Windsor Forest Homes For Sale

Windsor Forest, in James City County, is a houses-first pocket of the market: detached homes on their own lots, where the yard, the roof and the systems are all yours to keep up. That shapes what a search here looks like. You are mostly comparing one house against another, weighing lot size, the age of the mechanicals and what an association asks of you, rather than sorting through attached options. David Tortolini Realty Group works this area and knows how those details differ from one listing to the next. The pages that follow put the numbers next to what they actually buy you here.

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Windsor Forest at a Glance

County: James City County County
ZIP codes in these listings: 23188
Months of supply: 22.5 (leaning to buyers)
Data current as of: October 2026

The Windsor Forest market right now

Months of supply here, which measures listed homes against the pace sales have run at, falls into the range that leans toward buyers. Treat that as background, not a signal to move faster or slower on any one house. The more useful thing to carry into your search: nearly everything on the market is a house, so build your criteria around lots, square footage and the age of the roof and HVAC. Line up two or three comparable listings before you form an opinion on any single one, and judge each on its own condition.

What to check before you make an offer

HOA dues, rules, and architectural restrictions.
Well water quality testing and septic inspection requirements for transfer.
County property tax rate and special district assessments.

How our team helps in Windsor Forest

The pieces that trip buyers up here are rarely the price. They are the association paperwork, what the dues cover and what an architectural committee will say about your plans, plus the well and septic steps a sale has to clear before it transfers. David Tortolini Realty Group reads those documents and schedules for a living in James City County, and knows how the county's tax and district assessments factor into what a house actually costs to own. Tell us the kind of lot and house you want, and we will set up alerts for Windsor Forest homes for sale and walk the association and septic details on each one with you.

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Newest Homes for Sale in Windsor Forest, James City County, VA

411 Hempstead Road, James City Co Middle

$550,000

3 Beds ⋅ 2.1 Baths ⋅ 10655051 MLS

Nestled beneath the tree canopy in the desirable Windsor Forest neighborhood, this striking contemporary home offers privacy, natural light, and truly unique design. If you love an abundance of natural light and custom design, this is your dream home. Custom-designed by renowned local architect Roger S. Guernsey and featured in The Virginia Record in 1982, the home offers 3 bedrooms, 2.5 baths, and a versatile bonus room. Thoughtfully engineered for energy efficiency across three distinct living levels, the design centers around a multi-functional solarium and dramatic stairwell. Custom skylights and expansive windows bring the outdoors in and showcase the wooded 0.80-acre setting. Enjoy an almost 800 sq. ft. deck, screened porch, and 2-car carport. Convenient to Colonial Williamsburg, William & Mary, Route 199, I-64, shopping, and area attractions.

411 Hempstead Road, James City Co Middle

$580,000

5 Beds ⋅ 2.1 Baths ⋅ 10650064 MLS

Beautiful 5-bedroom, 2.5-bath home in Williamsburg with plenty of space and natural light throughout. The updated kitchen features new granite countertops, new cabinets, stainless steel appliances, and an eat-in breakfast area. A separate dining room and spacious living room provide plenty of room for living and entertaining. The large bedrooms offer plenty of space, while the back deck provides additional outdoor living area. An oversized 2-car garage adds convenient parking and storage. Great location near Colonial Williamsburg, historic sites, William & Mary, shopping, dining, and highly regarded schools.

130 Devon Road, James City Co Middle

$474,900

4 Beds ⋅ 2.1 Baths ⋅ 10646638 MLS

Wonderful Home in Desirable, Windsor Forest Neighborhood boosting Great Room with Showpiece Fieldstone Fireplace, Kitchen is Open to Dining Room and Office each w/ Wood Flooring, First Floor En Suite Primary Bedroom that walks out to Spacious, Contemporary Deck, 3 Other Bedrooms Upstairs and Shared Bathroom, New Carpet and some New Appliances, Covered Porch, All Set in a Private Cul-De-Sac. Windsor Forest Home Owners Association is not Mandatory but is well worth joining. Property is located in The Historical Triangle,Historical Colonial Williamsburg, Major Routes, Shopping, Hospitals and Three Airports

6 Hempstead Court, James City Co Middle

$749,500

5 Beds ⋅ 3 Baths ⋅ 10646222 MLS

Located in Windsor Forest, one of Williamsburg’s most established and sought-after neighborhoods, this spacious, character-filled home offers approximately 3,756 square feet of versatile living space on a private .71-acre homesite. Known for its mature trees, generous lots, and welcoming atmosphere, Windsor Forest provides an exceptional setting for this classic two-story home. The property’s very large, level backyard is a standout feature, offering exceptional space for entertaining, gardening, recreation, pets, or simply enjoying the peaceful wooded surroundings. Designed for comfortable everyday living and entertaining, the expansive kitchen features abundant cabinetry, generous workspace, and a center island that opens directly to the inviting family room with its classic brick fireplace. Just beyond, a light-filled sunroom overlooks the backyard and provides the perfect setting for morning coffee, casual gatherings, or year-round relaxation. Formal living and dining rooms add flexibility, while a first-floor bedroom with an adjacent full bath is ideal for guests, multigenerational living, or a private home office. Upstairs, the spacious primary suite offers comfort and privacy, complemented by generously sized additional bedrooms. One of the home’s most impressive features is the enormous bonus room, offering endless possibilities as a media room, recreation space, fitness area, playroom, office, or combination of uses. Outdoor living is equally inviting, with a spacious deck overlooking the expansive backyard. Additional highlights include hardwood flooring, abundant storage, an oversized two-car garage, and a flexible floor plan that can easily adapt as your needs change. Windsor Forest has a voluntary community association, with optional amenities including a swimming pool, clubhouse, tennis and pickleball courts, playground, sports field, and a variety of neighborhood activities. The community is also home to the Windsor Forest Frogs swim team, a longtime neighborhood tradition that brings families and neighbors together throughout the summer.

306 Buford Road, James City Co Middle

126 Seton Hill Road, James City Co Middle

$537,000

3 Beds ⋅ 2.1 Baths ⋅ 10641960 MLS

Nestled in sought-after Windsor Forest, this well maintained 3-bedroom, 2.5-bath home offers the perfect blend of comfort, style, and functionality. Upon entry, you'll find flexible living and dining spaces to fit a variety of lifestyles, while the updated kitchen opens seamlessly to the inviting family room with bar seating, ideal for gathering with family and friends. The thoughtfully designed floor plan features a desirable first-floor primary bedroom, providing convenience for everyday living. Upstairs, a versatile loft provides the perfect space for a home office, media room, or play area, accompanied by two generously sized bedrooms, a full bath, and ample storage. Enjoy outdoor living in the newly fenced backyard, complete with a charming patio perfect for entertaining or simply unwinding. Additional updates include a new HVAC system for added comfort and peace of mind. Conveniently located near shopping, dining, and all that Williamsburg has to offer, this move-in-ready home is one you won't want to miss. Schedule your private showing today!

126 Seton Hill Road, James City Co Middle

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Some listings may be duplicated in the search results due to the co-mingling of listings from more than one multiple listing service. Should there be different listing information between the duplicated listings; user is advised to verify the accuracy of the listing information before making any financial decisions.