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Winchester, VA 55+ active adult communities & homes for sale
82 communities near Winchester
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
$300Ks
- $400Ks
Cross Creek Village, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 2001 - 2004
|
90 homes
$500Ks
- $600Ks
The Village at Harvest Ri..., Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 2005 - 2016
|
82 homes
$300Ks
Woodbrook Village, Winchester, VA
Resale Only
|
55+ age-restricted
|
Built 1999 - 2001
|
81 homes
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$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.
$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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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
$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
$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
$600Ks
- $1Ms
Montebello, Sterling, VA
New and Resale
|
55+ age-restricted
|
Built 2022 - present
|
450 homes
$300Ks
- $400Ks
Twin Lake Villas, Locust Grove, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
340 homes
$500Ks
- $800Ks
Spring Hill, Lorton, VA
Resale Only
|
55+ age-restricted
|
Built 2006 - 2014
|
282 homes
$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
$400Ks
- $800Ks
ThreeOaksâ„¢, Culpeper, VA
New Construction
|
55+ age-restricted
|
Built 2024 - present
|
268 homes
$800Ks
- $900Ks
Regency at Ashburn, Ashburn, VA
Resale Only
|
55+ age-restricted
|
Built 2013 - 2020
|
268 homes
$300Ks
- $400Ks
Emerald Pointe, Hagerstown, MD
New and Resale
|
55+ age-restricted
|
Built 2008 - present
|
250 homes
$500Ks
- $700Ks
River Ridge, Woodbridge, VA
Resale Only
|
55+ age-restricted
|
Built 1998 - 2002
|
238 homes
$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.
$400Ks
Regency at Chancellorsvil..., Fredericksburg, VA
Resale Only
|
55+ age-restricted
|
Built 2004 - 2019
|
225 homes
$700Ks
- $900Ks
The Retreat at Poland Hil..., Chantilly, VA
Resale Only
|
55+ age-restricted
|
Built 2020 - 2022
|
219 homes
$900Ks
Regency at Creekside, Gainesville, VA
Resale Only
|
55+ age-restricted
|
Built 2016 - 2020
|
208 homes
$700Ks
The Atrium at MetroWest, Fairfax, VA
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
206 homes
$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?
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Questions? Call us:
(540) 773-2470
$400Ks
- $700Ks
Central Parke at Lowes Is..., Sterling, VA
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
181 homes
$300Ks
Summerlake, Fredericksburg, VA
Resale Only
|
55+ age-restricted
|
Built 1987 - 1997
|
161 homes
$400Ks
- $800Ks
Belmont Bay, Woodbridge, VA
New and Resale
|
Age-targeted
|
Built 2007 - present
|
155 homes
$900Ks
Regency at Belmont, Ashburn, VA
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
145 homes
Regency at Dominion Valley
![15100 HEATHER MILL LN APT 407, HAYMARKET..., Haymarket, VA 20169]()
2 beds
|2 baths
|1,538 sq ft
|Condo
15100 HEATHER MILL LN APT 407, HAYMARKET...
Community: Regency at Dominion Valley
MLS VAPW2107710 • Samson Properties, Kimberly Sne...
Celebrate
![187 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406]()
MLS VAST2043866 • Coldwell Banker Realty, Bradley...
Lexington 7
![19873 SILVERY BLUE TER, ASHBURN, VA, 201..., Ashburn, VA 20147]()
MLS VALO2106488 • Momentum Realty LLC, Carol A Ke...
Regency at Dominion Valley
![15251 ROYAL CREST DR APT 103, HAYMARKET,..., Haymarket, VA 20169]()
2 beds
|2 baths
|1,499 sq ft
|Condo
15251 ROYAL CREST DR APT 103, HAYMARKET,...
Community: Regency at Dominion Valley
MLS VAPW2107738 • Samson Properties, James Matthe...
Trilogy® at Lake Frederick
![117 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630]()
3 beds
|4 baths
|3,601 sq ft
117 MALLARD DR, LAKE FREDERICK, VA, 2263...
Community: Trilogy® at Lake Frederick
MLS VAFV2037046 • Realty ONE Group Capital, Kyle ...
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Downey Knolls
![14670 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827]()
MLS VARO2002226 • D R Horton Realty of Virginia L...
Keswick Villas
![7722 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551]()
MLS VASP2035614 • Coldwell Banker Elite, Christop...
Celebrate
![270 LONG POINT DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406]()
MLS VAST2043862 • Samson Properties, Lauren E Pag...
New
Woodbrook Village
![203 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602]()
MLS VAFV2038228 • MarketPlace REALTY, Jen Richard...
Heritage Hunt
![13612 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155]()
MLS VAPW2107150 • RE/MAX Gateway, Fawn Deitsch
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
![19355 CYPRESS RIDGE TER UNIT 503, LEESBU..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,251 sq ft
|Condo
19355 CYPRESS RIDGE TER UNIT 503, LEESBU...
Community: Lansdowne Woods of Virginia
MLS VALO2110636 • Samson Properties, Andrew M Nor...
New
River Ridge
![1981 PENFOLD CT, WOODBRIDGE, VA, 22192, Woodbridge, VA 22192]()
MLS VAPW2108386 • CENTURY 21 New Millennium, Kim ...
Regency at Chancellorsville
![7905 BURBANK AVE, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22407]()
2 beds
|2 baths
|1,666 sq ft
7905 BURBANK AVE, FREDERICKSBURG, VA, 22...
Community: Regency at Chancellorsville
MLS VASP2035022 • Samson Properties, Lisa R Wrigh...
Regency at Dominion Valley
![15201 ROYAL CREST DR APT 407, HAYMARKET,..., Haymarket, VA 20169]()
2 beds
|2 baths
|1,538 sq ft
|Condo
15201 ROYAL CREST DR APT 407, HAYMARKET,...
Community: Regency at Dominion Valley
MLS VAPW2106110 • Samson Properties, Kelly L Snel...
Spring Hill
![8970 FASCINATION CT APT 315, LORTON, VA,..., Lorton, VA 22079]()
2 beds
|2 baths
|1,558 sq ft
|Condo
8970 FASCINATION CT APT 315, LORTON, VA,...
Community: Spring Hill
MLS VAFX2274062 • Samson Properties, Georgina P W...
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Virginia Heritage at Lee's Parke
![5417 E RICH MOUNTAIN WAY, FREDERICKSBURG..., Fredericksburg, VA 22407]()
3 beds
|4 baths
|3,465 sq ft
5417 E RICH MOUNTAIN WAY, FREDERICKSBURG...
Community: Virginia Heritage at Lee's Parke
MLS VASP2036430 • Pearson Smith Realty LLC, Sandr...
Four Seasons at Virginia Crossing
![3700 HAVERTILL LN UNIT 201, WOODBRIDGE, ..., Woodbridge, VA 22193]()
2 beds
|2 baths
|1,415 sq ft
|Condo
3700 HAVERTILL LN UNIT 201, WOODBRIDGE, ...
Community: Four Seasons at Virginia Crossing
MLS VAPW2105328 • Samson Properties, Christopher ...
Lansdowne Woods of Virginia
![19375 CYPRESS RIDGE TER UNIT 708, LEESBU..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,315 sq ft
|Condo
19375 CYPRESS RIDGE TER UNIT 708, LEESBU...
Community: Lansdowne Woods of Virginia
MLS VALO2110470 • Samson Properties, Andrew M Nor...
Heritage Hunt
![6159 FERRIER CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155]()
MLS VAPW2105670 • Keller Williams Realty, Sarah A...
Lexington 7
![44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147]()
MLS VALO2102130 • Real Broker, LLC, John Young Jo...
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
![44486 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147]()
MLS VALO2102130 • Real Broker, LLC, John Young Jo...
Virginia Heritage at Lee's Parke
![5503 BALLS BLUFF RD, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407]()
3 beds
|3 baths
|2,102 sq ft
5503 BALLS BLUFF RD, FREDERICKSBURG, VA,...
Community: Virginia Heritage at Lee's Parke
MLS VASP2037412 • CENTURY 21 New Millennium, Mich...
Barley Woods
![12205 GLEN OAKS DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407]()
MLS VASP2037334 • CENTURY 21 New Millennium, Kimb...
The Village at Harvest Ridge
![147 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601]()
3 beds
|3 baths
|3,153 sq ft
147 HARVEST RIDGE DR, WINCHESTER, VA, 22...
Community: The Village at Harvest Ridge
MLS VAFV2036978 • ERA Oakcrest Realty, Inc., Nata...
Birchwood at Brambleton
![42789 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148]()
4 beds
|3 baths
|3,026 sq ft
42789 MACBETH TER, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2110778 • Take 2 Real Estate LLC, Paul Th...
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New
Lansdowne Woods of Virginia
![19365 CYPRESS RIDGE TER UNIT 621, LEESBU..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,509 sq ft
|Condo
19365 CYPRESS RIDGE TER UNIT 621, LEESBU...
Community: Lansdowne Woods of Virginia
MLS VALO2111734 • Samson Properties, Andrew M Nor...
Four Seasons at Virginia Crossing
![14035 MADRONA LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193]()
3 beds
|3 baths
|2,192 sq ft
14035 MADRONA LN, WOODBRIDGE, VA, 22193
Community: Four Seasons at Virginia Crossing
MLS VAPW2102166 • Redfin Corp, Garland J Dabney
Four Seasons at Historic Virginia
![16529 SPARKLING BROOK LOOP, DUMFRIES, VA..., Dumfries, VA 22025]()
2 beds
|2 baths
|2,391 sq ft
16529 SPARKLING BROOK LOOP, DUMFRIES, VA...
Community: Four Seasons at Historic Virginia
MLS VAPW2107478 • Keller Williams Realty, Brian G...
River Ridge
![12165 EDDYSTONE CT, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192]()
MLS VAPW2107276 • Samson Properties, Cindy S Fox
ThreeOaksâ„¢
![15022 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701]()
MLS VACU2011448 • Keller Williams Realty, Matt Bo...
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.
ThreeOaksâ„¢
![15020 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701]()
MLS VACU2011120 • Keller Williams Realty, Matt Bo...
Heritage Hunt
![6880 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155]()
MLS VAPW2106694 • Samson Properties, Earnest W Go...
Heritage Hunt
![6868 SADDLE RUN WAY, GAINESVILLE, VA, 20..., Gainesville, VA 20155]()
MLS VAPW2104596 • Samson Properties, Earnest W Go...
Heritage Hunt
![6135 FERRIER CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155]()
MLS VAPW2103978 • Samson Properties, Tricia Leigh...
Lansdowne Woods of Virginia
![19365 CYPRESS RIDGE TER UNIT 1022, LEESB..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,105 sq ft
|Condo
19365 CYPRESS RIDGE TER UNIT 1022, LEESB...
Community: Lansdowne Woods of Virginia
MLS VALO2110570 • Samson Properties, Andrew M Nor...
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Potomac Green
![44420 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147]()
MLS VALO2111136 • Samson Properties, Anne Elaine ...
Birchwood at Brambleton
![23731 SEPTEMBER SUN SQ, ASHBURN, VA, 201..., Ashburn, VA 20148]()
4 beds
|4 baths
|4,071 sq ft
23731 SEPTEMBER SUN SQ, ASHBURN, VA, 201...
Community: Birchwood at Brambleton
MLS VALO2111558 • Keller Williams Realty, Roberto...
New
The Atrium at MetroWest
![2960 VADEN DR UNIT 413, FAIRFAX, VA, 220..., Fairfax, VA 22031]()
2 beds
|2 baths
|1,391 sq ft
|Condo
2960 VADEN DR UNIT 413, FAIRFAX, VA, 220...
Community: The Atrium at MetroWest
MLS VAFX2280228 • Keller Williams Realty, Aleksan...
Birchwood at Brambleton
![23606 HAVELOCK WALK TER, ASHBURN, VA, 20..., Ashburn, VA 20148]()
3 beds
|3 baths
|2,592 sq ft
|Condo
23606 HAVELOCK WALK TER, ASHBURN, VA, 20...
Community: Birchwood at Brambleton
MLS VALO2111310 • RE/MAX Real Estate Connections,...
Saintsbury Plaza
![2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22..., Fairfax, VA 22031]()
2 beds
|2 baths
|1,125 sq ft
|Condo
2903 SAINTSBURY PLZ 310, FAIRFAX, VA, 22...
Community: Saintsbury Plaza
MLS VAFX2264792 • National Realty, LLC, Anita R H...
Frequently Asked Questions
In Winchester, there are no large communities, no medium communities, and 6 small communities with less than 500 homes.
The smallest 55+ communities in Winchester has 13 homes, the largest has 120 homes, and the average communities consists of 68 homes.
Yes, there are new 55+ homes available in Winchester. The most recent communities started in Winchester include Abrams Chase, Cottage Glen, The Village at Harvest Ridge. There are also 2 communities in Winchester that offer new construction homes, including Abrams Chase, Cottage Glen.
Yes, there is gated 55+ communities in Winchester. Approximately 16.7% of 55+ communities in the area are gated. For instance, Cottage Glen is a gated communities with 25 homes.
On average, listings in 55+ communities in Winchester stay on the market for around 534 days. The average price of homes for sale in these communities is approximately $455,982, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Village at Harvest Ridge average around $569,950, while homes in Cottage Glen average around $479,500.
Want more information about active adult communities around Winchester?
Want to learn more about 55+ communities in Winchester?
258
homes
near Winchester
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REIN updates its listings on a daily basis. Data last updated: Dec 02, 2025.
This application does not include information on all of the properties available for sale at this time.
