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Winchester, VA 55+ active adult communities & homes for sale

263 homes near Winchester

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5 rating (1 reviews) Willow Lawn Cottages
$300Ks - $300Ks
Willow Lawn Cottages, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes
No reviews yet Cross Creek Village
$300Ks - $300Ks
Cross Creek Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 90 homes
No reviews yet The Village at Harvest Ri...
$500Ks - $500Ks
The Village at Harvest Ri..., Winchester, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 82 homes
No reviews yet Woodbrook Village
$300Ks - $300Ks
Woodbrook Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 81 homes
No reviews yet Cottage Glen
$400Ks - $400Ks
Cottage Glen, Winchester, VA
New and Resale | Age-targeted | Built 2018 - present | 25 homes
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No reviews yet Abrams Chase
$500Ks - $500Ks
Abrams Chase, Winchester, VA
New Construction | 55+ age-restricted | Built 2020 - present | 13 homes
5 rating (3 reviews) Heritage Hunt
$300Ks - $800Ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
2 rating (1 reviews) Birchwood at Brambleton
$500Ks - $1Ms
Birchwood at Brambleton, Ashburn, VA
New and Resale | 55+ age-restricted | Built 2016 - present | 1,502 homes
5 rating (2 reviews) Potomac Green
$300Ks - $900Ks
Potomac Green, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes
5 rating (31 reviews) Lansdowne Woods of Virgin...
$200Ks - $500Ks
Lansdowne Woods of Virgin..., Lansdowne, VA
Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 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.
No reviews yet Penn National
$300Ks - $500Ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
2.8 rating (6 reviews) Celebrate
$400Ks - $600Ks
Celebrate, Fredericksburg, VA
New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes
5 rating (2 reviews) Trilogy® at Lake Frederic...
$400Ks - $900Ks
Trilogy® at Lake Frederic..., Lake Frederick, VA
New and Resale | 55+ age-restricted | Built 2006 - present | 950 homes
5 rating (1 reviews) Regency at Dominion Valle...
$400Ks - $900Ks
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
5 rating (1 reviews) Four Seasons at Historic ...
$500Ks - $600Ks
Four Seasons at Historic ..., Dumfries, VA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 801 homes
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Questions? Call us: (540) 773-2470
4.4 rating (5 reviews) Virginia Heritage at Lee'...
$400Ks - $600Ks
Virginia Heritage at Lee'..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2005 - 2021 | 795 homes
4.3 rating (3 reviews) Falls Run
$300Ks - $500Ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
No reviews yet The Woodlands of Urbana
$400Ks - $600Ks
The Woodlands of Urbana, Urbana, MD
New Construction | 55+ age-restricted | Built 2019 - present | 565 homes
5 rating (1 reviews) Crestwood Village
$300Ks - $400Ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
No reviews yet Carter's Mill
$400Ks - $700Ks
Carter's Mill, Haymarket, VA
New Construction | 55+ age-restricted | Built 2020 - present | 480 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.
1 rating (1 reviews) Dunbarton
$600Ks - $600Ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes
No reviews yet Montebello
$600Ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
No reviews yet Twin Lake Villas
$400Ks - $400Ks
Twin Lake Villas, Locust Grove, VA
New Construction | 55+ age-restricted | Built 2021 - present | 340 homes
No reviews yet Spring Hill
$500Ks - $500Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
No reviews yet ThreeOaksâ„¢
$400Ks - $600Ks
ThreeOaksâ„¢, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 268 homes
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Questions? Call us: (540) 773-2470
No reviews yet Regency at Ashburn
$500Ks - $700Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
No reviews yet Emerald Pointe
$300Ks - $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
No reviews yet River Ridge
$600Ks - $600Ks
River Ridge, Woodbridge, VA
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes
No reviews yet Signature Club at Greenvi...
$500Ks - $600Ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 homes
No reviews yet Regency at Chancellorsvil...
$500Ks - $500Ks
Regency at Chancellorsvil..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2004 - 2019 | 225 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.
No reviews yet The Retreat at Poland Hil...
$700Ks - $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes
No reviews yet Regency at Creekside
$900Ks - $900Ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
No reviews yet The Atrium at MetroWest
$700Ks - $700Ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
No reviews yet Four Seasons at Virginia ...
$400Ks - $600Ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
No reviews yet Central Parke at Lowes Is...
$400Ks - $400Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 homes
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
No reviews yet Summerlake
$300Ks - $300Ks
Summerlake, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 1987 - 1997 | 161 homes
No reviews yet Belmont Bay
$300Ks - $800Ks
Belmont Bay, Woodbridge, VA
New and Resale | Age-targeted | Built 2007 - present | 155 homes
No reviews yet Regency at Belmont
$1Ms - $1Ms
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
No reviews yet Four Seasons at Charlotte...
$500Ks - $500Ks
Four Seasons at Charlotte..., Ruckersville, VA
New and Resale | 55+ age-restricted | Built 2005 - present | 144 homes
No reviews yet Spring Valley Estates
$300Ks - $300Ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Country Manor 46 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$199,000

3 beds

|

2 baths

|

1,778 sq ft

46 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
Penn National 4575 RANGE RUNNER DR, FAYETTEVILLE, PA, ..., Fayetteville, PA 17222
$390,000

2 beds

|

2 baths

|

1,408 sq ft

4575 RANGE RUNNER DR, FAYETTEVILLE, PA, ...
Community: Penn National
Country Manor 102 COLONIAL CT, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$229,000

2 beds

|

2 baths

|

1,490 sq ft

102 COLONIAL CT, SHIPPENSBURG, PA, 17257
Community: Country Manor
Penn National 6135 MERION DR, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$572,000

5 beds

|

4 baths

|

4,494 sq ft

6135 MERION DR, FAYETTEVILLE, PA, 17222
Community: Penn National
Country Manor 84 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$181,900

2 beds

|

2 baths

|

1,438 sq ft

84 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Penn National 6357 9TH VW, FAYETTEVILLE, PA, 17222, Fayetteville, PA 17222
$339,900

3 beds

|

2 baths

|

1,958 sq ft

|

Condo

6357 9TH VW, FAYETTEVILLE, PA, 17222
Community: Penn National
Penn National 6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17..., Fayetteville, PA 17222
$449,000

3 beds

|

2 baths

|

2,155 sq ft

6279 OAK LEAF LN N, FAYETTEVILLE, PA, 17...
Community: Penn National
Penn National 6512 PULLHOOK LN, FAYETTEVILLE, PA, 1722..., Fayetteville, PA 17222
$429,900

3 beds

|

2 baths

|

2,046 sq ft

6512 PULLHOOK LN, FAYETTEVILLE, PA, 1722...
Community: Penn National
Country Manor 38 LANTERN LN, SHIPPENSBURG, PA, 17257, Shippensburg, PA 17257
$203,000

2 beds

|

2 baths

|

1,441 sq ft

38 LANTERN LN, SHIPPENSBURG, PA, 17257
Community: Country Manor
Spring Valley Estates 11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11802 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
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.
Spring Valley Estates 11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$388,900

4 beds

|

3 baths

|

2,035 sq ft

11798 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Spring Valley Estates 11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ..., Waynesboro, PA 17268
$364,900

3 beds

|

3 baths

|

1,850 sq ft

11797 MYSTIC ROCK LN S, WAYNESBORO, PA, ...
Celebrate 177 HYANNIS PL, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$399,900

2 beds

|

2 baths

|

1,505 sq ft

177 HYANNIS PL, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Virginia Heritage at Lee's Parke 10205 IVERSON AVE, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$549,900

4 beds

|

4 baths

|

3,552 sq ft

10205 IVERSON AVE, FREDERICKSBURG, VA, 2...
Virginia Heritage at Lee's Parke 10207 IVERSON AVE, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$549,900

3 beds

|

3 baths

|

2,596 sq ft

10207 IVERSON AVE, FREDERICKSBURG, VA, 2...
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
New Potomac Green 44497 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147
$715,000

3 beds

|

3 baths

|

2,118 sq ft

44497 MALTESE FALCON SQ, ASHBURN, VA, 20...
Community: Potomac Green
Birchwood at Brambleton 42869 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148
$574,900

3 beds

|

3 baths

|

2,660 sq ft

|

Condo

42869 LITTLEHALES TER, ASHBURN, VA, 2014...
Four Seasons at Historic Virginia 3704 CHAPMAN MILL TRL, DUMFRIES, VA, 220..., Dumfries, VA 22025
$600,000

3 beds

|

2 baths

|

1,986 sq ft

3704 CHAPMAN MILL TRL, DUMFRIES, VA, 220...
Virginia Heritage at Lee's Parke 6020 E GREENBRIER RIVER RD, FREDERICKSBU..., Fredericksburg, VA 22407
$610,000

4 beds

|

3 baths

|

3,317 sq ft

6020 E GREENBRIER RIVER RD, FREDERICKSBU...
New Four Seasons at Virginia Crossing 3720 HAVERTILL LN UNIT 303, WOODBRIDGE, ..., Woodbridge, VA 22193
$475,000

2 beds

|

2 baths

|

1,706 sq ft

|

Condo

3720 HAVERTILL LN UNIT 303, WOODBRIDGE, ...
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 Celebrate 201 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$575,000

3 beds

|

3 baths

|

3,134 sq ft

201 DENISON ST, FREDERICKSBURG, VA, 2240...
Community: Celebrate
Trilogy® at Lake Frederick 110 PINTAIL WAY, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$645,000

3 beds

|

3 baths

|

2,599 sq ft

110 PINTAIL WAY, LAKE FREDERICK, VA, 226...
New Falls Run 295 BRIDGEWATER CIR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406
$415,000

2 beds

|

2 baths

|

1,552 sq ft

295 BRIDGEWATER CIR, FREDERICKSBURG, VA,...
Community: Falls Run
Woodbrook Village 115 TANGLEWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602
$375,000

2 beds

|

2 baths

|

1,584 sq ft

115 TANGLEWOOD LN, WINCHESTER, VA, 22602
Community: Woodbrook Village
New Lansdowne Woods of Virginia 19385 CYPRESS RIDGE TER 503, LEESBURG, V..., Leesburg, VA 20176
$435,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

19385 CYPRESS RIDGE TER 503, LEESBURG, V...
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Questions? Call us: (540) 773-2470
New Lansdowne Woods of Virginia 19375 CYPRESS RIDGE TER 1117, LEESBURG, ..., Leesburg, VA 20176
$450,000

2 beds

|

2 baths

|

1,380 sq ft

|

Condo

19375 CYPRESS RIDGE TER 1117, LEESBURG, ...
Saintsbury Plaza 2903 SAINTSBURY PLZ 401, FAIRFAX, VA, 22..., Fairfax, VA 22031
$639,900

3 beds

|

3 baths

|

1,586 sq ft

|

Condo

2903 SAINTSBURY PLZ 401, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
New Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 401, LEESBURG, V..., Leesburg, VA 20176
$510,000

3 beds

|

2 baths

|

1,534 sq ft

|

Condo

19355 CYPRESS RIDGE TER 401, LEESBURG, V...
Birchwood at Brambleton 43244 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148
$899,000

3 beds

|

4 baths

|

2,908 sq ft

43244 GREELEY SQ, ASHBURN, VA, 20148
Montebello 21792 HAWKSBILL HIGH CIR, STERLING, VA, ..., Sterling, VA 20164
$869,900

2 beds

|

2 baths

|

1,445 sq ft

21792 HAWKSBILL HIGH CIR, STERLING, VA, ...
Community: Montebello
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 Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 405, LEESBURG..., Leesburg, VA 20176
$509,990

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 405, LEESBURG...
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 104, LEESBURG..., Leesburg, VA 20176
$469,999

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 104, LEESBURG...
Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 206, LEESBURG..., Leesburg, VA 20176
$474,999

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 206, LEESBURG...
Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 205, LEESBURG..., Leesburg, VA 20176
$499,999

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 205, LEESBURG...
Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 403, LEESBURG..., Leesburg, VA 20176
$494,999

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 403, LEESBURG...
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Questions? Call us: (540) 773-2470
New Potomac Green 20610 HOPE SPRING TER 205, ASHBURN, VA, ..., Ashburn, VA 20147
$525,000

2 beds

|

2 baths

|

1,632 sq ft

|

Condo

20610 HOPE SPRING TER 205, ASHBURN, VA, ...
Community: Potomac Green
Trilogy® at Lake Frederick 120 CHOKE CHERRY CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630
$499,000

4 beds

|

4 baths

|

2,800 sq ft

120 CHOKE CHERRY CT, LAKE FREDERICK, VA,...
Regency at Ashburn 44589 YORK CREST TER 406, ASHBURN, VA, 2..., Ashburn, VA 20147
$609,900

3 beds

|

2 baths

|

1,719 sq ft

|

Condo

44589 YORK CREST TER 406, ASHBURN, VA, 2...
Community: Regency at Ashburn
Keswick Villas 7863 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$435,900

3 beds

|

4 baths

|

2,057 sq ft

7863 HARLOW CIR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Central Parke at Lowes Island 20745 ROYAL PALACE SQ 102, STERLING, VA,..., Sterling, VA 20165
$425,000

2 beds

|

2 baths

|

1,692 sq ft

|

Condo

20745 ROYAL PALACE SQ 102, STERLING, VA,...

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263 homes near Winchester
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