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

81 communities 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 - $400Ks
Cross Creek Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 90 homes
No reviews yet The Village at Harvest Ri...
$600Ks - $600Ks
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
$400Ks - $900Ks
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...
$300Ks - $400Ks
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
$200Ks - $800Ks
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 - $1Ms
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 - $700Ks
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
$400Ks - $400Ks
Falls Run, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes
No reviews yet The Woodlands of Urbana
$600Ks - $600Ks
The Woodlands of Urbana, Urbana, MD
New Construction | 55+ age-restricted | Built 2019 - present | 565 homes
5 rating (1 reviews) Crestwood Village
$300Ks - $300Ks
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 - $800Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
No reviews yet Regency at Ashburn
$500Ks - $600Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
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Questions? Call us: (540) 773-2470
No reviews yet ThreeOaksâ„¢
$400Ks - $800Ks
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
$500Ks - $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...
$400Ks - $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 - $800Ks
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
$900Ks - $900Ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
No reviews yet Four Seasons at Charlotte...
$400Ks - $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
Four Seasons at Historic Virginia 16837 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$674,900
|

3,641 sq ft

16837 FOUR SEASONS DR, DUMFRIES, VA, 220...
Celebrate 9 BRANT CT, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$508,750

3 beds

|

3 baths

|

2,656 sq ft

9 BRANT CT, FREDERICKSBURG, VA, 22406
Community: Celebrate
Trilogy® at Lake Frederick 114 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$749,900

3 beds

|

4 baths

|

3,333 sq ft

114 TURNSTONE LN, LAKE FREDERICK, VA, 22...
Regency at Dominion Valley 15691 ALDERBROOK DR, HAYMARKET, VA, 2016..., Haymarket, VA 20169
$899,000

2 beds

|

3 baths

|

4,124 sq ft

15691 ALDERBROOK DR, HAYMARKET, VA, 2016...
Four Seasons at Ashburn Village 44485 CHAMBERLAIN TER UNIT 200, ASHBURN,..., Ashburn, VA 20147
$465,700

2 beds

|

2 baths

|

1,763 sq ft

|

Condo

44485 CHAMBERLAIN TER UNIT 200, ASHBURN,...
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Questions? Call us: (540) 773-2470
Celebrate 37 MENDOTA WAY, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406
$546,500

3 beds

|

3 baths

|

2,638 sq ft

37 MENDOTA WAY, FREDERICKSBURG, VA, 2240...
Community: Celebrate
New Spring Hill 8965 YELLOW DAISY PL, LORTON, VA, 22079, Lorton, VA 22079
$869,000

3 beds

|

3 baths

|

2,546 sq ft

8965 YELLOW DAISY PL, LORTON, VA, 22079
Community: Spring Hill
Heritage Hunt 6156 FERRIER CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155
$719,900

4 beds

|

3 baths

|

2,322 sq ft

6156 FERRIER CT, GAINESVILLE, VA, 20155
Community: Heritage Hunt
River Ridge 12331 MACRINA CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192
$579,900

3 beds

|

3 baths

|

2,610 sq ft

12331 MACRINA CT, WOODBRIDGE, VA, 22192
Community: River Ridge
River Ridge 12392 GRANTLEY CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192
$624,900

2 beds

|

2 baths

|

2,203 sq ft

12392 GRANTLEY CT, WOODBRIDGE, VA, 22192
Community: River Ridge
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 23688 BOLTON CRESCENT TER APT 204, ASHBU..., Ashburn, VA 20148
$475,000

2 beds

|

2 baths

|

1,280 sq ft

|

Condo

23688 BOLTON CRESCENT TER APT 204, ASHBU...
Trilogy® at Lake Frederick 213 GREBE DR, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630
$765,000

3 beds

|

4 baths

|

3,191 sq ft

213 GREBE DR, LAKE FREDERICK, VA, 22630
Trilogy® at Lake Frederick 116 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630
$685,000

3 beds

|

3 baths

|

2,885 sq ft

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2...
Four Seasons at Historic Virginia 3839 MULBERRY POINT CT, DUMFRIES, VA, 22..., Dumfries, VA 22025
$669,950

4 beds

|

3 baths

|

3,424 sq ft

3839 MULBERRY POINT CT, DUMFRIES, VA, 22...
New Central Parke at Lowes Island 20898 PRINCE LOWES TER, STERLING, VA, 20..., Sterling, VA 20165
$750,000

3 beds

|

4 baths

|

3,239 sq ft

20898 PRINCE LOWES TER, STERLING, VA, 20...
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Potomac Green 44357 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147
$710,000

2 beds

|

2 baths

|

1,605 sq ft

44357 SUNSET MAPLE DR, ASHBURN, VA, 2014...
Community: Potomac Green
Twin Lake Villas 35049 MANSOURS DR, LOCUST GROVE, VA, 225..., Locust Grove, VA 22508
$405,000

3 beds

|

2 baths

|

1,369 sq ft

35049 MANSOURS DR, LOCUST GROVE, VA, 225...
Community: Twin Lake Villas
Saintsbury Plaza 2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22..., Fairfax, VA 22031
$400,000

2 beds

|

2 baths

|

1,125 sq ft

|

Condo

2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
Heritage Hunt 6909 SUNDAY SILENCE CT, GAINESVILLE, VA,..., Gainesville, VA 20155
$749,900

3 beds

|

3 baths

|

2,520 sq ft

6909 SUNDAY SILENCE CT, GAINESVILLE, VA,...
Community: Heritage Hunt
Virginia Heritage at Lee's Parke 5503 BALLS BLUFF RD, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$575,000

3 beds

|

3 baths

|

2,102 sq ft

5503 BALLS BLUFF RD, FREDERICKSBURG, VA,...
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.
Gatherings at Wellington 9204 CHARLESTON DR UNIT 404, MANASSAS, V..., Manassas, VA 20110
$399,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

9204 CHARLESTON DR UNIT 404, MANASSAS, V...
Four Seasons at Historic Virginia 3758 BLOWING LEAF PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025
$675,000

5 beds

|

3 baths

|

3,465 sq ft

3758 BLOWING LEAF PL, DUMFRIES, VA, 2202...
New Barley Woods 12211 GLEN OAKS DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407
$514,900

2 beds

|

2 baths

|

1,981 sq ft

12211 GLEN OAKS DR, FREDERICKSBURG, VA, ...
Community: Barley Woods
Heritage Hunt 6824 DERBY RUN WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155
$875,000

3 beds

|

3 baths

|

3,774 sq ft

6824 DERBY RUN WAY, GAINESVILLE, VA, 201...
Community: Heritage Hunt
Virginia Heritage at Lee's Parke 10205 IVERSON AVE, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$519,900

4 beds

|

4 baths

|

3,552 sq ft

10205 IVERSON AVE, FREDERICKSBURG, VA, 2...
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
New Lansdowne Woods of Virginia 19350 MAGNOLIA GROVE SQ UNIT 405, LEESBU..., Leesburg, VA 20176
$420,000

2 beds

|

2 baths

|

1,394 sq ft

|

Condo

19350 MAGNOLIA GROVE SQ UNIT 405, LEESBU...
Birchwood at Brambleton 23631 HAVELOCK WALK TER 313, ASHBURN, VA..., Ashburn, VA 20148
$485,000

2 beds

|

2 baths

|

1,403 sq ft

|

Condo

23631 HAVELOCK WALK TER 313, ASHBURN, VA...
The Village at Harvest Ridge 150 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601
$655,000

4 beds

|

3 baths

|

4,385 sq ft

150 HARVEST RIDGE DR, WINCHESTER, VA, 22...
Trilogy® at Lake Frederick 153 LEATHER FLOWER DR, LAKE FREDERICK, V..., Lake Frederick, VA 22630
$520,000

4 beds

|

4 baths

|

2,719 sq ft

153 LEATHER FLOWER DR, LAKE FREDERICK, V...
New Lexington Square 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
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 Lexington 7 44506 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$837,656

3 beds

|

3 baths

|

2,969 sq ft

44506 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington 7 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Lexington Square 44508 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$818,236

3 beds

|

3 baths

|

3,036 sq ft

44508 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Trilogy® at Lake Frederick 108 BUNTING CT, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$775,000

3 beds

|

4 baths

|

5,284 sq ft

108 BUNTING CT, LAKE FREDERICK, VA, 2263...
Heritage Hunt 13457 VICTORY GALLOP WAY, GAINESVILLE, V..., Gainesville, VA 20155
$605,000

2 beds

|

2 baths

|

1,957 sq ft

13457 VICTORY GALLOP WAY, GAINESVILLE, V...
Community: Heritage Hunt
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Lexington Square 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington Square
Lexington 7 44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147
$827,046

3 beds

|

3 baths

|

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147
Community: Lexington 7
Birchwood at Brambleton 42831 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148
$589,000

3 beds

|

3 baths

|

2,532 sq ft

|

Condo

42831 LITTLEHALES TER, ASHBURN, VA, 2014...
New Potomac Green 44362 CEDAR HEIGHTS DR, ASHBURN, VA, 201..., Ashburn, VA 20147
$710,000

2 beds

|

2 baths

|

1,591 sq ft

44362 CEDAR HEIGHTS DR, ASHBURN, VA, 201...
Community: Potomac Green
Virginia Heritage at Lee's Parke 6303 W DRANESVILLE DR, FREDERICKSBURG, V..., Fredericksburg, VA 22407
$665,000

3 beds

|

4 baths

|

4,342 sq ft

6303 W DRANESVILLE DR, FREDERICKSBURG, V...
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81 communities near Winchester
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