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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
Ford's Colony 108 ABERDEEN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$599,000

3 beds

|

2 baths

|

2,657 sq ft

|

Detached

108 ABERDEEN, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Ford's Colony 174 HIGHLAND, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$749,000

3 beds

|

4 baths

|

3,541 sq ft

|

Detached

174 HIGHLAND, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
Colonial Heritage 4312 POND ST, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$489,000

4 beds

|

3 baths

|

2,575 sq ft

|

Townhome

4312 POND ST, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
Liberty Trace 7520 WASHINGTON ARCH DR, MECHANICSVILLE,..., Mechanicsville, VA 23111
$330,000

3 beds

|

3 baths

|

1,848 sq ft

|

Townhouse

7520 WASHINGTON ARCH DR, MECHANICSVILLE,...
Community: Liberty Trace
The Retreat at Western Branch 4644 LONGLEAF PL, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321
$443,000

3 beds

|

2 baths

|

2,481 sq ft

|

Townhome

4644 LONGLEAF PL, CHESAPEAKE, VA, 23321
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
Kingsmill 207 WILLIAM BARKSDALE, WILLIAMSBURG, VA,..., Williamsburg, VA 23185
$729,000

4 beds

|

3 baths

|

3,219 sq ft

|

Detached

207 WILLIAM BARKSDALE, WILLIAMSBURG, VA,...
Community: Kingsmill
The Retreat at Western Branch 4723 MAHOGANY RUN, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321
$493,248

4 beds

|

3 baths

|

2,880 sq ft

|

Townhome

4723 MAHOGANY RUN, CHESAPEAKE, VA, 23321
The Retreat at Western Branch 4611 LONGLEAF PL, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321
$506,000

4 beds

|

3 baths

|

2,880 sq ft

|

Townhome

4611 LONGLEAF PL, CHESAPEAKE, VA, 23321
The Retreat at Western Branch 3503 ELAINA WAY, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321
$532,513

4 beds

|

3 baths

|

2,880 sq ft

|

Townhome

3503 ELAINA WAY, CHESAPEAKE, VA, 23321
Kingsmill 105 CLARA CROKER, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$510,000

3 beds

|

2 baths

|

2,040 sq ft

|

Detached

105 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.
Twin Rivers at Meadowville Landing 1900 GALLEY PL, CHESTER, VA, 23836, Chester, VA 23836
$519,000

3 beds

|

3 baths

|

2,157 sq ft

|

House

1900 GALLEY PL, CHESTER, VA, 23836
The Cottages at Viniterra 9157 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124
$649,900

3 beds

|

2 baths

|

1,838 sq ft

|

House

9157 TERROIR LN, NEW KENT, VA, 23124
Church Square 104 CATHEDRAL ST # 39-1, SMITHFIELD, VA,..., Smithfield, VA 23430
$470,023

2 beds

|

2 baths

|

1,898 sq ft

|

Townhome

104 CATHEDRAL ST # 39-1, SMITHFIELD, VA,...
Community: Church Square
The Governor's Land at Two Rivers 3036 NATHANIELS GRN, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185
$1,050,000

5 beds

|

4 baths

|

4,336 sq ft

3036 NATHANIELS GRN, WILLIAMSBURG, VA, 2...
The Retreat at Greenbrier 1443 THISTLEWOOD LN, CHESAPEAKE, VA, 233..., Chesapeake, VA 23320
$474,900

3 beds

|

2 baths

|

2,162 sq ft

|

Townhome

1443 THISTLEWOOD LN, CHESAPEAKE, VA, 233...
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
The Cottages at Viniterra 8763 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124
$507,749

3 beds

|

3 baths

|

1,634 sq ft

|

House

8763 TERROIR LN, NEW KENT, VA, 23124
The Cottages at Viniterra 8693 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124
$499,000

3 beds

|

3 baths

|

1,754 sq ft

|

House

8693 TERROIR LN, NEW KENT, VA, 23124
Kingsmill 215 RIVERS EDGE, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$1,695,000

4 beds

|

5 baths

|

4,100 sq ft

|

Townhome

215 RIVERS EDGE, WILLIAMSBURG, VA, 23185
Community: Kingsmill
Stags Trail 8529 CHIMNEY ROCK DR, MECHANICSVILLE, VA..., Mechanicsville, VA 23116
$721,553

3 beds

|

3 baths

|

2,542 sq ft

|

House

8529 CHIMNEY ROCK DR, MECHANICSVILLE, VA...
Community: Stags Trail
Stags Trail 8505 CHIMNEY ROCK DR, MECHANICSVILLE, VA..., Mechanicsville, VA 23116
$709,402

4 beds

|

3 baths

|

2,507 sq ft

|

House

8505 CHIMNEY ROCK DR, MECHANICSVILLE, VA...
Community: Stags Trail
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.
Stags Trail 8501 CHIMNEY ROCK DR, MECHANICSVILLE, VA..., Mechanicsville, VA 23116
$688,832

3 beds

|

3 baths

|

2,527 sq ft

|

House

8501 CHIMNEY ROCK DR, MECHANICSVILLE, VA...
Community: Stags Trail
The Governor's Land at Two Rivers 3017 MARGARET JONES LN, WILLIAMSBURG, VA..., Williamsburg, VA 23185
$1,350,000

4 beds

|

4 baths

|

4,297 sq ft

|

Detached

3017 MARGARET JONES LN, WILLIAMSBURG, VA...
Ford's Colony 180 ALWOODLEY, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$749,900

3 beds

|

2 baths

|

2,801 sq ft

|

Detached

180 ALWOODLEY, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
The Landings at Bennett's Creek 116 CREEK LN, SUFFOLK, VA, 23435, Suffolk, VA 23435
$780,000

4 beds

|

4 baths

|

2,950 sq ft

|

Detached

116 CREEK LN, SUFFOLK, VA, 23435
Ford's Colony 107 ROYAL SAINT GEORGES, WILLIAMSBURG, V..., Williamsburg, VA 23188
$999,900

5 beds

|

7 baths

|

5,443 sq ft

|

Detached

107 ROYAL SAINT GEORGES, WILLIAMSBURG, V...
Community: Ford's Colony
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 7740 BARON BERKLEY LN, NEW KENT, VA, 231..., New Kent, VA 23124
$299,950

3 beds

|

2 baths

|

1,583 sq ft

|

Townhouse

7740 BARON BERKLEY LN, NEW KENT, VA, 231...
Colonial Heritage 4227 HARRINGTON CMNS, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188
$579,000

2 beds

|

2 baths

|

1,742 sq ft

|

Detached

4227 HARRINGTON CMNS, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
Quarterpath at Tutter's Pond 1000 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185
$640,397

3 beds

|

2 baths

|

2,040 sq ft

|

Townhome

1000 GADSBY LN, WILLIAMSBURG, VA, 23185
Quarterpath at Tutter's Pond 3000 PLYMOUTH PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$615,707

3 beds

|

2 baths

|

2,040 sq ft

|

Townhome

3000 PLYMOUTH PL, WILLIAMSBURG, VA, 2318...
Retreat at Edinburgh Farms 2000 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322
$582,890

4 beds

|

2 baths

|

2,584 sq ft

|

Townhome

2000 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.
The Landings at Bennett's Creek 110 CREEK LN, SUFFOLK, VA, 23435, Suffolk, VA 23435
$649,900

4 beds

|

3 baths

|

2,706 sq ft

|

Detached

110 CREEK LN, SUFFOLK, VA, 23435
Colonial Heritage 4304 KEATON LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188
$345,000

3 beds

|

2 baths

|

2,182 sq ft

|

Townhome

4304 KEATON LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
Quarterpath at Tutter's Pond 3015 PLYMOUTH PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185
$549,100

4 beds

|

3 baths

|

2,175 sq ft

|

Townhome

3015 PLYMOUTH PL, WILLIAMSBURG, VA, 2318...
Stags Trail 10423 ODETTE ESTATE LN # K2, MECHANICSVI..., Mechanicsville, VA 23116
$518,900

2 beds

|

2 baths

|

1,814 sq ft

|

Townhouse

10423 ODETTE ESTATE LN # K2, MECHANICSVI...
Community: Stags Trail
Stags Trail 8526 CHIMNEY ROCK DR # M1, MECHANICSVILL..., Mechanicsville, VA 23116
$631,900

3 beds

|

3 baths

|

2,550 sq ft

|

Townhouse

8526 CHIMNEY ROCK DR # M1, MECHANICSVILL...
Community: Stags Trail
Want to learn more about 55+ communities in Isle of Wight? 55places can help!
Questions? Call us: (888) 625-4885
Stags Trail 10427 ODETTE ESTATE LN # K3, MECHANICSVI..., Mechanicsville, VA 23116
$519,900

2 beds

|

2 baths

|

1,940 sq ft

|

Townhouse

10427 ODETTE ESTATE LN # K3, MECHANICSVI...
Community: Stags Trail
Stags Trail 10422 ODETTE ESTATE LN # S3, MECHANICSVI..., Mechanicsville, VA 23116
$521,900

3 beds

|

2 baths

|

1,940 sq ft

|

Townhouse

10422 ODETTE ESTATE LN # S3, MECHANICSVI...
Community: Stags Trail
Stags Trail 8530 CHIMNEY ROCK DR # M2, MECHANICSVILL..., Mechanicsville, VA 23116
$498,900

2 beds

|

2 baths

|

1,708 sq ft

|

Townhouse

8530 CHIMNEY ROCK DR # M2, MECHANICSVILL...
Community: Stags Trail
Stags Trail 10418 ODETTE ESTATE LN # S4, MECHANICSVI..., Mechanicsville, VA 23116
$627,900

4 beds

|

3 baths

|

2,559 sq ft

|

Townhouse

10418 ODETTE ESTATE LN # S4, MECHANICSVI...
Community: Stags Trail
South Harbor Towns 13461 S VILLAGE WAY, CARROLLTON, VA, 233..., Carrollton, VA 23314
$360,000

3 beds

|

2 baths

|

1,781 sq ft

|

Townhome

13461 S VILLAGE WAY, CARROLLTON, VA, 233...
Community: South Harbor Towns

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332 homes near Isle of Wight
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