4,788

Middletown, MD Homes

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  • /52

    $335,000

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,056 Sq Ft

    1629 Dahlgren Rd, Middletown, MD 21769

    Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. This 3-bedroom, 1-bath home offers classic construction and “good bones,” making it a fantastic opportunity for buyers looking to add their own updates or build sweat equity. The home features a functional layout with an unfinished basement that provides additional space for storage, hobbies, or future

    Jay Day LPT Realty, LLC

    1629 Dahlgren Rd, Middletown, MD 21769
  • /74

    $310,000

    Sold Dec 22, 2025

    10 Linden Blvd, Middletown, MD 21769

    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft
    • Built 1955

    Last Sold Summary

    • $147/SF
    • 35 Days On Market

    Current Estimated Value $474,904

    Last Listing Agent Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
    • /53

      Est $780,485

      Not Listed For Sale

      104 Ingalls Dr, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,581 Sq Ft
      • Built 2017
      104 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 50 Days On Market

  • /46

    $650,000

    $20K PRICE INCREASE Under Contract
    • 4 Beds
    • 3.5 Baths
    • 3,374 Sq Ft

    2700 Poffenberger Rd, Middletown, MD 21769

    Nestled within the scenic Middletown Valley surrounded by rolling farmland, mountain views and peaceful countryside, 2700 Poffenberger Rd offers a rare combination of privacy, space and timeless Frederick County charm that buyers rarely find anymore. Set on 1.85 acres with expansive open views and mature trees, this full brick-front Colonial delivers over 3,300 finished square feet with 4

    Jay Day LPT Realty, LLC

    2700 Poffenberger Rd, Middletown, MD 21769
  • /39

    $610,000

    Sold Apr 24, 2026

    4300 Zircon Rd, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,912 Sq Ft
    • Built 1980

    Last Sold Summary

    • 2% Below List Price
    • $209/SF
    • 19 Days On Market

    Current Estimated Value $608,743

    Last Listing Agent Sheena Saydam Keller Williams Capital Properties

    4300 Zircon Rd, Middletown, MD 21769
    • /22

      Est $664,338

      Not Listed For Sale

      107 Ingalls Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 3,084 Sq Ft
      • Built 2018
      107 Ingalls Dr, Middletown, MD 21769

      Last Sold Summary

      • 14 Days On Market

  • /62

    $435,900

    $3K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    7014 Willow Tree Dr S, Middletown, MD 21769

    Welcome to this charming 4 bedroom, 2.5 bath home in the highly sought after South Fountaindale community of Middletown! Inside, you'll find a beautifully updated kitchen featuring newer stainless steel appliances, granite countertops, and plenty of space to gather. Two cozy fireplaces add warmth and character, while the finished walk out basement provides additional living space, including a

    Joanna Brown Keller Williams Realty Centre

    7014 Willow Tree Dr S, Middletown, MD 21769
  • /56

    $365,000

    Sold Aug 14, 2025

    1630 Marker Rd, Middletown, MD 21769

    • 4 Beds
    • 1 Bath
    • 1,662 Sq Ft
    • Built 1950

    Last Sold Summary

    • $220/SF
    • 46 Days On Market

    Current Estimated Value $384,822

    Last Listing Agent Hubert Brown Real Estate Teams, LLC

    1630 Marker Rd, Middletown, MD 21769
    • /88

      Est $1,723,331

      Not Listed For Sale

      2827 Sumantown Rd, Middletown, MD 21769

      • 6 Beds
      • 5.5 Baths
      • 7,068 Sq Ft
      • Built 2021
      2827 Sumantown Rd, Middletown, MD 21769

      Last Sold Summary

  • /2

    $1,185,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft

    5901 Cloudberry Ct, Middletown, MD 21769

    HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to

    Jennifer Beall Charis Realty Group

    5901 Cloudberry Ct, Middletown, MD 21769
  • /3

    $425,000

    Sold Jun 18, 2026

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769

    • Land
    • 10.26 Acres
    • $41,423 per Acre

    Last Sold Summary

    • 6% Below List Price
    • 105 Days On Market

    Last Listing Agent Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    • /70

      Est $718,846

      Not Listed For Sale

      110 Locust St, Middletown, MD 21769

      • 5 Beds
      • 3.5 Baths
      • 3,430 Sq Ft
      • Built 2012
      110 Locust St, Middletown, MD 21769

      Last Sold Summary

      • 1 Day On Market

  • /6

    $1,292,500

    New Construction Pending
    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft

    3101 Bidle Rd, Middletown, MD 21769

    Lot 1 South at Heritage Oak Estates | To-Be-Built Custom Home by Atlantic Homes. Heritage Oak Estates, an exclusive twelve-lot community by Atlantic Homes, nestled in the heart of the scenic Middletown Valley. Located less than a mile from charming Main Street in Middletown, MD this enclave offers panoramic views of pastoral landscapes and surrounding mountains—all with no HOA restrictions.

    Amos Martin, CCIM VCRE.CO

    3101 Bidle Rd, Middletown, MD 21769
  • /53

    $445,000

    Sold Nov 13, 2025

    110 S Jefferson St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,272 Sq Ft
    • Built 1947

    Last Sold Summary

    • $350/SF
    • 3 Days On Market

    Current Estimated Value $444,082

    Last Listing Agent Cindy Souza Long & Foster Real Estate, Inc.

    110 S Jefferson St, Middletown, MD 21769
    • /54

      Est $461,679

      Not Listed For Sale

      4520 Willow Tree Dr, Middletown, MD 21769

      • 3 Beds
      • 2 Baths
      • 1,760 Sq Ft
      • Built 1967
      4520 Willow Tree Dr, Middletown, MD 21769

      Last Sold Summary

      • 6 Days On Market

  • /73

    $430,000

    Pending
    • 3 Beds
    • 2.5 Baths
    • 1,722 Sq Ft

    12 Caroline Dr, Middletown, MD 21769

    Welcome to 12 Caroline Drive, a lovingly maintained brick rancher ideally located in the heart of Middletown. Offering 3 bedrooms, 2.5 bathrooms, and 1,722 finished square feet above grade, this home has been cherished by its owners and thoughtfully cared for over the years. Inside, you'll find spacious living areas, an inviting eat-in kitchen, a cozy fireplace, and a functional floor plan

    Joanna Brown Keller Williams Realty Centre

    12 Caroline Dr, Middletown, MD 21769
  • /70

    $1,025,000

    Sold Jul 11, 2025

    7100 Ewing Ct, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,982 Sq Ft
    • Built 1991

    Last Sold Summary

    • $257/SF
    • 3 Days On Market

    Current Estimated Value $1,037,669

    Last Listing Agent Bobbi Prescott RE/MAX Results

    7100 Ewing Ct, Middletown, MD 21769
    • /45

      Est $478,529

      Not Listed For Sale

      4505 Willow Tree Dr, Middletown, MD 21769

      • 3 Beds
      • 3 Baths
      • 2,282 Sq Ft
      • Built 1968
      4505 Willow Tree Dr, Middletown, MD 21769

      Last Sold Summary

      • 15 Days On Market

  • /38

    $399,900

    Pending
    • 3 Beds
    • 2 Baths
    • 1,684 Sq Ft

    16 Linden Blvd, Middletown, MD 21769

    Adorable, classic 3BR/2BA Rancher with an attached two-car carport on a lush green lot in a quiet neighborhood. Park in the double-wide driveway and proceed to the covered front entry of your new home. This home offers tons of original character including original hardwood floors and arched entryways. Step inside the living room, which has tons of natural light, a wood burning fireplace and an

    Garrett Adler LPT Realty, LLC

    16 Linden Blvd, Middletown, MD 21769
  • /61

    $680,000

    Sold Apr 30, 2026

    1676 Monument Rd, Middletown, MD 21769

    • 5 Beds
    • 2.5 Baths
    • 3,688 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Above List Price
    • $184/SF
    • 5 Days On Market

    Current Estimated Value $674,849

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

    1676 Monument Rd, Middletown, MD 21769
    • /41

      Est $870,684

      Not Listed For Sale

      16 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 3.5 Baths
      • 5,142 Sq Ft
      • Built 2010
      16 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 20 Days On Market

  • /54

    $364,999

    $22K PRICE DROP Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    208 E Main St, Middletown, MD 21769

    208 W Main Street in Middletown offers the rare combination of historic Main Street charm and major modern updates — including a brand-new structural roof and sheathing for long-term peace of mind. Fully renovated and move-in ready, this thoughtfully updated home blends character, comfort, and convenience in one of Frederick County’s most walkable small-town settings. Step inside to bright,

    Heather Ponce Maryland Elite Realtors

    208 E Main St, Middletown, MD 21769
  • /52

    $669,000

    Sold Dec 12, 2025

    95 E Green St, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 2,748 Sq Ft
    • Built 2017

    Last Sold Summary

    • $243/SF
    • 6 Days On Market

    Current Estimated Value $687,867

    Last Listing Agent John Ippolito Redfin Corp

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

      Est $610,123

      Not Listed For Sale

      1 Stine Ct, Middletown, MD 21769

      • 3 Beds
      • 3.5 Baths
      • 2,299 Sq Ft
      • Built 2010
      1 Stine Ct, Middletown, MD 21769

      Last Sold Summary

      • 0 Days On Market

  • /50

    $499,900

    $15K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,312 Sq Ft

    8209 Old Hagerstown Rd, Middletown, MD 21769

    Welcome Home to 8209 Old Hagerstown a beautifully updated and spacious 5-bedroom, 3-bathroom home located in the highly sought-after Middletown, MD. This move-in ready property features modern upgrades throughout, offering the perfect blend of style, comfort, and functionality. Enjoy generous living spaces, an updated kitchen featuring SS Appliances, white shaker cabinets, quartz counters and

    Lois Alberti Alberti Realty, LLC

    8209 Old Hagerstown Rd, Middletown, MD 21769
  • /2

    $950,000

    Sold Mar 20, 2026

    114 E Main St, Middletown, MD 21769

    • 5 Beds
    • 5.5 Baths
    • 4,785 Sq Ft
    • Built 2023

    Last Sold Summary

    • $199/SF

    Current Estimated Value $949,745

    Last Listing Agent Taylor Muehlstein Iron Valley Real Estate Crossroads

    114 E Main St, Middletown, MD 21769
    • /80

      Est $840,702

      Not Listed For Sale

      10 Wagon Shed Ln, Middletown, MD 21769

      • 5 Beds
      • 4.5 Baths
      • 4,368 Sq Ft
      • Built 2009
      10 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 1 Day On Market

  • /64

    $439,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    7001 Slate Ct, Middletown, MD 21769

    Welcome to 7001 Slate Ct Tucked away on a spacious corner lot in a quiet cul de sac, this beautifully refreshed Middletown home offers comfort, flexibility, and room to grow in one of the area’s most sought after locations. With 4 bedrooms, 2.5 baths, and 2,320 total square feet, this home offers fresh paint throughout, brand new LVP and carpet flooring, and a bright kitchen with newer stainless

    Joanna Brown Keller Williams Realty Centre

    7001 Slate Ct, Middletown, MD 21769
  • /47

    $425,000

    Sold Oct 07, 2025

    206 Prospect St, Middletown, MD 21769

    • 4 Beds
    • 2 Baths
    • 1,954 Sq Ft
    • Built 1928

    Last Sold Summary

    • $218/SF
    • 28 Days On Market

    Current Estimated Value $444,006

    Last Listing Agent Craig Smith Maryland Elite Realtors

    206 Prospect St, Middletown, MD 21769
    • /56

      Est $562,097

      Not Listed For Sale

      4313 Serpentine Rd, Middletown, MD 21769

      • 5 Beds
      • 4 Baths
      • 2,856 Sq Ft
      • Built 1979
      4313 Serpentine Rd, Middletown, MD 21769

      Last Sold Summary

      • 72 Days On Market

  • /27

    $1,166,611

    New Construction Under Contract
    • 4 Beds
    • 3 Baths
    • 2,334 Sq Ft

    6346 Zittlestown Rd, Middletown, MD 21769

    You may think you’ve seen this quintessential 1920’s Mid-Atlantic Craftsman single family home somewhere on 6th or 7th street in Frederick, Maryland... you might have indeed. Only this new custom home only looks like a period home. A garage has been added to suit the hill upon which this new home will sit. The garage features a rooftop deck for country views and outdoor living. While we follow

    Katie Milne Keller Williams Realty Centre

    6346 Zittlestown Rd, Middletown, MD 21769
  • /60

    $770,000

    Sold Dec 10, 2025

    107 Mina Dr, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft
    • Built 1999

    Last Sold Summary

    • $209/SF
    • 15 Days On Market

    Current Estimated Value $789,882

    Last Listing Agent Bobbi Prescott RE/MAX Results

    107 Mina Dr, Middletown, MD 21769
    • /28

      Est $753,280

      Not Listed For Sale

      600 Glenbrook Dr, Middletown, MD 21769

      • 4 Beds
      • 2.5 Baths
      • 2,995 Sq Ft
      • Built 2004
      600 Glenbrook Dr, Middletown, MD 21769

      Last Sold Summary

      • 44 Days On Market

  • /52

    $624,900

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Tucked away on over 5 private acres, this chalet-style home is not your typical property – and that’s exactly the point. With soaring ceilings, expansive windows, and skylights throughout, the home has a great balance of natural light and surrounded by wooded views that give it a true treehouse-like feel. A cozy fireplace anchors the main living space, while hardwood floors and warm finishes add

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • /76

    $435,000

    Sold Apr 21, 2026

    107 S Jefferson St, Middletown, MD 21769

    • 3 Beds
    • 2 Baths
    • 1,584 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Above List Price
    • $275/SF
    • 15 Days On Market

    Current Estimated Value $426,393

    Last Listing Agent Michelle Graziani Century 21 Redwood Realty

    107 S Jefferson St, Middletown, MD 21769
    • /57

      Est $789,375

      Not Listed For Sale

      18 Wagon Shed Ln, Middletown, MD 21769

      • 4 Beds
      • 4.5 Baths
      • 4,480 Sq Ft
      • Built 2009
      18 Wagon Shed Ln, Middletown, MD 21769

      Last Sold Summary

      • 2 Days On Market

  • /50

    $435,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,518 Sq Ft

    213 W Main St, Middletown, MD 21769

    Welcome to 213 W Main Street in the heart of historic Middletown! This charming home blends historic character with everyday functionality. Inside, you’ll find original Southern yellow heart pine flooring, 9-foot ceilings on the main level, and beautiful architectural details throughout. The main level features a spacious living room, dining room, kitchen, full bath with shower, and convenient

    Steven Petruzzello Century 21 Redwood Realty

    213 W Main St, Middletown, MD 21769
  • /71

    $775,000

    Sold Oct 09, 2025

    15 Wagon Shed Ln, Middletown, MD 21769

    • 4 Beds
    • 3.5 Baths
    • 4,914 Sq Ft
    • Built 2009

    Last Sold Summary

    • $158/SF
    • 20 Days On Market

    Current Estimated Value $818,502

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

    15 Wagon Shed Ln, Middletown, MD 21769
    • /46

      Est $466,360

      Not Listed For Sale

      7109 Fern Ct, Middletown, MD 21769

      • 4 Beds
      • 2 Baths
      • 1,583 Sq Ft
      • Built 1973
      7109 Fern Ct, Middletown, MD 21769

      Last Sold Summary

      • 38 Days On Market

  • /7

    $60,000

    Under Contract
    • Land
    • 7,405 Sq Ft
    • $352,941 per Acre

    0 S Jefferson St, Middletown, MD 21769

    One of few buildable lots available in sought after Middletown can be yours. Great location with quick access to Rt. 17 and 4 miles to Rt. 70. Enjoy conveniently located restaurants, parks, medical offices, houses of worship, and convenience store/gas. Requires site plan approval from Middletown for setback variances due to shape of lot, which is a 30 - 45 day process to schedule and receive once

    Susan Kelley Kelley Real Estate Professionals

    0 S Jefferson St, Middletown, MD 21769

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