Middletown VA Real Estate & Homes for Sale

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.

Better than new and meticulously maintained, this beautiful 4-bedroom, 2.5-bath home offers the perfect combination of modern finishes, thoughtful upgrades, and an unbeatable location in the heart of Middletown. Built in 2023, this home is truly move-in ready, with improvements already completed for you. The main level features durable luxury vinyl plank flooring and a bright, open layout designed for comfortable everyday living and entertaining. Upgraded lighting and ceiling fan rough-ins throughout add both style and convenience. The unfinished basement offers outstanding potential with rough-in plumbing already in place for a future full bathroom, making it easy to create additional living space, a guest suite, or recreation area. Step outside to enjoy the fully fenced backyard, ideal for pets, play, or relaxing evenings outdoors. Conveniently located just minutes from I-81, this home provides an easy commute while allowing you to enjoy everything Middletown has to offer, including its historic downtown, local restaurants, parks, community events, and small-town charm. Why wait to build when you can own a home that's better than new, complete with thoughtful upgrades and ready for its next owner!

This home was built in 2023 and well cared for from day one. Several upgrades were made for this home, such as Architectural Shingles, Granite Countertops, Stainless Steel Appliances, Fully finished garage floor, garage drywalled and painted, Recessed lighting throughout the home, Storm doors on the front a rear. Washer & Dryer convey with the sale. Basement could be finish to add a bathroom and bedroom with full window. The location is ideal for access to route 11 and interstate 81.

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 fa ade 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.

Privacy, space, and convenience come together in this all-brick ranch on just over 7 acres with no HOA. Built in 1989 and offering more than 2,700 sq. ft. on the main level, this home is ready for your personal updates and style. 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 updated 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.

"Come On Over To Carolyn" This 3-bedroom, 2-full bathroom ranch style home is ready for you to move right in! Spacious kitchen that was remodeled in 2023 with granite counters, new cabinets, tile backsplash, new stove, new microwave and new dishwasher! Home has a family room as well as an additional bonus room off the kitchen that's perfect for a rec room, home office, playroom or whatever you need the space for. Primary bedroom has its own private bathroom that was just remodeled with new subfloor, new LVP flooring, new shower, new vanity and new toilet! Hallway full bathroom was remodeled in 2022 with a new tub/shower, new vanity, new toilet, new subfloor and new LVP flooring. Fenced in backyard with a storage shed. Roof was replaced approximately 10 years ago with 30-year architectural shingles. HVAC was installed in 2020 (entire system including the ductwork). In 2021 LVP flooring was installed in the entire house besides one bedroom and the bonus room which both got new carpet that year. Water heater was replaced in 2021. Washer/Dryer was replaced in 2023. Refrigerator was replaced in 2024. Additional improvements that were just done include (Pantry/laundry closet subfloors & LVP flooring replaced, new cut off valves & access panel added for bathrooms, attic access updated, new thermostat added, drainage for HVAC cleaned, HVAC capacitor replaced and many areas of the home painted).

Coming Soon! Interior Photos will be uploaded July 9th. First time offered on the market, this 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 on a winding drive in The Bend on Cedar Creek, this is the kind of property that rarely becomes available - a peaceful retreat situated on five private acres, where mature woods and 400 feet of Cedar Creek frontage create an extraordinary setting to call home. Surrounded by natural beauty, this spacious 5-bedroom, 4-bath home offers gracious living, with an open, thoughtfully designed floor plan that provides both comfortable everyday living and exceptional flexibility. The main level features expansive gathering spaces, a large kitchen with abundant workspace, a formal dining area, dedicated office/library space, and a private primary suite. Multiple bedrooms, including a Jack-and-Jill layout, offer room for family, guests, or multi-generational living. The lower level expands the possibilities even further with a large recreation area, additional living space, full bath, wet bar, and kitchenette area that could serve a variety of needs. The lower level was designed with flexibility in mind and includes substantial unfinished space that has already been prepared for future use, offering endless possibilities for a private in-law suite, guest retreat, home business, or additional recreational space. What truly sets this property apart is the setting. Enjoy peaceful mornings on the front porch, afternoons exploring your own wooded acreage, and evenings overlooking Cedar Creek. Trails wind through the woods to the creek and private dock, creating a unique opportunity to enjoy kayaking, fishing, wildlife, and the serenity of waterfront living right in your own backyard. Properties offering this combination of acreage, creek frontage, privacy, generous living space, and future expansion potential are increasingly difficult to find. Conveniently located just minutes from Middletown, Strasburg, and I-81, this home offers the perfect balance of seclusion and accessibility. Property is being sold strictly as-is.

154 Dursley Cir, Middletown, VA 22645 is a single-family home that contains 1,680 sq ft and was built in 2023 by Ryan Homes. It contains 4 bedrooms and 2.5 bathrooms. It is housed in a very nice neighborhood. House has vinyl flooring on first floor, ceiling fan fittings in all bedrooms and living room, bathroom fitted for completion of basement. Makes a great first-time buyer home. Owner willing to leave all furniture if first time buyer to allow for instant move in for free (not part of price).

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.

Find yourself at home in Middletown, in a five bedroom home with a fully finished basement!! The upper level showcases 5 bedrooms provide comfortable accommodations for family or guests. The main level you will find an open floor plan that seamlessly connects the kitchen and living room, creating a warm and welcoming atmosphere perfect for daily life and entertaining. Downstairs, the finished basement significantly extends your living space with an additional 2 Dens and full bathroom. The outdoor space is perfect for play, relaxation, and enjoying the peaceful surroundings. Parking are covered with an attached 2-car garage The combination of space, layout, community make it the Perfect Home for your Family!

Privacy, space, and convenience come together in this all-brick ranch on just over 7 acres with no HOA. Built in 1989 and offering more than 2,700 sq. ft. on the main level, this home is ready for your personal updates and style. 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 updated 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.

Welcome to this move-in ready Cedar model in the Villages at Middletown - where modern design meets everyday convenience. Offering 4 bedrooms, 2.5 bathrooms, and approximately 1,900 square feet, this home delivers stylish living with an open-concept layout ideal for today's lifestyle. The main level impresses with a sleek kitchen featuring upgraded mocha cabinetry, stainless steel appliances, and a seamless flow into the living and dining areas - perfect for both relaxing and entertaining. A versatile flex space provides options for a home office, study, or creative use. Upstairs, the spacious primary suite serves as a private retreat, complete with an oversized walk-in closet and a well-appointed ensuite bath with double vanity and a large shower. Three additional bedrooms, including two with walk-in closets, offer flexibility for a variety of needs. The conveniently located upper-level laundry room adds everyday ease. Enjoy the outdoor setting with a backyard that backs to scenic green space, providing a peaceful backdrop. The walk-out basement offers endless potential for customization - ideal for expanding your living space. A perfect blend of style, space, and opportunity - schedule your tour today.

ANOTHER HUGE PRICE REDUCTION OF $25,000. APPRAISED VALUE IS $764,000. HOME LISTED $64,000 BELOW APPRAISAL. SELLERS WILL CONSIDER ALL OFFERS. MOTIVATED SELLERS MOVING DUE TO NEW JOB. PLEASE MAKE AN APPOINTMENT TO SEE. NO DRIVE BYS PLEASE. 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.

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, 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 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.