18

Middletown, VA Homes for Sale with Acreage

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  • /115

    $1,250,000

    • 5 Beds
    • 5.5 Baths
    • 6,239 Sq Ft

    180 Newell Dr, Middletown, VA 22645

    Stunning Executive Home Perfect for Entertaining!!Welcome to this luxurious 5-bedroom, 5.5-bathroom haven located at 180 Newell Dr, Middletown, VA. This sprawling estate spans over 6239 square feet, offering a perfect blend of comfort and sophistication.Key Features:**Ensuite Bedrooms** 4 out of the 5 bedrooms come with their own private ensuites, ensuring privacy and

    Melinda Ball Coldwell Banker Premier

    180 Newell Dr, Middletown, VA 22645
  • /55

    $1,250,000

    • 4 Beds
    • 3.5 Baths
    • 3,696 Sq Ft

    112 Woods Way, Middletown, VA 22645

    Privacy and Relaxation! Sited well off the road at the high point of a secluded 35 acre site with 800 feet of Shenandoah River frontage this home features expansive windows; solid log construction; a stunning, centrally located, wood-burning fireplace and chimney; gourmet kitchen with stainless steel appliances; and a wrap-around deck above the undisturbed woodlands and North Fork of the

    Bradley Boland Keller Williams Realty Dulles

    112 Woods Way, Middletown, VA 22645
  • /67

    $719,000

    • 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 4,000 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
  • /67

    $779,000

    • 5 Beds
    • 3.5 Baths
    • 4,161 Sq Ft

    170 Darterjo Dr, Middletown, VA 22645

    Welcome to 170 Darterjo Drive — where commuter convenience meets private country living in style.Included Buyer Perk: Purchase at full price and receive a two-year, fully transferable home warranty at no cost — premium coverage that protects your investment and provides peace of mind well beyond closing.Located just minutes from I-81 and I-66, this meticulously maintained

    Traci Shoberg RE/MAX Roots

    170 Darterjo Dr, Middletown, VA 22645
  • /60

    $769,900

    • 4 Beds
    • 3 Baths
    • 3,120 Sq Ft

    115 Reliance Woods Dr, Middletown, VA 22645

    This exceptional home offers the perfect blend of privacy and convenience, nestled on a beautifully treed lot with serene views from every window—including breathtaking vistas of Skyline Drive from the two rear patios and the upper-level deck off the master bedroom. Despite its tranquil, sanctuary-like setting, the property is less than five minutes from Target, Walmart, Starbucks, and Lowe’s,

    Bruce Crabill Preslee Real Estate

    115 Reliance Woods Dr, Middletown, VA 22645
  • /59

    $699,999

    • 4 Beds
    • 2.5 Baths
    • 4,115 Sq Ft

    627 Chimney Cir, Middletown, VA 22645

    Enjoy the perfect blend of privacy and convenience with this beautiful 3+ acre property in Middletown! This 3-level home offers an open floor plan with a formal living room (currently used as a home office), a spacious kitchen with granite counters, a large island, and newer appliances. The kitchen flows into the family room with a cozy fireplace and a stunning sunroom overlooking the fenced

    Deborah Matthews ERA Oakcrest Realty, Inc.

    627 Chimney Cir, Middletown, VA 22645
  • /61

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 3,255 Sq Ft

    2239 Sixth St, Middletown, VA 22645

    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

    Amanda White Nova Home Hunters Realty

    2239 Sixth St, Middletown, VA 22645
  • /55

    $1,099,900 Coming Soon

    • 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

    $375,000 Open Sun 11AM - 3PM

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

    2425 Third St, Middletown, VA 22645

    Welcome home to Third St!!! 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 opportunity for a number of uses; office spaces, guest rooms, hobby

    Nicole Lewis Coldwell Banker Premier

    2425 Third St, Middletown, VA 22645
  • /30

    $200,000

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

    7189 Middle Rd, Middletown, VA 22645

    INVESTORS BRING YOUR CASH! 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
  • /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
  • /8

    $575,000

    • Land
    • 2 Acres
    • $287,500 per Acre

    7632 Main St, Middletown, VA 22645

    Prime 2-Acre Commercial Opportunity in the Heart of Middletown, VA – Zoned B1Seize this rare chance to own 2 acres of prime road-front property on Main Street in charming Middletown, Virginia — where small-town charm meets big potential. This parcel is part of a 3-lot package totaling approximately 2.00 acres, being sold together for $575,000 (includes 7656 and 7672 Main Street). With B1

    Cathy Ghattas EXP Realty, LLC

    7632 Main St, Middletown, VA 22645
  • /11

    $799,000

    • Land
    • 3.84 Acres
    • $208,073 per Acre

    0 Reliance Rd Unit VAFV2024656, Middletown, VA 22645

    Options galore! Purchase or ground lease with potential seller financing for a qualified purchaser. I-81 Exit #302 is the Gateway entrance into the Historic Town of Middletown, Virginia. This is the last remaining lot at the corner of Reliance Road and Valley Ave (Rt #11). We have 3.84 acres zoned B2 highway commercial. You are surrounded by The Village at Middletown by Ryan Homes. Richmond

    Jim Guisewhite Commercial Specialists

    0 Reliance Rd Unit VAFV2024656, Middletown, VA 22645
  • /2

    $5,750,000

    • Land
    • 41.57 Acres
    • $138,321 per Acre

    226 Reliance Rd, Middletown, VA 22645

    41.5 acres of prime interstate land perfect for a commercial or industrial development. Zoned acres B2 and remaining RA.

    Jason Aikens RE/MAX Roots

    226 Reliance Rd, Middletown, VA 22645
  • /2

    $525,000

    • Land
    • 2 Acres
    • $262,500 per Acre

    7783 Main St, Middletown, VA 22645

    Prime Development Opportunity in Middletown, VA – 2 +/- Acres behind the Wayside Inn, Backing to Parkland. Access can be from 1st street, or with the right deal from Main streetUnlock the potential of this 2-acre parcel of raw land, a developer’s dream located in the charming town of Middletown, VA. This property offers a rare combination of versatility and scenic tranquility, as it

    Robert Hotaling RE/MAX Allegiance

    7783 Main St, Middletown, VA 22645
  • /14

    $595,000

    • Land
    • 1.38 Acres
    • $431,159 per Acre

    0 Reliance Rd Unit VAFV2013246, Middletown, VA 22645

    Prime commercial site. This 1.54-acre property boasts a coveted B-2 zoning, making it an ideal location for business ventures. Conveniently positioned just off Interstate 81 and a short drive from Interstate 66, this site offers excellent visibility, ensuring maximum exposure for any enterprise. Situated between two well-known establishments, McDonald's and Econo Lodge, it benefits from high

    Kevin Smith Sager Real Estate

    0 Reliance Rd Unit VAFV2013246, Middletown, VA 22645
  • /2

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 3,486 Sq Ft

    627 Chimney Cir, Middletown, VA 22645

    Exquisite Colonial Home on 3+ acres in Historic Middletown VA. Traditional Floorplan with 4 Bedrooms 2.5 Baths and Partially Finished Basement Basement has rough in for bathroom and some supplies are there to finish it. Entering the home, you have a foyer, formal living room space/office, which ever you prefer. There is a full dining area with hardwood floors leading into the open concept

    Tracy Link Coldwell Banker Premier

    627 Chimney Cir, Middletown, VA 22645
  • /56

    $410,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 1.5 Baths
    • 1,776 Sq Ft

    2137 Reliance Rd, Middletown, VA 22645

    Welcome to this beautifully updated ranch-style home nestled in the Shenandoah Valley — offering a blend of comfort, charm, and breathtaking views on 2.34 private acres. This cozy 3-bedroom, 1.5-bath home features a dining room, a spacious living room with a gas fireplace, hardwood floors, and stunning mountain views to take in right from your window. Start your mornings with a cup of coffee on

    Kimberlee Wergland Realty ONE Group Old Towne

    2137 Reliance Rd, Middletown, VA 22645

Home Trends in Middletown, VA

Housing Trends

Median Sale Price
$479,999
Median Single Family Sale Price
$479,999
Median Townhouse Sale Price
$320,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
25
Last 12 months Home Sales
119
Months of Supply
2.50
Median List Price
$479,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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