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

293 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

$300Ks - $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 - $600Ks

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

$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 - $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

3.1 rating (7 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 - $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 ...

$500Ks - $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

No reviews yet

The Woodlands of Urbana

$600Ks - $700Ks

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

3 rating (2 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

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

No reviews yet

ThreeOaks™

$400Ks - $800Ks

ThreeOaks™, Culpeper, VA

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

No reviews yet

Regency at Ashburn

$500Ks - $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...

$400Ks - $900Ks

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 - $800Ks

The Atrium at MetroWest, Fairfax, VA

New Construction | 55+ age-restricted | Built 2018 - present | 206 homes

No reviews yet

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

No reviews yet

Central Parke at Lowes Is...

$400Ks - $700Ks

Central Parke at Lowes Is..., Sterling, VA

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 181 homes

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

Spring Valley Estates

$300Ks - $300Ks

Spring Valley Estates, Waynesboro, PA

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

1 2...3

Regency at Dominion Valley

15236 WEISKOPF CT, HAYMARKET, VA, 20169, Haymarket, VA 20169

$887,000

2 beds

3 baths

3,994 sq ft

15236 WEISKOPF CT, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Legacy Woods

$615,000

5 beds

3 baths

3,311 sq ft

11917 LEGACY WOODS DR, FREDERICKSBURG, V...

Community: Legacy Woods

Heritage Hunt

6900 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155

$750,000

3 beds

4 baths

3,676 sq ft

6900 TRED AVON PL, GAINESVILLE, VA, 2015...

Community: Heritage Hunt

Heritage Hunt

6909 SUNDAY SILENCE CT, GAINESVILLE, VA,..., Gainesville, VA 20155

$735,000

3 beds

3 baths

2,520 sq ft

6909 SUNDAY SILENCE CT, GAINESVILLE, VA,...

Community: Heritage Hunt

Saintsbury Plaza

2905 SAINTSBURY PLZ 315, FAIRFAX, VA, 22..., Fairfax, VA 22031

$425,000

2 beds

2 baths

1,264 sq ft

Condo

2905 SAINTSBURY PLZ 315, FAIRFAX, VA, 22...

Community: Saintsbury Plaza

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

Questions? Call us: (540) 773-2470

New Keswick Villas

8820 SELBY CT, SPOTSYLVANIA, VA, 22551, Spotsylvania, VA 22551

$454,825

3 beds

3 baths

2,057 sq ft

8820 SELBY CT, SPOTSYLVANIA, VA, 22551

Community: Keswick Villas

Regency at Dominion Valley

5108 PEYTON CHAPEL DR, HAYMARKET, VA, 20..., Haymarket, VA 20169

$619,000

2 beds

2 baths

1,782 sq ft

5108 PEYTON CHAPEL DR, HAYMARKET, VA, 20...

Community: Regency at Dominion Valley

Birchwood at Brambleton

42783 FIREFLY SONATA TER, ASHBURN, VA, 2..., Ashburn, VA 20148

$797,000

2 beds

3 baths

2,406 sq ft

42783 FIREFLY SONATA TER, ASHBURN, VA, 2...

Community: Birchwood at Brambleton

Central Parke at Lowes Island

20898 PRINCE LOWES TER, STERLING, VA, 20..., Sterling, VA 20165

$750,000

3 beds

4 baths

3,239 sq ft

20898 PRINCE LOWES TER, STERLING, VA, 20...

Community: Central Parke at Lowes Island

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 815, LEESBURG, V..., Leesburg, VA 20176

$498,000

3 beds

2 baths

1,475 sq ft

Condo

19385 CYPRESS RIDGE TER 815, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Potomac Green

20759 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147

$865,000

3 beds

4 baths

2,973 sq ft

20759 CRESCENT POINTE PL, ASHBURN, VA, 2...

Community: Potomac Green

River Crossing at Spring Arbor

5716 SPRING ARBOR CIR, FREDERICKSBURG, V..., Fredericksburg, VA 22407

$485,000

3 beds

3 baths

1,623 sq ft

5716 SPRING ARBOR CIR, FREDERICKSBURG, V...

Community: River Crossing at Spring Arbor

Regency at Dominion Valley

15691 ALDERBROOK DR, HAYMARKET, VA, 2016..., Haymarket, VA 20169

$874,900

2 beds

3 baths

4,124 sq ft

15691 ALDERBROOK DR, HAYMARKET, VA, 2016...

Community: Regency at Dominion Valley

Trilogy® at Lake Frederick

103 BURKWOOD TER, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$410,000

3 beds

3 baths

2,376 sq ft

103 BURKWOOD TER, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Virginia Heritage at Lee's Parke

5631 CEDAR MOUNTAIN CT, FREDERICKSBURG, ..., Fredericksburg, VA 22407

$490,000

3 beds

2 baths

1,756 sq ft

5631 CEDAR MOUNTAIN CT, FREDERICKSBURG, ...

Community: Virginia Heritage at Lee's Parke

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

Questions? Call us: (540) 773-2470

Birchwood at Brambleton

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

$465,000

2 beds

2 baths

1,268 sq ft

Condo

42874 FIREFLY SONATA TER APT 107, ASHBUR...

Community: Birchwood at Brambleton

Four Seasons at Historic Virginia

3626 SECRET GROVE CT, DUMFRIES, VA, 2202..., Dumfries, VA 22025

$565,000

2 beds

2 baths

2,032 sq ft

3626 SECRET GROVE CT, DUMFRIES, VA, 2202...

Community: Four Seasons at Historic Virginia

Virginia Heritage at Lee's Parke

10205 IVERSON AVE, FREDERICKSBURG, VA, 2..., Fredericksburg, VA 22407

$499,900

4 beds

4 baths

3,552 sq ft

10205 IVERSON AVE, FREDERICKSBURG, VA, 2...

Community: Virginia Heritage at Lee's Parke

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

New Cascades at Embrey Mill

241 SMOKEBUSH DR, STAFFORD, VA, 22554, Stafford, VA 22554

$650,000

4 beds

4 baths

3,291 sq ft

Condo

241 SMOKEBUSH DR, STAFFORD, VA, 22554

Community: Cascades at Embrey Mill

Birchwood at Brambleton

42920 FIREFLY SONATA TER UNIT 307, ASHBU..., Ashburn, VA 20148

$590,000

3 beds

2 baths

1,630 sq ft

Condo

42920 FIREFLY SONATA TER UNIT 307, ASHBU...

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

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 914, LEESBURG, V..., Leesburg, VA 20176

$519,000

2 beds

2 baths

1,509 sq ft

Condo

19385 CYPRESS RIDGE TER 914, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Celebrate

121 AMBROSE LN, FREDERICKSBURG, VA, 2240..., Fredericksburg, VA 22406

$459,000

3 beds

3 baths

2,680 sq ft

121 AMBROSE LN, FREDERICKSBURG, VA, 2240...

Community: Celebrate

The Atrium at MetroWest

2960 VADEN DR # 2-307, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$774,900

2 beds

2 baths

1,546 sq ft

Condo

2960 VADEN DR # 2-307, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

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

Questions? Call us: (540) 773-2470

The Atrium at MetroWest

2960 VADEN DR # 2-103, FAIRFAX, VA, 2203..., Fairfax, VA 22031

$825,000

1 beds

2 baths

1,546 sq ft

Condo

2960 VADEN DR # 2-103, FAIRFAX, VA, 2203...

Community: The Atrium at MetroWest

Heritage Hunt

13753 TUSCARORA CT, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$750,000

3 beds

3 baths

3,338 sq ft

13753 TUSCARORA CT, GAINESVILLE, VA, 201...

Community: Heritage Hunt

New Regency at Dominion Valley

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

$550,000

3 beds

2 baths

1,833 sq ft

Condo

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

Community: Regency at Dominion Valley

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

Cadence at Lansdowne

43919 MARITIME SONG TER, LEESBURG, VA, 2..., Leesburg, VA 20176

$780,000

3 beds

3 baths

2,396 sq ft

43919 MARITIME SONG TER, LEESBURG, VA, 2...

Community: Cadence at Lansdowne

Celebrate

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

$508,750

3 beds

3 baths

2,656 sq ft

9 BRANT CT, FREDERICKSBURG, VA, 22406

Community: Celebrate

The Village at Harvest Ridge

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

$655,000

3 beds

3 baths

3,153 sq ft

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

Community: The Village at Harvest Ridge

Trilogy® at Lake Frederick

166 TROUT LILY DR, LAKE FREDERICK, VA, 2..., Lake Frederick, VA 22630

$399,900

3 beds

3 baths

1,887 sq ft

166 TROUT LILY DR, LAKE FREDERICK, VA, 2...

Community: Trilogy® at Lake Frederick

Willow Lawn Cottages

1823 KERSHAW LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$389,900

2 beds

2 baths

1,591 sq ft

1823 KERSHAW LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

New Montebello

46434 ROSE RIVER TER, STERLING, VA, 2016..., Sterling, VA 20164

$799,900

2 beds

2 baths

2,521 sq ft

46434 ROSE RIVER TER, STERLING, VA, 2016...

2,588 sq ft

91 DENISON ST, FREDERICKSBURG, VA, 22406

Community: Celebrate

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.

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293 homes near Winchester

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

82 communities near Winchester

293 homes near Winchester

2 beds

3 baths

3,994 sq ft

5 beds

3 baths

3,311 sq ft

3 beds

4 baths

3,676 sq ft

3 beds

3 baths

2,520 sq ft

2 beds

2 baths

1,264 sq ft

Condo

3 beds

3 baths

2,057 sq ft

2 beds

2 baths

1,782 sq ft

2 beds

3 baths

2,406 sq ft

3 beds

4 baths

3,239 sq ft

3 beds

2 baths

1,475 sq ft

Condo

3 beds

4 baths

2,973 sq ft

3 beds

3 baths

1,623 sq ft

2 beds

3 baths

4,124 sq ft

3 beds

3 baths

2,376 sq ft

3 beds

2 baths

1,756 sq ft

2 beds

2 baths

1,268 sq ft

Condo

2 beds

2 baths

2,032 sq ft

4 beds

4 baths

3,552 sq ft

3 beds

3 baths

3,774 sq ft

4 beds

4 baths

3,291 sq ft

Condo

3 beds

2 baths

1,630 sq ft

Condo

3 beds

2 baths

2,006 sq ft

Condo

2 beds

2 baths

1,509 sq ft

Condo

3 beds