Middletown Real Estate Search

Middletown Properties between $1,000,000 and $1,500,000 for Sale

Our website features the best real estate search for between $1,000,000 and $1,500,000 properties available in Middletown 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 Middletown Properties between $1,000,000 and $1,500,000 for Sale

5 Beds ⋅ 5 Baths ⋅ ACTIVE Status

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! Amazing opportunity in quiet Middletown but just minutes to all of the area's conveniences. Relax and escape to your own private retreat, enjoy sunsets on your covered back porch and find plenty of room to stretch out and play - over 5000 square feet of perfectly curated living space. Dedicated home office, formal dining and gourmet open kitchen with oversized island and eat-in breakfast area. Family room with soaring ceilings and a cozy fireplace - truly the perfect setting with floor to ceiling windows that floods the space with natural light. Smart open layout with primary bedroom suite on main level, complete with massive double-sided walk-in closet, dual vanity spaces, a soaking tub and oversized walk-in shower. Upstairs there are three generously sized secondary bedrooms, one with a private en suite bath and walk-in closet and a second hall bath. Gorgeous cat walk hallway overlooks the family room. On the lower level you have a secondary living level with yet another full bedroom and en suite bath, perfect for a guest suite. Tons of conditioned storage space finishes off the walk-out lower level. Enjoy the outdoors from your covered patio off the eat-in breakfast area/morning room and play down below in the spacious split-rail fenced rear yard. New Amish storage shed has space for all of the lawn equipment. Plenty of room for the furry family members or even a chicken run! Attached two car garage and expanded driveway has plenty of space for guest parking as well. While the peaceful setting can make you feel like you're a world away, this home is just two miles to the heart of downtown Middletown and less than 30 minutes to Downtown Frederick. Tons of great area shopping and dining, but the small town feel you've been yearning for. Don't miss out on this incredible opportunity!

2802 Bidle Rd, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8333357433

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

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

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

4 Beds ⋅ 4 Baths ⋅ ACTIVE Status

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 discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.

5901 Cloudberry Ct, Middletown

Listing courtesy of Charis Realty Group. Contact: 3018315099

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