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Williamsburg, VA 55+ active adult communities & homes for sale - Page 3

Living in Williamsburg

Williamsburg is a historic city located on the Virginia Peninsula between Richmond and Norfolk. This Eastern Virginia city is popular among retirees for its focus on history,…

Williamsburg is a historic city located on the Virginia Peninsula between Richmond and Norfolk. This Eastern Virginia city is popular among retirees for its focus on history, local amenities, and outdoor and water recreation. Besides this, active adults can enjoy the quaint feel of a small town with a local farmers market, small-batch breweries, and museums.

Williamsburg Climate & Geography

Located between the York and James Rivers at the end of the Chesapeake Bay, Williamsburg experiences a subtropical climate typical of the south with slightly more moderate temperatures. Summers are hot and long, with Atlantic sea breezes cooling down the hottest days, and winters are mild to cool. Residents can expect a very small amount of snowfall compared to cities further inland, and slightly more rain than average. Though the area experiences all four seasons, extreme temperatures are infrequent, and it avoids the worst of both northern and southern storm tracks.

Recreation, Culture & Entertainment In Williamsburg

Much of Williamsburg’s recreation revels in its history. Residents can visit Colonial Williamsburg, the restored Historic Area of the city, as well as the Jamestown Settlement and Governor’s Palace, which also act as local museums. Merchant Square, with a mixture of high-end and boutique shops, restaurants, and bars, blends modern shopping with 18th-century inspired architecture.

Outdoor recreation is also abundant. Active adults can hike and rent paddle boats at York River State Park, enjoy guided walking tours at Colonial National Historic Park, and walk through the extensive Williamsburg Botanical Garden.

In addition, Williamsburg has a large farmers market on Saturdays, several breweries throughout the city, and Williamsburg Winery, the state’s largest winery. Just an hour away from Richmond, residents have easy access to larger city life when desired.

Williamsburg Cost of Living & Taxes

Williamsburg has a higher than average cost of living compared to the rest of the U.S. Housing is more expensive than the rest of the country and especially Virginia, which already has a higher median home cost. Health care is also more expensive, but other factors like utilities, transportation, and groceries are far below average.

Though Social Security is not taxed in Virginia, the state does partially tax withdrawals from retirement incomes. Property taxes in the state are fairly low, and sales taxes are among the lowest in the country. Groceries are taxed, but face lower rates.

Health Care In Williamsburg

Williamsburg falls under the Virginia Beach-Norfolk-Newport News metropolitan area, which Gallup’s Well-Being Index recently ranked as one of the top 90 communities in the country.

There are no nationally ranked hospitals in Williamsburg, but it does have the U.S. News ranked high performing Sentara Williamsburg Regional Medical Center. Three other hospitals in the immediate area include Eastern State Hospital-Williamsburg, Pavilion at Williamsburg Palace, and Riverside Doctors’ Hospital Williamsburg.

Nearby high performing hospitals in Newport News are Bon Secours Mary Immaculate Hospital and Riverside Regional Medical Center.

Frequently Asked Questions


244 homes near Williamsburg

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5 rating (2 reviews) Ford's Colony
$400ks - $2Ms
Ford's Colony, Williamsburg, VA
New and Resale | Age-targeted | Built 1987 - present | 3,250 homes
5 rating (1 reviews) Kingsmill
$300ks - $2Ms
Kingsmill, Williamsburg, VA
New and Resale | Age-targeted | Built 1975 - present | 2,354 homes
Fenton Hollow
Fenton Hollow, Williamsburg, VA
New Construction | Age-targeted | Built 2026 - present | 292 homes
The Governor's Land at Tw...
$600ks - $3Ms
The Governor's Land at Tw..., Williamsburg, VA
New and Resale | Age-targeted | 750 homes
4.3 rating (15 reviews) Colonial Heritage
$300ks - $700ks
Colonial Heritage, Williamsburg, VA
New and Resale | 55+ age-restricted | Built 2004 - present | 1,800 homes
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
New Town
$300ks - $800ks
New Town, Williamsburg, VA
New and Resale | Age-targeted | Built 2005 - present | 250 homes
Whittakers Mill
$400ks - $600ks
Whittakers Mill, Williamsburg, VA
New and Resale | Age-targeted | Built 2018 - present | 106 homes
Villas at Five Forks
$300ks - $400ks
Villas at Five Forks, Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 90 homes
The Settlement at Powhata...
$400ks - $600ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 400 homes
Walnut Farm
$400ks - $600ks
Walnut Farm, Williamsburg, VA
New Construction | Age-targeted | Built 2019 - present | 75 homes
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Quarterpath at Tutter's P...
$500ks - $600ks
Quarterpath at Tutter's P..., Williamsburg, VA
New Construction | Age-targeted | Built 2024 - present | 81 homes
Ford's Colony 140 EASTBURY, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,000,000

3 beds

|

3 baths

|

4,458 sq ft

|

Detached

140 EASTBURY, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Fenton Hollow 128 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$718,890

5 beds

|

3 baths

|

2,974 sq ft

|

Detached

128 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 133 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$717,890

4 beds

|

3 baths

|

3,071 sq ft

|

Detached

133 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
The Governor's Land at Two Rivers 1796 CYPRESS ISLE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23185
$3,500,000

5 beds

|

5 baths

|

7,380 sq ft

|

Detached

1796 CYPRESS ISLE, WILLIAMSBURG, VA, 231...
Ford's Colony 117 HOLLINWELL, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$775,000

3 beds

|

3 baths

|

3,378 sq ft

|

House

117 HOLLINWELL, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Kingsmill 76 WINSTER FAX, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$410,000

3 beds

|

3 baths

|

1,854 sq ft

|

Townhouse

76 WINSTER FAX, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Walnut Farm 1028 HITCHENS LN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$569,999

3 beds

|

2 baths

|

2,338 sq ft

|

Detached

1028 HITCHENS LN, WILLIAMSBURG, VA, 2318...
Community: Walnut Farm
Kingsmill 123 PELHAMS ORDINARY, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$279,999

2 beds

|

2 baths

|

1,190 sq ft

|

House

123 PELHAMS ORDINARY, WILLIAMSBURG, VA, ...
Community: Kingsmill
Kingsmill 206 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$215,000

1 beds

|

1 baths

|

830 sq ft

|

Condo

206 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
Fenton Hollow 00 WISCONSIN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$649,990

4 beds

|

3 baths

|

2,613 sq ft

|

House

00 WISCONSIN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Whittakers Mill 226 GALTS ML, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$620,000

4 beds

|

3 baths

|

3,084 sq ft

|

Detached

226 GALTS ML, WILLIAMSBURG, VA, 23185
Community: Whittakers Mill
Colonial Heritage 6310 CORDELIA RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$469,000

3 beds

|

3 baths

|

1,876 sq ft

|

House

6310 CORDELIA RD, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
Whittakers Mill 406 BOLTONS MILL PKWY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$550,000

3 beds

|

3 baths

|

2,639 sq ft

|

House

406 BOLTONS MILL PKWY, WILLIAMSBURG, VA,...
Community: Whittakers Mill
Fenton Hollow 129 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$669,990

4 beds

|

2 baths

|

2,613 sq ft

|

Detached

129 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 127 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$654,890

5 beds

|

3 baths

|

2,511 sq ft

|

Detached

127 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 217 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$602,390

4 beds

|

2 baths

|

1,964 sq ft

|

Detached

217 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Ford's Colony 105 STRATTON, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$759,900

3 beds

|

3 baths

|

2,964 sq ft

|

House

105 STRATTON, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 115 LINKS OF LEITH, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$1,590,000

5 beds

|

4 baths

|

3,220 sq ft

|

Detached

115 LINKS OF LEITH, WILLIAMSBURG, VA, 23...
Community: Ford's Colony
Quarterpath at Tutter's Pond 2008 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$537,698

3 beds

|

2 baths

|

2,040 sq ft

|

Townhome

2008 GADSBY LN, WILLIAMSBURG, VA, 23185
Kingsmill 688 FAIRFAX WAY, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$895,000

5 beds

|

6 baths

|

4,326 sq ft

|

House

688 FAIRFAX WAY, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Kingsmill 90 WINSTER FAX, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$395,000

3 beds

|

3 baths

|

1,854 sq ft

|

Townhouse

90 WINSTER FAX, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Ford's Colony 4719 ESKERHILLS, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,450,000

4 beds

|

6 baths

|

4,283 sq ft

|

Townhouse

4719 ESKERHILLS, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 129 MAHOGANY RUN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$860,000

4 beds

|

3 baths

|

3,637 sq ft

|

Detached

129 MAHOGANY RUN, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Ford's Colony 9 WHITAKER CT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$779,000

4 beds

|

3 baths

|

3,078 sq ft

|

Detached

9 WHITAKER CT, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 113 WALTON HEATH, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$849,000

5 beds

|

6 baths

|

5,503 sq ft

|

Detached

113 WALTON HEATH, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Fenton Hollow 125 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$674,890

4 beds

|

2 baths

|

2,804 sq ft

|

Detached

125 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Colonial Heritage 6243 THOMAS PAINE DR, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188
$428,000

2 beds

|

2 baths

|

1,430 sq ft

|

House

6243 THOMAS PAINE DR, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Kingsmill 307 RIVERS EDGE, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,950,000

4 beds

|

4 baths

|

4,565 sq ft

|

Detached

307 RIVERS EDGE, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Ford's Colony 112 AINSDALE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$878,000

4 beds

|

4 baths

|

4,122 sq ft

|

House

112 AINSDALE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 235 PORTSTEWART, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,075,000

4 beds

|

4 baths

|

4,644 sq ft

|

House

235 PORTSTEWART, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
Ford's Colony 104 PORTLAND, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$749,900

5 beds

|

4 baths

|

3,614 sq ft

|

House

104 PORTLAND, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Kingsmill 27 ENSIGN SPENCE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$1,165,000

4 beds

|

4 baths

|

3,150 sq ft

|

House

27 ENSIGN SPENCE, WILLIAMSBURG, VA, 2318...
Community: Kingsmill
Kingsmill 121 RANDOLPHS GRN, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23185
$998,000

3 beds

|

3 baths

|

2,111 sq ft

|

House

121 RANDOLPHS GRN, WILLIAMSBURG, VA, 231...
Community: Kingsmill
Kingsmill 102 THOMAS GATES, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$620,000

3 beds

|

3 baths

|

2,160 sq ft

|

House

102 THOMAS GATES, WILLIAMSBURG, VA, 2318...
Community: Kingsmill
Ford's Colony 230 PAR DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$469,000

2 beds

|

3 baths

|

2,077 sq ft

|

Townhouse

230 PAR DR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Kingsmill 13 WINSTER FAX, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$424,900

4 beds

|

4 baths

|

1,974 sq ft

|

Townhouse

13 WINSTER FAX, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Ford's Colony 1208 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$659,990

4 beds

|

2 baths

|

2,714 sq ft

|

Townhome

1208 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
The Governor's Land at Two Rivers 3204 FOWLERS LAKE RD, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$790,000

4 beds

|

4 baths

|

3,396 sq ft

|

House

3204 FOWLERS LAKE RD, WILLIAMSBURG, VA, ...
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
The Governor's Land at Two Rivers 2941 BARRETS POINTE RD, WILLIAMSBURG, VA..., Williamsburg, VA 23185
$1,950,000

3 beds

|

3 baths

|

5,245 sq ft

|

Detached

2941 BARRETS POINTE RD, WILLIAMSBURG, VA...
Villas at Five Forks 3135 PRISTINE VW, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$479,000

3 beds

|

2 baths

|

1,866 sq ft

|

Townhome

3135 PRISTINE VW, WILLIAMSBURG, VA, 2318...
Download the Ultimate 55+ Homebuying Guide Whether you’re searching for a 55+ community, downsizing, or exploring other housing options, our free-to-download guide will assist you in finding the ideal home for your needs.
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Frequently Asked Questions


Williamsburg Area 55+ Housing Market Trends

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