x 14' enclosed porch, a rear deck with a

    Amy Betts Coldwell Banker Realty

    25999 Fox Grape Rd, Greensboro, MD 21639
  • 320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    320 N Main St, Greensboro, MD 21639
    /40

    $460,000

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

    320 N Main St, Greensboro, MD 21639

    Welcome to 320 N Main St in the quaint town of Greensboro, where you'll find a home that invites you to kick off your shoes and stay a while. This residence sits on a half-acre lot and features three bedrooms and 2.5 baths, offering an ideal balance of space, comfort, and style. The beautifully updated kitchen is ready for all your culinary adventures, boasting a five-burner gas range, stainless

    Karen Clark Clark & Co Realty, LLC

    320 N Main St, Greensboro, MD 21639
  • 0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639
    /15

    $409,000 New Construction

    • 3 Beds
    • 2 Baths

    0 Quail Ct Unit MDCM2006742, Greensboro, MD 21639

    TBB....This beautifully designed rancher offers 3 bedrooms and 2 full baths with an open-concept floor plan and cathedral ceilings in the main living area. The builder includes a generous package of upgrades at no additional cost. Enjoy an oversized attached two-car garage and a rear deck perfect for outdoor living. Situated on a cleared 1-acre lot in a private rural setting, this home offers the

    Barbara Blosser Long & Foster Real Estate, Inc.

    0 Quail Ct Unit MDCM2006742, 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

    $375,000 Coming Soon

    • 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
  • 13306 Greensboro Rd, Greensboro, MD 21639
    13306 Greensboro Rd, Greensboro, MD 21639
    13306 Greensboro Rd, Greensboro, MD 21639
    /48

    $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
  • 515 Vaughn Ave, Greensboro, MD 21639
    515 Vaughn Ave, Greensboro, MD 21639
    515 Vaughn Ave, Greensboro, MD 21639
    /35

    $249,900

    • 4 Beds
    • 0.5 Baths
    • 1,756 Sq Ft

    515 Vaughn Ave, Greensboro, MD 21639

    This charming home in Cedar Run is set to shine with a major refresh in 2026, blending modern comforts with classic appeal. Spanning 1,756 sq. ft. , this end-of-row home offers a cozy atmosphere perfect for creating lasting memories. The spacious layout features an attached garage, providing convenience and ease. Nestled in a vibrant community, residents enjoy access to nearby parks, perfect for

    Chad Muse KD Realty Inc

    515 Vaughn 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

    $286,990 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
  • 511 Bernard Ave, Greensboro, MD 21639
    511 Bernard Ave, Greensboro, MD 21639
    511 Bernard Ave, Greensboro, MD 21639
    /43

    $245,000

    • 3 Beds
    • 1 Bath
    • 1,385 Sq Ft

    511 Bernard Ave, Greensboro, MD 21639

    Spacious rancher located on a double lot, over one-third of an acre, plenty of room for outdoor activities or potential future expansion. This home features solid construction and has had significant updates in the past 3-4 years, including a new roof, new windows, and a new HVAC system, adding considerable value and reduces the worry about major repairs in the near future. Inside the residence

    Karen Clark Clark & Co Realty, LLC

    511 Bernard Ave, 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

    $266,990 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
  • 408 Bernard Ave, Greensboro, MD 21639
    408 Bernard Ave, Greensboro, MD 21639
    408 Bernard Ave, Greensboro, MD 21639
    /11

    $262,500

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

    408 Bernard Ave, Greensboro, MD 21639

    This charming ranch-style home in the serene Town of Greensboro offers a perfect blend of comfort and functionality. With 1,232 square feet of well-designed living space, this residence features three inviting bedrooms and two full bathrooms, ideal for both relaxation and entertaining. Step inside to discover a warm and welcoming atmosphere, highlighted by plush carpeting and stylish vinyl

    Daniel Hill Long & Foster Real Estate, Inc.

    408 Bernard Ave, 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
  • 517 W Sunset Ave, Greensboro, MD 21639
    517 W Sunset Ave, Greensboro, MD 21639
    517 W Sunset Ave, Greensboro, MD 21639
    /4

    $345,000

    • Studio
    • 2,260 Sq Ft

    517 W Sunset Ave, Greensboro, MD 21639

    Three unit apartment building. Two 1bedroom apartments, one 2 bedroom. Fully leased with positive income to support expense and debt service

    Randy Staats Benson & Mangold, LLC

    517 W Sunset Ave, Greensboro, MD 21639
  • 25361 Calvert Dr, Greensboro, MD 21639
    25361 Calvert Dr, Greensboro, MD 21639
    25361 Calvert Dr, Greensboro, MD 21639
    /70

    $324,500

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft

    25361 Calvert Dr, Greensboro, MD 21639

    Water privileged, privacy and lots of space, over 1,800 sqft with 3 bedrooms and 2 full baths. You won t want to miss this one. Lots of space for entertaining inside and out. Inside you will find new floors in kitchen and laundry room, recently purchased stainless appliances, fresh painted walls, updated bathroom, large open floor plan, and a sun room overlooking the large, fenced-in yard.

    Chris Rosendale CR Realty

    25361 Calvert Dr, Greensboro, MD 21639
  • 12459 Kibler Rd, Greensboro, MD 21639
    12459 Kibler Rd, Greensboro, MD 21639
    12459 Kibler Rd, Greensboro, MD 21639
    /35

    $599,000

    • 4 Beds
    • 2 Baths
    • 1,771 Sq Ft

    12459 Kibler Rd, Greensboro, MD 21639

    Outstanding small farm property on quiet country road! This spacious home features 3-4 bedrooms and two baths, kitchen with new stainless steel appliances, breakfast bar and dining area. The large living room with wood floors over look the expansive front yard and opens to the front porch where you can enjoy your morning coffee. In the rear of the home there is a large family room that offers a

    Marcia Rostien Long & Foster Real Estate, Inc.

    12459 Kibler 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
    /3

    $276,990 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
  • 12739 Greensboro Rd, Greensboro, MD 21639
    12739 Greensboro Rd, Greensboro, MD 21639
    12739 Greensboro Rd, Greensboro, MD 21639
    /28

    $305,000

    • 3 Beds
    • 2 Baths
    • 1,614 Sq Ft

    12739 Greensboro Rd, Greensboro, MD 21639

    Welcome home! You've got to come see this well maintained 3-bedroom, 2-bath home offering comfort, character, and charm. Sitting on just over one acre, this property blends peaceful living with everyday convenience, located only a short drive from grocery stores, restaurants, and is roughly 30 minutes from both Dover and Milford. Step inside to find hardwood floors that add warmth and charm to

    Amy Mullen Iron Valley Real Estate Ocean City

    12739 Greensboro Rd, Greensboro, MD 21639
  • 309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    309 N Main St, Greensboro, MD 21639
    /36

    $319,900

    • 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
  • 2 N Main St, Greensboro, MD 21639
    2 N Main St, Greensboro, MD 21639
    2 N Main St, Greensboro, MD 21639
    /19

    $50,000

    • Land
    • 0.37 Acre
    • $135,135 per Acre

    2 N Main St, Greensboro, MD 21639

    Cleared and ready for your vision! This 1/3+ acre in-town parcel offers the perfect canvas for your new build. Buyer to perform all due diligence with the Town regarding development requirements, including costs for water and sewer allocation.

    Karen Clark Clark & Co Realty, LLC

    2 N Main St, Greensboro, MD 21639
  • 707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    707 W Sunset Ave, Greensboro, MD 21639
    /10

    $157,499

    • Land
    • 1.01 Acres
    • $155,940 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 and sewer are available. The offering does seem to have some ownership of another parcel consisting of Cosden St. Any interested buyer should perform their own suitable level of due diligence.

    BRIAN MORRIS The Land Group

    707 W Sunset Ave, Greensboro, MD 21639
  • 218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    218 E Sunset Ave, Greensboro, MD 21639
    /24

    $199,000

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    218 E Sunset Ave, Greensboro, MD 21639

    This charming 3-bedroom, 1-bath home sits just across the street from the beautiful Choptank River, offering water views right from your doorstep. Enjoy the benefits of solar panels for lower energy costs.The property also includes a spacious 24’ x 28’ detached garage—perfect for vehicles, a workshop, or extra storage. Whether you’re looking for your first home or looking to downsize this

    Stevie Brummell Keller Williams Realty

    218 E Sunset Ave, Greensboro, MD 21639
  • 103 Park Ave Unit 36203274, Greensboro, MD 21639
    103 Park Ave Unit 36203274, Greensboro, MD 21639
    /2

    $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
  • 13539 Hokum Dr, Greensboro, MD 21639
    13539 Hokum Dr, Greensboro, MD 21639
    13539 Hokum Dr, Greensboro, MD 21639
    /99

    $1,099,000

    • 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
  • 25056 E Cherry Ln, Greensboro, MD 21639
    25056 E Cherry Ln, Greensboro, MD 21639
    25056 E Cherry Ln, Greensboro, MD 21639
    /4

    $5,250,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,150 Sq Ft

    25056 E Cherry Ln, Greensboro, MD 21639

    Beautiful farmstead situated on 410± acres, featuring 355± acres of highly productive tillable ground with approximately 210± acres under irrigation. The irrigation system consists of two pivots supplied by well water, supporting efficient and reliable crop production. The property includes a very well-maintained two-story, custom home that offers comfort, space and functionality. The upper level

    Michael Davis Phoenix Real Estate

    25056 E Cherry Ln, Greensboro, MD 21639
Maryland Caroline County Greensboro

Real Estate & Homes for Sale in Greensboro, MD

Why Live in Greensboro

Greensboro might be a small town, but residents find a big heart with local staples and community gatherings. Situated along the Choptank River, it offers a chunk of traditional suburban life while surrounded by miles of farmland in every direction. ...

Learn more about living in Greensboro

Frequently Asked Questions

What is the average home price in Greensboro, MD?
Homes for sale in Greensboro, MD have an average home price of $317,510.
Are home prices dropping in Greensboro?
Yes, home prices in Greensboro are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Greensboro, MD?
80 homes have sold in Greensboro, MD over the last 12 months.
What are the most popular zip codes in Greensboro, MD?
The most popular zip codes in Greensboro, MD include 21639, 21636, 21660, 19943 and 21629.
How much do you need to make to afford a house in Greensboro?
The median home price in Greensboro is $280,000. If you put a 20% down payment of $56,000 and had a 30-year fixed mortgage with an interest rate of 6.1%, your estimated principal and interest payment would be $1,360 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $58K a year to afford the median home price in Greensboro. Learn how much home you can afford with our Home Affordability Calculator.
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.

Home Trends in Greensboro, MD

On average, homes in Greensboro, MD sell after 60 days on the market compared to the national average of 53 days. The median sale price for homes in Greensboro, MD over the last 12 months is $276,990, down 14% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$276,990
Median Single Family Sale Price
$280,995
Median Townhouse Sale Price
$242,450
Average Price Per Sq Ft
$204
Number of Homes for Sale
19
Last 12 months Home Sales
80
Months of Supply
2.90
Median List Price
$280,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-14%
How to Buy a Home How to Finance a Home How to Sell a Home

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