4,788

Middletown, MD Homes

Section Image
    • /44

      Est $527,687

      Not Listed For Sale

      8514 Myersville Rd, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 2,340 Sq Ft
      • Built 1965
      8514 Myersville Rd, Middletown, MD 21769

      Last Sold Summary

      • 8 Days On Market

  • /74

    $749,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,674 Sq Ft

    8 N Pointe Terrace, Middletown, MD 21769

    Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story

    Audrey Bullock Cummings & Co. Realtors

    8 N Pointe Terrace, Middletown, MD 21769
  • /2

    $650,000

    Sold Nov 13, 2025

    2 Young Branch Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft
    • Built 1997

    Last Sold Summary

    • $248/SF
    • 3 Days On Market

    Current Estimated Value $667,237

    Last Listing Agent Bobbi Prescott RE/MAX Results

    2 Young Branch Dr, Middletown, MD 21769
    • /24

      Est $441,477

      Not Listed For Sale

      13 Linden Blvd, Middletown, MD 21769

      • 3 Beds
      • 1 Bath
      • 1,248 Sq Ft
      • Built 1957
      13 Linden Blvd, Middletown, MD 21769

      Last Sold Summary

      • 18 Days On Market

  • /54

    $1,250,000

    $75K PRICE DROP Pending
    • 6 Beds
    • 5.5 Baths
    • 7,415 Sq Ft

    6742 Deer Spring Ln, Middletown, MD 21769

    Custom built by Ausherman Builders, this stately all-brick estate offers the perfect blend of quality craftsmanship, generous living spaces and features, all with a sense of privacy. From the moment you step into the foyer, you'll appreciate the home's thoughtful design, impressive scale, and inviting atmosphere. The main level features expansive rooms throughout, including a formal family room,

    Chris Reeder Long & Foster Real Estate, Inc.

    6742 Deer Spring Ln, Middletown, MD 21769
  • /68

    $699,999

    Sold Oct 31, 2025

    102 N Pointe Terrace, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 4,002 Sq Ft
    • Built 2002

    Last Sold Summary

    • $175/SF
    • 10 Days On Market

    Current Estimated Value $726,345

    Last Listing Agent Bobbi Prescott RE/MAX Results

    102 N Pointe Terrace, Middletown, MD 21769
    • /31

      Est $407,428

      Not Listed For Sale

      4408 Old National Pike, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 1,125 Sq Ft
      • Built 1969
      4408 Old National Pike, Middletown, MD 21769

      Last Sold Summary

      • 13 Days On Market

  • /55

    $489,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,040 Sq Ft

    8914 Gloria Ave, Middletown, MD 21769

    Adorable well-kept and maintained one level living in this ranch located between Middletown and Myersville with fully finished basement. As you enter through the front door you are greeted with an open living room, kitchen and dining area. The doors from the kitchen lead out to a screened in porch that is adjacent to a grilling area for lots of entertaining space. The main level has been freshly

    Hubert Brown Real Estate Teams, LLC

    8914 Gloria Ave, Middletown, MD 21769
  • /63

    $455,000

    Sold Jul 28, 2025

    4609 Feldspar Rd, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,448 Sq Ft
    • Built 1988

    Last Sold Summary

    • $186/SF
    • 5 Days On Market

    Current Estimated Value $480,042

    Last Listing Agent Joanna Brown Keller Williams Realty Centre

    4609 Feldspar Rd, Middletown, MD 21769
    • /28

      Est $608,873

      Not Listed For Sale

      5 Everhart Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 2,063 Sq Ft
      • Built 2007
      5 Everhart Ln, Middletown, MD 21769

      Last Sold Summary

      • 6 Days On Market

  • /64

    $475,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,158 Sq Ft

    7291 Beechtree Ln, Middletown, MD 21769

    Offers please in by Friday @ noon! Beautifully updated 4-bedroom, 2.5-bath split foyer with all the hard work done for you!! This move-in ready home features a newly renovated kitchen with brand-new appliances, updated bathrooms, fresh paint, and new flooring throughout. Outside, enjoy fresh landscaping and a large backyard complete with an invisible fence - perfect for pets, play, or

    Lisa Thomas Long & Foster Real Estate, Inc.

    7291 Beechtree Ln, Middletown, MD 21769
  • /51

    $430,000

    Sold Jan 02, 2026

    4509 Valley View Rd, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Built 1966

    Last Sold Summary

    • $366/SF
    • 45 Days On Market

    Current Estimated Value $439,336

    Last Listing Agent Vernon Troxell RE/MAX Results

    4509 Valley View Rd, Middletown, MD 21769
    • /61

      Est $706,172

      Not Listed For Sale

      6708 Christmas Berry Ct, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 3,000 Sq Ft
      • Built 1997
      6708 Christmas Berry Ct, Middletown, MD 21769

      Last Sold Summary

      • 16 Days On Market

  • /2

    $150,000

    • Land
    • 10,454 Sq Ft
    • $625,000 per Acre

    Lot 1 E Green St, Middletown, MD 21769

    Charming 1/4 acre buildable on E. Green Street. The buyer of 19 E. Main Street will have the right of first refusal on the sale. Additional photos available on the 19 E. Main Street listing MDFR2082574.

    Bobbi Prescott RE/MAX Results

    Lot 1 E Green St, Middletown, MD 21769
  • /37

    $497,500

    Sold Apr 29, 2026

    7201 Mountain Church Rd, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft
    • Built 1954

    Last Sold Summary

    • 1% Above List Price
    • $253/SF
    • 6 Days On Market

    Current Estimated Value $493,044

    Last Listing Agent Brittany Reaver Real Estate Teams, LLC

    7201 Mountain Church Rd, Middletown, MD 21769
    • /14

      Est $319,235

      Not Listed For Sale

      8050 Bolivar Rd, Middletown, MD 21769

      • 2 Beds
      • 1 Bath
      • 1,192 Sq Ft
      • Built 1957
      8050 Bolivar Rd, Middletown, MD 21769

      Last Sold Summary

      • 34 Days On Market

  • /51

    $460,000

    Under Contract
    • 3 Beds
    • 2 Baths
    • 1,781 Sq Ft

    4718 A Old National, Middletown, MD 21769

    This charming contemporary home in Braddock Heights offers a perfect blend of comfort and style. With three spacious bedrooms and two full baths, the inviting interior features a traditional floor plan, highlighted by wood floors and upgraded countertops. The cozy living areas boast two fireplaces, perfect for gathering on chilly evenings. The country kitchen is equipped with modern appliances,

    Ronald Wolfe Charis Realty Group

    4718 A Old National, Middletown, MD 21769
  • /2

    $603,000

    Sold Sep 19, 2025

    7820 Myersville Rd, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,496 Sq Ft
    • Built 1989

    Last Sold Summary

    • $242/SF
    • 34 Days On Market

    Current Estimated Value $617,380

    Last Listing Agent Rita Bradley Samson Properties

    7820 Myersville Rd, Middletown, MD 21769
    • /45

      Est $878,263

      Not Listed For Sale

      11 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 4.5 Baths
      • 5,502 Sq Ft
      • Built 2007
      11 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 6 Days On Market

  • /87

    $779,000

    • 5 Beds
    • 3.5 Baths
    • 4,452 Sq Ft

    8613 Hollow Rd, Middletown, MD 21769

    OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher

    Michelle Hodos Long & Foster Real Estate, Inc.

    8613 Hollow Rd, Middletown, MD 21769
  • /51

    $460,000

    Sold Apr 27, 2026

    507 E Main St, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 2,698 Sq Ft
    • Built 1900

    Last Sold Summary

    • $170/SF
    • 12 Days On Market

    Current Estimated Value $491,744

    Last Listing Agent Susan Kelley Kelley Real Estate Professionals

    507 E Main St, Middletown, MD 21769
    • /79

      Est $871,001

      Not Listed For Sale

      23 Wagon Shed Ln, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 5,028 Sq Ft
      • Built 2007
      23 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

  • /59

    $555,000

    • 3 Beds
    • 3 Baths
    • 2,279 Sq Ft

    2 Derr Ln, Middletown, MD 21769

    Welcome to 2 Derr Lane, a beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. Offering 2,279 square feet of thoughtfully designed living space on a desirable corner lot, this exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners,

    Joanna Brown Keller Williams Realty Centre

    2 Derr Ln, Middletown, MD 21769
  • /73

    $905,000

    Sold Sep 15, 2025

    3 Woodmere Cir, Middletown, MD 21769

    • 5 Beds
    • 4.5 Baths
    • 6,144 Sq Ft
    • Built 2002

    Last Sold Summary

    • $147/SF
    • 2 Days On Market

    Current Estimated Value $957,035

    Last Listing Agent Jim Bass Real Estate Teams, LLC

    3 Woodmere Cir, Middletown, MD 21769
    • /59

      Est $661,025

      Not Listed For Sale

      110 Ivy Hill Dr, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 3,027 Sq Ft
      • Built 1995
      110 Ivy Hill Dr, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

  • /132

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 3,130 Sq Ft

    19 E Main St, Middletown, MD 21769

    Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for

    Bobbi Prescott RE/MAX Results

    19 E Main St, Middletown, MD 21769
  • /2

    $630,000

    Sold Dec 02, 2025

    114 Ivy Hill Dr, Middletown, MD 21769

    • 5 Beds
    • 3.5 Baths
    • 2,540 Sq Ft
    • Built 1996

    Last Sold Summary

    • $248/SF
    • 32 Days On Market

    Current Estimated Value $647,484

    Last Listing Agent Susan Beall Keller Williams Realty Centre

    114 Ivy Hill Dr, Middletown, MD 21769
    • /55

      Est $668,745

      Not Listed For Sale

      22 Young Branch Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,570 Sq Ft
      • Built 1996
      22 Young Branch Dr, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

  • /59

    $499,999

    Pending
    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    4704 Old National Pike, Middletown, MD 21769

    Want to live in your very own Tree House? Well, here it is! You won't believe this well constructed post and beam home with a lovely wooded setting. This home was constructed using sandstone that the seller believes came from Western Maryland. You don't get construction like this anymore! The custom built home offers soaring 20' wood ceilings. Many features in this home were added by the current

    Pamela Nusbaum Maryland Elite Realtors

    4704 Old National Pike, Middletown, MD 21769
  • /58

    $699,000

    Sold Dec 05, 2025

    6408 Zittlestown Rd, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 2,186 Sq Ft
    • Built 2006

    Last Sold Summary

    • $320/SF
    • 105 Days On Market

    Current Estimated Value $710,560

    Last Listing Agent Anne Dallam EXP Realty, LLC

    6408 Zittlestown Rd, Middletown, MD 21769
    • /23

      Est $266,847

      Not Listed For Sale

      7305 E Springbrook Ct, Middletown, MD 21769

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1972
      7305 E Springbrook Ct, Middletown, MD 21769

      Last Sold Summary

      • 32 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
    • /42

      Est $647,209

      Not Listed For Sale

      116 Rhoderick Cir, Middletown, MD 21769

      • 3 Beds
      • 4 Baths
      • 2,506 Sq Ft
      • Built 2006
      116 Rhoderick Cir, Middletown, MD 21769

      Last Sold Summary

      • 1 Day 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
    • /46

      Est $717,941

      Not Listed For Sale

      6 Lamar Ln, Middletown, MD 21769

      • 3 Beds
      • 2.5 Baths
      • 3,102 Sq Ft
      • Built 2006
      6 Lamar 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
  • /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
    • /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

Showing Results 121 - 160, Page 4 of 18

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