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

248 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

$400Ks - $400Ks

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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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

$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 - $500Ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

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No reviews yet

Penn National

$200Ks - $800Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - present | 1,100 homes

2.8 rating (6 reviews)

Celebrate

$300Ks - $500Ks

Celebrate, Fredericksburg, VA

New and Resale | 55+ age-restricted | Built 2008 - present | 1,100 homes

5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400Ks - $800Ks

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 ...

$500Ks - $600Ks

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'...

$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

$400Ks - $400Ks

Falls Run, Fredericksburg, VA

Resale Only | 55+ age-restricted | Built 2002 - 2005 | 781 homes

No reviews yet

The Woodlands of Urbana

$400Ks - $900Ks

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

No reviews yet

Twin Lake Villas

$400Ks - $400Ks

Twin Lake Villas, Locust Grove, VA

New Construction | 55+ age-restricted | Built 2021 - present | 340 homes

No reviews yet

Spring Hill

$500Ks - $800Ks

Spring Hill, Lorton, VA

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 282 homes

No reviews yet

Regency at Ashburn

$600Ks - $600Ks

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...

$400Ks - $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 - $500Ks

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 - $500Ks

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

$900Ks - $900Ks

Regency at Belmont, Ashburn, VA

New Construction | 55+ age-restricted | Built 2021 - present | 145 homes

No reviews yet

Four Seasons at Charlotte...

$400Ks - $500Ks

Four Seasons at Charlotte..., Ruckersville, VA

New and Resale | 55+ age-restricted | Built 2005 - present | 144 homes

No reviews yet

Courts of Clarksburg

$600Ks - $700Ks

Courts of Clarksburg, Clarksburg, MD

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 140 homes

1 2...3

Birchwood at Brambleton

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

$499,000

2 beds

2 baths

1,268 sq ft

Condo

42874 FIREFLY SONATA TER APT 107, ASHBUR...

Community: Birchwood at Brambleton

Potomac Green

20412 OYSTER REEF PL, ASHBURN, VA, 20147, Ashburn, VA 20147

$799,900

2 beds

2 baths

1,670 sq ft

20412 OYSTER REEF PL, ASHBURN, VA, 20147

Community: Potomac Green

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 212, LEESBURG, V..., Leesburg, VA 20176

$449,000

3 beds

2 baths

1,475 sq ft

Condo

19375 CYPRESS RIDGE TER 212, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Potomac Green

20515 LITTLE CREEK TER 103, ASHBURN, VA,..., Ashburn, VA 20147

$305,000

2 beds

2 baths

876 sq ft

Condo

20515 LITTLE CREEK TER 103, ASHBURN, VA,...

Community: Potomac Green

Birchwood at Brambleton

42772 LITTLEHALES TER, ASHBURN, VA, 2014..., Ashburn, VA 20148

$1,190,000

3 beds

4 baths

3,528 sq ft

42772 LITTLEHALES TER, ASHBURN, VA, 2014...

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 773-2470

ThreeOaks™

15020 PASSION LN, CULPEPER, VA, 22701, Culpeper, VA 22701

$779,990

3 beds

4 baths

3,483 sq ft

15020 PASSION LN, CULPEPER, VA, 22701

Community: ThreeOaks™

Heritage Hunt

5916 AFFIRMED PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$615,000

2 beds

2 baths

2,083 sq ft

5916 AFFIRMED PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

The Retreat at Poland Hill

43613 CASTERS POND CT, CHANTILLY, VA, 20..., Chantilly, VA 20152

$1,275,000

5 beds

6 baths

5,171 sq ft

43613 CASTERS POND CT, CHANTILLY, VA, 20...

Community: The Retreat at Poland Hill

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 423, LEESBURG, V..., Leesburg, VA 20176

$430,000

2 beds

2 baths

1,315 sq ft

Condo

19355 CYPRESS RIDGE TER 423, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Downey Knolls

14670 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827

$364,990

3 beds

2 baths

1,716 sq ft

14670 GREEN VIEW DR, ELKTON, VA, 22827

Community: Downey Knolls

Gatherings at Wellington

9202 CHARLESTON DR 405, MANASSAS, VA, 20..., Manassas, VA 20110

$379,000

2 beds

2 baths

1,504 sq ft

Condo

9202 CHARLESTON DR 405, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Trilogy® at Lake Frederick

144 SKIPPER DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$679,900

3 beds

3 baths

3,070 sq ft

144 SKIPPER DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Four Seasons at Historic Virginia

4049 HISTORIC VIRGINIA CT, DUMFRIES, VA,..., Dumfries, VA 22025

$649,900

3 beds

4 baths

3,226 sq ft

4049 HISTORIC VIRGINIA CT, DUMFRIES, VA,...

Community: Four Seasons at Historic Virginia

Heritage Hunt

6934 CUMBERSTONE PL, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$700,000

2,920 sq ft

6934 CUMBERSTONE PL, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Gatherings at Wellington

9200 CHARLESTON DR UNIT 302, MANASSAS, V..., Manassas, VA 20110

$440,000

3 beds

2 baths

2,006 sq ft

Condo

9200 CHARLESTON DR UNIT 302, MANASSAS, V...

Community: Gatherings at Wellington

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

Questions? Call us: (540) 773-2470

Regency at Dominion Valley

15206 BRIER CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169

$765,000

3 beds

3 baths

3,443 sq ft

15206 BRIER CREEK DR, HAYMARKET, VA, 201...

Community: Regency at Dominion Valley

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER UNIT 522, LEESBU..., Leesburg, VA 20176

$400,000

2 beds

2 baths

1,101 sq ft

Condo

19385 CYPRESS RIDGE TER UNIT 522, LEESBU...

Community: Lansdowne Woods of Virginia

Keswick Villas

7863 HARLOW CIR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$435,900

3 beds

4 baths

2,057 sq ft

7863 HARLOW CIR, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

Trilogy® at Lake Frederick

141 COWBIRD ST, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$540,000

2 beds

2 baths

2,057 sq ft

141 COWBIRD ST, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Birchwood at Brambleton

23640 BOLTON CRESCENT TER # 13-306, ASHB..., Ashburn, VA 20148

$549,990

2 beds

2 baths

1,413 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-306, ASHB...

Community: Birchwood at Brambleton

Birchwood at Brambleton

23640 BOLTON CRESCENT TER # 13-302, ASHB..., Ashburn, VA 20148

$549,990

2 beds

2 baths

1,413 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-302, ASHB...

Community: Birchwood at Brambleton

The Villages at Broadlands

43145 SUNDERLAND TER UNIT 205, BROADLAND..., Broadlands, VA 20148

$450,000

3 beds

2 baths

1,712 sq ft

Condo

43145 SUNDERLAND TER UNIT 205, BROADLAND...

Community: The Villages at Broadlands

Trilogy® at Lake Frederick

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$675,000

3 beds

3 baths

2,885 sq ft

116 COTTONTAIL DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Regency at Dominion Valley

15509 HAGEN WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$775,000

2 beds

3 baths

4,785 sq ft

15509 HAGEN WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Birchwood at Brambleton

43089 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$983,060

3 beds

3 baths

2,491 sq ft

43089 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 773-2470

Falls Run

30 DAYTON CIR, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406

$457,500

3 beds

2 baths

1,552 sq ft

30 DAYTON CIR, FREDERICKSBURG, VA, 22406

Community: Falls Run

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

Celebrate

213 LONG POINT DR, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22406

$397,000

2 beds

2 baths

1,340 sq ft

213 LONG POINT DR, FREDERICKSBURG, VA, 2...

Community: Celebrate

Celebrate

9 BRANT CT, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406

$528,750

3 beds

3 baths

2,656 sq ft

9 BRANT CT, FREDERICKSBURG, VA, 22406

Community: Celebrate

Trilogy® at Lake Frederick

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$877,000

4 beds

4 baths

3,758 sq ft

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Birchwood at Brambleton

23640 BOLTON CRESCENT TER # 13-204, ASHB..., Ashburn, VA 20148

$564,990

2 beds

2 baths

1,431 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-204, ASHB...

Community: Birchwood at Brambleton

Four Seasons at Historic Virginia

3776 BLOWING LEAF PL, DUMFRIES, VA, 2202..., Dumfries, VA 22025

$550,000

3 beds

2 baths

2,086 sq ft

3776 BLOWING LEAF PL, DUMFRIES, VA, 2202...

Community: Four Seasons at Historic Virginia

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

Lexington Square

$827,046

3 beds

3 baths

3,128 sq ft

44486 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

Four Seasons at Virginia Crossing

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE..., Woodbridge, VA 22193

$539,000

2 beds

3 baths

1,811 sq ft

Condo

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

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

Questions? Call us: (540) 773-2470

Birchwood at Brambleton

42788 MACBETH TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$849,990

3 beds

3 baths

2,669 sq ft

42788 MACBETH TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Four Seasons at Historic Virginia

3750 CHINA GROVE MEWS, DUMFRIES, VA, 220..., Dumfries, VA 22025

$599,999

2 beds

2 baths

2,107 sq ft

3750 CHINA GROVE MEWS, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Downey Knolls

14794 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827

$408,990

3 beds

2 baths

1,716 sq ft

14794 GREEN VIEW DR, ELKTON, VA, 22827

Community: Downey Knolls

Falls Run

64 GLADSTONE DR, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406

$385,000

2 beds

2 baths

1,404 sq ft

64 GLADSTONE DR, FREDERICKSBURG, VA, 224...

Community: Falls Run

Keswick Villas

7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$659,900

4 beds

3 baths

3,755 sq ft

7515 OAKHAM DR, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

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.

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248 homes near Winchester

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

81 communities near Winchester

248 homes near Winchester

2 beds

2 baths

1,268 sq ft

Condo

2 beds

2 baths

1,670 sq ft

3 beds

2 baths

1,475 sq ft

Condo

2 beds

2 baths

876 sq ft

Condo

3 beds

4 baths

3,528 sq ft

3 beds

4 baths

3,483 sq ft

2 beds

2 baths

2,083 sq ft

5 beds

6 baths

5,171 sq ft

2 beds

2 baths

1,315 sq ft

Condo

3 beds

2 baths

1,716 sq ft

2 beds

2 baths

1,504 sq ft

Condo

3 beds

3 baths

3,070 sq ft

3 beds

4 baths

3,226 sq ft

2,920 sq ft

3 beds

2 baths

2,006 sq ft

Condo

3 beds

3 baths

3,443 sq ft

2 beds

2 baths

1,101 sq ft

Condo

3 beds

4 baths

2,057 sq ft

2 beds

2 baths

2,057 sq ft

2 beds

2 baths

1,413 sq ft

Condo

2 beds

2 baths

1,413 sq ft

Condo

3 beds

2 baths

1,712 sq ft

Condo

3 beds

3 baths

2,885 sq ft