28

Windsor, VA Houses for Sale

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  • /30

    $588,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,342 Sq Ft

    47AC Holland Dr, Windsor, VA 23487

    WELCOME TO THE MAYFIELD, ANOTHER FABULOUS HOME FROM SUFFOLK & ISLE OF WIGHTS PREMIER CUSTOM BUILDER. THIS 4 BEDROOM, 2 1/2 BATH HOME IS LOADED WITH THE BUILDERS STANDARD FEATURES, WHICH MOST BUILDERS WOULD CONSIDER UPGRADES. FROM THE INVITING FRONT PORCH TO THE LARGE GREAT ROOM WITH VAULTED CEILINGS, THIS HOME IS MAGNIFICENT. IF YOU ARE LOOKING FOR AN OPEN CONCEPT PLAN WITH LARGE SPACES THAT MAKE

    Agent Photo

    Dan Lawson

    Green Tree Real Estate Inc

    47AC Holland Dr, Windsor, VA 23487
  • /48

    $514,990

    New Construction
    • 4 - 5 Beds
    • 3 - 4 Baths
    • 2,430 Sq Ft

    Cypress Plan at Windsor Station, Windsor, VA 23487

    The Cypress is a two-story, four-bedroom, three-bath home with a formal dining room, a first-floor guest suite with a full bath, and a kitchen with an island and pantry. The second floor features the primary bedroom, two additional bedrooms, a hall bath, a convenient upstairs laundry room, and an oversized loft area. Options available to personalize your home include a sunroom, screen porch, or

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36476046, Windsor, VA 23487
  • /41

    $544,990

    New Construction
    • 5 - 6 Beds
    • 3 - 4 Baths
    • 3,047 Sq Ft

    Davidson Plan at Windsor Station, Windsor, VA 23487

    The Davidson is a two-story, five-bedroom, three-bath home with a formal living room, formal dining room, spacious family room, kitchen with island and pantry, separate breakfast area, and first-floor guest suite with a full bath. The second floor features four bedrooms, including the primary bedroom with an attached, private primary bath, an additional full bath, a large laundry room, and a loft

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36500583, Windsor, VA 23487
  • /27

    $509,990

    New Construction
    • 4 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,449 Sq Ft

    Raleigh Plan at Windsor Station, Windsor, VA 23487

    The Raleigh is a two-story, four-bedroom, two-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, and a kitchen with an island and pantry. The second floor features an upstairs loft area, three additional bedrooms, and a full bath.Options to personalize this home include an expanded loft area, an enclosed bonus room, a second primary bedroom

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36498467, Windsor, VA 23487
  • /38

    $574,990

    New Construction
    • 4 - 6 Beds
    • 3.5 - 4.5 Baths
    • 3,294 Sq Ft

    McDowell Plan at Windsor Station, Windsor, VA 23487

    The McDowell is a two-story, four-bedroom, three-and-a-half-bath home with a first-floor primary bedroom, formal dining room, two-story family room, kitchen with an island and pantry, and a separate breakfast area. The second floor features three spacious bedrooms and two additional baths, including a Jack-and-Jill bath between bedrooms two and three, an oversized open loft area, and an

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36500947, Windsor, VA 23487
  • /43

    $589,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    12185 Ava Ln, Windsor, VA 23487

    This NEW Kestrel Ranch in Windsor Station is move-in ready NOW!! Beautiful Craftsman touches begin with the exterior stone columns and accents, to the interior doors, trim and shaker style cabinets. Warm and durable LVP is located in all main living spaces. The home features a thoughtful layout including 2 Bedrooms, Primary Suite with tile shower and two walk-in closets, half bath and open

    Jamie Roser Wainwright Real Estate

    12185 Ava Ln, 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
  • /18

    $572,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,311 Sq Ft

    12236 Ava Ln, Windsor, VA 23487

    Welcome to Windsor Station! This stunning Halena model will be move-in ready this July and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The

    Christopher Kostyrka RE/MAX Connect

    12236 Ava Ln, Windsor, VA 23487
  • /39

    $509,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,449 Sq Ft

    MM Raleigh, Windsor, VA 23487

    Discover luxury living in The Raleigh by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort and style. This spacious plan features four bedrooms and a sought-after first-floor primary suite for added convenience. The main level is ideal for entertaining, with a formal dining room and dramatic two-story family room flowing into a chef-inspired kitchen. Upstairs, a

    Lori Cutrell BHHS RW Towne Realty

    MM Raleigh, Windsor, VA 23487
  • /2

    $599,000

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 2,990 Sq Ft

    12162 Ava Ln, Windsor, VA 23487

    Welcome to Windsor Station! This stunning Rutherford model will be move-in ready this December/January and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 5 bedrooms, including a spacious primary suite on the 1st floor with a tile

    Christopher Kostyrka RE/MAX Connect

    12162 Ava Ln, Windsor, VA 23487
  • /50

    $574,990

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,294 Sq Ft

    MM Mcdowell, Windsor, VA 23487

    Welcome to The McDowell by Eastwood Homes at Windsor Station, a stunning two-story home designed for comfort, space, and modern living. This four-bedroom, 3.5-bath layout features a sought-after first-floor primary suite, elegant formal dining room, and a dramatic two-story family room that flows into a chef-inspired kitchen with island, pantry, and bright breakfast area perfect for everyday

    Lori Cutrell BHHS RW Towne Realty

    MM Mcdowell, Windsor, VA 23487
  • /39

    $544,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 3,047 Sq Ft

    MM Davidson, Windsor, VA 23487

    Enter into The Davidson by Eastwood Homes at Windsor Station, a beautifully designed two-story home where space, comfort, and connection come together. With five bedrooms and three full baths, this inviting layout features elegant formal living and dining rooms, a bright, open kitchen with island, pantry, and breakfast area, and a spacious family room perfect for gathering and making memories. A

    Lori Cutrell BHHS RW Towne Realty

    MM Davidson, 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
  • /18

    $583,800

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,650 Sq Ft

    12177 Ava Ln, Windsor, VA 23487

    Welcome to Windsor Station! This stunning Oakville model will be move-in ready this August and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in closets. The

    Wyndy Woods RE/MAX Connect

    12177 Ava Ln, Windsor, VA 23487
  • /41

    $380,000

    • 3 Beds
    • 2 Baths
    • 1,452 Sq Ft

    9269 Whispering Pines Trail, Windsor, VA 23487

    Hunter's paradise on 5.93 private acres! Zoned Rural Residential, this peaceful property offers the perfect blend of privacy, comfort, and country living. Surrounded by abundant wildlife, it's an ideal retreat for hunters, nature lovers, or anyone looking to escape the hustle and bustle. Enjoy your morning coffee on the full-length front porch while watching deer, birds, and other wildlife. The

    Tara Reichardt Abbitt Realty Company, LLC

    9269 Whispering Pines Trail, 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
  • /5

    $559,900

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,347 Sq Ft

    11563 Savannah St, Windsor, VA 23487

    This NEW Kestrel Ranch is move-in ready, only finishing touches remain!! Cozy cottage style on the outside leads to classic touches on the inside, with 2-panel interior doors with lever handles, shaker style cabinets with soft close and black hardware, granite countertops, double ovens and tile backsplash in the kitchen, with warm and low maintenance LVP in main living areas, LVT in baths and

    Jamie Roser Wainwright Real Estate

    11563 Savannah St, Windsor, VA 23487
  • /21

    $538,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,438 Sq Ft

    12169 Ava Ln, Windsor, VA 23487

    The Cypress is a two-story, four-bedroom, three-bath home with a formal dining room, a first-floor guest suite with a full bath, and a kitchen with an island and pantry. The second floor features the primary bedroom, two additional bedrooms, a hall bath, a convenient upstairs laundry room, and an oversized loft area.

    Eastwood Homes Builder
    12169 Ava Ln, Windsor, VA 23487
  • /2

    $639,990

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,454 Sq Ft

    12242 Ava Ln, Windsor, VA 23487

    The McDowell is a beautifully designed two-story, five-bedroom, three-and-a-half-bath home featuring a first-floor primary suite, a first-floor guest suite with a full bath, a spacious family room, and a designer kitchen with an island and breakfast area. Additional features include a large concrete patio, a spacious bonus room, a separate media room, a walk-in closet, and an open rail staircase.

    Eastwood Homes Builder
    12242 Ava Ln, Windsor, VA 23487
  • /47

    $549,900

    $75K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,567 Sq Ft

    25092 Tyler Dr, Windsor, VA 23487

    Instant equity potential! Appraised 2026 $600K. 4.71 acres & no HOA in Windsor VA. 1994 brick home offering classic durability & modern efficiency. Features an eco-friendly geothermal HVAC system (unit replaced just last year) ensuring astonishingly low utility bills year-round. 3 bedrooms, 2.5 baths, study & a bright sunroom. Large, new deck. Mudroom for ideal transition zone from outdoors. 2

    Tracy Pudder World Class Realty

    25092 Tyler Dr, Windsor, VA 23487
  • /18

    $549,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,311 Sq Ft

    11564 Savannah St, Windsor, VA 23487

    Welcome to Windsor Station! This stunning Halena model, elevation B,will be move-in ready this August and showcases beautiful Craftsman-style details from the exterior through every inch of the home. Inside, you’ll find durable LVP flooring throughout the main living areas and a thoughtfully designed layout featuring 4 bedrooms, including a spacious primary suite with a tile shower and walk-in

    Christopher Kostyrka RE/MAX Connect

    11564 Savannah St, 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
  • /32

    $519,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,591 Sq Ft

    MM Drexel, Windsor, VA 23487

    The Drexel is a two-story, four-bedroom, two-and-a-half-bath home with a formal living room, formal dining room, kitchen with island and a pantry, and a spacious great room. The second floor features four bedrooms, including the primary suite with a large closet, an upstairs laundry, an additional full bath, and a loft area. Options to personalize this home include a home office, bay window in

    Lori Cutrell BHHS RW Towne Realty

    MM Drexel, Windsor, VA 23487
  • /49

    $296,999

    $3K 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
  • /65

    $519,990

    New Construction
    • 4 - 5 Beds
    • 2.5 - 3.5 Baths
    • 2,591 Sq Ft

    Drexel Plan at Windsor Station, Windsor, VA 23487

    The Drexel is a two-story, four-bedroom, two-and-a-half-bath home with a formal living room, formal dining room, kitchen with island and a pantry, and a spacious great room. The second floor features four bedrooms, including the primary suite with a large closet, an upstairs laundry, an additional full bath, and a loft area. Options to personalize this home include a home office, bay window in

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36487210, Windsor, VA 23487
  • /27

    $514,990

    New Construction
    • 4 Beds
    • 3 Baths
    • 2,430 Sq Ft

    MM Cypress (Windsor Station), Windsor, VA 23487

    Discover The Cypress by Eastwood Homes at Windsor Station, where modern elegance meets timeless charm. This beautifully designed four-bedroom, three-bath home features a flexible first-floor guest suite and a well-appointed kitchen with a large island and walk-in pantry perfect for entertaining and everyday living. Upstairs, enjoy an expansive loft for a media room or play space, along with a

    Lori Cutrell BHHS RW Towne Realty

    MM Cypress (Windsor Station), 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

Why Live in Windsor

Windsor, Virginia, located at the junction of Route 460 and Route 258, is a small rural town 12 miles west of Suffolk. Known for its peaceful atmosphere and friendly community, Windsor offers a traditional small-town American lifestyle. Homebuyers can choose from a variety of single-family homes, including 1920s farmhouses, 1960s ranch styles, and modern homes from the 2000s, many of which sit on large lots. Windsor Elementary is highly rated, making the town appealing for families. Dining options include local favorites like Anna’s Ristorante, known for its award-winning pizza, and the popular El Rodeo Mexican restaurant. For shopping, residents can visit The Sassy Sisters for antiques and home décor. Outdoor activities are centered around Robinson Park, which features a playground and picnic shelter, and the nearby Windsor Public Library. Community events such as free concerts at Garis Park, the annual Christmas parade, and the Isle of Wight County Fair at Heritage Park foster a strong sense of local spirit. While Windsor lacks public transit, its location provides convenient access to the Hampton Roads region, making it a practical choice for commuters.

Single Family Home Price Trends

Median Home Price
$445,000
Median 3-Bedroom Home Price
$380,000
Median 4-Bedroom Home Price
$519,990
Median 5-Bedroom Home Price
$525,995
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