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Middletown, MD Homes for Sale

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  • 216 E Main St, Middletown, MD 21769
    216 E Main St, Middletown, MD 21769
    216 E Main St, Middletown, MD 21769
    /72

    $775,000

    • 5 Beds
    • 6 Baths
    • 3,296 Sq Ft

    216 E Main St, Middletown, MD 21769

    Featured in WASHINGTONIAN, this iconic Victorian “Painted Lady” in the heart of Middletown’s historic district, offering timeless architecture paired with modern comfort. This one-of-a-kind residence showcases striking curb appeal with its signature twin turrets, intricate woodwork, and charming front porch that sets the tone for what awaits inside. Boasting 5 bedrooms, 4 full baths, and 2 half

    Denise Briggs Redfin Corp

    216 E Main St, 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
  • 0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769
    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769
    0 Mountain Church Rd Unit MDFR2080886, Middletown, MD 21769
    /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
  • 2616 Quebec School Rd, Middletown, MD 21769
    2616 Quebec School Rd, Middletown, MD 21769
    /2

    $859,900 Open Thu 5PM - 7PM

    • 5 Beds
    • 4.5 Baths
    • 4,754 Sq Ft

    2616 Quebec School Rd, Middletown, MD 21769

    Twilight Open House! Be the first to visit 5/14 from 5-7pm to see this hard to find property. Welcome to 2616 Quebec School Road—an exceptional opportunity in the highly desirable Middletown area offering space, flexibility, and modern updates situated on 2.74 acres. This expansive home features 5 bedrooms and 4.5 baths, including a fully connected in-law suite—perfect for multi-generational

    Richard Phillips Northrop Realty

    2616 Quebec School 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
  • 3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, Middletown, MD 21769
    3213 Old National Pike, Middletown, MD 21769
    /99

    $699,900

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

    3213 Old National Pike, Middletown, MD 21769

    Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional structure are being sold together, situated on two separately deeded parcels that share a well and septic system. The Tudor Revival home has been freshly painted and offers timeless character blended with thoughtful updates throughout. The kitchen features stainless steel appliances, a new cooktop, custom

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • 6 Gaver Way, Middletown, MD 21769
    6 Gaver Way, Middletown, MD 21769
    6 Gaver Way, Middletown, MD 21769
    /72

    $820,000

    • 5 Beds
    • 5.5 Baths
    • 5,510 Sq Ft

    6 Gaver Way, Middletown, MD 21769

    Welcome to this stunning residence, where over 5,500 square feet of thoughtfully designed living space meets the demands of everyday ease and luxury. Start your mornings on the charming front porch, the perfect place to take in the sunrise. As you step inside, you are greeted by the warmth of gleaming hardwood floors that flow seamlessly throughout the entire main level, unifying the open-concept

    Emily Grimshaw Compass

    6 Gaver Way, Middletown, MD 21769
  • 503 Glenbrook Dr, Middletown, MD 21769
    503 Glenbrook Dr, Middletown, MD 21769
    503 Glenbrook Dr, Middletown, MD 21769
    /95

    $885,000

    • 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
  • 1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    1936 Old National Pike, Middletown, MD 21769
    /44

    $399,000

    • 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
  • 2 Lombardy Dr, Middletown, MD 21769
    2 Lombardy Dr, Middletown, MD 21769
    2 Lombardy Dr, Middletown, MD 21769
    /49

    $499,999

    • 3 Beds
    • 2 Baths
    • 2,079 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
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    /73

    $1,395,000

    • 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
  • 208 E Main St, Middletown, MD 21769
    208 E Main St, Middletown, MD 21769
    208 E Main St, Middletown, MD 21769
    /75

    $374,900 Open Sat 11AM - 2PM

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

    208 E Main St, Middletown, MD 21769

    Enjoy main street living with BRAND NEW HIGH-END FINISHES INSIDE & OUT including structural updates on Main street in Middletown! THIS COMPLETELY RENOVATED and BEAUTIFULLY RESTORED HOME HAS BEEN UPDATED THROUGH-OUT WITH ALL BRAND NEW ITEMS INCLUDING FOLLOWING: Roof & underneath sheathing to ensure a solid foundation for new materials, Electrical updated to code, new Plumbing and components

    Heather Ponce Maryland Elite Realtors

    208 E Main St, Middletown, MD 21769
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    /52

    $639,900

    • 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 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
  • 4432 Valley View Rd, Middletown, MD 21769
    4432 Valley View Rd, Middletown, MD 21769
    4432 Valley View Rd, Middletown, MD 21769
    /54

    $479,900

    • 3 Beds
    • 2.5 Baths
    • 1,232 Sq Ft

    4432 Valley View Rd, Middletown, MD 21769

    Don't miss out on this very well maintained all-brick rancher situated on a level, half acre lot! This charming home features many updates and newer features -- including roof, water treatment system, well pump and much more. The kitchen boasts of solid surface countertops, tile backsplash and stainless steel appliances. Entering the living room, you will find a brick hearth fireplace and bright

    Dan Plombon Mackintosh, Inc.

    4432 Valley View Rd, Middletown, MD 21769
  • 110 Stone Springs Ln, Middletown, MD 21769
    110 Stone Springs Ln, Middletown, MD 21769
    110 Stone Springs Ln, Middletown, MD 21769
    /81

    $435,000

    • 4 Beds
    • 3.5 Baths
    • 2,652 Sq Ft

    110 Stone Springs Ln, Middletown, MD 21769

    Open House Saturday and Sunday 1-3pm. Beautifully updated townhome in sought after Glenbrook community backing to the Richland Golf club offering serene golf course views and an exceptional setting. Recent improvements include a brand-new architectural shingle roof, fresh paint, new carpet, and a stamped concrete patio. Gleaming solid oak hardwood floors and elegant accent molding highlight the

    Richard Phillips Northrop Realty

    110 Stone Springs Ln, Middletown, MD 21769
  • 7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    7460 Heritage Oak Terrace, Middletown, MD 21769
    /30

    $1,664,378 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,782 Sq Ft

    7460 Heritage Oak Terrace, Middletown, MD 21769

    Lot 2 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

    7460 Heritage Oak Terrace, Middletown, MD 21769
  • 3204 Bidle Rd, Middletown, MD 21769
    3204 Bidle Rd, Middletown, MD 21769
    3204 Bidle Rd, Middletown, MD 21769
    /23

    $250,000

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft

    3204 Bidle Rd, Middletown, MD 21769

    Offer Deadline is Monday, May 11th, at 2pm. Enjoy country living right outside of downtown Middletown. This charming two bedroom, one bathroom home features fresh paint, stylish LVP flooring in the family room, beautiful granite countertops in the kitchen and a fenced in backyard. The hardwood staircase leads you to a small sitting area, full bathroom and two spacious bedrooms. Ample storage can

    Ronald Wolfe Charis Realty Group

    3204 Bidle Rd, Middletown, MD 21769
  • 4601 Feldspar Rd, Middletown, MD 21769
    4601 Feldspar Rd, Middletown, MD 21769
    4601 Feldspar Rd, Middletown, MD 21769
    /54

    $484,900

    • 3 Beds
    • 2.5 Baths
    • 1,552 Sq Ft

    4601 Feldspar Rd, Middletown, MD 21769

    Welcome to this well cared for home in the heart of Middletown, located within the highly sought after Blue Ribbon school district. Lovingly maintained by the same family for the past 11 years, this home offers a comfortable layout and design for all. Walk in on the main level; which includes a spacious living room, dining room, family room, kitchen, and convenient half bath; perfect for both

    Hilery Leatherman Charis Realty Group

    4601 Feldspar Rd, Middletown, MD 21769
  • 4209 Maryland Ct, Middletown, MD 21769
    4209 Maryland Ct, Middletown, MD 21769
    4209 Maryland Ct, Middletown, MD 21769
    /148

    $1,400,000

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

    4209 Maryland Ct, Middletown, MD 21769

    Welcome to 4209 Maryland Court, a stunning retreat nestled in the hills of the Middletown Valley, offering breathtaking views of Maryland National Golf Course and the Catoctin Mountains. Set on a beautifully landscaped 3.15-acre lot, this exceptional residence blends timeless elegance with thoughtful modern upgrades, creating a serene and private setting. Inside, architectural details shine in

    Keri Weis Northrop Realty

    4209 Maryland Ct, Middletown, MD 21769
  • 7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    /33

    $675,000

    • 3 Beds
    • 2.5 Baths
    • 2,208 Sq Ft

    7 Derr Ln, Middletown, MD 21769

    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, walking/jogging

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • 307 Washington St, Middletown, MD 21769
    307 Washington St, Middletown, MD 21769
    307 Washington St, Middletown, MD 21769
    /64

    $645,000

    • 5 Beds
    • 3.5 Baths
    • 3,288 Sq Ft

    307 Washington St, Middletown, MD 21769

    Now on market! 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
Maryland Frederick County Middletown

Real Estate & Homes for Sale in Middletown, MD

Why Live in Middletown

Located 45 miles from Washington D.C., Middletown, Maryland is a small town that attracts those seeking a quieter lifestyle while still being within commuting distance of the capital. The town features a variety of home styles, including townhouses, ranch-style homes, large Victorian builds, and brick colonials, with prices ranging from $320,000 to $800,000. The community is known for its strong sense of togetherness, with frequent events that bring residents downtown. Middletown's public schools are highly rated, with Middletown Elementary, Middletown Middle School, and Middletown High all receiving commendable ratings. Outdoor enthusiasts will find plenty of things to do, such as hiking and kayaking at Catoctin Creek Park, sports activities at Remsberg Park, and various amenities at Middletown Park, including a disc golf course and dog park. Dining options are diverse, with local favorites like The Main Cup, Dempsey’s Grille, and Tapia’s on Main offering a range of cuisines. For fresh produce and local goods, the Middletown Farmer’s Market is a popular spot from May to October. Grocery shopping is convenient with a Safeway and Aldi nearby, and retail needs can be met at Target and Westview Promenade. Middletown offers a blend of community spirit, outdoor activities, and practical amenities, making it a desirable place for many.

Learn more about living in Middletown

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $731,229.
How many homes have sold over the last 12 months in Middletown, MD?
133 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 $645,000. If you put a 20% down payment of $129,000 and had a 30-year fixed mortgage with an interest rate of 6.37%, your estimated principal and interest payment would be $3,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $138K 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 22 days on the market compared to the national average of 57 days. The median sale price for homes in Middletown, MD over the last 12 months is $624,000, up 7% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$624,000
Median Single Family Sale Price
$650,000
Median Townhouse Sale Price
$410,000
Average Price Per Sq Ft
$201
Number of Homes for Sale
24
Last 12 months Home Sales
133
Months of Supply
2.20
Median List Price
$645,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
How to Buy a Home How to Finance a Home How to Sell a Home

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