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

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


11 communities 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
New Town
$300ks - $800ks
New Town, Williamsburg, VA
New and Resale | Age-targeted | Built 2005 - present | 250 homes
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
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
Quarterpath at Tutter's P...
$500ks - $600ks
Quarterpath at Tutter's P..., Williamsburg, VA
New Construction | Age-targeted | Built 2024 - present | 81 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.
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
New Kingsmill 14 YEARDLEYS GRANT, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185
$575,000

2 beds

|

3 baths

|

2,596 sq ft

|

House

14 YEARDLEYS GRANT, WILLIAMSBURG, VA, 23...
Community: Kingsmill
New New Town 5620 FOUNDATION ST, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$435,000

3 beds

|

4 baths

|

1,949 sq ft

|

Townhouse

5620 FOUNDATION ST, WILLIAMSBURG, VA, 23...
Community: New Town
New Fenton Hollow 125 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$674,890

4 beds

|

3 baths

|

2,804 sq ft

|

House

125 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
New Ford's Colony 227 BEESTON FLDS, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$729,900

4 beds

|

3 baths

|

2,796 sq ft

|

House

227 BEESTON FLDS, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
New Ford's Colony 205 PORTSTEWART, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,250,000

4 beds

|

4 baths

|

5,359 sq ft

|

Detached

205 PORTSTEWART, 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
Ford's Colony 115 MONTROSE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$670,000

3 beds

|

3 baths

|

2,870 sq ft

|

House

115 MONTROSE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
The Governor's Land at Two Rivers 2996 RIVER REACH, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$1,350,000

5 beds

|

5 baths

|

5,250 sq ft

|

House

2996 RIVER REACH, WILLIAMSBURG, VA, 2318...
The Governor's Land at Two Rivers 3000 KITCHUMS CLOSE, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$3,979,000

6 beds

|

6 baths

|

5,464 sq ft

|

House

3000 KITCHUMS CLOSE, WILLIAMSBURG, VA, 2...
Ford's Colony 119 PORTLAND, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$800,000

3 beds

|

3 baths

|

3,180 sq ft

|

House

119 PORTLAND, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Fenton Hollow 213 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$662,390

5 beds

|

3 baths

|

2,511 sq ft

|

Detached

213 MICHIGAN 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.
Kingsmill 104 HARROPS GLN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$379,988

2 beds

|

3 baths

|

1,700 sq ft

|

Townhouse

104 HARROPS GLN, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Villas at Five Forks 4325 CREEK VW, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$484,900

3 beds

|

2 baths

|

1,866 sq ft

|

Condo

4325 CREEK VW, WILLIAMSBURG, VA, 23188
Ford's Colony 112 WOODHALL SPA, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$824,999

5 beds

|

4 baths

|

5,044 sq ft

|

Detached

112 WOODHALL SPA, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Fenton Hollow 115 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$674,890

4 beds

|

2 baths

|

2,818 sq ft

|

Detached

115 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Ford's Colony 213 DOGLEG DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$480,000

4 beds

|

3 baths

|

2,274 sq ft

|

Townhouse

213 DOGLEG DR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 1328 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$656,990

4 beds

|

3 baths

|

2,879 sq ft

|

Condo

1328 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Ford's Colony 102 ASCOT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$859,000

4 beds

|

5 baths

|

3,987 sq ft

|

House

102 ASCOT, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 205 ROYAL DUBLIN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$610,000

3 beds

|

3 baths

|

2,221 sq ft

|

Detached

205 ROYAL DUBLIN, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Kingsmill 111 PELHAMS ORDINARY, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$299,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

111 PELHAMS ORDINARY, WILLIAMSBURG, VA, ...
Community: Kingsmill
New Town 4907 SETTLERS MARKET BLVD, WILLIAMSBURG,..., Williamsburg, VA 23188
$533,900

3 beds

|

4 baths

|

2,360 sq ft

|

Townhouse

4907 SETTLERS MARKET BLVD, WILLIAMSBURG,...
Community: New Town
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.
Fenton Hollow 215 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$670,890

4 beds

|

2 baths

|

2,804 sq ft

|

Detached

215 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
Community: Fenton Hollow
Ford's Colony 100 W LINKS, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,075,000

4 beds

|

3 baths

|

4,045 sq ft

|

House

100 W LINKS, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
New Town 5215 CENTER ST 203, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$389,000

3 beds

|

2 baths

|

1,385 sq ft

|

Condo

5215 CENTER ST 203, WILLIAMSBURG, VA, 23...
Community: New Town
Ford's Colony 102 CLYDESIDE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$649,900

4 beds

|

3 baths

|

2,913 sq ft

|

House

102 CLYDESIDE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Quarterpath at Tutter's Pond 1008 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$508,900

3 beds

|

3 baths

|

2,047 sq ft

|

Townhouse

1008 GADSBY LN, WILLIAMSBURG, VA, 23185
Ford's Colony 123 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$654,890

5 beds

|

3 baths

|

2,511 sq ft

|

House

123 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Ford's Colony 117 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$654,890

5 beds

|

3 baths

|

2,511 sq ft

|

House

117 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Fenton Hollow 112 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$738,890

4 beds

|

2 baths

|

3,590 sq ft

|

Detached

112 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Kingsmill 119 HARROPS GLN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$525,000

3 beds

|

4 baths

|

2,230 sq ft

|

Townhouse

119 HARROPS GLN, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Villas at Five Forks 3201 PRISTINE VW 13A, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188
$465,000

3 beds

|

2 baths

|

1,866 sq ft

|

Condo

3201 PRISTINE VW 13A, WILLIAMSBURG, VA, ...
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.
Fenton Hollow 114 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$728,890

4 beds

|

2 baths

|

3,536 sq ft

|

Detached

114 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 116 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$718,890

5 beds

|

3 baths

|

2,974 sq ft

|

Detached

116 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Kingsmill 17 WHITTAKERS MILL RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$1,100,000

5 beds

|

5 baths

|

4,476 sq ft

|

House

17 WHITTAKERS MILL RD, WILLIAMSBURG, VA,...
Community: Kingsmill
The Governor's Land at Two Rivers 2809 ANN JOHNSON LN, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$2,500,000

5 beds

|

5 baths

|

6,950 sq ft

2809 ANN JOHNSON LN, WILLIAMSBURG, VA, 2...
Kingsmill 137 ROGER SMITH, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$979,000

3 beds

|

4 baths

|

3,994 sq ft

|

House

137 ROGER SMITH, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Ford's Colony 301 DOGLEG DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$599,000

3 beds

|

3 baths

|

2,851 sq ft

|

Townhouse

301 DOGLEG DR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Fenton Hollow 118 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$738,890

4 beds

|

2 baths

|

3,604 sq ft

|

Detached

118 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Ford's Colony 1324 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$681,990

4 beds

|

3 baths

|

2,751 sq ft

|

Condo

1324 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Kingsmill 104 PELHAMS ORDINARY, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$295,000

2 beds

|

2 baths

|

1,190 sq ft

|

Condo

104 PELHAMS ORDINARY, WILLIAMSBURG, VA, ...
Community: Kingsmill
The Governor's Land at Two Rivers 1613 RIVER RDG, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,199,500

5 beds

|

5 baths

|

4,700 sq ft

|

House

1613 RIVER RDG, WILLIAMSBURG, VA, 23185
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.

Frequently Asked Questions


Williamsburg Area 55+ Housing Market Trends

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Williamsburg Area 55+ Housing Market Trends Williamsburg Area 55+ Housing Market Trends

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