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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.

105 Peppergrass CT, Williamsburg, VA 23188
For Sale
$470,000
105 Peppergrass CT, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,530 SF
Listing courtesy of Own Real Estate LLC — Vanessa Sykes
3816 Fox RN, Williamsburg, VA 23188
For Sale
$325,000
3816 Fox RN, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA966 SF
Listing courtesy of Holloway Experience Real Est. — Charles Holloway
4700 Presidents CT, Williamsburg, VA 23188
For Sale
$412,000
4700 Presidents CT, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.2 BA1,664 SF
Listing courtesy of Williamsburg Realty — Jim Brittain
505 Hubbard LN, Williamsburg, VA 23185
For Sale
$364,900
505 Hubbard LN, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,674 SF
Listing courtesy of RE/MAX Connect — Rick Brandt
4200 Brafferton Road RD, Williamsburg, VA 23188
For Sale
$409,900
4200 Brafferton Road RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,664 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Bridget Carver
5032 Santoro RD, Toano, VA 23168
For Sale
$369,990
5032 Santoro RD, Toano, VA 23168
Toano, Virginia
2 BD2 BA1,153 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
5027 Santoro RD, Toano, VA 23168
For Sale
$399,990
5027 Santoro RD, Toano, VA 23168
Toano, Virginia
3 BD2 BA1,533 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
205 Panmure, Williamsburg, VA 23188
Coming Soon
$909,000
205 Panmure, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3.1 BA3,368 SF
Listing courtesy of Liz Moore & Associates LLC — Deelyn Robinson
115 Queen Anne DR, Williamsburg, VA 23185
For Sale
$610,000
115 Queen Anne DR, Williamsburg, VA 23185
Williamsburg, Virginia
5 BD3 BA2,926 SF
Listing courtesy of Fathom Realty — Kyle Lancour
129 Winston DR, Williamsburg, VA 23185
For Sale
$350,000
129 Winston DR, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,505 SF
Listing courtesy of AMW Real Estate Inc — Kathy Zeledon-Salazar
217 Padgetts Ordinary, Williamsburg, VA 23185
For Sale
$280,000
217 Padgetts Ordinary, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA1,230 SF
Listing courtesy of Kingsmill Realty Inc. — John Hyland
344 Linda LN #Lane, Williamsburg, VA 23188
For Sale
$338,500
344 Linda LN #Lane, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,210 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Steve Van Kirk
332 Linda LN #Lane, Williamsburg, VA 23188
For Sale
$329,950
332 Linda LN #Lane, Williamsburg, VA 23188
Williamsburg, Virginia
2 BD2 BA985 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Steve Van Kirk
604 Tam O Shanter BLVD, Williamsburg, VA 23185
For Sale
$399,900
604 Tam O Shanter BLVD, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2.1 BA1,759 SF
Listing courtesy of Swell Real Estate Co — Marianna Nice
105 Ripley RD, Williamsburg, VA 23185
For Sale
$359,000
105 Ripley RD, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,673 SF
Listing courtesy of Shaheen Ruth Martin & Fonville — Randolph Haufe
121 Theodore Allen RD, Williamsburg, VA 23188
For Sale
$279,000
121 Theodore Allen RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD1 BA960 SF
Listing courtesy of Samson Properties — Narita Wright
110 Stratford DR #F, Williamsburg, VA 23185
For Sale
$210,000
110 Stratford DR #F, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD1.1 BA1,112 SF
Listing courtesy of The Real Estate Group — Julia Young

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