22645 Homes under $900,000

22645 Homes under $900,000

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Newest 22645 Homes under $900,000

816 Great Lake Dr, Middletown
$815,000
6 Beds ⋅ 4 Baths
Discover a rare opportunity to own an exceptional custom residence where timeless craftsmanship, refined comfort, and peaceful natural surroundings come together. Nestled on five picturesque wooded acres within an exclusive lake community in Middletown, this remarkable estate offers over 4,700 square feet of beautifully designed living space, creating the perfect balance of luxury, privacy, and everyday functionality. Thoughtfully designed, the home features six bedrooms and three-and-a-half bathrooms, providing exceptional flexibility. A dedicated office on the main level creates an elegant work-from-home space, while an expansive loft offers endless possibilities as a library, media lounge, or additional gathering area. The spacious primary suite is conveniently located on the first floor, featuring access to the deck, a stone fireplace and private ensuite bathroom. At the heart of the home, the chef-inspired kitchen is equipped with newer appliances—all less than five years old—and seamlessly flows into generous living and dining spaces designed for effortless entertaining. The walk-out lower level is partially finished and already plumbed for a future full bath, offering exceptional potential to create a luxury guest suite, fitness studio, wine cellar, home theater, or recreation space tailored to your vision. Step outside to experience the home's true sanctuary. A custom multi-level deck overlooks the wooded landscape, providing multiple outdoor living spaces for entertaining or quiet relaxation. A reinforced section has already been engineered to accommodate a hot tub, creating the perfect setting for enjoying peaceful evenings beneath the stars. Exceptional features continue with an oversized two-car garage and the added confidence of a whole-home gas generator, ensuring comfort and peace of mind in every season. Residents enjoy access to the community's private lake, offering opportunities for fishing, kayaking, and embracing the beauty of the surrounding countryside. Despite its serene setting, the property remains conveniently located near commuter routes, historic Middletown, wineries, outdoor recreation, and all that the Shenandoah Valley has to offer. Offering an extraordinary combination of luxury, privacy, and room to grow, this distinguished estate is more than a home—it's a lifestyle.

816 Great Lake Dr, Middletown

Listing courtesy of Realty ONE Group Old Towne. Contact:

7760 Main St, Middletown
$625,000
THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional investment opportunity in the heart of Middletown, directly across from the famous Wayside Theater, and conveniently located just minutes from I-81. This unique property features two attached living units, offering outstanding income potential, multigenerational living, or the flexibility to occupy one unit while generating rental income from the other. The main residence showcases the timeless charm of a 1920s home with an inviting front porch, welcoming foyer, beautiful staircase, wood floors, exposed brick, and multiple decorative fireplaces. The updated kitchen features modern cabinetry and a center island. The main unit includes two main-level bedrooms with private en-suite baths, while the upper level offers a spacious primary suite with a walk-in closet and attached bath, plus two additional bedrooms that share a hall bath. The attached second unit is fully equipped with its own kitchen, living room, two bedrooms, and two-and-a-half baths, making it ideal for long-term tenants, short-term rental opportunities (subject to local regulations), or extended family. The property's layout also provides the option to combine both units into one expansive residence if desired. Situated on a generous lot, the property includes a detached two-car garage with additional storage, a storage shed, ample off-street parking, and plenty of outdoor space. Whether you're an investor seeking strong rental potential or a buyer looking for a property with flexible living and income opportunities, this one-of-a-kind multifamily property offers exceptional value in a prime location.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact:

7760 Main St, Middletown
$625,000
7 Beds ⋅ 7 Baths
MOTIVATED SELLER!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7760 Main St, Middletown

Listing courtesy of Keller Williams Realty. Contact:

2239 Sixth St, Middletown
$585,000
4 Beds ⋅ 3 Baths
MOTIVATED SELLER!!!!! THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

2239 Sixth St, Middletown

Listing courtesy of Keller Williams Realty. Contact:

7927 Main St, Middletown
$349,000
4 Beds ⋅ 2 Baths
An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

7927 Main St, Middletown

Listing courtesy of Coldwell Banker Premier. Contact:

3586 Reliance Rd, Middletown
$524,900
3 Beds ⋅ 2 Baths
Tucked away in a peaceful setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and space both inside and out. The spacious kitchen features abundant cabinet and counter space, providing plenty of storage for everyday living, along with a brand-new dishwasher. The inviting living room is centered around a cozy gas fireplace and flows directly into a beautiful glass sunroom overlooking the backyard. The home features a fully renovated bathroom with a stylish walk-in shower, while the second full bath offers a relaxing jacuzzi tub. Downstairs, the walk-out basement provides additional living and entertaining space complete with a bar, mini fridge, and wine cooler. Step outside to the multi-level patio, ready for outdoor entertaining, relaxing, or the future addition of a hot tub, all while enjoying the peaceful surroundings. The property truly shines with its incredible detached garage space. The oversized 40' x 30' garage with 18-foot ceilings is a dream for car enthusiasts, boat owners, RV storage, hobbyists, or anyone in need of a workshop. Complete with its own power, heat, and water, the possibilities are endless. In addition, a second detached garage provides even more space for vehicles, equipment, storage, or projects and has its own electrical service as well. The property is also equipped with a whole-house generator, providing reliable backup power when needed. Recent updates give added peace of mind, including a new roof in 2023, brand-new flooring, fresh paint, updated trim and doors, a fully renovated full bathroom, refrigerator replaced in 2025, a commercial-grade dryer, Whirlpool washer, a hot water heater replaced in 2018, and recent landscaping and power washing that enhance the home's curb appeal and overall presentation. Prior to installing the new basement flooring, a moisture barrier underlayment was installed for added protection. This unique property offers the perfect combination of comfortable living, exceptional garage space, and a peaceful country setting. Enjoy the privacy and tranquility of rural living while remaining just minutes from shopping, dining, and convenient access to Route 66.

3586 Reliance Rd, Middletown

Listing courtesy of Samson Properties. Contact:

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