Call us at (540) 773-2470 to learn more about active adult communities in Winchester

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

81 communities near Winchester

Sort by:

Relevance

Relevance

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
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
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
$400Ks - $800Ks
Heritage Hunt, Gainesville, VA
Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes
2 rating (1 reviews) Birchwood at Brambleton
$400Ks - $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
$300Ks - $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...
$700Ks - $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
Want to learn more about 55+ communities in Winchester? 55places can help!
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 - $400Ks
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 Regency at Ashburn
$500Ks - $700Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
No reviews yet ThreeOaksâ„¢
$400Ks - $600Ks
ThreeOaksâ„¢, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 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...
$600Ks - $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
Trilogy® at Lake Frederick 117 GADWELL LN, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$619,000

3 beds

|

3 baths

|

2,562 sq ft

117 GADWELL LN, LAKE FREDERICK, VA, 2263...
Trilogy® at Lake Frederick 116 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630
$675,000

3 beds

|

3 baths

|

2,885 sq ft

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2...
Regency at Dominion Valley 15133 CHAMPIONSHIP DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$749,800

3 beds

|

3 baths

|

3,166 sq ft

15133 CHAMPIONSHIP DR, HAYMARKET, VA, 20...
New Lansdowne Woods of Virginia 19370 MAGNOLIA GROVE SQ UNIT 410, LEESBU..., Leesburg, VA 20176
$570,000

2 beds

|

2 baths

|

1,685 sq ft

|

Condo

19370 MAGNOLIA GROVE SQ UNIT 410, LEESBU...
Trilogy® at Lake Frederick 124 PIMPERNEL PL, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$877,000

4 beds

|

4 baths

|

3,758 sq ft

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22...
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
New Heritage Hunt 7055 HERITAGE HUNT DR APT 207, GAINESVIL..., Gainesville, VA 20155
$440,000

2 beds

|

2 baths

|

1,310 sq ft

|

Condo

7055 HERITAGE HUNT DR APT 207, GAINESVIL...
Community: Heritage Hunt
Heritage Hunt 13882 CINCH LN, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$835,000

3 beds

|

4 baths

|

3,192 sq ft

13882 CINCH LN, GAINESVILLE, VA, 20155
Community: Heritage Hunt
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...
Four Seasons at Historic Virginia 16600 DOWNY FLAKE MEWS, DUMFRIES, VA, 22..., Dumfries, VA 22025
$510,000

2 beds

|

2 baths

|

1,962 sq ft

16600 DOWNY FLAKE MEWS, DUMFRIES, VA, 22...
New Falls Run 109 SMITHFIELD WAY, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22406
$380,000

2 beds

|

2 baths

|

1,504 sq ft

109 SMITHFIELD WAY, FREDERICKSBURG, VA, ...
Community: Falls Run
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.
Heritage Hunt 6046 GALLANT FOX CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155
$643,000

4 beds

|

3 baths

|

1,943 sq ft

6046 GALLANT FOX CT, GAINESVILLE, VA, 20...
Community: Heritage Hunt
Gatherings at Wellington 10275 FOUNTAIN CIR 206, MANASSAS, VA, 20..., Manassas, VA 20110
$405,000

2 beds

|

2 baths

|

1,558 sq ft

|

Condo

10275 FOUNTAIN CIR 206, MANASSAS, VA, 20...
Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 405, LEESBURG..., Leesburg, VA 20176
$504,999

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 405, LEESBURG...
Potomac Green 20559 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147
$880,000

3 beds

|

3 baths

|

2,267 sq ft

20559 CRESCENT POINTE PL, ASHBURN, VA, 2...
Community: Potomac Green
New Potomac Green 20432 BUNKER HILL WAY, ASHBURN, VA, 2014..., Ashburn, VA 20147
$855,000

4 beds

|

4 baths

|

2,404 sq ft

20432 BUNKER HILL WAY, ASHBURN, VA, 2014...
Community: Potomac Green
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Summerlake 11486 CHELSEA CT, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407
$389,900

3 beds

|

3 baths

|

1,860 sq ft

11486 CHELSEA CT, FREDERICKSBURG, VA, 22...
Community: Summerlake
Heritage Hunt 13404 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$875,000

4 beds

|

4 baths

|

4,069 sq ft

13404 FIELDSTONE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Trilogy® at Lake Frederick 135 BURKWOOD TER, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$419,999

3 beds

|

4 baths

|

2,332 sq ft

135 BURKWOOD TER, LAKE FREDERICK, VA, 22...
New Gatherings at Potomac Station 750 MOUNT AIRY TER NE UNIT 205, LEESBURG..., Leesburg, VA 20176
$499,999

2 beds

|

2 baths

|

1,485 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 205, LEESBURG...
New Gatherings at Potomac Station 700 MOUNT AIRY TER NE UNIT 403A, LEESBUR..., Leesburg, VA 20176
$489,999

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

700 MOUNT AIRY TER NE UNIT 403A, LEESBUR...
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.
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...
Regency at Ashburn 44589 YORK CREST TER APT 300, ASHBURN, V..., Ashburn, VA 20147
$625,000

3 beds

|

2 baths

|

1,825 sq ft

|

Condo

44589 YORK CREST TER APT 300, ASHBURN, V...
Community: Regency at Ashburn
New Regency at Belmont 19873 STEWART GAP TER, ASHBURN, VA, 2014..., Ashburn, VA 20147
$999,990

3 beds

|

4 baths

|

3,255 sq ft

19873 STEWART GAP TER, ASHBURN, VA, 2014...
Community: Regency at Belmont
Four Seasons at Ashburn Village 44485 CHAMBERLAIN TER UNIT 205, ASHBURN,..., Ashburn, VA 20147
$448,500

2 beds

|

2 baths

|

1,612 sq ft

|

Condo

44485 CHAMBERLAIN TER UNIT 205, ASHBURN,...
Downey Knolls 14734 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827
$337,990

3 beds

|

2 baths

|

1,385 sq ft

14734 GREEN VIEW DR, ELKTON, VA, 22827
Community: Downey Knolls
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Downey Knolls 14736 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827
$337,990

3 beds

|

2 baths

|

1,385 sq ft

14736 GREEN VIEW DR, ELKTON, VA, 22827
Community: Downey Knolls
Cascades at Embrey Mill 158 BUGLE WAY, STAFFORD, VA, 22554, Stafford, VA 22554
$575,000

3 beds

|

3 baths

|

2,296 sq ft

158 BUGLE WAY, STAFFORD, VA, 22554
New The Retreat at Poland Hill 43441 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152
$969,950

4 beds

|

4 baths

|

3,553 sq ft

43441 BETTYS FARM DR, CHANTILLY, VA, 201...
New Heritage Hunt 5969 PINEY GROVE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155
$875,000

4 beds

|

6 baths

|

4,529 sq ft

5969 PINEY GROVE WAY, GAINESVILLE, VA, 2...
Community: Heritage Hunt
Lansdowne Woods of Virginia 19355 CYPRESS RIDGE TER 903, LEESBURG, V..., Leesburg, VA 20176
$449,000

2 beds

|

2 baths

|

1,251 sq ft

|

Condo

19355 CYPRESS RIDGE TER 903, LEESBURG, V...
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.
Birchwood at Brambleton 23630 HAVELOCK WALK TER UNIT 317, ASHBUR..., Ashburn, VA 20148
$545,000

3 beds

|

2 baths

|

1,518 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 317, ASHBUR...
Cedar Meadows 124 BLUETS DR, WHITE POST, VA, 22663, White Post, VA 22663
$415,000

2 beds

|

2 baths

|

1,613 sq ft

124 BLUETS DR, WHITE POST, VA, 22663
Community: Cedar Meadows
Cadence at Lansdowne 43927 MARITIME SONG TER, LEESBURG, VA, 2..., Leesburg, VA 20176
$850,000

3 beds

|

3 baths

|

2,759 sq ft

43927 MARITIME SONG TER, LEESBURG, VA, 2...
Birchwood at Brambleton 23630 HAVELOCK WALK TER UNIT 205, ASHBUR..., Ashburn, VA 20148
$429,980

2 beds

|

2 baths

|

1,059 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 205, ASHBUR...
Barley Woods 6706 BIG LAUREL LN, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407
$519,900

2 beds

|

2 baths

|

1,748 sq ft

6706 BIG LAUREL LN, FREDERICKSBURG, VA, ...
Community: Barley Woods
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
River Crossing at Spring Arbor 12608 RIVER CROSSING WAY, FREDERICKSBURG..., Fredericksburg, VA 22407
$370,000

3 beds

|

3 baths

|

1,575 sq ft

12608 RIVER CROSSING WAY, FREDERICKSBURG...
Regency at Dominion Valley 15476 CHAMPIONSHIP DR, HAYMARKET, VA, 20..., Haymarket, VA 20169
$975,000

3 beds

|

3 baths

|

4,307 sq ft

15476 CHAMPIONSHIP DR, HAYMARKET, VA, 20...
Dunbarton 13033 ORMOND DR, BRISTOW, VA, 20136, Bristow, VA 20136
$699,900

4 beds

|

3 baths

|

3,207 sq ft

13033 ORMOND DR, BRISTOW, VA, 20136
Community: Dunbarton
Summerlake 11333 SAVANNAH DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$354,900

2 beds

|

2 baths

|

1,479 sq ft

11333 SAVANNAH DR, FREDERICKSBURG, VA, 2...
Community: Summerlake
Summerlake 11611 HAMPSHIRE CT, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407
$379,900

3 beds

|

3 baths

|

1,969 sq ft

11611 HAMPSHIRE CT, FREDERICKSBURG, VA, ...
Community: Summerlake

Frequently Asked Questions


Want more information about active adult communities around Winchester?

Global - Lead Form - Buyer or Renter

*55places does not provide or maintain community HOA information.
By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

81 communities near Winchester
Remove Boundaries ×
Map Satellite

Want to learn more about 55+ communities in Winchester?

Call us: (540) 773-2470

Call Us Call Us
Scroll to Top