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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.

5018 Winding CRK #3B, Williamsburg, VA 23188
For Sale
$379,990
5018 Winding CRK #3B, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
5046 Winding CRK #5B, Williamsburg, VA 23188
For Sale
$359,990
5046 Winding CRK #5B, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD3 BA1,456 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
5047 Winding Creek #11B, Williamsburg, VA 23188
For Sale
$359,990
5047 Winding Creek #11B, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.2 BA1,452 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
3135 Pristine VW, Williamsburg, VA 23188
For Sale
$479,000
3135 Pristine VW, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,866 SF
Listing courtesy of LPT Network Realty LLC — Erin Ward
5024 Winding Creek #3E, Williamsburg, VA 23188
For Sale
$379,990
5024 Winding Creek #3E, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
228 Oaktree RD, Williamsburg, VA 23188
For Sale
$342,000
228 Oaktree RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA2,154 SF
Listing courtesy of All Homes Real Estate Group — Duke Morisset
4116 Lord Dunmore DR, Williamsburg, VA 23188
For Sale
$475,000
4116 Lord Dunmore DR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA2,101 SF
Listing courtesy of Long & Foster Real Estate Inc. — Marley Numbers
688 Fairfax WAY, Williamsburg, VA 23185
For Sale
$895,000
688 Fairfax WAY, Williamsburg, VA 23185
Williamsburg, Virginia
5 BD5.1 BA4,326 SF
Listing courtesy of Long & Foster Real Estate Inc. — Katherine Hagopian
406 Boltons Mill PW, Williamsburg, VA 23185
For Sale
$550,000
406 Boltons Mill PW, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD3 BA2,639 SF
Listing courtesy of Howard Hanna Real Estate Svcs. — Dina Thomas
114 Drew RD, Williamsburg, VA 23185
For Sale
$350,000
114 Drew RD, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,135 SF
Listing courtesy of Aweigh Real Estate — Alyssa Wray
7310 Hatton Cross, Williamsburg, VA 23188
For Sale
$449,500
7310 Hatton Cross, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA2,210 SF
Listing courtesy of Liz Moore & Associates LLC — Tabitha Dalton
6310 Cordelia RD, Williamsburg, VA 23188
For Sale
$455,000
6310 Cordelia RD, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD3 BA1,867 SF
Listing courtesy of EXP Realty LLC — David Tortolini
3685 Isaac CIR, Williamsburg, VA 23188
For Sale
$425,000
3685 Isaac CIR, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA2,125 SF
Listing courtesy of Williamsburg Realty — Jane Potter-Poole
206 Padgetts Ordinary, Williamsburg, VA 23185
For Sale
$209,000
206 Padgetts Ordinary, Williamsburg, VA 23185
Williamsburg, Virginia
1 BD1 BA830 SF
Listing courtesy of CHJ Realty Inc — Kathryn Keene
1206 Braemar CRK, Williamsburg, VA 23188
For Sale
$359,000
1206 Braemar CRK, Williamsburg, VA 23188
Williamsburg, Virginia
2 BD2 BA1,360 SF
Listing courtesy of Garrett Realty Partners — Jenna Heuser
200 Franklins Tower BND, Williamsburg, VA 23185
For Sale
$479,900
200 Franklins Tower BND, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD2 BA1,596 SF
Listing courtesy of Shaheen Ruth Martin & Fonville — Misty Spong
118 Winston DR, Williamsburg, VA 23185
For Sale
$330,000
118 Winston DR, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD1 BA1,364 SF
Listing courtesy of Long & Foster Real Estate Inc. — Alison Sakimura
100 Windsor LN #K, Williamsburg, VA 23185
For Sale
$195,000
100 Windsor LN #K, Williamsburg, VA 23185
Williamsburg, Virginia
2 BD1 BA1,112 SF
Listing courtesy of Triumph Realty Group LLC — Valerie Zangardi
1749 Penniman RD, Williamsburg, VA 23185
For Sale
$195,000
1749 Penniman RD, Williamsburg, VA 23185
Williamsburg, Virginia
3 BD1 BA1,019 SF
Listing courtesy of Axiom Property Group LLC — Lorenzo James
5040 Winding CRK #4E, Williamsburg, VA 23188
For Sale
$359,990
5040 Winding CRK #4E, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,456 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
5020 Winding CRK #3C, Williamsburg, VA 23188
For Sale
$379,990
5020 Winding CRK #3C, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2.1 BA1,628 SF
Listing courtesy of BHHS RW Towne Realty — Jenny Lovell
105 Rustic Run LN, Williamsburg, VA 23188
For Sale
$455,000
105 Rustic Run LN, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD2 BA1,524 SF
Listing courtesy of A Better Way Realty Inc. — Tina Dubois
6320 Thomas Paine DR, Williamsburg, VA 23188
For Sale
$719,000
6320 Thomas Paine DR, Williamsburg, VA 23188
Williamsburg, Virginia
5 BD4.1 BA4,402 SF
Listing courtesy of Keller Williams Realty Twn Ctr — Kim Frost
4304 Garden VW, Williamsburg, VA 23188
For Sale
$565,000
4304 Garden VW, Williamsburg, VA 23188
Williamsburg, Virginia
3 BD3 BA3,264 SF
Listing courtesy of EXP Realty LLC — Hea Joo Kim

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