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Middletown VA Real Estate & Homes for Sale18 Properties Found
The median home value in Middletown, VA is $484,999.
This is
higher than
the county median home value of $335,000.
The national median home value is $308,980.
The average price of homes sold in Middletown, VA is $484,999.
Approximately 70% of Middletown homes are owned,
compared to 22% rented, while
8% are vacant.
Middletown real estate listings include condos, townhomes, and single family homes for sale.
Commercial properties are also available.
If you like to see a property, contact Middletown real estate agent to arrange a tour
today!
1–18 of 18 properties displayed
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Courtesy: RE/MAX Real Estate Connections
View additional infoWhat a remarkable neighborhood. Set up the tables in the carport and watch car shows and parades go by! This is a wonderful neighborhood! House can be great for a large home. Home can be used as a 4th bedroom. Home for a larger family! Nice size kitchen w/newer stove, washer and dryer. This freshly painted home with neutral colors is ready for your final decorating touches.! New roof installed December of 2025. $425,000151 COUGILL Middletown, VA 22645
Courtesy: RE/MAX Real Estate Connections
View additional infoOne-level living in the sought-after Village at Middletown! This move-in-ready home welcomes new owners with an open floor plan designed for comfortable living and easy entertaining. The living room flows seamlessly into the kitchen, creating a bright and inviting main living space. The spacious kitchen features a breakfast bar, ample table space, and access to a large, low-maintenance Trex deck-perfect for cookouts or relaxing outdoors. Main-level laundry adds everyday convenience. The primary suite offers a walk-in closet with generous storage and a private bath with shower. Two additional well-sized bedrooms and a full hall bath complete the main level. The full unfinished basement includes egress for a future bedroom, a rough-in for a full bath, and the potential to nearly double your living space. A two-car garage with additional storage and a concrete driveway provide plenty of off-street parking. Ideally located for commuters, just minutes to I-81 and I-66, with easy access to local shops, schools, and amenities. $232,0006837 VALLEY Middletown, VA 22645
Courtesy: Oakcrest Commercial LLC.
View additional infoTwo bedrooms, one bathroom, 7 rooms, kitchen, dining room, living room. One acre. Off street parking for 2 cars. Septic system and public water. Showing by Appointment only - Monday thru Thursday.
Courtesy: The Greene Realty Group
View additional info4 -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. $459,900152 EMMET ST Middletown, VA 22645
Courtesy: RE/MAX Roots
View additional infoExperience modern efficiency and refined comfort in this meticulously maintained 4-bedroom, 2.5-bathroom home, built in 2021. Perfectly positioned for commuters, this property offers a prime central location just minutes from Winchester and Front Royal, with immediate access to major routes I-81 and I-66. Middletown is a small town rich in history. Emmet Steet only has 27 homes on it and ends in a cul-de-sac! Key Property Highlights: Energy Independence: Includes FULLY PAID-FOR solar panels installed in 2023. (A $20K investment!) Designer Interiors: The main level features hard surface flooring upgrades and an open-concept layout. The gourmet kitchen is anchored by premium granite countertops, perfect for both daily living and upscale entertaining. Upstairs laundry and a private owner's wing. Superior Outdoor Living: Step out onto an expansive TimberTech deck, a high-end composite addition that offers the beauty of wood without the maintenance of staining or sealing. This durable space is engineered to resist fading and mold for decades. Room to Grow: In addition to four spacious bedrooms, this home features a large unfinished basement, providing a blank canvas for a future recreation room, home gym, or extra living suite. Modern Convenience: Includes an attached 2-car garage and a 2021 build date, ensuring all systems, from HVAC to roofing, are in prime condition for a move-in ready experience. The BIRCH model offers a higher bedroom count without breaking the bank! The owner invested over $25K in upgrades in this home when it was built. LEVOLOR brand, top down/bottom up blackout blinds convey (over $2000 value)! This home provides an exceptional lifestyle opportunity, combining the peace of mind of a newer build with smart, sustainable upgrades that deliver immediate and lasting value. Don't miss out on this rare chance to own an energy-efficient gem in a highly desirable area on a cul-de-sac! It looks so new you will question if anyone has even lived in it! Make your appointment to see in person this home that shows like a model!! The information contained herein is for informational purposes only. RE/MAX Roots makes no representation as to the accuracy or reliability of the information. The buyer is to verify information provided and related to the property that is material to a buyers decision to purchase the property. All documents and other information attached to this listing are provided as a courtesy and should be researched and verified by the buyer agent.
Courtesy: Nova Home Hunters Realty
View additional infoHave 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!!!
Courtesy: NextHome Realty Select
View additional infoWelcome 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.
Courtesy: ERA Oakcrest Realty, Inc.
View additional infoPRIVATE AND SECLUDED WITH A BEAUTIFUL MOUNTAIN VIEW. SPACIOUS CUSTOM-BUILT HOME ON 13 ACRES. PRICED BELOW CURRENT TAX ASSESSMENT! AND THIS GREAT VALUE JUST GOT BETTER - THE PRICE HAS IMPROVED TO $775,000 WITH THE SELLER OFFERING A $15,000 CREDIT! Use the credit for closing costs and other lender-allowed charges or a carpet/decorator allowance. The choice is yours! 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. $649,90076 KATIE Lane Middletown, VA 22645
Courtesy: RE/MAX Real Estate Connections
View additional infoBeautiful 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. Newly remodeled upper-level bath. 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. $1,263,0000- RIVER RIDGE Drive Middletown, VA 22645
Courtesy: Samson Properties
View additional infoBuild 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.
Courtesy: Long & Foster Real Estate, Inc.
View additional info"PRICE REDUCED, Motivated Owner." Are you Tired of all that 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!
Courtesy: ERA Oakcrest Realty, Inc.
View additional infoFully 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!= $2,999,9001115 CHAPEL Road Middletown, VA 22645
Courtesy: Mountains Edge Realty LLC
View additional infoIntroducing 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.
Courtesy: ERA Oakcrest Realty, Inc.
View additional infoBeautiful 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. $2,999,9001115 CHAPEL Road Middletown, VA 22645
Courtesy: Mountains Edge Realty LLC
View additional infoIntroducing 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.
Courtesy: LPT Realty, LLC, 8773662213
View additional infoThe 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.
Courtesy: LPT Realty, LLC, 8773662213
View additional infoEnjoy 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.
Courtesy: LPT Realty, LLC, 8773662213
View additional infoEnjoy 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.
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