16

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 convenience.**Panoramic

    Melinda Ball Coldwell Banker Premier

    180 Newell Dr, Middletown, VA 22645
  • /58

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft

    7040 Valley Pike, Middletown, VA 22645

    Tucked away on 2 peaceful acres surrounded by mature trees, this stunning 4 bedroom, 2.5 bath home offers both privacy and luxury. One bedroom is perfect for a home office or flex space. The expansive gourmet kitchen features granite countertops, under-cabinet lighting, and ample cabinet space—perfect for the home chef. Enjoy durable LVP flooring throughout and beautifully tiled bathrooms,

    Daryl Stout RE/MAX Real Estate Connections

    7040 Valley Pike, Middletown, VA 22645
  • /69

    $695,000

    • 5 Beds
    • 3.5 Baths
    • 3,588 Sq Ft

    258 Chimney Cir, Middletown, VA 22645

    Welcome to this stunning colonial nestled on 2.6 acres in the highly desired Middletown location. With 5 spacious bedrooms, 3.5 bathrooms, and 3,588 square feet of beautifully finished living space, this home offers both elegance and versatility.A large and inviting front porch sets the tone for the charm and comfort you'll find inside. Step through the front door into a foyer that flows

    Kristi Cooper Realty ONE Group Old Towne

    258 Chimney Cir, Middletown, VA 22645
  • /60

    $774,900

    • 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
  • /52

    $719,900

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

    627 Chimney Cir, Middletown, VA 22645

    Welcome to this stunning Colonial nestled on over 3+ partially wooded acres in a peaceful neighborhood. This spacious home offers an expansive open floor plan perfect for entertaining, featuring a gourmet kitchen with a large island that flows seamlessly into a sunroom or additional dining area. Wonderful Family room with fireplace. There is a dedicated home office which provides the perfect

    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
  • /2

    $799,000 Coming Soon

    • 5 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    170 Darterjo Dr, Middletown, VA 22645

    Incredible Colonial with stunning views. Main level bedroom and full bath - along with nice primary suite on upper level. Situated on 2.4 acres. Fenced backyard with over 48 privacy trees will give you a wonderful open space to enjoy summer and fall seasons outside. Outdoor living on the deck, patio or front porch! Upgrades include new air handler in attic, powered attic ventilation system, new

    Traci Shoberg RE/MAX Roots

    170 Darterjo Dr, Middletown, VA 22645
  • /37

    $560,000 Open Sat 1PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 2,410 Sq Ft

    215 Thomas Dr, Middletown, VA 22645

    Now is your chance to call this all-brick custom-built cape cod home sitting on 2 partially wooded acres yours! Backing to Sly Fox Golf Course with no HOA in the highly sought-after Stonewall Estates neighborhood, this property checks many boxes. Features include large rooms, granite kitchen countertops, wood flooring, main floor primary bedroom with upgraded en suite, large main floor laundry

    Alicia Harris Keller Williams Realty

    215 Thomas Dr, Middletown, VA 22645
  • /43

    $449,900

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    152 Lusitano Ln, Middletown, VA 22645

    Follow Your Heart to the Castle at Hites Chapel. A Stunning 3 Story Contemporary Style Home sitting on 2.1 Acres among Massive Old Oaks and other Deciduous Tress and Flora. The 1700+ Sq. Ft. Home was Architect Designed for the Previous Owner with Dryvit exterior walls, Standing Seam metal roof and 2x6 sidewall construction for Energy Efficiency. The Home has Two Large Decks on the First and

    william sams Crossroads, Realtors

    152 Lusitano Ln, Middletown, VA 22645
  • /60

    $659,900

    • 3 Beds
    • 2 Baths
    • 2,401 Sq Ft

    111 Jackson Place, Middletown, VA 22645

    All brick home that backs to the 4th & 5th green of Sly Fox Golf Course on 1 acre! No HOA. Comcast internet. Public water & sewer. This home has been updated with new roof (2024), new windows on front and side of home, custom shutters and plantation blinds throughout. HVAC 2016, Water Heater 2025. Amazing patio and hardscape out back that overlooks the golf course! Upgraded kitchen w/all

    Traci Shoberg RE/MAX Roots

    111 Jackson Place, Middletown, VA 22645
  • /8

    $575,000

    • Land
    • 2.00 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
  • /18

    $115,000

    • Land
    • 6 Acres
    • $18,371 per Acre

    Lot 36a Red Hawk Rd, Middletown, VA 22645

    Welcome to River Ridge Community. This 6+ acres wooded lot is prepped and ready for you to build your dream home. Whether you’re seeking a peaceful retreat, a weekend getaway, or a new permanent residence, this wooded property is your gateway to tranquility and natural beauty. The gravel driveway entrance and culvert have already been installed, the septic is approved for 3 bedroom septic

    Roger Tapscott Morris & Co. Realty, LLC

    Lot 36a Red Hawk Rd, Middletown, VA 22645
  • /2

    $525,000

    • Land
    • 2.00 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
  • /3

    $152,000

    • Land
    • 10 Acres
    • $15,094 per Acre

    24 Gafia Lodge Rd, Middletown, VA 22645

    If you are in search of the perfect building lot that provides seclusion yet has easy access with state-maintained roads nearby. You've found it! Property Manager tells me Tremendous views of the Signal Knob Mountain can be created from your homesite Lot 24 with the clearing of trees! Perfect Dream Home Lot for the commuter looking to escape from the hustle of the city! Whether you want a

    Nathan Gochenour Skyline Team Real Estate

    24 Gafia Lodge Rd, Middletown, VA 22645

Home Trends in Middletown, VA

Housing Trends

Median Sale Price
$462,499
Median Single Family Sale Price
$479,999
Median Townhouse Sale Price
$320,000
Average Price Per Sq Ft
$218
Number of Homes for Sale
33
Last 12 months Home Sales
110
Months of Supply
3.60
Median List Price
$479,999
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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