23

Middletown, MD Homes for Sale

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  • 2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    2802 Bidle Rd, Middletown, MD 21769
    /63

    $1,475,000

    $25K PRICE DROP
    • 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
  • 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
    /75

    $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
  • 411 Glenbrook Dr, Middletown, MD 21769
    411 Glenbrook Dr, Middletown, MD 21769
    /2

    $825,000

    Coming Soon
    • 4 Beds
    • 3.5 Baths
    • 4,603 Sq Ft

    411 Glenbrook Dr, Middletown, MD 21769

    Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    411 Glenbrook Dr, 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
  • 3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    3150 Bidle Rd, Middletown, MD 21769
    /93

    $1,719,900

    New Construction
    • 5 Beds
    • 8 Baths
    • 6,026 Sq Ft

    3150 Bidle Rd, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    3150 Bidle Rd, Middletown, MD 21769
  • 7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    7 Derr Ln, Middletown, MD 21769
    /33

    $625,000

    • 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
  • 3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    3130 Bidle Rd, Middletown, MD 21769
    /88

    $1,249,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,052 Sq Ft

    3130 Bidle Rd, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    3130 Bidle Rd, Middletown, MD 21769
  • 7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    7453 Heritage Oak Terrace, Middletown, MD 21769
    /93

    $1,349,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 4,413 Sq Ft

    7453 Heritage Oak Terrace, Middletown, MD 21769

    To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking

    Adam Ellison Long & Foster Real Estate, Inc.

    7453 Heritage Oak Terrace, 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
  • 400 Stone Springs Ln, Middletown, MD 21769
    400 Stone Springs Ln, Middletown, MD 21769
    400 Stone Springs Ln, Middletown, MD 21769
    /43

    $439,900

    • 4 Beds
    • 3.5 Baths
    • 2,640 Sq Ft

    400 Stone Springs Ln, Middletown, MD 21769

    Welcome home to this beautifully updated end-unit townhome in the highly sought-after Glenbrook community, where modern updates, generous living space, and an unbeatable Middletown location come together to create a home you’ll love from the moment you arrive. This spacious three-level home features luxury vinyl plank flooring on all levels, with brand-new carpeting on the staircases (hardwood

    Bobbi Prescott RE/MAX Results

    400 Stone Springs Ln, Middletown, MD 21769
  • 708 E Main St, Middletown, MD 21769
    708 E Main St, Middletown, MD 21769
    708 E Main St, Middletown, MD 21769
    /66

    $499,000

    • 4 Beds
    • 2 Baths
    • 2,036 Sq Ft

    708 E Main St, Middletown, MD 21769

    Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather

    Lori Rogers Keller Williams Realty Centre

    708 E Main St, Middletown, MD 21769
  • 718 E Main St, Middletown, MD 21769
    718 E Main St, Middletown, MD 21769
    718 E Main St, Middletown, MD 21769
    /35

    $499,900

    Open Sun 12PM - 3PM
    • 4 Beds
    • 2 Baths
    • 1,862 Sq Ft

    718 E Main St, Middletown, MD 21769

    Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable,

    Andrew Hopley Keller Williams Realty Centre

    718 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
    /56

    $599,900

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,488 Sq Ft

    6838 Mountain Church Rd, Middletown, MD 21769

    Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The

    Chris Reeder Long & Foster Real Estate, Inc.

    6838 Mountain Church 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
    /99

    $659,000

    $140K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,782 Sq Ft

    3213 Old National Pike, Middletown, MD 21769

    NEWLY PRICED!! Discover the convenience of spacious one-level living in this beautiful 3-bedroom, 2.5-bath home, highlighted by an expansive private primary suite and a comfortable, functional floor plan.The home blends distinctive character with modern conveniences. The kitchen features stainless steel appliances, a new cooktop, custom cabinetry, and granite countertops. The formal dining

    Denise Perkins Kelley Real Estate Professionals

    3213 Old National Pike, Middletown, MD 21769
  • 200 Prospect St, Middletown, MD 21769
    200 Prospect St, Middletown, MD 21769
    200 Prospect St, Middletown, MD 21769
    /49

    $699,000

    • 5 Beds
    • 3 Baths
    • 3,206 Sq Ft

    200 Prospect St, Middletown, MD 21769

    This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large,

    Brandon Ziska Coldwell Banker Realty

    200 Prospect St, 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
  • 5 Dean Ln, Middletown, MD 21769
    5 Dean Ln, Middletown, MD 21769
    5 Dean Ln, Middletown, MD 21769
    /57

    $849,000

    • 4 Beds
    • 4.5 Baths
    • 4,497 Sq Ft

    5 Dean Ln, Middletown, MD 21769

    Welcome to 5 Dean Lane, a stunning 4-bedroom, 4.5-bath home in the sought-after Middletown Glen community. Ideally located within walking distance of schools, parks, and the library, this exceptional home is also just minutes from the nature center, local restaurants, golf courses, and major commuter routes. Step inside to a welcoming foyer featuring a private home office, then continue past the

    Erin Joyce Real Estate Innovations

    5 Dean Ln, Middletown, MD 21769
  • 9124 Hawbottom Rd, Middletown, MD 21769
    9124 Hawbottom Rd, Middletown, MD 21769
    9124 Hawbottom Rd, Middletown, MD 21769
    /62

    $639,900

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 2,028 Sq Ft

    9124 Hawbottom Rd, Middletown, MD 21769

    Escape to your own private mountain retreat just minutes from Middletown and downtown Frederick. Nestled on nearly one acre and bordered by protected conservation land, this beautifully updated authentic log home offers the perfect blend of privacy, natural beauty, and modern comfort. Enjoy easy access to Gambrill State Park, the Appalachian Trail, shopping, dining, and highly rated Middletown

    Bobbi Prescott RE/MAX Results

    9124 Hawbottom Rd, Middletown, MD 21769
  • 9001 Hollow Rd, Middletown, MD 21769
    9001 Hollow Rd, Middletown, MD 21769
    9001 Hollow Rd, Middletown, MD 21769
    /42

    $499,900

    • 4 Beds
    • 3 Baths
    • 1,432 Sq Ft

    9001 Hollow Rd, Middletown, MD 21769

    *One or more photos in this listing have been virtually staged using AI*Completely Renovated & Move-In Ready! Welcome to this beautifully updated ranch-style home situated on a picturesque 2-acre lot in the heart of Middletown Valley. Every detail has been thoughtfully renovated, offering a bright, modern interior with quality finishes throughout. The open and inviting floor plan is perfect

    Catalina Sandoval RE/MAX Realty Centre, Inc.

    9001 Hollow Rd, 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
  • 4 Lamar Ln, Middletown, MD 21769
    4 Lamar Ln, Middletown, MD 21769
    4 Lamar Ln, Middletown, MD 21769
    /31

    $475,000

    • 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
Maryland Frederick County

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 $690,514.
Are home prices dropping in Middletown?
Yes, home prices in Middletown are down 2% in the last 12 months.
How many homes have sold over the last 12 months in Middletown, MD?
139 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 $601,500. If you put a 20% down payment of $120,300 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $2,980 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $128K 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 $575,400, down 3% year-over-year. Homes in Middletown sell in 23 days on average, compared to the national average of 56 days.

Home Price Trends

Median Sale Price
$575,400
Median Single Family Sale Price
$617,000
Median Townhouse Sale Price
$425,000
Median 2 Bedroom Sale Price
$367,500
Average Price Per Sq Ft
$194
Number of Homes for Sale
22
Last 12 months Home Sales
139
Months of Supply
1.90
Median List Price
$601,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
How to Buy a Home How to Finance a Home How to Sell a Home

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