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Isle of Wight, VA 55+ active adult communities & homes for sale
41 communities near Isle of Wight
332 homes near Isle of Wight
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$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
$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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$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
$400Ks
- $600Ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2017
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400 homes
$400Ks
- $800Ks
New Town, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2005 - present
|
250 homes
Download the Ultimate 55+ Homebuying Guide
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$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
$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
$500Ks
- $700Ks
The Parke at Cypress Cree..., Smithfield, VA
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
152 homes
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$200Ks
- $300Ks
Tinsley Charter, Prince George, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2019
|
150 homes
$400Ks
- $400Ks
Cherry Grove, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
130 homes
$300Ks
- $400Ks
The Bluffs at Bell Creek, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2015
|
128 homes
$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.
$400Ks
- $400Ks
Whittakers Mill, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2018 - present
|
106 homes
$400Ks
- $400Ks
The Vineyards at Hallstea..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
102 homes
$500Ks
- $500Ks
Retreat at Edinburgh Farm..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
102 homes
$500Ks
- $500Ks
The Retreat at Harbour Co..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
101 homes
$300Ks
- $400Ks
Meredith Place, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2015
|
100 homes
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$400Ks
- $700Ks
Stags Trail, Mechanicsville, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
98 homes
$300Ks
- $400Ks
Villas at Five Forks, Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2013
|
90 homes
$400Ks
- $500Ks
Sommerton, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2017
|
90 homes
$200Ks
- $400Ks
Legacy at Burbage Lake, Suffolk, VA
New Construction
|
55+ age-restricted
|
90 homes
$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.
$400Ks
- $500Ks
The Retreat at Western Br..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
84 homes
$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
$300Ks
- $300Ks
Liberty Trace, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2016
|
75 homes
$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?
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$100Ks
- $200Ks
Monarch Walk, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
62 homes
$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
$500Ks
- $500Ks
Twin Rivers at Meadowvill..., Chester, VA
New Construction
|
Age-targeted
|
Built 2020 - present
|
48 homes
The Retreat at Western Branch
![4706 MAHOGANY RUN, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321]()
3 beds
|2 baths
|2,433 sq ft
|Townhome
4706 MAHOGANY RUN, CHESAPEAKE, VA, 23321
Community: The Retreat at Western Branch
MLS 10548494 • BHHS RW Towne Realty, Donna Lakosk...
Ford's Colony
![132 WARWICK HLS, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|2 baths
|2,273 sq ft
|House
132 WARWICK HLS, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2509703 • Hometown Realty, Wanda Garrett
The Villages at West Neck
![2749 BROWNING DR, VIRGINIA BEACH, VA, 23..., Virginia Beach, VA 23456]()
3 beds
|2 baths
|1,554 sq ft
|Townhome
2749 BROWNING DR, VIRGINIA BEACH, VA, 23...
Community: The Villages at West Neck
MLS 10606881 • Chesapeake Bay Realty, Doris Meixe...
Quarterpath at Tutter's Pond
![3004 PLYMOUTH PL, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185]()
3 beds
|3 baths
|2,040 sq ft
|Townhome
3004 PLYMOUTH PL, WILLIAMSBURG, VA, 2318...
Community: Quarterpath at Tutter's Pond
MLS 2501365 • RE/MAX Capital, Kimberly D Quinn
Ford's Colony
![110 BIRDIE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|5,044 sq ft
|Detached
110 BIRDIE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10593623 • Liz Moore & Associates LLC, Deelyn...
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Ford's Colony
![109 PINEHURST, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|4,601 sq ft
|Detached
109 PINEHURST, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10598874 • Long & Foster Real Estate Inc., Ma...
Colonial Heritage
![6667 REXFORD LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
2 beds
|3 baths
|3,050 sq ft
|Detached
6667 REXFORD LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
MLS 2502084 • Williamsburg Realty, Jane Potter-Po...
Ford's Colony
![100 EAGLESCLIFFE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
4 beds
|4 baths
|4,290 sq ft
|Detached
100 EAGLESCLIFFE, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS 2502985 • Liz Moore & Associates-2, Julie Cas...
Ford's Colony
![1268 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
3 beds
|3 baths
|2,474 sq ft
|Townhome
1268 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS 2503651 • D R Horton Realty of Virginia, Vict...
Kingsmill
![152 WAREHAMS PT, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|4 baths
|3,422 sq ft
|Townhome
152 WAREHAMS PT, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 2503206 • Twiddy Realty, Amy M McCarthy
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.
Legacy at Burbage Lake
![2020 ASHWORTH WAY, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|3 baths
|1,582 sq ft
|Townhome
2020 ASHWORTH WAY, SUFFOLK, VA, 23435
Community: Legacy at Burbage Lake
MLS 10606021 • Pointe East Realty LLC, Carolyn Hu...
Colonial Heritage
![3859 WOODRUFF RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
3 beds
|2 baths
|2,536 sq ft
|Detached
3859 WOODRUFF RD, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
MLS 10599430 • Virginia Capital Realty LLC, Crist...
Ford's Colony
![183 WATERTON, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|5,777 sq ft
|Detached
183 WATERTON, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10599131 • Howard Hanna Real Estate Services,...
Ford's Colony
![119 ROYAL WORLINGTON, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188]()
3 beds
|3 baths
|2,418 sq ft
|Detached
119 ROYAL WORLINGTON, WILLIAMSBURG, VA, ...
Community: Ford's Colony
MLS 2503602 • BHHS RW Towne Realty LLC, Cheri Mul...
The Governor's Land at Two Rivers
![3025 JOHN VAUGHAN RD, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
5 beds
|3 baths
|5,313 sq ft
|Detached
3025 JOHN VAUGHAN RD, WILLIAMSBURG, VA, ...
Community: The Governor's Land at Two Rivers
MLS 10584982 • Liz Moore & Associates LLC, Nan Pi...
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Ford's Colony
![125 LINKS OF LEITH, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188]()
4 beds
|4 baths
|3,257 sq ft
|Detached
125 LINKS OF LEITH, WILLIAMSBURG, VA, 23...
Community: Ford's Colony
MLS 2502215 • Nu Homes Realty, Morgan E Wojciecho...
Ford's Colony
![147 BLACKHEATH, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|3 baths
|2,378 sq ft
|Detached
147 BLACKHEATH, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2500606 • Liz Moore & Associates-2, Deelyn Ro...
Colonial Heritage
![6800 TARPLEYS TAVERN RD, WILLIAMSBURG, V..., Williamsburg, VA 23188]()
3 beds
|2 baths
|2,546 sq ft
|Detached
6800 TARPLEYS TAVERN RD, WILLIAMSBURG, V...
Community: Colonial Heritage
MLS 2503525 • RE/MAX Capital, Kimberly D Quinn
The Vineyards at Hallstead Reserve
![2000 VENTURE WAY B, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
3 beds
|3 baths
|2,168 sq ft
|Townhome
2000 VENTURE WAY B, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10582452 • BHHS RW Towne Realty, Kelly Moran
The Vineyards at Hallstead Reserve
![2200 VENTURE WAY B, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
3 beds
|3 baths
|2,026 sq ft
|Townhome
2200 VENTURE WAY B, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10595913 • BHHS RW Towne Realty, Kelly Moran
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 Vineyards at Hallstead Reserve
![1101 CAPELLA LN C, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
4 beds
|3 baths
|2,374 sq ft
|Townhome
1101 CAPELLA LN C, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10571893 • BHHS RW Towne Realty, Kelly Moran
The Vineyards at Hallstead Reserve
![2300 VENTURE WAY A, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
4 beds
|3 baths
|2,374 sq ft
|Townhome
2300 VENTURE WAY A, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10593878 • BHHS RW Towne Realty, Kelly Moran
New Town
![4916 TRAILVIEW, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
2 beds
|4 baths
|2,400 sq ft
|Townhome
4916 TRAILVIEW, WILLIAMSBURG, VA, 23188
Community: New Town
MLS 2502851 • CENTURY 21 Nachman Realty-2, Monica...
Sommerton
![1000 LIL WALNUT LN, CHESAPEAKE, VA, 2332..., Chesapeake, VA 23320]()
4 beds
|2 baths
|2,900 sq ft
|Townhome
1000 LIL WALNUT LN, CHESAPEAKE, VA, 2332...
Community: Sommerton
MLS 10601444 • The Real Estate Group, Tommy Holla...
New Town
![6063 SETTLERS MARKET BLVD, WILLIAMSBURG,..., Williamsburg, VA 23188]()
5 beds
|4 baths
|3,894 sq ft
|Detached
6063 SETTLERS MARKET BLVD, WILLIAMSBURG,...
Community: New Town
MLS 2501722 • Howard Hanna William E. Wood, Migue...
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New Town
![5403 DISCOVERY PARK BLVD, WILLIAMSBURG, ..., Williamsburg, VA 23188]()
3 beds
|4 baths
|1,756 sq ft
|Townhome
5403 DISCOVERY PARK BLVD, WILLIAMSBURG, ...
Community: New Town
MLS 2503426 • Liz Moore & Associates-2, Wendy Tru...
Kingsmill
![214 ARCHERS MEAD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185]()
3 beds
|3 baths
|2,262 sq ft
|Townhome
214 ARCHERS MEAD, WILLIAMSBURG, VA, 2318...
Community: Kingsmill
MLS 2503562 • Kingsmill Realty, Inc., Sean Hyland
Ford's Colony
![116 WESTBURY, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
5 beds
|4 baths
|4,507 sq ft
|Detached
116 WESTBURY, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10600550 • Garrett Realty Partners, Ela Mitch...
Church Square
![224 ST PAULS AVE # 32-3, SMITHFIELD, VA,..., Smithfield, VA 23430]()
2 beds
|2 baths
|1,898 sq ft
|Townhome
224 ST PAULS AVE # 32-3, SMITHFIELD, VA,...
Community: Church Square
MLS 10570427 • CH Realty LLC, Francis Lackman
The Retreat at Western Branch
![4730 MAHOGANY RUN, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321]()
4 beds
|2 baths
|2,614 sq ft
|Townhome
4730 MAHOGANY RUN, CHESAPEAKE, VA, 23321
Community: The Retreat at Western Branch
MLS 10606876 • BHHS RW Towne Realty, Monique McCl...
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.
Legacy at Burbage Lake
![1018 ASHWORTH WAY, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
2 beds
|2 baths
|1,489 sq ft
|Townhome
1018 ASHWORTH WAY, SUFFOLK, VA, 23435
Community: Legacy at Burbage Lake
MLS 10606030 • Pointe East Realty LLC, Carolyn Hu...
Kingsmill
![412 RIVERS EDGE, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|4 baths
|3,478 sq ft
|Townhome
412 RIVERS EDGE, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 2502537 • Liz Moore & Associates, Lauren K Ro...
Ford's Colony
![102 ALWOODLEY, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|3 baths
|2,963 sq ft
|Detached
102 ALWOODLEY, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2503340 • Liz Moore & Associates-2, Deelyn Ro...
Church Square
![221 RICHMOND AVE, SMITHFIELD, VA, 23430, Smithfield, VA 23430]()
2 beds
|2 baths
|1,743 sq ft
|Townhome
221 RICHMOND AVE, SMITHFIELD, VA, 23430
Community: Church Square
MLS 10605856 • Howard Hanna Real Estate Services,...
Kingsmill
![103 ENCLAVE CT, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|4 baths
|2,726 sq ft
|Townhome
103 ENCLAVE CT, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 2501857 • Hornsby Real Estate Co., Bobby Horn...
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Kingsmill
![23 WHITTAKERS MILL RD, WILLIAMSBURG, VA,..., Williamsburg, VA 23185]()
6 beds
|6 baths
|5,813 sq ft
|Detached
23 WHITTAKERS MILL RD, WILLIAMSBURG, VA,...
Community: Kingsmill
MLS 2503428 • Liz Moore & Associates, Lauren K Ro...
Ford's Colony
![140 WESTERN GAILES, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188]()
4 beds
|2 baths
|2,898 sq ft
|Detached
140 WESTERN GAILES, WILLIAMSBURG, VA, 23...
Community: Ford's Colony
MLS 10606650 • Liz Moore & Associates LLC, Deelyn...
Ford's Colony
![200 CRUDEN BAY, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|2 baths
|4,261 sq ft
|Detached
200 CRUDEN BAY, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10586937 • Liz Moore & Associates LLC, Deelyn...
The Vineyards at Hallstead Reserve
![2300 VENTURE WAY B, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
3 beds
|3 baths
|2,024 sq ft
|Townhome
2300 VENTURE WAY B, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10585460 • BHHS RW Towne Realty, Kelly Moran
Retreat at Edinburgh Farms
![2016 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
4 beds
|3 baths
|2,781 sq ft
|Townhome
2016 MUNRO LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10606886 • D R Horton Realty of Virginia LLC,...
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332
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REIN updates its listings on a daily basis. Data last updated: Nov 17, 2025.
This application does not include information on all of the properties available for sale at this time.
