2,153

Homes in ZIP Code 21639

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  • /72

    $720,000

    $30K PRICE DROP Under Contract
    • 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
  • /5

    $2,000 Per Month

    • 4 Beds
    • 2 Baths
    • 3,692 Sq Ft
    • House for Rent

    26360 Whiteleysburg Rd, Greensboro, MD 21639

    Property Id: 1799471This 4 bedrooms, 1 3/4 bath home has been remodeled with new carpet, paint, fixtures. It's located close to town with shopping, stores and everything you need. Lawn care, water & sewer are included in the rent! Oil heat and plenty of yard for family gatherings and cook outs. No pets and credit score must be at least 625. To schedule a showing, call or text Chris with

    (667) 220-6658

    26360 Whiteleysburg Rd, Greensboro, MD 21639
  • /38

    $225,000

    Sold Sep 19, 2025

    12194 Knife Box Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,488 Sq Ft
    • Built 1900

    Last Sold Summary

    • $151/SF
    • 38 Days On Market

    Current Estimated Value $244,502

    Last Listing Agent Dustin Parker The Parker Group

    12194 Knife Box Rd, Greensboro, MD 21639
    • /23

      Est $332,750

      Not Listed For Sale

      323 Mallard Dr, Greensboro, MD 21639

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 2023
      323 Mallard Dr, Greensboro, MD 21639

      Last Sold Summary

      • 6% Above List Price
      • $193/SF
      • 10 Days On Market
      • Last Sold Price $315,000
      • Oct 13, 2023

      Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  • /65

    $485,000

    • 4 Beds
    • 2.5 Baths
    • 1,856 Sq Ft

    13099 Ridgely Rd, Greensboro, MD 21639

    Welcome to 13099 Ridgely Road, Greensboro, MD 21639 — a peaceful countryside retreat offering privacy, functionality, and scenic outdoor living surrounded by mature trees and open land. This charming farmhouse-inspired home features inviting outdoor spaces including a covered front porch, spacious rear entertaining deck, hot tub area, and an upper-level private balcony overlooking the property.

    Brendan Spear Caprika Realty

    13099 Ridgely Rd, Greensboro, MD 21639
  • /10

    $2,000

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • House for Rent

    205 Church St, Greensboro, MD 21639

    3 bed, 1 bath single family home. New kitchen and an updated bathroom. Washer and dryer hook-ups.

    205 Church St, Greensboro, MD 21639
  • /24

    $290,000

    Sold Jan 15, 2026

    26056 Fox Grape Rd, Greensboro, MD 21639

    • 3 Beds
    • 1.5 Baths
    • 1,215 Sq Ft
    • Built 1981

    Last Sold Summary

    • $239/SF
    • 2 Days On Market

    Current Estimated Value $287,696

    Last Listing Agent Amanda Morgan Brenton Realty Group

    26056 Fox Grape Rd, Greensboro, MD 21639
    • /30

      Est $316,167

      Not Listed For Sale

      319 Mallard Dr, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,468 Sq Ft
      • Built 2023
      319 Mallard Dr, Greensboro, MD 21639

      Last Sold Summary

      • $215/SF
      • 35 Days On Market
      • Last Sold Price $315,000
      • Nov 17, 2023

      Last Listing Agent Juliet Wells Coldwell Banker Chesapeake Real Estate Company

  • /61

    $324,900

    • 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
  • /10

    $1,150 Per Month

    • 1 Bed
    • 1 Bath
    • 738 Sq Ft
    • House for Rent

    101 W Sunset Ave, Greensboro, MD 21639

    Cute one bedroom apt in the heart of downtown! Upstairs unit has all appliances including washer and dryer. Spacious kitchen with breakfast bar. Open living room to kitchen. Central air. Town water and sewer.

    Marcia Rostien Long & Foster Real Estate, Inc.

    101 W Sunset Ave, Greensboro, MD 21639
  • /2

    $100,000

    Sold Nov 21, 2025

    13243 Greensboro Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Built 1910

    Last Sold Summary

    • $92/SF
    • 5 Days On Market

    Current Estimated Value $132,800

    Last Listing Agent Kat Thompson Benson & Mangold, LLC.

    13243 Greensboro Rd, Greensboro, MD 21639
    • /26

      Est $144,803

      Not Listed For Sale

      13416 Greensboro Rd, Greensboro, MD 21639

      • Built 1971
      13416 Greensboro Rd, Greensboro, MD 21639

      Last Sold Summary

      • 26% Above List Price
      • $160/SF
      • 71 Days On Market
      • Last Sold Price $115,000
      • Dec 27, 2024

      Last Listing Agent Erin Anderson Chesapeake Real Estate Associates, LLC

  • /18

    $325,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,302 Sq Ft

    25865 Brookwood Rd, Greensboro, MD 21639

    Sold as-is. Spacious 3 bedroom 2 full bathroom rancher located in sought-after Fox Grape neighborhood. Home is situated on private, wooded 1.23+/- acre lot. Included in the sale is an additional, adjacent .60+/- acre wooded lot for a total of 1.83+/- acres of land. Newer kitchen cabinets. Nice concrete patio, paved driveway and detached two car garage with additional workshop with power and

    Brian Petzold Benson & Mangold, LLC

    25865 Brookwood Rd, Greensboro, MD 21639
  • /26

    $295,000

    Sold Dec 30, 2025

    504 Pintail St, Greensboro, MD 21639

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft
    • Built 2024

    Last Sold Summary

    • $177/SF
    • 133 Days On Market

    Current Estimated Value $309,089

    Last Listing Agent Kaitlyn Collins Benson & Mangold, LLC

    504 Pintail St, Greensboro, MD 21639
    • /14

      Not Listed For Sale

      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,896 Sq Ft
      • Built 1975
      12400 & 12316 Ridgely Rd, Greensboro, MD 21639

      Last Sold Summary

      • $1,055/SF
      • 7 Days On Market
      • Last Sold Price $2,000,000
      • Mar 21, 2025

      Last Listing Agent BRIAN MORRIS The Land Group

  • /46

    $330,000

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    209 W Sunset Ave, Greensboro, MD 21639

    *THE HIGHLIGHTS: 4BR | 2.5BA | True primary suite | Bedroom-level laundry | Original hardwood floors | Pre-blight American Chestnut woodwork & details | Stained glass | Grand staircase | Updated kitchen with chestnut island | Walk-up attic with 2 finished flex rooms | Updated electrical | Newer main-level windows | Owned solar panels | Pellet stove conveys | Wraparound porch | Screened rear porch

    Teal Clise EXP Realty, LLC

    209 W Sunset Ave, Greensboro, MD 21639
  • /14

    $399,000

    Sold Apr 07, 2026

    13920 Quail Ct, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • Built 2026

    Last Sold Summary

    • 26 Days On Market

    Last Listing Agent Barbara Blosser Long & Foster Real Estate, Inc.

    13920 Quail Ct, Greensboro, MD 21639
    • /12

      Est $1,435,566

      Not Listed For Sale

      12786 Holly Rd, Greensboro, MD 21639

      • 2 Beds
      • 1 Bath
      • 1,728 Sq Ft
      • Built 1870
      12786 Holly Rd, Greensboro, MD 21639

      Last Sold Summary

      • 24% Below List Price
      • $1,100/SF
      • 60 Days On Market
      • Last Sold Price $1,900,000
      • Dec 11, 2024

      Last Listing Agent Benjamin Alder The Land Group

  • /29

    $309,900

    $20K 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
  • /20

    $266,990

    Sold Oct 10, 2025

    120 Parkland Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $252/SF
    • 24 Days On Market

    D.R. Horton Kinnamon Meadows

    120 Parkland Rd, Greensboro, MD 21639
    • /20

      Est $271,749

      Not Listed For Sale

      306 N Academy St, Greensboro, MD 21639

      • 2 Beds
      • 1 Bath
      • 1,440 Sq Ft
      • Built 1948
      306 N Academy St, Greensboro, MD 21639

      Last Sold Summary

      • 13% Above List Price
      • $167/SF
      • 169 Days On Market
      • Last Sold Price $240,000
      • May 16, 2023

      Last Listing Agent Stacie Luhrman Benson & Mangold, LLC

  • /20

    $345,000

    • 3 Beds
    • 2 Baths
    • 1,510 Sq Ft

    114 Wothers Rd, Greensboro, MD 21639

    Completely renovated in 2017, this beautiful home sits on a spacious one-acre lot offering room to spread out and endless possibilities both inside and out. Step inside to a welcoming foyer where gleaming hardwood floors flow throughout the generous living and dining areas. The main level features elegant crown molding and chair railing, along with a stunning open-concept kitchen complete with a

    Anthony MacDonald Iron Valley Real Estate Ocean City

    114 Wothers Rd, Greensboro, MD 21639
  • 25999 Fox Grape Rd, Greensboro, MD 21639

    $379,000

    Sold Mar 20, 2026

    25999 Fox Grape Rd, Greensboro, MD 21639

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1987

    Last Sold Summary

    • $211/SF
    • 70 Days On Market

    Current Estimated Value $375,474

    Last Listing Agent Amy Betts Coldwell Banker Realty

    25999 Fox Grape Rd, Greensboro, MD 21639
    • /7

      Est $293,088

      Not Listed For Sale

      128 Mill St, Greensboro, MD 21639

      • 3 Beds
      • 1 Bath
      • 1,890 Sq Ft
      • Built 1981
      128 Mill St, Greensboro, MD 21639

      Last Sold Summary

      • 11% Above List Price
      • $140/SF
      • 18 Days On Market
      • Last Sold Price $265,000
      • Mar 05, 2025

      Last Listing Agent Phill Whitby Long & Foster

  • /44

    $369,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,860 Sq Ft

    412 N Main St, Greensboro, MD 21639

    Back Active at NO fault of the Sellers!.....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

    Karen Clark Clark & Co Realty, LLC

    412 N Main St, Greensboro, MD 21639
  • /35

    $239,900

    Sold Mar 31, 2026

    515 Vaughn Ave, Greensboro, MD 21639

    • 4 Beds
    • 2.5 Baths
    • 1,756 Sq Ft
    • Built 2004

    Last Sold Summary

    • 4% Below List Price
    • $137/SF
    • 27 Days On Market

    Current Estimated Value $240,323

    Last Listing Agent Chad Muse KD Realty Inc

    515 Vaughn Ave, Greensboro, MD 21639
    • /26

      Est $342,937

      Not Listed For Sale

      13274 Greensboro Rd, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,872 Sq Ft
      • Built 1925
      13274 Greensboro Rd, Greensboro, MD 21639

      Last Sold Summary

      • 32% Above List Price
      • $139/SF
      • 18 Days On Market
      • Last Sold Price $260,000
      • Jun 06, 2023

      Last Listing Agent Roger Boyce Chesapeake Real Estate Associates, LLC

  • /2

    $301,990

    New Construction
    • 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
  • /19

    $335,000

    Sold May 27, 2025

    13061 Logan Ln, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Built 2004

    Last Sold Summary

    • $266/SF
    • 6 Days On Market

    Current Estimated Value $342,281

    Last Listing Agent Megan Carpenter Tesla Realty Group, LLC

    13061 Logan Ln, Greensboro, MD 21639
    • /26

      Est $415,874

      Not Listed For Sale

      25698 Caroline St, Greensboro, MD 21639

      • 3 Beds
      • 2 Baths
      • 1,512 Sq Ft
      • Built 2008
      25698 Caroline St, Greensboro, MD 21639

      Last Sold Summary

      • 7% Above List Price
      • $256/SF
      • 50 Days On Market
      • Last Sold Price $387,000
      • Aug 23, 2024

      Last Listing Agent Barbara Wallace Long & Foster

  • /48

    $319,500

    $36K 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
  • /20

    $267,490

    Sold Aug 12, 2025

    124 Parkland Rd, Greensboro, MD 21639

    • 2 Beds
    • 2 Baths
    • 1,059 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $253/SF
    • 6 Days On Market

    D.R. Horton Kinnamon Meadows

    124 Parkland Rd, Greensboro, MD 21639
    • /24

      Est $216,699

      Not Listed For Sale

      113 N Main St, Greensboro, MD 21639

      • 4 Beds
      • 1.5 Baths
      • 3,540 Sq Ft
      • Built 1926
      113 N Main St, Greensboro, MD 21639

      Last Sold Summary

      • 31% Above List Price
      • $47/SF
      • 54 Days On Market
      • Last Sold Price $165,000
      • Apr 04, 2025

      Last Listing Agent Kathleen Brenton Brenton Realty Group

  • /8

    $89,900

    Pending
    • Land
    • 5.62 Acres
    • $15,996 per Acre

    lot 4 River Rd, Greensboro, MD 21639

    Lovely large wooded lot located on the outskirts of town, but close to town amenities. Easy commute to the bay bridge or points in between. Some forest conservation area. Perc approved for a conventional tile septic system for up to a 4 bedroom home. Hurry to check this one out!

    Marcia Rostien Long & Foster Real Estate, Inc.

    lot 4 River Rd, Greensboro, MD 21639
  • /29

    $275,000

    Sold Oct 21, 2025

    104 Roe St, Greensboro, MD 21639

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Built 1948

    Last Sold Summary

    • $228/SF
    • 3 Days On Market

    Current Estimated Value $256,705

    Last Listing Agent Nora Turner Long & Foster Real Estate, Inc.

    104 Roe St, Greensboro, MD 21639
    • /43

      Est $343,573

      Not Listed For Sale

      505 Teal Cir, Greensboro, MD 21639

      • 4 Beds
      • 2.5 Baths
      • 1,952 Sq Ft
      • Built 2004
      505 Teal Cir, Greensboro, MD 21639

      Last Sold Summary

      • 23% Above List Price
      • $143/SF
      • 20 Days On Market
      • Last Sold Price $280,000
      • Jan 03, 2024

      Last Listing Agent Jillian Luna Rosendale Realty

  • /8

    $89,900

    Pending
    • Land
    • 5.64 Acres
    • $15,940 per Acre

    lot 2 E Sunset Ave, Greensboro, MD 21639

    Lovely 5.6 acre wooded lot on the out skirts of town. Rural setting, but close to town amenities and an easy commute to the western shore or points in between. Some forest conservation area . Perc approved for a 2' mound system.

    Marcia Rostien Long & Foster Real Estate, Inc.

    lot 2 E Sunset Ave, Greensboro, MD 21639
  • /5

    $46,000

    Sold Dec 10, 2025

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639

    • Land
    • 11,761 Sq Ft
    • $170,370 per Acre

    Last Sold Summary

    • 195 Days On Market

    Last Listing Agent Lisa Knotts Coldwell Banker Realty

    402 Lot 3 N S Sunset Ave, Greensboro, MD 21639
    • /28

      Est $210,025

      Not Listed For Sale

      316 N Main St, Greensboro, MD 21639

      • 3 Beds
      • 1.5 Baths
      • 1,272 Sq Ft
      • Built 1910
      316 N Main St, Greensboro, MD 21639

      Last Sold Summary

      • 22% Above List Price
      • $135/SF
      • 143 Days On Market
      • Last Sold Price $172,000
      • May 31, 2024

      Last Listing Agent Marcia Rostien Long & Foster

  • /8

    $79,900

    • Land
    • 4.31 Acres
    • $18,538 per Acre

    Lot 1 E Sunset Ave, Greensboro, MD 21639

    Large wooded lot on the outside of town. Perc approved for a 2' mound system. Located at the corner of Sunset Ave and River Rds. 4.3 acres Some forest conservation area. Only four lots in this subdivision and only three lots available.

    Marcia Rostien Long & Foster Real Estate, Inc.

    Lot 1 E Sunset Ave, Greensboro, MD 21639

Showing Results 1 - 40, Page 1 of 18

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