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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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

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

Falls Run

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

$459,000

3 beds

3 baths

2,604 sq ft

286 BRIDGEWATER CIR, FREDERICKSBURG, VA,...

Community: Falls Run

Potomac Green

20580 HOPE SPRING TER UNIT 406, ASHBURN,..., Ashburn, VA 20147

$495,000

2 beds

2 baths

1,586 sq ft

Condo

20580 HOPE SPRING TER UNIT 406, ASHBURN,...

Community: Potomac Green

Woodbrook Village

101 ROSEWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$390,000

2 beds

2 baths

1,692 sq ft

101 ROSEWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

Four Seasons at Virginia Crossing

13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE..., Woodbridge, VA 22193

$530,000

2 beds

2 baths

1,801 sq ft

Condo

13970 ENGLEFIELD DR UNIT 303, WOODBRIDGE...

Community: Four Seasons at Virginia Crossing

Trilogy® at Lake Frederick

116 GROSBEAK CT, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$574,000

2 beds

2 baths

2,047 sq ft

116 GROSBEAK CT, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

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

Questions? Call us: (540) 773-2470

Four Seasons at Historic Virginia

16916 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$560,000

2 beds

2 baths

1,797 sq ft

16916 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Virginia Heritage at Lee's Parke

5618 CEDAR MOUNTAIN CT, FREDERICKSBURG, ..., Fredericksburg, VA 22407

$500,000

3 beds

2 baths

2,052 sq ft

5618 CEDAR MOUNTAIN CT, FREDERICKSBURG, ...

Community: Virginia Heritage at Lee's Parke

The Atrium at MetroWest

2960 VADEN DR # 2-312, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$798,980

2 beds

2 baths

1,546 sq ft

Condo

2960 VADEN DR # 2-312, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

Falls Run

23 HIGHLANDER DR # 41-2, FREDERICKSBURG,..., Fredericksburg, VA 22406

$319,900

2 beds

2 baths

1,322 sq ft

Condo

23 HIGHLANDER DR # 41-2, FREDERICKSBURG,...

Community: Falls Run

Four Seasons at Vint Hill

3680 OSBORNE DR, WARRENTON, VA, 20187, Warrenton, VA 20187

$650,000

4 beds

3 baths

3,562 sq ft

3680 OSBORNE DR, WARRENTON, VA, 20187

Community: Four Seasons at Vint Hill

Celebrate

97 BATTERY POINT DR, FREDERICKSBURG, VA,..., Fredericksburg, VA 22406

$549,900

3 beds

3 baths

2,420 sq ft

97 BATTERY POINT DR, FREDERICKSBURG, VA,...

Community: Celebrate

Falls Run

25 SHADWELL CT, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$475,000

3 beds

2 baths

2,265 sq ft

25 SHADWELL CT, FREDERICKSBURG, VA, 2240...

Community: Falls Run

Regency at Dominion Valley

15201 ROYAL CREST DR APT 303, HAYMARKET,..., Haymarket, VA 20169

$445,000

2 beds

2 baths

1,499 sq ft

Condo

15201 ROYAL CREST DR APT 303, HAYMARKET,...

Community: Regency at Dominion Valley

Liberty Grove

8600 LIBERTY TRL 206, MANASSAS, VA, 2011..., Manassas, VA 20110

$357,770

2 beds

3 baths

1,743 sq ft

Condo

8600 LIBERTY TRL 206, MANASSAS, VA, 2011...

Community: Liberty Grove

Birchwood at Brambleton

23640 BOLTON CRESCENT TER # 13-304, ASHB..., Ashburn, VA 20148

$549,990

2 beds

2 baths

1,419 sq ft

Condo

23640 BOLTON CRESCENT TER # 13-304, ASHB...

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 773-2470

Virginia Heritage at Lee's Parke

5910 W CARNIFEX FERRY RD, FREDERICKSBURG..., Fredericksburg, VA 22407

$515,000

3 beds

3 baths

3,004 sq ft

5910 W CARNIFEX FERRY RD, FREDERICKSBURG...

Community: Virginia Heritage at Lee's Parke

The Village at Harvest Ridge

143 HARVEST RIDGE DR, WINCHESTER, VA, 22..., Winchester, VA 22601

$575,000

3 beds

2 baths

2,233 sq ft

143 HARVEST RIDGE DR, WINCHESTER, VA, 22...

Community: The Village at Harvest Ridge

Downey Knolls

14736 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827

$329,990

3 beds

2 baths

1,385 sq ft

14736 GREEN VIEW DR, ELKTON, VA, 22827

Community: Downey Knolls

Downey Knolls

14734 GREEN VIEW DR, ELKTON, VA, 22827, Elkton, VA 22827

$329,990

3 beds

2 baths

1,385 sq ft

14734 GREEN VIEW DR, ELKTON, VA, 22827

Community: Downey Knolls

Belmont Bay

645 ANGELFISH WAY, WOODBRIDGE, VA, 22191, Woodbridge, VA 22191

$836,090

4 beds

4 baths

2,705 sq ft

645 ANGELFISH WAY, WOODBRIDGE, VA, 22191

Community: Belmont Bay

Birchwood at Brambleton

42785 CUMULUS TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$799,900

3 beds

3 baths

2,669 sq ft

42785 CUMULUS TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Four Seasons at Historic Virginia

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

$679,950

4 beds

3 baths

3,424 sq ft

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

Community: Four Seasons at Historic Virginia

Four Seasons at Ashburn Village

44485 CHAMBERLAIN TER UNIT 205, ASHBURN,..., Ashburn, VA 20147

$435,000

2 beds

2 baths

1,612 sq ft

Condo

44485 CHAMBERLAIN TER UNIT 205, ASHBURN,...

Community: Four Seasons at Ashburn Village

Potomac Green

44516 BLUERIDGE MEADOWS DR, ASHBURN, VA,..., Ashburn, VA 20147

$920,000

3 beds

3 baths

2,703 sq ft

44516 BLUERIDGE MEADOWS DR, ASHBURN, VA,...

Community: Potomac Green

Montebello

21729 HAWKSBILL HIGH CIR, STERLING, VA, ..., Sterling, VA 20164

$950,000

2 beds

3 baths

2,302 sq ft

21729 HAWKSBILL HIGH CIR, STERLING, VA, ...

Community: Montebello

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

Questions? Call us: (540) 773-2470

Keswick Villas

8938 PENRITH DR, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$415,000

3 beds

2 baths

1,368 sq ft

8938 PENRITH DR, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

Four Seasons at Charlottesville

452 MISTLAND TRL, RUCKERSVILLE, VA, 2296..., Ruckersville, VA 22968

$540,000

2 beds

3 baths

2,585 sq ft

452 MISTLAND TRL, RUCKERSVILLE, VA, 2296...

Community: Four Seasons at Charlottesville

Four Seasons at Historic Virginia

17452 FOUR SEASONS DR, DUMFRIES, VA, 220..., Dumfries, VA 22025

$510,000

3 beds

2 baths

1,814 sq ft

17452 FOUR SEASONS DR, DUMFRIES, VA, 220...

Community: Four Seasons at Historic Virginia

Falls Run

14 SUGARGROVE CT, FREDERICKSBURG, VA, 22..., Fredericksburg, VA 22406

$460,000

3 beds

3 baths

2,508 sq ft

14 SUGARGROVE CT, FREDERICKSBURG, VA, 22...

Community: Falls Run

Potomac Green

20610 HOPE SPRING TER 205, ASHBURN, VA, ..., Ashburn, VA 20147

$525,000

2 beds

2 baths

1,632 sq ft

Condo

20610 HOPE SPRING TER 205, ASHBURN, VA, ...

Community: Potomac Green

Heritage Hunt

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

$849,900

4 beds

4 baths

5,410 sq ft

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

Community: Heritage Hunt

Spring Hill

8435 PEACE LILY CT APT 314, LORTON, VA, ..., Lorton, VA 22079

$539,000

2 beds

2 baths

1,621 sq ft

Condo

8435 PEACE LILY CT APT 314, LORTON, VA, ...

Community: Spring Hill

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

Lexington 7

44494 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147

$976,316

4 beds

4 baths

4,109 sq ft

44494 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington 7

Lexington Square

$976,316

4 beds

4 baths

4,109 sq ft

44494 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington Square

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

Questions? Call us: (540) 773-2470

Cedar Meadows

124 BLUETS DR, WHITE POST, VA, 22663, White Post, VA 22663

$415,000

2 beds

2 baths

1,509 sq ft

124 BLUETS DR, WHITE POST, VA, 22663

Community: Cedar Meadows

Cedar Meadows

109 BLEEDING HEART DR, WHITE POST, VA, 2..., White Post, VA 22663

$450,000

3 beds

2 baths

1,765 sq ft

109 BLEEDING HEART DR, WHITE POST, VA, 2...

Community: Cedar Meadows

Virginia Heritage at Lee's Parke

5307 W PHILIPPI PL, FREDERICKSBURG, VA, ..., Fredericksburg, VA 22407

$475,000

3 beds

3 baths

2,507 sq ft

5307 W PHILIPPI PL, FREDERICKSBURG, VA, ...

Community: Virginia Heritage at Lee's Parke

Regency at Dominion Valley

15209 BRIER CREEK DR, HAYMARKET, VA, 201..., Haymarket, VA 20169

$730,000

2 beds

3 baths

2,842 sq ft

15209 BRIER CREEK DR, HAYMARKET, VA, 201...

Community: Regency at Dominion Valley

Cedar Meadows

107 BLUETS DR, WHITE POST, VA, 22663, White Post, VA 22663

$450,000

3 beds

2 baths

1,609 sq ft

107 BLUETS DR, WHITE POST, VA, 22663

Community: Cedar Meadows

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

3 beds

3 baths

2,604 sq ft

2 beds

2 baths

1,586 sq ft

Condo

2 beds

2 baths

1,692 sq ft

2 beds

2 baths

1,801 sq ft

Condo

2 beds

2 baths

2,047 sq ft

2 beds

2 baths

1,797 sq ft

3 beds

2 baths

2,052 sq ft

2 beds

2 baths

1,546 sq ft

Condo

2 beds

2 baths

1,322 sq ft

Condo

4 beds

3 baths

3,562 sq ft

3 beds

3 baths

2,420 sq ft

3 beds

2 baths

2,265 sq ft

2 beds

2 baths

1,499 sq ft

Condo

2 beds

3 baths

1,743 sq ft

Condo

2 beds

2 baths

1,419 sq ft

Condo

3 beds

3 baths

3,004 sq ft

3 beds

2 baths

2,233 sq ft

3 beds

2 baths

1,385 sq ft

3 beds

2 baths

1,385 sq ft

4 beds

4 baths

2,705 sq ft

3 beds

3 baths

2,669 sq ft

4 beds

3 baths

3,424 sq ft

2 beds

2 baths

1,612 sq ft

Condo