Middletown VA Real Estate & Homes for Sale

FINAL HOUSE FOR SALE! This new construction ranch home by Richmond American is move in ready! Three bedrooms and 2 full baths. The primary suite has a large walk-in closet and a private bath. Laundry is situation near the master suite offering ultimate convenience. Large kitchen island, fireplace, deck off the great room and an unfinished basement with a 3-piece plumbing rough-in for future bathroom, ready for your personal touches! Inquire about limited-time incentives. Call today to schedule your tour of this beautiful home. Middletown Place is conveniently located just 15 minutes from Winchester and is a must see for house hunters in the Shenandoah Valley! Located directly off Valley Pike, residents will enjoy easy access to I-81 and I-66

This move-in ready Cedar home in the Villages at Middletown combines the benefits of new construction with a thoughtfully designed, open-concept layout. Featuring 4 bedrooms, 2.5 bathrooms, and 1,900 sq ft of living space, the main level is anchored by a modern kitchen with upgraded mocha cabinetry and stainless steel appliances. The interior features a comfortable mix of vinyl plank flooring and plush carpeting, with a versatile flex room perfect for an office or guest space. Upstairs, the primary suite offers an oversized walk-in closet and a luxurious ensuite bath with a double vanity and a large shower. Three additional bedrooms - two with walk-in closets - share a full bathroom. For maximum convenience, the laundry room is located on this upper level. The property features a spacious backyard that backs onto scenic green space. The unfinished basement provides a blank canvas, and because the rear of the basement is at grade, it allows for a true walk-out.

Nestled within the serene enclave of River Ridge on the Shenandoah, this exquisite ranch-style home built in 2022, offers a harmonious blend of modern luxury and natural beauty. Spanning an impressive 20 acres, the property is enveloped by a lush, wooded landscape. This home provides a tranquil retreat with breathtaking sunsets and mountain views that inspire relaxation and rejuvenation from your wrap-around porch. Step inside to discover an open floor plan that seamlessly connects the living spaces, perfect for both entertaining and everyday living. The heart of the home is the open kitchen, featuring stainless steel appliances. The spacious kitchen island invites gatherings, while the adjacent eat-in area offers a cozy spot for casual meals. Ample built-in cabinetry and a separate walk-in pantry ensures that storage is never a concern, keeping your kitchen organized and stylish. The living area is enhanced by recessed lighting and a handcrafted built-in entertainment center. The home boasts three well-appointed bedrooms, including a primary suite with a spacious walk-in closet and an en-suite bathroom featuring a walk-in shower, dual sink vanity, and custom made shelving. Additional features include 10' ceilings, a bonus room that would make a perfect home office, and a dedicated laundry area equipped with an electric dryer, washer, sink, upright freezer and cabinetry for additional storage. The property is designed with modern living in mind, ensuring comfort and functionality at every turn. Outside, the expansive lot offers endless possibilities for outdoor activities, gardening, or simply enjoying the peaceful surroundings. This property is a hunter's paradise with an abundance of trophy whitetail deer and turkey. This house has private access to the Shenandoah river within the subdivision for the fishing or outdoor enthusiasts. The rural setting enhances the sense of privacy, while the stunning mountain views serve as a picturesque backdrop for your daily life. This home is not just a residence; it's a lifestyle choice that embraces the beauty of nature while offering all the modern conveniences you desire. This home and property was recently appraised in February 2026. This home is located just minutes away from interstate 81 and 66, providing an easy commute to all areas of northern Virginia. Experience the perfect blend of luxury and tranquility in this remarkable property, where every detail has been thoughtfully curated to meet the needs of discerning buyers. Don't miss the opportunity to make this stunning home your own.

Why Rent when you can own your own home! Welcome to this beautifully maintained 3 bed, 2.5 bath townhome with some upgrades including granite counters, offering the perfect blend of comfort, convenience, and lifestyle. In excellent condition, this home features an open floor plan with spacious living areas, abundant natural light, and modern finishes throughout. Located just minutes from I81 and I66, this home provides easy access for commuters while still offering a peaceful residential setting. Enjoy weekends exploring nearby wineries and the scenic countryside or stay home and have a cookout on the deck with family and friends. Owner/Agent Related

Welcome to this stunning house offering 6,000 square feet to enjoy and PRICED BELOW county tax assessment! This expansive 6-bedroom, 6 bath home has a lot to offer, from the grand entryway to the soaring ceilings, dual staircases, beautiful crown molding, abundant natural light, 3-car garage and in-ground pool. The gourmet kitchen features plenty of counter space, upgraded cherry cabinets, newer appliances, and opens to spacious living and dining areas ideal for entertaining. The main level also includes a laundry/mud room, guest bath, den/office, a bedroom with its own outside entrance, en-suite bathroom and walk in closet. Choose which staircase, walk upstairs and you will find the enormous primary suite with a spa-like bath, large walk-in closet and sitting room. Three additional bedrooms provide generous space for family, guests, or home office use, each offering direct access to an updated bathroom appointed with new quartz countertops. The basement has a bedroom, full bathroom, and flexible living spaces which can accommodate a gym, media room, or bonus rooms as desired. It is also prewired, including plumbing, for a wet bar and includes a storage room. Step outside to your backyard retreat featuring a custom-designed heated in-ground gunite pool with colorful lights for evening swims, a diving board and an attached 8 person spa. The home's ideal location near I-66 and I-81 ensures an easy commute, while outdoor enthusiasts will appreciate being close to Skyline Drive, the Shenandoah River, local wineries and breweries, golf courses, and more. Major items replaced means less worries for you- new roof with 50 year shingles 9/2022, HVAC 7/2020, hot water heater 12/2023, dishwasher, refrigerator, cooktop replaced 12/2016, pool sand filter replaced 5/2017. This home is ready for you!

4 -bedroom, 1.5-bath single-story home with 1,439 sq ft on a 0.14-acre lot. Features living room, second living space, dining area, kitchen, and two storage shops. Roof functional; siding and gutters may need updates. Appliances included: fridge, freezer, stove. Window AC units and wood stove. Public water & sewer, electricity by REC. Conveniently located near Frederick County schools.

Have you been looking for the perfect sophisticated and elegant historic home? Do you want everything; a gracious home, amazing space, acreage, a place for chickens, but also walkable and close to town? It sounds impossible, but you've found it! Welcome to historic Maplewood, circa 1872, know colloquially as The Tower. With no HOA and business B-1 zoning, this property presents endless possibilities, allowing dozens of potential uses! With stunning Italianate architecture and over an acre of land, this property is one in a million. This landmark home located in the heart of lovely downtown Middletown is a piece of history with all the modern conveniences. Rich with history, this amazing property was once the home and studio of John Chumley, a famous local artist. (The current owners have tons of photos and information about the history of the home that they'd love to share with you!) Too many amazing features to list; gorgeous high ceilings, original hardwood floors, wrap around built ins, huge windows, original millwork throughout, a generous kitchen and huge walk in pantry, fabulous mudroom, several outbuildings for storage and work space, an amazing chicken coop; the list goes on and on! Featuring four large bedrooms and two and half bathrooms, this home is spacious, beautiful, and elegant. The panoramic mountain views will take your breath away, especially from the tower studio room. And the home sits on a fantastic level lot behind public memorial land! All of this, located right in the center of town, so shopping and restaurants are just steps away. Middletown is an ideal location for commuters, with Rt 37, I-66 and I-81 within just a few minutes drive, not to mention all the natural beauty, activities, and amenities of the Shenandoah Valley. This is the one!!!

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.