Call us at (888) 625-4885 to learn more about active adult communities in Isle of Wight
Isle of Wight, VA 55+ active adult communities & homes for sale - Page 7
41 communities near Isle of Wight
269 homes near Isle of Wight
Sort by:
Relevance
$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
- $1Ms
Kingsmill, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 1975 - present
|
2,354 homes
4.3 rating (15 reviews)
![Colonial Heritage]()
$400Ks
- $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?
55places can help!
Questions? Call us:
(888) 625-4885
$700Ks
- $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]()
$300Ks
- $400Ks
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
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
New Town, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2005 - present
|
250 homes
$400Ks
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
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
5 rating (1 reviews)
![Cobblestone]()
$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
$200Ks
- $300Ks
Tinsley Charter, Prince George, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2019
|
150 homes
$400Ks
Cherry Grove, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
130 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.
$300Ks
- $400Ks
The Bluffs at Bell Creek, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2015
|
128 homes
$300Ks
- $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
$400Ks
Whittakers Mill, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2018 - present
|
106 homes
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
$500Ks
Retreat at Edinburgh Farm..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
102 homes
$400Ks
The Vineyards at Hallstea..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
102 homes
$400Ks
- $500Ks
The Retreat at Harbour Co..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
101 homes
$400Ks
Meredith Place, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2015
|
100 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
- $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
$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
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
$400Ks
- $500Ks
The Retreat at Western Br..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
84 homes
$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
Liberty Trace, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2016
|
75 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
- $700Ks
Walnut Farm, Williamsburg, VA
New Construction
|
Age-targeted
|
Built 2019 - present
|
75 homes
$100Ks
- $200Ks
Monarch Walk, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
62 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
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
$500Ks
Twin Rivers at Meadowvill..., Chester, VA
New Construction
|
Age-targeted
|
Built 2020 - present
|
48 homes
Ford's Colony
![104 SUGAR BUSH, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|2 baths
|2,803 sq ft
|Detached
104 SUGAR BUSH, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10608058 • RE/MAX Peninsula, Jessica Pratt
Ford's Colony
![119 MUIRFIELD, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|3,040 sq ft
|Detached
119 MUIRFIELD, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2502827 • Jamestown Realty Group, LLC, Joshua...
Colonial Heritage
![4312 POND ST, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|2,575 sq ft
|Townhome
4312 POND ST, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
MLS 10605870 • EXP Realty LLC, Linda Wright
The Retreat at Western Branch
![4611 LONGLEAF PL, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321]()
4 beds
|3 baths
|2,880 sq ft
|Townhome
4611 LONGLEAF PL, CHESAPEAKE, VA, 23321
Community: The Retreat at Western Branch
MLS 10599827 • BHHS RW Towne Realty, Monique McCl...
The Governor's Land at Two Rivers
![3036 NATHANIELS GRN, WILLIAMSBURG, VA, 2..., Williamsburg, VA 23185]()
5 beds
|4 baths
|4,336 sq ft
3036 NATHANIELS GRN, WILLIAMSBURG, VA, 2...
Community: The Governor's Land at Two Rivers
MLS VAJC2000552 • Berkshire Hathaway HomeServices...
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
![3017 MARGARET JONES LN, WILLIAMSBURG, VA..., Williamsburg, VA 23185]()
4 beds
|4 baths
|4,297 sq ft
|Detached
3017 MARGARET JONES LN, WILLIAMSBURG, VA...
Community: The Governor's Land at Two Rivers
MLS 2503410 • Williamsburg Realty, Chuck Kane
The Landings at Bennett's Creek
![116 CREEK LN, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
4 beds
|4 baths
|2,950 sq ft
|Detached
116 CREEK LN, SUFFOLK, VA, 23435
Community: The Landings at Bennett's Creek
MLS 10604828 • Jason Mitchell Real Estate, Gabrie...
The Landings at Bennett's Creek
![110 CREEK LN, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
4 beds
|3 baths
|2,706 sq ft
|Detached
110 CREEK LN, SUFFOLK, VA, 23435
Community: The Landings at Bennett's Creek
MLS 10605795 • Long & Foster Real Estate Inc., Ta...
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
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.
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...
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
![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...
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...
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
![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...
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...
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
Ford's Colony
![1292 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,879 sq ft
|Condo
1292 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS VAJC2000406 • D R Horton Realty of Virginia L...
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.
Ford's Colony
![1280 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,879 sq ft
|Condo
1280 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS VAJC2000432 • D R Horton Realty of Virginia L...
The Parke at Cypress Creek
![200 SAINT ANDREWS, SMITHFIELD, VA, 23430, Smithfield, VA 23430]()
6 beds
|4 baths
|4,116 sq ft
|Detached
200 SAINT ANDREWS, SMITHFIELD, VA, 23430
Community: The Parke at Cypress Creek
MLS 10593555 • BHHS RW Towne Realty, Amanda Emanu...
The Vineyards at Hallstead Reserve
![1100 REGAL RD B, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
4 beds
|3 baths
|2,374 sq ft
|Townhome
1100 REGAL RD B, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10604138 • BHHS RW Towne Realty, Kelly Moran
Colonial Heritage
![6310 CORDELIA RD, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
3 beds
|3 baths
|1,936 sq ft
|Detached
6310 CORDELIA RD, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
MLS 2503260 • Williamsburg Realty, Suzanne B Dana
Want to learn more about 55+ communities in Isle of Wight?
55places can help!
Questions? Call us:
(888) 625-4885
The Retreat at Harbour Cove
![2053 ASHER DR LOT 2, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
3 beds
|3 baths
|2,880 sq ft
|Townhome
2053 ASHER DR LOT 2, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10590717 • BHHS RW Towne Realty, Laurie Willi...
The Retreat at Harbour Cove
![2094 ASHER DR LOT 53, SUFFOLK, VA, 23435, Suffolk, VA 23435]()
4 beds
|3 baths
|2,880 sq ft
|Townhome
2094 ASHER DR LOT 53, SUFFOLK, VA, 23435
Community: The Retreat at Harbour Cove
MLS 10583019 • BHHS RW Towne Realty, Laurie Willi...
The Governor's Land at Two Rivers
![1540 HARBOR RD, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
5 beds
|7 baths
|6,093 sq ft
1540 HARBOR RD, WILLIAMSBURG, VA, 23185
Community: The Governor's Land at Two Rivers
MLS VAJC2000510 • Berkshire Hathaway HomeServices...
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...
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 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...
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
South Harbor Towns
![23054 PRESERVE PL, CARROLLTON, VA, 23314, Carrollton, VA 23314]()
3 beds
|2 baths
|1,780 sq ft
|Townhome
23054 PRESERVE PL, CARROLLTON, VA, 23314
Community: South Harbor Towns
MLS 10516754 • BHHS RW Towne Realty, Jenny Lovell
The Parke at Cypress Creek
![140 AYRSHIRE LOOP, SMITHFIELD, VA, 23430, Smithfield, VA 23430]()
3 beds
|3 baths
|2,325 sq ft
|Detached
140 AYRSHIRE LOOP, SMITHFIELD, VA, 23430
Community: The Parke at Cypress Creek
MLS 10522172 • BHHS RW Towne Realty, Jenny Lovell
Want more information about active adult communities around Isle of Wight?
Want to learn more about 55+ communities in Isle of Wight?
269
homes
Remove Boundaries ×
Map
Satellite
The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 10, 2026.
This application does not include information on all of the properties available for sale at this time.
