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

$995,000

VAWR2015148 MLS

Rare opportunity to own 63.48± acres in northern Warren County featuring a scenic mix of open fields, mature woodlands, and West Run Creek winding through the property. Whether you're seeking a private estate, recreational retreat, hunting property, or long-term land investment, this property offers exceptional privacy and natural beauty with potential for future low-density residential development and subdivision opportunities subject to county approvals. Existing well, septic, electric service, and a 1,430 SF manufactured home convey as-is. Enjoy a secluded rural setting while remaining conveniently located near Front Royal, Middletown, Strasburg, and Winchester, with excellent access to Route 522, I-66, I-81, shopping, restaurants, and regional employment centers.

105 Ridgemont Rd, Middletown

$815,000

6 Beds ⋅ 4 Baths ⋅ VAWR2015102 MLS

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

$699,999

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

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.*

Gruver Grade Dr, Middletown

$535,000

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

$385,000

VAWR2011208 MLS

20 acres of privacy, peace, and possibilities in the beautiful River Ridge community! If you’ve been looking for acreage where you can create a private retreat, homestead, or custom home surrounded by nature, this property deserves a closer look. The generous acreage and established community restrictions help preserve the spacious, rural character of the area—protecting your investment from becoming a crowded development of smaller homes and multiple structures. Imagine driving through River Ridge and seeing the difference: larger homesites, wooded privacy, open space, and room to breathe. This is an opportunity to build something truly special in a setting designed to maintain its natural beauty and sense of privacy. The property offers the opportunity to create your own private escape while still being within convenient reach of Front Royal and the surrounding Shenandoah Valley. Bring your vision and explore the possibilities this beautiful 20-acre parcel has to offer. Buy the acreage, enjoy the privacy, and invest in a community where the restrictions help protect the character and value of your property for years to come. Buyers should independently verify building requirements, permitted uses, road access, utilities, and all covenants and restrictions with the appropriate authorities and HOA.

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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