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Isle of Wight, VA 55+ active adult communities & homes for sale
41 communities near Isle of Wight
327 homes near Isle of Wight
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5 rating (2 reviews)
![Ford's Colony]()
$400ks
- $2Ms
Ford's Colony, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 1987 - present
|
3,250 homes
$300ks
- $2Ms
Kingsmill, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 1975 - present
|
2,354 homes
$400ks
- $500ks
Retreat at Edinburgh Farm..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
102 homes
4.3 rating (15 reviews)
![Colonial Heritage]()
$300ks
- $700ks
Colonial Heritage, Williamsburg, VA
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
1,800 homes
5 rating (1 reviews)
![The Cottages at Viniterra]()
$400ks
- $900ks
The Cottages at Viniterra, New Kent, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
118 homes
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$600ks
- $3Ms
The Governor's Land at Tw..., Williamsburg, VA
New and Resale
|
Age-targeted
|
750 homes
$500ks
- $600ks
Stags Trail, Mechanicsville, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
98 homes
$400ks
- $500ks
The Retreat at Harbour Co..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2022 - present
|
101 homes
4.5 rating (12 reviews)
![The Groves at New Kent]()
$300ks
- $500ks
The Groves at New Kent, New Kent, VA
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
455 homes
Download the Ultimate 55+ Homebuying Guide
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$300ks
- $800ks
New Town, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2005 - present
|
250 homes
Read the Ultimate 55+ Rental Guide
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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
$300ks
- $400ks
The Vineyards at Hallstea..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
102 homes
$400ks
- $500ks
The Retreat at Western Br..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
84 homes
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$300ks
- $400ks
Church Square, Smithfield, VA
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
120 homes
$500ks
- $600ks
Quarterpath at Tutter's P..., Williamsburg, VA
New Construction
|
Age-targeted
|
Built 2024 - present
|
81 homes
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4 rating (3 reviews)
![The Villages at West Neck]()
$300ks
- $600ks
The Villages at West Neck, Virginia Beach, VA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2014
|
936 homes
$400ks
- $600ks
Walnut Farm, Williamsburg, VA
New Construction
|
Age-targeted
|
Built 2019 - present
|
75 homes
Download the Ultimate 55+ Homebuying Guide
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$500ks
- $600ks
The Landings at Bennett's..., Suffolk, VA
New and Resale
|
55+ age-restricted
|
Built 2020 - present
|
23 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
$400ks
Oak Crest Townhomes, Mechanicsville, VA
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
40 homes
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
$300ks
- $400ks
The Bluffs at Bell Creek, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2015
|
128 homes
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$400ks
- $600ks
The Retreat at Greenbrier, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2015
|
184 homes
$300ks
- $400ks
Villas at Five Forks, Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2013
|
90 homes
4.5 rating (4 reviews)
![Settler's Ridge]()
$200ks
- $300ks
Settler's Ridge, Richmond, VA
New and Resale
|
55+ age-restricted
|
Built 2006 - present
|
166 homes
$300ks
Liberty Trace, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2016
|
75 homes
Want to learn more about 55+ rental communities in Isle of Wight?
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Questions? Call us:
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$400ks
Cherry Grove, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
130 homes
$300ks
- $400ks
South Harbor Towns, Isle of Wight, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
300 homes
$300ks
- $500ks
Twin Rivers at Meadowvill..., Chester, VA
New Construction
|
Age-targeted
|
Built 2020 - present
|
48 homes
$100ks
- $200ks
Monarch Walk, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2007 - 2014
|
62 homes
$200ks
- $300ks
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?
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Questions? Call us:
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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
$400ks
- $500ks
The Parke at Cypress Cree..., Smithfield, VA
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
152 homes
$400ks
- $500ks
Sommerton, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2017
|
90 homes
$400ks
- $600ks
Whittakers Mill, Williamsburg, VA
New and Resale
|
Age-targeted
|
Built 2018 - present
|
106 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
- $600ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2017
|
400 homes
Want to learn more about 55+ rental communities in Isle of Wight?
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Questions? Call us:
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$200ks
- $400ks
Legacy at Burbage Lake, Suffolk, VA
New Construction
|
55+ age-restricted
|
90 homes
$300ks
- $400ks
Tinsley Charter, Prince George, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2019
|
150 homes
5 rating (1 reviews)
![Cobblestone]()
$200ks
- $300ks
Cobblestone, Hopewell, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2014
|
154 homes
Want to learn more about 55+ communities in Isle of Wight?
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Questions? Call us:
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$300ks
- $400ks
Meredith Place, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2011 - 2015
|
100 homes
New
The Governor's Land at Two Rivers
![2801 LAWNES CREEK RD, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
3 beds
|3 baths
|3,228 sq ft
|Detached
2801 LAWNES CREEK RD, WILLIAMSBURG, VA, ...
Community: The Governor's Land at Two Rivers
MLS 2600431 • Liz Moore & Associates-2, Deelyn Ro...
New
Colonial Heritage
![6559 WILTSHIRE RD, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,205 sq ft
|Townhome
6559 WILTSHIRE RD, WILLIAMSBURG, VA, 231...
Community: Colonial Heritage
MLS 2600410 • Williamsburg Realty, Robert E Ramir...
New
Retreat at Edinburgh Farms
![2009 BARTON LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
4 beds
|2 baths
|2,614 sq ft
|Townhome
2009 BARTON LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10620514 • D R Horton Realty of Virginia, Vic...
New
Retreat at Edinburgh Farms
![2001 BARTON LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
4 beds
|2 baths
|2,614 sq ft
|Townhome
2001 BARTON LN, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10620511 • D R Horton Realty of Virginia, Vic...
New
The Groves at New Kent
![7696 W DANUBE LOOP, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|2 baths
|1,696 sq ft
|House
7696 W DANUBE LOOP, NEW KENT, VA, 23124
Community: The Groves at New Kent
MLS 2603757 • Long & Foster REALTORS, John Thiel
Want to learn more about 55+ communities in Isle of Wight?
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New
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 10620426 • BHHS RW Towne Realty, Kelly Moran
New
Ford's Colony
![109 HURLSTON, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
6 beds
|6 baths
|6,389 sq ft
|Detached
109 HURLSTON, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600396 • Howard Hanna William E. Wood, Steve...
New
The Governor's Land at Two Rivers
![3012 JOHN VAUGHAN RD, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
4 beds
|4 baths
|4,316 sq ft
|Detached
3012 JOHN VAUGHAN RD, WILLIAMSBURG, VA, ...
Community: The Governor's Land at Two Rivers
MLS 2600395 • Long & Foster Real Estate, Inc., Ma...
New
Rock Creek Villas
![3400 ROCK CREEK VILLA DR, QUINTON, VA, 2..., Quinton, VA 23141]()
3 beds
|2 baths
|1,762 sq ft
|Townhouse
3400 ROCK CREEK VILLA DR, QUINTON, VA, 2...
Community: Rock Creek Villas
MLS 2602195 • Real Broker LLC, Jennifer Resnick
Download the Ultimate 55+ Homebuying Guide
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New
Kingsmill
![32 HAMPTON KEY, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
5 beds
|6 baths
|5,004 sq ft
|Detached
32 HAMPTON KEY, WILLIAMSBURG, VA, 23185
Community: Kingsmill
MLS 2600389 • Kingsmill Realty, Inc., Maggie Paig...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New
Eagle Pointe at Cahoon Plantation
![1436 SCOONIE POINTE DR, CHESAPEAKE, VA, ..., Chesapeake, VA 23322]()
3 beds
|2 baths
|1,748 sq ft
|Townhome
1436 SCOONIE POINTE DR, CHESAPEAKE, VA, ...
Community: Eagle Pointe at Cahoon Plantation
MLS 10620257 • Iron Valley Real Est Norfolk, Juli...
New
Monarch Walk
![3943 REX CIR, CHESAPEAKE, VA, 23321, Chesapeake, VA 23321]()
2 beds
|2 baths
|1,650 sq ft
|Townhome
3943 REX CIR, CHESAPEAKE, VA, 23321
Community: Monarch Walk
MLS 10620208 • Iron Valley Real Est Norfolk, John...
The Governor's Land at Two Rivers
![2900 THOMAS SMITH LN, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
5 beds
|6 baths
|4,732 sq ft
|Detached
2900 THOMAS SMITH LN, WILLIAMSBURG, VA, ...
Community: The Governor's Land at Two Rivers
MLS 2600392 • eXp Williamsburg, LLC, Mike Pattiso...
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The Groves at New Kent
![7227 LYON TAYLOR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|3 baths
|Townhouse
7227 LYON TAYLOR LN, NEW KENT, VA, 23124
Community: The Groves at New Kent
MLS 2603503 • Real Broker LLC, Van-Neisha Johnson
Ford's Colony
![1204 EAGLESCLIFFE, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188]()
2 beds
|2 baths
|1,862 sq ft
|Townhome
1204 EAGLESCLIFFE, WILLIAMSBURG, VA, 231...
Community: Ford's Colony
MLS 2600323 • Williamsburg Realty, Jim Brittain
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Quarterpath at Tutter's Pond
![1008 GADSBY LN, WILLIAMSBURG, VA, 23185, Williamsburg, VA 23185]()
3 beds
|2 baths
|2,047 sq ft
|Townhome
1008 GADSBY LN, WILLIAMSBURG, VA, 23185
Community: Quarterpath at Tutter's Pond
MLS 10619963 • RE/MAX Capital, Kimberly Quinn
Ford's Colony
![228 ROYAL DUBLIN, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
5 beds
|6 baths
|7,179 sq ft
|Detached
228 ROYAL DUBLIN, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS 2600373 • Howard Hanna William E. Wood, Holly...
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.
Cherry Grove
![7401 LEAF FALL WAY, MECHANICSVILLE, VA, ..., Mechanicsville, VA 23111]()
2 beds
|2 baths
|1,599 sq ft
|Townhouse
7401 LEAF FALL WAY, MECHANICSVILLE, VA, ...
Community: Cherry Grove
MLS 2602988 • Hometown Realty, Cindy Overton
The Villages at West Neck
![2717 LONGWORTH CT, VIRGINIA BEACH, VA, 2..., Virginia Beach, VA 23456]()
4 beds
|2 baths
|2,647 sq ft
|Detached
2717 LONGWORTH CT, VIRGINIA BEACH, VA, 2...
Community: The Villages at West Neck
MLS 10619772 • Howard Hanna Real Estate Svcs., Ro...
Kingsmill
![220 PADGETTS ORDINARY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185]()
1 beds
|1 baths
|830 sq ft
|Townhome
220 PADGETTS ORDINARY, WILLIAMSBURG, VA,...
Community: Kingsmill
MLS 2600368 • Better Homes & Gardens Real Estate ...
Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
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 2600372 • Garrett Realty Partners, Ela T Mitc...
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Colonial Heritage
![4356 HARRINGTON CMNS, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188]()
2 beds
|2 baths
|2,560 sq ft
|Detached
4356 HARRINGTON CMNS, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
MLS 2600348 • Williamsburg Realty, Jane Potter-Po...
Ford's Colony
![209 W KILBRIDE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|3,625 sq ft
|Detached
209 W KILBRIDE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600355 • Fords Colony Realty, David W Lees
Colonial Heritage
![6409 BRIGHTWELL CT, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188]()
3 beds
|2 baths
|2,178 sq ft
|Detached
6409 BRIGHTWELL CT, WILLIAMSBURG, VA, 23...
Community: Colonial Heritage
MLS 2600349 • Williamsburg Realty, Jane Potter-Po...
Colonial Heritage
![4111 LORD DUNMORE DR, WILLIAMSBURG, VA, ..., Williamsburg, VA 23188]()
3 beds
|3 baths
|2,246 sq ft
|Townhome
4111 LORD DUNMORE DR, WILLIAMSBURG, VA, ...
Community: Colonial Heritage
MLS 2600350 • Williamsburg Realty, Jane Potter-Po...
Want to learn more about 55+ rental communities in Isle of Wight?
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Download the Ultimate 55+ Homebuying Guide
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Twin Rivers at Meadowville Landing
![1713 MAINSAIL LN, CHESTER, VA, 23836, Chester, VA 23836]()
3 beds
|3 baths
|1,695 sq ft
|House
1713 MAINSAIL LN, CHESTER, VA, 23836
Community: Twin Rivers at Meadowville Landing
MLS 2603114 • Long & Foster REALTORS, James Strum
Eagle Pointe at Cahoon Plantation
![404 DUNDEE LN, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
3 beds
|2 baths
|2,500 sq ft
|Townhome
404 DUNDEE LN, CHESAPEAKE, VA, 23322
Community: Eagle Pointe at Cahoon Plantation
MLS 10619869 • Iron Valley Real Estate HR, Joseph...
Whittakers Mill
![214 BOLTONS MILL PKWY, WILLIAMSBURG, VA,..., Williamsburg, VA 23185]()
5 beds
|4 baths
|5,428 sq ft
|Detached
214 BOLTONS MILL PKWY, WILLIAMSBURG, VA,...
Community: Whittakers Mill
MLS 10618544 • Liz Moore & Associates LLC, Wendy ...
Ford's Colony
![1316 TREVISO BAY, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
4 beds
|3 baths
|2,879 sq ft
|Condo
1316 TREVISO BAY, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS VAJC2000596 • D R Horton Realty of Virginia L...
Colonial Heritage
![6223 TUCKER LNDG, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
3 beds
|3 baths
|3,630 sq ft
|Detached
6223 TUCKER LNDG, WILLIAMSBURG, VA, 2318...
Community: Colonial Heritage
MLS 2600343 • Williamsburg Realty, Jane Potter-Po...
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Questions? Call us:
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Read the Ultimate 55+ Rental Guide
Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
The Groves at New Kent
![7410 E DANUBE LOOP, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|2 baths
|1,692 sq ft
|House
7410 E DANUBE LOOP, NEW KENT, VA, 23124
Community: The Groves at New Kent
MLS 2601124 • BHHS PenFed Realty, Joe Delaney
Kingsmill
![216 RICHARD BREWSTER, WILLIAMSBURG, VA, ..., Williamsburg, VA 23185]()
4 beds
|3 baths
|3,692 sq ft
|Detached
216 RICHARD BREWSTER, WILLIAMSBURG, VA, ...
Community: Kingsmill
MLS 2600166 • CHJ Realty, Inc., Charlotte H Jones
Ford's Colony
![117 SHINNECOCK, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
5 beds
|5 baths
|4,272 sq ft
|Detached
117 SHINNECOCK, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10619428 • United Atlantic Realty, Alec Kanto...
Ford's Colony
![102 HARLECH, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|3,056 sq ft
|Detached
102 HARLECH, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600352 • Liz Moore & Associates-2, Deelyn Ro...
Download the Ultimate 55+ Homebuying Guide
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Ford's Colony
![137 LINKS OF LEITH, WILLIAMSBURG, VA, 23..., Williamsburg, VA 23188]()
MLS VAJC2000592 • Berkshire Hathaway HomeServices...
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Ford's Colony
![100 SHORT HOLE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|2,750 sq ft
|Detached
100 SHORT HOLE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10619579 • Garrett Realty Partners, Alix Khan...
New Town
![2021 HOLMES CT, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
3 beds
|2 baths
|1,686 sq ft
|Townhome
2021 HOLMES CT, WILLIAMSBURG, VA, 23188
Community: New Town
MLS 10619188 • BHHS RW Towne Realty, Sharon Baker
Retreat at Edinburgh Farms
![2150 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
2 beds
|2 baths
|1,462 sq ft
|Townhome
2150 EDWIN DR, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10619576 • D R Horton Realty of Virginia, Vic...
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Colonial Heritage
![6660 REXFORD LN, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
2 beds
|2 baths
|2,315 sq ft
|Detached
6660 REXFORD LN, WILLIAMSBURG, VA, 23188
Community: Colonial Heritage
MLS 10619491 • Williamsburg Realty, Robert Ramire...
Retreat at Edinburgh Farms
![2213 EDWIN DR, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
2 beds
|2 baths
|1,462 sq ft
|Townhome
2213 EDWIN DR, CHESAPEAKE, VA, 23322
Community: Retreat at Edinburgh Farms
MLS 10619479 • D R Horton Realty of Virginia, Vic...
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© 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: Feb 19, 2026.
This application does not include information on all of the properties available for sale at this time.
