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Middletown VA Real Estate & Homes for Sale

15 Properties Found

The median home value in Middletown, VA is $420,000. 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 $420,000. 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.


1–15 of 15 properties displayed
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Open House:

Saturday, 3/14 12:00-2:00PM

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,000
Status:
NEW LISTING
MLS#:
VAWR2013346
Type:
Single Family, Single Family-Detached
Subdivision:
GREATLAND FARMS LAKE
Lot size:
6.6 Acres
Year built:
2026
Courtesy: Realty ONE Group Old Towne
View additional info

Welcome to the perfect blend of modern style and peaceful country living. This brand-new modern farmhouse with craftsman influence is privately nestled on 6.6 wooded acres, offering the seclusion you crave while remaining just minutes from Routes 66 and 81 for an easy commute. Thoughtfully designed with meticulous attention to detail, this 3-bedroom home offers 2,000 square feet of beautifully finished living space. The heart of the home features a stunning stone gas fireplace that anchors the living room, creating a warm and inviting gathering space. The kitchen showcases gorgeous custom cabinetry, quality finishes, and a layout ideal for both everyday living and entertaining. A durable metal roof adds both character and long-term peace of mind. Downstairs, the walk-out basement includes 1,000 square feet of unfinished space ready for your vision, whether its a home gym, media room, guest suite, or additional living area. Surrounded by woods, this property offers privacy and serenity, yet remains part of a community with HOA access to a private lake, perfect for fishing and relaxing weekends outdoors. If youve been searching for new construction, acreage, and convenience all in oneâ?¦ this is it. See attached notes for Builder Upgrades.

Open House:

Sunday, 3/15 1:00-3:00PM

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,975
Status:
NEW LISTING
MLS#:
VAWR2013462
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
3.07 Acres
Year built:
2008
Courtesy: Sager Real Estate
View additional info

Spacious ranch living on 6 fenced in acres! This well-maintained ranch home offers 3 acres with a 2-stall horse barn plus an additional 3 fenced in acres-perfect for horses, hobby farming, or room to roam. Enjoy the bonus of 21 fully paid solar panels, delivering energy efficiency and long-term savings. 2025 New Hot Water Heater, 2025 New Septic Pump, 2024 Peat Moss Drain Field was redone, 2022 New HVAC, 2019 Twenty One Solar Panels installed which are all paid for, 2016 Architectural Shingle Roof.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,888
Status:
Active
MLS#:
VAWR2013488
Type:
Single Family, Single Family-Detached
Subdivision:
ESTATES AT LAKE JOHN
Lot size:
20 Acres
Year built:
2022
Courtesy: Weichert Realtors - Blue Ribbon
View additional info

Panoramic mountain views that stretch for miles set the stage for this extraordinary custom-built estate, PRICED UNDER RECENT APPRAISED VALUE. Designed to capture breathtaking scenery from nearly every window, the home seamlessly blends refined luxury with the natural beauty of the Shenandoah Valley. Surrounded by the iconic Blue Ridge and Appalachian Mountains, this property offers a rare combination of elevated design, privacy, and awe-inspiring vistas-where every sunrise and sunset feels like a private showing. This exceptional offering consists of two separately recorded 10-acre parcels, totaling 20 private acres. One parcel features the primary residence and detached guest house, lake frontage and more. The second 10-acre parcel offers additional building potential, with a 4 bedroom perk and the ability to construct another primary dwelling and up to two additional dwellings. This configuration provides immediate flexibility for a private family compound, multi-generational living, future expansion, Airbnb potential or long-term investment strategy. Beyond the residences themselves, the land is equally compelling. Zoning permits livestock, offering the opportunity for a thoughtfully curated rural lifestyle-whether for land stewardship, hobby use, or the preservation of open space-while maintaining the refinement and sophistication of a premier estate. The main house was thoughtfully positioned to maximize its sweeping views. Expansive windows frame rolling ridgelines and vibrant treetops. A stacked stone double-sided fireplace offers warmth and ambiance. The gourmet kitchen features high-end appliances and premium finishes featuring a remarkable window overlooking panoramic mountain views, making even the simplest daily tasks feel relaxing. The owners suite serves as a private sanctuary with direct access to the covered porch and a spa-inspired bath complete with heated floors. The finished basement offers impressive nine-foot ceilings and a beautifully crafted staircase that enhances the homes architectural presence. Outdoor living rivals that of a private resort. An 8x12 ft multi-slide door opens fully to a massive covered outdoor living area featuring Trex decking, a stone wood-burning fireplace that creates a stunning vantage point for enjoying every season. The pool provides refreshing relaxation with mountain views and a private hot tub create a true resort-style setting. Function meets preparedness with an attached oversized 2-car garage, generator hookup, and a fully equipped RV hookup with electrical and clean out connections. A storage shed with electricity adds further versatility. The guest house offers a beautifully appointed one-bedroom, one-bath layout complete with a gourmet kitchen, clawfoot soaking tub, walk-in shower, custom closet and jacuzzi hookup - ideal for guests, extended family, private retreat use, or potential income opportunity. With abundant wildlife including deer and waterfowl, this property offers exceptional recreational opportunities such as fishing, kayaking, and a designated outdoor target shooting area. Combined with the added advantage of a separately recorded, buildable parcel, this offering presents a rare opportunity to own not just a home, but a true legacy estate and compound within the sought-after Estates at Lake John. The prestigious Lake John Estates community features private lake access and exclusive access to the North Fork of the Shenandoah River, blending privacy, outdoor recreation, fishing, wildlife watching, and the kind of timeless experiences that create lasting memories. This is luxury, land, waterfront, and long-term flexibility - all in one extraordinary offering.

Beds:
4
Baths:
3 Full/1 Half
Sq.Ft.:
4,888
Status:
Active
MLS#:
VAWR2013340
Type:
Single Family, Single Family-Detached
Subdivision:
ESTATES AT LAKE JOHN
Lot size:
20 Acres
Year built:
2022
Courtesy: Weichert Realtors - Blue Ribbon
View additional info

Panoramic mountain views stretching for miles define this custom-built estate, priced UNDER recent appraised value. Designed to capture views from nearly every window, the home pairs refined craftsmanship with the natural beauty of the Shenandoah Valley, framed by the Blue Ridge Mountains, Signal Knob, and the Appalachian Mountains. The property consists of two separately recorded 10-acre parcels, totaling 20 private acres. The primary parcel includes the main residence, detached guest house, lake frontage, pool, and outdoor living areas. The second 10-acre parcel offers additional building potential, featuring a 4-bedroom perk and the ability to construct another primary dwelling plus up to two additional dwellings-ideal for a family compound, multi-generational living, Airbnb use, future expansion, or long-term investment. Zoning permits livestock, allowing for a rural lifestyle without sacrificing estate-level design. The main home is positioned to maximize views, with expansive windows overlooking rolling ridgelines. A stacked stone double-sided fireplace anchors the living space. The gourmet kitchen features high-end appliances, premium finishes, and a large picture window with mountain views. The owners suite offers private porch access and a spa-style bath with heated floors. The finished basement includes 9-foot ceilings and a custom staircase that enhances the homes architectural presence. Outdoor living is a centerpiece of the property. An 8x12 multi-slide door opens (disappearing into the wall) to a large covered Trex deck with a stone wood-burning fireplace. A pool and private hot tub overlook the mountains, creating a true resort-style setting. Practical features include an oversized attached 2-car garage, generator hookup, full RV hookup with electric and clean-out, and a powered storage shed. The detached guest house features a 1-bedroom, 1-bath layout with a gourmet kitchen, clawfoot soaking tub, walk-in shower, custom closet, and jacuzzi hookup-ideal for guests, extended family, a private retreat, or income potential. The land supports abundant wildlife and recreational opportunities, including fishing, kayaking, and a designated outdoor target shooting area. Located within Lake John Estates, the community offers private lake access and exclusive access to the North Fork of the Shenandoah River. Luxury, land, waterfront, and long-term flexibility-combined into one rare estate offering.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,378
Status:
Active
MLS#:
VAFV2039012
Type:
Single Family, Single Family-Detached
Subdivision:
THE VILLAGE AT MIDDLETOWN
Lot size:
0.12 Acres
Year built:
2019
Courtesy: RE/MAX Real Estate Connections
View additional info

One-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.

Beds:
4
Baths:
1 Full/1 Half
Sq.Ft.:
1,439
Status:
Active
MLS#:
VAFV2038900
Type:
Single Family, Single Family-Detached
Subdivision:
MIDDLETOWN
Lot size:
0.14 Acres
Year built:
1940
Courtesy: The Greene Realty Group
View additional info

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.

Beds:
6
Baths:
3 Full/1 Half
Sq.Ft.:
3,888
Status:
Active
MLS#:
VAWR2012638
Type:
Single Family, Single Family-Detached
Subdivision:
PINELAND PARK
Lot size:
1.02 Acres
Year built:
2006
Courtesy: RE/MAX Real Estate Connections
View additional info

NEW PRICE! 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. 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.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
VAWR2012826
Type:
Single Family, Single Family-Detached
Subdivision:
RIVER RIDGE ON THE SHENANDOAH
Lot size:
20 Acres
Courtesy: Samson Properties
View additional info

River-Access Lot in River Ridge on the Shenandoah - Build Your Dream Home 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.

Beds:
3
Baths:
2 Full
Sq.Ft.:
2,630
Status:
Active
MLS#:
VAFV2037978
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
1.07 Acres
Year built:
1979
Courtesy: ERA Oakcrest Realty, Inc.
View additional info

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!=

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,969
Status:
Active
MLS#:
VAFV2038158
Type:
Single Family, Single Family-Detached
Subdivision:
HITES CHAPEL ESTATES
Lot size:
58.85 Acres
Year built:
1995
Courtesy: Mountains Edge Realty LLC
View additional info

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.

Beds:
5
Baths:
4 Full
Sq.Ft.:
4,006
Status:
Active
MLS#:
VAFV2037492
Type:
Single Family, Single Family-Detached
Subdivision:
LORD FAIRFAX/MDLTWN GLEN
Lot size:
0.31 Acres
Year built:
1993
Courtesy: Colony Realty
View additional info

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.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
2,969
Status:
Active
MLS#:
VAFV2035852
Type:
Single Family, Single Family-Detached
Subdivision:
HITES CHAPEL ESTATES
Lot size:
58.85 Acres
Year built:
1995
Courtesy: Mountains Edge Realty LLC
View additional info

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.

Beds:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,840
Status:
Active
MLS#:
VAFV2035270
Type:
Single Family, Single Family-Detached
Subdivision:
SEASONS AT MIDDLETOWN PLACE
Lot size:
0.11 Acres
Year built:
2025
Courtesy: LPT Realty, LLC
View additional info

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.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,610
Status:
Active
MLS#:
VAFV2035268
Type:
Single Family, Single Family-Detached
Subdivision:
SEASONS AT MIDDLETOWN PLACE
Lot size:
0.11 Acres
Year built:
2025
Courtesy: LPT Realty, LLC
View additional info

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.

Beds:
3
Baths:
2 Full
Sq.Ft.:
1,610
Status:
Active
MLS#:
VAFV2034546
Type:
Single Family, Single Family-Detached
Subdivision:
SEASONS AT MIDDLETOWN PLACE
Lot size:
0.11 Acres
Year built:
2025
Courtesy: LPT Realty, LLC
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.

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