20

Greensboro, MD Homes for Sale

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  • 411 Mallard Dr, Greensboro, MD 21639
    411 Mallard Dr, Greensboro, MD 21639
    /2

    $324,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,848 Sq Ft

    411 Mallard Dr, Greensboro, MD 21639

    Located in the charming community of Caroline Farms in Greensboro, MD, this delightful Colonial-style home offers a perfect blend of comfort and convenience. Built in 2006, this well-maintained residence boasts 1,848 square feet of living space, providing ample room for relaxation and entertaining. As you approach the home, you'll be greeted by its inviting vinyl siding and a well-manicured front

    Vincent Payne Realty Navigator

    411 Mallard Dr, 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
  • 115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    115 Boyce Mill Rd, Greensboro, MD 21639
    /30

    $329,900

    • 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
  • 506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    506 Pintail St, Greensboro, MD 21639
    /15

    $314,900

    • 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
  • 14185 Drapers Mill Rd, Greensboro, MD 21639
    14185 Drapers Mill Rd, Greensboro, MD 21639
    14185 Drapers Mill Rd, Greensboro, MD 21639
    /30

    $299,000

    • 4 Beds
    • 1 Bath
    • 1,352 Sq Ft

    14185 Drapers Mill Rd, Greensboro, MD 21639

    Charming 2-Story Farmhouse set on 3 acres along a quiet country road, located directly next to a scenic bird sanctuary! This home offers 4 bedrooms and 1 full bath, including a convenient first-floor bedroom. The layout features a kitchen and dining combination, spacious family room, welcoming foyer, and a separate mudroom/laundry area. Enjoy the peaceful surroundings from the front and side

    John Lyons Crown Homes Real Estate

    14185 Drapers Mill 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
    /30

    $299,900

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

    $340,000

    • 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
  • 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
  • 127 Hobbs St, Greensboro, MD 21639
    127 Hobbs St, Greensboro, MD 21639
    127 Hobbs St, Greensboro, MD 21639
    /20

    $272,490 New Construction

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

    127 Hobbs St, Greensboro, MD 21639

    Discover a new home at 127 Hobbs Street in the Kinnamon Meadows community of Greensboro, MD. This home is soon to be under construction. This 1,059 square foot open concept cottage-style ranch home offers two bedrooms, two bathrooms, and a two-car driveway. A welcoming front porch leads you into the spacious living room that seamlessly flows into the kitchen, creating a perfect space for

    D.R. Horton Builder
    127 Hobbs St, Greensboro, MD 21639
  • 13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    13926 Quail Ct, Greensboro, MD 21639
    /7

    $449,000 New Construction

    • 3 Beds
    • 2 Baths

    13926 Quail Ct, Greensboro, MD 21639

    Brand‐new construction in a peaceful country setting! Enjoy easy one‐level living in this open‐layout rancher filled with natural light. The spacious living, dining, and kitchen areas create the perfect flow for everyday living and entertaining. The huge primary suite sits privately on one side of the home, complete with a walk‐in closet and ensuite bathroom. On the opposite side, you’ll find two

    Amanda Morgan Brenton Realty Group

    13926 Quail Ct, 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
  • 125 Hobbs St, Greensboro, MD 21639

    $286,490 New Construction

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

    125 Hobbs St, Greensboro, MD 21639

    Discover 125 Hobbs Street, a new home soon to be 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

    D.R. Horton Builder
    125 Hobbs St, Greensboro, MD 21639
  • 107 N School St Unit 3B, Greensboro, MD 21639
    107 N School St Unit 3B, Greensboro, MD 21639
    /2

    $179,000

    • 2 Beds
    • 2 Baths
    • 968 Sq Ft

    107 N School St Unit 3B, Greensboro, MD 21639

    Rare Opportunity ! Built 1922 as a school and converted into condo units. Many of the original elements make each building unique. With massive windows different architectural elements makes each unit distinctive. Open floor plan with updated appliances make this turn key for its next resident.. This unit has Two comfortable size bedrooms, two full baths, washer and dryer. There is an owner

    Kat Thompson Benson & Mangold, LLC.

    107 N School St Unit 3B, 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
  • 25305 Sandy Point Rd, Greensboro, MD 21639
    25305 Sandy Point Rd, Greensboro, MD 21639
    25305 Sandy Point Rd, Greensboro, MD 21639
    /93

    $615,000

    • 3 Beds
    • 2.5 Baths
    • 2,968 Sq Ft

    25305 Sandy Point Rd, Greensboro, MD 21639

    Choptank River waterfront at an incredible price! Come tour this beautiful three-story waterfront home on the Choptank just five minutes from downtown Denton and Route 404 and a short ten-minute drive to Greensboro. The main level features an eat-in kitchen, formal dining room, and a living room and sunroom—both offering breathtaking river views. You'll also find a spacious primary suite, an

    Janet Larson Benson & Mangold, LLC

    25305 Sandy Point Rd, 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
  • 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
    • 16,117 Sq Ft
    • $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
  • 12484 Greensboro Rd, Greensboro, MD 21639
    12484 Greensboro Rd, Greensboro, MD 21639
    12484 Greensboro Rd, Greensboro, MD 21639
    /52

    $475,000

    • 3 Beds
    • 2 Baths
    • 1,858 Sq Ft

    12484 Greensboro Rd, Greensboro, MD 21639

    Experience the best of Eastern Shore living on just over 2 acres of private land. This home features a spacious family room complete with a pellet stove and a kitchen that boasts custom-built Amish oak cabinets, granite countertops, and a tile backsplash. The entire home is equipped with LVP flooring for a modern touch. A large primary addition has been added, while the other bedrooms are

    Roger Boyce Chesapeake Real Estate Associates, LLC

    12484 Greensboro Rd, Greensboro, MD 21639
Maryland Caroline County Greensboro

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

Frequently Asked Questions

What is the average home price in Greensboro, MD?
Homes for sale in Greensboro, MD have an average home price of $310,021.
Are home prices dropping in Greensboro?
Yes, home prices in Greensboro are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Greensboro, MD?
88 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 19952.
How much do you need to make to afford a house in Greensboro?
The median home price in Greensboro is $286,490. If you put a 20% down payment of $57,300 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $1,420 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $61K 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 65 days on the market compared to the national average of 56 days. The median sale price for homes in Greensboro, MD over the last 12 months is $280,995, down 11% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$280,995
Median Single Family Sale Price
$286,990
Median Townhouse Sale Price
$237,450
Average Price Per Sq Ft
$209
Number of Homes for Sale
17
Last 12 months Home Sales
88
Months of Supply
2.30
Median List Price
$286,490
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-11%
How to Buy a Home How to Finance a Home How to Sell a Home

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