Middletown Valley Real Estate

Middletown Valley Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Middletown_Valley and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes. 

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Newest Listings in Middletown Valley

$475,000
5 Beds ⋅ 2 Baths ⋅ MDFR2084250 MLS
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 two finished levels, with three bedrooms and a full bath on the main level. A spacious four-season sunroom addition off the kitchen fills the home with natural light and creates a seamless connection to the outdoors. The kitchen is appointed with cherry cabinetry and newer appliances, offering both warmth and functionality. The fully finished walk-out lower level provides exceptional flexibility with its own private entrance, two additional bedrooms, a full bath, kitchenette, recreation area, and laundry space—ideal for multigenerational living, extended guests, a home office, or potential rental opportunities. Recent improvements include a newer roof on the home and sheds, new front doors, fresh interior paint, and a new front deck. Two Vermont Castings propane stoves provide cozy gathering spaces during cooler months, while numerous ceiling fans and a whole-house fan help keep the home comfortable year-round. Outside, the property is equally impressive. A detached two-car garage, finished workshop, multiple storage sheds, and a blacktop driveway with parking for up to eight vehicles provide abundant space for hobbies, equipment, and vehicles. The acreage offers a remarkable mix of open and wooded land, including a field behind the home, a lower field along the creek, and a large wooded section ideal for recreation and exploration. Spend your days fishing in the stocked trout stream, exploring your own wooded acreage, or simply enjoying the peaceful setting. Surrounded by nature, the property offers peaceful wooded views, frequent wildlife sightings, and a sense of privacy that is increasingly hard to find. Located in the highly sought-after Middletown school district, this one-of-a-kind property offers the tranquility of country living with the convenience of nearby shopping, dining, commuter routes, and outdoor recreation. Opportunities to own a property with this combination of acreage, creek frontage, versatility, and natural beauty are exceptionally rare. Showings to begin July 17th, not before.

11312 Highland School Rd, Myersville
$1,150,000
4 Beds ⋅ 4 Baths ⋅ MDFR2082574 MLS
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 modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.

19 E Main St, Middletown
$889,000
4 Beds ⋅ 3 Baths ⋅ MDFR2078710 MLS
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 $889,00.00 or bring your own design and have the Lancaster Builders design team intentionally customize it to fit your vision.. Property is located in desirable Middletown area school district, 10 minute drive from to Myersville and Smithsburg and offers close access to Rt.40 and I-70. Walking distance to local parks and Wolfsville Elementary school. Lancaster Craftsmen Builders standard quality features include tall ceilings, oak hardwood floors, 1st floor master bedroom suite, luxury kitchens and baths, attached two-car garage and covered porches. Additionally, each home includes a high-performance building envelope—featuring foam insulation, Low-E glass insulated windows & doors, and a high-efficiency HVAC system—for low operating costs and comfortable living. Lot is ready to build. Conventional septic perc approved for 4 bedrooms. Well produces at 6 GPM. No HOA fees. No city taxes. The lot is available for independent purchase. Contact listing agent for more information.

12417 Pleasant Walk Rd, Myersville
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