4,722

Middletown, MD Homes

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  • /63

    $1,425,000

    $75K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,511 Sq Ft

    2802 Bidle Rd, Middletown, MD 21769

    Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman is the perfect option! Like new, only better thanks to an investment of all the things that are a hassle to add to a new home - rear yard fence, plantation shutters and luxury shades, water softener/treatment system, an Amish garden shed and more! Move in now and do nothing but pack your personal belongings!

    Agent Photo

    J. D'Ann Melnick

    EXP Realty, LLC

    2802 Bidle Rd, Middletown, MD 21769
  • /10

    $2,700 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,160 Sq Ft
    • Townhouse for Rent

    212 Stone Springs Ln, Middletown, MD 21769

    Property Id: 2842599 Welcome to your new home at 212 Stone Springs Ln in Middletown, MD! This stunning townhome was recently remodeled - 3 bedrooms plus a bonus room, 3.5 bathrooms and fully finished basement. Newer appliances, central air, and security cameras. Off-street parking available. Rent: $2700/month. 3x rent income required. No pets allowed. HOA Dues, trash,

    212 Stone Springs Ln, Middletown, MD 21769
  • /44

    $310,000

    Sold Jun 18, 2026

    1936 Old National Pike, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 2,824 Sq Ft
    • Built 1900

    Last Sold Summary

    • 33% Below List Price
    • $110/SF
    • 151 Days On Market

    Current Estimated Value $446,673

    Last Listing Agent Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
    • /69

      Est $782,984

      Not Listed For Sale

      1670 Monument Rd, Middletown, MD 21769

      • 5 Beds
      • 4 Baths
      • 2,704 Sq Ft
      • Built 2009
      1670 Monument Rd, Middletown, MD 21769

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Mr. Andrew McBride Bluewater Realty Group

  • /58

    $774,900

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,603 Sq Ft

    411 Glenbrook Dr, Middletown, MD 21769

    Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    411 Glenbrook Dr, Middletown, MD 21769
  • /22

    $2,000 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft
    • Townhouse for Rent

    7316 E Springbrook Ct, Middletown, MD 21769

    Coming Soon, Available for rent September 1st! Beautiful well-maintained townhome located in desirable Middletown! Home features 3 bedrooms 1 1/2 bathrooms, spacious living room with large bay window, kitchen/dining combo, fully fenced in front yard and partially fenced rear yard. New washer and dryer included! Easy access to town shops and restaurants. Middletown Blue Ribbon Schools! **Sorry No

    Mark Boettcher RE/MAX Results

    7316 E Springbrook Ct, Middletown, MD 21769
  • /45

    $530,000

    Sold Aug 06, 2026

    22 E Green St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,912 Sq Ft
    • Built 2007

    Last Sold Summary

    • 1% Above List Price
    • $277/SF
    • 1 Day On Market

    Current Estimated Value $450,348

    Last Listing Agent Amanda Addington EXP Realty, LLC

    22 E Green St, Middletown, MD 21769
    • /55

      Est $438,849

      Not Listed For Sale

      20 Wash House Cir, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 2,640 Sq Ft
      • Built 2007
      20 Wash House Cir, Middletown, MD 21769

      Last Sold Summary

      • 33 Days On Market

      Last Listing Agent Jay Day LPT Realty, LLC

  • /55

    $2,249,999

    $250K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,578 Sq Ft

    9237 Frostown Rd, Middletown, MD 21769

    Five private acres above the Middletown Valley, with South Mountain on the horizon and protected conservation land on two sides. This is a home built around how you want to spend your days: coffee in a kitchen with two 12-foot walnut islands and an 18-foot NanaWall that opens straight to the deck, afternoons at the heated saltwater pool, evenings by the Kentucky sandstone fireplace with the whole

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    9237 Frostown Rd, Middletown, MD 21769
  • /54

    $1,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,558 Sq Ft
    • House for Rent

    6824 Mountain Church Rd, Middletown, MD 21769

    Welcome home to this beautifully renovated 2-bedroom, 1-bathroom single-family home nestled in the desirable Middletown area. Offering the perfect combination of modern updates, comfortable living, and peaceful privacy, this home is ready for you to make it your own.Inside, you’ll find fresh paint, new flooring, and thoughtful updates throughout. The bright and inviting layout offers

    Katelyne Rusenko Century 21 Redwood Realty

    6824 Mountain Church Rd, Middletown, MD 21769
  • /80

    $901,000

    Sold Mar 31, 2026

    3293 N Hill Ct, Middletown, MD 21769

    • 3 Beds
    • 2.5 Baths
    • 3,084 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $292/SF
    • 3 Days On Market

    Current Estimated Value $883,230

    Last Listing Agent Bobbi Prescott RE/MAX Results

    3293 N Hill Ct, Middletown, MD 21769
    • /104

      Est $872,063

      Not Listed For Sale

      27 Wagon Shed Ln, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,526 Sq Ft
      • Built 2009
      27 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 10 Days On Market

      Last Listing Agent Kathy DeLaquil Long & Foster Real Estate, Inc.

  • /30

    $874,900

    Under Contract
    • 3 Beds
    • 3 Baths
    • 4,658 Sq Ft

    2313 Bidle Rd, Middletown, MD 21769

    Offer deadline : Monday 5*** 100% financing available through preferred lender *** 23+ ACRES *** 4,000+ TOTAL FINISHED SQ. FT. *** HORSE BARN *** TRAILS *** MIDDLETOWN VALLEYA rare opportunity to enjoy space, privacy and versatility in the heart of scenic Middletown Valley. Set on approximately 23.1 acres, this distinctive property brings together a spacious residence, expansive open acreage,

    Agent Photo

    Zsuzsanna Rainey

    Taylor Properties

    2313 Bidle Rd, Middletown, MD 21769
  • /30

    $2,400 Per Month

    • 2 Beds
    • 2 Baths
    • 2,880 Sq Ft
    • Condo for Rent

    406 W Green St Unit A, Middletown, MD 21769

    Welcome to Green Street Flats in Historic Middletown, MDNow Leasing and offering – First Month Free!Available starting May 7thModern Luxury in the Heart of Historic MiddletownDiscover elevated living at Green Street Flats—a brand-new luxury apartment community located in the heart of picturesque, historic Middletown. These thoughtfully designed 1,440 sq. ft. homes blend

    Joanna Brown Keller Williams Realty Centre

    406 W Green St Unit A, Middletown, MD 21769
  • /72

    $435,000

    Sold Nov 04, 2025

    106 Stone Springs Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,727 Sq Ft
    • Built 2006

    Last Sold Summary

    • $160/SF
    • 2 Days On Market

    Current Estimated Value $436,417

    Last Listing Agent Bikle Metz Group Keller Williams Realty Centre

    106 Stone Springs Ln, Middletown, MD 21769
    • /62

      Est $685,962

      Not Listed For Sale

      207 Rod Cir, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,220 Sq Ft
      • Built 2001
      207 Rod Cir, Middletown, MD 21769

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Bill Armstrong Mackintosh, Inc.

  • /29

    $550,000

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

    7820 Myersville Rd, Middletown, MD 21769

    ***Room to Breathe, Space to Grow, and Mountain Views to Come Home To***Set on 3.72 acres just minutes from the heart of Middletown, this 3-bedroom, 2.5-bath ranch offers the kind of space and versatility that's increasingly hard to find. Here, you can enjoy a peaceful country setting and mountain views while keeping shopping, dining, schools, and everyday conveniences within easy

    Agent Photo

    Sam James

    Long & Foster Real Estate, Inc.

    7820 Myersville Rd, Middletown, MD 21769
  • /61

    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft
    • Townhouse for Rent

    12 Chester Ct, Middletown, MD 21769

    Stunning like-new townhome located in the heart of Middletown! This spacious 3-level colonial offers approximately 2,300 finished sq ft with 3 bedrooms, 2.5 baths, and an attached front-entry garage. Features include an open-concept floor plan, modern finishes throughout, abundant natural light, and generously sized bedrooms with en-suite baths. Conveniently located near shopping, dining, parks,

    Gayle Bailey Keller Williams Realty

    12 Chester Ct, Middletown, MD 21769
  • /67

    $845,000

    Sold Oct 24, 2025

    510 Glenbrook Dr, Middletown, MD 21769

    • 4 Beds
    • 4.5 Baths
    • 4,920 Sq Ft
    • Built 2004

    Last Sold Summary

    • $172/SF
    • 6 Days On Market

    Current Estimated Value $869,803

    Last Listing Agent Shelley Eyler Berkshire Hathaway HomeServices PenFed Realty

    510 Glenbrook Dr, Middletown, MD 21769
    • /33

      Est $502,429

      Not Listed For Sale

      102 Larch Ln, Middletown, MD 21769

      • 4 Beds
      • 3 Baths
      • 2,084 Sq Ft
      • Built 1967
      102 Larch Ln, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Ronald Wolfe Charis Realty Group

  • /39

    $410,000

    $8K PRICE DROP Pending
    • 4 Beds
    • 3.5 Baths
    • 2,416 Sq Ft

    5 Bankbarn Cir, Middletown, MD 21769

    Welcome to 5 Bankbarn Circle, a stunning three-story townhouse offering 2,416 square feet of beautifully designed living space in Middletown’s highly desirable Glenbrook community. This home features four spacious bedrooms, three and a half baths, and three levels of expanded space thanks to generous rear bump-outs and a step-up entryway leading to a large living room with a classic bay

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    5 Bankbarn Cir, Middletown, MD 21769
  • /12

    $2,096,257

    Sold Feb 26, 2026

    7461 Heritage Oak Terrace, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 3,524 Sq Ft

    Last Sold Summary

    • $595/SF
    • 69 Days On Market

    Last Listing Agent Amos Martin, CCIM VCRE.CO

    7461 Heritage Oak Terrace, Middletown, MD 21769
    • /76

      Est $893,604

      Not Listed For Sale

      4 Tile Silo Ct, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 4,584 Sq Ft
      • Built 2003
      4 Tile Silo Ct, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

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

  • /90

    $989,000

    • 3 Beds
    • 3 Baths
    • 3,236 Sq Ft

    8939 Hawbottom Rd, Middletown, MD 21769

    Escape the subdivision life for a residence defined by scale, privacy, and rugged utility. Set on 32.39+/- acres, this cabin-style estate is built for those who want their permanent home to feel like a fortress of solitude without sacrificing modern comforts. The interior features a recently updated kitchen equipped with new appliances and granite countertops. While there is a propane furnace,

    Taylor Nitterhouse Whitetail Properties Real Estate, LLC

    8939 Hawbottom Rd, Middletown, MD 21769
  • /95

    $961,000

    Sold Jul 31, 2026

    7331 Holter Rd, Middletown, MD 21769

    • 4 Beds
    • 5 Baths
    • 5,661 Sq Ft
    • Built 1975

    Last Sold Summary

    • 1% Above List Price
    • $170/SF
    • 12 Days On Market

    Current Estimated Value $963,725

    Last Listing Agent Devon Beckner Real Broker, LLC

    7331 Holter Rd, Middletown, MD 21769
    • /73

      Est $954,003

      Not Listed For Sale

      3 Woodmere Cir, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 6,144 Sq Ft
      • Built 2002
      3 Woodmere Cir, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Jim Bass Real Estate Teams, LLC

  • /13

    $924,500

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769

    HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by Grossnickle Construction offers the perfect blend of luxury and comfort. The home features 3 spacious bedrooms, including a private primary suite, 2 full bathrooms, and a convenient powder room. This plan also includes 400 sqft rec room in the basement and the option for an upstairs bonus room. Enjoy the

    Brittany Reaver Real Estate Teams, LLC

    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769
  • /72

    $585,000

    Sold Oct 30, 2025

    9 Caroline Dr, Middletown, MD 21769

    • 4 Beds
    • 2.5 Baths
    • 2,616 Sq Ft
    • Built 1984

    Last Sold Summary

    • $224/SF
    • 39 Days On Market

    Current Estimated Value $591,656

    Last Listing Agent Julie Fritsch Mackintosh, Inc.

    9 Caroline Dr, Middletown, MD 21769
    • /41

      Est $635,357

      Not Listed For Sale

      26 Young Branch Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,527 Sq Ft
      • Built 1995
      26 Young Branch Dr, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Chris Meldrom Corner House Realty

  • /93

    $1,719,900

    New Construction
    • 5 Beds
    • 8 Baths
    • 6,026 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    3150 Bidle Rd, Middletown, MD 21769
  • /49

    $499,999

    Sold Jun 24, 2026

    2 Lombardy Dr, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 2,079 Sq Ft
    • Built 1966

    Last Sold Summary

    • $240/SF
    • 10 Days On Market

    Current Estimated Value $501,270

    Last Listing Agent Bobbi Prescott RE/MAX Results

    2 Lombardy Dr, Middletown, MD 21769
    • /8

      Est $949,782

      Not Listed For Sale

      3115 Sumantown Rd, Middletown, MD 21769

      • Built 2025
      3115 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christina Poss Verdant Realty Group LLC

  • /33

    $600,000

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

    7 Derr Ln, Middletown, MD 21769

    PRICE DROP $25K! SELLER SAYS GET IT SOLD! 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

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • /54

    $550,000

    Sold Oct 20, 2025

    6 Stine Ct, Middletown, MD 21769

    • 2 Beds
    • 2.5 Baths
    • 1,895 Sq Ft
    • Built 2010

    Last Sold Summary

    • $290/SF
    • 79 Days On Market

    Current Estimated Value $565,201

    Last Listing Agent Lauren Kremers Century 21 Redwood Realty

    6 Stine Ct, Middletown, MD 21769
    • /64

      Est $856,045

      Not Listed For Sale

      303 Ingalls Dr, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 5,004 Sq Ft
      • Built 2018
      303 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Kelly Losquadro Long & Foster Real Estate, Inc.

  • /88

    $1,249,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,052 Sq Ft

    3130 Bidle Rd, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    3130 Bidle Rd, Middletown, MD 21769
  • /76

    $663,000

    Sold Sep 11, 2026

    24 Young Branch Dr, Middletown, MD 21769

    • 6 Beds
    • 3.5 Baths
    • 3,696 Sq Ft
    • Built 1997

    Last Sold Summary

    • 1% Below List Price
    • $179/SF
    • 41 Days On Market

    Current Estimated Value $665,598

    Last Listing Agent Michelle Hodos Long & Foster Real Estate, Inc.

    24 Young Branch Dr, Middletown, MD 21769
    • /68

      Est $668,049

      Not Listed For Sale

      212 Ingalls Dr, Middletown, MD 21769

      • 4 Beds
      • 4 Baths
      • 3,042 Sq Ft
      • Built 2019
      212 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Ronald Wolfe Charis Realty Group

  • /54

    $765,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,164 Sq Ft

    117 Mina Dr, Middletown, MD 21769

    Professional Interior Photos will be upload Tuesday. Foxfield at its Finest! Beautiful home on one of the best lots Foxfield has to offer. With over 3100 finished SF and just shy of a half acre...this home has it all! The main floor was designed for entertaining! Designated rooms that easily flow into one another. This Admar built model was customized with a special office/reading room on the

    Kelly Losquadro Long & Foster Real Estate, Inc.

    117 Mina Dr, Middletown, MD 21769
  • /79

    $1,200,000

    Sold Aug 17, 2026

    4311 Saratoga Springs Ct, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 5,366 Sq Ft
    • Built 2005

    Last Sold Summary

    • $224/SF
    • 11 Days On Market

    Current Estimated Value $1,183,871

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

    4311 Saratoga Springs Ct, Middletown, MD 21769

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$574,200
Median Single Family Sale Price
$610,000
Median Townhouse Sale Price
$421,000
Median 2 Bedroom Sale Price
$335,000
Average Price Per Sq Ft
$196
Number of Homes for Sale
4,722
Last 12 months Home Sales
136
Months of Supply
2.80
Median List Price
$590,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-5%
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