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Windsor, VA Homes for Sale

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  • MM Raleigh, Windsor, VA 23487
    MM Raleigh, Windsor, VA 23487
    MM Raleigh, Windsor, VA 23487
    /39

    $509,990

    • 4 Beds
    • 3.5 Baths
    • 2,449 Sq Ft

    MM Raleigh, 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

    Amanda Reyes 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

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

    MM Mcdowell, Windsor, VA 23487

    The McDowell at Windsor Station 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

    Shane Fuson BHHS RW Towne Realty

    MM Mcdowell, Windsor, VA 23487
  • MM Charleston, Windsor, VA 23487
    MM Charleston, Windsor, VA 23487
    MM Charleston, Windsor, VA 23487
    /50

    $579,990

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

    MM Charleston, Windsor, VA 23487

    The Charleston at Windsor Station 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

    Shane Fuson BHHS RW Towne Realty

    MM Charleston, Windsor, VA 23487
  • MM Asheboro, Windsor, VA 23487
    MM Asheboro, Windsor, VA 23487
    MM Asheboro, Windsor, VA 23487
    /37

    $534,990

    • 3 Beds
    • 2.5 Baths
    • 2,583 Sq Ft

    MM Asheboro, Windsor, VA 23487

    The Asheboro at Windsor Station 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

    Shane Fuson BHHS RW Towne Realty

    MM Asheboro, Windsor, VA 23487
  • MM Caldwell, Windsor, VA 23487
    MM Caldwell, Windsor, VA 23487
    MM Caldwell, Windsor, VA 23487
    /35

    $499,990

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

    MM Caldwell, 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

    Amanda Reyes BHHS RW Towne Realty

    MM Caldwell, Windsor, VA 23487
  • 12169 Ava Ln, Windsor, VA 23487
    12169 Ava Ln, Windsor, VA 23487
    12169 Ava Ln, Windsor, VA 23487
    /50

    $549,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,430 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. This home showcases a warm, inviting aesthetic that balances modern

    Shane Fuson BHHS RW Towne Realty

    12169 Ava Ln, Windsor, VA 23487
  • MM Windsor Station (Drexel), Windsor, VA 23487
    MM Windsor Station (Drexel), Windsor, VA 23487
    MM Windsor Station (Drexel), Windsor, VA 23487
    /32

    $519,990

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

    MM Windsor Station (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

    Amanda Reyes BHHS RW Towne Realty

    MM Windsor Station (Drexel), Windsor, VA 23487
  • MM Davidson, Windsor, VA 23487
    MM Davidson, Windsor, VA 23487
    MM Davidson, Windsor, VA 23487
    /39

    $544,990

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

    MM Davidson, 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

    Amanda Reyes BHHS RW Towne Realty

    MM Davidson, Windsor, VA 23487
  • MM Roanoke, Windsor, VA 23487
    MM Roanoke, Windsor, VA 23487
    MM Roanoke, Windsor, VA 23487
    /50

    $589,990

    • 5 Beds
    • 4 Baths
    • 3,691 Sq Ft

    MM Roanoke, Windsor, VA 23487

    Welcome to the Roanoke by Eastwood Homes at Windsor Station! This beautifully designed two-story home offers 4 bedrooms, 3 baths, and an open concept great for modern living. The spacious family room flows seamlessly into the designer kitchen featuring a large island, quartz countertops, and upgraded cabinetry. A first-floor guest suite with a full bath adds flexibility for guests or a home

    Shane Fuson BHHS RW Towne Realty

    MM Roanoke, Windsor, VA 23487
  • 25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    25452 Walters Hwy, Windsor, VA 23487
    /43

    $475,000

    • 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
  • 15023 Five Forks Rd, Windsor, VA 23487
    15023 Five Forks Rd, Windsor, VA 23487
    15023 Five Forks Rd, Windsor, VA 23487
    /50

    $1,200,000

    • 3 Beds
    • 3.5 Baths
    • 2,919 Sq Ft

    15023 Five Forks Rd, Windsor, VA 23487

    12-acres of exceptional beauty and privacy features a welcoming picket fence and crepe myrtles entrance. The driveway is flanked by scenic cotton fields leading to a picturesque 3-acre pond, fully stocked with fish! Custom all-brick home showcases mature trees, a peaceful setting, and spacious back porch w/ fans extending across the rear of the house overlooking the pond. Spacious entertaining

    Gayle Upchurch BHHS RW Towne Realty

    15023 Five Forks Rd, Windsor, VA 23487
  • 12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    12199 Ava Ln, Windsor, VA 23487
    /40

    $599,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,201 Sq Ft

    12199 Ava Ln, Windsor, VA 23487

    The Asheboro in Windsor Station is a four-bedroom, three-and-a-half-bath home featuring a first-floor primary bedroom, formal dining room, spacious family room, kitchen with an island and pantry, and a Jack-and-Jill bath between bedrooms two and three. The second floor features a loft, an additional bedroom, and a full bathroom. Receive up to $15,000 in closing costs!

    Shane Fuson BHHS RW Towne Realty

    12199 Ava Ln, Windsor, VA 23487
  • .33 ac Central Hill Rd, Windsor, VA 23487
    .33 ac Central Hill Rd, Windsor, VA 23487
    .33 ac Central Hill Rd, Windsor, VA 23487
    /4

    $47,900

    • Land
    • 0.33 Acre
    • $145,152 per Acre

    .33 ac Central Hill Rd, Windsor, VA 23487

    They are two adjacent lots with about 14,500 sq ft- lot dimensions are approx (120 x 122)- Single family homes on either side of the lot -no water or sewer

    Jeanette McCallum Partners In Real Estate

    .33 ac Central Hill Rd, Windsor, VA 23487
  • 17314 Jolly Cir, Windsor, VA 23487
    17314 Jolly Cir, Windsor, VA 23487
    17314 Jolly Cir, Windsor, VA 23487
    /47

    $545,000

    • 4 Beds
    • 3 Baths
    • 1,749 Sq Ft

    17314 Jolly Cir, Windsor, VA 23487

    Experience the perfect blend of charm, space, and functionality with this beautifully crafted brick home set on 2.57 acres. Offering 4 bedrooms and 3 full baths, this residence features beautiful hardwood floors, a recently updated kitchen, and a spacious basement ideal for additional living or entertaining space. Outdoors, the property is a dream for hobbyists and collectors, boasting a massive

    Anna Boyer Howard Hanna Real Estate Svcs.

    17314 Jolly Cir, Windsor, VA 23487
  • 11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    11480 Blue Ridge Trail, Windsor, VA 23487
    /7

    $475,000

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

    11480 Blue Ridge Trail, Windsor, VA 23487

    Idyllic Farmstead Escape with Equine Facilities & Expansive ComfortWelcome to your private countryside haven—where timeless charm meets modern ease across 9.03 acres of rolling pastureland. This beautifully appointed 3-bedroom, 3-bath home offers a lifestyle of serenity, space, and opportunity.Inside, the generous living room invites connection and comfort, while the well-equipped

    Donnie Upton Upton Realty

    11480 Blue Ridge Trail, Windsor, VA 23487
  • 13067 Poor House Rd, Windsor, VA 23487
    13067 Poor House Rd, Windsor, VA 23487
    13067 Poor House Rd, Windsor, VA 23487
    /34

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,515 Sq Ft

    13067 Poor House Rd, Windsor, VA 23487

    Welcome to this beautifully updated 3-bedroom, 2-bath rancher on a spacious lot! This home features a large remodeled interior, including a generous primary suite with private bath. Enjoy a bright, open layout with updated flooring, fixtures, and fresh paint throughout. The kitchen flows easily into the living and dining spaces, making it perfect for everyday living or entertaining. Step outside

    Candice Vande Brake Surry Side Realty

    13067 Poor House Rd, Windsor, VA 23487
  • Lot 11 Walters Hwy, Windsor, VA 23487
    Lot 11 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.16 Acre
    • $156,250 per Acre

    Lot 11 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 11 Walters Hwy, Windsor, VA 23487
  • Lot 10 Walters Hwy, Windsor, VA 23487
    Lot 10 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.16 Acre
    • $156,250 per Acre

    Lot 10 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 10 Walters Hwy, Windsor, VA 23487
  • Lot 9 Walters Hwy, Windsor, VA 23487
    Lot 9 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.16 Acre
    • $156,250 per Acre

    Lot 9 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 9 Walters Hwy, Windsor, VA 23487
  • LOT 8 Walters Hwy, Windsor, VA 23487
    LOT 8 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.17 Acre
    • $147,059 per Acre

    LOT 8 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    LOT 8 Walters Hwy, Windsor, VA 23487
  • Lot 24 Walters Hwy, Windsor, VA 23487
    Lot 24 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.18 Acre
    • $138,889 per Acre

    Lot 24 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 24 Walters Hwy, Windsor, VA 23487
  • Lot 23 Walters Hwy, Windsor, VA 23487
    Lot 23 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.17 Acre
    • $147,059 per Acre

    Lot 23 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 23 Walters Hwy, Windsor, VA 23487
  • Lot 22 Walters Hwy, Windsor, VA 23487
    Lot 22 Walters Hwy, Windsor, VA 23487
    /2

    $25,000

    • Land
    • 0.16 Acre
    • $156,250 per Acre

    Lot 22 Walters Hwy, Windsor, VA 23487

    This is 1 of 8 contiguous lots in Windsor. Preference is to sell all 8 as a package, or 2 lot (back to front) pairs. See attachment for more details to aid in your due diligence. Directions: From Smithfield, head south on 258, through Windsor, right on Bear Trap. From Suffolk - West on 460, right on 258, through Windsor, right on Bear Trap

    Robert Pickles KW Coastal Chesapeake Virginia

    Lot 22 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

Frequently Asked Questions

What is the average home price in Windsor, VA?
Homes for sale in Windsor, VA have an average home price of $432,872.
How many homes have sold over the last 12 months in Windsor, VA?
52 homes have sold in Windsor, VA over the last 12 months.
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 $429,000. If you put a 20% down payment of $85,800 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $2,110 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $90K a year to afford the median home price in Windsor. Learn how much home you can afford with our Home Affordability Calculator.
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 Trends in Windsor, VA

On average, homes in Windsor, VA sell after 38 days on the market compared to the national average of 53 days. The median sale price for homes in Windsor, VA over the last 12 months is $393,700, up 36% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$393,700
Median Single Family Sale Price
$432,450
Average Price Per Sq Ft
$204
Number of Homes for Sale
32
Last 12 months Home Sales
52
Months of Supply
7.40
Median List Price
$429,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
36%
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