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Homes for Sale near Middletown Elementary School

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  • /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
  • /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
  • /5

    $1,175,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 5,248 Sq Ft

    4509 Shaff Ln, Frederick, MD 21703

    Welcome to Dancing Woods. This stunning log home is situated on an 11.34 acre wooded lot in picturesque Braddock Heights. Exceptional privacy without sacrificing convenience. Expansive family room with vaulted ceiling and double sided fireplace opens into updated, gourmet kitchen and breakfast room. Main level also includes living room, dining room, and bedroom/office with en-suite full bath.

    Kimberly Hotaling RE/MAX Results

    4509 Shaff Ln, Frederick, MD 21703
  • /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
  • /2

    $859,900 Open Sat 1PM - 3PM

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

    2616 Quebec School Rd, Middletown, MD 21769

    Coming Soon in Middletown! 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 living, guests, or added privacy. The in-law suite which has two

    Richard Phillips Northrop Realty

    2616 Quebec School 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

    Amos Martin VCRE.CO

    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
  • /72

    $820,000 Open Sat 1PM - 3PM

    • 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
  • /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
  • /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
  • /46

    $449,000

    • 4 Beds
    • 3 Baths
    • 1,800 Sq Ft

    6215 S Clifton Rd, Frederick, MD 21703

    This single-family home offers comfort, convenience, and modern updates throughout with 4 bedrooms and 3 full bathrooms. The upper level features 3 bedrooms, a beautifully updated full bathroom, brand-new carpet, recessed lighting, and a convenient storage closet. On the main level, you'll find another full bathroom and a kitchen that boasts a new sink, countertops, and a dishwasher. Off the

    DAVID AYALA Charis Realty Group

    6215 S Clifton Rd, Frederick, MD 21703
  • /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
  • /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
  • /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
  • /94

    $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
  • /81

    $435,000 Open Sat 1PM - 3PM

    • 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
  • /37

    $525,000 Open Sat 2PM - 4PM

    • 3 Beds
    • 2.5 Baths
    • 2,288 Sq Ft

    5622 Glen Hill Ct, Jefferson, MD 21755

    Welcome to the perfect blend of country charm and everyday convenience. This beautifully maintained 3 bedroom, 2.5 bath brick ranch sits on a cleared 0.97-acre lot, offering privacy, space, and scenic views backing to farmland. Originally built in 1983 and offered by the original owner, this home checks all of the boxes. Inside, you’ll find a functional layout featuring a stunning remodeled

    Jay Day LPT Realty, LLC

    5622 Glen Hill Ct, Jefferson, MD 21755
  • /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
  • /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
  • /23

    $250,000

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

    3204 Bidle Rd, Middletown, MD 21769

    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 be found in the large basement. Ideally

    Ronald Wolfe Charis Realty Group

    3204 Bidle Rd, Middletown, MD 21769
  • /2

    $484,900 Coming Soon

    • 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
  • /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
  • /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
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