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

82 communities 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

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 - $300Ks

Woodbrook Village, Winchester, VA

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 81 homes

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

Abrams Chase

$500Ks - $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

$800Ks - $900Ks

Potomac Green, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 1,400 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$200Ks - $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.

3.1 rating (7 reviews)

Celebrate

$300Ks - $600Ks

Celebrate, Fredericksburg, VA

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

Penn National

$200Ks - $600Ks

Penn National, Fayetteville, PA

New and Resale | Age-targeted | Built 1968 - 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 - $700Ks

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 - $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 - $400Ks

Falls Run, Fredericksburg, VA

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

The Woodlands of Urbana

$600Ks - $600Ks

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

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 - $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

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

Questions? Call us: (540) 773-2470

Regency at Ashburn

$800Ks - $900Ks

Regency at Ashburn, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2013 - 2020 | 268 homes

ThreeOaks™

$400Ks - $800Ks

ThreeOaks™, Culpeper, VA

New Construction | 55+ age-restricted | Built 2024 - present | 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 - $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 - $900Ks

Regency at Creekside, Gainesville, VA

Resale Only | 55+ age-restricted | Built 2016 - 2020 | 208 homes

The Atrium at MetroWest

$700Ks - $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 - $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 - $900Ks

Regency at Belmont, Ashburn, VA

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

Courts of Clarksburg

$600Ks - $700Ks

Courts of Clarksburg, Clarksburg, MD

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

1 2...3

Gatherings at Cabin Branch

13240 PETREL ST # 5207, CLARKSBURG, MD, ..., Clarksburg, MD 20871

$615,990

3 beds

2 baths

2,031 sq ft

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$615,990

3 beds

2 baths

2,031 sq ft

Condo

13240 PETREL ST # 5207, CLARKSBURG, MD, ...

Community: The Village at Cabin Branch

Crestwood Village

7043 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703

$339,999

2 beds

2 baths

1,225 sq ft

7043 BASSWOOD RD, FREDERICK, MD, 21703

Community: Crestwood Village

Courts of Clarksburg

832 BUTTERFLY WEED DR, GERMANTOWN, MD, 2..., Germantown, MD 20876

$797,435

2 beds

3 baths

2,784 sq ft

832 BUTTERFLY WEED DR, GERMANTOWN, MD, 2...

Community: Courts of Clarksburg

Courts of Clarksburg

21822 BONESET WAY, GERMANTOWN, MD, 20876, Germantown, MD 20876

$643,000

3 beds

2 baths

1,540 sq ft

21822 BONESET WAY, GERMANTOWN, MD, 20876

Community: Courts of Clarksburg

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

Questions? Call us: (540) 773-2470

Crestwood Village

5722 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$349,000

2 beds

2 baths

1,264 sq ft

5722 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Signature Club at Greenview

10576 EDWARDIAN LN 132, NEW MARKET, MD, ..., New Market, MD 21774

$619,000

3 beds

4 baths

3,655 sq ft

Condo

10576 EDWARDIAN LN 132, NEW MARKET, MD, ...

Community: Signature Club at Greenview

CobbleStone Estates

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740

$395,000

2 beds

2 baths

1,561 sq ft

9616 COBBLE STONE CT, HAGERSTOWN, MD, 21...

Community: CobbleStone Estates

The Village at Cabin Branch

13504 GOLDENEYE CIR, CLARKSBURG, MD, 208..., Clarksburg, MD 20871

$479,900

3 beds

3 baths

1,590 sq ft

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$564,999

3 beds

3 baths

1,933 sq ft

13444 PETREL ST, CLARKSBURG, MD, 20871

Community: The Village at Cabin Branch

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

Questions? Call us: (540) 773-2470

Signature Club at Greenview

10611 VICTORIAN AVE 51, NEW MARKET, MD, ..., New Market, MD 21774

$580,000

3 beds

3 baths

2,200 sq ft

10611 VICTORIAN AVE 51, NEW MARKET, MD, ...

Community: Signature Club at Greenview

Gatherings at Cabin Branch

13240 PETREL ST # 106, CLARKSBURG, MD, 2..., Clarksburg, MD 20871

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$399,990

1 beds

1 baths

1,203 sq ft

Condo

13240 PETREL ST # 106, CLARKSBURG, MD, 2...

Community: The Village at Cabin Branch

The Woodlands of Urbana

3225 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$615,000

3 beds

3 baths

1,816 sq ft

3225 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

The Village at Cabin Branch

13240 PETREL ST # 5203, CLARKSBURG, MD, ..., Clarksburg, MD 20871

$610,990

3 beds

2 baths

1,887 sq ft

Condo

13240 PETREL ST # 5203, CLARKSBURG, MD, ...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$610,990

3 beds

2 baths

1,887 sq ft

Condo

13240 PETREL ST # 5203, CLARKSBURG, MD, ...

Community: Gatherings at Cabin Branch

Signature Club at Greenview

5810 WHITEROSE WAY, NEW MARKET, MD, 2177..., New Market, MD 21774

$465,000

3 beds

4 baths

2,410 sq ft

5810 WHITEROSE WAY, NEW MARKET, MD, 2177...

Community: Signature Club at Greenview

Signature Club at Greenview

5948 JACOBEAN PL, NEW MARKET, MD, 21774, New Market, MD 21774

$660,000

3 beds

3 baths

3,123 sq ft

Condo

5948 JACOBEAN PL, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

The Woodlands of Urbana

2928 HERB GARDEN DR, FREDERICK, MD, 2170..., Frederick, MD 21704

$725,000

3 beds

4 baths

3,634 sq ft

2928 HERB GARDEN DR, FREDERICK, MD, 2170...

Community: The Woodlands of Urbana

Emerald Pointe

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$359,900

2 beds

2 baths

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

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

Questions? Call us: (540) 773-2470

Emerald Pointe

13336 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$449,900

2 beds

2 baths

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Emerald Pointe

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ..., Hagerstown, MD 21742

$429,000

2 beds

3 baths

2,739 sq ft

13430 MARQUISE DR # 80, HAGERSTOWN, MD, ...

Community: Emerald Pointe

Signature Club at Greenview

5816 DREXAL AVE, NEW MARKET, MD, 21774, New Market, MD 21774

$950,000

5 beds

4 baths

4,926 sq ft

5816 DREXAL AVE, NEW MARKET, MD, 21774

Community: Signature Club at Greenview

Gatherings at Cabin Branch

13230 PETREL ST UNIT 2208, CLARKSBURG, M..., Clarksburg, MD 20871

$574,990

2 beds

2 baths

1,702 sq ft

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$574,990

2 beds

2 baths

1,702 sq ft

Condo

13230 PETREL ST UNIT 2208, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

13230 PETREL ST UNIT 2104, CLARKSBURG, M..., Clarksburg, MD 20871

$549,990

2 beds

2 baths

1,529 sq ft

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$549,990

2 beds

2 baths

1,529 sq ft

Condo

13230 PETREL ST UNIT 2104, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

13210 PETREL ST UNIT 3304, CLARKSBURG, M..., Clarksburg, MD 20871

$474,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

$474,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3304, CLARKSBURG, M...

Community: The Village at Cabin Branch

Emerald Pointe

19554 TURQUOISE DR V219, HAGERSTOWN, MD,..., Hagerstown, MD 21742

$484,900

2 beds

2 baths

19554 TURQUOISE DR V219, HAGERSTOWN, MD,...

1,724 sq ft

5985 GREENBRIAR TER, FAYETTEVILLE, PA, 1...

Community: Penn National

1 2 3 4 5 6 7…8

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.

Want more information about active adult communities around Winchester?

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82 communities near Winchester

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

82 communities near Winchester

285 homes near Winchester

3 beds

2 baths

2,031 sq ft

Condo

3 beds

2 baths

2,031 sq ft

Condo

2 beds

2 baths

1,225 sq ft

2 beds

3 baths

2,784 sq ft

3 beds

2 baths

1,540 sq ft

2 beds

2 baths

1,264 sq ft

3 beds

4 baths

3,655 sq ft

Condo

2 beds

2 baths

1,561 sq ft

3 beds

3 baths

1,590 sq ft

3 beds

3 baths

1,590 sq ft

2 beds

2 baths

1,484 sq ft

3 beds

3 baths

1,677 sq ft

3 beds

3 baths

3,161 sq ft

3 beds

3 baths

1,933 sq ft

3 beds

3 baths

1,933 sq ft

3 beds

3 baths

2,200 sq ft

1 beds

1 baths

1,203 sq ft

Condo

1 beds

1 baths

1,203 sq ft

Condo

3 beds

3 baths

1,816 sq ft

3 beds

2 baths

1,887 sq ft

Condo

3 beds

2 baths

1,887 sq ft

Condo

3 beds

4 baths

2,410 sq ft

3 beds

3 baths

3,123 sq ft

Condo