9

Windsor, VA Homes for Sale under $500,000

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  • /48

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,208 Sq Ft

    8368 Whispering Pines Trail, Windsor, VA 23487

    Welcome to Whispering Pines Trail, a rare opportunity to own a beautifully updated home on 4.46 private acres in Windsor. This 3-bedroom, 2-bath home offers 2,208 square feet of move-in ready living space with a fully updated kitchen, renovated primary bath, new flooring, paint, and trim throughout. The spacious upstairs family room is wired for surround sound and projector, with the screen

    Agent Photo

    Leslie Brennan

    Aweigh Real Estate

    8368 Whispering Pines Trail, Windsor, VA 23487
  • /6

    $499,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 1,979 Sq Ft

    MM Kestrel (Ranch) Windsor Station, Windsor, VA 23487

    Welcome to the NEW Kestrel Ranch Model in Windsor Station, which combines country-style living, spacious lots and nearby amenities of Suffolk! Pick your lot and exterior elevation to start your Dream Home with this 3 BR, 2.5 BA ranch, and customize up to 4 BRs, 3.5 BAs with Loft and back porch. 2 BRs with a Full BA are located separate from the Primary Suite. Open concept Kitchen/Family/Dining

    Jamie Roser Wainwright Real Estate

    MM Kestrel (Ranch) Windsor Station, Windsor, VA 23487
  • /31

    $375,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,160 Sq Ft

    24209 Lovers Ln, Windsor, VA 23487

    Welcome to 24209 Lovers Ln! This spacious home offers multiple living areas, thoughtful updates, and plenty of room to enjoy both inside and out. The main level features a bright living space, an updated kitchen with newly refinished cabinets, and a large sunroom perfect for relaxing or entertaining. Upstairs, you’ll find 3 bedrooms and a full hall bath. Downstairs offers a second living area,

    Morgan Wood Liz Moore & Associates LLC

    24209 Lovers Ln, Windsor, VA 23487
  • /46

    $499,990

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,071 Sq Ft

    MM Caldwell, Windsor, VA 23487

    Experience effortless living in The Caldwell by Eastwood Homes at Windsor Station, a beautifully designed ranch-style home offering comfort, flexibility, and modern convenience. This thoughtfully crafted floor plan features three spacious bedrooms, two full baths, and a first-floor primary suite with dual closets for added storage. Enjoy a bright, open layout with a formal dining room, expansive

    Lori Cutrell BHHS RW Towne Realty

    MM Caldwell, Windsor, VA 23487
  • /10

    $499,990

    New Construction
    • 3 - 5 Beds
    • 2 - 4 Baths
    • 2,071 Sq Ft

    Caldwell Plan at Windsor Station, Windsor, VA 23487

    The Caldwell is a ranch-style home with three bedrooms, two full baths, a first-floor primary bedroom with two closets, a convenient pocket office for a dedicated work or study-from-home space, a formal dining room, a spacious family room, and a kitchen with an island and pantry. Options available to personalize this home include an office instead of the formal dining room or bedroom two, a

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36474900, Windsor, VA 23487
  • /17

    $265,000

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft

    14 B Ave, Windsor, VA 23487

    Welcome to Windsor! This move-in ready home has had all the work done—just bring your paintbrush. Features include a new roof from 2017, an HVAC system less than a year old and under warranty, brand new kitchen cabinets with butcher block counters, new appliances including a water heater, fresh carpet, and stunning tongue-and-groove oak floors. The bathroom is completely updated, and the spacious

    Kara Eason RE/MAX Country to Coast

    14 B Ave, Windsor, VA 23487
  • /3

    $200,000

    • Land
    • 17.69 Acres
    • $11,306 per Acre

    15+AC Courthouse Hwy, Windsor, VA 23487

    Great opportunity to purchase almost 20 acres of land in the town of Windsor VA. There is an easement that gives 50' of road frontage the land is zoned Residential.

    JR Doughty 1st Class Real Estate Norfolk

    15+AC Courthouse Hwy, Windsor, VA 23487
  • /49

    $295,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,086 Sq Ft

    44 N Court St, Windsor, VA 23487

    This 4-bedroom, 2-bath ranch offers comfortable one-level living with a spacious and functional layout.Interior features a blend of laminate and wood flooring throughout the main living areas. Enjoy a largebackyard perfect for relaxing, entertaining, or outdoor activities. Conveniently located near dining,schools, shopping, and major roadways for easy commuting.Property is in good condition and

    Ron Sawyer RE/MAX Prime

    44 N Court St, Windsor, VA 23487
  • /34

    $435,000

    $15K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,500 Sq Ft

    25452 Walters Hwy, Windsor, VA 23487

    Looking for space and privacy? Look no further! This 5-bed, 2-bath, 2,500-square-foot rancher with both a 2-car attached garage and a large, oversized detached barn is the perfect combination. Sitting on exactly an acre, this home offers peace and quiet while being conveniently located near town.

    Jordan Cowles EXP Realty LLC

    25452 Walters Hwy, Windsor, VA 23487

Home Price Trends

Median Sale Price
$384,999
Median Single Family Sale Price
$450,000
Median 2 Bedroom Sale Price
$270,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
27
Last 12 months Home Sales
56
Months of Supply
5.80
Median List Price
$445,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
69%
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