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

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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

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

ThreeOaks™

$400Ks - $800Ks

ThreeOaks™, 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

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

1 2...3

Heritage Hunt

13963 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$630,000

3 beds

3 baths

2,090 sq ft

13963 CHELMSFORD DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Birchwood at Brambleton

23630 HAVELOCK WALK TER UNIT 405, ASHBUR..., Ashburn, VA 20148

$445,000

2 beds

2 baths

1,059 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 405, ASHBUR...

Community: Birchwood at Brambleton

Gatherings at Wellington

10273 FOUNTAIN CIR 202, MANASSAS, VA, 20..., Manassas, VA 20110

$415,000

3 beds

2 baths

2,006 sq ft

Condo

10273 FOUNTAIN CIR 202, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Birchwood at Brambleton

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

$799,000

3 beds

3 baths

2,669 sq ft

42788 MACBETH TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Montebello

21914 HAWKSBILL HIGH CIR UNIT 304, STERL..., Sterling, VA 20164

$599,000

2 beds

2 baths

1,640 sq ft

Condo

21914 HAWKSBILL HIGH CIR UNIT 304, STERL...

Community: Montebello

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Celebrate

9 MONTERA AVE, FREDERICKSBURG, VA, 22406, Fredericksburg, VA 22406

$633,000

3 beds

3 baths

2,060 sq ft

9 MONTERA AVE, FREDERICKSBURG, VA, 22406

Community: Celebrate

Birchwood at Brambleton

43044 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,050,000

4 beds

3 baths

3,753 sq ft

43044 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Trilogy® at Lake Frederick

129 TOWHEE DR, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$675,000

3 beds

2 baths

2,089 sq ft

129 TOWHEE DR, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Celebrate

14 PENSACOLA ST, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406

$463,000

2 beds

2 baths

1,445 sq ft

14 PENSACOLA ST, FREDERICKSBURG, VA, 224...

Community: Celebrate

Trilogy® at Lake Frederick

153 LEATHER FLOWER DR, LAKE FREDERICK, V..., Lake Frederick, VA 22630

$499,900

4 beds

4 baths

2,719 sq ft

153 LEATHER FLOWER DR, LAKE FREDERICK, V...

Community: Trilogy® at Lake Frederick

Keswick Villas

8824 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$445,325

3 beds

4 baths

2,145 sq ft

8824 SELBY CT, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

Keswick Villas

8816 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$425,625

3 beds

4 baths

2,145 sq ft

8816 SELBY CT, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

Falls Run

5 BLUEFIELD LN, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$475,000

3 beds

3 baths

2,480 sq ft

5 BLUEFIELD LN, FREDERICKSBURG, VA, 2240...

Community: Falls Run

Birchwood at Brambleton

23631 HAVELOCK WALK TER 318, ASHBURN, VA..., Ashburn, VA 20148

$499,900

2 beds

2 baths

1,967 sq ft

Condo

23631 HAVELOCK WALK TER 318, ASHBURN, VA...

Community: Birchwood at Brambleton

Four Seasons at Virginia Crossing

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

$525,000

2 beds

3 baths

1,811 sq ft

Condo

13970 ENGLEFIELD DR UNIT 207, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

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Questions? Call us: (540) 773-2470

Falls Run

304 BRIDGEWATER CIR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406

$439,000

3 beds

3 baths

2,504 sq ft

304 BRIDGEWATER CIR, FREDERICKSBURG, VA,...

Community: Falls Run

Four Seasons at Vint Hill

3607 MAUCHLEY CT, WARRENTON, VA, 20187, Warrenton, VA 20187

$624,950

2 beds

2 baths

2,156 sq ft

3607 MAUCHLEY CT, WARRENTON, VA, 20187

Community: Four Seasons at Vint Hill

Celebrate

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

$469,900

3 beds

3 baths

2,056 sq ft

132 HYANNIS PL, FREDERICKSBURG, VA, 2240...

Community: Celebrate

Virginia Heritage at Lee's Parke

5108 SEWELLS POINTE DR, FREDERICKSBURG, ..., Fredericksburg, VA 22407

$575,000

4 beds

4 baths

4,061 sq ft

5108 SEWELLS POINTE DR, FREDERICKSBURG, ...

Community: Virginia Heritage at Lee's Parke

Woodbrook Village

105 TANGLEWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$375,000

2 beds

2 baths

1,372 sq ft

105 TANGLEWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

Falls Run

18 CHANTILLY PL, FREDERICKSBURG, VA, 224..., Fredericksburg, VA 22406

$425,000

3 beds

3 baths

2,560 sq ft

18 CHANTILLY PL, FREDERICKSBURG, VA, 224...

Community: Falls Run

Gatherings at Wellington

9204 CHARLESTON DR UNIT 404, MANASSAS, V..., Manassas, VA 20110

$379,000

2 beds

2 baths

1,504 sq ft

Condo

9204 CHARLESTON DR UNIT 404, MANASSAS, V...

Community: Gatherings at Wellington

Woodbrook Village

221 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$379,000

2 beds

2 baths

1,384 sq ft

221 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

Celebrate

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

$499,000

3 beds

3 baths

2,656 sq ft

9 BRANT CT, FREDERICKSBURG, VA, 22406

Community: Celebrate

Birchwood at Brambleton

42729 AUTUMN DAY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$925,000

3 beds

3 baths

2,802 sq ft

42729 AUTUMN DAY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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Heritage Hunt

6524 BOX ELDER LOOP, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$610,000

3 beds

3 baths

2,153 sq ft

6524 BOX ELDER LOOP, GAINESVILLE, VA, 20...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER UNIT 418, LEESBU..., Leesburg, VA 20176

$484,900

2 beds

2 baths

1,441 sq ft

Condo

19375 CYPRESS RIDGE TER UNIT 418, LEESBU...

Community: Lansdowne Woods of Virginia

Suffield Meadows

6704 HOLLY FARM LN UNIT 109, WARRENTON, ..., Warrenton, VA 20187

$375,000

2 beds

2 baths

Condo

6704 HOLLY FARM LN UNIT 109, WARRENTON, ...

Community: Suffield Meadows

Regency at Dominion Valley

15251 ROYAL CREST DR APT 306, HAYMARKET,..., Haymarket, VA 20169

$500,000

3 beds

2 baths

1,833 sq ft

Condo

15251 ROYAL CREST DR APT 306, HAYMARKET,...

Community: Regency at Dominion Valley

Four Seasons at Virginia Crossing

3703 HAVERTILL LN, WOODBRIDGE, VA, 22193, Woodbridge, VA 22193

$660,000

3 beds

3 baths

2,215 sq ft

3703 HAVERTILL LN, WOODBRIDGE, VA, 22193

Community: Four Seasons at Virginia Crossing

Regency at Dominion Valley

5226 CANYON CREEK WAY, HAYMARKET, VA, 20..., Haymarket, VA 20169

$665,000

2 beds

2 baths

2,018 sq ft

5226 CANYON CREEK WAY, HAYMARKET, VA, 20...

Community: Regency at Dominion Valley

Lexington 7

44529 FIERY SKIPPER TER, ASHBURN, VA, 20..., Ashburn, VA 20147

$800,000

3 beds

4 baths

2,608 sq ft

44529 FIERY SKIPPER TER, ASHBURN, VA, 20...

Community: Lexington 7

Trilogy® at Lake Frederick

113 MALLARD DR, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$585,000

2 beds

2 baths

1,944 sq ft

113 MALLARD DR, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Falls Run

21 BUCHANAN CT, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$440,000

3 beds

3 baths

2,229 sq ft

21 BUCHANAN CT, FREDERICKSBURG, VA, 2240...

Community: Falls Run

Belmont Bay

13825 ESTUARY PL, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$799,999

4 beds

4 baths

3,144 sq ft

13825 ESTUARY PL, WOODBRIDGE, VA, 22191

Community: Belmont Bay

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Regency at Dominion Valley

5243 CANYON CREEK WAY, HAYMARKET, VA, 20..., Haymarket, VA 20169

$699,900

2 beds

2 baths

2,068 sq ft

5243 CANYON CREEK WAY, HAYMARKET, VA, 20...

Community: Regency at Dominion Valley

Heritage Hunt

6824 DERBY RUN WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$775,000

3 beds

3 baths

3,774 sq ft

6824 DERBY RUN WAY, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Gatherings at Wellington

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

$365,000

2 beds

2 baths

1,504 sq ft

Condo

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

Community: Gatherings at Wellington

The Villas of Salem Church

5620 FINLEY ROSE CT, FREDERICKSBURG, VA,..., Fredericksburg, VA 22407

$400,000

3 beds

3 baths

1,767 sq ft

5620 FINLEY ROSE CT, FREDERICKSBURG, VA,...

Community: The Villas of Salem Church

Trilogy® at Lake Frederick

102 PHACELIA WAY, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$410,000

3 beds

4 baths

2,200 sq ft

102 PHACELIA WAY, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

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 Abrams Chase, Cottage Glen.

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 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.

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258 homes near Winchester

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

82 communities near Winchester

258 homes near Winchester

3 beds

3 baths

2,090 sq ft

2 beds

2 baths

1,059 sq ft

Condo

3 beds

2 baths

2,006 sq ft

Condo

3 beds

3 baths

2,669 sq ft

2 beds

2 baths

1,640 sq ft

Condo

3 beds

3 baths

2,060 sq ft

4 beds

3 baths

3,753 sq ft

3 beds

2 baths

2,089 sq ft

2 beds

2 baths

1,445 sq ft

4 beds

4 baths

2,719 sq ft

3 beds

4 baths

2,145 sq ft

3 beds

4 baths

2,145 sq ft

3 beds

3 baths

2,480 sq ft

2 beds

2 baths

1,967 sq ft

Condo

2 beds

3 baths

1,811 sq ft

Condo

3 beds

3 baths

2,504 sq ft

2 beds

2 baths

2,156 sq ft

3 beds

3 baths

2,056 sq ft

4 beds

4 baths

4,061 sq ft

2 beds

2 baths

1,372 sq ft

3 beds

3 baths

2,560 sq ft

2 beds

2 baths

1,504 sq ft

Condo

2 beds

2 baths

1,384 sq ft

3 beds

3 baths