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Isle of Wight, VA 55+ active adult communities & homes for sale

332 homes near Isle of Wight

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South Harbor Towns
$300Ks - $400Ks
South Harbor Towns, Isle of Wight, VA
New Construction | 55+ age-restricted | Built 2023 - present | 300 homes
5 rating (2 reviews) Ford's Colony
$500Ks - $1Ms
Ford's Colony, Williamsburg, VA
New and Resale | Age-targeted | Built 1987 - present | 3,250 homes
Kingsmill
$200Ks - $2Ms
Kingsmill, Williamsburg, VA
New and Resale | Age-targeted | Built 1975 - present | 2,354 homes
4.3 rating (15 reviews) Colonial Heritage
$300Ks - $600Ks
Colonial Heritage, Williamsburg, VA
New and Resale | 55+ age-restricted | Built 2004 - present | 1,800 homes
4 rating (3 reviews) The Villages at West Neck
$300Ks - $500Ks
The Villages at West Neck, Virginia Beach, VA
Resale Only | 55+ age-restricted | Built 2001 - 2014 | 936 homes
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The Governor's Land at Tw...
$600Ks - $3Ms
The Governor's Land at Tw..., Williamsburg, VA
New and Resale | Age-targeted | 750 homes
4.4 rating (5 reviews) Eagle Pointe at Cahoon Pl...
$300Ks - $600Ks
Eagle Pointe at Cahoon Pl..., Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2005 - present | 501 homes
4.5 rating (12 reviews) The Groves at New Kent
$200Ks - $500Ks
The Groves at New Kent, New Kent, VA
New and Resale | 55+ age-restricted | Built 2010 - present | 455 homes
The Settlement at Powhata...
$400Ks - $600Ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2017 | 400 homes
New Town
$400Ks - $800Ks
New Town, Williamsburg, VA
New and Resale | Age-targeted | Built 2005 - present | 250 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.
The Retreat at Greenbrier
$400Ks - $500Ks
The Retreat at Greenbrier, Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2003 - 2015 | 184 homes
4.5 rating (4 reviews) Settler's Ridge
$300Ks - $500Ks
Settler's Ridge, Richmond, VA
New and Resale | 55+ age-restricted | Built 2006 - present | 166 homes
The Villas at Rose Hill
$400Ks - $500Ks
The Villas at Rose Hill, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 157 homes
5 rating (1 reviews) Cobblestone
$300Ks - $300Ks
Cobblestone, Hopewell, VA
Resale Only | 55+ age-restricted | Built 1998 - 2014 | 154 homes
The Parke at Cypress Cree...
$500Ks - $700Ks
The Parke at Cypress Cree..., Smithfield, VA
New Construction | 55+ age-restricted | Built 2020 - present | 152 homes
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Tinsley Charter
$200Ks - $300Ks
Tinsley Charter, Prince George, VA
Resale Only | 55+ age-restricted | Built 2003 - 2019 | 150 homes
Cherry Grove
$400Ks - $400Ks
Cherry Grove, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 130 homes
The Bluffs at Bell Creek
$300Ks - $400Ks
The Bluffs at Bell Creek, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2004 - 2015 | 128 homes
Church Square
$400Ks - $400Ks
Church Square, Smithfield, VA
New and Resale | 55+ age-restricted | Built 2007 - present | 120 homes
5 rating (1 reviews) The Cottages at Viniterra
$400Ks - $600Ks
The Cottages at Viniterra, New Kent, VA
New Construction | 55+ age-restricted | Built 2021 - present | 118 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.
Whittakers Mill
$400Ks - $400Ks
Whittakers Mill, Williamsburg, VA
New and Resale | Age-targeted | Built 2018 - present | 106 homes
The Vineyards at Hallstea...
$400Ks - $400Ks
The Vineyards at Hallstea..., Suffolk, VA
New Construction | 55+ age-restricted | Built 2021 - present | 102 homes
Retreat at Edinburgh Farm...
$500Ks - $500Ks
Retreat at Edinburgh Farm..., Chesapeake, VA
New Construction | 55+ age-restricted | Built 2023 - present | 102 homes
The Retreat at Harbour Co...
$500Ks - $500Ks
The Retreat at Harbour Co..., Suffolk, VA
New Construction | 55+ age-restricted | Built 2022 - present | 101 homes
Meredith Place
$300Ks - $400Ks
Meredith Place, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2011 - 2015 | 100 homes
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Stags Trail
$400Ks - $700Ks
Stags Trail, Mechanicsville, VA
New Construction | 55+ age-restricted | Built 2023 - present | 98 homes
Villas at Five Forks
$300Ks - $400Ks
Villas at Five Forks, Williamsburg, VA
Resale Only | 55+ age-restricted | Built 2008 - 2013 | 90 homes
Sommerton
$400Ks - $500Ks
Sommerton, Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2006 - 2017 | 90 homes
Legacy at Burbage Lake
$200Ks - $400Ks
Legacy at Burbage Lake, Suffolk, VA
New Construction | 55+ age-restricted | 90 homes
The Commons at Hunningdon...
$200Ks - $400Ks
The Commons at Hunningdon..., Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2004 - present | 87 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.
The Retreat at Western Br...
$400Ks - $500Ks
The Retreat at Western Br..., Chesapeake, VA
New Construction | 55+ age-restricted | Built 2021 - present | 84 homes
Quarterpath at Tutter's P...
$500Ks - $500Ks
Quarterpath at Tutter's P..., Williamsburg, VA
New Construction | Age-targeted | Built 2024 - present | 81 homes
5 rating (1 reviews) Retreat at Kemps River
$300Ks - $400Ks
Retreat at Kemps River, Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2017 - 2021 | 80 homes
Liberty Trace
$300Ks - $300Ks
Liberty Trace, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2008 - 2016 | 75 homes
Walnut Farm
$400Ks - $700Ks
Walnut Farm, Williamsburg, VA
New Construction | Age-targeted | Built 2019 - present | 75 homes
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
Monarch Walk
$100Ks - $200Ks
Monarch Walk, Chesapeake, VA
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 62 homes
CoolWell
$400Ks - $400Ks
CoolWell, Mechanicsville, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 60 homes
5 rating (1 reviews) Rock Creek Villas
$300Ks - $400Ks
Rock Creek Villas, Quinton, VA
New and Resale | 55+ age-restricted | Built 2009 - present | 60 homes
Twin Rivers at Meadowvill...
$500Ks - $500Ks
Twin Rivers at Meadowvill..., Chester, VA
New Construction | Age-targeted | Built 2020 - present | 48 homes
Oak Crest Townhomes
$400Ks - $500Ks
Oak Crest Townhomes, Mechanicsville, VA
New Construction | 55+ age-restricted | Built 2024 - present | 40 homes
1...2
Colonial Heritage 6371 YARMOUTH RUN, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188
$430,000

2 beds

|

2 baths

|

1,329 sq ft

|

Detached

6371 YARMOUTH RUN, WILLIAMSBURG, VA, 231...
Community: Colonial Heritage
Ford's Colony 3 MENIFE CT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$787,500

3 beds

|

3 baths

|

2,299 sq ft

|

Detached

3 MENIFE CT, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Retreat at Edinburgh Farms 2013 BARTON LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$584,990

4 beds

|

2 baths

|

2,614 sq ft

|

Townhome

2013 BARTON LN, CHESAPEAKE, VA, 23322
Retreat at Edinburgh Farms 2017 BARTON LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$554,990

4 beds

|

3 baths

|

2,781 sq ft

|

Townhome

2017 BARTON LN, CHESAPEAKE, VA, 23322
Ford's Colony 1320 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$712,990

4 beds

|

3 baths

|

2,714 sq ft

|

Townhome

1320 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
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Questions? Call us: (888) 625-4885
Retreat at Edinburgh Farms 2210 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$579,890

3 beds

|

3 baths

|

2,213 sq ft

|

Townhome

2210 EDWIN DR, CHESAPEAKE, VA, 23322
Kingsmill 502 RICHMONDS ORDINARY, WILLIAMSBURG, VA..., Williamsburg, VA 23185
$440,000

2 beds

|

2 baths

|

1,401 sq ft

|

Townhome

502 RICHMONDS ORDINARY, WILLIAMSBURG, VA...
Community: Kingsmill
Ford's Colony 170 HIGHLAND, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$899,900

4 beds

|

4 baths

|

3,904 sq ft

|

Detached

170 HIGHLAND, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Retreat at Edinburgh Farms 2008 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$586,740

4 beds

|

2 baths

|

2,584 sq ft

|

Townhome

2008 MUNRO LN, CHESAPEAKE, VA, 23322
Retreat at Edinburgh Farms 2028 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$578,740

3 beds

|

2 baths

|

2,557 sq ft

|

Townhome

2028 MUNRO LN, CHESAPEAKE, VA, 23322
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 105 MOODYS RUN # 105, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185
$675,000

3 beds

|

4 baths

|

2,900 sq ft

|

Townhome

105 MOODYS RUN # 105, WILLIAMSBURG, VA, ...
Community: Kingsmill
Retreat at Edinburgh Farms 2152 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$530,740

2 beds

|

3 baths

|

1,986 sq ft

|

Townhome

2152 EDWIN DR, CHESAPEAKE, VA, 23322
Cobblestone 515 COBBLESTONE DR, HOPEWELL, VA, 23860, Hopewell, VA 23860
$336,950

3 beds

|

3 baths

|

2,102 sq ft

|

House

515 COBBLESTONE DR, HOPEWELL, VA, 23860
Community: Cobblestone
Rock Creek Villas 3359 ROCK CREEK VILLA DR, QUINTON, VA, 2..., Quinton, VA 23141
$350,000

3 beds

|

2 baths

|

1,477 sq ft

|

House

3359 ROCK CREEK VILLA DR, QUINTON, VA, 2...
Community: Rock Creek Villas
Ford's Colony 1272 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$718,990

4 beds

|

3 baths

|

2,714 sq ft

|

Townhome

1272 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
Kingsmill 105 DAINGERFIELD RD, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$495,000

3 beds

|

2 baths

|

1,600 sq ft

|

Detached

105 DAINGERFIELD RD, WILLIAMSBURG, VA, 2...
Community: Kingsmill
Quarterpath at Tutter's Pond 1004 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$528,150

3 beds

|

3 baths

|

2,040 sq ft

|

Townhome

1004 GADSBY LN, WILLIAMSBURG, VA, 23185
New Town 5406 BEVERLY LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$515,000

3 beds

|

3 baths

|

1,826 sq ft

|

Townhome

5406 BEVERLY LN, WILLIAMSBURG, VA, 23188
Community: New Town
The Governor's Land at Two Rivers 2305 W ISLAND RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$690,000

4 beds

|

4 baths

|

3,000 sq ft

|

Detached

2305 W ISLAND RD, WILLIAMSBURG, VA, 2318...
Kingsmill 230 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$380,000

3 beds

|

3 baths

|

1,560 sq ft

|

Townhome

230 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
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.
The Governor's Land at Two Rivers 2841 BENNETTS POND RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$1,100,000

4 beds

|

4 baths

|

4,121 sq ft

|

Detached

2841 BENNETTS POND RD, WILLIAMSBURG, VA,...
Kingsmill 116 GREENS WAY, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,025,000

4 beds

|

5 baths

|

3,649 sq ft

|

Detached

116 GREENS WAY, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Walnut Farm 3026 CLINTON CT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$528,000

3 beds

|

2 baths

|

1,910 sq ft

|

Detached

3026 CLINTON CT, WILLIAMSBURG, VA, 23188
Community: Walnut Farm
Kingsmill 203 WAREHAMS PT, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$625,000

3 beds

|

4 baths

|

2,800 sq ft

|

Townhome

203 WAREHAMS PT, WILLIAMSBURG, VA, 23185
Community: Kingsmill
The Cottages at Viniterra 8720 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124
$654,000

4 beds

|

3 baths

|

2,851 sq ft

|

House

8720 TERROIR LN, NEW KENT, VA, 23124
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
The Groves at New Kent 7234 LYON TAYLOR LN, NEW KENT, VA, 23124, New Kent, VA 23124
$312,000

3 beds

|

3 baths

|

1,607 sq ft

|

Townhouse

7234 LYON TAYLOR LN, NEW KENT, VA, 23124
The Retreat at Western Branch 4729 MAHOGANY RUN, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321
$505,744

4 beds

|

3 baths

|

2,880 sq ft

|

Townhome

4729 MAHOGANY RUN, CHESAPEAKE, VA, 23321
Twin Rivers at Meadowville Landing 1706 MAINSAIL LN, CHESTER, VA, 23836, Chester, VA 23836
$547,000

3 beds

|

2 baths

|

1,608 sq ft

|

House

1706 MAINSAIL LN, CHESTER, VA, 23836
Stags Trail 8534 CHIMNEY ROCK DR # M3, MECHANICSVILL..., Mechanicsville, VA 23116
$602,900

3 beds

|

2 baths

|

1,932 sq ft

|

Townhouse

8534 CHIMNEY ROCK DR # M3, MECHANICSVILL...
Community: Stags Trail
Ford's Colony 117 HUNTERCOMBE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$890,000

4 beds

|

5 baths

|

3,756 sq ft

|

Detached

117 HUNTERCOMBE, 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 104 CAPTAINE GRAVES, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$975,000

5 beds

|

3 baths

|

3,334 sq ft

|

Detached

104 CAPTAINE GRAVES, WILLIAMSBURG, VA, 2...
Community: Kingsmill
Retreat at Edinburgh Farms 2012 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$586,990

4 beds

|

2 baths

|

2,614 sq ft

|

Townhome

2012 MUNRO LN, CHESAPEAKE, VA, 23322
Quarterpath at Tutter's Pond 3011 PLYMOUTH PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$519,990

3 beds

|

3 baths

|

2,040 sq ft

|

Townhome

3011 PLYMOUTH PL, WILLIAMSBURG, VA, 2318...
Walnut Farm 1216 HITCHENS LN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188
$695,000

4 beds

|

3 baths

|

2,875 sq ft

|

Detached

1216 HITCHENS LN, WILLIAMSBURG, VA, 2318...
Community: Walnut Farm
The Commons at Hunningdon Lakes 809 MASON CT, CHESAPEAKE, VA, 23320, Chesapeake, VA 23320
$440,000

3 beds

|

2 baths

|

2,225 sq ft

|

Detached

809 MASON CT, CHESAPEAKE, VA, 23320
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
The Governor's Land at Two Rivers 1621 RIVER RDG, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,179,000

5 beds

|

5 baths

|

5,146 sq ft

|

Detached

1621 RIVER RDG, WILLIAMSBURG, VA, 23185
Ford's Colony 112 STONE BRG, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$675,000

4 beds

|

3 baths

|

2,710 sq ft

112 STONE BRG, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
The Commons at Hunningdon Lakes 1134 ALEXANDRIA LN, CHESAPEAKE, VA, 2332..., Chesapeake, VA 23320
$415,000

3 beds

|

2 baths

|

2,225 sq ft

|

Townhome

1134 ALEXANDRIA LN, CHESAPEAKE, VA, 2332...
Retreat at Edinburgh Farms 2216 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$579,990

3 beds

|

3 baths

|

2,314 sq ft

|

Townhome

2216 EDWIN DR, CHESAPEAKE, VA, 23322
South Harbor Towns 23082 RETREAT LN, CARROLLTON, VA, 23314, Carrollton, VA 23314
$395,000

3 beds

|

2 baths

|

1,975 sq ft

|

Townhome

23082 RETREAT LN, CARROLLTON, VA, 23314
Community: South Harbor Towns

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332 homes near Isle of Wight
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