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

258 homes near Winchester

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5 rating (1 reviews) Willow Lawn Cottages
$300Ks
Willow Lawn Cottages, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes
Cross Creek Village
$300Ks - $400Ks
Cross Creek Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 90 homes
The Village at Harvest Ri...
$500Ks - $600Ks
The Village at Harvest Ri..., Winchester, VA
Resale Only | 55+ age-restricted | Built 2005 - 2016 | 82 homes
Woodbrook Village
$300Ks
Woodbrook Village, Winchester, VA
Resale Only | 55+ age-restricted | Built 1999 - 2001 | 81 homes
Cottage Glen
$400Ks
Cottage Glen, Winchester, VA
New and Resale | Age-targeted | Built 2018 - present | 25 homes
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Abrams Chase
$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
$700Ks - $800Ks
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.
Penn National
$200Ks - $600Ks
Penn National, Fayetteville, PA
New and Resale | Age-targeted | Built 1968 - present | 1,100 homes
3.1 rating (7 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 - $800Ks
Regency at Dominion Valle..., Haymarket, VA
Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes
5 rating (1 reviews) Four Seasons at Historic ...
$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
The Woodlands of Urbana
$600Ks
The Woodlands of Urbana, Urbana, MD
New Construction | 55+ age-restricted | Built 2019 - present | 565 homes
5 rating (1 reviews) Crestwood Village
$300Ks
Crestwood Village, Frederick, MD
Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes
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.
3 rating (2 reviews) Dunbarton
$600Ks
Dunbarton, Bristow, VA
Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes
Montebello
$600Ks - $1Ms
Montebello, Sterling, VA
New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes
Twin Lake Villas
$300Ks - $400Ks
Twin Lake Villas, Locust Grove, VA
New Construction | 55+ age-restricted | Built 2021 - present | 340 homes
Spring Hill
$500Ks - $800Ks
Spring Hill, Lorton, VA
Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes
Four Seasons at Charlotte...
$400Ks - $500Ks
Four Seasons at Charlotte..., Ruckersville, VA
Resale Only | 55+ age-restricted | Built 2005 - present | 275 homes
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Questions? Call us: (540) 773-2470
ThreeOaksâ„¢
$400Ks - $800Ks
ThreeOaksâ„¢, Culpeper, VA
New Construction | 55+ age-restricted | Built 2024 - present | 268 homes
Regency at Ashburn
$800Ks - $900Ks
Regency at Ashburn, Ashburn, VA
Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes
Emerald Pointe
$300Ks - $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes
River Ridge
$500Ks - $700Ks
River Ridge, Woodbridge, VA
Resale Only | 55+ age-restricted | Built 1998 - 2002 | 238 homes
Signature Club at Greenvi...
$400Ks - $900Ks
Signature Club at Greenvi..., New Market, MD
Resale Only | 55+ age-restricted | Built 2003 - 2013 | 233 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.
Regency at Chancellorsvil...
$400Ks
Regency at Chancellorsvil..., Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 2004 - 2019 | 225 homes
The Retreat at Poland Hil...
$700Ks - $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes
Regency at Creekside
$900Ks
Regency at Creekside, Gainesville, VA
Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes
The Atrium at MetroWest
$700Ks
The Atrium at MetroWest, Fairfax, VA
New Construction | 55+ age-restricted | Built 2018 - present | 206 homes
Four Seasons at Virginia ...
$400Ks - $600Ks
Four Seasons at Virginia ..., Woodbridge, VA
New Construction | 55+ age-restricted | Built 2021 - present | 185 homes
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Central Parke at Lowes Is...
$400Ks - $700Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 homes
Summerlake
$300Ks
Summerlake, Fredericksburg, VA
Resale Only | 55+ age-restricted | Built 1987 - 1997 | 161 homes
Belmont Bay
$400Ks - $800Ks
Belmont Bay, Woodbridge, VA
New and Resale | Age-targeted | Built 2007 - present | 155 homes
Regency at Belmont
$900Ks
Regency at Belmont, Ashburn, VA
New Construction | 55+ age-restricted | Built 2021 - present | 145 homes
Spring Valley Estates
$300Ks
Spring Valley Estates, Waynesboro, PA
New Construction | 55+ age-restricted | Built 2019 - present | 140 homes
Birchwood at Brambleton 23707 KINSTON FERRY TER, ASHBURN, VA, 20..., Ashburn, VA 20148
$767,500

4 beds

|

3 baths

|

2,676 sq ft

23707 KINSTON FERRY TER, ASHBURN, VA, 20...
Regency at Dominion Valley 5128 FALDO DR, HAYMARKET, VA, 20169, Haymarket, VA 20169
$850,000

3 beds

|

4 baths

|

4,238 sq ft

5128 FALDO DR, HAYMARKET, VA, 20169
The Atrium at MetroWest 2960 VADEN DR # 2-307, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$749,900

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

2960 VADEN DR # 2-307, FAIRFAX, VA, 2203...
Birchwood at Brambleton 43011 DEBONAIR TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$881,202

3 beds

|

4 baths

|

2,742 sq ft

43011 DEBONAIR TER, ASHBURN, VA, 20148
Birchwood at Brambleton 43016 DEBONAIR TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$881,457

3 beds

|

4 baths

|

2,742 sq ft

43016 DEBONAIR TER, ASHBURN, VA, 20148
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
Birchwood at Brambleton 43089 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148
$969,990

3 beds

|

3 baths

|

2,491 sq ft

43089 GREELEY SQ, ASHBURN, VA, 20148
Birchwood at Brambleton 1 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$734,990

3 beds

|

3 baths

|

2,742 sq ft

1 HARDESTY TER, ASHBURN, VA, 20148
Birchwood at Brambleton 42972 TRUMAN TER, ASHBURN, VA, 20148, Ashburn, VA 20148
$853,586

4 beds

|

4 baths

|

2,742 sq ft

42972 TRUMAN TER, ASHBURN, VA, 20148
Belmont Bay 645 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191
$836,090

4 beds

|

4 baths

|

2,705 sq ft

645 ANGELFISH WAY, WOODBRIDGE, VA, 22191
Community: Belmont Bay
Falls Run 19 HANOVER CT, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406
$475,000

3 beds

|

3 baths

|

1,302 sq ft

19 HANOVER CT, FREDERICKSBURG, VA, 22406
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.
Four Seasons at Historic Virginia 17251 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025
$664,888

4 beds

|

4 baths

|

3,802 sq ft

17251 FOUR SEASONS DR, DUMFRIES, VA, 220...
Celebrate 10 EAGLE BLUFF ST, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406
$549,900

3 beds

|

3 baths

|

2,899 sq ft

10 EAGLE BLUFF ST, FREDERICKSBURG, VA, 2...
Community: Celebrate
Trilogy® at Lake Frederick 144 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630
$849,900

4 beds

|

4 baths

|

3,921 sq ft

144 COWBIRD ST, LAKE FREDERICK, VA, 2263...
The Villas of Salem Church 5711 FINLEY ROSE CT, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407
$405,000

3 beds

|

3 baths

|

1,762 sq ft

5711 FINLEY ROSE CT, FREDERICKSBURG, VA,...
ThreeOaksâ„¢ 15030 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701
$769,990

3 beds

|

4 baths

|

3,085 sq ft

15030 PASSION LN, CULPEPER, VA, 22701
Community: ThreeOaksâ„¢
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
ThreeOaksâ„¢ 15032 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701
$695,990

2 beds

|

3 baths

|

2,719 sq ft

15032 PASSION LN, CULPEPER, VA, 22701
Community: ThreeOaksâ„¢
The Atrium at MetroWest 2960 VADEN DR # 2-406, FAIRFAX, VA, 2203..., Fairfax, VA 22031
$735,000

2 beds

|

2 baths

|

1,391 sq ft

|

Condo

2960 VADEN DR # 2-406, FAIRFAX, VA, 2203...
Four Seasons at Historic Virginia 3626 SECRET GROVE CT, DUMFRIES, VA, 2202..., Dumfries, VA 22025
$565,000

2 beds

|

2 baths

|

2,032 sq ft

3626 SECRET GROVE CT, DUMFRIES, VA, 2202...
Summerlake 11606 SAVANNAH DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407
$348,000

3 beds

|

3 baths

|

1,969 sq ft

11606 SAVANNAH DR, FREDERICKSBURG, VA, 2...
Community: Summerlake
Birchwood at Brambleton 42920 FIREFLY SONATA TER UNIT 307, ASHBU..., Ashburn, VA 20148
$590,000

3 beds

|

2 baths

|

1,630 sq ft

|

Condo

42920 FIREFLY SONATA TER UNIT 307, ASHBU...
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.
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 114 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630
$729,900

3 beds

|

4 baths

|

3,333 sq ft

114 TURNSTONE LN, LAKE FREDERICK, VA, 22...
Celebrate 15 POINT BLUFF ST, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406
$478,950

2 beds

|

2 baths

|

1,646 sq ft

15 POINT BLUFF ST, FREDERICKSBURG, VA, 2...
Community: Celebrate
Four Seasons at Historic Virginia 3839 MULBERRY POINT CT, DUMFRIES, VA, 22..., Dumfries, VA 22025
$659,750

4 beds

|

3 baths

|

3,424 sq ft

3839 MULBERRY POINT CT, DUMFRIES, VA, 22...
Keswick Villas 7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551
$629,900

4 beds

|

3 baths

|

3,755 sq ft

7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551
Community: Keswick Villas
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
ThreeOaksâ„¢ 15068 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701
$849,990

4 beds

|

4 baths

|

3,658 sq ft

15068 PASSION LN, CULPEPER, VA, 22701
Community: ThreeOaksâ„¢
Trilogy® at Lake Frederick 102 BETONY CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630
$785,990

3 beds

|

3 baths

|

3,434 sq ft

102 BETONY CT, LAKE FREDERICK, VA, 22630
Signature Club at Greenview 5948 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774
$660,000

3 beds

|

3 baths

|

3,123 sq ft

|

Condo

5948 JACOBEAN PL, NEW MARKET, MD, 21774
Signature Club at Greenview 5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774
$925,000

5 beds

|

4 baths

|

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774
Emerald Pointe 13366 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$434,900

2 beds

|

2 baths

|

2,826 sq ft

13366 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
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.
Albert Courts 215 STULL CT, THURMONT, MD, 21788, Thurmont, MD 21788
$305,000

3 beds

|

3 baths

|

1,532 sq ft

215 STULL CT, THURMONT, MD, 21788
Community: Albert Courts
Signature Club at Greenview 10611 VICTORIAN AVE 51, NEW MARKET, MD, ..., New Market, MD 21774
$580,000

3 beds

|

3 baths

|

2,200 sq ft

10611 VICTORIAN AVE 51, NEW MARKET, MD, ...
Crestwood Village 5722 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703
$349,000

2 beds

|

2 baths

|

1,264 sq ft

5722 BOX ELDER CT, FREDERICK, MD, 21703
Community: Crestwood Village
Crestwood Village 6905 CHOKEBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703
$324,900

2 beds

|

1 baths

|

1,160 sq ft

6905 CHOKEBERRY CT, FREDERICK, MD, 21703
Community: Crestwood Village
Emerald Pointe 13336 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742
$424,900

2 beds

|

2 baths

|

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742
Community: Emerald Pointe
Want to learn more about 55+ communities in Winchester? 55places can help!
Questions? Call us: (540) 773-2470
The Woodlands of Urbana 3207 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704
$609,900

3 beds

|

3 baths

|

1,677 sq ft

3207 THORNAPPLE DR, FREDERICK, MD, 21704
The Village at Freedom Hills 13946 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740
$379,900

2 beds

|

2 baths

|

1,484 sq ft

13946 PATRIOT WAY, HAGERSTOWN, MD, 21740
The Village at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Gatherings at Cabin Branch 13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871
$499,990

2 beds

|

2 baths

|

1,529 sq ft

|

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...
Signature Club at Greenview 10576 EDWARDIAN LN 132, NEW MARKET, MD, ..., New Market, MD 21774
$619,000

3 beds

|

4 baths

|

3,655 sq ft

|

Condo

10576 EDWARDIAN LN 132, NEW MARKET, MD, ...
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258 homes near Winchester
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