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Williamsburg, VA 55+ active adult communities & homes for sale - Page 4

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
Kingsmill 527 THOMAS BRANSBY, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185
$679,000

3 beds

|

2 baths

|

2,437 sq ft

|

Detached

527 THOMAS BRANSBY, WILLIAMSBURG, VA, 23...
Community: Kingsmill
New Town 4404 BETTY LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$294,900

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 1616 HARBOR RD, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,400,000

3 beds

|

4 baths

|

3,669 sq ft

|

House

1616 HARBOR RD, WILLIAMSBURG, VA, 23185
Kingsmill 636 FAIRFAX WAY, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$875,000

4 beds

|

3 baths

|

3,383 sq ft

|

House

636 FAIRFAX WAY, WILLIAMSBURG, VA, 23185
Community: Kingsmill
New Town 4310 CANDACE LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$375,000

3 beds

|

2 baths

|

1,756 sq ft

|

Townhome

4310 CANDACE LN, WILLIAMSBURG, VA, 23188
Community: New Town
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
Ford's Colony 108 LONGBOAT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,325,000

4 beds

|

3 baths

|

4,425 sq ft

|

Detached

108 LONGBOAT, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Fenton Hollow 130 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$728,890

4 beds

|

2 baths

|

3,536 sq ft

|

Detached

130 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Fenton Hollow 00 MICHIGAN AVE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$639,990

5 beds

|

3 baths

|

2,511 sq ft

|

House

00 MICHIGAN AVE, WILLIAMSBURG, VA, 23188
Community: Fenton Hollow
Ford's Colony 109 STOWEFLAKE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,590,000

4 beds

|

6 baths

|

6,870 sq ft

|

House

109 STOWEFLAKE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
New Town 5422 CENTER ST, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$575,000

3 beds

|

3 baths

|

1,820 sq ft

|

Townhouse

5422 CENTER ST, WILLIAMSBURG, VA, 23188
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.
New Town 4909 SETTLERS MARKET BLVD, WILLIAMSBURG,..., Williamsburg, VA 23188
$535,000

3 beds

|

3 baths

|

2,223 sq ft

|

Townhome

4909 SETTLERS MARKET BLVD, WILLIAMSBURG,...
Community: New Town
Ford's Colony 112 BUTLER, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$688,000

4 beds

|

3 baths

|

2,519 sq ft

|

House

112 BUTLER, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
The Governor's Land at Two Rivers 2901 KITCHUMS POND RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$895,000

4 beds

|

4 baths

|

3,954 sq ft

|

House

2901 KITCHUMS POND RD, WILLIAMSBURG, VA,...
Fenton Hollow 207 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$652,890

5 beds

|

3 baths

|

2,511 sq ft

|

Detached

207 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
Community: Fenton Hollow
Ford's Colony 139 GREAT GLN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$650,000

4 beds

|

4 baths

|

2,988 sq ft

|

House

139 GREAT GLN, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Fenton Hollow 219 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$717,390

4 beds

|

4 baths

|

3,224 sq ft

|

House

219 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 117 AINSDALE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$825,000

3 beds

|

3 baths

|

3,224 sq ft

|

House

117 AINSDALE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 1328 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$656,240

4 beds

|

3 baths

|

2,879 sq ft

|

Condo

1328 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Colonial Heritage 4212 KENDALL LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$460,000

2 beds

|

2 baths

|

1,400 sq ft

|

Detached

4212 KENDALL LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
Ford's Colony 101 HARBOUR TOWN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$735,000

3 beds

|

4 baths

|

3,000 sq ft

|

House

101 HARBOUR TOWN, WILLIAMSBURG, VA, 2318...
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.
Colonial Heritage 3928 ETHAN LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$455,000

3 beds

|

3 baths

|

1,867 sq ft

|

Detached

3928 ETHAN LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
Kingsmill 245 ARCHERS MEAD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$459,000

3 beds

|

3 baths

|

2,490 sq ft

|

Townhouse

245 ARCHERS MEAD, WILLIAMSBURG, VA, 2318...
Community: Kingsmill
Colonial Heritage 6860 ARTHUR HILLS DR, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188
$525,000

3 beds

|

3 baths

|

3,630 sq ft

|

Detached

6860 ARTHUR HILLS DR, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
Colonial Heritage 3987 ISAAC CIR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$678,000

4 beds

|

3 baths

|

3,036 sq ft

|

House

3987 ISAAC CIR, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
Ford's Colony 9 HARROP PARRISH CT, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188
$949,000

5 beds

|

4 baths

|

4,430 sq ft

|

House

9 HARROP PARRISH CT, WILLIAMSBURG, VA, 2...
Community: Ford's Colony
Colonial Heritage 4219 HARRINGTON CMNS, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188
$550,000

3 beds

|

3 baths

|

2,548 sq ft

|

Detached

4219 HARRINGTON CMNS, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
Ford's Colony 103 DOGLEG DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$499,000

3 beds

|

3 baths

|

2,149 sq ft

|

Townhouse

103 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 109 DAINGERFIELD RD, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$599,000

5 beds

|

2 baths

|

2,846 sq ft

|

Detached

109 DAINGERFIELD RD, WILLIAMSBURG, VA, 2...
Community: Kingsmill
Fenton Hollow 205 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$670,890

4 beds

|

3 baths

|

2,804 sq ft

|

House

205 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
Community: Fenton Hollow
Fenton Hollow 108 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$705,890

4 beds

|

4 baths

|

3,224 sq ft

|

House

108 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.
Fenton Hollow 110 MICHIGAN AVE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$658,890

4 beds

|

3 baths

|

2,209 sq ft

|

House

110 MICHIGAN AVE, WILLIAMSBURG, VA, 2318...
Community: Fenton Hollow
Ford's Colony 109 NEW MARKET, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$1,400,000

5 beds

|

3 baths

|

4,068 sq ft

|

Detached

109 NEW MARKET, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 1312 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$646,990

4 beds

|

3 baths

|

2,879 sq ft

|

Condo

1312 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Ford's Colony 1268 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$649,240

4 beds

|

3 baths

|

2,879 sq ft

|

Townhome

1268 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Ford's Colony 1260 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$699,240

4 beds

|

3 baths

|

2,879 sq ft

|

Condo

1260 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Ford's Colony 1256 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$676,990

4 beds

|

3 baths

|

2,879 sq ft

|

Condo

1256 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Fenton Hollow 209 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$592,890

4 beds

|

2 baths

|

1,953 sq ft

|

Detached

209 WISCONSIN AVE, WILLIAMSBURG, VA, 231...
Community: Fenton Hollow
New Town 4939 SETTLERS MARKET BLVD, WILLIAMSBURG,..., Williamsburg, VA 23188
$549,000

3 beds

|

4 baths

|

2,360 sq ft

|

Townhouse

4939 SETTLERS MARKET BLVD, WILLIAMSBURG,...
Community: New Town
Want to learn more about 55+ communities in Williamsburg? 55places can help!
Questions? Call us: (757) 703-1936
The Settlement at Powhatan Creek 4031 CORONATION, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$749,000

4 beds

|

4 baths

|

3,452 sq ft

|

House

4031 CORONATION, WILLIAMSBURG, VA, 23188
Fenton Hollow 211 WISCONSIN AVE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$580,890

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.
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Williamsburg Area 55+ Housing Market Trends

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