Middletown Homes with Warren County Public Schools School district

Welcome to Middletown, Virginia – a charming town nestled in the heart of Warren County. With its picturesque landscapes and rich historical roots, Middletown offers a perfect blend of small-town charm and modern amenities, making it an ideal place to call home.

Situated just a stone's throw from the stunning Shenandoah National Park, Middletown boasts breathtaking views and an abundance of outdoor activities. Whether you’re hiking the scenic trails or enjoying a peaceful day by the river, nature lovers will find endless opportunities to explore and unwind. The town is also conveniently located near major highways, providing easy access to nearby cities such as Winchester and Front Royal, enhancing your commuting options while still enjoying the tranquility of rural living.

Middletown is served by the Warren County Public Schools district, known for its commitment to academic excellence and nurturing environment. Families will appreciate the quality education available to their children, with dedicated teachers and a range of extracurricular activities that foster both personal and academic growth. The schools in this district are a cornerstone of the community, ensuring that students are well-prepared for their future endeavors.

The real estate market in Middletown features a variety of homes, from charming historic properties to modern builds, catering to diverse tastes and budgets. With its welcoming community, excellent schools, and stunning natural surroundings, Middletown truly embodies the essence of Virginia living. Whether you’re looking to buy your first home or seeking a peaceful retreat, Middletown invites you to discover the perfect place to create lasting memories. Come explore the beauty and warmth of this delightful town!

Newest Middletown Homes with Warren County Public Schools School district

$730,000

3 Beds ⋅ 3 Baths ⋅ VAWR2014962 MLS

Welcome to 289 Reliance Woods Dr – a thoughtfully designed, all-brick rancher on 3 peaceful acres in the heart of Reliance Woods. Built with long-term comfort in mind, this one-level home offers a spacious, accessible layout ideal for everyday living and aging in place. Wide doorways, minimal steps, and generous room sizes make the home functional without sacrificing warmth or charm. The main living area is bright and open, flowing into the kitchen and dining space—perfect for gathering or unwinding. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for guests, a home office, or hobbies. A full walk-up attic provides abundant storage or potential for future expansion. The oversized two-car garage delivers plenty of space for vehicles, tools, and equipment—with room to spare. Outdoors, enjoy wooded views, open space, and the peaceful rhythm of country living—all within easy reach of town amenities. If you’re looking for a solid, stylish home that’s built to grow with you—this is the one.

289 Reliance Woods Dr, Middletown

$1,350,000

4 Beds ⋅ 4 Baths ⋅ VAWR2014918 MLS

Luxury Farmhouse **To Be Built **on 8.75 Private Acres Experience the perfect blend of refined craftsmanship and modern farmhouse elegance in this exceptional to-be-built custom residence, gracefully positioned on 8.75 picturesque acres. Designed with sophisticated living in mind, this stunning home offers 4 bedrooms, 3 full baths, and 1 half bath. where timeless architecture meets thoughtfully curated finishes. Step inside to soaring 10-foot ceilings, an expansive open-concept design, and a breathtaking great room anchored by a dramatic stone surrounded fireplace. Rich architectural details, including an exposed timber beam spanning the kitchen and dining area, create warmth, character, and effortless style. The gourmet kitchen is designed to impress, featuring elegant granite countertops premium, Energy Star® stainless steel appliances, custom-quality cabinetry, and generous workspace for both everyday living and entertaining. Retreat to the luxurious owner's suite, where a spa-inspired bath offers a beautifully tiled walk-in shower, a deep, soaking tub, and a tranquil atmosphere designed for relaxation. Premium luxury vinyl plank flooring throughout the main living areas provides both beauty and durability while complementing the home's sophisticated aesthetic. The striking exterior showcases crisp white smart siding, dramatic black windows, and timeless farmhouse architecture that creates unforgettable curb appeal. A spacious three-car garage and a full unfinished basement offer abundant storage and endless opportunities to customize additional living space. For those seeking an even more personalized luxury experience, a selection of premium upgrades is available, including a metal roof, an impressive double front entry door, a bonus room above the garage, and upgraded hardwood or tile flooring. Surrounded by the beauty and privacy of nearly nine acres, this extraordinary property offers the rare opportunity to create a custom home that reflects your vision while enjoying the serenity of country living with convenient access to modern amenities. Every detail has been thoughtfully designed to deliver exceptional comfort, enduring quality, and timeless appeal. *Renderings and photographs are for illustrative purposes only. Final specifications, finishes, and pricing are subject to change. Optional upgrades available at additional cost.*

Gruver Grade Dr, Middletown

$825,000

4 Beds ⋅ 3 Baths ⋅ VAWR2014960 MLS

Custom builder's home on 20 flat, private acres in Middletown offering the perfect blend of quality craftsmanship, comfort, and functionality. Thoughtfully designed with an open floor plan filled with abundant natural light, this home features an oversized kitchen island, stainless steel appliances, and a convenient hot water pot filler. A main-level bedroom with an adjoining full bath, currently used as an office, offers exceptional flexibility for guests, multigenerational living, or a dedicated workspace. Several bedrooms feature private ensuite baths, providing added comfort and privacy. Enjoy year-round comfort with a dual HVAC system, main-level laundry, and the potential for an upstairs laundry room with existing space and hookups already in place. Outside, the possibilities are endless with a 30' x 50' detached workshop featuring 14' ceilings, a newly built barn, chicken coop, private pond, two attached garage spaces, four detached garage spaces, and multiple outbuildings equipped with water spigots. With AG zoning, this exceptional property is ideal for hobbies, animals, equipment, or simply enjoying the space and privacy of country living. Conveniently located with easy access to both I-66 and I-81 while offering the tranquility of a private rural setting.**Photos may be virtually staged**

354 Guard Hill Rd, Middletown

$774,900

6 Beds ⋅ 5 Baths ⋅ VAWR2014820 MLS

Offering just over 3900 finished square feet, 6 bedrooms, 5 full bathrooms, a main level bedroom with access to a full bath, a 1-acre lot, no HOA, and a peaceful setting in a golf course community, this home is designed for both everyday living and entertaining. Mountain views, an 880 square foot Trex deck, a roof that's only 5 years old, and a flexible floor plan complete the package. The main level features hardwood floors through most of the living areas, a bedroom with convenient access to a full bath, formal living and dining rooms, a two story (18ft tall) foyer, laundry room, and a spacious kitchen. The updated kitchen features quartz countertops, subway tile backsplash, freshly painted cabinetry, and stainless steel appliances. Upstairs you'll find five bedrooms, including a spacious primary suite with a jetted garden tub, tiled shower, double vanity, and walk in closet. Three additional bedrooms share a full bath with double sinks. There's also a junior suite at the end of the hall with its own private full bath, making it a great option for guests or multigenerational living. The partially finished walkout basement offers even more flexible living space with two finished rooms, a full bathroom, and a large unfinished storage and mechanical room. The current media room and game room setup provides plenty of possibilities for entertaining, hobbies, a home office, or guest space. Outside, the fully fenced backyard offers plenty of open space for entertaining, recreation, pets, or simply enjoying the peaceful setting. The spacious Trex deck, completed in 2024, offers plenty of room for outdoor dining, relaxing, or gathering with family and friends. A side porch extends the outdoor living space and opens to its own separate fenced area, creating a private space that's ideal for pets, young children, or even a garden. Recent improvements include the 2024 Trex deck, backyard and side yard fencing, refinished and expanded hardwood flooring (including the main staircase), fresh interior paint, fireplace surround and mantel, quartz countertops, updated lighting, insulated garage doors and openers, extensive HVAC and plumbing improvements, radon mitigation, and smart home features including Nest thermostats, Ring cameras, and a Schlage smart lock. The extensive list of recent improvements reflects the care and investment the current owners have made throughout the home. (See attached document for full detailed list of improvements.) Located in an established neighborhood surrounded by Sly Fox Golf Club, the home offers a peaceful setting while remaining just five minutes from I-66 and ten minutes from I-81. The sellers would also consider selling the home fully furnished (to include the basement theater equipment, seating, game tables and riding lawn mower) through a separate agreement, creating a true move in ready opportunity. (See attached document for full detailed list of items.) Shown by appointment only.

80 Little Sorrel Dr, Middletown

$949,999

5 Beds ⋅ 6 Baths ⋅ VAWR2014770 MLS

PRICED BELOW APPRAISED VALUE!! Nestled on an expansive 6.84-acre lot just minutes from shopping, dining, and commuter routes, this stunning colonial exudes elegance and comfort. Built in 2013, the home features a harmonious blend of vinyl siding and stone, creating a timeless façade that invites you in. Step inside to discover five spacious bedrooms and six bathrooms. The heart of the home boasts a cozy fireplace, perfect for intimate gatherings or quiet evenings. With the primary suite on the main level along with your laundry, the home proves to be extremely functional on all levels. A fully finished basement offers endless possibilities for entertainment or relaxation, with both interior access and an outside entrance for convenience. Grab a seat at the bar, pick your spot on the couch to watch TV, work out, or play games in the game room. Enjoy the serenity of your private retreat, complete with an attached side-entry garage and ample driveway space. This property is not just a home; it's a lifestyle, offering the perfect balance of sophistication and warmth. Experience the tranquility and exclusivity that this remarkable residence has to offer, where every detail has been crafted for your comfort and enjoyment.

228 Mercys Dr, Middletown

$639,900

3 Beds ⋅ 3 Baths ⋅ VAWR2014754 MLS

Privacy, space, and convenience come together in this all-brick ranch on just over 7 acres with no HOA; land is on both sides of the driveway. All brick and offering more than 2,700 sq. ft. on the main level, this home is ready for you. The property features 3 spacious bedrooms, 2.5 baths, a living room with a brick fireplace and wood stove insert, a family room, and a large mudroom off the kitchen. The unfinished walk-out basement offers excellent potential for additional living space, storage, or a workshop. Major updates include a roof replaced in 2020, dual HVAC zones with units replaced in 2010 and 2015, septic tank pumped in fall 2025, and an new rear deck. Enjoy plenty of room for indoor and outdoor living, all while being close to everything. Please note: property has a shared driveway with deeded right of way.

298 Mcdaniel Ln, Middletown

$549,900

3 Beds ⋅ 2 Baths ⋅ VAWR2014488 MLS

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

$874,900

6 Beds ⋅ 6 Baths ⋅ VAWR2013254 MLS

Welcome to this stunning house offering 6,000 square feet to enjoy and PRICED BELOW assessment! Bring your design ideas because with an acceptable offer, sellers are including a credit at closing to add your personal touch or use to assist with closing costs. 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, in-ground pool and sits on an acre. 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. This home has been well maintained including replacing several items: new roof with upgraded 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. Ask your agent for the entire list of updates and upgrades. This home is ready for you!

4 Jackson Pl, Middletown

$385,000

VAWR2011208 MLS

RARE opportunity to own 20 private acres with approximately 400 feet of Shenandoah River frontage in the heart of the Shenandoah Valley. Recently reduced and now aggressively priced, this extraordinary property offers the perfect setting to build a luxury riverfront estate, private retreat, vacation getaway, or investment property. Tucked away in the scenic River Ridge community, this wooded parcel combines privacy, mountain views, and direct river access while remaining conveniently located near Middletown, Winchester, I-81, wineries, hiking, and outdoor recreation. Imagine mornings overlooking the river, kayaking from your own property, evenings around a firepit under the stars, and the peaceful escape of Shenandoah Valley living just a short drive from Northern Virginia and DC. With multiple potential homesite options and breathtaking natural surroundings, this property offers endless possibilities for a custom home, modern mountain retreat, or weekend escape. Properties with this combination of acreage, privacy, and Shenandoah River frontage rarely become available, especially at this price point. Bring your vision and create something truly special.

River Ridge Dr, Middletown

$110,000

1000074677 MLS

If you are in search of the perfect building lot that provides seclusion, yet has easy access to state maintained roads nearby. You've found it! Tremendous views of the Signal Knob Mountain from various lots! Perfect Dream Home Lot for the commuter looking to escape from the hustle of the city! Whether you want a House-on-the-Hillside Lot surrounded by seclusion, or a lot located close to the Private Common Use area for Lake Access, we have exactly what you're looking for. This is the developers last lot remaining out of 41!

Comforter Ln, Middletown

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