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Windsor, VA Homes for Sale

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

    (757) 906-3997

    47AC Holland Dr, Windsor, VA 23487
  • MM Kestrel (Ranch) Windsor Station, Windsor, VA 23487
    MM Kestrel (Ranch) Windsor Station, Windsor, VA 23487
    MM Kestrel (Ranch) Windsor Station, 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
  • 0 Shiloh Dr Unit 36476046, Windsor, VA 23487
    0 Shiloh Dr Unit 36476046, Windsor, VA 23487
    0 Shiloh Dr Unit 36476046, 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
  • 0 Shiloh Dr Unit 36446317, Windsor, VA 23487
    0 Shiloh Dr Unit 36446317, Windsor, VA 23487
    0 Shiloh Dr Unit 36446317, Windsor, VA 23487
    /70

    $534,990

    New Construction
    • 3 - 4 Beds
    • 2.5 - 3.5 Baths
    • 2,583 Sq Ft

    Asheboro Plan at Windsor Station, Windsor, VA 23487

    The Asheboro is a three-bedroom, two-and-a-half-bath home with a first-floor primary bedroom, formal dining room, spacious family room, kitchen with island and pantry, and a Jack and Jill bath between bedrooms two and three. Options to personalize this home include an office with French doors, a sunroom, a covered porch or screen porch, a butler's pantry, a drop zone area, and upstairs options

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36446317, Windsor, VA 23487
  • 0 Shiloh Dr Unit 36445447, Windsor, VA 23487
    0 Shiloh Dr Unit 36445447, Windsor, VA 23487
    0 Shiloh Dr Unit 36445447, Windsor, VA 23487
    /63

    $589,990

    New Construction
    • 5 Beds
    • 4 - 4.5 Baths
    • 3,691 Sq Ft

    Roanoke Plan at Windsor Station, Windsor, VA 23487

    The Roanoke is a stunning two-story, five-bedroom, four-bath home with a formal dining room, a dedicated office space with French doors, a spacious family room, a kitchen with an island and pantry, and a first-floor guest suite with a full bath. The second floor features the primary suite with dual closets, three secondary bedrooms with walk-in closets, a hall bath, a shared Jack and Jill bath

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36445447, Windsor, VA 23487
  • 0 Shiloh Dr Unit 36500583, Windsor, VA 23487
    0 Shiloh Dr Unit 36500583, Windsor, VA 23487
    0 Shiloh Dr Unit 36500583, 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
  • 0 Shiloh Dr Unit 36498467, Windsor, VA 23487
    0 Shiloh Dr Unit 36498467, Windsor, VA 23487
    0 Shiloh Dr Unit 36498467, 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
  • 0 Shiloh Dr Unit 36500947, Windsor, VA 23487
    0 Shiloh Dr Unit 36500947, Windsor, VA 23487
    0 Shiloh Dr Unit 36500947, Windsor, VA 23487
    /24

    $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
  • 12185 Ava Ln, Windsor, VA 23487
    12185 Ava Ln, Windsor, VA 23487
    12185 Ava Ln, 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
  • 24209 Lovers Ln, Windsor, VA 23487
    24209 Lovers Ln, Windsor, VA 23487
    24209 Lovers Ln, Windsor, VA 23487
    /31

    $399,000

    $21K 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
  • 17403 Carroll Bridge Rd, Windsor, VA 23487
    17403 Carroll Bridge Rd, Windsor, VA 23487
    17403 Carroll Bridge Rd, Windsor, VA 23487
    /42

    $580,000

    • 4 Beds
    • 3.5 Baths
    • 3,918 Sq Ft

    17403 Carroll Bridge Rd, Windsor, VA 23487

    Looking for the serenity and privacy of country living with the convenience and amenities of the suburbs? Look no further! This home boasts 1.94 acres, but is only minutes from Historical Downtown Smithfield's restaurants and shopping. Step inside and you will notice an open floor plan and a large eat in kitchen which are perfect for entertaining. The entire 2nd floor consists of a spacious

    Douglas Burt Fit Realty

    17403 Carroll Bridge Rd, Windsor, VA 23487
  • 20 Clydes Ln Unit 20, Windsor, VA 23487
    20 Clydes Ln Unit 20, Windsor, VA 23487
    /2

    $91,900

    New Construction
    • 2 Beds
    • 2 Baths
    • 930 Sq Ft

    20 Clydes Ln Unit 20, Windsor, VA 23487

    This beautifully crafted 930 square feet manufactured home, built in 2026 by Fleetwood, offers a comfortable and modern living space in Windsor, VA. Featuring 2 spacious bedrooms and 2 full bathrooms, this home includes a welcoming living room perfect for relaxation and entertaining. The master bedroom boasts an en suite bathroom for added privacy and convenience. The well-appointed kitchen comes

    Tammy Newsom Clydes Dale

    20 Clydes Ln Unit 20, Windsor, VA 23487
  • 12236 Ava Ln, Windsor, VA 23487
    12236 Ava Ln, Windsor, VA 23487
    12236 Ava 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
  • MM Raleigh, Windsor, VA 23487
    MM Raleigh, Windsor, VA 23487
    MM Raleigh, 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
  • MM Mcdowell, Windsor, VA 23487
    MM Mcdowell, Windsor, VA 23487
    MM Mcdowell, 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
  • 26 N Court St, Windsor, VA 23487
    26 N Court St, Windsor, VA 23487
    26 N Court St, Windsor, VA 23487
    /34

    $355,000

    • 4 Beds
    • 2 Baths
    • 1,739 Sq Ft

    26 N Court St, Windsor, VA 23487

    This house has it all - land, charm and updates throughout! On just under an acre of land, the whimsy of this house, coupled with the thoughtful updates throughout, make this the perfect place to call home. Freshly painted, new refrigerator, new dishwasher, and curated updates, all you have to do is bring your toothbrush. Picture starting your morning with coffee in the sunroom or reading a book

    Margo Savage A Better Way Realty Inc.

    26 N Court St, Windsor, VA 23487
  • 11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    /25

    $350,000

    • 3 Beds
    • 2 Baths
    • 1,876 Sq Ft

    11480 Blue Ridge Trail, Windsor, VA 23487

    Bring your horses ! Experience peaceful country living on 9.03 acres of gently rolling pastureland. This inviting 3-bedroom, 2-bath home offers warm, comfortable living spaces, including a generous living room, a cozy den with a gas fireplace, and a well-appointed kitchen featuring rich cabinetry, black appliances, and a central island. A formal dining room with a classic chandelier creates the

    Donnie Upton Upton Realty

    11480 Blue Ridge Trail, Windsor, VA 23487
  • MM Davidson, Windsor, VA 23487
    MM Davidson, Windsor, VA 23487
    MM Davidson, 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
  • MM Caldwell, Windsor, VA 23487
    MM Caldwell, Windsor, VA 23487
    MM Caldwell, 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
  • 12177 Ava Ln, Windsor, VA 23487
    12177 Ava Ln, Windsor, VA 23487
    12177 Ava Ln, 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
  • 9545 Windsor Blvd, Windsor, VA 23487
    9545 Windsor Blvd, Windsor, VA 23487
    9545 Windsor Blvd, Windsor, VA 23487
    /34

    $270,000

    • 2 Beds
    • 1 Bath
    • 1,086 Sq Ft

    9545 Windsor Blvd, Windsor, VA 23487

    Charming rancher on almost 5 acres of land! This cute home features a completely freshly painted interior, beautifully refinished hardwoods, and brand-new LVP flooring in the kitchen and bathroom. The well-sized kitchen boasts ample counter space, plenty of room for dining, and opens seamlessly to both the living room and the side yard. Directly off the living room, you will find a versatile

    Drew Cheely Joyner Fine Properties

    9545 Windsor Blvd, Windsor, VA 23487
  • 17009 Florida Ave, Windsor, VA 23487
    17009 Florida Ave, Windsor, VA 23487
    17009 Florida Ave, Windsor, VA 23487
    /32

    $310,000

    • 3 Beds
    • 1.5 Baths
    • 1,438 Sq Ft

    17009 Florida Ave, Windsor, VA 23487

    This charming farmhouse sits on a generous corner lot of more than an acre and has been updated over the years with replacement windows, HVAC, an upstairs half bath, and an improved downstairs bath. The 2+ car oversized detached garage and 30x40 metal workshop/garage offer abundant workspace and storage. Located in a sought-after school district, this home offers peaceful country living just 10

    Lisa Seay CENTURY 21 Nachman Realty

    17009 Florida Ave, Windsor, VA 23487
  • 0 Shiloh Dr Unit 36474900, Windsor, VA 23487
    0 Shiloh Dr Unit 36474900, Windsor, VA 23487
    0 Shiloh Dr Unit 36474900, 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
  • 11563 Savannah St, Windsor, VA 23487
    11563 Savannah St, Windsor, VA 23487
    11563 Savannah St, Windsor, VA 23487
    /4

    $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
  • 0 Shiloh Dr Unit 36484718, Windsor, VA 23487
    0 Shiloh Dr Unit 36484718, Windsor, VA 23487
    0 Shiloh Dr Unit 36484718, Windsor, VA 23487
    /62

    $579,990

    New Construction
    • 5 - 6 Beds
    • 3 - 4 Baths
    • 3,483 Sq Ft

    Charleston Plan at Windsor Station, Windsor, VA 23487

    The Charleston is a stunning two-story, five-bedroom, three-bath home with formal living and dining rooms, a kitchen with an island and pantry, a first-floor guest suite with a full bath, an oversized entry from the garage, and a two-story family room. The second floor features four bedrooms, including the primary with two closets, a large laundry room, and an additional full bath.Options

    Eastwood Homes Builder
    0 Shiloh Dr Unit 36484718, Windsor, VA 23487
  • 464 Bracey Cir, Windsor, VA 23487
    464 Bracey Cir, Windsor, VA 23487
    464 Bracey Cir, Windsor, VA 23487
    /7

    $85,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,128 Sq Ft

    464 Bracey Cir, Windsor, VA 23487

    This beautifully crafted 1128 square feet manufactured home, built in 2026 by Clayton, offers a spacious and modern living experience with 3 bedrooms and 2 bathrooms. The inviting living room flows seamlessly into the dining area, creating an open and comfortable space for family gatherings and entertaining. The kitchen is fully equipped with essential appliances including a fridge, oven,

    Tammy Newsom Clydes Dale

    464 Bracey Cir, Windsor, VA 23487
  • 12169 Ava Ln, Windsor, VA 23487
    12169 Ava Ln, Windsor, VA 23487
    12169 Ava Ln, 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
  • 68 Clydes Ln Unit 68, Windsor, VA 23487
    68 Clydes Ln Unit 68, Windsor, VA 23487
    68 Clydes Ln Unit 68, Windsor, VA 23487
    /9

    $82,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,140 Sq Ft

    68 Clydes Ln Unit 68, Windsor, VA 23487

    This beautifully crafted 1140 square feet manufactured home, built in 2026 by Clayton, offers a modern and comfortable living space with 3 bedrooms and 2 full bathrooms. The home features a spacious living room and dining room perfect for family gatherings and entertaining guests. The well-appointed kitchen comes equipped with an oven, dishwasher, microwave, and fridge, making meal preparation a

    Tammy Newsom Clydes Dale

    68 Clydes Ln Unit 68, Windsor, VA 23487
  • 25092 Tyler Dr, Windsor, VA 23487
    25092 Tyler Dr, Windsor, VA 23487
    25092 Tyler Dr, 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
  • 308 Pheasant Ln, Windsor, VA 23487
    308 Pheasant Ln, Windsor, VA 23487
    308 Pheasant Ln, Windsor, VA 23487
    /9

    $75,900

    • 3 Beds
    • 2 Baths
    • 1,216 Sq Ft

    308 Pheasant Ln, Windsor, VA 23487

    This beautiful 1216 square feet manufactured home in Clydes Dale community features 3 spacious bedrooms and 2 bathrooms, perfect for a small family or a couple looking to settle down. This home boasts modern finishes and amenities, including an open concept living area, a fully equipped kitchen with stainless steel appliances, and plenty of natural light. The master bedroom includes an ensuite

    Tammy Newsom Clydes Dale

    308 Pheasant Ln, Windsor, VA 23487
  • 11564 Savannah St, Windsor, VA 23487
    11564 Savannah St, Windsor, VA 23487
    11564 Savannah St, 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
  • 25253 Kelsie St, Windsor, VA 23487
    25253 Kelsie St, Windsor, VA 23487
    25253 Kelsie St, Windsor, VA 23487
    /50

    $459,999

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

    25253 Kelsie St, Windsor, VA 23487

    Beautiful home located in a sought-after Windsor neighborhood, set on a private wooded lot with a spacious backyard ideal for relaxing and entertaining. This well-designed home offers 5 bedrooms and 3 full baths, providing space and flexibility for today’s lifestyle. The main level features wood flooring and abundant natural light. The kitchen includes a large center island, quartz countertops,

    Charles Nash EXP Realty LLC

    25253 Kelsie St, Windsor, VA 23487
  • 15+AC Courthouse Hwy, Windsor, VA 23487
    15+AC Courthouse Hwy, Windsor, VA 23487
    15+AC Courthouse Hwy, Windsor, VA 23487
    /3

    $275,000

    • Land
    • 17.69 Acres
    • $15,546 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
  • 24129 Johnson Ave, Windsor, VA 23487
    24129 Johnson Ave, Windsor, VA 23487
    24129 Johnson Ave, Windsor, VA 23487
    /25

    $308,000

    • 3 Beds
    • 2 Baths
    • 1,225 Sq Ft

    24129 Johnson Ave, Windsor, VA 23487

    Come and make your new home in Windsor Virginia, voted the friendliest community by Nextdoor for 2026.For Sale is this approximately 1250 square foot 3 bedroom two bath Ranch home. This home sits on a .34 acre corner lot in a quite established non-HOA neighborhood. The home sits on a crawl space and has had plumbing, electrical and HVAC upgrades in the past. The property had a 16x20 one car

    Devin Moore Innovation Properties LLC

    24129 Johnson Ave, Windsor, VA 23487
  • MM Drexel, Windsor, VA 23487
    MM Drexel, Windsor, VA 23487
    MM Drexel, 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
  • MM Charleston, Windsor, VA 23487
    MM Charleston, Windsor, VA 23487
    MM Charleston, Windsor, VA 23487
    /50

    $579,990

    New Construction
    • 5 Beds
    • 3 Baths
    • 3,483 Sq Ft

    MM Charleston, Windsor, VA 23487

    Discover The Charleston by Eastwood Homes at Windsor Station, a stunning two-story home designed for elevated living, comfort, and versatility. This spacious five-bedroom, three-bath layout features elegant formal living and dining rooms, a dramatic two-story family room, and an open kitchen with island and pantry perfect for entertaining and everyday moments. A first-floor guest suite with full

    Lori Cutrell BHHS RW Towne Realty

    MM Charleston, Windsor, VA 23487
  • 0 Shiloh Dr Unit 36487210, Windsor, VA 23487
    0 Shiloh Dr Unit 36487210, Windsor, VA 23487
    0 Shiloh Dr Unit 36487210, 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
  • .71 Ac E Windsor Blvd, Windsor, VA 23487
    .71 Ac E Windsor Blvd, Windsor, VA 23487
    .71 Ac E Windsor Blvd, Windsor, VA 23487
    /9

    $175,000

    • Land
    • 31,101 Sq Ft
    • $245,098 per Acre

    .71 Ac E Windsor Blvd, Windsor, VA 23487

    *FRONTAGE ON MAJOR HWY. ENTRANCE FROM ADJACENT PROPERTY IS AVAILABLE WHICH WOULD NOT REQUIRE TURN LANE.**SEE ATTACHED SURVEY.

    Durwood Scott Scott & Assoc. Inc. Realtors

    .71 Ac E Windsor Blvd, Windsor, VA 23487
  • MM Cypress (Windsor Station), Windsor, VA 23487
    MM Cypress (Windsor Station), Windsor, VA 23487
    MM Cypress (Windsor Station), 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
  • 25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    /34

    $450,000

    • 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

Showing Results 1 - 40, Page 1 of 2

Virginia Isle Of Wight County Windsor

Real Estate & Homes for Sale in Windsor, VA

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.

Learn more about living in Windsor

Frequently Asked Questions

What is the average home price in Windsor, VA?
Homes for sale in Windsor, VA have an average home price of $432,381.
How many homes have sold over the last 12 months in Windsor, VA?
55 homes have sold in Windsor, VA over the last 12 months.
What is the average household income in Windsor, VA?
The average household income in Windsor, VA is $89K.
Is Windsor, VA a safe city?
In general, the safest neighborhood in Windsor, VA with lower crime scores is Southern Isle of Wight.
What are the most popular zip codes in Windsor, VA?
The most popular zip codes in Windsor, VA include 23487, 23898, 23434, 23315 and 23437.
What are the most popular neighborhoods in Windsor, VA?
The most popular neighborhood in Windsor, VA with the most homes for sale is Southern Isle of Wight.
How much do you need to make to afford a house in Windsor?
The median home price in Windsor is $439,900. If you put a 20% down payment of $88,000 and had a 30-year fixed mortgage with an interest rate of 6.47%, your estimated principal and interest payment would be $2,220 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $95K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Windsor is $89K.
How are the schools in Windsor, VA?
Windsor, VA has highly rated public and private schools. Some of the best schools in Windsor based on Niche Grades are Windsor Elementary School, Carrsville Elementary School and Georgie D. Tyler Middle School. The neighborhood in Windsor with the highest rated schools is Southern Isle of Wight. Browse all the schools in Windsor, VA to learn more.

Home Prices in Windsor, VA

The median home sale price in Windsor, VA is $389,900, up 39% year-over-year. Homes in Windsor sell in 30 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$389,900
Median Single Family Sale Price
$449,750
Median 2 Bedroom Sale Price
$269,000
Average Price Per Sq Ft
$206
Number of Homes for Sale
33
Last 12 months Home Sales
55
Months of Supply
7.20
Median List Price
$439,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
39%
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