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Middletown VA Real Estate & Homes for Sale

16 Properties Found

The median home value in Middletown, VA is $459,999. 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 $459,999. 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!
Learn more about Middletown Real Estate.


1–16 of 16 properties displayed
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Beds:
5
Baths:
4 Full
Sq.Ft.:
3,888
Status:
NEW LISTING
MLS#:
VAFV2022642
Type:
Single Family, Single Family-Detached
Subdivision:
Middle Road Estates
Lot size:
1.81 Acres
Year built:
1968
Courtesy: Spangler Real Estate, 7032161491
View additional info

Stunning 3888 SF Luxury Home on 1.8 Acres â Perfect for Families and Entertaining Don't miss the opportunity to own this expansive 3888 square foot home, offering the perfect combination of space, luxury, and privacy. Nestled on a tranquil 1.8-acre lot with no HOA and just 3 miles from town and major highways, this property is an entertainerâs dream and a private retreat for those who crave room to grow. Step inside this meticulously designed two-level home, featuring four spacious bedrooms on the main floor, each with abundant natural light and high-end finishes. The heart of the home is the stunning open-concept kitchen, which boasts an oversized island and top-tier fixtures, making it perfect for both casual dining and hosting large gatherings. The adjoining formal dining room provides a flexible space, whether you need an office or a place for family dinners. The large living room serves as the central hub, seamlessly connecting to the kitchen, dining area, and front entrance, with recessed lighting creating an inviting ambiance. The primary suite is a true sanctuary, with an extraordinary bathroom remodel that includes an expanded shower, dual closets, and ample space for additional furniture, offering the perfect retreat at the end of the day. Three additional bedrooms are thoughtfully designed, with one featuring its own private bath, while the other two share a spacious hall bath. The extensive back deck, with black vinyl railing, offers an unparalleled outdoor living space with sweeping views of cleared land and trees, creating a serene and exclusive environment for relaxation and entertaining. The fully finished basement is a standout feature, offering a large family room with a breathtaking brick fireplace, a fifth generous bedroom, a full bathroom, a separate laundry area, and additional space for a kitchen if desired. This area could easily be converted into a private apartment, perfect for hosting extended family, guests, or a live-in caretaker. This property offers a rare combination of luxury living, versatility, and privacy, while still being close to all the conveniences of town. With Starlink high-speed internet, youâll have the connectivity you need for work or leisure. Whether youâre seeking a family home with plenty of room to grow or a retreat to unwind and entertain, this home is a must-see. Schedule your private showing today â this one wonât last long!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,095
Status:
Active
MLS#:
VAFV2022628
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
4.8 Acres
Year built:
1972
Courtesy: ERA Oakcrest Realty, Inc., (540) 665-0360
View additional info

Welcome to 6953 Middle Road, a charming Dutch Colonial nestled on a picturesque lot in beautiful Middletown, VA. This property offers a unique blend of classic architecture and spacious, scenic living, complete with a circle driveway, tranquil creek, and multiple outbuildings including a barn. The expansive grounds also feature a large pavilion with a cozy wood-burning fireplace, perfect for outdoor gatherings, and fenced areas ideal for livestock or pets. Patio spaces make outdoor living and entertaining a breeze. Inside, this home provides 4 bedrooms, 2.5 baths, and both formal and informal living spaces, giving it a versatile layout. The finished basement offers even more space to make your own. While the home is in need of some TLC, it represents an incredible opportunity to craft your dream residence. Embrace the charm, space, and endless potential. Call today!

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,920
Status:
Active
MLS#:
VAFV2022484
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
0.12 Acres
Year built:
2021
Courtesy: Keller Williams Capital Properties
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Welcome to this beautiful 4-bedroom, 2.5-bathroom single-family home in the peaceful town of Middletown, VA! Built in 2021, this modern home offers the perfect mix of style, comfort, and convenience for family living and entertaining. The open-concept layout welcomes you with bright, airy spaces that flow seamlessly from the kitchen to the dining and living areas. The gourmet kitchen features stainless steel appliances, updated countertops, and a large island, perfect for meal prep or gathering with family and friends. The cozy living room, complete with a fireplace, is ideal for relaxing on cool evenings. Upstairs, the spacious primary suite includes a walk-in closet and a luxurious ensuite bathroom with dual vanities and a glass-enclosed shower. Three additional bedrooms offer flexibility for family, guests, or a home office. Outside, the expansive backyard is great for outdoor activities, with plenty of space for play, gardening, or future additions. This home also includes a 2-car garage and is located in a peaceful neighborhood, close to Middletownâs shops, restaurants, and commuter routes. Donât miss this move-in-ready home that offers modern living in a charming small-town setting!

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
3,730
Status:
Active
MLS#:
VAFV2022350
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.38 Acres
Year built:
1891
Courtesy: CENTURY 21 New Millennium, 5406650700
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WOW, now dropped 50k, when the price should have went up. CHARACTER , all capitols. Maybe you can have your cake and eat it too with this home. Have a beautiful 1700 sq ft home (2 bed/2 baths) and an adjacent modern store (they used as an antique shop, many other uses allowed) then a 2 bedroom and 1 bath apartment (was used for a B & B for a while and once rented out to lawyers office) with stairway to store and private stairway entrance/exit at rear. Then a 3600 sq ft garage with heat & air and a half bath (possible to rent out some of these). . Original home built in 1891 with a total gut job remodel in 2004. Photo album verifying total rebuild. All new wood frame Peach Tree thermal windows. Near new heavy gauge galvanized roof. Up and down covered beautiful New Orleans style front porches. Modern kitchen with stylish ceramic tile and loads of new cabinets. Adjacent to kitchen is dining room with real hardwood floor and a $14,000. dining room suite imported from Germany which was negotiated to stay with property (looks and fits absolutely beautiful). 1000 sq ft Retail store added on in 04 with huge insulated glass windows, double maghonany entrance doors, rows of antique style multiple bulbs ceiling lights, one row with directional lights toward back mirrowed wall with glass shelves. new heartwood pine floors put down with cut nails (another beautiful). 1000 sq ft 2 bedroom 1 bath apartment above the store. The past owner built a 3600 sq ft garage with 2 offices and 2 workshops/garages w/remote overhead doors with a ramp to 2nd floor for easy acess (past owner would hand truck things up there. Garage 1st floor is gas heat and air conditioned. Large parking lot. I, the perfectionist owner/realtor, invite you to come out and look at this cake. All zoned B1 (business and/or residential. Vacant and easy to show. It's not like the 500k cracker box houses. Many photos to come. We're finishing up interior this weekend and doing final clean up. Sorry I was so anxious to get the show going. Call owner/agent with any questions. More photos added almost daily

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
3,224
Status:
Active
MLS#:
VAFV2022320
Type:
Single Family, Single Family-Detached
Subdivision:
Kendall Mills
Lot size:
5.47 Acres
Year built:
2011
Courtesy: ERA Oakcrest Realty, Inc., (540) 665-0360
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Welcome to this stunning 3220+sqft ranch home, perfectly situated on over 5 acres of natural beauty, offering 360 degree panoramic views of mountains, fields and trees. Spacious family room with pellet stove. Large Upgraded kitchen with tons of cabinet space, pantry area, large island, granite counters, eat in bar area plus table space. Love to entertain? Formal dining room for family gatherings or enjoy the outdoor space on huge covered deck. 4 bedrooms, 2.5 baths. Primary bedroom with large bathroom and walk in closet. Home is handicap accessible with wide doors. Walk in mud room/laundry room. High speed internet is Fios, Dish used for cable tv. Unfinished basement with partially finished 3rd full bathroom. Endless possibilities for the unfinished walk out basement. 3 car garage spaces. No HOA! Generator hook up.

Beds:
2
Baths:
2 Full
Sq.Ft.:
1,212
Status:
Active
MLS#:
VAFV2022054
Type:
Single Family, Single Family-Detached
Subdivision:
None Available
Lot size:
1 Acres
Year built:
1957
Courtesy: Berkshire Hathaway HomeServices PenFed Realty
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NEW PRICE: BEAUTIFULLY UPDATED 2 BEDROOM 2 FULL BATH BUNGALOW located in Virginia's Shenandoah Valley! This piece of Americana with deep wrap around porch and generous one acre lot provides endless opportunity to relax and entertain. Enjoy one of the state's most visited areas, steeped in history with gorgeous mountain views and easy access to outdoor activities. Hunt, fish, hike, tour, antique or simply relax and enjoy the view. The home has so many recent updates and has been thoughtfully designed to take advantage of the space. The unfinished basement, detached oversized garage, and two sheds offer abundant space for workshop, storage and yard/garden equipment. Expanded gravel parking area provides plenty of space for guests to park for gatherings! RECENT UPDATES INCLUDE: ***NEW SIDING AND INSULATION OUTSIDE AND NEW INSULATION IN ATTIC ***NEW 200 AMP ELECTRIC SERVICE. ALL NEW WIRING THROUGHOUT ***ADDED RECESSED LIGHTING THOUGHOUT HOME, ON FRONT PORCH AND ADDED EXTERIOR PORCH LIGHT AT 2ND ENTRANCE AND OUTDOOR ELECTRICAL OUTLETS ***NEW HVAC INCLUDING DUCTS AND VENTS ***PRIMARY BATH REMODEL AND 2ND FULL BATH WITH TUB/SHOWER COMBO ADDED ***PRIMARY BEDROOM EXPANDED WITH TWO CLOSETS AND A BEAUTIFUL BARN DOOR ***ADDED MAIN LEVEL LAUNDRY WITH NEW WASHER/DRYER, SINK AND DOOR TO SIDE YARD WITH NEW PORCH/DECK ***ADDED 3 CEILING FANS AND NEW ROOM DARKENING SHADES THROUGHOUT ***BEAUTIFUL REFINISHED HARDWOOD FLOORS IN LIVING ROOM, DINING ROOM AND PRIMARY BEDROOM ***ADDED DISHWASHER AND PULL-OUT SHELVING TO LOWER CABINETS IN THE KITCHEN Come see what Middletown has to offer!

Beds:
6
Baths:
4 Full/2 Half
Sq.Ft.:
6,650
Status:
Active
MLS#:
VAWR2008968
Type:
Single Family, Single Family-Detached
Subdivision:
Cauthorn Crossing
Lot size:
10.12 Acres
Year built:
2014
Courtesy: Samson Properties, (540) 348-4911
View additional info

Welcome to your modern country paradise! You will be greeted with sophistication as you enter the property through the electronic gate and brick columns. This stunning 6,650 sq. ft. home offers an abundance of space and comfort, featuring six inviting bedrooms and a total of four full baths, along with two convenient half baths. You will enjoy the convenience of a main level primary bedroom with an exterior door leading to your private deck, where you can enjoy the mountain views and serenity of your property. The homeâs expansive main level is an entertainerâs dream. You will enjoy cooking in your beautiful kitchen, equipped with quartz countertops, two islands and coffee bar/butlerâs pantry. In the bright morning room or dining area, you will find large windows framing breathtaking views. This home features two laundry rooms; one on the main level as well as one on the second level for your convenience. Choose from one of two staircases to lead you to the second level where you will find three bedrooms with an option of a fourth bedroom or spacious den. Upstairs you will find a bedroom with its own on suite bathroom. The second bathroom allows both private access to bedroom number two as well as a second door for hallway entrance. This home comes with 3 HVAC Systems and a Mini Split and is equipped with a Lutron Smart wiring system throughout the main level. The finished walk-out basement is complete with a kitchenette and an office space, ideal for guests or a potential in-law suite. A new tankless hot water system and new water sanitation system were installed this past summer of 2024. This home also comes with ownership of a 500 gallon, buried gas tank. The expansive front yard features four board fencing and a large asphalt walking path perfect for leisurely strolls. Your animals will enjoy a 30x30 ft barn equipped with electric and water, and a 10x30ft asphalt center walkway for your convenient access to the five stalls. No more filling up water troughs because three of the four fenced in fields are equipped with their own water posts, providing 24/7, year round access to water for your livestock. New above ground pool purchased in June 2024 for you to look forward to on those summer days. Enjoy all of this, on over 10 Acres and your very own Pond. Embrace the country lifestyle in this beautifully appointed home!

Beds:
4
Baths:
3 Full
Sq.Ft.:
1,980
Status:
Active
MLS#:
VAFV2021678
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.11 Acres
Year built:
2024
Courtesy: LPT Realty, LLC, 8773662213
View additional info

ASK ABOUT SPECIAL FINANCING!!! Explore this impressive Citrine home, ready for quick move-in. Included features: an inviting covered entry, main level bedroom and full bath, a well-appointed kitchen offering a roomy pantry and a center island, an open dining area, a generous great room, a lavish primary suite showcasing a spacious walk-in closet and a private bath with double sinks, a convenient laundry, an unfinished basement with plumbing rough-in, a composite deck and a 2-car garage. This home also offers additional windows in select rooms. Tour today!

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,840
Status:
Active
MLS#:
VAFV2021674
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.11 Acres
Year built:
2024
Courtesy: LPT Realty, LLC, 8773662213
View additional info

ASK ABOUT SPECIAL FINANCING!!! Explore this impressive Coral home, ready for quick move-in. Included features: an inviting covered entry, a well-appointed kitchen offering a roomy pantry and a center island, an open dining area, a generous great room, a lavish primary suite showcasing a spacious walk-in closet and a private bath with double sinks, a convenient laundry, an unfinished basement with plumbing rough-in, a composite deck and a 2-car garage. This home also offers additional windows in select rooms. Tour today!

Beds:
5
Baths:
4 Full
Sq.Ft.:
3,420
Status:
Active
MLS#:
VAWR2008924
Type:
Single Family, Single Family-Detached
Subdivision:
Pineland Park
Lot size:
1.24 Acres
Year built:
2008
Courtesy: Weichert Realtors - Blue Ribbon, (540) 635-8000
View additional info

Welcome to 234 Karleys Way! Discover your private sanctuary nestled in the serene landscape of the Shenandoah Valley. This exquisite residence is situated on 1.24 acres within the prestigious Pineland Park community and awaits its next discerning owner. Boasting a spacious chef's kitchen equipped with a breakfast nook, butler's pantry, and a raised dining counter, this home is perfect for culinary enthusiasts. The adjacent family room provides a cozy retreat for crisp autumn evenings. The elegant living and dining rooms offer expansive spaces for hosting guests and organizing larger gatherings. This home features a rare first-floor bedroom suite, ideal for guests or as an additional in law suite. Upstairs, you'll find four more bedrooms, including a luxurious owner's suite, and a convenient second-floor laundry room to simplify your daily routine. The lower level includes a walk-up entrance, a finished recreation room, a versatile office/workout/playroom, and a fourth full bathroom. Outside, the extensive backyard and newly installed saltwater pool offer the perfect escape for relaxation and entertainment. An expansive and elegantly designed deck that provides ample room for both relaxation and entertaining, perfect for hosting gatherings or enjoying peaceful moments outdoors. Seller is open to a pre-occupancy settlement so buyer can be in their new home for the Holidays! Call for a private tour of this impressive home!

Beds:
5
Baths:
4 Full/1 Half
Sq.Ft.:
3,752
Status:
Active
MLS#:
VAWR2007948
Type:
Single Family, Single Family-Detached
Subdivision:
Jacksons Meadow
Lot size:
1 Acres
Year built:
2006
Courtesy: RE/MAX Roots, (540) 686-7362
View additional info

Amazing views of mountains, sunrises and sunsets from the great room and expansive deck. Golf course community, NO HOA! Elegant 5 Bed, 4.5 Bath Colonial Home on 1 Acre, offering 3,752 square feet of finished living space. Enjoy the convenience of the golf course and the views. The main level boasts a grand entrance with a two-story hallway, formal living and dining rooms perfect for entertaining, and a gourmet kitchen featuring hardwood floors, a center island, a pantry, upgraded countertops, and stainless steel appliances to include a built-in microwave/convection oven. Beautiful open floor plan! Conveniently located on this level are also a laundry room and a guest suite with an attached bathroom. The upper level features a primary suite with a 13x15 sitting area and a 8x32 walk-in closet with a window at each end. The primary bathroom includes a soaking tub and a fully tiled step-in shower, glass doors, and a tiled sitting bench. You will also find three additional bedrooms and two more bathrooms, all accessible via an elegant double staircase. Additional features include a three-car garage with a side entrance, an unfinished walk-out basement with an additional 2,132 square feet ready for your creative touch, and a fully fenced backyard offering privacy and security. The best part is NO HOA. This home combines luxury with comfort, making it the perfect retreat. Donât miss the chance to make it your own! House is wired throughout for sound system (coat closet), 10 ft ceilings, Roof with 50 yr shingles 2022. HVAC dual zone systems updated. Sump pump with battery backup. Upgraded electric, Water Heater 2024, water softener 2024 (salt), Bosch dishwasher 2021, garbage disposal 2021, NEW smoke alarms, huge composite deck. All updates are approximate. This community is accessible by Guard Hill Road and from Reliance/Ritenour Hollow, both off Winchester Rd Rt 340. Enjoy Shenandoah River access from the public boat landing and beach nearby. New carpet & freshly painted.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,180
Status:
Active
MLS#:
VAFV2020808
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.11 Acres
Year built:
2024
Courtesy: LPT Realty, LLC, 8773662213
View additional info

ASK ABOUT SPECIAL FINANCING! This Lapis by Richmond American Homes backs to space! Included features: an inviting covered entry, a main level study, a spacious great room with fireplace, an elegant dining room, an impressive kitchen offering a center island and a walk-in pantry, a loft, a convenient laundry, a lavish primary suite showcasing a generous walk-in closet and a private bath with double sinks, an unfinished basement, a mudroom, 2-car garage and designer finishes throughout!

Beds:
4
Baths:
3 Full
Sq.Ft.:
2,390
Status:
Active
MLS#:
VAFV2019958
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.14 Acres
Year built:
2024
Courtesy: LPT Realty, LLC, 8773662213
View additional info

Explore this dynamic Pearl home, ready for quick move-in. Included features: an inviting covered entry, main level bedroom and full bathroom, a spacious great room, an elegant dining room, a well-appointed kitchen offering a roomy pantry and a center island, a convenient laundry boasting a sink, an airy loft, a lavish primary suite showcasing a generous walk-in closet and a private bath with double sinks, an unfinished basement and a 2-car garage. This home also offers additional windows in select rooms. Tour today!

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,610
Status:
Active
MLS#:
VAFV2019952
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.13 Acres
Courtesy: LPT Realty, LLC, 8773662213
View additional info

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.

Beds:
9
Baths:
8 Full/2 Half
Sq.Ft.:
10,065
Status:
Active
MLS#:
VAWR2007382
Type:
Single Family, Single Family-Detached
Subdivision:
Crest River Farms
Lot size:
22 Acres
Year built:
2000
Courtesy: Realty ONE Group Old Towne, (540) 773-8475
View additional info

Welcome home to 106 Crest River Drive. Atop the Shenandoah Valley, overlooking Massanutten Mountain and North Fork Shenandoah River, this property sits on 22 acres with a staggering 964 feet of coveted riverfront and breathtaking views. Of the 22 acres, there are 15 acres of pasture, 6 acres of forest, and 1 acre for the residence. A naturally fed pond (120 feet wide x 300 feet long) sits between the pasture & the forest for carp and bass fishing, duck hunting, & picnicking and all can be accessed by a beautiful railroad tie steps from the house to the pond or a gated & paved right of way road on the side of the property onto the lawn of the pond. The 22 acres offer an opportunity for subdivision for another dwelling with the same mountain views and riverfront. Want multi-generational living with separate spaces or private quarters & business combined or short-term rental potential or all of the above in one property? Unique in design, this estate features two distinct houses under one roof, offering the perfect fusion of privacy and connectivity for multigenerational living or hosting esteemed guests. With two decks overlooking the scenic landscape, and an above-ground pool for refreshing dips on sunny days, every amenity has been thoughtfully curated to elevate your lifestyle. There are 6710 square feet of living space on two floors, 3355 sq. ft. of finished basement that includes 2808 sq. ft. of business offices, for a total of 10,065 sq. ft. (not including the 447 sq. ft. 2 car garage). HOUSE #1: Enter into the foyer of the larger house to see through to the glorious mountain and valley views. This main floor is where the heartbeat of the house is. Wood flooring and fireplaces warm the space and a natural flow carries you to the family room or library. A primary bedroom with an en suite and walk-in closet is tucked on the end of this floor for privacy. A large family room with a slider to the deck, an open space dining area, an island kitchen connected to another eat-in area and out to a screened-in porch outside, a half bath, and a mudroom entry in the center of the two spaces complete this floor. Upstairs you will find all the bedrooms and baths you could need; each large and expansive bedroom has hardwood floors and an attached bathroom with heated floors. HOUSE #2: With vaulted wooden ceilings and a grande stone hearth reaching to the ceiling, this side of the house has a chalet cabin feeling upon entering. As you explore more, you find that this is more than a cabin, it is a full-sized home. Complete with its own separate entrance, kitchen, laundry, pantry, office, 2 bedrooms, and 2 bathrooms, you may not be able to pick a side to move into! Ample storage rooms, closets, and utility rooms in the basement too. Bring your ideas to the basement where there are 2 more bedrooms, 2.5 baths, and rooms for a game room, gym, movie theatre, card room, home offices, home school, wine storage, etc. A whole house vacuum, 7 HVAC zones, extensive hardscaping, and more speak to the quality of this property. Do yourself a favor, come and see this view and fall in love.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,980
Status:
Active
MLS#:
VAFV2019048
Type:
Single Family, Single Family-Detached
Subdivision:
Middletown
Lot size:
0.11 Acres
Year built:
2024
Courtesy: LPT Realty, LLC, 8773662213
View additional info

ASK ABOUT SPECIAL FINANCING for Immediate Move- in!! The Citrine offers a spacious Kitchen Island and a nearby dining area. A quiet study in the front of the home with a convenient powder room nearby. Upstairs the owner's suite has a roomy walk-in closet and private bath. Two additional bedrooms and a laundry room and hall bath. Unfinished basement with rough-in plumbing for future additional rooms

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