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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.

512 Dunning ST, Williamsburg, VA 23185
For Sale
$350,000
512 Dunning ST, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,164 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Rebecka Crutcher
3840 Isaac CIR, Williamsburg, VA 23188
For Sale
$625,000
3840 Isaac CIR, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA3,241 SF
Listing courtesy of Williamsburg Realty — Jane Potter-Poole
4020 Knox RD, Williamsburg, VA 23188
For Sale
$619,000
4020 Knox RD, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD3 BA3,013 SF
Listing courtesy of Williamsburg Realty — Jane Potter-Poole
302 Promenade LN, Williamsburg, VA 23185
For Sale
$275,000
302 Promenade LN, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA1,206 SF
Listing courtesy of Mission Realty Group LLC — Whitney Rodgers
128 Davis DR, Williamsburg, VA 23185
For Sale
$425,000
128 Davis DR, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD2 BA2,092 SF
Listing courtesy of Veterans First Realty LLC — Keith Foster
111 Montrose, Williamsburg, VA 23188
For Sale
$650,000
111 Montrose, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD3 BA2,927 SF
Listing courtesy of Garrett Realty Partners — Greg Garrett
318 Padgetts Ordinary, Williamsburg, VA 23185
For Sale
$339,000
318 Padgetts Ordinary, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD3 BA1,600 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Taylor Ange
9239 Croaker RD, Williamsburg, VA 23188
For Sale
$387,500
9239 Croaker RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,152 SF
Listing courtesy of Shaheen Ruth Martin & Fonville — Lauren Duguay Jordan
9101 Green Apple WAY, Toano, VA 23168
For Sale
$499,000
9101 Green Apple WAY, Toano, VA 23168
Toano, Virginia
4 BD3 BA2,136 SF
Listing courtesy of Long & Foster Real Estate Inc. — Vicki Costanzo
5036 Winding CRK #4D, Williamsburg, VA 23188
For Sale
$379,990
5036 Winding CRK #4D, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
106 Marshall Way WAY #C, Williamsburg, VA 23185
For Sale
$239,000
106 Marshall Way WAY #C, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD2 BA1,150 SF
Listing courtesy of Tideline Properties LLC — Brandon Young
5472 Olde Towne RD, Williamsburg, VA 23188
For Sale
$284,900
5472 Olde Towne RD, Williamsburg, VA 23188
Williamsburg, Virginia
2 BD2 BA1,020 SF
Listing courtesy of Prodigy Realty — Daniel Patton
929 Foley DR, Williamsburg, VA 23185
For Sale
$335,000
929 Foley DR, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD1.2 BA1,448 SF
Listing courtesy of Atlantic Sothebys Int'l Realty — Nicholas Becerra
9134 Richmond RD W, Toano, VA 23168
For Sale
$389,000
9134 Richmond RD W, Toano, VA 23168
Toano, Virginia
3 BD2 BA1,824 SF
Listing courtesy of Shaheen Ruth Martin & Fonville — Karen Schell
5052 Winding CRK #5E, Williamsburg, VA 23188
For Sale
$379,990
5052 Winding CRK #5E, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
121 Randolphs GRN, Williamsburg, VA 23185
For Sale
$995,000
121 Randolphs GRN, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD2.1 BA2,100 SF
Listing courtesy of EXP Realty LLC — Craig McLellon
5215 Center ST #203, Williamsburg, VA 23188
For Sale
$389,000
5215 Center ST #203, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,385 SF
Listing courtesy of Liz Moore & Associates LLC — Simone Jones
151 Rolfe RD, Williamsburg, VA 23185
For Sale
$975,000
151 Rolfe RD, Williamsburg, VA 23185
Williamsburg, Virginia
5 BD4 BA5,070 SF
Listing courtesy of Liz Moore & Associates LLC — Holly Miller
5032 Winding CRK #4B, Williamsburg, VA 23188
For Sale
$379,990
5032 Winding CRK #4B, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
4315 Sprucemont, Williamsburg, VA 23188
For Sale
$459,000
4315 Sprucemont, Williamsburg, VA 23188
Williamsburg, Virginia
4 BD4 BA3,016 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Ramona Mitchell
209 Tarleton Bivouac, Williamsburg, VA 23185
For Sale
$339,900
209 Tarleton Bivouac, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,822 SF
Listing courtesy of Davis & Reed Realty — Judy Reed
101 Turners Neck RD, Toano, VA 23168
For Sale
$320,000
101 Turners Neck RD, Toano, VA 23168
Toano, Virginia
3 BD1 BA1,250 SF
Listing courtesy of Hornsby Real Estate Co. — Robert Hornsby
207 Apprentice LNDG, Williamsburg, VA 23185
For Sale
$630,000
207 Apprentice LNDG, Williamsburg, VA 23185
Williamsburg, Virginia
4 BD3 BA3,000 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Sheila Watford
4325 Creek Vw E, Williamsburg, VA 23188
For Sale
$479,900
4325 Creek Vw E, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,866 SF
Listing courtesy of Long & Foster Real Estate Inc. — Kyle Hause

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