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
278 homes 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
- $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
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No reviews yet
![Abrams Chase]()
$500Ks
- $500Ks
Abrams Chase, Winchester, VA
New Construction
|
55+ age-restricted
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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]()
$500Ks
- $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
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55+ age-restricted
|
Built 2005 - 2016
|
1,400 homes
5 rating (31 reviews)
![Lansdowne Woods of Virgin...]()
$300Ks
- $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...]()
$400Ks
- $400Ks
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
- $700Ks
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'...]()
$500Ks
- $700Ks
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
No reviews yet
![The Woodlands of Urbana]()
$400Ks
- $800Ks
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]()
$300Ks
- $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
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Questions? Call us:
(540) 773-2470
No reviews yet
![ThreeOaks™]()
$400Ks
- $600Ks
ThreeOaks™, 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...]()
$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...]()
$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?
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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
Heritage Hunt
![6805 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155]()
MLS VAPW2091068 • Berkshire Hathaway HomeServices...
Celebrate
![128 LONG POINT DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406]()
MLS VAST2038564 • Compass, Pedro D Paucar
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER UNIT 414, LEESBU..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,038 sq ft
|Condo
19355 CYPRESS RIDGE TER UNIT 414, LEESBU...
Community: Lansdowne Woods of Virginia
MLS VALO2096298 • Samson Properties, Casey C Sams...
The Retreat at Poland Hill
![43453 BETTYS FARM DR, CHANTILLY, VA, 201..., Chantilly, VA 20152]()
4 beds
|4 baths
|4,063 sq ft
43453 BETTYS FARM DR, CHANTILLY, VA, 201...
Community: The Retreat at Poland Hill
MLS VALO2089468 • ERA Oakcrest Realty, Inc., Debo...
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER 203, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,251 sq ft
|Condo
19355 CYPRESS RIDGE TER 203, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2097282 • Compass, Cathy Howell
Want to learn more about 55+ communities in Winchester?
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Questions? Call us:
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Four Seasons at Historic Virginia
![16100 DANCING LEAF PL, DUMFRIES, VA, 220..., Dumfries, VA 22025]()
3 beds
|2 baths
|1,974 sq ft
16100 DANCING LEAF PL, DUMFRIES, VA, 220...
Community: Four Seasons at Historic Virginia
MLS VAPW2094776 • Compass, Kyle R Toomey
Heritage Hunt
![13891 CHELMSFORD DR APT 201, GAINESVILLE..., Gainesville, VA 20155]()
2 beds
|2 baths
|1,206 sq ft
|Condo
13891 CHELMSFORD DR APT 201, GAINESVILLE...
Community: Heritage Hunt
MLS VAPW2095364 • RE/MAX Executives, Michael I Pu...
Trilogy® at Lake Frederick
![121 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630]()
3 beds
|3 baths
|2,457 sq ft
121 COWBIRD ST, LAKE FREDERICK, VA, 2263...
Community: Trilogy® at Lake Frederick
MLS VAFV2034142 • Real Broker, LLC, Michael S Cam...
Birchwood at Brambleton
![42788 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148]()
3 beds
|3 baths
|2,669 sq ft
42788 MACBETH TER, ASHBURN, VA, 20148
Community: Birchwood at Brambleton
MLS VALO2092644 • Keller Williams Realty, Richard...
Lansdowne Woods of Virginia
![19375 CYPRESS RIDGE TER 212, LEESBURG, V..., Leesburg, VA 20176]()
3 beds
|2 baths
|1,475 sq ft
|Condo
19375 CYPRESS RIDGE TER 212, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2097230 • Corcoran McEnearney, Juanita A ...
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.
Celebrate
![21 WHALEBACK LN, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406]()
MLS VAST2039028 • United Real Estate Premier, Hei...
Virginia Heritage at Lee's Parke
![6104 NEW BERNE RD, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407]()
3 beds
|2 baths
|1,876 sq ft
6104 NEW BERNE RD, FREDERICKSBURG, VA, 2...
Community: Virginia Heritage at Lee's Parke
MLS VASP2032620 • CENTURY 21 New Millennium, Kell...
Regency at Chancellorsville
![7511 LEES COMMAND BLVD, FREDERICKSBURG, ..., Fredericksburg, VA 22407]()
3 beds
|3 baths
|2,858 sq ft
7511 LEES COMMAND BLVD, FREDERICKSBURG, ...
Community: Regency at Chancellorsville
MLS VASP2031336 • Samson Properties, Lisa R Wrigh...
Regency at Dominion Valley
![15201 WEISKOPF CT, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
4 beds
|3 baths
|3,140 sq ft
15201 WEISKOPF CT, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2093502 • Samson Properties, Tom Griffith
Four Seasons at Ashburn Village
![44485 CHAMBERLAIN TER UNIT 205, ASHBURN,..., Ashburn, VA 20147]()
2 beds
|2 baths
|1,612 sq ft
|Condo
44485 CHAMBERLAIN TER UNIT 205, ASHBURN,...
Community: Four Seasons at Ashburn Village
MLS VALO2091720 • RE/MAX Real Estate Connections,...
Want to learn more about 55+ communities in Winchester?
55places can help!
Questions? Call us:
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Spring Hill
![8435 PEACE LILY CT APT 314, LORTON, VA, ..., Lorton, VA 22079]()
2 beds
|2 baths
|1,621 sq ft
|Condo
8435 PEACE LILY CT APT 314, LORTON, VA, ...
Community: Spring Hill
MLS VAFX2241126 • Samson Properties, Kyung J Lee
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 VALO2091702 • Pearson Smith Realty, LLC, Anto...
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER 521, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,509 sq ft
|Condo
19355 CYPRESS RIDGE TER 521, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2096066 • RE/MAX Gateway, LLC, Kathleen S...
Celebrate
![49 BATTERY POINT DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406]()
MLS VAST2038256 • Redfin Corporation, Armae Fant
Central Parke at Lowes Island
![20751 ROYAL PALACE SQ UNIT 104, STERLING..., Sterling, VA 20165]()
3 beds
|2 baths
|1,816 sq ft
|Condo
20751 ROYAL PALACE SQ UNIT 104, STERLING...
Community: Central Parke at Lowes Island
MLS VALO2089344 • Keller Williams Realty, Jennife...
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.
Virginia Heritage at Lee's Parke
![5409 E RICH MOUNTAIN WAY, FREDERICKSBURG..., Fredericksburg, VA 22407]()
4 beds
|4 baths
|2,854 sq ft
5409 E RICH MOUNTAIN WAY, FREDERICKSBURG...
Community: Virginia Heritage at Lee's Parke
MLS VASP2031728 • Maverick Realty Group LLC, Jawa...
Keswick Villas
![7512 OAKHAM DR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551]()
MLS VASP2030572 • Coldwell Banker Elite, Doreen B...
Cadence at Lansdowne
![18989 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176]()
3 beds
|3 baths
|2,649 sq ft
18989 CORAL REEF SQ, LEESBURG, VA, 20176
Community: Cadence at Lansdowne
MLS VALO2096708 • Pearson Smith Realty, LLC, Mage...
Heritage Hunt
![13890 CHELMSFORD DR APT 313, GAINESVILLE..., Gainesville, VA 20155]()
2 beds
|2 baths
|1,206 sq ft
|Condo
13890 CHELMSFORD DR APT 313, GAINESVILLE...
Community: Heritage Hunt
MLS VAPW2090726 • Long & Foster Real Estate, Inc....
Trilogy® at Lake Frederick
![103 TITMOUSE CT, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630]()
4 beds
|4 baths
|4,474 sq ft
103 TITMOUSE CT, LAKE FREDERICK, VA, 226...
Community: Trilogy® at Lake Frederick
MLS VAFV2034358 • CENTURY 21 New Millennium, Mari...
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Questions? Call us:
(540) 773-2470
Lansdowne Woods of Virginia
![19385 CYPRESS RIDGE TER 814, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,509 sq ft
|Condo
19385 CYPRESS RIDGE TER 814, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2096818 • Keller Williams Realty, Kimberl...
Potomac Green
![44360 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147]()
MLS VALO2096650 • Compass, Cathy Howell
Trilogy® at Lake Frederick
![113 BRANT CT, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630]()
3 beds
|4 baths
|4,110 sq ft
113 BRANT CT, LAKE FREDERICK, VA, 22630
Community: Trilogy® at Lake Frederick
MLS VAFV2033518 • Samson Properties, Yvonne R Hol...
Lansdowne Woods of Virginia
![19350 MAGNOLIA GROVE SQ 105, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,394 sq ft
|Condo
19350 MAGNOLIA GROVE SQ 105, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2092706 • Compass, Cathy Howell
Lansdowne Woods of Virginia
![19375 CYPRESS RIDGE TER 906, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|2 baths
|1,441 sq ft
|Condo
19375 CYPRESS RIDGE TER 906, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2091756 • Compass, Karen A Miller
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.
Belmont Bay
![645 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191]()
MLS VAPW2085308 • Century 21 Redwood Realty, Chri...
Trilogy® at Lake Frederick
![147 BURKWOOD TER, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630]()
3 beds
|4 baths
|2,816 sq ft
147 BURKWOOD TER, LAKE FREDERICK, VA, 22...
Community: Trilogy® at Lake Frederick
MLS VAFV2033414 • Long & Foster Real Estate, Inc....
Heritage Hunt
![13191 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155]()
MLS VAPW2093422 • RLAH @properties, Candace Moe
Heritage Hunt
![7055 HERITAGE HUNT DR APT 201, GAINESVIL..., Gainesville, VA 20155]()
2 beds
|2 baths
|1,206 sq ft
|Condo
7055 HERITAGE HUNT DR APT 201, GAINESVIL...
Community: Heritage Hunt
MLS VAPW2088338 • RLAH @properties, Candace Moe
Regency at Dominion Valley
![5209 ARMOUR CT, HAYMARKET, VA, 20169, Haymarket, VA 20169]()
3 beds
|3 baths
|2,726 sq ft
5209 ARMOUR CT, HAYMARKET, VA, 20169
Community: Regency at Dominion Valley
MLS VAPW2092374 • Samson Properties, Cynthia Giud...
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(540) 773-2470
Lansdowne Woods of Virginia
![19355 CYPRESS RIDGE TER UNIT 720, LEESBU..., Leesburg, VA 20176]()
3 beds
|2 baths
|1,560 sq ft
|Condo
19355 CYPRESS RIDGE TER UNIT 720, LEESBU...
Community: Lansdowne Woods of Virginia
MLS VALO2094838 • Compass, Karen A Miller
Birchwood at Brambleton
![23640 BOLTON CRESCENT TER # 13-204, ASHB..., Ashburn, VA 20148]()
2 beds
|2 baths
|1,431 sq ft
|Condo
23640 BOLTON CRESCENT TER # 13-204, ASHB...
Community: Birchwood at Brambleton
MLS VALO2091710 • Redfin Corporation, Allison Wel...
Potomac Green
![20594 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147]()
MLS VALO2091424 • Keller Williams Capital Propert...
The Atrium at MetroWest
![2960 VADEN DR # 2-312, FAIRFAX, VA, 2203..., Fairfax, VA 22031]()
2 beds
|2 baths
|1,546 sq ft
|Condo
2960 VADEN DR # 2-312, FAIRFAX, VA, 2203...
Community: The Atrium at MetroWest
MLS VAFX2237888 • Alliance Realty Corporation, Mi...
Lansdowne Woods of Virginia
![19370 MAGNOLIA GROVE SQ 109, LEESBURG, V..., Leesburg, VA 20176]()
2 beds
|3 baths
|1,895 sq ft
|Condo
19370 MAGNOLIA GROVE SQ 109, LEESBURG, V...
Community: Lansdowne Woods of Virginia
MLS VALO2095586 • Compass, Karen A Miller
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 Cottage Glen, Abrams Chase.
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 160 days. The average price of homes for sale in these communities is approximately $457,410, 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 $564,900, while homes in Cottage Glen average around $479,500.
Want more information about active adult communities around Winchester?
278
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