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Downsizing · Williamsburg and James City County

One-level and 55+ homes for sale in Williamsburg and James City County

Every home for sale in Williamsburg and James City County in a 55+ community, plus every one-level home with a first-floor bedroom and full bath.

The homes below are every listing currently for sale in an age-restricted (55+) community, plus every one-level home (single-story or ranch style) with a bedroom and full bath on the first floor. The list updates daily.

Downsizing options around Williamsburg

The Williamsburg area is the only part of the Peninsula with age-restricted (55+) for-sale communities confirmed in county zoning proffers: Colonial Heritage, the Settlement at Powhatan Creek and the Villas at Five Forks, all in James City County. Communities such as Kingsmill, Ford's Colony and New Town are open to buyers of any age but have many single-level homes and villas. Two continuing care retirement communities, Williamsburg Landing and Patriots Colony, are also here; they work through entrance and monthly fees rather than a home purchase.

The downsizing guide compares the 55+ communities and the continuing care options.

What was on the market in November 2026

The list held about 137 homes at a median asking price near $425,000, about 38 of them in age-restricted communities. Colonial Heritage had the most listings, followed by the Settlement at Powhatan Creek, Kingsmill and Ford's Colony.

What to check before downsizing into one of these homes

  • Age restrictions in the recorded covenants, not just the marketing. Virginia lets a community limit occupancy to older persons when at least 80% of occupied units have a resident 55 or older (Va. Code § 36-96.7).
  • What "one level" means for this house. A first-floor bedroom and full bath can still come with stairs to a second floor or a raised entry.
  • The HOA fee and what it covers, especially exterior upkeep and yard care.
  • Timing with your current home. The downsizing guide covers selling first versus buying first.
137 homes

One-level and 55+ homes for sale in Williamsburg and James City County

The homes below are every listing currently for sale in an age-restricted (55+) community, plus every one-level home (single-story or ranch style) with a bedroom and full bath on the first floor.

127 Banneker Drive DR, Williamsburg, VA 23185
For Sale
$255,000
127 Banneker Drive DR, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD1 BA1,034 SF
Listing courtesy of Coldwell Banker Premier — Shelley Dance
6 Forest Hill DR, Williamsburg, VA 23185
For Sale
$196,250
6 Forest Hill DR, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD1 BA1,135 SF
Listing courtesy of homecoin.com — Jonathan Minerick
9053 Diascund RD, Lanexa, VA 23089
For Sale
$295,000
9053 Diascund RD, Lanexa, VA 23089
Lanexa, Virginia
2 BD1 BA802 SF
Listing courtesy of FI Real Estate LLC — Gary Engel
212 Castlerock, Williamsburg, VA 23188
For Sale
$725,000
212 Castlerock, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA3,035 SF
Listing courtesy of BHHS RW Towne Realty — Cheri Mulhare
3740 Cherry WALK, Williamsburg, VA 23188
For Sale
$439,000
3740 Cherry WALK, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,467 SF
Listing courtesy of Long & Foster Real Estate Inc. — Lisa Tuckey
207 Caroline CIR, Williamsburg, VA 23185
For Sale
$540,000
207 Caroline CIR, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA2,203 SF
Listing courtesy of Long & Foster Real Estate Inc. — Alison Sakimura
112 Druid DR, Williamsburg, VA 23185
For Sale
$400,000
112 Druid DR, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD2 BA1,800 SF
Listing courtesy of VA Realty Professionals — Laura McGuire
3987 Isaac CIR, Williamsburg, VA 23188
For Sale
$665,000
3987 Isaac CIR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA3,036 SF
Listing courtesy of Abbitt Realty Company LLC — Ashley Tarter
4232 Old Lock RD, Williamsburg, VA 23188
For Sale
$497,000
4232 Old Lock RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,876 SF
Listing courtesy of Liz Moore & Associates LLC — Tiffany Little
2200 Fallon CIR, Williamsburg, VA 23188
For Sale
$499,000
2200 Fallon CIR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3.1 BA2,467 SF
Listing courtesy of NextHome Coastal Luxury Realty — Anita Cox
3061 Ridge DR, Toano, VA 23168
For Sale
$614,000
3061 Ridge DR, Toano, VA 23168
Toano, Virginia
4 BD3.1 BA2,313 SF
Listing courtesy of EXP Realty LLC — Hayes Marshall
4212 Kendall LN, Williamsburg, VA 23188
For Sale
$460,000
4212 Kendall LN, Williamsburg, VA 23188
Williamsburg, Virginia
2 BD2 BA1,400 SF
Listing courtesy of NextHome Coastal Luxury Realty — Anita Cox
4064 Penzance PL, Williamsburg, VA 23188
For Sale
$545,000
4064 Penzance PL, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA2,414 SF
Listing courtesy of Shaheen Ruth Martin & Fonville — Lauren Duguay Jordan
220 Southpoint DR, Williamsburg, VA 23185
For Sale
$939,000
220 Southpoint DR, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD3 BA2,781 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Pernille Carter
215 Michigan AVE, Williamsburg, VA 23188
For Sale
$594,990
215 Michigan AVE, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD2 BA1,862 SF
Listing courtesy of D R Horton Realty of Virginia — Victoria Clark
6901 Chancery LN, Williamsburg, VA 23188
For Sale
$475,000
6901 Chancery LN, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,876 SF
Listing courtesy of Liz Moore & Associates LLC — Diane Beal
113 Wilson DR, Williamsburg, VA 23188
For Sale
$479,000
113 Wilson DR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,940 SF
Listing courtesy of Liz Moore & Associates LLC — Jennifer Brown
6352 Thomas Paine DR, Williamsburg, VA 23188
For Sale
$649,900
6352 Thomas Paine DR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD4 BA3,788 SF
Listing courtesy of Williamsburg Realty — Chuck Kane
3873 Strawberry Plains Rd RD, Williamsburg, VA 23188
For Sale
$399,900
3873 Strawberry Plains Rd RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,919 SF
Listing courtesy of AtCoastal Realty — Joy Mills
3871 Strawberry Plains Rd RD, Williamsburg, VA 23188
For Sale
$399,900
3871 Strawberry Plains Rd RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,919 SF
Listing courtesy of AtCoastal Realty — Joy Mills
3869 Strawberry Plains Rd RD, Williamsburg, VA 23188
For Sale
$399,900
3869 Strawberry Plains Rd RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,919 SF
Listing courtesy of AtCoastal Realty — Joy Mills
3867 Strawberry Plains Rd RD, Williamsburg, VA 23188
For Sale
$399,900
3867 Strawberry Plains Rd RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,919 SF
Listing courtesy of AtCoastal Realty — Joy Mills
3865 Strawberry Plains Rd RD, Williamsburg, VA 23188
For Sale
$399,900
3865 Strawberry Plains Rd RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,919 SF
Listing courtesy of AtCoastal Realty — Joy Mills
5049 Winding CRK #11A, Williamsburg, VA 23188
For Sale
$371,760
5049 Winding CRK #11A, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,456 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell

Questions about a home on this list?

Talk with Adam Triplett about any of these homes, or about selling one like them.

Talk with Adam