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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
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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
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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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Questions? Call us:
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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
New Town
![4961 TRAILSIDE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|3 baths
|2,219 sq ft
|Townhome
4961 TRAILSIDE, WILLIAMSBURG, VA, 23188
Community: New Town
MLS 10605234 • Atlantic Sotheby's International R...
Legacy at Burbage Lake
![1008 ASHWORTH WAY, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|3 baths
|1,582 sq ft
|Townhome
1008 ASHWORTH WAY, SUFFOLK, VA, 23435
Community: Legacy at Burbage Lake
MLS 10606025 • Pointe East Realty LLC, Carolyn Hu...
Ford's Colony
![311 DOGLEG DR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|2,256 sq ft
|Townhome
311 DOGLEG DR, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2503382 • Long & Foster Real Estate, Inc., Ca...
New Town
![4210 GREENVIEW, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
MLS 2529151 • Liz Moore & Associates, Phillip Jon...
The Cottages at Viniterra
![9088 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
4 beds
|3 baths
|2,297 sq ft
|House
9088 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2512236 • Hometown Realty, Sara Crum
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South Harbor Towns
![23058 PRESERVE PL, CARROLLTON, VA, 23314, Carrollton, VA 23314]()
3 beds
|2 baths
|1,780 sq ft
|Townhome
23058 PRESERVE PL, CARROLLTON, VA, 23314
Community: South Harbor Towns
MLS 10516363 • BHHS RW Towne Realty, Jenny Lovell
Colonial Heritage
![3970 ISAAC CIR, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|2 baths
|1,829 sq ft
|Detached
3970 ISAAC CIR, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
MLS 10603163 • Williamsburg Realty, Robert Ramire...
Ford's Colony
![104 NOTTINGHAMSHIRE, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,720 sq ft
|Detached
104 NOTTINGHAMSHIRE, WILLIAMSBURG, VA, 2...
Community: Ford's Colony
MLS 10596221 • BHHS RW Towne Realty, Amerika Davi...
The Cottages at Viniterra
![9107 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
5 beds
|4 baths
|2,906 sq ft
|House
9107 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2512239 • Hometown Realty, Sara Crum
The Retreat at Harbour Cove
![2071 ASHER DR LOT 11, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|2 baths
|2,557 sq ft
|Townhome
2071 ASHER DR LOT 11, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10604864 • BHHS RW Towne Realty, Summer Johns...
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
![4331 AUDREY LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|2,125 sq ft
|Townhome
4331 AUDREY LN, WILLIAMSBURG, VA, 23188
Community: New Town
MLS 10597637 • Black Lion Realty LLC, Abdelkader ...
Kingsmill
![105 TOLERS RD, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|2 baths
|2,123 sq ft
|Detached
105 TOLERS RD, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 10598155 • Liz Moore & Associates LLC, Nan Pi...
Colonial Heritage
![4819 HOUSE OF LORDS, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188]()
4 beds
|3 baths
|4,343 sq ft
|Detached
4819 HOUSE OF LORDS, WILLIAMSBURG, VA, 2...
Community: Colonial Heritage
MLS 10605736 • Williamsburg Realty, Chuck Kane
The Retreat at Harbour Cove
![1014 LIBBY WAY LOT 60, SUFFOLK, VA, 2343..., Suffolk, VA 23435]()
3 beds
|2 baths
|2,859 sq ft
|Townhome
1014 LIBBY WAY LOT 60, SUFFOLK, VA, 2343...
Community: The Retreat at Harbour Cove
MLS 10589267 • BHHS RW Towne Realty, Laurie Willi...
The Retreat at Harbour Cove
![1204 BRIANNA LN LOT 32, SUFFOLK, VA, 234..., Suffolk, VA 23435]()
4 beds
|3 baths
|2,859 sq ft
|Townhome
1204 BRIANNA LN LOT 32, SUFFOLK, VA, 234...
Community: The Retreat at Harbour Cove
MLS 10565344 • BHHS RW Towne Realty, Laurie Willi...
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The Retreat at Harbour Cove
![2092 ASHER DR LOT 52, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
4 beds
|3 baths
|2,859 sq ft
|Townhome
2092 ASHER DR LOT 52, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10582788 • BHHS RW Towne Realty, Laurie Willi...
Walnut Farm
![1172 HITCHENS LN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
3 beds
|2 baths
|1,500 sq ft
|Detached
1172 HITCHENS LN, WILLIAMSBURG, VA, 2318...
Community: Walnut Farm
MLS 10570439 • Virginia Capital Realty LLC, James...
Legacy at Burbage Lake
![1010 ASHWORTH WAY, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
2 beds
|2 baths
|1,563 sq ft
|Townhome
1010 ASHWORTH WAY, SUFFOLK, VA, 23435
Community: Legacy at Burbage Lake
MLS 10604910 • Pointe East Realty LLC, Carolyn Hu...
Kingsmill
![32 HAMPTON KEY, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
5 beds
|5 baths
|5,004 sq ft
|Detached
32 HAMPTON KEY, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 2503440 • Mission Realty Group, Whitney C Rod...
The Retreat at Harbour Cove
![2022 ASHER DR LOT 95, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|3 baths
|2,314 sq ft
|Townhome
2022 ASHER DR LOT 95, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10583341 • BHHS RW Towne Realty, Laurie Willi...
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 Harbour Cove
![2012 ASHER DR LOT 80, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
2 beds
|2 baths
|1,986 sq ft
|Townhome
2012 ASHER DR LOT 80, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10575939 • BHHS RW Towne Realty, Laurie Willi...
The Vineyards at Hallstead Reserve
![2400 VENTURE WAY D, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
4 beds
|3 baths
|2,168 sq ft
|Townhome
2400 VENTURE WAY D, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10601196 • BHHS RW Towne Realty, Kelly Moran
Colonial Heritage
![6301 THOMAS PAINE DR, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188]()
3 beds
|3 baths
|4,378 sq ft
|Detached
6301 THOMAS PAINE DR, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
MLS 10597238 • Williamsburg Realty, Jane Potter-P...
The Governor's Land at Two Rivers
![2709 WINGFIELD CLOSE, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
4 beds
|4 baths
|3,850 sq ft
|Detached
2709 WINGFIELD CLOSE, WILLIAMSBURG, VA, ...
Community: The Governor's Land at Two Rivers
MLS 2501632 • Long & Foster Real Estate, Inc., Ph...
Kingsmill
![132 JEFFERSONS HUNDRED, WILLIAMSBURG, VA..., Williamsburg, VA 23185]()
MLS VAJC2000512 • Berkshire Hathaway HomeServices...
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Ford's Colony
![147 COUNTRY CLUB DR, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23188]()
4 beds
|3 baths
|4,056 sq ft
|Detached
147 COUNTRY CLUB DR, WILLIAMSBURG, VA, 2...
Community: Ford's Colony
MLS 10601451 • The Real Estate Group, Alyson Sism...
The Commons at Hunningdon Lakes
![800 MONROE CT, CHESAPEAKE, VA, 23320, Chesapeake, VA 23320]()
3 beds
|2 baths
|2,225 sq ft
|Townhome
800 MONROE CT, CHESAPEAKE, VA, 23320
Community: The Commons at Hunningdon Lakes
MLS 10604659 • Swell Realty Co, Chris Faircloth
The Governor's Land at Two Rivers
![1255 TWO RIVERS PT, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185]()
5 beds
|8 baths
|7,630 sq ft
|Detached
1255 TWO RIVERS PT, WILLIAMSBURG, VA, 23...
Community: The Governor's Land at Two Rivers
MLS 2503463 • The Steele Group Sotheby's Internat...
Colonial Heritage
![4665 WESTHAMPTON, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
4 beds
|4 baths
|4,681 sq ft
|Detached
4665 WESTHAMPTON, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
MLS 10571265 • Liz Moore & Associates LLC, Deelyn...
Quarterpath at Tutter's Pond
![1002 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|3 baths
|2,047 sq ft
|Townhome
1002 GADSBY LN, WILLIAMSBURG, VA, 23185
Community: Quarterpath at Tutter's Pond
MLS 2501235 • RE/MAX Capital, Kimberly D Quinn
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.
Liberty Trace
![7261 JACKSON ARCH DR, MECHANICSVILLE, VA..., Mechanicsville, VA 23111]()
3 beds
|3 baths
|1,646 sq ft
|Townhouse
7261 JACKSON ARCH DR, MECHANICSVILLE, VA...
Community: Liberty Trace
MLS 2520541 • Joyner Fine Properties, Danny Smith
Kingsmill
![27 ENSIGN SPENCE, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23185]()
4 beds
|4 baths
|3,150 sq ft
|Detached
27 ENSIGN SPENCE, WILLIAMSBURG, VA, 2318...
Community: Kingsmill
MLS 2501760 • eXp Realty LLC, Craig McLellon
Kingsmill
![108 COLONEL PHILIP JOHNSON, WILLIAMSBURG..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,827 sq ft
|Detached
108 COLONEL PHILIP JOHNSON, WILLIAMSBURG...
Community: Kingsmill
MLS 2501774 • eXp Realty LLC, Craig McLellon
Retreat at Edinburgh Farms
![2025 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
3 beds
|2 baths
|2,557 sq ft
|Townhome
2025 MUNRO LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10579299 • D R Horton Realty of Virginia LLC,...
Ford's Colony
![140 MID OCEAN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
5 beds
|5 baths
|5,432 sq ft
|Detached
140 MID OCEAN, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2502306 • Hornsby Real Estate Co., Bobby Horn...
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Colonial Heritage
![6659 REXFORD LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|3,581 sq ft
|Detached
6659 REXFORD LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
MLS 2502443 • Liz Moore & Associates-2, Susan McS...
Retreat at Edinburgh Farms
![2142 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
2 beds
|3 baths
|1,986 sq ft
|Townhome
2142 EDWIN DR, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10603961 • D R Horton Realty of Virginia LLC,...
Rock Creek Villas
![3280 ROCK CREEK VILLA DR, QUINTON, VA, 2..., Quinton, VA 23141]()
3 beds
|2 baths
|1,625 sq ft
|House
3280 ROCK CREEK VILLA DR, QUINTON, VA, 2...
Community: Rock Creek Villas
MLS 2508755 • Hometown Realty, Stokes McCune
Ford's Colony
![123 LEVEN LINKS, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
5 beds
|3 baths
|4,588 sq ft
|Detached
123 LEVEN LINKS, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10578872 • Liz Moore & Associates LLC, Deelyn...
The Cottages at Viniterra
![9066 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|2 baths
|1,817 sq ft
|House
9066 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2518028 • Hometown Realty, Sara Crum
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332
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near Isle of Wight
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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.
