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Middletown, MD Homes for Sale

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  • 9237 Frostown Rd, Middletown, MD 21769
    9237 Frostown Rd, Middletown, MD 21769
    9237 Frostown Rd, Middletown, MD 21769
    /113

    $2,500,000

    • 4 Beds
    • 4.5 Baths
    • 6,578 Sq Ft

    9237 Frostown Rd, Middletown, MD 21769

    Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown

    Agent Photo

    Shelley Eyler

    Berkshire Hathaway HomeServices PenFed Realty

    9237 Frostown Rd, Middletown, MD 21769
  • 2748 Bennies Hill Rd, Middletown, MD 21769
    2748 Bennies Hill Rd, Middletown, MD 21769
    2748 Bennies Hill Rd, Middletown, MD 21769
    /52

    $599,000

    • 3 Beds
    • 3 Baths
    • 2,451 Sq Ft

    2748 Bennies Hill Rd, Middletown, MD 21769

    Welcome to your own private retreat! This 3-bedroom, 3 full bath home offers nearly 2,500 square feet of finished living space and comes with not one, but two parcels totaling approximately 7.63 acres. The home is situated on 5.90 acres and includes an additional 1.73-acre wooded lot located directly behind the property, providing even more privacy and future possibilities. Inside, you'll find

    Agent Photo

    Greg Salley

    Long & Foster Real Estate, Inc.

    2748 Bennies Hill Rd, Middletown, MD 21769
  • 2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    /63

    $1,500,000

    Open Sun 1PM - 3PM
    • 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
  • 8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, Middletown, MD 21769
    8939 Hawbottom Rd, Middletown, MD 21769
    /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
  • 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
  • 7331 Holter Rd, Middletown, MD 21769
    7331 Holter Rd, Middletown, MD 21769
    /2

    $950,000

    Open Fri 5PM - 7PM Coming Soon
    • 4 Beds
    • 5 Baths
    • 5,661 Sq Ft

    7331 Holter Rd, Middletown, MD 21769

    Overlooking Remsberg Park and set on 0.95 acres, this lovingly maintained, extensively expanded and renovated Middletown home offers 5,661 finished square feet, two private primary suites, exceptional gathering spaces, and a lifestyle centered around comfort, flexibility, and outdoor living. The eat-in kitchen was renovated in 2016 and features hand-painted, all-wood custom cabinetry by Reaver’s

    Devon Beckner Real Broker, LLC

    7331 Holter Rd, Middletown, MD 21769
  • 4 Lamar Ln, Middletown, MD 21769
    4 Lamar Ln, Middletown, MD 21769
    4 Lamar Ln, Middletown, MD 21769
    /10

    $489,900

    Coming Soon
    • 2 Beds
    • 2 Baths
    • 1,359 Sq Ft

    4 Lamar Ln, Middletown, MD 21769

    Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the

    Bobbi Prescott RE/MAX Results

    4 Lamar Ln, Middletown, MD 21769
  • 24 Young Branch Dr, Middletown, MD 21769
    24 Young Branch Dr, Middletown, MD 21769
    24 Young Branch Dr, Middletown, MD 21769
    /76

    $662,000

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,696 Sq Ft

    24 Young Branch Dr, Middletown, MD 21769

    This home offers EVERYTHING you move to Middletown for; small-town feel, walkability to parks, restaurants, library and shopping, top-rated schools, easy access to commuter routes and THE VIEW! That’s right- one of the few homes in the neighborhood that backs to OPEN SPACE, owned by the town, with a view of South Mountain! With 3,696 sq ft of living space, you’ll find a welcoming open floor plan

    Michelle Hodos Long & Foster Real Estate, Inc.

    24 Young Branch Dr, Middletown, MD 21769
  • 2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    2730 Marker Rd, Middletown, MD 21769
    /77

    $1,395,000

    $105K PRICE DROP
    • 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
  • 5901 Cloudberry Ct, Middletown, MD 21769
    5901 Cloudberry Ct, Middletown, MD 21769
    /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
  • 8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    8209 Old Hagerstown Rd, Middletown, MD 21769
    /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
  • 6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    6838 Mountain Church Rd, Middletown, MD 21769
    /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
  • 4311 Saratoga Springs Ct, Middletown, MD 21769
    4311 Saratoga Springs Ct, Middletown, MD 21769
    4311 Saratoga Springs Ct, Middletown, MD 21769
    /77

    $1,200,000

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

    4311 Saratoga Springs Ct, Middletown, MD 21769

    Tucked away at the end of a quiet cul-de-sac within the prestigious Vistas at Springdale of Middletown, stands an exquisite property that embodies the pinnacle of luxury living and relaxed elegance. Spanning an impressive 5,366 square feet, this home is a harmonious blend of grandeur and functionality, designed for those who appreciate the finer things in life. Step inside to discover a grand

    Kevin Coyne Long & Foster Real Estate, Inc.

    4311 Saratoga Springs Ct, 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

    $99K PRICE DROP
    • 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
  • 8 N Pointe Terrace, Middletown, MD 21769
    8 N Pointe Terrace, Middletown, MD 21769
    8 N Pointe Terrace, Middletown, MD 21769
    /74

    $749,900

    $25K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 5,674 Sq Ft

    8 N Pointe Terrace, Middletown, MD 21769

    Exceptional value in North Pointe! One of the largest models in the neighborhood, this updated home offers plenty of space, a flexible floorplan, a private lot backing to trees, and is located in the highly sought-after Middletown school district. The main level features hardwood flooring, formal living and dining rooms, a private office, laundry room, dual staircases, and a dramatic two-story

    Audrey Bullock Cummings & Co. Realtors

    8 N Pointe Terrace, Middletown, MD 21769
  • Lot 1 E Green St, Middletown, MD 21769
    Lot 1 E Green St, Middletown, MD 21769
    /2

    $150,000

    • Land
    • 10,454 Sq Ft
    • $625,000 per Acre

    Lot 1 E Green St, Middletown, MD 21769

    Charming 1/4 acre buildable on E. Green Street. The buyer of 19 E. Main Street will have the right of first refusal on the sale. Additional photos available on the 19 E. Main Street listing MDFR2082574.

    Bobbi Prescott RE/MAX Results

    Lot 1 E Green St, Middletown, MD 21769
  • 8613 Hollow Rd, Middletown, MD 21769
    8613 Hollow Rd, Middletown, MD 21769
    8613 Hollow Rd, Middletown, MD 21769
    /87

    $779,000

    • 5 Beds
    • 3.5 Baths
    • 4,452 Sq Ft

    8613 Hollow Rd, Middletown, MD 21769

    OPEN HOUSE! Sunday, 6/14 from 1-3 pm *** Looking for the perfect spot to HOMESTEAD? This 4.23 acre property in the Middletown Valley is the place to be! The home itself is a sprawling 2 level rancher offering 5,100 sq. ft. of modern living space! The complete kitchen renovation includes stainless steel appliances, leathered granite, an extra wide stainless-steel sink with drying ledge, butcher

    Michelle Hodos Long & Foster Real Estate, Inc.

    8613 Hollow Rd, Middletown, MD 21769
  • 2 Derr Ln, Middletown, MD 21769
    2 Derr Ln, Middletown, MD 21769
    2 Derr Ln, Middletown, MD 21769
    /59

    $555,000

    • 3 Beds
    • 3 Baths
    • 2,279 Sq Ft

    2 Derr Ln, Middletown, MD 21769

    Welcome to 2 Derr Lane, a beautifully maintained home nestled in the highly sought-after Foxfield 55+ Community in Middletown. Offering 2,279 square feet of thoughtfully designed living space on a desirable corner lot, this exceptional home combines comfort, convenience, and low-maintenance living in one of the area's most popular active adult communities. Proudly offered by the original owners,

    Joanna Brown Keller Williams Realty Centre

    2 Derr Ln, Middletown, MD 21769
  • 19 E Main St, Middletown, MD 21769
    19 E Main St, Middletown, MD 21769
    19 E Main St, Middletown, MD 21769
    /132

    $1,150,000

    • 4 Beds
    • 3.5 Baths
    • 3,130 Sq Ft

    19 E Main St, Middletown, MD 21769

    Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for

    Bobbi Prescott RE/MAX Results

    19 E Main St, Middletown, MD 21769
  • 7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    /33

    $650,000

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

    7 Derr Ln, Middletown, MD 21769

    NEW PRICE! 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,

    Joseph McDonnell Corner House Realty

    7 Derr Ln, Middletown, MD 21769
  • 7430 Dogwood Ln, Middletown, MD 21769
    7430 Dogwood Ln, Middletown, MD 21769
    7430 Dogwood Ln, Middletown, MD 21769
    /111

    $1,395,000

    • 5 Beds
    • 5 Baths
    • 5,695 Sq Ft

    7430 Dogwood Ln, Middletown, MD 21769

    Some homes come on the market every few years.Others almost never do.7430 Dogwood Lane is the kind of property that rarely becomes available — because homes like this are not built casually, owned briefly, or easily replaced.Offered for sale for the very first time, this rare all-brick custom Dale Ausherman home sits privately on 5 acres near the end of a dead-end street, overlooking

    Anthony Verdi IMPACT Maryland Real Estate

    7430 Dogwood Ln, 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 $723,437.
How many homes have sold over the last 12 months in Middletown, MD?
131 homes have sold in Middletown, MD over the last 12 months.
What is the average household income in Middletown, MD?
The average household income in Middletown, MD is $164K.
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 $649,000. If you put a 20% down payment of $129,800 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $3,270 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $140K a year to afford the median home price in Middletown. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Middletown is $164K.
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 Prices in Middletown, MD

The median home sale price in Middletown, MD is $610,000, up 7% year-over-year. Homes in Middletown sell in 24 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$610,000
Median Single Family Sale Price
$645,000
Median Townhouse Sale Price
$410,000
Median 2 Bedroom Sale Price
$489,900
Average Price Per Sq Ft
$195
Number of Homes for Sale
19
Last 12 months Home Sales
131
Months of Supply
1.70
Median List Price
$649,000
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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