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

51 communities near Winchester Area

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5 rating (2 reviews)

Trilogy® at Lake Frederic...

$400ks - $900ks

Trilogy® at Lake Frederic..., Lake Frederick, VA

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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

The Flats at Heathcote Vi...

$300ks - $500ks

The Flats at Heathcote Vi..., Haymarket, VA

New Construction | 55+ age-restricted | Built 2026 - present | 500 homes

Willow Run

$500ks - $600ks

Willow Run, Winchester, VA

New Construction | 55+ age-restricted | 300 homes

5 rating (31 reviews)

Lansdowne Woods of Virgin...

$200ks - $500ks

Lansdowne Woods of Virgin..., Lansdowne, VA

Resale Only | 55+ age-restricted | Built 1998 - 2017 | 1,200 homes

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Questions? Call us: (540) 452-4199

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Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2008 - present | 250 homes

5 rating (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

Resale Only | 55+ age-restricted | Built 1998 - 2009 | 1,863 homes

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

New Construction | 55+ age-restricted | Built 2026 - present

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

Resale Only | 55+ age-restricted | Built 2019 - 2025 | 565 homes

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Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

New Construction | 55+ age-restricted | Built 2022 - present | 177 homes

5 rating (1 reviews)

Gatherings at Wellington

$300ks - $400ks

Gatherings at Wellington, Manassas, VA

Resale Only | 55+ age-restricted | Built 2011 - 2016 | 135 homes

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

Resale Only | 55+ age-restricted | Built 1979 - 1999 | 550 homes

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

Resale Only | 55+ age-restricted | Built 2020 - 2024 | 74 homes

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

Questions? Call us: (540) 452-4199

Montebello

$500ks - $900ks

Montebello, Sterling, VA

New and Resale | 55+ age-restricted | Built 2022 - present | 450 homes

5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

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

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

Resale Only | 55+ age-restricted | Built 2023 - 2025

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3.7 rating (3 reviews)

Four Seasons at Ashburn V...

$300ks - $400ks

Four Seasons at Ashburn V..., Ashburn, VA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 80 homes

The Village at Freedom Hi...

$300ks

The Village at Freedom Hi..., Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2007 - present | 66 homes

The Village at Foxfield

$300ks - $500ks

The Village at Foxfield, Middletown, MD

Resale Only | 55+ age-restricted | Built 2003 - 2012 | 81 homes

Woodbrook Village

$200ks - $300ks

Woodbrook Village, Winchester, VA

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

The Village at Harvest Ri...

$400ks - $500ks

The Village at Harvest Ri..., Winchester, VA

Resale Only | 55+ age-restricted | Built 2005 - 2016 | 82 homes

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Questions? Call us: (540) 452-4199

5 rating (1 reviews)

Regency at Dominion Valle...

$300ks - $1Ms

Regency at Dominion Valle..., Haymarket, VA

Resale Only | 55+ age-restricted | Built 2001 - 2017 | 855 homes

Cedar Meadows

$300ks - $400ks

Cedar Meadows, White Post, VA

Resale Only | 55+ age-restricted | Built 2010 - 2022 | 129 homes

5 rating (1 reviews)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

Resale Only | 55+ age-restricted | Built 1999 - 2004 | 120 homes

3 rating (2 reviews)

Dunbarton

$300ks - $500ks

Dunbarton, Bristow, VA

Resale Only | 55+ age-restricted | Built 2000 - 2009 | 479 homes

Liberty Grove

$200ks - $300ks

Liberty Grove, Manassas, VA

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 61 homes

Regency at Creekside

$700ks - $800ks

Regency at Creekside, Gainesville, VA

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

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Questions? Call us: (540) 452-4199

Cottage Glen

$400ks

Cottage Glen, Winchester, VA

New and Resale | Age-targeted | Built 2018 - present | 25 homes

Suffield Meadows

$400ks

Suffield Meadows, Warrenton, VA

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 112 homes

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Questions? Call us: (540) 452-4199

The Highlands at Blue Rid...

$400ks - $600ks

The Highlands at Blue Rid..., Front Royal, VA

Resale Only | 55+ age-restricted | Built 2017 - 2019 | 42 homes

Lexington 7

$600ks - $700ks

Lexington 7, Ashburn, VA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 113 homes

Abrams Chase

$400ks - $500ks

Abrams Chase, Winchester, VA

New Construction | 55+ age-restricted | Built 2020 - present | 13 homes

Robinson Manor

$600ks - $700ks

Robinson Manor, Gainesville, VA

New Construction | 55+ age-restricted | Built 2023 - present | 50 homes

Lexington Square

$800ks - $1Ms

Lexington Square, Ashburn, VA

New Construction | 55+ age-restricted | Built 2024 - present | 23 homes

Albert Courts

$100ks - $200ks

Albert Courts, Thurmont, MD

Resale Only | 55+ age-restricted | Built 1991 - 2001 | 100 homes

CobbleStone Estates

$400ks - $500ks

CobbleStone Estates, Hagerstown, MD

New and Resale | 55+ age-restricted | Built 2015 - present | 66 homes

The Retreat at Poland Hil...

$800ks

The Retreat at Poland Hil..., Chantilly, VA

Resale Only | 55+ age-restricted | Built 2020 - 2022 | 219 homes

Carter's Mill

$400ks - $700ks

Carter's Mill, Haymarket, VA

New Construction | 55+ age-restricted | Built 2020 - present | 480 homes

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

Questions? Call us: (540) 452-4199

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Questions? Call us: (540) 452-4199

The Signature at Broadlan...

$300ks - $400ks

The Signature at Broadlan..., Ashburn, VA

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 45 homes

Heritage Highlands

$300ks - $400ks

Heritage Highlands, Lovettsville, VA

Resale Only | 55+ age-restricted | Built 2017 - 2020 | 80 homes

1...2

New Cedar Meadows

108 TRUMPET VINE DR, WHITE POST, VA, 226..., White Post, VA 22663

$464,900

3 beds

2 baths

1,639 sq ft

108 TRUMPET VINE DR, WHITE POST, VA, 226...

Community: Cedar Meadows

New The Highlands at Blue Ridge Shadows

18 ALBATROSS CT, FRONT ROYAL, VA, 22630, Front Royal, VA 22630

$689,900

4 beds

4 baths

3,861 sq ft

18 ALBATROSS CT, FRONT ROYAL, VA, 22630

Community: The Highlands at Blue Ridge Shadows

New Heritage Hunt

13490 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$785,000

3 beds

3 baths

2,800 sq ft

13490 RYTON RIDGE LN, GAINESVILLE, VA, 2...

Community: Heritage Hunt

New Winchester Landing

101 MAURY, WINCHESTER, VA, 22602, Winchester, VA 22602

$385,000

3 beds

3 baths

1,505 sq ft

101 MAURY, WINCHESTER, VA, 22602

Community: Winchester Landing

New The Village at Freedom Hills

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$499,900

4 beds

2 baths

3,107 sq ft

13862 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

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Questions? Call us: (540) 452-4199

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New The Woodlands of Urbana

3422 ANGELICA WAY 103, FREDERICK, MD, 21..., Frederick, MD 21704

$430,000

2 beds

2 baths

Condo

3422 ANGELICA WAY 103, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

New Rosehill Manor Villas

19601 LAVENDER LN, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$384,900

2 beds

2 baths

1,735 sq ft

19601 LAVENDER LN, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Birchwood at Brambleton

43059 GREELEY SQ, ASHBURN, VA, 20148, Ashburn, VA 20148

$1,050,000

3 beds

3 baths

2,570 sq ft

43059 GREELEY SQ, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176

$435,000

2 beds

2 baths

1,251 sq ft

Condo

19365 CYPRESS RIDGE TER 510, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Cadence at Lansdowne

43887 SIREN SONG TER, LEESBURG, VA, 2017..., Leesburg, VA 20176

$739,900

4 beds

4 baths

2,642 sq ft

43887 SIREN SONG TER, LEESBURG, VA, 2017...

Community: Cadence at Lansdowne

Cadence at Lansdowne

19006 CORAL REEF SQ, LEESBURG, VA, 20176, Leesburg, VA 20176

$959,900

3 beds

5 baths

3,679 sq ft

19006 CORAL REEF SQ, LEESBURG, VA, 20176

Community: Cadence at Lansdowne

Gatherings at Wellington

9200 CHARLESTON DR 404, MANASSAS, VA, 20..., Manassas, VA 20110

$398,000

2 beds

2 baths

1,504 sq ft

Condo

9200 CHARLESTON DR 404, MANASSAS, VA, 20...

Community: Gatherings at Wellington

Montebello

46337 REDDISH KNOB DR, STERLING, VA, 201..., Sterling, VA 20164

$990,000

2 beds

2 baths

1,812 sq ft

46337 REDDISH KNOB DR, STERLING, VA, 201...

Community: Montebello

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The Woodlands of Urbana

3520 STARLIGHT ST 302, FREDERICK, MD, 21..., Frederick, MD 21704

$428,900

2 beds

2 baths

1,489 sq ft

Condo

3520 STARLIGHT ST 302, FREDERICK, MD, 21...

Community: The Woodlands of Urbana

Trilogy® at Lake Frederick

107 CABBAGE WHITE DR, LAKE FREDERICK, VA..., Lake Frederick, VA 22630

$679,950

4 beds

4 baths

3,190 sq ft

107 CABBAGE WHITE DR, LAKE FREDERICK, VA...

Community: Trilogy® at Lake Frederick

Regency at Creekside

13712 LONG RIDGE DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$1,125,000

3 beds

3 baths

3,146 sq ft

13712 LONG RIDGE DR, GAINESVILLE, VA, 20...

Community: Regency at Creekside

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Suffield Meadows

6696 CLUB HOUSE LN 104, WARRENTON, VA, 2..., Warrenton, VA 20187

$440,000

3 beds

2 baths

1,994 sq ft

Condo

6696 CLUB HOUSE LN 104, WARRENTON, VA, 2...

Community: Suffield Meadows

Regency at Dominion Valley

15564 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$1,048,000

3 beds

3 baths

4,059 sq ft

15564 LEGACY WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Trilogy® at Lake Frederick

106 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$769,990

2 beds

2 baths

2,058 sq ft

106 RHODODENDRON CT, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

Trilogy® at Lake Frederick

110 RHODODENDRON CT, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$859,990

3 beds

3 baths

3,725 sq ft

110 RHODODENDRON CT, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

The Village at Freedom Hills

13880 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$390,000

2 beds

2 baths

1,543 sq ft

13880 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

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Trilogy® at Lake Frederick

103 CLOAK LN, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$649,900

3 beds

3 baths

2,486 sq ft

103 CLOAK LN, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Willow Lawn Cottages

1851 MELVOR LN, WINCHESTER, VA, 22601, Winchester, VA 22601

$399,900

2 beds

2 baths

1,405 sq ft

1851 MELVOR LN, WINCHESTER, VA, 22601

Community: Willow Lawn Cottages

Lansdowne Woods of Virginia

19365 CYPRESS RIDGE TER 1115, LEESBURG, ..., Leesburg, VA 20176

$539,000

3 beds

2 baths

1,475 sq ft

Condo

19365 CYPRESS RIDGE TER 1115, LEESBURG, ...

Community: Lansdowne Woods of Virginia

Potomac Green

44438 CRUDEN BAY DR, ASHBURN, VA, 20147, Ashburn, VA 20147

$739,900

3 beds

3 baths

2,255 sq ft

44438 CRUDEN BAY DR, ASHBURN, VA, 20147

Community: Potomac Green

Emerald Pointe

13226 ONYX DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$524,900

2 beds

2 baths

13226 ONYX DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Bloomfields 55+

2605 BROADLEAF DR, FREDERICK, MD, 21702, Frederick, MD 21702

$849,900

3 beds

4 baths

3,462 sq ft

2605 BROADLEAF DR, FREDERICK, MD, 21702

Community: Bloomfields 55+

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Regency at Dominion Valley

15517 LEGACY WAY, HAYMARKET, VA, 20169, Haymarket, VA 20169

$850,000

3 beds

3 baths

3,056 sq ft

15517 LEGACY WAY, HAYMARKET, VA, 20169

Community: Regency at Dominion Valley

Gatherings at Wellington

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

$355,000

2 beds

2 baths

1,504 sq ft

Condo

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

Community: Gatherings at Wellington

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Crestwood Village

5798 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$514,950

2 beds

2 baths

2,044 sq ft

5798 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Birchwood at Brambleton

23716 SEPTEMBER SUN SQ, ASHBURN, VA, 201..., Ashburn, VA 20148

$719,900

3 beds

3 baths

2,258 sq ft

23716 SEPTEMBER SUN SQ, ASHBURN, VA, 201...

Community: Birchwood at Brambleton

The Village at Harvest Ridge

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

$649,999

4 beds

3 baths

3,157 sq ft

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

Community: The Village at Harvest Ridge

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 510, LEESBURG, V..., Leesburg, VA 20176

$490,000

3 beds

2 baths

1,475 sq ft

Condo

19385 CYPRESS RIDGE TER 510, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Four Seasons at Ashburn Village

44485 CHAMBERLAIN TER 203, ASHBURN, VA, ..., Ashburn, VA 20147

$460,000

2 beds

2 baths

1,612 sq ft

Condo

44485 CHAMBERLAIN TER 203, ASHBURN, VA, ...

Community: Four Seasons at Ashburn Village

Birchwood at Brambleton

23669 GOLDEN EMBERS SQ 204, ASHBURN, VA,..., Ashburn, VA 20148

$485,000

2 beds

2 baths

1,280 sq ft

Condo

23669 GOLDEN EMBERS SQ 204, ASHBURN, VA,...

Community: Birchwood at Brambleton

The Village at Freedom Hills

13918 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$355,000

2 beds

2 baths

1,430 sq ft

13918 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 802, LEESBURG, V..., Leesburg, VA 20176

$495,000

3 beds

2 baths

1,560 sq ft

Condo

19355 CYPRESS RIDGE TER 802, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

23695 HARDESTY TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$994,990

2 beds

3 baths

2,742 sq ft

23695 HARDESTY TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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Trilogy® at Lake Frederick

109 SONG SPARROW DR, LAKE FREDERICK, VA,..., Lake Frederick, VA 22630

$639,990

2 beds

2 baths

2,054 sq ft

109 SONG SPARROW DR, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

Willow Run

115 TRELLIS VIEW LN, WINCHESTER, VA, 226..., Winchester, VA 22602

$499,990

4 beds

3 baths

2,168 sq ft

115 TRELLIS VIEW LN, WINCHESTER, VA, 226...

Community: Willow Run

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Winchester Area

Frequently Asked Questions

What size 55+ communities are there in the Winchester Area?

In the Winchester Area, there are no large communities, 1 medium community with 500-1000 homes, and 9 small communities with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in the Winchester Area?

The smallest 55+ communities in the Winchester Area has 13 homes, the largest has 950 homes, and the average communities consists of 161 homes.

Are there new 55+ homes available in the Winchester Area?

Yes, there are new 55+ homes available in the Winchester Area. The most recent communities started in the Winchester Area include Abrams Chase, Cottage Glen, The Highlands at Blue Ridge Shadows. There are also 3 communities in the Winchester Area that offer new construction homes, including Abrams Chase, Trilogy® at Lake Frederick, Cottage Glen.

Are there gated 55+ communities in the Winchester Area?

Yes, there are gated 55+ communities in the Winchester Area. Approximately 30.0% of 55+ communities in the area are gated. For instance, Cedar Meadows is a gated communities with 129 homes, and Trilogy® at Lake Frederick is another gated communities with 950 homes.

How long do listings in 55+ communities in the Winchester Area typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ communities in the Winchester Area stay on the market for around 602 days. The average price of homes for sale in these communities is approximately $484,040, though prices can range widely based on the size, location, and amenities of the communities. For example, homes in The Highlands at Blue Ridge Shadows average around $615,000, while homes in Cottage Glen average around $479,500.

Want to learn more about 55+ communities in the Winchester Area?

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Answers from local 55+ experts

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51 communities

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

51 communities near Winchester Area

170 homes near Winchester Area

3 beds

2 baths

1,639 sq ft

4 beds

4 baths

3,861 sq ft

3 beds

3 baths

2,800 sq ft

3 beds

3 baths

1,505 sq ft

4 beds

2 baths

3,107 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

1,735 sq ft

3 beds

3 baths

2,570 sq ft

2 beds

2 baths

1,251 sq ft

Condo

4 beds

4 baths

2,642 sq ft

3 beds

5 baths

3,679 sq ft

2 beds

2 baths

1,504 sq ft

Condo

2 beds

2 baths

1,812 sq ft

2 beds

2 baths

1,489 sq ft

Condo

4 beds

4 baths

3,190 sq ft

3 beds

3 baths

3,146 sq ft

3 beds

2 baths

1,994 sq ft

Condo

3 beds

3 baths

4,059 sq ft

2 beds

2 baths

2,058 sq ft

3 beds

3 baths

3,725 sq ft

2 beds

2 baths

1,543 sq ft

3 beds

3 baths

2,486 sq ft

2 beds

2 baths

1,405 sq ft

3 beds

2 baths

1,475 sq ft

Condo