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

81 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

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

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

$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

ThreeOaks™

$400Ks - $600Ks

ThreeOaks™, Culpeper, VA

New Construction | 55+ age-restricted | Built 2024 - present | 268 homes

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

Questions? Call us: (540) 773-2470

No reviews yet

Regency at Ashburn

$600Ks - $600Ks

Regency at Ashburn, Ashburn, VA

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

Spring Valley Estates

$300Ks - $300Ks

Spring Valley Estates, Waynesboro, PA

New Construction | 55+ age-restricted | Built 2019 - present | 140 homes

1 2...3

The Woodlands of Urbana

3218 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$925,000

2 beds

3 baths

3,058 sq ft

3218 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Signature Club at Greenview

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

$599,900

3 beds

4 baths

2,549 sq ft

Condo

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

Community: Signature Club at Greenview

Emerald Pointe

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

$375,000

2 beds

2 baths

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Courts of Clarksburg

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

$624,999

2 beds

2 baths

1,540 sq ft

21822 BONESET WAY, GERMANTOWN, MD, 20876

Community: Courts of Clarksburg

New 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

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Questions? Call us: (540) 773-2470

New 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

New The Village 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: The Village at Cabin Branch

New Gatherings at Cabin Branch

$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

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: The Village at Cabin Branch

Gatherings at Cabin Branch

$474,990

2 beds

2 baths

1,529 sq ft

Condo

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

Community: Gatherings at Cabin Branch

Albert Courts

102 STULL CT, THURMONT, MD, 21788, Thurmont, MD 21788

$309,000

3 beds

3 baths

1,920 sq ft

102 STULL CT, THURMONT, MD, 21788

Community: Albert Courts

Crestwood Village

7054 BASSWOOD RD, FREDERICK, MD, 21703, Frederick, MD 21703

$199,000

1 baths

609 sq ft

7054 BASSWOOD RD, FREDERICK, MD, 21703

Community: Crestwood Village

Signature Club at Greenview

10527 EDWARDIAN LN # 145, NEW MARKET, MD..., New Market, MD 21774

$599,900

3 beds

3 baths

2,200 sq ft

Condo

10527 EDWARDIAN LN # 145, NEW MARKET, MD...

Community: Signature Club at Greenview

Crestwood Village

6908 CHOKEBERRY CT, FREDERICK, MD, 21703, Frederick, MD 21703

$335,000

2 beds

1 baths

1,300 sq ft

6908 CHOKEBERRY CT, FREDERICK, MD, 21703

Community: Crestwood Village

Albert Courts

117 EASY ST, THURMONT, MD, 21788, Thurmont, MD 21788

$304,500

2 beds

2 baths

Condo

117 EASY ST, THURMONT, MD, 21788

Community: Albert Courts

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

Questions? Call us: (540) 773-2470

Crestwood Village

5671 CRABAPPLE DR, FREDERICK, MD, 21703, Frederick, MD 21703

$349,900

2 beds

2 baths

1,148 sq ft

5671 CRABAPPLE DR, FREDERICK, MD, 21703

Community: Crestwood Village

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

Emerald Pointe

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

$474,900

2 beds

2 baths

2,615 sq ft

13336 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

JerMae Estates

24 TOCATI ST, THURMONT, MD, 21788, Thurmont, MD 21788

$515,000

4 beds

4 baths

3,131 sq ft

24 TOCATI ST, THURMONT, MD, 21788

Community: JerMae Estates

Courts of Clarksburg

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

$740,000

2 beds

2 baths

1,806 sq ft

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

Community: Courts of Clarksburg

CobbleStone Estates

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

$425,000

2 beds

2 baths

1,561 sq ft

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

Community: CobbleStone Estates

The Woodlands of Urbana

9321 SORREL LN, FREDERICK, MD, 21704, Frederick, MD 21704

$615,000

3 beds

3 baths

2,277 sq ft

9321 SORREL LN, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Signature Club at Greenview

5910 CONSTANCE WAY, NEW MARKET, MD, 2177..., New Market, MD 21774

$639,900

3 beds

4 baths

3,049 sq ft

Condo

5910 CONSTANCE WAY, NEW MARKET, MD, 2177...

Community: Signature Club at Greenview

Signature Club at Greenview

10600 EDWARDIAN LN 61, NEW MARKET, MD, 2..., New Market, MD 21774

$699,999

4 beds

4 baths

4,894 sq ft

Condo

10600 EDWARDIAN LN 61, NEW MARKET, MD, 2...

Community: Signature Club at Greenview

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

Questions? Call us: (540) 773-2470

Ballenger Run

6452 AUTUMN OLIVE DR, FREDERICK, MD, 217..., Frederick, MD 21703

$540,000

3 beds

4 baths

2,354 sq ft

6452 AUTUMN OLIVE DR, FREDERICK, MD, 217...

Community: Ballenger Run

The Village at Foxfield

6 STINE CT, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$550,000

2 beds

3 baths

1,895 sq ft

6 STINE CT, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

Emerald Pointe

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

$484,900

2 beds

2 baths

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

Community: Emerald Pointe

The Village at Cabin Branch

13230 PETREL ST UNIT 2207, CLARKSBURG, M..., Clarksburg, MD 20871

$639,990

3 beds

2 baths

2,031 sq ft

Condo

13230 PETREL ST UNIT 2207, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$639,990

3 beds

2 baths

2,031 sq ft

Condo

13230 PETREL ST UNIT 2207, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

The Village at Cabin Branch

13210 PETREL ST UNIT 3305, CLARKSBURG, M..., Clarksburg, MD 20871

$489,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3305, CLARKSBURG, M...

Community: The Village at Cabin Branch

Gatherings at Cabin Branch

$489,990

2 beds

2 baths

1,529 sq ft

Condo

13210 PETREL ST UNIT 3305, CLARKSBURG, M...

Community: Gatherings at Cabin Branch

Emerald Pointe

13342 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,900

2 beds

2 baths

1,865 sq ft

13342 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Emerald Pointe

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

$499,900

2 beds

3 baths

2,739 sq ft

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

Community: Emerald Pointe

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER UNIT 1111, LEESB..., Leesburg, VA 20176

$550,000

2 beds

2 baths

1,500 sq ft

Condo

19365 CYPRESS RIDGE TER UNIT 1111, LEESB...

Community: Lansdowne Woods of Virginia

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

Questions? Call us: (540) 773-2470

Gatherings at Potomac Station

750 MOUNT AIRY TER NE UNIT 206B, LEESBUR..., Leesburg, VA 20176

$479,999

2 beds

2 baths

1,532 sq ft

Condo

750 MOUNT AIRY TER NE UNIT 206B, LEESBUR...

Community: Gatherings at Potomac Station

Heritage Hunt

$440,000

2 beds

2 baths

1,310 sq ft

Condo

7055 HERITAGE HUNT DR APT 207, GAINESVIL...

Community: Heritage Hunt

Regency at Belmont

43928 NORMAN NEWS TER, ASHBURN, VA, 2014..., Ashburn, VA 20147

$950,000

4 beds

4 baths

3,231 sq ft

43928 NORMAN NEWS TER, ASHBURN, VA, 2014...

Community: Regency at Belmont

Cross Creek Village

100 CANDLEWICK DR, WINCHESTER, VA, 22602, Winchester, VA 22602

$409,900

2 beds

2 baths

1,664 sq ft

100 CANDLEWICK DR, WINCHESTER, VA, 22602

Community: Cross Creek Village

New Barley Woods

12205 GLEN OAKS DR, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407

$599,900

3 beds

2 baths

2,437 sq ft

12205 GLEN OAKS DR, FREDERICKSBURG, VA, ...

Community: Barley Woods

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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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81 communities 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

3 baths

3,058 sq ft

3 beds

4 baths

2,549 sq ft

Condo

2 beds

2 baths

1,834 sq ft

2 beds

2 baths

1,540 sq ft

2 beds

2 baths

1,702 sq ft

Condo

2 beds

2 baths

1,702 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

2 beds

2 baths

1,529 sq ft

Condo

3 beds

3 baths

1,920 sq ft

1 baths

609 sq ft

3 beds

3 baths

2,200 sq ft

Condo

2 beds

1 baths

1,300 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,148 sq ft

1 beds

1 baths

1,203 sq ft

Condo

1 beds

1 baths

1,203 sq ft

Condo

2 beds

2 baths

2,615 sq ft

4 beds

4 baths

3,131 sq ft

2 beds

2 baths

1,806 sq ft

2 beds

2 baths

1,561 sq ft

3 beds

3 baths