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Isle of Wight, VA 55+ active adult communities & homes for sale
41 communities near Isle of Wight
331 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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$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
$600ks
- $3Ms
The Governor's Land at Tw..., Williamsburg, VA
New and Resale
|
Age-targeted
|
750 homes
$300ks
- $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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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
$300ks
- $400ks
The Vineyards at Hallstea..., Suffolk, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
102 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
$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
- $500ks
The Retreat at Western Br..., Chesapeake, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
84 homes
$300ks
- $400ks
Church Square, Smithfield, VA
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
120 homes
$400ks
Oak Crest Townhomes, Mechanicsville, VA
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
40 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
$400ks
- $600ks
Walnut Farm, Williamsburg, VA
New Construction
|
Age-targeted
|
Built 2019 - present
|
75 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
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
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$300ks
- $400ks
South Harbor Towns, Isle of Wight, VA
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
300 homes
$300ks
Liberty Trace, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2016
|
75 homes
$300ks
- $400ks
Villas at Five Forks, Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2013
|
90 homes
$400ks
- $600ks
The Retreat at Greenbrier, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2015
|
184 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
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
$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
$400ks
- $600ks
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?
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$400ks
- $500ks
Sommerton, Chesapeake, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2017
|
90 homes
$400ks
- $600ks
The Settlement at Powhata..., Williamsburg, VA
Resale Only
|
55+ age-restricted
|
Built 2008 - 2017
|
400 homes
$300ks
- $500ks
Twin Rivers at Meadowvill..., Chester, VA
New Construction
|
Age-targeted
|
Built 2020 - present
|
48 homes
$200ks
- $400ks
Legacy at Burbage Lake, Suffolk, VA
New Construction
|
55+ age-restricted
|
90 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 Parke at Cypress Cree..., Smithfield, VA
New Construction
|
55+ age-restricted
|
Built 2020 - present
|
152 homes
$400ks
Cherry Grove, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2017 - 2020
|
130 homes
$400ks
The Villas at Rose Hill, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2010 - 2015
|
157 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?
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Questions? Call us:
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$300ks
- $400ks
CoolWell, Mechanicsville, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
60 homes
New
The Cottages at Viniterra
![9156 TERROIR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
4 beds
|3 baths
|3,397 sq ft
|House
9156 TERROIR LN, NEW KENT, VA, 23124
Community: The Cottages at Viniterra
MLS 2603129 • Hometown Realty, Frasia Dunville
New
The Vineyards at Hallstead Reserve
![1301 ACADIAN DR D, SUFFOLK, VA, 23434, Suffolk, VA 23434]()
3 beds
|3 baths
|2,026 sq ft
|Townhome
1301 ACADIAN DR D, SUFFOLK, VA, 23434
Community: The Vineyards at Hallstead Reserve
MLS 10620845 • Triumph Realty, Jasmina West
New
Ford's Colony
![117 CONGRESSIONAL, WILLIAMSBURG, VA, 231..., Williamsburg, VA 23188]()
4 beds
|4 baths
|3,537 sq ft
|Detached
117 CONGRESSIONAL, WILLIAMSBURG, VA, 231...
Community: Ford's Colony
MLS 2600469 • Liz Moore & Associates-2, Deelyn Ro...
New
Eagle Pointe at Cahoon Plantation
![1503 MULLIGAN CT, CHESAPEAKE, VA, 23322, Chesapeake, VA 23322]()
4 beds
|2 baths
|2,598 sq ft
|Detached
1503 MULLIGAN CT, CHESAPEAKE, VA, 23322
Community: Eagle Pointe at Cahoon Plantation
MLS 10620957 • The Agency, Betsy Thompson
New
Ford's Colony
![113 STRATTON, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|3,982 sq ft
|Detached
113 STRATTON, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600403 • BHHS RW Towne Realty LLC, Cheri Mul...
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New
Ford's Colony
![102 SWINLEY FRST, WILLIAMSBURG, VA, 2318..., Williamsburg, VA 23188]()
5 beds
|4 baths
|4,366 sq ft
|Detached
102 SWINLEY FRST, WILLIAMSBURG, VA, 2318...
Community: Ford's Colony
MLS 2600411 • Liz Moore & Associates-2, Andrea Po...
New
Ford's Colony
![105 SCOTSCRAIG, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|2,700 sq ft
|Detached
105 SCOTSCRAIG, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600460 • RE/MAX Peninsula, Helen Williams
New
Oak Crest Townhomes
![7679 LLOYD TER, MECHANICSVILLE, VA, 2311..., Mechanicsville, VA 23111]()
3 beds
|3 baths
|1,960 sq ft
|Condo
7679 LLOYD TER, MECHANICSVILLE, VA, 2311...
Community: Oak Crest Townhomes
MLS 2603986 • D R Horton Realty of Virginia,, Vic...
New
Oak Crest Townhomes
![7675 LLOYD TER, MECHANICSVILLE, VA, 2311..., Mechanicsville, VA 23111]()
3 beds
|3 baths
|1,960 sq ft
|Condo
7675 LLOYD TER, MECHANICSVILLE, VA, 2311...
Community: Oak Crest Townhomes
MLS 2603975 • D R Horton Realty of Virginia,, Vic...
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
Ford's Colony
![209 W KILBRIDE, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|3 baths
|3,625 sq ft
|Detached
209 W KILBRIDE, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 10619738 • Ford's Colony Realty, David Lees
New
Ford's Colony
![104 WOLF CRK, WILLIAMSBURG, VA, 23188, Williamsburg, VA 23188]()
4 beds
|4 baths
|3,450 sq ft
|Detached
104 WOLF CRK, WILLIAMSBURG, VA, 23188
Community: Ford's Colony
MLS 2600421 • Liz Moore & Associates-2, Simone W ...
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...
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...
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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...
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...
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
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
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
![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...
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...
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
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...
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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...
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...
The Groves at New Kent
![7227 LYON TAYLOR LN, NEW KENT, VA, 23124, New Kent, VA 23124]()
3 beds
|3 baths
|1,635 sq ft
|Townhouse
7227 LYON TAYLOR LN, NEW KENT, VA, 23124
Community: The Groves at New Kent
MLS 2603503 • Real Broker LLC, Van-Neisha Johnson
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
![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
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...
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 ...
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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...
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...
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...
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.
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...
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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...
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
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REIN updates its listings on a daily basis. Data last updated: Feb 24, 2026.
This application does not include information on all of the properties available for sale at this time.
