Homes for Sale in Windsor

31 homes
9584 Bear Trap CIR, WINDSOR VA 23487

$2,000,000

9584 Bear Trap CIR, WINDSOR VA 23487

Windsor, Virginia 23487

8,781 sqft
.47AC Holland DR, WINDSOR VA 23487

$714,900

.47AC Holland DR, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3 ba2,901 sqft
24248 Liam CT, WINDSOR VA 23487Under Contract

$694,258

24248 Liam CT, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd5 ba3,691 sqft
11572 Savannah ST, WINDSOR VA 23487Under Contract

$649,852

11572 Savannah ST, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd4 ba3,691 sqft
25092 Tyler DR, WINDSOR VA 23487

$625,000

25092 Tyler DR, WINDSOR VA 23487

Windsor, Virginia 23487

3 bd2.1 ba2,567 sqft
12199 Ava LN, WINDSOR VA 23487

$598,990

12199 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba3,201 sqft
MM Windsor Station (Roanoke) NONE, WINDSOR VA 23487

$589,990

MM Windsor Station (Roanoke) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd4 ba3,691 sqft
12185 Ava LN, WINDSOR VA 23487

$589,900

12185 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba2,618 sqft
12177 Ava LN, WINDSOR VA 23487

$583,800

12177 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba2,650 sqft
MM Windsor Station (Charleston) NONE, WINDSOR VA 23487

$579,990

MM Windsor Station (Charleston) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd3 ba3,483 sqft
MM Windsor Station (McDowell) NONE, WINDSOR VA 23487

$574,990

MM Windsor Station (McDowell) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba3,294 sqft
12236 Ava LN, WINDSOR VA 23487

$572,000

12236 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba2,311 sqft
11564 Savannah ST, WINDSOR VA 23487

$549,000

11564 Savannah ST, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba2,311 sqft
12169 Ava LN, WINDSOR VA 23487

$548,990

12169 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3 ba2,430 sqft
MM Windsor Station (Davidson) NONE, WINDSOR VA 23487

$544,990

MM Windsor Station (Davidson) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd3 ba3,047 sqft
MM Windsor Station (Asheboro) NONE, WINDSOR VA 23487

$534,990

MM Windsor Station (Asheboro) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

3 bd2.1 ba2,583 sqft
MM WINDSOR STATION (Drexel) NONE, WINDSOR VA 23487

$519,990

MM WINDSOR STATION (Drexel) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd2.1 ba2,591 sqft
MM Windsor Station (Raleigh) NONE, WINDSOR VA 23487

$509,990

MM Windsor Station (Raleigh) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3.1 ba2,449 sqft
MM Windsor Station (Caldwell) NONE, WINDSOR VA 23487

$499,990

MM Windsor Station (Caldwell) NONE, WINDSOR VA 23487

Windsor, Virginia 23487

3 bd2 ba2,071 sqft
12348 Ava LN, WINDSOR VA 23487Under Contract

$499,990

12348 Ava LN, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3 ba2,701 sqft
11072 Wythe DR, WINDSOR VA 23487Under Contract

$499,900

11072 Wythe DR, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd3 ba2,997 sqft
17314 Jolly CIR, WINDSOR VA 23487

$499,000

17314 Jolly CIR, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3 ba1,749 sqft
25253 KELSIE ST, WINDSOR VA 23487

$464,999

25253 KELSIE ST, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd3 ba2,500 sqft
10455 Sylvia CIR, WINDSOR VA 23487Under Contract

$460,000

10455 Sylvia CIR, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd3 ba2,535 sqft
12370 Windsor Boulevard, Windsor VA 23487

$350,000

12370 Windsor Boulevard, Windsor VA 23487

Windsor, Virginia 23487

2,501 sqft
44 N Court ST, WINDSOR VA 23487Under Contract

$299,999

44 N Court ST, WINDSOR VA 23487

Windsor, Virginia 23487

4 bd2 ba2,086 sqft
7501 Rhodes DR, WINDSOR VA 23487

$289,900

7501 Rhodes DR, WINDSOR VA 23487

Windsor, Virginia 23487

3 bd2 ba1,536 sqft
29 N Court ST, WINDSOR VA 23487

$285,900

29 N Court ST, WINDSOR VA 23487

Windsor, Virginia 23487

5 bd3.1 ba2,729 sqft
15+AC Courthouse HWY, WINDSOR VA 23487

$275,000

15+AC Courthouse HWY, WINDSOR VA 23487

Windsor, Virginia 23487

.71 Ac E Windsor BLVD, WINDSOR VA 23487

$175,000

.71 Ac E Windsor BLVD, WINDSOR VA 23487

Windsor, Virginia 23487

7501 Rhodes DR, WINDSOR VA 23487

$1,900

7501 Rhodes DR, WINDSOR VA 23487

Windsor, Virginia 23487

3 bd2 ba1,536 sqft

About the Hampton Roads Real Estate Market

Hampton Roads is one of the most dynamic real estate markets on the East Coast, anchored by the largest naval complex in the world at Naval Station Norfolk and home to roughly 120,000 active-duty, reserve, and civilian Department of Defense personnel. The region spans seven cities — Virginia Beach, Norfolk, Chesapeake, Suffolk, Portsmouth, Hampton, and Newport News — plus the Peninsula communities of Williamsburg, Yorktown, and Poquoson, with each market carrying its own personality, school district, and price profile.

Buying or selling here means thinking about more than just a house. Tidewater geography means flood zones, hurricane preparation, and waterfront premiums matter. Military presence means BAH affordability, PCS season inventory crunches (May through August), and VA loan eligibility are top of mind for a meaningful share of every neighborhood. School quality varies block by block, especially across the seven independent city school divisions, and is often the deciding factor for relocating families.

Why Buyers and Sellers Choose VaHome

The VaHome Team — Tom and Dariya Milan with LPT Realty — focuses on the Hampton Roads region with deep expertise in military relocation, VA financing, and the trade-offs that local buyers actually face. From listing strategy that gets your home in front of the right relocating buyer to buyer representation that respects your BAH cap and PCS timeline, the team treats every transaction as a long-term relationship. The site is built to make decisions clearer: BAH-aware search, drive-time mapping to every major installation, neighborhood guides written by people who live here, and a calculator that shows real monthly cost — taxes, insurance, HOA, and PMI included — instead of a teaser headline number.

Plan Your Next Move

Whether you are buying your first home with a VA loan, moving up while your kids transition between school districts, or selling a Hampton Roads property to relocate to your next duty station, the resources on this site are organized around the questions you are actually asking. Browse listings filtered by base proximity, paygrade-aware BAH cap, and commute time. Read neighborhood guides for Virginia Beach, Norfolk, Chesapeake, Suffolk, Hampton, Newport News, Williamsburg, and the Peninsula communities. Use the mortgage calculator to compare conventional, FHA, VA, USDA, and jumbo loan scenarios side by side. When you are ready to talk, the contact form goes directly to a specialist who knows the area, the lenders, and the timing.