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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
Want to learn more about 55+ communities in Isle of Wight?
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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
|
400 homes
$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.
$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
Want to learn more about 55+ communities in Isle of Wight?
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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
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
$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?
55places can help!
Questions? Call us:
(888) 625-4885
$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 Vineyards at Hallstead Reserve
![1301 REGAL RD A, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
3 beds
|3 baths
|2,026 sq ft
|Townhome
1301 REGAL RD A, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10595096 • BHHS RW Towne Realty, Kelly Moran
Kingsmill
![244 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185]()
3 beds
|3 baths
|1,600 sq ft
|Townhome
244 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
MLS 2502605 • Liz Moore & Associates, Will J Gogg...
Kingsmill
![215 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185]()
2 beds
|2 baths
|1,230 sq ft
|Townhome
215 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
MLS 2502394 • Kingsmill Realty, Inc., Sean Hyland
Retreat at Edinburgh Farms
![2013 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
4 beds
|2 baths
|2,584 sq ft
|Townhome
2013 MUNRO LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10588883 • D R Horton Realty of Virginia LLC,...
The Vineyards at Hallstead Reserve
![1100 CAPELLA LN A, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
4 beds
|3 baths
|2,374 sq ft
|Townhome
1100 CAPELLA LN A, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10592779 • BHHS RW Towne Realty, Kelly Moran
Want to learn more about 55+ communities in Isle of Wight?
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Questions? Call us:
(888) 625-4885
The Retreat at Harbour Cove
![2067 ASHER DR LOT 9, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|2 baths
|2,433 sq ft
|Townhome
2067 ASHER DR LOT 9, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10590727 • BHHS RW Towne Realty, Laurie Willi...
The Governor's Land at Two Rivers
![1921 MILN HOUSE RD, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23185]()
5 beds
|6 baths
|7,572 sq ft
|Detached
1921 MILN HOUSE RD, WILLIAMSBURG, VA, 23...
Community: The Governor's Land at Two Rivers
MLS 2501934 • Long & Foster Real Estate, Inc., Vi...
The Cottages at Viniterra
![9130 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|3 baths
|2,589 sq ft
|House
9130 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2518030 • Hometown Realty, Sara Crum
The Cottages at Viniterra
![9131 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|3 baths
|2,398 sq ft
|House
9131 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2518032 • Hometown Realty, Sara Crum
Retreat at Edinburgh Farms
![2021 MUNRO LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
3 beds
|2 baths
|2,433 sq ft
|Townhome
2021 MUNRO LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10588798 • D R Horton Realty of Virginia LLC,...
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.
Church Square
![200 OXFORD AVE # 46-2, SMITHFIELD, VA, 2..., Smithfield, VA 23430]()
2 beds
|2 baths
|1,661 sq ft
|Townhome
200 OXFORD AVE # 46-2, SMITHFIELD, VA, 2...
Community: Church Square
MLS 10589343 • CH Realty LLC, Francis Lackman
The Retreat at Harbour Cove
![1002 LIBBY WAY LOT 66, SUFFOLK, VA, 2343..., Suffolk, VA 23435]()
4 beds
|3 baths
|2,880 sq ft
|Townhome
1002 LIBBY WAY LOT 66, SUFFOLK, VA, 2343...
Community: The Retreat at Harbour Cove
MLS 10576395 • BHHS RW Towne Realty, Laurie Willi...
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
Want more information about active adult communities around Isle of Wight?
Want to learn more about 55+ communities in Isle of Wight?
332
homes
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.
