5,065

Homes in ZIP Code 21769

Section Image
    • /59

      Est $557,951

      Not Listed For Sale

      3 Sara Ln, Middletown, MD 21769

      • 3 Beds
      • 3 Baths
      • 2,266 Sq Ft
      • Built 2006
      3 Sara Ln, Middletown, MD 21769

      Last Sold Summary

      • 21 Days On Market

  • /33

    $650,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    7 Derr Ln, Middletown, MD 21769

    NEW PRICE! Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods,

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • /44

    $675,000

    Sold Aug 15, 2025

    7217 Dogwood Ln, Middletown, MD 21769

    • 4 Beds
    • 3 Baths
    • 3,190 Sq Ft
    • Built 1974

    Last Sold Summary

    • $212/SF
    • 21 Days On Market

    Current Estimated Value $687,872

    Last Listing Agent Alison Buggey Spring Hill Real Estate, LLC.

    7217 Dogwood Ln, Middletown, MD 21769
    • /37

      Est $299,010

      Not Listed For Sale

      28 Walnut St, Middletown, MD 21769

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1870
      28 Walnut St, Middletown, MD 21769

      Last Sold Summary

      • 12 Days On Market

  • /66

    $625,000

    $20K PRICE DROP Pending
    • 5 Beds
    • 3.5 Baths
    • 3,288 Sq Ft

    307 Washington St, Middletown, MD 21769

    *PRICE TO SELL* This picturesque single-family home sits in the heart of beautiful historic Middletown. Meticulously cared for from top to bottom, this exceptional property is perfectly positioned on a premium lot with stunning views of Middletown’s historic steeples, the breathtaking South Mountain range, and the charm of a white-picket-fence community. Tucked within a small clustered

    Tyler Charles Long & Foster Real Estate, Inc.

    307 Washington St, Middletown, MD 21769
  • /2

    $444,900

    Sold Apr 06, 2026

    8109 Old Hagerstown Rd, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $254/SF
    • 67 Days On Market

    Current Estimated Value $432,909

    Last Listing Agent Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
    • /34

      Est $413,075

      Not Listed For Sale

      206 Stone Springs Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 2,668 Sq Ft
      • Built 2006
      206 Stone Springs Ln, Middletown, MD 21769

      Last Sold Summary

      • 4 Days On Market

  • /95

    $885,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 4,892 Sq Ft

    503 Glenbrook Dr, Middletown, MD 21769

    Welcome to this beautifully upgraded colonial nestled in the sought after Glenbrook golf community- backing to the 15th fairway. Relax, entertain and unwind in your resort style backyard with a stunning inground salt water pool, beautifully landscaped private back yard and new paver walkways. This light filled beauty is loaded with desirable features and upgrades offering nearly 5400 square feet

    Christine Sherman Coldwell Banker Realty

    503 Glenbrook Dr, Middletown, MD 21769
  • /53

    $750,000

    Sold Feb 02, 2026

    7442 Dogwood Ln, Middletown, MD 21769

    • 3 Beds
    • 4 Baths
    • 4,125 Sq Ft
    • Built 2001

    Last Sold Summary

    • $182/SF
    • 3 Days On Market

    Current Estimated Value $766,008

    Last Listing Agent Bobbi Prescott RE/MAX Results

    7442 Dogwood Ln, Middletown, MD 21769
    • /43

      Est $554,270

      Not Listed For Sale

      7216 Dogwood Ln, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 2,652 Sq Ft
      • Built 1974
      7216 Dogwood Ln, Middletown, MD 21769

      Last Sold Summary

      • 10 Days On Market

  • /111

    $1,395,000

    • 5 Beds
    • 5 Baths
    • 5,695 Sq Ft

    7430 Dogwood Ln, Middletown, MD 21769

    Some homes come on the market every few years.Others almost never do.7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced.Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking

    Anthony Verdi IMPACT Maryland Real Estate

    7430 Dogwood Ln, Middletown, MD 21769
  • /55

    $425,000

    Sold Sep 26, 2025

    20 Wash House Cir, Middletown, MD 21769

    • 5 Beds
    • 3.5 Baths
    • 2,640 Sq Ft
    • Built 2007

    Last Sold Summary

    • $161/SF
    • 33 Days On Market

    Current Estimated Value $440,765

    Last Listing Agent Jay Day LPT Realty, LLC

    20 Wash House Cir, Middletown, MD 21769
    • /66

      Est $765,757

      Not Listed For Sale

      4 N Pointe Terrace, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 4,950 Sq Ft
      • Built 2002
      4 N Pointe Terrace, Middletown, MD 21769

      Last Sold Summary

      • 23 Days On Market

  • /51

    $570,000

    Sold Sep 05, 2025

    6505 Morningside Ct, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft
    • Built 1978

    Last Sold Summary

    • $184/SF
    • 38 Days On Market

    Current Estimated Value $595,395

    Last Listing Agent Laura Malec EXP Realty, LLC

    6505 Morningside Ct, Middletown, MD 21769
    • /66

      Est $708,771

      Not Listed For Sale

      7904 W Brookridge Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,564 Sq Ft
      • Built 1987
      7904 W Brookridge Dr, Middletown, MD 21769

      Last Sold Summary

      • 6 Days On Market

  • /55

    $550,000

    Sold Dec 15, 2025

    3 Keller Ln, Middletown, MD 21769

    • 3 Beds
    • 4 Baths
    • 2,267 Sq Ft
    • Built 2004

    Last Sold Summary

    • $243/SF
    • 2 Days On Market

    Current Estimated Value $561,808

    Last Listing Agent Peggy Magnanelli RE/MAX Results

    3 Keller Ln, Middletown, MD 21769
    • /50

      Est $648,799

      Not Listed For Sale

      1 Rod Cir, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 1,849 Sq Ft
      • Built 2003
      1 Rod Cir, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

  • /94

    $1,050,000

    Sold Apr 17, 2026

    8450 Palmer Rd, Middletown, MD 21769

    • 4 Beds
    • 4.5 Baths
    • 4,347 Sq Ft
    • Built 1972

    Last Sold Summary

    • $242/SF
    • 11 Days On Market

    Current Estimated Value $1,022,329

    Last Listing Agent Kristian Kan Cummings & Co. Realtors

    8450 Palmer Rd, Middletown, MD 21769
    • /39

      Est $608,629

      Not Listed For Sale

      4291 Hollow Ct, Middletown, MD 21769

      • 3 Beds
      • 3 Baths
      • 1,872 Sq Ft
      • Built 1982
      4291 Hollow Ct, Middletown, MD 21769

      Last Sold Summary

      • 1 Day On Market

  • /53

    $625,000

    Sold Dec 01, 2025

    7002 Springdale Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,464 Sq Ft
    • Built 1999

    Last Sold Summary

    • $180/SF
    • 4 Days On Market

    Current Estimated Value $643,104

    Last Listing Agent Richard Fox RE/MAX Realty Centre, Inc.

    7002 Springdale Ln, Middletown, MD 21769
    • /68

      Est $800,478

      Not Listed For Sale

      7909 W Brookridge Dr, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 4,024 Sq Ft
      • Built 1986
      7909 W Brookridge Dr, Middletown, MD 21769

      Last Sold Summary

      • 5 Days On Market

  • /62

    $690,000

    Sold May 14, 2026

    16 Knoll Side Ln, Middletown, MD 21769

    • 5 Beds
    • 3 Baths
    • 3,612 Sq Ft
    • Built 1992

    Last Sold Summary

    • 1% Above List Price
    • $191/SF
    • 3 Days On Market

    Current Estimated Value $675,866

    Last Listing Agent Melissa Cornwell Maryland Elite Realtors

    16 Knoll Side Ln, Middletown, MD 21769
    • /30

      Est $491,646

      Not Listed For Sale

      6835 Picnic Woods Rd, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 1,896 Sq Ft
      • Built 1972
      6835 Picnic Woods Rd, Middletown, MD 21769

      Last Sold Summary

      • 16 Days On Market

  • /36

    $800,000

    Sold Jun 27, 2025

    7219 Dogwood Ln, Middletown, MD 21769

    • 5 Beds
    • 4.5 Baths
    • 3,166 Sq Ft
    • Built 2023

    Last Sold Summary

    • $253/SF
    • 52 Days On Market

    Current Estimated Value $804,506

    Last Listing Agent Brian Meyers Spring Hill Real Estate, LLC.

    7219 Dogwood Ln, Middletown, MD 21769
    • /104

      Est $807,037

      Not Listed For Sale

      8011 Hollow Rd, Middletown, MD 21769

      • 4 Beds
      • 4 Baths
      • 3,426 Sq Ft
      • Built 2002
      8011 Hollow Rd, Middletown, MD 21769

      Last Sold Summary

      • 7 Days On Market

  • /2

    $335,000

    Sold Dec 29, 2025

    4336 Old National Pike, Middletown, MD 21769

    • 3 Beds
    • 1.5 Baths
    • 1,555 Sq Ft
    • Built 1964

    Last Sold Summary

    • $215/SF

    Current Estimated Value $425,102

    Last Listing Agent Matt Aspey Bach Real Estate

    4336 Old National Pike, Middletown, MD 21769
    • /51

      Est $772,692

      Not Listed For Sale

      620 Glenbrook Dr, Middletown, MD 21769

      • 4 Beds
      • 4 Baths
      • 3,618 Sq Ft
      • Built 2004
      620 Glenbrook Dr, Middletown, MD 21769

      Last Sold Summary

      • 25 Days On Market

  • /80

    $1,200,000

    Sold Dec 12, 2025

    4257 Briarwood Ct, Middletown, MD 21769

    • 5 Beds
    • 3.5 Baths
    • 5,002 Sq Ft
    • Built 2003

    Last Sold Summary

    • $240/SF
    • 41 Days On Market

    Current Estimated Value $1,214,316

    Last Listing Agent Katrina Serrano Century 21 Redwood Realty

    4257 Briarwood Ct, Middletown, MD 21769
    • /65

      Est $774,419

      Not Listed For Sale

      6735 Deer Spring Ln, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 3,764 Sq Ft
      • Built 1984
      6735 Deer Spring Ln, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

  • /54

    $890,000

    Sold Dec 04, 2025

    11 Gladhill Dr, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,522 Sq Ft
    • Built 2016

    Last Sold Summary

    • $253/SF
    • 7 Days On Market

    Current Estimated Value $906,379

    Last Listing Agent Kay Riddle New Solutions Realty

    11 Gladhill Dr, Middletown, MD 21769
    • /149

      Est $1,276,411

      Not Listed For Sale

      312 E Main St, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 7,341 Sq Ft
      • Built 1905
      312 E Main St, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

  • /42

    $549,900

    Sold Apr 15, 2026

    6527 Morningside Ct, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 2,275 Sq Ft
    • Built 1978

    Last Sold Summary

    • $242/SF
    • 101 Days On Market

    Current Estimated Value $545,748

    Last Listing Agent Timothy O'Boyle Mackintosh, Inc.

    6527 Morningside Ct, Middletown, MD 21769
    • /50

      Est $426,702

      Not Listed For Sale

      501 Stone Springs Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 2,652 Sq Ft
      • Built 2004
      501 Stone Springs Ln, Middletown, MD 21769

      Last Sold Summary

      • 4 Days On Market

  • /62

    $670,000

    Sold Sep 19, 2025

    207 Rod Cir, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,220 Sq Ft
    • Built 2001

    Last Sold Summary

    • $302/SF
    • 28 Days On Market

    Current Estimated Value $690,165

    Last Listing Agent Bill Armstrong Mackintosh, Inc.

    207 Rod Cir, Middletown, MD 21769
    • /50

      Est $487,969

      Not Listed For Sale

      2419 Tabor Dr, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 1,556 Sq Ft
      • Built 1977
      2419 Tabor Dr, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

  • /41

    $540,000

    Sold Sep 30, 2025

    7303 Countryside Dr, Middletown, MD 21769

    • 3 Beds
    • 3 Baths
    • 2,114 Sq Ft
    • Built 1976

    Last Sold Summary

    • $255/SF
    • 4 Days On Market

    Current Estimated Value $551,438

    Last Listing Agent Elaine Koch TTR Sotheby's International Realty

    7303 Countryside Dr, Middletown, MD 21769
    • /16

      Est $586,752

      Not Listed For Sale

      8901 Gloria Ave, Middletown, MD 21769

      • 6 Beds
      • 3 Baths
      • 2,968 Sq Ft
      • Built 1970
      8901 Gloria Ave, Middletown, MD 21769

      Last Sold Summary

      • 49 Days On Market

  • /7

    $44,000

    Sold Jul 11, 2025

    Lot 1 Old Hagerstown Rd, Middletown, MD 21769

    • Land
    • 20,908 Sq Ft
    • $91,667 per Acre

    Last Sold Summary

    • 4 Days On Market

    Last Listing Agent Chris Reeder Long & Foster Real Estate, Inc.

    Lot 1 Old Hagerstown Rd, Middletown, MD 21769
    • /30

      Est $720,185

      Not Listed For Sale

      301 Cone Branch Dr, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 3,822 Sq Ft
      • Built 1993
      301 Cone Branch Dr, Middletown, MD 21769

      Last Sold Summary

      • 11 Days On Market

  • /65

    $655,000

    Sold Jun 27, 2025

    3615 Westchester Ct, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 3,008 Sq Ft
    • Built 1978

    Last Sold Summary

    • $218/SF
    • 2 Days On Market

    Current Estimated Value $672,819

    Last Listing Agent Bobbi Prescott RE/MAX Results

    3615 Westchester Ct, Middletown, MD 21769

Showing Results 161 - 200, Page 5 of 18

How to Buy a Home How to Finance a Home How to Sell a Home