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Homes for Sale near Middletown High School

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  • /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

    (240) 255-4650

    9237 Frostown 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

    (240) 363-9379

    2802 Bidle Rd, Middletown, MD 21769
  • /2

    $169,900

    $5K PRICE DROP
    • Land
    • 15.8 Acres
    • $10,753 per Acre

    0 Brown Unit MDFR2078564, Smithsburg, MD 21783

    REDUCED! 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
  • /79

    $680,000

    • 4 Beds
    • 3.5 Baths
    • 2,541 Sq Ft

    2710A Monument Rd, Myersville, MD 21773

    Beautifully remodeled with model-home finishes throughout, this stunning four-level split offers a bright, open-concept design perfect for modern living. The kitchen features glass-front cabinetry, granite countertops, stainless steel appliances, a farmhouse sink, stylish lighting, and opens seamlessly to the inviting living room with a large picture window and cozy wood-burning fireplace.

    Agent Photo

    Amalia Marshall

    Iron Valley Real Estate of Central PA

    (227) 231-2190

    2710A Monument Rd, Myersville, MD 21773
  • /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
  • /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
  • /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
  • /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
  • /52

    $1,175,000

    • 4 Beds
    • 4.5 Baths
    • 4,938 Sq Ft

    4509 Shaff Ln, Frederick, MD 21703

    Welcome to Dancing Woods! Stunning log home with attached 2-car garage situated on 11.34 wooded acres in picturesque Braddock Heights. Car Enthusiast’s Dream! Oversized, detached garage (1984 sqft) with 12' ceilings, Challenger lift, and separate office area, plus another detached, 2-car garage. Exceptional privacy without sacrificing convenience. Home features expansive family room with vaulted

    Kimberly Hotaling RE/MAX Results

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

    $899,900

    Open Sun 11AM - 1PM Coming Soon
    • 3 Beds
    • 2 Baths
    • 2,667 Sq Ft

    11275 Rum Springs Rd, Myersville, MD 21773

    Coming Soon!PLEASE DO NOT ACCESS THE HOUSE FROM GAMBRILL PARK ROAD - USE THE ENTRANCE FROM RUM SPRINGS ROAD

    Dan Hozhabri Keller Williams Realty Centre

    11275 Rum Springs Rd, Myersville, MD 21773
  • /2

    $275,000

    • Land
    • 8.06 Acres
    • $34,119 per Acre

    11213 Wolfsville Rd, Myersville, MD 21773

    Beautiful 8-acre parcel featuring creek frontage where you can enjoy fishing and swimming Featuring mature trees, and a peaceful rural setting. Surrounded by nature and offering a high degree of privacy. The existing log Cabin is not being marketed as a habitable dwelling, the existing log cabin is in need of major renovation but presents an opportunity to restore and add a possible addition to

    Susan Kelley Kelley Real Estate Professionals

    11213 Wolfsville Rd, Myersville, MD 21773
  • /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
  • /35

    $339,000

    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    13806 Wolfsville Rd, Smithsburg, MD 21783

    Welcome To Wolfsville! Great Starter Home/Lots of potential or Handy-Man Special! Hardwood Floors, double garage, a huge finished "breezeway" between the house and garage/with a fireplace, 2nd fireplace is in the Living Room. Eat-in kitchen, living room, 2 bedrooms, 1 bath, and full unfinished basement to finish to your liking - with a walk-out/at grade level. Almost 3 acres - amazing

    Barbara Harshman RE/MAX Results

    13806 Wolfsville Rd, Smithsburg, MD 21783
  • /4

    $250,000

    • Land
    • 6.64 Acres
    • $37,651 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
  • /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
  • /54

    $539,900

    Open Sun 1PM - 3PM
    • 4 Beds
    • 4 Baths
    • 2,460 Sq Ft

    6641 Jefferson Blvd, Frederick, MD 21703

    Welcome Home! Nestled on a spacious lot over a quarter-acre in the highly desirable Braddock Heights community, sought after Middletown Schools, this charming Cape Cod offers the perfect blend of comfort, character, and convenience — all within the sought-after Middletown school district. Freshly painted and meticulously maintained, this flexible 4–5 bedroom, 4 full bathroom home is truly move-in

    Tammy Barnes Long & Foster Real Estate, Inc.

    6641 Jefferson Blvd, Frederick, MD 21703
  • /58

    $449,900

    $40K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 1,624 Sq Ft

    11316 Highland School Rd, Myersville, MD 21773

    HUNTING, WILDLIFE, FISHING, FARMING PARADISE; Welcome to Wolfsville! Rare for a Farmette in Wolfsville to become available so don't hesitate to schedule your tour. The house consists of 4 bedrooms (1 on main 3 upstairs) a bright modernized/updated kitchen with NEW appliances and table space. Beyond the kitchen is the separate room for laundry/pantry/storage. Dining Room, Family Room, Main Bedroom

    Barbara Harshman RE/MAX Results

    11316 Highland School Rd, Myersville, MD 21773
  • /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
  • /19

    $475,000

    Coming Soon
    • 5 Beds
    • 2 Baths
    • 2,644 Sq Ft

    11312 Highland School Rd, Myersville, MD 21773

    Set on 4.42 picturesque acres in scenic Myersville, Maryland, this beautifully maintained rancher offers the perfect blend of comfort, versatility, and natural beauty. Catoctin Creek winds through the property, with ownership extending to both sides of the creek, creating a truly rare and private outdoor retreat where every window frames the beauty of the surrounding landscape. The home features

    Bobbi Prescott RE/MAX Results

    11312 Highland School Rd, Myersville, MD 21773
  • /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
  • /9

    $214,990

    $5K PRICE DROP
    • Land
    • 4.04 Acres
    • $53,215 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
  • /6

    $334,900

    $25K PRICE DROP
    • Land
    • 36 Acres
    • $9,303 per Acre

    4460 Middlepoint Rd, Myersville, MD 21773

    Beautifully wooded 36-acre property comprised of two adjoining parcels, perfect for your dream build! Whether you’re into nature walks or hunting, you’ll love the abundant wildlife, with frequent sightings of deer, turkey, foxes, and squirrels. Along with its natural charm, the property is ready for your future home, featuring a well already installed and an approved perc for a 3-bedroom house. A

    Preston Fouke Real Estate Innovations

    4460 Middlepoint Rd, Myersville, MD 21773
  • /28

    $129,000

    $20K PRICE DROP
    • Land
    • 1.66 Acres
    • $77,711 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
  • /3

    $260,000

    • Land
    • 21.38 Acres
    • $12,161 per Acre

    0 Middlepoint Rd Unit MDFR2078542, Myersville, MD 21773

    21.38 acre lot with direct road frontage. This lot has electric at the site and there is a shared driveway in place. Do not miss this opportunity to own over 21 acres in Frederick County, MD!

    Jay Day LPT Realty, LLC

    0 Middlepoint Rd Unit MDFR2078542, Myersville, MD 21773
  • /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
  • /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
  • /2

    $59,900

    • Land
    • 23,522 Sq Ft
    • $110,926 per Acre

    0 Canada Hill Rd Unit MDFR2084326, Myersville, MD 21773

    Wooded building lot offering approximately 0.549± acres in Myersville. Great opportunity to build your custom home in a private setting while still being close to everyday conveniences. The Appalachian Trail is located right next door, with nearby parks, recreation, and local farmers markets just minutes away. Convenient access to I-70, US-40, and other major commuter routes. Enjoy the beauty of

    Mark Hinkle Middle Creek Realty, LLC

    0 Canada Hill Rd Unit MDFR2084326, Myersville, MD 21773
  • /5

    $240,000

    • Land
    • 9.41 Acres
    • $25,505 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
  • /96

    $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
  • /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
  • /57

    $1,099,900

    $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,660 Sq Ft

    10409 Easterday Rd, Myersville, MD 21773

    Every morning starts with panoramic mountain views, an outdoor fireplace, and complete quiet. Welcome home. 10409 Easterday Road is the former Drees builder model home — every finish, every upgrade, every architectural detail hand-selected to be the very best. This is not a renovation or a flip. It is 4,660 square feet of pure craftsmanship, delivered turnkey and move-in ready the moment you

    John Heydon Mackintosh, Inc.

    10409 Easterday Rd, Myersville, MD 21773
  • /119

    $399,000

    $50K PRICE DROP
    • Land
    • 7.83 Acres
    • $50,958 per Acre

    1801 Michael Rd, Myersville, MD 21773

    NICE RANCHER ON NEARLY 8 ACRES IN A SECLUDED LOCATION! Enjoy the privacy and peaceful setting this property offers while still being conveniently located just minutes from Route 70, making it excellent for commuting. The beautiful land features scenic views along with approximately 2.5 acres of tillable ground, perfect for a hobby farm or livestock. The home offers 3 bedrooms and 2 full

    Kaleb Hurley Hurley Real Estate & Auctions

    1801 Michael Rd, Myersville, MD 21773
  • /32

    $1,150,000

    • 3 Beds
    • 2 Baths
    • 1,480 Sq Ft

    4740 Ford Fields Rd, Myersville, MD 21773

    Welcome to your private retreat in Frederick County. Set on 27.34 wooded acres behind a secure gated entrance, this one-of-a-kind property offers exceptional privacy, natural beauty, and endless opportunity.Originally rebuilt in 2014 on the site of a previous residence, the custom home was thoughtfully designed for comfort, functionality, and quality craftsmanship. Inside, you’ll find 3

    Sarah Reynolds Keller Williams Realty

    4740 Ford Fields Rd, Myersville, MD 21773
  • /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
  • /50

    $419,900

    • 2 Beds
    • 1 Bath
    • 1,405 Sq Ft

    12870 Hayes Rd, Myersville, MD 21773

    Creekside living meets small-scale homesteading on this picturesque farmette nestled along the banks of Middle Creek. Situated on two parcels totaling 2.4 acres and surrounded by mature trees and open green space, this special property offers the ease of single-floor living with the perfect blend of comfort, charm, and connection to nature.Inside, vaulted ceilings, a cozy wood stove, and

    Sarah Gemmell Long & Foster Real Estate, Inc.

    12870 Hayes Rd, Myersville, MD 21773

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