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Middletown, MD Homes for Sale with AC

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  • /48

    $1,250,000 Open Sat 11AM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 5,698 Sq Ft

    4302 Saratoga Springs Ct, Middletown, MD 21769

    Welcome to this exquisite Luxury Estate on two Private Acres!Experience the perfect blend of architectural grandeur and cutting-edge efficiency in this stunning 2-acre estate. From the moment you enter, the craftsmanship is evident: a double stairwell, elegant arches, and a breathtaking cathedral ceiling, accented by a dramatic wall of windows in the family room that floods the living space

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    (240) 627-2470

    4302 Saratoga Springs Ct, Middletown, MD 21769
  • /80

    $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
  • /44

    $694,900

    • 6 Beds
    • 2 Baths
    • 3,441 Sq Ft

    200 E Main St, Middletown, MD 21769

    Welcome home to this timeless late 19th-century Victorian, gracefully set in the heart of Middletown’s historic district. Framed by a classic white picket fence, this enchanting property welcomes you from the moment you arrive. The distinctive front door—with its red stained glass and charming doorbell—offers a memorable first impression and sets the tone for the character found throughout.

    Amy Reeder Long & Foster Real Estate, Inc.

    200 E Main St, Middletown, MD 21769
  • /63

    $371,000

    • 3 Beds
    • 2 Baths
    • 1,651 Sq Ft

    7201 Dogwood Ln, Middletown, MD 21769

    Discover this charming 3-bedroom, 2-bath ranch home on a spacious 0.63-acre lot in the desirable Middletown Valley (Fountaindale North neighborhood).This 1,651 sq ft single-family residence, built in 1957, features beautiful hardwood floors throughout the first floor and offers incredible potential for your personal touches to bring it to life. Enjoy breathtaking mountain sunsets right from

    David Pard Samson Properties

    7201 Dogwood Ln, Middletown, MD 21769
  • /51

    $649,900

    • 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 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 to

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • /52

    $335,000

    • 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
  • /76

    $429,900

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

    107 S Jefferson St, Middletown, MD 21769

    Welcome to 107 Jefferson Street. This Charming Colonial was recently rehabbed in (2019) to include a new roof, new dual zone HVAC and new wiring and plumbing throughout. Blending classic character with thoughtful modern updates, this home is truly move-in ready and is located in the heart of Middletown.Step inside to find a bright and inviting interior featuring refreshed finishes, open

    Michelle Graziani Century 21 Redwood Realty

    107 S Jefferson St, Middletown, MD 21769
  • /44

    $549,900

    • 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
  • /51

    $564,900

    • 3 Beds
    • 2.5 Baths
    • 3,161 Sq Ft

    1 Keller Ln, Middletown, MD 21769

    REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! This beautifully updated Dulaney model by ADMAR Custom Homes is nestled in the highly sought-after 55+ section of Foxfield in picturesque Middletown and has been lovingly maintained by its original owner. Recent updates make this home truly turnkey, including new quartz countertops, new stainless steel

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • /94

    $750,000

    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    3213 Old National Pike, Middletown, MD 21769

    A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Brick Tudor Revival residence and the former Rudy’s Cold Beer & Welding commercial building next door are being offered together. These two separately deeded parcels share a well and septic system and present an exceptional opportunity for a flexible live-work setup or investment. The Tudor Revival home has

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • /73

    $1,500,000

    • 5 Beds
    • 2 Baths
    • 3,112 Sq Ft

    2730 Marker Rd, Middletown, MD 21769

    Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a bustling nursery, this 37 acre farm in the heart of the valley offers so many possibilities! Starting with the original 1809 stone house, with the cold cellar, original cooking hearth and spring-fed well... it’s a step back in time for any history enthusiast. Phase two for this 1800s farm family was the pre-Civil

    Michelle Hodos Long & Foster Real Estate, Inc.

    2730 Marker Rd, Middletown, MD 21769
  • /15

    $429,000

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

    1936 Old National Pike, Middletown, MD 21769

    Motivated seller with a new price!!! Property sold as-is, offering upside potential in a great location. Well suited for cash buyers. Welcome to 1936 Old National Pike, a historic, brick-constructed home built around the turn of the last century, situated on nearly 4 acres along Old National Pike in Middletown, MD. Investors, flippers, and restoration experts, attention! A rare opportunity in

    Ellen Keyser Mackintosh, Inc.

    1936 Old National Pike, Middletown, MD 21769
  • /38

    $444,900

    • 3 Beds
    • 3.5 Baths

    25 Chester Ct, Middletown, MD 21769

    Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious home offers 2472 square feet of modern living across three floors, featuring 3 bedrooms and 3.5 bathrooms. The main level boasts a contemporary kitchen with white quartz countertops, stainless steel appliances, and a large deck perfect for entertaining. The expansive open walkout basement includes a full

    Gayle Bailey Keller Williams Realty

    25 Chester Ct, Middletown, MD 21769
  • /12

    $1,100,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,149 Sq Ft

    5916 Cloudberry Ct, Middletown, MD 21769

    Lot 203 is the last remaining lot in the Estates of Old Middletown, Section 2—an exclusive five-lot subdivision located on Sumantown Road within the Middletown School District. This 1.348-acre homesite is ideally situated at the end of a private common driveway and offers sweeping views of the Appalachian Mountains. Home packages are available through Grossnickle Construction, or you may bring

    Andrew Brown CPG Realty, LLC.

    5916 Cloudberry Ct, Middletown, MD 21769
  • /37

    $499,999 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    2 Lombardy Dr, Middletown, MD 21769

    Welcome to 2 Lombardy Drive, right in the heart of Middletown’s Woodmere neighborhood—just steps from historic Main Street, where you’ll find charming restaurants, local shops, walking trails, and the community gathering spaces that make this town so special. Schools are just up the street, and everyday life here feels connected, walkable, and easy. Built by Morgan Keller, this beautifully

    Bobbi Prescott RE/MAX Results

    2 Lombardy Dr, Middletown, MD 21769
  • /62

    $679,990 Coming Soon

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

    16 Knoll Side Ln, Middletown, MD 21769

    This Brookridge South home is about to set the bar! Coming soon fully updated, stunning views, and nothing left to do but move in. Welcome to 16 Knoll Side Drive, a truly impressive home in the highly sought-after Brookridge South community, just minutes from Middletown’s Main Street restaurants, shops, and charm. Nestled in a peaceful, rural setting, this property offers the perfect blend of

    Melissa Cornwell Maryland Elite Realtors

    16 Knoll Side Ln, Middletown, MD 21769

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$621,500
Median Single Family Sale Price
$649,900
Median Townhouse Sale Price
$407,950
Average Price Per Sq Ft
$203
Number of Homes for Sale
22
Last 12 months Home Sales
122
Months of Supply
2.20
Median List Price
$633,750
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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