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...

- $900ks

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

New and Resale | 55+ age-restricted | Built 2006 - present | 950 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 (3 reviews)

Heritage Hunt

$400ks - $600ks

Heritage Hunt, Gainesville, VA

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

Emerald Pointe

$300ks - $500ks

Emerald Pointe, Hagerstown, MD

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

The Woodlands of Urbana

$500ks - $700ks

The Woodlands of Urbana, Urbana, MD

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

Bloomfields 55+

$700ks - $800ks

Bloomfields 55+, Frederick, MD

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

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5 rating (2 reviews)

Potomac Green

$400ks - $800ks

Potomac Green, Ashburn, VA

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

Rosehill Manor Villas

$300ks

Rosehill Manor Villas, Hagerstown, MD

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

5 rating (1 reviews)

Crestwood Village

$200ks - $500ks

Crestwood Village, Frederick, MD

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

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Questions? Call us: (540) 452-4199

Cadence at Lansdowne

$600ks

Cadence at Lansdowne, Lansdowne, VA

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

Winchester Landing

$300ks - $400ks

Winchester Landing, Winchester, VA

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

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Questions? Call us: (540) 452-4199

Liberty Grove

$200ks - $300ks

Liberty Grove, Manassas, VA

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

Montebello

$500ks - $900ks

Montebello, Sterling, VA

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

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

Robinson Manor

$600ks - $700ks

Robinson Manor, Gainesville, VA

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

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Questions? Call us: (540) 452-4199

Lexington 7

$600ks - $700ks

Lexington 7, Ashburn, VA

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

CobbleStone Estates

$400ks - $500ks

CobbleStone Estates, Hagerstown, MD

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

Regency at Creekside

$700ks - $800ks

Regency at Creekside, Gainesville, VA

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

Cedar Meadows

$300ks - $400ks

Cedar Meadows, White Post, VA

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

Cottage Glen

$400ks

Cottage Glen, Winchester, VA

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

Regency at Ashburn

$300ks - $800ks

Regency at Ashburn, Ashburn, VA

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

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Questions? Call us: (540) 452-4199

5 rating (1 reviews)

Willow Lawn Cottages

$300ks

Willow Lawn Cottages, Winchester, VA

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

Lexington Square

$800ks - $1Ms

Lexington Square, Ashburn, VA

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

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

Questions? Call us: (540) 452-4199

Abrams Chase

$400ks - $500ks

Abrams Chase, Winchester, VA

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

Heritage Highlands

$300ks - $400ks

Heritage Highlands, Lovettsville, VA

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

JerMae Estates

$300ks - $400ks

JerMae Estates, Thurmont, MD

Resale Only | 55+ age-restricted | Built 2003 - 2008 | 108 homes

Boxwood Villas

$500ks - $600ks

Boxwood Villas, Urbana, MD

Resale Only | 55+ age-restricted | Built 2019 - 2021 | 92 homes

Ballenger Run

$300ks - $400ks

Ballenger Run, Frederick, MD

Resale Only | 55+ age-restricted | Built 2019 - 2020 | 36 homes

The Village at Foxfield

$300ks - $500ks

The Village at Foxfield, Middletown, MD

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

Gatherings at Potomac Sta...

$400ks - $500ks

Gatherings at Potomac Sta..., Leesburg, VA

New Construction | 55+ age-restricted | Built 2023 - 2024 | 55 homes

Woodbrook Village

$200ks - $300ks

Woodbrook Village, Winchester, VA

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

Cross Creek Village

$300ks

Cross Creek Village, Winchester, VA

Resale Only | 55+ age-restricted | Built 2001 - 2004 | 90 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

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

Central Parke at Lowes Is...

$300ks - $600ks

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

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

1...2

New Dunbarton

12974 DUNBARTON DR, BRISTOW, VA, 20136, Bristow, VA 20136

$525,000

2 beds

2 baths

1,896 sq ft

12974 DUNBARTON DR, BRISTOW, VA, 20136

Community: Dunbarton

New Heritage Hunt

6921 NETHERSTONE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$719,999

3 beds

3 baths

2,520 sq ft

6921 NETHERSTONE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

New Potomac Green

20369 OYSTER REEF PL, ASHBURN, VA, 20147, Ashburn, VA 20147

$875,000

3 beds

3 baths

2,452 sq ft

20369 OYSTER REEF PL, ASHBURN, VA, 20147

Community: Potomac Green

New Regency at Creekside

6202 CHANCELLORSVILLE DR, GAINESVILLE, V..., Gainesville, VA 20155

$1,125,000

3 beds

3 baths

3,510 sq ft

6202 CHANCELLORSVILLE DR, GAINESVILLE, V...

Community: Regency at Creekside

New Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER 514, LEESBURG, V..., Leesburg, VA 20176

$515,000

2 beds

2 baths

1,509 sq ft

Condo

19385 CYPRESS RIDGE TER 514, LEESBURG, V...

Community: Lansdowne Woods of Virginia

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

New Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 604, LEESBURG, V..., Leesburg, VA 20176

$340,000

2 beds

2 baths

1,038 sq ft

Condo

19375 CYPRESS RIDGE TER 604, LEESBURG, V...

Community: Lansdowne Woods of Virginia

New Heritage Hunt

13972 REAL QUITE CT, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$810,000

4 beds

4 baths

3,020 sq ft

13972 REAL QUITE CT, GAINESVILLE, VA, 20...

Community: Heritage Hunt

New Birchwood at Brambleton

23651 HAVELOCK WALK TER 304, ASHBURN, VA..., Ashburn, VA 20148

$469,900

2 beds

2 baths

1,229 sq ft

Condo

23651 HAVELOCK WALK TER 304, ASHBURN, VA...

Community: Birchwood at Brambleton

New Liberty Grove

8600 LIBERTY TRL 204, MANASSAS, VA, 2011..., Manassas, VA 20110

$322,700

2 beds

3 baths

1,743 sq ft

Condo

8600 LIBERTY TRL 204, MANASSAS, VA, 2011...

Community: Liberty Grove

New Heritage Hunt

6907 BROADLEAF TER, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$775,000

3 beds

3 baths

2,653 sq ft

6907 BROADLEAF TER, GAINESVILLE, VA, 201...

Community: Heritage Hunt

New Birchwood at Brambleton

23665 HAVELOCK WALK TER 406, ASHBURN, VA..., Ashburn, VA 20148

$525,000

1 beds

2 baths

1,229 sq ft

Condo

23665 HAVELOCK WALK TER 406, ASHBURN, VA...

Community: Birchwood at Brambleton

New Potomac Green

44351 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147

$675,000

2 beds

3 baths

2,060 sq ft

44351 OAKMONT MANOR SQ, ASHBURN, VA, 201...

Community: Potomac Green

New Potomac Green

44435 CRUDEN BAY DR, ASHBURN, VA, 20147, Ashburn, VA 20147

$725,000

3 beds

3 baths

2,255 sq ft

44435 CRUDEN BAY DR, ASHBURN, VA, 20147

Community: Potomac Green

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

Questions? Call us: (540) 452-4199

New The Retreat at Poland Hill

25614 PRESTON PARK TER, CHANTILLY, VA, 2..., Chantilly, VA 20152

$785,000

3 beds

3 baths

2,450 sq ft

25614 PRESTON PARK TER, CHANTILLY, VA, 2...

Community: The Retreat at Poland Hill

New The Flats at Heathcote Village by Del Webb

6156 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169

$694,990

3 beds

3 baths

2,625 sq ft

6156 AMBER LN, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

New The Flats at Heathcote Village by Del Webb

6156 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169

$729,990

3 beds

3 baths

3,424 sq ft

6156 AMBER LN 2, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

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Questions? Call us: (540) 452-4199

New The Flats at Heathcote Village by Del Webb

6152 AMBER LN, HAYMARKET, VA, 20169, Haymarket, VA 20169

$704,990

3 beds

3 baths

2,763 sq ft

6152 AMBER LN, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

New The Flats at Heathcote Village by Del Webb

6152 AMBER LN 2, HAYMARKET, VA, 20169, Haymarket, VA 20169

$739,990

3 beds

3 baths

3,531 sq ft

6152 AMBER LN 2, HAYMARKET, VA, 20169

Community: The Flats at Heathcote Village by Del Webb

New Regency at Creekside

6198 CHANCELLORSVILLE DR, GAINESVILLE, V..., Gainesville, VA 20155

$1,075,000

3 beds

3 baths

3,247 sq ft

6198 CHANCELLORSVILLE DR, GAINESVILLE, V...

Community: Regency at Creekside

Crestwood Village

5738 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$336,000

2 beds

2 baths

1,264 sq ft

5738 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Heritage Hunt

13891 CHELMSFORD DR, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$435,000

3 beds

2 baths

1,424 sq ft

Condo

13891 CHELMSFORD DR, GAINESVILLE, VA, 20...

Community: Heritage Hunt

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

Questions? Call us: (540) 452-4199

Cedar Meadows

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

$475,000

3 beds

2 baths

1,493 sq ft

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

Community: Cedar Meadows

The Woodlands of Urbana

3234 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704

$649,990

3 beds

4 baths

2,276 sq ft

3234 STARLIGHT ST, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Potomac Green

44348 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147

$649,999

2 beds

3 baths

2,060 sq ft

44348 SUNSET MAPLE DR, ASHBURN, VA, 2014...

Community: Potomac Green

Potomac Green

44345 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147

$749,999

2 beds

2 baths

1,591 sq ft

44345 SUNSET MAPLE DR, ASHBURN, VA, 2014...

Community: Potomac Green

The Village at Harvest Ridge

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

$629,900

3 beds

2 baths

2,834 sq ft

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

Community: The Village at Harvest Ridge

Trilogy® at Lake Frederick

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

$637,800

3 beds

3 baths

2,933 sq ft

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

Community: Trilogy® at Lake Frederick

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CobbleStone Estates

9723 COBBLE STONE CT, HAGERSTOWN, MD, 21..., Hagerstown, MD 21740

$439,900

2 beds

2 baths

1,828 sq ft

9723 COBBLE STONE CT, HAGERSTOWN, MD, 21...

Community: CobbleStone Estates

Heritage Hunt

13520 NORWICK PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$700,000

3 beds

3 baths

2,153 sq ft

13520 NORWICK PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

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The Woodlands of Urbana

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

$580,000

3 beds

3 baths

1,816 sq ft

3225 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Heritage Hunt

6852 TRED AVON PL, GAINESVILLE, VA, 2015..., Gainesville, VA 20155

$839,990

4 beds

4 baths

3,761 sq ft

6852 TRED AVON PL, GAINESVILLE, VA, 2015...

Community: Heritage Hunt

Potomac Green

20598 CRESCENT POINTE PL, ASHBURN, VA, 2..., Ashburn, VA 20147

$740,000

2 beds

2 baths

1,605 sq ft

20598 CRESCENT POINTE PL, ASHBURN, VA, 2...

Community: Potomac Green

The Highlands at Blue Ridge Shadows

48 HICKORY SHAFT CT, FRONT ROYAL, VA, 22..., Front Royal, VA 22630

$550,000

3 beds

2 baths

1,763 sq ft

48 HICKORY SHAFT CT, FRONT ROYAL, VA, 22...

Community: The Highlands at Blue Ridge Shadows

Ballenger Run

6443 AUTUMN OLIVE DR, FREDERICK, MD, 217..., Frederick, MD 21703

$519,900

3 beds

3 baths

2,252 sq ft

6443 AUTUMN OLIVE DR, FREDERICK, MD, 217...

Community: Ballenger Run

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 219, LEESBURG, V..., Leesburg, VA 20176

$470,000

2 beds

2 baths

1,500 sq ft

Condo

19355 CYPRESS RIDGE TER 219, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Heritage Hunt

13700 FIELDSTONE WAY, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$889,000

4 beds

4 baths

4,388 sq ft

13700 FIELDSTONE WAY, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Lansdowne Woods of Virginia

19350 MAGNOLIA GROVE SQ 403, LEESBURG, V..., Leesburg, VA 20176

$395,000

2 beds

2 baths

1,168 sq ft

Condo

19350 MAGNOLIA GROVE SQ 403, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

42920 FIREFLY SONATA TER 203, ASHBURN, V..., Ashburn, VA 20148

$585,000

3 beds

2 baths

1,712 sq ft

Condo

42920 FIREFLY SONATA TER 203, ASHBURN, V...

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 452-4199

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Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 1111, LEESBURG, ..., Leesburg, VA 20176

$525,000

3 beds

2 baths

1,475 sq ft

Condo

19375 CYPRESS RIDGE TER 1111, LEESBURG, ...

Community: Lansdowne Woods of Virginia

Trilogy® at Lake Frederick

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

$749,990

3 beds

3 baths

2,457 sq ft

104 RHODODENDRON CT, LAKE FREDERICK, VA,...

Community: Trilogy® at Lake Frederick

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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?

Insights and market stats
Instant new home alerts
Answers from local 55+ experts

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

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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

205 homes near Winchester Area

2 beds

2 baths

1,896 sq ft

3 beds

3 baths

2,520 sq ft

3 beds

3 baths

2,452 sq ft

3 beds

3 baths

3,510 sq ft

2 beds

2 baths

1,509 sq ft

Condo

2 beds

2 baths

1,038 sq ft

Condo

4 beds

4 baths

3,020 sq ft

2 beds

2 baths

1,229 sq ft

Condo

2 beds

3 baths

1,743 sq ft

Condo

3 beds

3 baths

2,653 sq ft

1 beds

2 baths

1,229 sq ft

Condo

2 beds

3 baths

2,060 sq ft

3 beds

3 baths

2,255 sq ft

3 beds

3 baths

2,450 sq ft

3 beds

3 baths

2,625 sq ft

3 beds

3 baths

3,424 sq ft

3 beds

3 baths

2,763 sq ft

3 beds

3 baths

3,531 sq ft

3 beds

3 baths

3,247 sq ft

2 beds

2 baths

1,264 sq ft

3 beds

2 baths

1,424 sq ft

Condo

3 beds

2 baths

1,493 sq ft

3 beds

4 baths

2,276 sq ft

2 beds

3 baths