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Williamsburg, VA 55+ active adult communities & homes for sale - Page 5

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
The Governor's Land at Two Rivers 2333 W ISLAND RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$889,000

4 beds

|

4 baths

|

4,813 sq ft

|

House

2333 W ISLAND RD, WILLIAMSBURG, VA, 2318...
Ford's Colony 110 WORKINGTON, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$799,900

4 beds

|

5 baths

|

4,051 sq ft

110 WORKINGTON, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
New Town 4309 AUDREY LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$525,000

4 beds

|

3 baths

|

2,122 sq ft

|

Townhouse

4309 AUDREY LN, WILLIAMSBURG, VA, 23188
Community: New Town
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
Ford's Colony 107 EAGLE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,199,000

5 beds

|

5 baths

|

5,233 sq ft

|

House

107 EAGLE, 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 147 NOTTINGHAMSHIRE, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188
$700,000

4 beds

|

4 baths

|

3,064 sq ft

|

House

147 NOTTINGHAMSHIRE, WILLIAMSBURG, VA, 2...
Community: Ford's Colony
Fenton Hollow 107 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$654,890

5 beds

|

3 baths

|

2,511 sq ft

|

Detached

107 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Whittakers Mill 202 BOLTONS MILL PKWY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$439,900

3 beds

|

2 baths

|

2,322 sq ft

|

Townhome

202 BOLTONS MILL PKWY, WILLIAMSBURG, VA,...
Community: Whittakers Mill
Fenton Hollow 213 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$592,890

4 beds

|

3 baths

|

1,953 sq ft

|

House

213 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
Community: Fenton Hollow
The Settlement at Powhatan Creek 4017 CORONATION, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$650,000

4 beds

|

3 baths

|

3,372 sq ft

|

House

4017 CORONATION, WILLIAMSBURG, VA, 23188
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.
The Governor's Land at Two Rivers 2901 THOMAS SMITH LN, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$890,000

5 beds

|

6 baths

|

4,143 sq ft

|

House

2901 THOMAS SMITH LN, WILLIAMSBURG, VA, ...
Whittakers Mill 202 BOLTONS MILL PKWY 16B, WILLIAMSBURG,..., Williamsburg, VA 23185
$439,900

3 beds

|

3 baths

|

2,322 sq ft

|

Townhouse

202 BOLTONS MILL PKWY 16B, WILLIAMSBURG,...
Community: Whittakers Mill
Colonial Heritage 4200 BRAFFERTON RD, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$414,900

3 beds

|

2 baths

|

1,664 sq ft

|

Townhome

4200 BRAFFERTON RD, WILLIAMSBURG, VA, 23...
Community: Colonial Heritage
Kingsmill 237 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$279,900

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

237 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
The Governor's Land at Two Rivers 2052 HORNES LAKE RD, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$859,000

4 beds

|

4 baths

|

4,499 sq ft

|

House

2052 HORNES LAKE RD, WILLIAMSBURG, VA, 2...
Fenton Hollow 111 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$664,890

4 beds

|

3 baths

|

2,613 sq ft

|

House

111 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
Colonial Heritage 4100 WHITLEY TER, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$550,000

4 beds

|

3 baths

|

2,034 sq ft

|

Detached

4100 WHITLEY TER, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
Fenton Hollow 109 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$674,890

4 beds

|

3 baths

|

2,804 sq ft

|

House

109 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Quarterpath at Tutter's Pond 3012 PLYMOUTH PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$474,900

3 beds

|

2 baths

|

2,040 sq ft

|

Townhome

3012 PLYMOUTH PL, WILLIAMSBURG, VA, 2318...
Ford's Colony 105 PORTLAND, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$815,000

3 beds

|

3 baths

|

3,483 sq ft

|

Detached

105 PORTLAND, 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.
Kingsmill 33 WHITTAKERS MILL RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$750,000

5 beds

|

3 baths

|

4,282 sq ft

|

House

33 WHITTAKERS MILL RD, WILLIAMSBURG, VA,...
Community: Kingsmill
Ford's Colony 1104 EAGLESCLIFFE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$525,000

2 beds

|

2 baths

|

1,862 sq ft

|

Condo

1104 EAGLESCLIFFE, WILLIAMSBURG, VA, 231...
Community: Ford's Colony
Whittakers Mill 123 MCCORMICK PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$439,000

4 beds

|

2 baths

|

2,296 sq ft

|

Townhome

123 MCCORMICK PL, WILLIAMSBURG, VA, 2318...
Community: Whittakers Mill
Whittakers Mill 319 CLEMENTS MILL TRCE 20B, WILLIAMSBURG..., Williamsburg, VA 23185
$385,000

3 beds

|

2 baths

|

2,256 sq ft

|

Townhome

319 CLEMENTS MILL TRCE 20B, WILLIAMSBURG...
Community: Whittakers Mill
Kingsmill 168 JEFFERSONS HUNDRED, WILLIAMSBURG, VA..., Williamsburg, VA 23185
$945,000

4 beds

|

4 baths

|

3,857 sq ft

|

House

168 JEFFERSONS HUNDRED, WILLIAMSBURG, VA...
Community: Kingsmill
Ford's Colony 120 INVERNESS, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$776,475

4 beds

|

3 baths

|

3,045 sq ft

|

Detached

120 INVERNESS, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Colonial Heritage 6371 CORDELIA RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$458,000

2 beds

|

2 baths

|

1,341 sq ft

|

House

6371 CORDELIA RD, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Kingsmill 122 PELHAMS ORDINARY, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$289,900

2 beds

|

2 baths

|

1,190 sq ft

|

Townhome

122 PELHAMS ORDINARY, WILLIAMSBURG, VA, ...
Community: Kingsmill
Ford's Colony 101 EAGLE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$748,750

4 beds

|

4 baths

|

3,344 sq ft

|

House

101 EAGLE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
The Governor's Land at Two Rivers 2076 HARPERS ML, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$950,000

4 beds

|

4 baths

|

3,721 sq ft

|

House

2076 HARPERS ML, 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.
The Governor's Land at Two Rivers 2076 HARPERS MILL, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23185
$950,000

4 beds

|

4 baths

|

3,721 sq ft

2076 HARPERS MILL, WILLIAMSBURG, VA, 231...
Kingsmill 224 WILLIAM BARKSDALE, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$639,000

3 beds

|

3 baths

|

2,800 sq ft

|

House

224 WILLIAM BARKSDALE, WILLIAMSBURG, VA,...
Community: Kingsmill
Kingsmill 108 COLONEL PHILIP JOHNSON, WILLIAMSBURG..., Williamsburg, VA 23188
$1,250,000

4 beds

|

3 baths

|

3,082 sq ft

|

House

108 COLONEL PHILIP JOHNSON, WILLIAMSBURG...
Community: Kingsmill
Kingsmill 66 WINSTER FAX, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$415,000

4 beds

|

3 baths

|

1,974 sq ft

|

Townhome

66 WINSTER FAX, WILLIAMSBURG, VA, 23185
Community: Kingsmill
The Governor's Land at Two Rivers 2925 NATHANIELS RUN, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$854,900

5 beds

|

4 baths

|

3,988 sq ft

|

House

2925 NATHANIELS RUN, WILLIAMSBURG, VA, 2...
The Governor's Land at Two Rivers 2925 NATHANIEL'S RUN, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$854,900

5 beds

|

4 baths

|

3,988 sq ft

2925 NATHANIEL'S RUN, WILLIAMSBURG, VA, ...
New Town 5416 FOUNDATION ST, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$639,000

2 beds

|

3 baths

|

2,308 sq ft

|

Townhome

5416 FOUNDATION ST, WILLIAMSBURG, VA, 23...
Community: New Town
Colonial Heritage 6408 ISABELLA DR, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$549,000

3 beds

|

2 baths

|

1,815 sq ft

|

Detached

6408 ISABELLA DR, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Colonial Heritage 4772 WINTERBERRY CT, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188
$605,000

4 beds

|

3 baths

|

4,314 sq ft

|

House

4772 WINTERBERRY CT, WILLIAMSBURG, VA, 2...
Community: Colonial Heritage
New Town 5416 & 5415 FOUNDATION ST, WILLIAMSBURG,..., Williamsburg, VA 23188
$639,000

2 beds

|

3 baths

|

2,308 sq ft

|

Condo

5416 & 5415 FOUNDATION ST, 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.
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Frequently Asked Questions


Williamsburg Area 55+ Housing Market Trends

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