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Middletown VA Real Estate & Homes for Sale

15 Properties Found

The median home value in Middletown, VA is $479,999. 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 $479,999. 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.


1–15 of 15 properties displayed
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Beds:
4
Baths:
1 Full/1 Half
Sq.Ft.:
1,439
Status:
NEW LISTING
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:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,742
Status:
NEW LISTING
MLS#:
VAFV2038830
Type:
Single Family, Single Family-Detached
Subdivision:
NONE AVAILABLE
Lot size:
0.14 Acres
Year built:
2021
Courtesy: RE/MAX Roots
View additional info

Experience 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.

Beds:
4
Baths:
2 Full/1 Half
Sq.Ft.:
2,944
Status:
NEW LISTING
MLS#:
VAFV2038812
Type:
Single Family, Single Family-Detached
Subdivision:
MIDDLETOWN
Lot size:
1.05 Acres
Year built:
1872
Courtesy: Nova Home Hunters Realty
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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!!!

Beds:
6
Baths:
4 Full
Sq.Ft.:
4,164
Status:
NEW LISTING
MLS#:
VAWR2013026
Type:
Single Family, Single Family-Detached
Subdivision:
JACKSONS MEADOW
Lot size:
1.02 Acres
Year built:
2005
Courtesy: NextHome Realty Select
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Welcome to the sought-after Jacksons Meadow subdivision with no HOA! This spacious Quaker-built home was completely remodeled down to the studs in 2021, with everything new inside and out. Offering over 4,100 finished square feet across three levels and backing to the Sly Fox Golf Course, this property has room for everyone. On the upper level, youll find 4 bedrooms, including the oversized primary suite with a jetted tub, porcelain shower with glass roller door, and a large walk-in closet with built-ins. Convenient upstairs laundry includes washer and dryer. The main level is warm and inviting with hardwood floors, 9 ceilings, crown and chair rail molding, and recessed lighting. The gourmet kitchen features granite countertops, a 7 island with flat-top stove and hood, stainless steel appliances, and opens to a cozy family room with propane fireplace. A main level study with French glass doors makes a perfect office, while an additional bedroom and full bath provide main-level living flexibility. The finished walk-out basement adds even more possibilities. It includes a large recreation/living room, kitchenette, full bathroom, and a 6th bedroom. Plus, theres an additional room that could serve as a potential 7th bedroom, office, playroom, or gym! Since purchase, the owners have added thoughtful upgrades, including a large deck, perfect for entertaining or relaxing while enjoying the established 1-acre lot. Other highlights include ample storage and an attached two-car garage. Just minutes to Front Royal and commuter routes, this home blends comfort, space, and modern convenience.

Beds:
4
Baths:
4 Full
Sq.Ft.:
4,144
Status:
Active
MLS#:
VAWR2012858
Type:
Single Family, Single Family-Detached
Subdivision:
RIVER RIDGE ON THE SHENANDOAH
Lot size:
13 Acres
Year built:
1998
Courtesy: ERA Oakcrest Realty, Inc.
View additional info

PRIVATE 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.

Beds:
4
Baths:
3 Full/1 Half
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

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:
4
Baths:
2 Full/1 Half
Sq.Ft.:
1,930
Status:
Active
MLS#:
VAFV2038186
Type:
Single Family, Single Family-Detached
Subdivision:
THE VILLAGE AT MIDDLETOWN
Lot size:
0.11 Acres
Year built:
2021
Courtesy: Long & Foster Real Estate, Inc.
View additional info

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

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:
3
Baths:
2 Full/1 Half
Sq.Ft.:
1,307
Status:
Active
MLS#:
VAFV2037714
Type:
Townhouse
Subdivision:
NONE AVAILABLE
Lot size:
0.04 Acres
Year built:
2023
Courtesy: ERA Oakcrest Realty, Inc.
View additional info

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

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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