Call us at (540) 452-4199 to learn more about active adult communities near Winchester Area

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

46 communities near Winchester Area

Sort by:

Relevance

Relevance

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
No reviews yet Cedar Meadows
$400Ks - $400Ks
Cedar Meadows, White Post, VA
Resale Only | 55+ age-restricted | Built 2010 - 2022 | 129 homes
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
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
No reviews yet Woodbrook Village
$300Ks - $300Ks
Woodbrook Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 81 homes
No reviews yet Heritage Highlands
$300Ks - $400Ks
Heritage Highlands, Lovettsville, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 80 homes
No reviews yet The Highlands at Blue Rid...
$400Ks - $700Ks
The Highlands at Blue Rid..., Front Royal, VA
Resale Only | 55+ age-restricted | Built 2017 - 2019 | 42 homes
No reviews yet Cottage Glen
$400Ks - $400Ks
Cottage Glen, Winchester, VA
New and Resale | Age-targeted | Built 2018 - present | 25 homes
No reviews yet Abrams Chase
$500Ks - $500Ks
Abrams Chase, Winchester, VA
New Construction | 55+ age-restricted | Built 2020 - present | 13 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.
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
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
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
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
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
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 Regency at Ashburn
$500Ks - $600Ks
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 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 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 Area? 55places can help!
Questions? Call us: (540) 452-4199
No reviews yet Regency at Belmont
$900Ks - $900Ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
5 rating (1 reviews) Gatherings at Wellington
$300Ks - $400Ks
Gatherings at Wellington, Manassas, VA
Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes
No reviews yet Vistas at Lansdowne
$500Ks - $800Ks
Vistas at Lansdowne, Lansdowne, VA
Resale Only | 55+ age-restricted | Built 2015 - 2020 | 120 homes
No reviews yet Lexington 7
$700Ks - $900Ks
Lexington 7, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes
No reviews yet Suffield Meadows
$400Ks - $500Ks
Suffield Meadows, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 112 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 JerMae Estates
$400Ks - $500Ks
JerMae Estates, Thurmont, MD
Resale Only | 55+ age-restricted | Built 2003 - 2008 | 108 homes
5 rating (1 reviews) Four Seasons at Vint Hill
$600Ks - $600Ks
Four Seasons at Vint Hill, Warrenton, VA
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 100 homes
No reviews yet Albert Courts
$100Ks - $200Ks
Albert Courts, Thurmont, MD
Resale Only | 55+ age-restricted | Built 1991 - 2001 | 100 homes
No reviews yet Boxwood Villas
$500Ks - $600Ks
Boxwood Villas, Urbana, MD
Resale Only | 55+ age-restricted | Built 2019 - 2021 | 92 homes
No reviews yet The Village at Foxfield
$300Ks - $500Ks
The Village at Foxfield, Middletown, MD
Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
3.7 rating (3 reviews) Four Seasons at Ashburn V...
$400Ks - $400Ks
Four Seasons at Ashburn V..., Ashburn, VA
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 80 homes
No reviews yet The Villages at Broadland...
$400Ks - $400Ks
The Villages at Broadland..., Ashburn, VA
New and Resale | 55+ age-restricted | Built 2013 - present | 78 homes
No reviews yet Cadence at Lansdowne
$700Ks - $800Ks
Cadence at Lansdowne, Lansdowne, VA
Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes
No reviews yet CobbleStone Estates
$400Ks - $500Ks
CobbleStone Estates, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes
No reviews yet The Village at Freedom Hi...
$300Ks - $300Ks
The Village at Freedom Hi..., Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes
1...2
The Woodlands of Urbana 9321 SORREL LN, FREDERICK, MD, 21704, Frederick, MD 21704
$615,000

3 beds

|

3 baths

|

2,277 sq ft

9321 SORREL LN, FREDERICK, MD, 21704
JerMae Estates 22 SYLVIA CIR, THURMONT, MD, 21788, Thurmont, MD 21788
$489,000

4 beds

|

4 baths

|

2,768 sq ft

22 SYLVIA CIR, THURMONT, MD, 21788
Community: JerMae Estates
The Woodlands of Urbana 3207 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704
$649,000

3 beds

|

2 baths

|

1,677 sq ft

3207 THORNAPPLE DR, FREDERICK, MD, 21704
Ballenger Run 6452 AUTUMN OLIVE DR, FREDERICK, MD, 217..., Frederick, MD 21703
$525,000

3 beds

|

4 baths

|

2,354 sq ft

6452 AUTUMN OLIVE DR, FREDERICK, MD, 217...
Community: Ballenger Run
JerMae Estates 24 TOCATI ST, THURMONT, MD, 21788, Thurmont, MD 21788
$515,000

4 beds

|

4 baths

|

3,131 sq ft

24 TOCATI ST, THURMONT, MD, 21788
Community: JerMae Estates
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
Emerald Pointe 13336 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$459,900

2 beds

|

2 baths

|

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Albert Courts 9 EASY ST, THURMONT, MD, 21788, Thurmont, MD 21788
$349,900

3 beds

|

3 baths

|

1,740 sq ft

9 EASY ST, THURMONT, MD, 21788
Community: Albert Courts
The Village at Foxfield 6 STINE CT, MIDDLETOWN, MD, 21769, Middletown, MD 21769
$550,000

2 beds

|

3 baths

|

1,895 sq ft

6 STINE CT, MIDDLETOWN, MD, 21769
Emerald Pointe 13430 MARQUISE DR # 80, HAGERSTOWN, MD, ..., Hagerstown, MD 21742
$499,900

2 beds

|

3 baths

|

2,739 sq ft

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ...
Community: Emerald Pointe
CobbleStone Estates 9616 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740
$415,000

2 beds

|

2 baths

|

1,561 sq ft

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21...
Community: CobbleStone Estates
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.
Emerald Pointe 19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$375,000

2 beds

|

2 baths

|

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Emerald Pointe 19554 TURQUOISE DR V219, HAGERSTOWN, MD,..., Hagerstown, MD 21742
$484,900

2 beds

|

2 baths

19554 TURQUOISE DR V219, HAGERSTOWN, MD,...
Community: Emerald Pointe
Heritage Hunt 13014 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155
$850,000

2 beds

|

3 baths

|

2,872 sq ft

13014 TRIPLE CROWN LOOP, GAINESVILLE, VA...
Community: Heritage Hunt
Montebello 21630 HAWKSBILL HIGH CIR UNIT 302, STERL..., Sterling, VA 20164
$745,000

3 beds

|

2 baths

|

1,940 sq ft

|

Condo

21630 HAWKSBILL HIGH CIR UNIT 302, STERL...
Community: Montebello
New 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,...
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
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
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...
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...
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.
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
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
New 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...
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
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...
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
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
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
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.
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
Trilogy® at Lake Frederick 134 ATLANTIS LN, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630
$650,000

3 beds

|

3 baths

|

2,173 sq ft

134 ATLANTIS LN, LAKE FREDERICK, VA, 226...
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
Want to learn more about 55+ communities in Winchester Area? 55places can help!
Questions? Call us: (540) 452-4199
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
New 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
Birchwood at Brambleton 23631 HAVELOCK WALK TER 220, ASHBURN, VA..., Ashburn, VA 20148
$549,999

3 beds

|

2 baths

|

1,971 sq ft

|

Condo

23631 HAVELOCK WALK TER 220, ASHBURN, VA...
New Lexington 7 19873 SILVERY BLUE TER, ASHBURN, VA, 201..., Ashburn, VA 20147
$899,000

4 beds

|

4 baths

|

3,711 sq ft

19873 SILVERY BLUE TER, ASHBURN, VA, 201...
Community: Lexington 7



Frequently Asked Questions


Connect with an agent
Want to learn more about 55+ communities in the Winchester Area?
  • Insights and market stats
  • Instant new home alerts
  • Answers from local 55+ experts

Call us now: (540) 452-4199

Want to learn more about 55+ communities in Winchester Area?

Call us: (540) 452-4199
46 communities near Winchester Area
Remove Boundaries ×
Map Satellite

Call Us Call Us
Scroll to Top