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Homes for Sale near Middletown Middle School

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  • /50

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,500 Sq Ft

    13903 Wolfsville Rd, Smithsburg, MD 21783

    Escape to your own private sanctuary where the views stretch for miles and nature surrounds you in every direction. Nestled on a scenic hillside along Wolfsville Rd, this 4-bedroom, 3 full bath home offers the perfect blend of peaceful living and everyday convenience.Step inside to a spacious and inviting layout, highlighted by a large open kitchen featuring a central granite island—ideal for

    Agent Photo

    Daniel Rios Ramirez

    Keller Williams Realty Centre

    (227) 888-0375

    13903 Wolfsville Rd, Smithsburg, MD 21783
  • /2

    $174,900

    • Land
    • 15.8 Acres
    • $11,070 per Acre

    0 Brown Unit MDFR2078564, Smithsburg, MD 21783

    15.8 acres of secluded, private, wooded land. Great hunting location.

    Agent Photo

    Linda Barkdoll

    Ronnie Martin Realty, Inc.

    (301) 720-1523

    0 Brown Unit MDFR2078564, Smithsburg, MD 21783
  • /5

    $309,999

    • Land
    • 5.19 Acres
    • $59,730 per Acre

    10538 Baltimore National Pike, Myersville, MD 21773

    What a beautiful lot to build on, surrounded by undulating hills, mountain ridges, and pastoral valleys. Imagine the picture windows you'll enjoy. Welcome home to 5+ acres in Catoctin Meadow. Lot #1 of a 5 lot Executive Homesite sub development conveniently located just outside of Frederick, MD in Myersville and within the Middletown school district. Recorded lot is approved for 6 bedroom perc.

    Agent Photo

    Chris Dickerson

    The Glocker Group Realty Results

    (227) 205-1921

    10538 Baltimore National Pike, Myersville, MD 21773
  • /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
  • /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
  • /13

    $899,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,853 Sq Ft

    12417 Pleasant Walk Rd, Myersville, MD 21773

    Build your dream home on a rare scenic lot located in Wolfsville, MD. Choose from one of Lancaster Craftsmen Builders custom design homes starting at $899,500.00. Property is located in desirable Middletown area school district, 10 minute drive from Myersville and I-70, and walking distance from local parks and Wolfsville Elementary school. Lancaster Craftsmen Builders custom home designs include

    Charles Jenkins Charles Jenkins Signpost Realty

    12417 Pleasant Walk Rd, Myersville, MD 21773
  • /65

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    4623 Fishers Hollow Rd, Myersville, MD 21773

    Welcome to 4623 Fishers Hollow Road, where thoughtful craftsmanship, efficiency, and timeless design come together on over 5 private acres in beautiful Myersville. This custom-built 3-bedroom, 2.5-bath home offers over 2,200 square feet above grade plus a spacious lower level. The main level features an open floor plan with dramatic two-story ceilings and seamless flow throughout. A propane

    Brooke Austin-McAdam TTR Sotheby's International Realty

    4623 Fishers Hollow Rd, Myersville, MD 21773
  • /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
  • /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
  • /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
  • /2

    $630,000 Coming Soon

    • 6 Beds
    • 3 Baths
    • 3,758 Sq Ft

    5605 Jefferson Blvd, Frederick, MD 21703

    tobe written

    Ricardo Calderon Fairfax Realty Premier

    5605 Jefferson Blvd, Frederick, MD 21703
  • /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 Open Sat 1PM - 3PM

    • 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
  • /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
  • /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
  • /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
  • /86

    $469,000

    • 3 Beds
    • 3.5 Baths
    • 2,040 Sq Ft

    340 Shortleaf Cir, Frederick, MD 21702

    WHY WAIT FOR NEW CONSTRUCTION WHEN YOU CAN MOVE RIGHT IN TO THIS STUNNING BEAUTY!! Welcome to 340 Shortleaf Circle, a beautifully designed, nearly new Nassau villa set within the vibrant 55+ community of Bloomfields in Frederick. With its active lifestyle, thoughtfully planned surroundings, and sold out new construction, this is a rare opportunity to step right into a stunning end unit in a

    Joanna Brown Keller Williams Realty Centre

    340 Shortleaf Cir, Frederick, MD 21702
  • /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
  • /4

    $260,000

    • Land
    • 21.75 Acres
    • $11,954 per Acre

    21 3/4 AC Middle Point Rd, Myersville, MD 21652

    21 3/4 acre lot with direct road frontage. This lot has utilities at the site and there is a shared driveway in place. The lot is scheduled for perc test this spring. Do not miss this opportunity to build your dream home!

    Jay Day

    21 3/4 AC Middle Point Rd, Myersville, MD 21652
  • /4

    $255,000

    • Land
    • 6.64 Acres
    • $38,404 per Acre

    Lot 1 Wolfsville Rd, Myersville, MD 21773

    Bring your own builder! Beautiful views and private access to Middle Creek (enjoy trout fishing and swimming), also ideal for hunting, await you on this buildable lot with existing well and county approved 3 bedroom perc in sought after Myersville. Live here full time or create your own weekend/holiday retreat. While the acreage for the listing is accurate with a brand new site plan for each lot

    Susan Kelley Kelley Real Estate Professionals

    Lot 1 Wolfsville Rd, Myersville, MD 21773
  • /57

    $545,000

    • 3 Beds
    • 2.5 Baths
    • 2,376 Sq Ft

    9907 Mount Tabor Rd, Myersville, MD 21773

    Welcome Home Sweet Home *** If you’re looking for space, privacy, and that peaceful country feel, this 4-level home on 1.31 acres is must-see. Built in 1978 and thoughtfully updated over time, this 3-bedroom, 2 full and 1 half bath home offers comfort, character, and room to spread out while still being close to commuter routes.Inside you’ll find a warm and inviting layout with a remodeled

    Darren Ahearn RE/MAX Results

    9907 Mount Tabor Rd, Myersville, MD 21773
  • /2

    $525,000 Coming Soon

    • 3 Beds
    • 3.5 Baths
    • 3,368 Sq Ft

    3465 Brethren Church Rd, Myersville, MD 21773

    NO HOA and NO CITY TAXES! Welcome to this beautifully maintained brick rancher nestled on a scenic 0.46-acre lot in Myersville, backing to the Musket Ridge Golf Course and surrounded by peaceful wooded views. This thoughtfully designed ranch-style home offers over 3,300+ finished square feet with 3 official bedrooms and 3.5 baths, plus an additional finished room on the main level, ideal for a

    Cindy Clipp Long & Foster Real Estate, Inc.

    3465 Brethren Church Rd, Myersville, MD 21773
  • /60

    $474,900

    • 4 Beds
    • 2 Baths
    • 1,993 Sq Ft

    33 Fox Rock Dr, Myersville, MD 21773

    33 Fox Rock Drive is the kind of home that just feels easy the moment you walk in. This 4-bedroom, 2 full bath rancher has everything you need right where you need it. No stairs, no wasted space, and plenty of storage, just a layout that works for everyday life. From the moment you step inside, the freshly refinished hardwood floors catch your eye, bringing a natural warmth that carries

    Joanna Brown Keller Williams Realty Centre

    33 Fox Rock Dr, Myersville, MD 21773
  • /6

    $529,000 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 1,664 Sq Ft

    4510 Willow Tree Dr, Middletown, MD 21769

    Scenic views, top-rated schools, and no HOA—this beautifully updated Quad-level home in sought-after Middletown offers the perfect blend of comfort, efficiency, and lifestyle. Situated on a quiet street and backing to open farmland adjacent Summers Farm, this 4–5 bedroom, 2.5 bath home provides 2,200 square feet of versatile living space. Inside, you’ll find hardwood floors throughout, fresh

    kimberly obendorfer RE/MAX Realty Group

    4510 Willow Tree Dr, 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
  • /2

    $1,100,000 Coming Soon

    • 4 Beds
    • 3.5 Baths
    • 3,691 Sq Ft

    12048 Pleasant Walk Rd, Myersville, MD 21773

    Coming Soon in Myersville, MD! This custom-built, all brick, single-owner home, offering 4 + bedrooms and 4 full baths, is nestled on 6+ private acres in a sought-after school district. This classic Cape Cod, featuring a deep, southern style, covered front porch, easily commands attention from the moment you approach the front door. Step inside to find timeless character and custom features

    Jennifer Stevens Long RE/MAX Realty Plus

    12048 Pleasant Walk Rd, Myersville, MD 21773
  • /52

    $624,900

    • 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
  • /9

    $219,990

    • Land
    • 4.04 Acres
    • $54,453 per Acre

    0 Rum Springs Rd, Myersville, MD 21773

    Experience serene mountain living on this breathtaking 4+ acre lot perched along the side of Gambrill Mountain, gazing out upon the picturesque Middletown Valley. Nature enthusiasts and dream home builders alike will revel in the abundance of wildlife and towering trees, creating an idyllic oasis of tranquility. This remarkable property is not only perced for 3 bedrooms, simplifying your dream

    Tyler Charles Long & Foster Real Estate, Inc.

    0 Rum Springs Rd, Myersville, MD 21773
  • /47

    $399,999 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,152 Sq Ft

    98 Summers Dr, Middletown, MD 21769

    Welcome to this inviting rancher tucked into the heart of Middletown where you can enjoy scenic views and walk for ice cream all in a few steps. This one screams for ice cream. Just kidding. It screams LOCATION, LOCATION, LOCATION! No HOA and under $400K. That should be a headline!Inside, you'll find three bedrooms, three baths and an easy, open layout designed for everyday living. Neutral

    Marylou Fisher Century 21 Redwood Realty

    98 Summers Dr, Middletown, MD 21769
  • /28

    $149,000

    • Land
    • 1.66 Acres
    • $89,759 per Acre

    11908 Wolfsville Rd, Myersville, MD 21773

    1.66 acre flat building lot in Middletown School District. There is a small dwelling on property with kitchen, living room, 1.5 bathrooms, loft/bedroom ensuite with walk-in closet, washer and dryer, hot water heater, pressure tank, 2 mini splits (heat and AC). Separate garage on property too. Call listing agent for further information regarding the dwelling, well and septic.

    Wendy Friend RE/MAX Results

    11908 Wolfsville Rd, Myersville, MD 21773
  • /5

    $439,900 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    112 Locust Ct, Middletown, MD 21769

    Your Private Oasis in Middletown ValleyThe Wait is Over! Welcome to the perfect blend of classic Maryland charm and modern peace of mind. Nestled on a quiet cul-de-sac, this stunning all-brick rancher offers the lifestyle you’ve been searching for in beautiful Middletown.Step through the front door and feel instantly at home. The hardwood floors gleam under the natural light pouring

    Isis Tepper Berkshire Hathaway HomeServices PenFed Realty

    112 Locust Ct, 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
  • /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
  • /5

    $245,000

    • Land
    • 9.41 Acres
    • $26,036 per Acre

    Lot 2 Wolfsville Rd, Myersville, MD 21773

    Bring your own builder! Beautiful views and private access to Middle Creek (enjoy trout fishing and swimming), also ideal for hunting, await you on this buildable lot with existing well and county approved 3 bedroom perc in sought after Myersville. Live here full time or create your own weekend/holiday retreat. While the acreage for the listing is accurate with a brand new site plan for each lot

    Susan Kelley Kelley Real Estate Professionals

    Lot 2 Wolfsville Rd, Myersville, MD 21773
  • /103

    $1,200,000

    • 3 Beds
    • 3 Baths
    • 1,852 Sq Ft

    13405 John Kline Rd, Smithsburg, MD 21783

    Discover a truly stunning and rare opportunity to own 28.75 acres of private, picturesque land with an active horse farm and multiple income-producing possibilities. Tucked away in a peaceful and secluded setting with its own private entrance and “Misty Peaks” sign, this exceptional property offers breathtaking mountain views, where morning mist drifts beautifully over the surrounding

    Alena Kirillov RE/MAX Plus

    13405 John Kline Rd, Smithsburg, MD 21783
  • /51

    $401,000

    • 3 Beds
    • 2.5 Baths
    • 1,692 Sq Ft

    231 Mountain Terrace, Myersville, MD 21773

    Myersville-3 Bedroom, 2.5 Bath, 3 level impeccably maintained End Unit Townhome with Stunning Mountain Views. Completely upgraded throughout, Kitchen has 3/4" Maple Hardwood Floors, extended Granite Countertops, all Baths have LVP Flooring, new fixtures and vanities. Large deck overlooks fully fenced rear and side yard. Close to commuter RTS, Washington Monument State Park (Appalachian Trail).

    Vernon Troxell RE/MAX Results

    231 Mountain Terrace, Myersville, MD 21773
  • /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
  • /2

    $200,000

    • Land
    • 10 Acres
    • $20,000 per Acre

    10 AC Middlepoint Rd, Myersville, MD 21773

    10 ACRE HOMESITE WITH SHARED DRIVEWAY ALREADY IN PLACE. UTILITIES HAVE ALREADY BEEN RUN. SELLER IS HAVING PERC TESTING DONE THIS SPRING. GREAT OPPORTUNITY TO OWN A LOT AND BUILD YOUR HOME!

    Jay Day

    10 AC Middlepoint Rd, Myersville, MD 21773
  • /10

    $274,900

    • Land
    • 9.75 Acres
    • $28,195 per Acre

    0 Boonsboro Mountain Rd, Myersville, MD 21773

    Beautiful 9+ Acre Mountain Lot located near Myersville and Boonsboro. Wooded and private location with good county road access and close to commuter routes. Searching for verification of older 4 bedroom perc test. Driveway cut in. Close to Appalachian Trail, Greenbrier State Park and Lake and 4 major golf courses. Please disregard no trespassing sign if showing to your perspective buyer. Tax maps

    Susan Kelley Kelley Real Estate Professionals

    0 Boonsboro Mountain Rd, Myersville, MD 21773

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