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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 review) Kingsmill
$300ks - $2Ms
Kingsmill, Williamsburg, VA
New and Resale | Age-targeted | Built 1975 - present | 2,354 homes
The Governor's Land at Tw...
$600ks - $3Ms
The Governor's Land at Tw..., Williamsburg, VA
New and Resale | Age-targeted | 750 homes
Fenton Hollow
Fenton Hollow, Williamsburg, VA
New Construction | Age-targeted | Built 2026 - present | 292 homes
Villas at Five Forks
$300ks - $400ks
Villas at Five Forks, Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 90 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
New Town
$300ks - $800ks
New Town, Williamsburg, VA
New and Resale | Age-targeted | Built 2005 - present | 250 homes
Walnut Farm
$400ks - $600ks
Walnut Farm, Williamsburg, VA
New Construction | Age-targeted | Built 2019 - present | 75 homes
The Settlement at Powhata...
$400ks - $600ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 400 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 The Governor's Land at Two Rivers 2520 SANCTUARY DR, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23185
$499,000

4 beds

|

3 baths

|

3,700 sq ft

|

Detached

2520 SANCTUARY DR, WILLIAMSBURG, VA, 231...
New Kingsmill 109 ABIGAIL LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$749,000

4 beds

|

2 baths

|

3,211 sq ft

|

House

109 ABIGAIL LN, WILLIAMSBURG, VA, 23185
Community: Kingsmill
New Kingsmill 108 BARRETT PL, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$739,900

4 beds

|

4 baths

|

3,456 sq ft

|

House

108 BARRETT PL, WILLIAMSBURG, VA, 23185
Community: Kingsmill
New Kingsmill 109 FRANCIS JESSUP, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185
$598,500

4 beds

|

3 baths

|

2,589 sq ft

|

House

109 FRANCIS JESSUP, WILLIAMSBURG, VA, 23...
Community: Kingsmill
New The Governor's Land at Two Rivers 1924 N FOWLERS CLOSE, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$2,750,000

4 beds

|

7 baths

|

6,889 sq ft

|

House

1924 N FOWLERS CLOSE, WILLIAMSBURG, VA, ...
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
New Kingsmill 29 WHITTAKERS MILL RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$1,890,000

5 beds

|

5 baths

|

5,008 sq ft

|

Detached

29 WHITTAKERS MILL RD, WILLIAMSBURG, VA,...
Community: Kingsmill
New Kingsmill 220 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$198,000

1 beds

|

1 baths

|

830 sq ft

|

Condo

220 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
New Fenton Hollow 107 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$599,990

5 beds

|

3 baths

|

2,511 sq ft

|

Detached

107 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
The Governor's Land at Two Rivers 1415 KATHERINE SHAYE LN, WILLIAMSBURG, V..., Williamsburg, VA 23185
$799,900

3 beds

|

3 baths

|

3,063 sq ft

|

House

1415 KATHERINE SHAYE LN, WILLIAMSBURG, V...
Fenton Hollow 211 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$574,990

4 beds

|

2 baths

|

1,862 sq ft

|

Detached

211 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
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.
The Governor's Land at Two Rivers 2333 W ISLAND RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$850,000

4 beds

|

4 baths

|

4,813 sq ft

|

House

2333 W ISLAND RD, WILLIAMSBURG, VA, 2318...
Ford's Colony 101 EAGLE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$739,900

4 beds

|

4 baths

|

3,344 sq ft

|

House

101 EAGLE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 101 BROADMOOR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$750,000

3 beds

|

3 baths

|

3,300 sq ft

101 BROADMOOR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 107 N BERWICK, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,000,000

4 beds

|

4 baths

|

3,799 sq ft

|

House

107 N BERWICK, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 106 N STOCKER CT, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$625,000

4 beds

|

2 baths

|

2,271 sq ft

|

Detached

106 N STOCKER CT, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Kingsmill 10 HAMPTON KY , WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$889,000

4 beds

|

4 baths

|

3,811 sq ft

|

House

10 HAMPTON KY , WILLIAMSBURG, VA, 23185
Community: Kingsmill
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Ford's Colony 204 BEESTON FLDS, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$775,000

5 beds

|

3 baths

|

3,721 sq ft

|

House

204 BEESTON FLDS, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Kingsmill 105 WILLIAM BARKSDALE, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$849,000

3 beds

|

4 baths

|

3,266 sq ft

|

House

105 WILLIAM BARKSDALE, WILLIAMSBURG, VA,...
Community: Kingsmill
Villas at Five Forks 4322 CREEK VW, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$475,000

3 beds

|

2 baths

|

1,866 sq ft

|

Condo

4322 CREEK VW, WILLIAMSBURG, VA, 23188
Ford's Colony 108 LOTHIAN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$915,000

4 beds

|

4 baths

|

3,200 sq ft

|

Detached

108 LOTHIAN, 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.
Fenton Hollow 128 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$718,990

5 beds

|

3 baths

|

2,974 sq ft

|

House

128 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 110 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$644,990

4 beds

|

3 baths

|

2,209 sq ft

|

House

110 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
New Town 5620 FOUNDATION ST, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188
$435,000

3 beds

|

2 baths

|

1,949 sq ft

|

Townhome

5620 FOUNDATION ST, WILLIAMSBURG, VA, 23...
Community: New Town
New Town 4431 LYDIA'S DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$310,000

2 beds

|

1 baths

|

1,000 sq ft

|

Townhome

4431 LYDIA'S DR, WILLIAMSBURG, VA, 23188
Community: New Town
Kingsmill 215 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$270,000

2 beds

|

2 baths

|

1,230 sq ft

|

Townhome

215 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
Ford's Colony 128 RIVIERA, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$795,000

4 beds

|

4 baths

|

3,550 sq ft

|

House

128 RIVIERA, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 211 DOGLEG DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$498,000

3 beds

|

3 baths

|

2,278 sq ft

|

Townhouse

211 DOGLEG DR, 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 128 EDWARD WAKEFIELD, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$625,000

3 beds

|

2 baths

|

2,230 sq ft

|

Detached

128 EDWARD WAKEFIELD, WILLIAMSBURG, VA, ...
Community: Kingsmill
Ford's Colony 100 DORAL, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$885,000

4 beds

|

4 baths

|

3,573 sq ft

|

House

100 DORAL, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Kingsmill 108 CLARA CROKER, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$725,000

4 beds

|

2 baths

|

2,630 sq ft

|

Detached

108 CLARA CROKER, WILLIAMSBURG, VA, 2318...
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 101 MATHEWS GRANT, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23185
$475,000

3 beds

|

2 baths

|

2,135 sq ft

101 MATHEWS GRANT, WILLIAMSBURG, VA, 231...
Community: Kingsmill
New Town 4404 BETTY LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$299,000

2 beds

|

1 baths

|

1,000 sq ft

|

Townhome

4404 BETTY LN, WILLIAMSBURG, VA, 23188
Community: New Town
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...
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
Ford's Colony 158 FORDS COLONY DR, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188
$750,000

4 beds

|

3 baths

|

3,918 sq ft

|

Detached

158 FORDS COLONY DR, WILLIAMSBURG, VA, 2...
Community: Ford's Colony
Ford's Colony 107 KEMPE DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$565,000

3 beds

|

3 baths

|

2,314 sq ft

|

House

107 KEMPE DR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Kingsmill 16 WINSTER FAX, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$425,000

4 beds

|

3 baths

|

2,477 sq ft

|

Townhome

16 WINSTER FAX, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Ford's Colony 106 WENTWORTH, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$639,900

5 beds

|

6 baths

|

4,981 sq ft

|

House

106 WENTWORTH, 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 104 BROOMFIELD CIR, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185
$875,000

3 beds

|

4 baths

|

3,294 sq ft

|

House

104 BROOMFIELD CIR, WILLIAMSBURG, VA, 23...
Community: Kingsmill
Ford's Colony 212 CASTLEROCK, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$725,000

3 beds

|

3 baths

|

3,035 sq ft

|

House

212 CASTLEROCK, 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.

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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