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

278 homes near Winchester

Sort by:

Relevance

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

Want to learn more about 55+ communities in Winchester? 55places can help!

Questions? Call us: (540) 773-2470

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

$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 | 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

Want to learn more about 55+ communities in Winchester? 55places can help!

Questions? Call us: (540) 773-2470

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

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

Want to learn more about 55+ communities in Winchester? 55places can help!

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

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? 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

$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

1 2 3

Saintsbury Plaza

2903 SAINTSBURY PLZ APT 302, FAIRFAX, VA..., Fairfax, VA 22031

$572,000

3 beds

3 baths

Condo

2903 SAINTSBURY PLZ APT 302, FAIRFAX, VA...

Community: Saintsbury Plaza

Celebrate

213 DENISON ST, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$550,000

3 beds

3 baths

2,193 sq ft

213 DENISON ST, FREDERICKSBURG, VA, 2240...

Community: Celebrate

Lexington Square

44490 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147

$954,990

4 beds

4 baths

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington Square

Lexington 7

$954,990

4 beds

4 baths

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington 7

Celebrate

117 HYANNIS PL, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$414,990

2 beds

2 baths

1,505 sq ft

117 HYANNIS PL, FREDERICKSBURG, VA, 2240...

3754 CHINA GROVE MEWS, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Birchwood at Brambleton

42874 FIREFLY SONATA TER APT 107, ASHBUR..., Ashburn, VA 20148

$549,999

2 beds

2 baths

1,268 sq ft

Condo

42874 FIREFLY SONATA TER APT 107, ASHBUR...

Community: Birchwood at Brambleton

Gatherings at Wellington

9204 CHARLESTON DR 201, MANASSAS, VA, 20..., Manassas, VA 20110

$369,900

2 beds

2 baths

1,417 sq ft

Condo

9204 CHARLESTON DR 201, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Belmont Bay

609 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$830,000

3 beds

4 baths

2,849 sq ft

609 ANGELFISH WAY, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Potomac Green

20559 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147

3 beds

2 baths

1,568 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-105, ASHB...

Community: Birchwood at Brambleton

Want to learn more about 55+ communities in Winchester? 55places can help!

Questions? Call us: (540) 773-2470

River Ridge

1720 FAVERSHAM WAY, WOODBRIDGE, VA, 2219..., Woodbridge, VA 22192

$680,000

4 beds

4 baths

3,444 sq ft

1720 FAVERSHAM WAY, WOODBRIDGE, VA, 2219...

Community: River Ridge

Robinson Manor

14714 GRAND CRU LOOP, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$734,950

4 beds

4 baths

2,651 sq ft

14714 GRAND CRU LOOP, GAINESVILLE, VA, 2...

Community: Robinson Manor

Lexington 7

44484 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$819,766

3 beds

3 baths

3,144 sq ft

1,215 sq ft

Condo

680 WATERMANS DR APT 301, WOODBRIDGE, VA...

Community: Belmont Bay

Spring Hill

8888 CALLA LILY CT, LORTON, VA, 22079, Lorton, VA 22079

$839,900

3 beds

3 baths

2,342 sq ft

8888 CALLA LILY CT, LORTON, VA, 22079

Community: Spring Hill

Falls Run

45 LEGEND DR # 2-3, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22406

$391,000

3 beds

3 baths

2,427 sq ft

Condo

45 LEGEND DR # 2-3, FREDERICKSBURG, VA, ...

Community: Falls Run

Potomac Green

20396 OYSTER REEF PL, ASHBURN, VA, 20147, Ashburn, VA 20147

$855,000

3 beds

3 baths

2,404 sq ft

20396 OYSTER REEF PL, ASHBURN, VA, 20147

Community: Potomac Green

Want to learn more about 55+ communities in Winchester? 55places can help!

Questions? Call us: (540) 773-2470

Four Seasons at Historic Virginia

3839 MULBERRY POINT CT, DUMFRIES, VA, 22..., Dumfries, VA 22025

$724,750

4 beds

3 baths

3,424 sq ft

3839 MULBERRY POINT CT, DUMFRIES, VA, 22...

Community: Four Seasons at Historic Virginia

Heritage Hunt

6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$875,000

4 beds

4 baths

5,410 sq ft

6769 ARTHUR HILLS DR, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Birchwood at Brambleton

23675 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$859,315

2 beds

4 baths

2,742 sq ft

23675 HARDESTY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Barley Woods

6508 BOXWELL DR, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22407

$514,900

2 beds

2 baths

1,799 sq ft

6508 BOXWELL DR, FREDERICKSBURG, VA, 224...

Community: Barley Woods

Birchwood at Brambleton

23671 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$840,080

3 beds

4 baths

2,742 sq ft

23671 HARDESTY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

1 2 3 4 5 6 7

Frequently Asked Questions

What size 55+ communities are there in Winchester?

In Winchester, there are no large communities, no medium communities, and 6 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winchester?

The smallest 55+ communities in Winchester has 13 homes, the largest has 120 homes, and the average communities consists of 68 homes.

Are there new 55+ homes available in Winchester?

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.

Are there gated 55+ communities in Winchester?

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.

How long do listings in 55+ communities in Winchester typically stay on the market, and what is the average price of homes for sale?

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?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting [email protected]. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

278 homes near Winchester

Remove Boundaries ×

Map Satellite

Want to learn more about 55+ communities in Winchester?

Call us: (540) 773-2470

Call Us Call Us

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

81 communities near Winchester

278 homes near Winchester

3 beds

3 baths

Condo

3 beds

3 baths

2,193 sq ft

4 beds

4 baths

4,109 sq ft

4 beds

4 baths

4,109 sq ft

2 beds

2 baths

1,505 sq ft

3 beds

3 baths

2,660 sq ft

Condo

3 beds

3 baths

1,586 sq ft

Condo

3 beds

2 baths

2,527 sq ft

2 beds

2 baths

1,268 sq ft

Condo

2 beds

2 baths

1,417 sq ft

Condo

3 beds

4 baths

2,849 sq ft

3 beds

3 baths

2,267 sq ft

3 beds

2 baths

2,053 sq ft

Condo

2 beds

2 baths

1,413 sq ft

Condo

3 beds

2 baths

1,568 sq ft

Condo

4 beds

4 baths

3,444 sq ft

4 beds

4 baths

2,651 sq ft

3 beds

3 baths

3,144 sq ft

3 beds

3 baths

3,144 sq ft

3 beds

2 baths

1,552 sq ft

3 beds

4 baths

3,226 sq ft

3 beds

3 baths

2,669 sq ft

3 beds

2 baths

1,716 sq ft

3 beds