20

Middletown, VA Houses for Sale

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  • /30

    $428,990 New Construction

    • 3 - 4 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    Coral Plan at Middletown Place - Seasons, Middletown, VA 22645

    The main floor of the Coral plan 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 plan will be built with either a loft or an

    Richmond American Homes Builder
    107 Seventh St Unit 36396779, Middletown, VA 22645
  • /11

    $464,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    Onyx Plan at Middletown Place - Seasons, Middletown, VA 22645

    Enjoy single-floor living in this inspired ranch floor plan! 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. A tech center provides added convenience! The laundry is located near the primary bedroom, which has a large walk-in closet and a private bath. A

    Richmond American Homes Builder
    107 Seventh St Unit 36396566, Middletown, VA 22645
  • /60

    $799,000

    • 4 Beds
    • 4 Baths
    • 4,144 Sq Ft

    515 River Ridge Dr, Middletown, VA 22645

    PRIVATE AND SECLUDED WITH A BEAUTIFUL MOUNTAIN VIEW. SPACIOUS CUSTOM-BUILT HOME ON 13 ACRES. GREAT VALUE - PRICED BELOW CURRENT TAX ASSESSMENT! 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

    Teresa Strohmeyer ERA Oakcrest Realty, Inc.

    515 River Ridge Dr, Middletown, VA 22645
  • /93

    $685,000

    • 6 Beds
    • 3.5 Baths
    • 3,888 Sq Ft

    76 Katie Ln, Middletown, VA 22645

    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,

    Ken Evans RE/MAX Real Estate Connections

    76 Katie Ln, Middletown, VA 22645
  • /55

    $465,000

    • 4 Beds
    • 2.5 Baths
    • 2,880 Sq Ft

    129 Birmingham Dr, Middletown, VA 22645

    Welcome to your new home in the charming town of Middletown, VA! This spacious 4-bedroom, 2.5-bath single-family home offers the perfect blend of comfort, style, and convenience. Enjoy an open floor plan that’s ideal for both everyday living and entertaining, featuring a large kitchen island and plenty of room to gather. The generously sized bedrooms provide comfort and flexibility, while the

    Brian Yoder Realty ONE Group Old Towne

    129 Birmingham Dr, Middletown, VA 22645
  • /61

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,630 Sq Ft

    6731 Middle Rd, Middletown, VA 22645

    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!

    Jodi Costello ERA Oakcrest Realty, Inc.

    6731 Middle Rd, Middletown, VA 22645
  • /55

    $449,000

    • 5 Beds
    • 2.5 Baths
    • 2,198 Sq Ft

    100 Coville St, Middletown, VA 22645

    Welcome home! Spacious craftsman style home in Villages at Middletown. The main level with large kitchen, dining and living room area is open and light-filled, making it perfect for entertaining. Walk out onto the back deck to enjoy the views with your morning coffee (or dine outside, there's plenty of room!)The upper level of this home boasts 5 bedrooms (or potentially use one as an office

    Amy Conover Samson Properties

    100 Coville St, Middletown, VA 22645
  • /62

    $599,900

    • 5 Beds
    • 4 Baths
    • 4,006 Sq Ft

    2140 Sixth St, Middletown, VA 22645

    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 you’ll appreciate, enhanced with an elegant color palette, natural light, and stunning hardwood floors that

    Dan Whitacre Colony Realty

    2140 Sixth St, Middletown, VA 22645
  • /66

    $699,900 Open Sun 1PM - 3PM

    • 6 Beds
    • 4 Baths
    • 4,164 Sq Ft

    43 Little Sorrel Dr, Middletown, VA 22645

    Motivated Seller!! Welcome to the sought-after Jackson’s 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, you’ll find 4 bedrooms,

    Camryn Jeremiah NextHome Realty Select

    43 Little Sorrel Dr, Middletown, VA 22645
  • /33

    $464,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    104 Midsummer Ln, Middletown, VA 22645

    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. A tech center provides added convenience! The laundry is located near the primary bedroom, which has a large walk-in closet and a private bath. A covered

    Richmond American Homes Builder
    104 Midsummer Ln, Middletown, VA 22645
  • /36

    $469,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,840 Sq Ft

    102 Midsummer Ln, Middletown, VA 22645

    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

    Richmond American Homes Builder
    102 Midsummer Ln, Middletown, VA 22645
  • /35

    $484,999 New Construction

    • 3 Beds
    • 2 Baths
    • 1,610 Sq Ft

    100 Midsummer Ln, Middletown, VA 22645

    Discover this thoughtfully designed Onyx home. Included features: an inviting covered entry; an expansive great room with an electric fireplace; a well-appointed kitchen offering a roomy pantry, a center island and an adjacent dining area; a tech center; a lavish primary suite showcasing a generous walk-in closet and a private bath; a convenient laundry; a deck and an unfinished basement. This

    Richmond American Homes Builder
    100 Midsummer Ln, Middletown, VA 22645
  • /49

    $479,999 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,980 Sq Ft

    106 Midsummer Ln, Middletown, VA 22645

    Discover this exceptional Citrine home. Included features: a charming, covered entry, a large great room with an electric fireplace, an open dining area, an inviting kitchen offering a roomy pantry and a center island, a stunning primary suite showcasing a spacious walk-in closet and a private bath, a convenient laundry, an unfinished basement, a deck landing and a 2-car garage. This could be

    Jay Day LPT Realty, LLC

    106 Midsummer Ln, Middletown, VA 22645
  • /45

    $446,000 Open Sun 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 1,930 Sq Ft

    163 Emmet St, Middletown, VA 22645

    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;

    Richard Kozlowski Long & Foster Real Estate, Inc.

    163 Emmet St, Middletown, VA 22645
  • /54

    $2,999,900

    • 3 Beds
    • 2.5 Baths
    • 2,969 Sq Ft

    1115 Chapel Rd, Middletown, VA 22645

    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

    Lisa Blansett Mountains Edge Realty LLC

    1115 Chapel Rd, Middletown, VA 22645
  • /92

    $999,900

    • 5 Beds
    • 6 Baths
    • 5,335 Sq Ft

    190 Newell Dr, Middletown, VA 22645

    Experience peace and tranquility of life in one of Middletown's most desirable & beautifully maintained communities, "Sheridan Estates"—an intimate enclave of just 8 custom homes, offering an upscale yet welcoming atmosphere, perfect for those who value comfort, style, and serenity with NO HOA! A brief 5 miles to I-81 to Rt 66 makes it an easy commuting distance to downtown Washington DC. Only 1

    Michele Gibson Samson Properties

    190 Newell Dr, Middletown, VA 22645
  • /75

    $365,000

    • 4 Beds
    • 2 Baths
    • 1,484 Sq Ft

    2425 Third St, Middletown, VA 22645

    Welcome home to Third St!!! The sellers are motivated and the home is simply waiting for you!!! This lovely and well maintained split foyer is on one acre of unrestricted property and also boasts quite a number of upgrades! There is lots of space for entertaining, particularly outside with a fairly level landscape, and in the home there are ample rooms to work with. This home has lots of

    Nicole Lewis Coldwell Banker Premier

    2425 Third St, Middletown, VA 22645
  • /30

    $180,000

    • 1 Bed
    • 1 Bath
    • 1,905 Sq Ft

    7189 Middle Rd, Middletown, VA 22645

    ARE YOU LOOKING FOR A FLIP, RENTAL OR AIRBNB? HERE IS YOUR PLACE! 2 DWELLINGS AND GARAGE ON 1.41 ACRES. FORMERLY HAWKINS GROCERY BUILT IN 1946. FUEL TANKS HAVE BEEN REMOVED AND SELLERS HAVE SOIL REPORTS AND THEY ARE CLEAN. NO WELL ON PROPERTY. THERE ARE 3 CISTERNS. HOUSES SHARE CONVENTIONAL SEPTIC.

    Jacquelyn Rizzari MarketPlace REALTY

    7189 Middle Rd, Middletown, VA 22645
  • /19

    $370,000

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    2432 Laurel Ln, Middletown, VA 22645

    This recently updated three-bedroom, two-bath home is available in the charming town of Middletown, VA. Conveniently located near Main Street, you will quickly appreciate the vibrant community, which features locally owned restaurants, shops, and various community events. The home boasts modern finishes and is filled with an abundance of natural light. The semi-open concept kitchen and living

    Jen Moore ERA Oakcrest Realty, Inc.

    2432 Laurel Ln, Middletown, VA 22645
  • /6

    $199,900 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,053 Sq Ft

    2085 Chapel Rd, Middletown, VA 22645

    Welcome home to this charming 2-bedroom, 1-bath Cape Cod just outside the town limits of Middletown, VA! Offering comfort and convenience in a peaceful setting, this home is full of character and potential. Don’t miss the opportunity to make it yours—more photos coming soon!

    Abby Walters Preslee Real Estate

    2085 Chapel Rd, Middletown, VA 22645

Why Live in Middletown

Middletown, Virginia, located just south of Winchester, has seen significant growth since home development began in 2018, with its population nearly doubling to around 3,000. The area offers a lower cost of living compared to northern Virginia, making it attractive for commuters due to its proximity to Interstates 81 and 66. Middletown features a mix of home styles, including smaller ranch-style homes, townhouses, newer Craftsmans, Colonial Revivals, and farmhouse-style homes on larger lots. The community is known for its active involvement in local events, with the mayor often participating in festivals at Belle Grove Plantation. Sherando High School, rated highly, is a notable educational institution where community efforts recently preserved a long-standing football game tradition. Middletown Community Park hosts annual events such as Fourth of July celebrations and Christmas tree lighting ceremonies. Residents can explore the Cedar Creek and Belle Grove National Historical Park and Shenandoah National Park, which offer historical tours, hiking trails, and water activities. Dining options on Main Street include Vault and Cellar, known for its chef's cuisine and extensive bourbon selection, and Shaffer's BBQ & Market, which uses locally sourced ingredients. For shopping, residents often travel to nearby Strasburg or Fort Royal. Middletown provides a quiet atmosphere for its residents while maintaining easy access to northern Virginia and D.C.

Home Trends in Middletown, VA

Housing Trends

Median Sale Price
$481,999
Median Single Family Sale Price
$479,999
Median Townhouse Sale Price
$327,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
20
Last 12 months Home Sales
115
Months of Supply
2.10
Median List Price
$479,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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