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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.

211 Dogleg DR, Williamsburg, VA 23188
For Sale
$498,000
211 Dogleg DR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD3 BA2,278 SF
Listing courtesy of Liz Moore & Associates LLC — Deelyn Robinson
5129 Mann RD, Toano, VA 23168
For Sale
$489,990
5129 Mann RD, Toano, VA 23168
Toano, Virginia
3 BD2 BA1,947 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
3048 Morrill LN, Toano, VA 23168
For Sale
$389,990
3048 Morrill LN, Toano, VA 23168
Toano, Virginia
3 BD2 BA1,338 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
215 Padgetts Ordinary, Williamsburg, VA 23185
For Sale
$270,000
215 Padgetts Ordinary, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA1,230 SF
Listing courtesy of United Atlantic Realty — Alec Kantor
57 James SQ, Williamsburg, VA 23185
For Sale
$259,900
57 James SQ, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA1,079 SF
Listing courtesy of Liz Moore & Associates LLC — John Womeldorf
103 Wilson CIR, Williamsburg, VA 23188
For Sale
$450,000
103 Wilson CIR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD2.1 BA2,206 SF
Listing courtesy of Atkinson Realty — Clare Furfaro Ives
4719 Levingston LN, Williamsburg, VA 23188
For Sale
$750,000
4719 Levingston LN, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD4 BA4,166 SF
Listing courtesy of Ford's Colony Realty — Colleen Starr
3512 Liberty Ridge PW, Williamsburg, VA 23188
For Sale
$869,990
3512 Liberty Ridge PW, Williamsburg, VA 23188
Williamsburg, Virginia
5 BD4 BA4,221 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
4381 Harrington CMNS, Williamsburg, VA 23188
For Sale
$429,000
4381 Harrington CMNS, Williamsburg, VA 23188
Williamsburg, Virginia
2 BD2 BA1,366 SF
Listing courtesy of Williamsburg Realty — Jane Potter-Poole
4112 Stith LN, Toano, VA 23168
For Sale
$492,000
4112 Stith LN, Toano, VA 23168
Toano, Virginia
4 BD3 BA2,344 SF
Listing courtesy of BHHS RW Towne Realty — Lisa Remington
4300 Sprucemont, Williamsburg, VA 23188
For Sale
$435,000
4300 Sprucemont, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA1,876 SF
Listing courtesy of Liz Moore & Associates LLC — Tabitha Dalton
686 Winthrop RD, Williamsburg, VA 23185
For Sale
$379,900
686 Winthrop RD, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,350 SF
Listing courtesy of Long & Foster Real Estate Inc. — Kyle Hause
4322 Creek VW, Williamsburg, VA 23188
For Sale
$475,000
4322 Creek VW, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,866 SF
Listing courtesy of Liz Moore & Associates LLC — Ruby Conn
304 Mill Stream WAY, Williamsburg, VA 23185
For Sale
$675,000
304 Mill Stream WAY, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA2,603 SF
Listing courtesy of Liz Moore & Associates LLC — Will Goggins
105 William Barksdale, Williamsburg, VA 23185
For Sale
$849,000
105 William Barksdale, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2.1 BA3,266 SF
Listing courtesy of Liz Moore & Associates LLC — Lauren Rogers
107 Kempe DR, Williamsburg, VA 23188
For Sale
$565,000
107 Kempe DR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA2,314 SF
Listing courtesy of Liz Moore & Associates LLC — Shelley Sheehe
220 Padgetts Ordinary, Williamsburg, VA 23185
For Sale
$198,000
220 Padgetts Ordinary, Williamsburg, VA 23185
Williamsburg, Virginia
1 BD1 BA830 SF
Listing courtesy of Better Homes & Gdns Ntv Am Grp — Sharon Evans
3678 Isaac CIR, Williamsburg, VA 23188
For Sale
$470,000
3678 Isaac CIR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA2,111 SF
Listing courtesy of Williamsburg Realty — Jane Potter-Poole
901 Penniman RD, Williamsburg, VA 23185
For Sale
$359,997
901 Penniman RD, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD2.1 BA1,832 SF
Listing courtesy of 1st Class Real Estate Flagship — Brian Kline
4003 Governors SQ #5, Williamsburg, VA 23185
For Sale
$181,500
4003 Governors SQ #5, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA876 SF
Listing courtesy of BHHS RW Towne Realty — Joe Terrell
211 Wisconsin AVE, Williamsburg, VA 23188
For Sale
$574,990
211 Wisconsin AVE, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD2 BA1,862 SF
Listing courtesy of D R Horton Realty of Virginia — Victoria Clark
104 Briar LN, Williamsburg, VA 23188
For Sale
$270,000
104 Briar LN, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,098 SF
Listing courtesy of Liz Moore & Associates LLC — Cheri Nice
2201 Fallon CIR, Williamsburg, VA 23188
For Sale
$495,000
2201 Fallon CIR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3.1 BA2,467 SF
Listing courtesy of Garrett Realty Partners — Alix Khani
3825 S Orchard, Williamsburg, VA 23188
For Sale
$659,000
3825 S Orchard, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3.1 BA3,285 SF
Listing courtesy of Liz Moore & Associates LLC — Deelyn Robinson

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