Middletown VA Real Estate & Homes for Sale

Discover an exceptional investment opportunity with this expansive 361.24-acre farm (consisting of 9 parcels of land). This property is a canvas for your vision, offering a multitude of possibilities. The lot features a unique blend of partly wooded areas and open spaces, providing a perfect backdrop for various agricultural ventures or recreational developments. With its agricultural use along with the presence of historical resources, the land is a great candidate for conservation tax credits. The potential is limitless, and the natural beauty of the land enhances its appeal. With road frontage along I-66 and Reliance Road (State Route 627), and its close proximity to the Virginia Inland Port, accessibility is a key advantage, ensuring that your investment is not only visible but also easily reachable. This feature is crucial for any future development or agricultural operations, allowing for seamless transportation of goods. There are two farmhouses located on the property, but both will require substantial renovations for livability. Seven out of the nine parcels included in the sale receive a reduced tax assessment due to being located within an agricultural land use designation. Two of the parcels were too small to receive the designation. Property is being sold "As-Is, Where-Is."

NEW ROOF INSTALLED AUGUST 2026! Set along Historic Route 11 between Middletown and Stephens City, this single-level 4-bedroom, 3-bathroom home sits on a 0.43-acre lot and has received steady updates over the past four years. Inside, two bedrooms plus the living and dining rooms feature updated flooring, and one bathroom has been fully remodeled. New carpet was recently added in the mudroom and the primary suite's step-in closet, bringing recent updates to three of the four bedrooms and two of the three full bathrooms. Major system upgrades add long-term value: a new roof installed by Cenvar, a newer refrigerator and dishwasher in the kitchen, and a newer washing machine in the laundry area, all completed within the last two to four years. The detached garage includes a 240V outlet, a practical feature for RV, fifth-wheel, or EV charging needs. The backyard offers a semi-secluded layout suited for gardening, relaxing, or entertaining. Location adds everyday convenience along Route 11, with easy access for commuting between Middletown and Stephens City. The area is also known for the annual Route 11 Yard Crawl each August, a regional shopping tradition that draws visitors along this corridor. Ongoing growth nearby, including new retail development a few minutes away, continues to add convenience to the area.

"Beautiful On Birmingham" This 4-bedroom, 2 1/2 bath colonial style home is ready for you to move right in! As you enter, you'll be welcomed by the open floor plan! With a large island and plenty of cabinet space the kitchen was built for everyday life and entertainment. Spacious family room, eating area and first floor flex room perfect for a home office! Upstairs you'll find a large primary bedroom with a walk-in-closet and private bathroom. 3 additional bedrooms on the upper level as well as a full hallway bathroom and upstairs laundry room. Unfinished walk-out basement with a full rough-in for the possibility of adding an additional bathroom. Two car garage that was painted and has wooden ceiling shelves that were added. Step out back to a massive deck that was just added in 2026 and a wooden fence that was added in 2023. Additional upgrades include hardware added to the kitchen cabinets, basement staircase painted, board and batten design added to laundry room as well as laundry room cabinets added. Close to I-81 and Rt. 66 making commuting a dream!

This charming ranch-style home, beautifully renovated in 2018, offers a perfect blend of comfort and modern living. Nestled on a serene half-acre lot, the property features a welcoming interior with four spacious bedrooms and a thoughtfully designed layout. Enjoy the warmth of hardwood floors throughout, complemented by upgraded countertops in the eat-in kitchen, which seamlessly connects to the dining area-ideal for gatherings. The main level includes a convenient entry-level bedrooms and a luxurious walk-in shower in the bathroom. Step outside to discover a private oasis with an above-ground pool, surrounded by lush landscaping and mature trees, providing a tranquil view of the pasture and woods. The exterior is enhanced by thoughtful features such as exterior lighting and flood lights, ensuring safety and ambiance. Located in a peaceful rural setting, this home is part of a friendly community that values connection and outdoor living. Nearby parks offer recreational opportunities, while local schools are known for their commitment to education. With easy access to public services and a gravel driveway accommodating up to four vehicles, convenience is at your fingertips. This property is not just a house; it's a place to create lasting memories. Experience the joy of living in a home that combines modern amenities with the charm of nature.

Adorable 5-year-young rancher backing to common area in quaint Middletown! This beautifully maintained home feels practically brand new with luxury vinyl plank flooring throughout the main living areas, brand-new carpet in the bedrooms, and fresh paint throughout. Enjoy easy one-level living with a desirable split-bedroom floor plan. The spacious kitchen opens to the dining and living areas and features stainless steel appliances, pantry, and large island - perfect for everyday living and entertaining. The generously sized primary suite offers a lovely en-suite bath and huge walk-in closet. Step outside to the beautiful composite rear deck with stairs leading to the fully fenced backyard with privacy fencing. With common area behind the home and no home directly beside you on one side, you'll enjoy a nice sense of privacy. The full walk-out basement offers excellent potential for additional living space, a recreation room, home office, or whatever suits your needs. One room is already framed and just needs drywall, and rough-in plumbing is in place for a potential third bathroom. Sliding glass doors lead to a composite patio and backyard. A concrete driveway and two-car garage add convenience, while one of the home's standout features is the solar panel system, valued at approximately $50,000 and included in the sales price! Enjoy the potential for significantly reduced electric bills, along with the option to sell excess solar energy you don't use, subject to the applicable utility agreement. If you're looking for one-level living, a two-car garage, energy savings, outdoor space, privacy, and room to grow, this home checks all the boxes! A wonderful opportunity in a charming Middletown setting with thoughtful updates and plenty of potential to make it your own.

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.

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.

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.

Upscale Modern Farmhouse To Be Built on 8.75 Acres Experience the perfect balance of refined craftsmanship and modern farmhouse elegance. This exceptional to-be-built custom residence is beautifully positioned on 8.75 primarily cleared picturesque acres with a small band of trees at the center, offering a sophisticated retreat with plenty of room to breathe. Designed for premium country living, the thoughtful layout features 4 bedrooms, 3 full baths, and 1 half bath, matching timeless architecture with high-quality finishes. Inside, soaring 10-foot ceilings and an expansive open floor plan create a bright, welcoming atmosphere. The impressive great room centers around a dramatic stone-surrounded fireplace, while rich architectural details - like the exposed timber beam spanning the kitchen and dining areas - add warmth and distinct character. Built for effortless entertaining, the gourmet kitchen features elegant granite countertops, custom-quality cabinetry, and premium Energy Star stainless steel appliances. The main-level owner's suite serves as a peaceful private retreat. Its spa-inspired bath offers a beautifully tiled walk-in shower, a deep soaking tub, and a tranquil atmosphere. High-end luxury vinyl plank flooring runs throughout the main living areas, blending premium styling with everyday durability. The striking exterior showcases crisp white smart siding, dramatic black window frames, and a spacious three-car garage. A full unfinished basement provides excellent storage and a blank canvas for future living space. For those looking to further personalize the property, premium upgrade options include a metal roof, a double front entry door, a bonus room above the garage, and upgraded hardwood or tile flooring. Don't miss this rare opportunity to build a custom home tailored to your lifestyle. ------------------------------ Featured Details- * Acreage: 8.75 acres * Bedrooms: 4 spacious bedrooms * Bathrooms: 3 full baths, 1 half bath * Main Living: 10-foot ceilings, open-concept layout, stone fireplace * Kitchen: Granite countertops, custom cabinetry, Energy Star appliances * Owner's Suite: Tiled walk-in shower, deep soaking tub * Parking: Attached 3-car garage * Basement: Full footprint, unfinished * Upgrades Available: Bonus room, metal roof, hardwood or tile flooring *Renderings and photographs are for illustrative purposes only. Final specifications, finishes, and pricing are subject to change. Optional upgrades available at additional cost.*

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.

Stunning Cape Cod home is perfectly situated on 2.79 acres within the Belle Grove and Cedar Creek National Historical Park, offering a rare opportunity to enjoy the beauty and privacy of protected parkland with no future development surrounding the property. The current owners have completed numerous upgrades, including added insulation, a new pressure tank, and a new roof installed in 2024 featuring 30-year architectural shingles, along with many other improvements throughout the home. Outdoor living is exceptional, with breathtaking mountain views, a covered wraparound porch, and a spacious rear deck that creates the perfect setting for relaxing or entertaining guests. Inside, you'll find a large open kitchen with breakfast bar, generous living spaces, and numerous updates that enhance both comfort and functionality. The upper level offers three spacious bedrooms and two full bathrooms. The finished walk-out lower level provides additional living and entertaining space and opens to a patio, making it ideal for gatherings or enjoying the peaceful surroundings. A truly special property that combines modern updates, scenic beauty, and a one-of-a-kind location.

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.

Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty - 58+/- Acres of Endless Potential! Welcome to your dream property - 58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture - low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies - ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate - secluded but accessible, Possible Subdivide Opportunity - invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden - a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.

Introducing FOXLEA FARM, A Stately Plantation Style Estate, where Southern Charm Meets Mountain Majesty - 58+/- Acres of Endless Potential! Welcome to your dream property - 58+/- acres of scenic, cross-fenced pastureland nestled among breathtaking mountain views. This Southern gem is tailor-made for equestrian lovers, hobby farmers, or anyone seeking wide-open spaces with the comforts of modern living. A few of the Key Features Include: Panoramic Mountain Views in every direction, Automatic Waterers in each pasture - low maintenance, year-round convenience, Horse-Ready Barn with two stalls, Signature Magnolia Tree adding timeless Southern elegance, Home with Dual-Level Balconies - ideal for sunrise coffee or sunset unwinding, Cross-Fenced and ready for livestock or rotational grazing, Just Minutes from the Interstate - secluded but accessible, Possible Subdivide Opportunity - invest or expand! Whether you're looking to build your legacy homestead or develop for future value, this property offers rare versatility and classic Southern beauty. A place where refined elegance meets rustic beauty. Nestled amid rolling pastures and panoramic mountain views, this property boasts a classic English boxwood garden - a tranquil, evergreen sanctuary that adds both prestige and peace to the landscape. Whether you're strolling through boxwood-lined paths, sipping sweet tea on the balcony, or watching your horses graze at sunset, this property captures the romance of the South with timeless sophistication.