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Middletown, MD Homes for Sale

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  • /63

    $2,200,000

    • 3 Beds
    • 4 Baths
    • 3,477 Sq Ft

    8842 Hawbottom Rd, Middletown, MD 21769

    Welcome home to 8842 Hawbottom Road! This breathtaking property features a stunning custom built three bedroom two full and two half bath main house, two car detached garage and workshop (approximately 1,400 square feet), plus a secondary three bedroom two full bath tenant house, situated on over 82 acres with 360 views, plus Frederick County approved subdivision rights - need we say more!

    Agent Photo

    Jim Bass

    Real Estate Teams, LLC

    (240) 916-1366

    8842 Hawbottom 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 339-2429

    3130 Bidle Rd, 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 262-0552

    7453 Heritage Oak Terrace, 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 734-3188

    3120 Bidle Rd, Middletown, MD 21769
  • /12

    $1,631,633 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,524 Sq Ft

    7461 Heritage Oak Terrace, Middletown, MD 21769

    Lot 3 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 410-1326

    7461 Heritage Oak Terrace, 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 771-1321

    3150 Bidle Rd, 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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 219-6882

    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

    Agent Photo

    Amos Martin

    VCRE.CO

    (240) 817-3574

    7452 Heritage Oak Terrace, Middletown, MD 21769
  • /84

    $999,000

    • 3 Beds
    • 4 Baths
    • 4,070 Sq Ft

    8935 Hawbottom Rd, Middletown, MD 21769

    *DO NOT DRIVE DOWN THE DRIVEWAY AT ANYTIME WITHOUT AN APPROVED SHOWING APPT W/YOUR REALTOR*Welcome to your own private sanctuary—an extraordinary craftsman-style home nestled deep in the woods on a secluded half-mile shared driveway. Tucked away from the world, this one-of-a-kind residence is a rare blend of natural beauty, unique architectural charm, & refined comfort. From the moment you

    Sharon Lelm Charis Realty Group

    8935 Hawbottom Rd, Middletown, MD 21769
  • /56

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 2,917 Sq Ft

    2431 Quebec School Rd, Middletown, MD 21769

    Matthew McLeod Stewart Real Estate, LLC

    2431 Quebec School Rd, Middletown, MD 21769
  • /5

    $940,865 New Construction

    • 3 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    Lot 2 Sumantown Rd, Middletown, MD 21769

    PDR Homes is offering house packages at Americus Manor, a private subdivision featuring three lots within the Middletown school district. The subdivision is adjacent to over 135 acres of parkland, ensuring serenity and seclusion. The pricing shown is for the Lexington model, elevation 4 on Lot 2, a 2.37-acre partially wooded lot with an approved septic and existing well. PDR Homes is the

    Christina Poss Verdant Realty Group LLC

    Lot 2 Sumantown Rd, Middletown, MD 21769
  • /46

    $1,085,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,544 Sq Ft

    3105 Sumantown Rd, Middletown, MD 21769

    Experience modern luxury at The Athens, Elevation 3, now complete on a private 2.9-acre partially wooded lot in the highly sought-after Middletown school district. Offering over 3,500 square feet, four bedrooms, and three and a half baths, this home blends space, style, and sophistication.Enjoy nine-foot ceilings on every level, a two-car front-load garage, and a gourmet kitchen with designer

    Christina Poss Verdant Realty Group LLC

    3105 Sumantown Rd, Middletown, MD 21769
  • /63

    $775,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,680 Sq Ft

    107 Mina Dr, Middletown, MD 21769

    Welcome home to 107 Mina Drive — where comfort, style, and location come together beautifully in the heart of Middletown. Lovingly maintained and thoughtfully updated, this Admar custom-built 4-bedroom, 3.5-bath residence in the sought-after Foxfield neighborhood sits on a beautifully level lot measuring just under a half acre. Enjoy being just steps from Middletown Park and walking distance to

    Bobbi Prescott RE/MAX Results

    107 Mina Dr, Middletown, MD 21769
  • /130

    $1,350,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 6,167 Sq Ft

    5 Stone Springs Ln, Middletown, MD 21769

    This exceptional brick colonial, located on a premium lot in the prestigious Glenbrook golf course community overlooks the 15th and 16th greens and is adjacent to the 17th fairway. Offering over 6,800 square feet of meticulously crafted living space, including 5 bedrooms, 5 bathrooms, and versatile entertaining areas. From the moment you enter the expansive foyer, you’ll appreciate the dual

    Reed Jimenez Verdant Realty Group LLC

    5 Stone Springs Ln, Middletown, MD 21769
  • /2

    $849,999 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 5,386 Sq Ft

    712 Glenbrook Dr, Middletown, MD 21769

    Coming Soon! Updating Carpet and Paint to deliver a turn key home for you! Stay tuned for photos and more details!

    Tony La Scola Welcome Home Realty Group

    712 Glenbrook Dr, Middletown, MD 21769
  • /51

    $669,000

    • 4 Beds
    • 3.5 Baths
    • 2,748 Sq Ft

    95 E Green St, Middletown, MD 21769

    Welcome to 95 E Green Street, a beautifully designed home in Middletown. The main level boasts an inviting open layout with bright, spacious living and dining areas that flow seamlessly into a modern kitchen—ideal for entertaining or everyday comfort. Upstairs, you'll find four generously sized bedrooms, including a serene primary suite with an ensuite bath and ample closet space. The lower level

    John Ippolito Redfin Corp

    95 E Green St, Middletown, MD 21769
  • /49

    $649,000

    • 3 Beds
    • 3 Baths
    • 1,820 Sq Ft

    3226 Bidle Rd, Middletown, MD 21769

    Imagine relaxing on an refinished deck, listening to the birds, and watching wildlife as you take in the serene rolling hills and distant mountains of the Middletown Valley. Despite the peaceful surroundings, you’re only minutes from Main Street Middletown’s restaurants, schools, shops, and all the charm of small-town USA!This beautiful ranch home sits on 3.59 acres and offers 3 bedrooms

    Joseph McDonnell Corner House Realty

    3226 Bidle Rd, Middletown, MD 21769
  • /35

    $574,900

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

    1 Keller Ln, Middletown, MD 21769

    Welcome to this beautifully maintained Dulaney model by ADMAR Custom Homes, located in the sought-after 55+ section of the Foxfield subdivision in picturesque Middletown. Pride of ownership is evident throughout this home, lovingly cared for by its original owner.Step inside to a welcoming ceramic-tiled foyer, offering easy access to the attached two-car garage and a conveniently placed

    Amy Reeder Long & Foster Real Estate, Inc.

    1 Keller Ln, Middletown, MD 21769
  • /38

    $454,900

    • 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
  • /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 retreat feels like living in your own treehouse. Soaring ceilings, expansive windows, and skylights bathe the open interior in natural light, highlighting the warmth of hardwood floors and a striking fireplace centerpiece. The wraparound deck is perfect for morning coffee or evening sunsets, surrounded by nature. The oversized, detached

    Kathryn Royer Royer Select Realty

    6838 Mountain Church Rd, Middletown, MD 21769
  • /22

    $399,999

    • Land
    • 14.27 Acres
    • $28,031 per Acre

    8541 Pete Wiles Rd, Middletown, MD 21769

    Gorgeous wooded 14 acre lot with a charming creek in the back. The elevation allows a walk out lower level. Very close to the Middletown business district but far enough away for a country feel. Your neighbors here will be million dollar homes with mountain views. Rare & beautiful lot!

    Julie Modaressi RE/MAX Distinctive Real Estate, Inc.

    8541 Pete Wiles Rd, Middletown, MD 21769
  • /41

    $429,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 1.5 Baths
    • 1,706 Sq Ft

    7109 Emerald Ct, Middletown, MD 21769

    Motivated SELLER! Price Improvement! Schedule your showing today! LOCATION, LOCATION, LOCATION! Schedule Your Showing today!!! Welcome home to this charming 4-bedroom colonial, situated on a cul-de-sac in a highly desirable Middletown neighborhood, known for its Blue Ribbon schools and friendly, welcoming community! Step inside and feel immediately at home. This beautiful property features recent

    Hilery Leatherman Charis Realty Group

    7109 Emerald Ct, Middletown, MD 21769
  • /67

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,158 Sq Ft

    7291 Beechtree Ln, Middletown, MD 21769

    Tucked away in a peaceful cul-de-sac just off Old National Pike, this charming home sits gracefully on a gentle hill, offering the right blend of privacy and convenience. Step inside to discover a fresh, modern look with new paint inside and out, stylish new lighting fixtures, all-new luxury vinyl plank flooring, and flush carpet in the bedrooms. The brand-new kitchen features new white

    Lisa Thomas Long & Foster Real Estate, Inc.

    7291 Beechtree Ln, Middletown, MD 21769
  • /51

    $439,900

    • 3 Beds
    • 2 Baths
    • 1,176 Sq Ft

    4509 Valley View Rd, Middletown, MD 21769

    Middletown-3 Bedroom, 2 Bath all Brick Rancher with oversized 2 Car Garage. Newer HVAC Unit, Windows and Roof. 1/2 acre level lot backs to open fields with mountain views. Large Shed has electric and new roof. Close to commuter RTS and Shopping. Blue Ribbon Middletown Schools!

    Vernon Troxell RE/MAX Results

    4509 Valley View Rd, Middletown, MD 21769
  • /49

    $465,000

    • 3 Beds
    • 2 Baths
    • 1,752 Sq Ft

    8109 Old Hagerstown Rd, Middletown, MD 21769

    Welcome to this beautifully renovated oversized farmhouse in the heart of Middletown Valley. Blending timeless character with modern updates, this 3-bedroom, 2-full bath home is move-in ready and full of charm. Step inside to find spacious living areas filled with natural light, a thoughtfully updated kitchen with quality finishes, and two full bathrooms that have been tastefully remodeled.

    Robert Frey Hyatt & Company Real Estate LLC

    8109 Old Hagerstown Rd, Middletown, MD 21769
  • /52

    $299,990

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

    417 W Main St, Middletown, MD 21769

    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 expansion. Inside, you'll find original details that speak to the home's

    Vicki Reyes RE/MAX Realty Centre, Inc.

    417 W Main St, Middletown, MD 21769
  • /76

    $599,000

    • 6 Beds
    • 4.5 Baths
    • 3,072 Sq Ft

    4311 Zircon Rd, Middletown, MD 21769

    QUICK SETTLEMENT! Upgrades throughout, new roof, bathroom, kitchen, with all new stainless steel appliances. The renovated main bathroom has a beautiful new tub with ceramic tile and a spacious new vanity. In 2023 the driveway was paved, in 2021, the heat pumps were replaced. Some of the features are over the top, like multiple master bedrooms, one on the first floor, one on the second floor,

    Karen Reda Todays Realty, Inc.

    4311 Zircon Rd, Middletown, MD 21769
  • /6

    $349,000

    • Land
    • 8.2 Acres
    • $42,561 per Acre

    8511 Rosebud Ct, Middletown, MD 21769

    Dream Homesite, Discover your perfect escape on this wooded, well installed and septic approved and engineered and ready to build, Nestled high above Middletown Valley the lot has a cleared homesite. views privacy and tranquility and minutes from town.

    Nancy Bowlus RE/MAX Results

    8511 Rosebud Ct, Middletown, MD 21769
  • /2

    $550,000 Coming Soon

    • 2 Beds
    • 5 Baths
    • 2,267 Sq Ft

    3 Keller Ln, Middletown, MD 21769

    These don't become available very often. Over 55 community in Middletown. Walking distance to Middletown park. This beautiful home has 3 bedrooms, 2 on the main level, one upstairs, 2 full 2 half baths. 2 car garage, 2 driveway spaces. Everything you need is on the main level. Kitchen, dining area, Living room, Laundry, Hardwood floors on the main level. Lower level has a finished game room/den

    Peggy Magnanelli RE/MAX Results

    3 Keller Ln, Middletown, MD 21769
  • /7

    $625,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,464 Sq Ft

    7002 Springdale Ln, Middletown, MD 21769

    Welcome home to peaceful country living in the heart of Middletown. This beautifully maintained home offers comfort, charm, and space for both everyday living and entertaining. Gorgeous cherry hardwood floors grace the dining room and expansive great room, where a cozy gas fireplace anchors the space. At the center of the home, the spacious country kitchen features granite countertops, abundant

    Richard Fox RE/MAX Realty Centre, Inc.

    7002 Springdale Ln, Middletown, MD 21769
  • /74

    $409,000 Open Sat 3PM - 4PM

    • 3 Beds
    • 1.5 Baths
    • 2,104 Sq Ft

    10 Linden Blvd, Middletown, MD 21769

    CHARMING RANCHER IN MIDDLETOWN, MD! Welcome home to this delightful 3-bedroom, 1.5-bath rancher in an excellent location. This well-maintained home features a cozy living room with fireplace, a kitchen, and a full basement with fireplace providing ample space for storage, hobbies, or future expansion. Hardwood floors extend through nearly the entire home! Enjoy the convenience of a paved driveway

    Kaleb Hurley Hurley Real Estate & Auctions

    10 Linden Blvd, Middletown, MD 21769
  • /17

    $224,900

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    1246 Mountain Church Rd, Middletown, MD 21769

    Charming Cape Cod on 3.56 Acres with Bonus Guest Home – Endless Potential Near the Appalachian Trail!Nestled on a picturesque 3.56-acre lot, this single-family Cape Cod offers the perfect blend of seclusion and convenience. Just minutes from town yet surrounded by nature, this property borders the scenic Potomac Appalachian Trail and Bear Spring cabins—ideal for outdoor enthusiasts seeking

    Deric Beckett Berkshire Hathaway HomeServices PenFed Realty

    1246 Mountain Church Rd, Middletown, MD 21769

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.

Frequently Asked Questions

What is the average home price in Middletown, MD?
Homes for sale in Middletown, MD have an average home price of $713,704.
How many homes have sold over the last 12 months in Middletown, MD?
122 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, 21755 and 21754.
How much do you need to make to afford a house in Middletown?
The median home price in Middletown is $619,000. If you put a 20% down payment of $123,800 and had a 30-year fixed mortgage with an interest rate of 6.17%, your estimated principal and interest payment would be $3,020 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $129K a year to afford the median home price in Middletown.
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 Myersville Elementary School, Middletown Elementary School and Middletown High School. Browse all the schools in Middletown, MD to learn more.

Home Trends in Middletown, MD

Housing Trends

Median Sale Price
$601,450
Median Single Family Sale Price
$633,750
Median Townhouse Sale Price
$375,000
Average Price Per Sq Ft
$199
Number of Homes for Sale
30
Last 12 months Home Sales
122
Months of Supply
3.00
Median List Price
$619,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-4%
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