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Newest Homes for Sale in Middletown, MD

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  • 5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    5 Stone Springs Ln, Middletown, MD 21769
    /102

    $1,225,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4.5 Baths
    • 6,270 Sq Ft

    5 Stone Springs Ln, Middletown, MD 21769

    Set on a premier homesite in sought-after historic Middletown, Maryland, this distinguished residence offers nearly 6,800 square feet of refined living. Framed by panoramic mountain views and an exceptional golf course backdrop, the home captures serene vistas of the 15th and 16th fairways to the rear and a dramatic side exposure along the 17th hole, delivering a rare blend of privacy, openness,

    Nick Waldner Keller Williams Realty Centre

    5 Stone Springs Ln, Middletown, MD 21769
  • 208 E Main St, Middletown, MD 21769
    208 E Main St, Middletown, MD 21769
    /2

    $387,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,616 Sq Ft

    208 E Main St, Middletown, MD 21769

    Coming soon is your opportunity to own this thoughtfully re-designed and completely renovated home on Main Street in highly sought after Middletown MD! All new inside and out the impeccable details added throughout the home present a warm and inviting space with a total of 4 bedrooms , 2 full baths and one half bath. A main level primary suite has been added with 3 more bedrooms upstairs. This

    Heather Ponce Maryland Elite Realtors

    208 E Main St, Middletown, MD 21769
  • 25 Boileau Ct, Middletown, MD 21769
    25 Boileau Ct, Middletown, MD 21769
    25 Boileau Ct, Middletown, MD 21769
    /53

    $359,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 4 Baths
    • 1,870 Sq Ft

    25 Boileau Ct, Middletown, MD 21769

    Welcome to 25 Boileau Court in Middletown. This three-level townhome is located in a small neighborhood with no HOA and is conveniently situated near downtown Middletown. The main level features a living room, dining room, kitchen, and half bathroom. The spacious primary suite is located on the upper level and includes an en suite bathroom. Two additional bedrooms and a full hallway bathroom

    Laura Malec EXP Realty, LLC

    25 Boileau Ct, Middletown, MD 21769
  • 9233 Baltimore National Pike, Middletown, MD 21769
    9233 Baltimore National Pike, Middletown, MD 21769
    9233 Baltimore National Pike, Middletown, MD 21769
    /34

    $449,000

    • 3 Beds
    • 2 Baths
    • 2,117 Sq Ft

    9233 Baltimore National Pike, Middletown, MD 21769

    OPEN HOUSE SUNDAY 4/12 - 12:00-2:00! Welcome to 9233 Baltimore National Pike in Middletown—where country charm meets everyday convenience. This well-maintained 3 bed, 2 full bath home offers over 2,100 finished square feet, including a mostly finished lower level that provides flexible space for a family room, home office, and bonus room. Upstairs, you’ll find a blend of hardwood and luxury vinyl

    Joseph McDonnell Corner House Realty

    9233 Baltimore National Pike, Middletown, MD 21769
  • 304 Washington St, Middletown, MD 21769
    304 Washington St, Middletown, MD 21769
    304 Washington St, Middletown, MD 21769
    /48

    $419,900 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,229 Sq Ft

    304 Washington St, Middletown, MD 21769

    Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, Maryland—where natural light, character, and walkability take center stage. Built by Lancaster Homes, this residence is tucked on a quiet cul-de-sac and set on approximately 0.18 acres, offering 1,229 square feet above grade with a thoughtful and inviting layout. The main level features a first-floor primary

    Bobbi Prescott RE/MAX Results

    304 Washington St, Middletown, MD 21769
  • 4209 Maryland Ct, Middletown, MD 21769
    4209 Maryland Ct, Middletown, MD 21769
    /2

    $1,400,000 Coming Soon

    • 4 Beds
    • 6 Baths
    • 6,808 Sq Ft

    4209 Maryland Ct, Middletown, MD 21769

    This stunning Colonial home, built in 2004, offers a perfect blend of comfort and functionality. With 4 spacious bedrooms and 4 full bathrooms, there's ample room for relaxation and privacy. The heart of the home features a well-appointed kitchen equipped with modern appliances, including a cooktop, wall oven, refrigerator, dishwasher, and microwave, making meal prep a delight. The convenience of

    Keri Weis Northrop Realty

    4209 Maryland Ct, Middletown, MD 21769
  • 3156 Sumantown Rd, Middletown, MD 21769
    3156 Sumantown Rd, Middletown, MD 21769
    3156 Sumantown Rd, Middletown, MD 21769
    /62

    $824,900 Open Sat 1PM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,329 Sq Ft

    3156 Sumantown Rd, Middletown, MD 21769

    Nestled in the heart of rural Middletown, this immaculate custom-built rancher sits on 6.9 picturesque acres, offering breathtaking mountain views in the front and serene private woods in the back. A portion of the property is protected under Frederick County Forest Resource Conservation, preserving the natural beauty and tranquility of the setting.Inside, you’ll find a bright and open floor

    Sue Collins RE/MAX Results

    3156 Sumantown Rd, Middletown, MD 21769
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, 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
  • 1629 Dahlgren Rd, Middletown, MD 21769
    1629 Dahlgren Rd, Middletown, MD 21769
    1629 Dahlgren 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
  • 8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    /44

    $524,900

    • 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
  • 6735 Burkittsville Rd, Middletown, MD 21769
    6735 Burkittsville Rd, Middletown, MD 21769
    6735 Burkittsville Rd, Middletown, MD 21769
    /82

    $1,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,100 Sq Ft

    6735 Burkittsville Rd, Middletown, MD 21769

    Step Into This Lovely Horse Farm in the Heart of Middletown ValleySet against panoramic views of the Middletown Valley, nestled in the Blue Ridge Mountains of Maryland, this custom-built Mid-Atlantic Victorian-style home offers a rare opportunity to own a horse-ready farm in Frederick County’s highly desirable Middletown School District, just minutes from the Appalachian Trail. Perfect as a

    David Smith Samson Properties

    6735 Burkittsville Rd, Middletown, MD 21769
  • 8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, 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
  • 3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, 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
  • 9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
    /3

    $450,000

    • Land
    • 10.26 Acres
    • $43,860 per Acre

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

    Brand new to the market and just recorded, complete with well, 4 BR conventional perc, electric at edge of lot, and spectacular view of South Mountain historic area and Middletown Valley. Middletown Middle and High schools and Myersville ES for top education. Farm animals allowed accept for swine. Bring your own builder or listing agent will introduce you to top builders in the area. There is no

    Susan Kelley Kelley Real Estate Professionals

    9702 Mount Tabor - Lot 11 Rd, Middletown, MD 21769
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, 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
  • 1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, 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
  • 5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry Ct, Middletown, MD 21769
    5916 Cloudberry 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
  • 3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    /16

    $1,186,202 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,500 Sq Ft

    3130 Bidle Rd, Middletown, MD 21769

    Lot 1 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    3130 Bidle Rd, Middletown, MD 21769
  • 417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    417 W Main St, Middletown, MD 21769
    /52

    $254,000

    • 3 Beds
    • 1 Bath
    • 1,392 Sq Ft

    417 W Main St, Middletown, MD 21769

    Price Improved and ready for you to make this your new home in 2026 !! Welcome to this delightful 3-bedroom, 1-bath single-family home nestled on Main St. in the heart of historic Middletown. Full of character and timeless appeal, this vintage gem is brimming with potential.Situated on a generous lot, the home boasts a spacious backyard—perfect for outdoor entertaining, gardening, or future

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • 7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    /11

    $1,297,167 New Construction

    • 3 Beds
    • 3.5 Baths
    • 2,790 Sq Ft

    7453 Heritage Oak Terrace, Middletown, MD 21769

    Lot 4 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    7453 Heritage Oak Terrace, Middletown, MD 21769
  • 3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    3120 Bidle Rd, Middletown, MD 21769
    /14

    $1,578,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,871 Sq Ft

    3120 Bidle Rd, Middletown, MD 21769

    Lot 2 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    3120 Bidle Rd, Middletown, MD 21769
  • 3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    /27

    $1,990,900 New Construction

    • 5 Beds
    • 6 Baths
    • 5,153 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    Lot 3 East at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    3150 Bidle Rd, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /11

    $1,180,000 New Construction

    • 4 Beds
    • 3 Baths
    • 2,618 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • 7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    7452 Heritage Oak Terrace, Middletown, MD 21769
    /24

    $1,326,574 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,252 Sq Ft

    7452 Heritage Oak Terrace, Middletown, MD 21769

    Lot 1 West at Heritage Oak Estates | To-Be-Built Custom Home Opportunity. Don’t miss this rare opportunity to build your dream home in 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

    Amos Martin VCRE.CO

    7452 Heritage Oak Terrace, Middletown, MD 21769
Maryland Frederick County Middletown

Newest Listings for Sale in Middletown, MD

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $724,444.
How many homes have sold over the last 12 months in Middletown, MD?
124 homes have sold in Middletown, MD over the last 12 months.
What are the most popular zip codes in Middletown, MD?
The most popular zip codes in Middletown, MD include 21769, 21702, 21703, 21773 and 21755.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $625,000. If you put a 20% down payment of $125,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $3,120 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $134K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Middletown, MD?
Middletown, MD has highly rated public and private schools. Some of the best schools in Middletown based on Niche Grades are Lucy School, Myersville Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Trends in Middletown, MD

On average, homes in Middletown, MD sell after 24 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, MD over the last 12 months is $606,500, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$606,500
Median Single Family Sale Price
$641,250
Median Townhouse Sale Price
$405,900
Average Price Per Sq Ft
$204
Number of Homes for Sale
19
Last 12 months Home Sales
124
Months of Supply
1.80
Median List Price
$625,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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