Windsor, VA Houses for Sale

/37
$374,800
- 4 Beds
- 2.5 Baths
- 2,800 Sq Ft
39 Bank St, Windsor, VA 23487

This beautifully renovated 2,800 sq. ft. home on 2.30 acres in the heart of Windsor is truly a must-see! Taken down to the studs & completely rebuilt, everything is NEW—roof, siding, windows, HVAC, plumbing, lighting, drywall, & flooring. The spacious layout offers a FIRST FLOOR primary suite with a full bath, a large living room, a cozy den, & a mudroom for added convenience. The stunning

Rachel Beasley

Own Real Estate LLC

(757) 908-6315

39 Bank St, Windsor, VA 23487
/41
$799,000 New Construction
- 4 Beds
- 2.5 Baths
- 2,400 Sq Ft
18052 Foxfire Trail, Windsor, VA 23487

Hello Barndos! The Aspen Barndominium to be built on 21+ acres of wooded paradise. Customize this 4 bedroom 2.5 bath barndo w/ your style, colors & finishes w/ the builder. Stunning Covered Front Porch leads to the Open Great Room designed w/ 15+ ft vaulted ceiling for the perfect open Living, Dining and Kitchen space. Kitchen w/ Stainless Steel Appliances, granite counters, tile backsplash &

Rachel Beasley

Own Real Estate LLC

(757) 863-1318

18052 Foxfire Trail, Windsor, VA 23487
/41
$474,900 New Construction
- 4 Beds
- 2.5 Baths
- 1,425 Sq Ft
31 Bank St, Windsor, VA 23487

Pioneer Model to be built on 5.78 acres in the heart of Windsor!! This 4 bedroom home has it all. Front Porch leads into the foyer. On forward the Living room is open to Dining and Kitchen all with LVP flooring. Kitchen with granite counters, tile backsplash, SS appliances. Primary Bedroom is large with walk-in-closet & lovely bathroom with gorgeous vanity, tile flooring & nice shower. Bedrooms

Rachel Beasley

Own Real Estate LLC

(757) 798-8402

31 Bank St, Windsor, VA 23487
/23
$374,900
- 3 Beds
- 2.5 Baths
- 2,000 Sq Ft
10 Church St, Windsor, VA 23487

Welcome Home to this Spacious and Beautiful Farm House on almost 1/2 an acre Nestled in the Heart of Windsor! Renovated to Include: Soft Close Shaker Style Cabinets, Granite Counters, Tiled Back Splash, Stainless Steel Appliances, Carpet, Paint, LVP Flooring, Upgraded Lighting and Fixtures! New Roof, HVAC and Most Windows are Brand New! Owners Retreat Offers a HUGE walk in Closet, Formal Dining

Karen Swaney Salty Dog Realty LLC

10 Church St, Windsor, VA 23487
/36
$349,000
- 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
/19
$199,900
- 3 Beds
- 1.5 Baths
- 926 Sq Ft
24465 Curve Dr, Windsor, VA 23487

Great Purchase Opportunity for a 3 Bedroom, 1.5 Bath Home with a Detached Garage in Town of Windsor Priced Below $200,000. Home has Vaulted Ceilings that Provides an Open Concept. Detached Garage with Power. Brand New Heat Pump in November, 2024. Relax on the Brick Patio in Back Yard.

Dale Scott Scott & Assoc. Inc. Realtors

24465 Curve Dr, Windsor, VA 23487

Virginia Windsor

Why Live in Windsor

Windsor, located at the junction of Route 460 and Route 258, is a small rural town 12 miles west of Suffolk. Known for its peaceful and friendly atmosphere, Windsor offers a mix of single-family homes, including 1920s farmhouses, 1960s ranch styles, and modern traditional homes from the 2000s. Many properties feature large lots of half an acre or more, with home sizes ranging from 1,000 to 2,900 square feet. Dining options along U.S. Route 460 include local favorites like Anna’s Ristorante and El Rodeo, while grocery needs can be met at the nearby Food Lion. For shopping beyond groceries, The Sassy Sisters offers antiques and home décor. Windsor Elementary, rated highly by Niche, serves the local children, along with Tyler Middle and Windsor High School, both of which also receive good ratings. Outdoor activities are centered around Robinson Park, which features a playground and picnic shelter, and the Windsor Public Library. Community events such as free concerts at Garis Park and the annual Christmas parade foster a strong sense of local spirit. Heritage Park hosts the Isle of Wight County Fair and Fourth of July fireworks. Despite its historical ties to transportation, Windsor lacks public transit, making car travel essential for residents.

Learn more about living in Windsor

Home Trends in Windsor, VA

On average, homes in Windsor, VA sell after 44 days on the market compared to the national average of 50 days. The median sale price for homes in Windsor, VA over the last 12 months is $360,500, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$360,500

Median Single Family Sale Price

$361,000

Average Price Per Sq Ft

$197

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

5.30

Median List Price

$363,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

How to Buy a Home How to Finance a Home How to Sell a Home

In Windsor, there are currently 6 houses for sale, offering an array of options for potential buyers. With houses priced between $199,900 to $799,000, there's a range to accomodate every budget. As of June, 2025 the median home price in Windsor is $363,000, while the average sale price is $369,065, offering insights into the local housing market. On average, houses spend 44 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Windsor, VA and find the perfect place to call home.

Windsor Types of Homes for Sale

Windsor Real Estate Listings

Windsor New Construction Homes

More About Living in Windsor

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