Middletown VA Real Estate & Homes for Sale

PRIVATE AND SECLUDED WITH A BEAUTIFUL MOUNTAIN VIEW. SPACIOUS CUSTOM-BUILT HOME ON 13 ACRES. GREAT VALUE - PRICED BELOW CURRENT TAX ASSESSMENT! GREAT COMMUTER LOCATION! Tucked away yet only a short drive to I-81, I-66, Rt. 522 and Rt. 340. Near historic Middletown and the Shenandoah River. Convenient to Winchester, Front Royal, Stephens City and Strasburg. Four bedrooms, including two main-level suites - one with a high ceiling, tall Palladian window, skylights, walk-in closets, and a luxury tiled bathroom with two vanities, elegant 4x6 walk-in shower and large soaking tub. Four full baths in all, each with tile. The great room features a dramatic vaulted ceiling, skylights and corner fireplace. Kitchen with double sinks plus a smaller sink, two lazy Susans, breakfast bar, and a practical covered side entrance from the garage with a pantry, closet, window seat, and shoe and coat racks, that's perfect for bringing in groceries no matter the weather. Separate formal dining room with built-ins, chair rail and crown molding. Enjoy the wrap-around, gazebo-style front porch, rear grilling deck and back yard patio. The oversized one-car garage is 19x26 with a work bench and loft. Circular driveway. The walkout basement offers two bedrooms. a full bath, and two more living areas with tile floors - a rec room large enough for a pool table and a cozy family room with a wood stove, brick hearth, and rustic wood doors. Also, a laundry room, large mechanical room and under steps storage. Fenced area for a gardening or pets. Zoned heating and cooling. Conveys with stainless steel kitchen appliances, washer and dryer, water softener, and propane generator. Per health department records, 3-bedroom septic/6-person occupancy.

Beautiful Stone Front Colonial in Sought-After Pineland Park 3,887 total finished square feet offering 6 bedrooms and 3.5 baths on a 1-acre lot. Located in the desirable Pineland Park neighborhood of Warren County, ideal for commuting via I-66 and I-81. Minutes to golf, wineries, hiking, shopping, and downtown Front Royal. The Jefferson III model by H & H Builders features a stone front exterior, wide trim, interior columns, and 9-ft ceilings. Main level includes newly refinished hardwood floors throughout, a formal living room, and a formal dining room with chair rail and box ceiling detail. Spacious family room with corner gas fireplace opens to the kitchen with abundant cabinetry, countertop space, and breakfast area. Covered wrap-around front porch and rear covered porch provide great outdoor living spaces. Upper level offers hardwood hallway floors and new carpet in bedrooms. Newly remodeled primary suite includes vinyl plank flooring, tiled bath with soaking tub, separate shower, and walk-in closet. Three additional bedrooms and upper-level laundry for added convenience. Fully finished walk-out basement features tile flooring, kitchenette/wet bar, family room, two bedrooms, full bath, and ample storage-perfect in-law or guest suite. New AC units; furnace less than 5 years old. 2-car front-load garage with concrete driveway and plenty of off-street parking. Over 1 acre of open yard to enjoy.

Welcome to your new home in the charming town of Middletown, VA! This spacious 4-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and convenience. Enjoy an open floor plan thats ideal for both everyday living and entertaining, featuring a large kitchen island and plenty of room to gather. The generously sized bedrooms provide comfort and flexibility, while the large, useable backyard offers an inviting space for outdoor relaxation or play. Conveniently located near major commuter routes-including I-81, Route 11, I-66, Route 7, and Route 50-this home makes commuting simple and efficient. Youll also be just minutes from Winchester and Stephens City, and close to Shenandoah National Park, the Shenandoah River, local restaurants, and shopping. With its prime location and inviting layout, this Middletown rental offers the best of comfort and convenience in a fantastic setting.

Build your dream home on 20 acres in the scenic River Ridge community of Middletown, VA. This to-be-built Creveling model by Hepler Homes offers a well-designed layout with 4 bedrooms, 3.5 baths, and high-quality finishes throughout. The main level includes a gourmet kitchen with a tile backsplash, walk-in pantry, and open living areas leading to a 565 sq. ft. wraparound porch designed to maximize the propertys natural setting. A 575 sq. ft. attached two-car garage provides additional storage and convenience. Interior features include LVP flooring throughout, upgraded trim (1x6 base and 1x4 casing), Hardie plank siding, brushed nickel fixtures, a tankless water heater, 12 recessed lights, water treatment system, laundry sink in the home and garage, and a freestanding tub with a tiled shower in the primary suite. Additional baths include fiberglass tub/shower units and elongated toilets. A basement may be added for an additional fee. This 20-acre parcel offers gently rolling terrain with multiple potential building sites and approximately 400 feet of frontage on the North Fork of the Shenandoah River. The location provides a blend of privacy and accessibility, with proximity to Front Royal, Winchester, I-66, and I-81. The home shown is to-be-built; the lot is sold separately. This listing is offered in cooperation with the lot owner and Hepler Homes. Other floorplans and models are available; additional charges may apply. Dont miss this opportunity to create a full-time residence, retreat, or long-term investment in the Shenandoah Valley.

HAPPY HOLIDAY'S!!! Are you Tired of the City Noise & Traffic, have you been longing for that small town feel, then come checkout this 4 Bedroom 2.5 Bath 4yr old Colonial Home in the Shenandoah Valley. It's Close to I-81 & I-66 and Rt/11. This home Boasts with an Open Concept on the Main Level. The Family room overlooks the Kitchen with a Large Island & Stainless-Steel Appliances & Dining Room; Powder Room & Office complete this level. There's Luxury Vinyl Plank Flooring & Carpet Throughout. Up to the 2nd level that has a Generous size Primary Bedroom with a walk-in Closet & Full Bathroom. There are 3 more Bedrooms, a Full Bath & a separate Laundry Room complete this level. Down to the Basement that has rough in plumbing for another Bathroom. You can Create in this Unfinished space Another Bedroom if needed, Or A Huge Family room. Plenty of room to grow. The Possibilities are Endless. Off the Dining room slip out to the large Private (10'x20') Deck Outback for Entertaining or Relaxing & with stairs to the yard. The home comes with Recessed lighting & 6 Ceiling fans, Attached 2 Car Garage. Home was built by Ryan Homes & sits on a Premium Lot. Short drive to the Blue Ridge Mountains & the Shenandoah River. Shopping & Drive-in Theater nearby. So, if you're starting out, relocating or just need more SPACE Come Checkout this Next Place to Call HOME!

Fully Renovated Rancher!! Beautiful Country Setting! Come check out this Incredibly SPACIOUS Home on just over an Acre. Over 2600+ finished sq feet, 3 bedrooms & 2 full baths. Extra bonus rooms could be bedrooms as well or however you choose. ALL BRAND NEW Flooring, Painting, Lighting, 3 Mini Splits, Architectural Roof, Septic System, Well pressure tank, Windows, and Kitchen! HVAC in Great Shape! Light and Bright and Ready for Move in!=

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.

Welcome home! Spacious craftsman style home in Villages at Middletown. The main level with large kitchen, dining and living room area is open and light-filled, making it perfect for entertaining. Walk out onto the back deck to enjoy the views with your morning coffee (or dine outside, there's plenty of room!)The upper level of this home boasts 5 bedrooms (or potentially use one as an office space), 2.5 baths, and large laundry room. Need more space? The basement is ready for your vision! Finish your way , it already has a rough in for a full bath! Walk out basement leads to beautiful patio space and large fully fenced backyard (corner lot backs to green space and tree line). ***ASK ABOUT THE VA assumable mortgage under 3%***

Experience peace and tranquility of life in one of Middletown's most desirable & beautifully maintained communities, "Sheridan Estates"-an intimate enclave of just 8 custom homes, offering an upscale yet welcoming atmosphere, perfect for those who value comfort, style, and serenity with NO HOA! A brief 5 miles to I-81 to Rt 66 makes it an easy commuting distance to downtown Washington DC. Only 1 hour to the metro & 9.3 miles to the hospital, charming, downtown Front Royal, Shenandoah River & nearby Shenandoah State Park/Skyline Drive which features hiking trails & scenic overlooks. Bring all your furry friends & enjoy peaceful walks through your own private trails that wind through 11+ acres. Entertain the family and friends with the large in-ground swimming pool w/new liner, stone firepit & shed. Truly a gardener's paradise where you can enjoy growing your own vegetables, flowers, herbs, etc... while listening to the birds singing from the trees that surround this private sanctuary. Step through the front door into the light filled 2 story foyer with main level office to the left and separate living & dining rooms to the right with a large bright conservatory, filled w/14 windows that beam with natural light. The large gourmet kitchen is a chefs dream featuring GE Monogram & Profile appliances, custom 42� oversized cabinetry with lots of cabinets & drawers for all of your storage needs, quartz counter tops, double bowl sink with disposer, large island with prep sink, wall-oven w/microwave & warming drawer, recessed lighting & ceiling fan. The gas cooktop includes a built-in grille. This gorgeous stone front home features an extra-large wraparound porch & 3 car side load garage. The main level of the home features a soaring 2-story foyer w/chandelier, 2 foyer coat closets, hardwood flooring, 9 foot ceilings w/extensive crown moulding, decorative columns, recessed lights, chair rail & shadow boxes. A cozy step down family room features 11-foot ceilings, recessed lighting, gas fireplace & ceiling fan adjacent to the large breakfast nook w/bay window & walkout door to rear deck & walk-in pantry complete the main level. This spacious 5996 sq ft home with 5 bedrooms & 6 baths is designed so each bedroom upstairs has its own full bath. The upper-level features 4 bedrooms (all with private ensuite bathrooms) & ceramic tile flooring and convenient laundry chute. The primary bedroom with high ceilings features a step up to a separate walk in closet and separate "spa like" bathroom w/double sinks, jetted tub, separate shower and water closet w/commode, bidet & linen closet. The finished basement features 9 foot ceilings, oversized rec room, craft room with sink and countertop + a 5th bedroom, full bathroom, linen closet, media/theater room, and ground level walkout exit. A home gym is located in the large utility room with lots of additional storage space. The home is equipped with satellite wireless/wired cable tv, high speed wireless satelite internet and is wired throughout with Cat5 cabling. There is plenty of parking on the asphalt driveway for an RV and includes an RV power hookup & auto sensor to notify you of any vehicles entering driveway. Don't miss out on your opportunity to own this incredible slice of heaven! ***RECENT RENOVATIONS INCLUDE: New 2 Carrier Infinity HVAC units inside and outside with smart thermostats-6/8/2021 Both septic tanks pumped & inspected - 2/9/24 Replacement Septic pump & tank plumbing pipes - 10/3/24 Driveway sealed -8/19/22 New garage floodlight -5/25/25 New Stainless Steel GE dishwasher -4/12/25 Well pressure tank & switch -10/9/24 New toilet flush valves (all toilets)- 3/15/25 New Whole home water softener- 2/10/25 New Pool salt/chlorine generator cell -6/25/24 New pool pump & pool filter multiport valve - 2020/21 New pool plumbing control gate valves 5/16/24 New pool liner - 3/18/2023 Radon remediation system installed

Beautiful three-level townhome in the Enfield Knolls community of charming Middletown, VA. The open floor plan is filled with natural light and features a modern kitchen with stainless steel appliances and a moveable island that conveys. Enjoy durable luxury vinyl plank flooring, a composite deck for outdoor relaxation, and the convenience of bedroom-level laundry. With 3 bedrooms, 2.5 baths, and a walk-out basement offering great storage space and access to the backyard, this home has it all. Ideally located near commuter routes to both I-66 and I-81, and with trash collection handled by the Town of Middletown, this is easy living in a great location.

Welcome home to Third St!!! This lovely and well maintained split foyer is on one acre of unrestricted property and also boasts quite a number of upgrades! There is lots of space for entertaining, particularly outside with a fairly level landscape, and in the home there are ample rooms to work with. This home has lots of opportunity for a number of uses; office spaces, guest rooms, hobby rooms... the possibliities are endless! With so many upgrades there's little to do with finishing touches, making the home truly yours, as the seller have installed a new countertop and backsplash (2025), new floors in the kitchen, living room, lower level bedrooms (2025, and 2023 respectively), new wall paint throughout the home (2025), newly painted stairs (2025), new front porch and railings (2025), new dishwasher (2025), new fridge (2023), new stover (2021), new condenser unit (2024) and more! Make your appointment today!

This ranch home located in a quiet Middletown neighborhood is a gem hidden in plain sight and full of surprises. First, it has 4,000 resplendent finished square feet, and second, it offers two levels of independent living. The floorplan flows seamlessly, providing the kind of breathing room youll appreciate, enhanced with an elegant color palette, natural light, and stunning hardwood floors that pull it all together. The living room easily provides the space for various seating configurations and offers a fireplace along the main wall to center around. It opens to the renovated kitchen, inviting with its pristine white cabinetry, backsplash, and eat-in island-and where youll find ample workspace and storage plus high-end stainless appliances and fixtures. The dining room sits adjacent with space for extras such as china cupboards or buffets. A bonus room affords decent space for an office, playroom, crafts or hobbies, etc. Conveniently located next to the kitchen, a mudroom combines with the laundry area with storage cabinets and a utility sink. This level boasts four bedrooms and three full baths. The primary suite shines with the addition of a sliding barn door to separate the appealing attached bath plus a walk-in closet. The other bedrooms and baths are all lovely, matching the theme. The downstairs is a complete floor designed as an in-law suite or rental. It boasts a full kitchen, comfortable living/dining area, bedroom, bath, and dedicated laundry room. The aesthetic matches the upstairs to a backdrop of LVP plank-style flooring. It contains a private separate entrance, and even its own parking. The home rests on .31 acres with a view of the mountains, along with plenty of trees and landscaped shrubs to enjoy. A screened-in porch adds another tranquil respite, as does a covered porch stretching along the front of the home. A two-car attached garage provides space for vehicles or storage. This home has been updated, renovated, and carefully maintained-and presents a unique opportunity. But also, this residence is the ticket to enjoy Middletowns quaint, historic downtown, well-rated schools, and peaceful atmosphere plus proximity to Winchester, Shenandoah Valley, and all the area has to offer.

Motivated Seller!! Welcome to the sought-after Jacksons Meadow subdivision with no HOA! This spacious Quaker-built home was completely remodeled down to the studs in 2021, with everything new inside and out. Offering over 4,100 finished square feet across three levels and backing to the Sly Fox Golf Course, this property has room for everyone. On the upper level, youll find 4 bedrooms, including the oversized primary suite with a jetted tub, porcelain shower with glass roller door, and a large walk-in closet with built-ins. Convenient upstairs laundry includes washer and dryer. The main level is warm and inviting with hardwood floors, 9 ceilings, crown and chair rail molding, and recessed lighting. The gourmet kitchen features granite countertops, a 7 island with flat-top stove and hood, stainless steel appliances, and opens to a cozy family room with propane fireplace. A main level study with French glass doors makes a perfect office, while an additional bedroom and full bath provide main-level living flexibility. The finished walk-out basement adds even more possibilities. It includes a large recreation/living room, kitchenette, full bathroom, and a 6th bedroom. Plus, theres an additional room that could serve as a potential 7th bedroom, office, playroom, or gym! Since purchase, the owners have added thoughtful upgrades, including a large deck, perfect for entertaining or relaxing while enjoying the established 1-acre lot. Other highlights include ample storage and an attached two-car garage. Just minutes to Front Royal and commuter routes, this home blends comfort, space, and modern convenience.

This recently updated three-bedroom, two-bath home is available in the charming town of Middletown, VA. Conveniently located near Main Street, you will quickly appreciate the vibrant community, which features locally owned restaurants, shops, and various community events. The home boasts modern finishes and is filled with an abundance of natural light. The semi-open concept kitchen and living area provide ample space for cooking, dining, and entertaining. Outside, you'll find a garage for additional storage and a spacious backyard perfect for outdoor gatherings.

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.

The main floor of this Coral home offers a large, uninterrupted space for relaxing and entertaining. The kitchen features a spacious center island and opens to the dining and great rooms. Upstairs, you'll find a convenient laundry, a full bath tucked between two generous bedrooms, and an inviting primary suite with a walk-in closet and private bath. This home is built a loft. To round out this home a basement is included and this beautiful home backs to common area.

Enjoy single-floor living in this inspired ranch home! At the front of the home, you'll find two bedrooms flanking a full bath. Toward the back, there's a well-appointed kitchen nestled between an elegant dining room and generous great room. The laundry is located near the primary bedroom, which has a large walk-in closet and a private bath. You'll love the professionally curated finishes! Situated on a corner lot and backing to open common area.

Enjoy single level living in this ranch plan Three bedrooms and 2 full baths. The Master 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. This beautiful home is a must see! Call today to schedule your tour of our Onyx ranch style plan.

Discover this exceptional Citrine home. Included features: a charming, covered entry, a large great room with an electric fireplace, an open dining area, an inviting kitchen offering a roomy pantry and a center island, a stunning primary suite showcasing a spacious walk-in closet and a private bath, a convenient laundry, an unfinished basement, a deck landing and a 2-car garage. This could be your dream home!