Winchester Area, VA 55+ active adult communities & homes for sale - Page 2

49 communities near Winchester Area

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Cadence at Lansdowne

Cadence at Lansdowne

$700Ks

Cadence at Lansdowne, Lansdowne, VA

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

The Village at Freedom Hi...

The Village at Freedom Hi...

$300Ks

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

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

CobbleStone Estates

CobbleStone Estates

$400Ks - $500Ks

CobbleStone Estates, Hagerstown, MD

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

Liberty Grove

Liberty Grove

$300Ks

Liberty Grove, Manassas, VA

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

Gatherings at Potomac Sta...

Gatherings at Potomac Sta...

$400Ks

Gatherings at Potomac Sta..., Leesburg, VA

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

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Robinson Manor

Robinson Manor

$600Ks - $700Ks

Robinson Manor, Gainesville, VA

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

The Signature at Broadlan...

The Signature at Broadlan...

$300Ks - $400Ks

The Signature at Broadlan..., Ashburn, VA

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

Ballenger Run

Ballenger Run

$500Ks

Ballenger Run, Frederick, MD

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

Lexington Square

Lexington Square

$700Ks

Lexington Square, Ashburn, VA

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

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

Questions? Call us: (540) 452-4199

1 2

Heritage Highlands

67 HARPERS MILL WAY, LOVETTSVILLE, VA, 2..., Lovettsville, VA 20180

$499,999

2 beds

|

3 baths

|

2,119 sq ft

67 HARPERS MILL WAY, LOVETTSVILLE, VA, 2...

Community: Heritage Highlands

Birchwood at Brambleton

43011 DEBONAIR TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$881,202

3 beds

|

4 baths

|

2,742 sq ft

43011 DEBONAIR TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

Birchwood at Brambleton

42972 TRUMAN TER, ASHBURN, VA, 20148, Ashburn, VA 20148

$853,586

4 beds

|

4 baths

|

2,742 sq ft

42972 TRUMAN TER, ASHBURN, VA, 20148

Community: Birchwood at Brambleton

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

Woodbrook Village

203 CRESTWOOD LN, WINCHESTER, VA, 22602, Winchester, VA 22602

$379,000

2 beds

|

2 baths

|

1,590 sq ft

203 CRESTWOOD LN, WINCHESTER, VA, 22602

Community: Woodbrook Village

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Questions? Call us: (540) 452-4199

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Lansdowne Woods of Virginia

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

$499,000

2 beds

|

2 baths

|

1,509 sq ft

|

Condo

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

Community: Lansdowne Woods of Virginia

Potomac Green

44420 SUNSET MAPLE DR, ASHBURN, VA, 2014..., Ashburn, VA 20147

$739,000

3 beds

|

3 baths

|

2,447 sq ft

44420 SUNSET MAPLE DR, ASHBURN, VA, 2014...

Community: Potomac Green

New Trilogy® at Lake Frederick

109 TUTELO LN, LAKE FREDERICK, VA, 22630, Lake Frederick, VA 22630

$625,000

2 beds

|

3 baths

|

3,505 sq ft

109 TUTELO LN, LAKE FREDERICK, VA, 22630

Community: Trilogy® at Lake Frederick

Birchwood at Brambleton

42905 SANDY QUAIL TER, ASHBURN, VA, 2014..., Ashburn, VA 20148

$845,000

4 beds

|

4 baths

|

2,694 sq ft

42905 SANDY QUAIL TER, ASHBURN, VA, 2014...

Community: Birchwood at Brambleton

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.

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Potomac Green

44452 OAKMONT MANOR SQ, ASHBURN, VA, 201..., Ashburn, VA 20147

$700,000

2 beds

|

2 baths

|

1,667 sq ft

44452 OAKMONT MANOR SQ, ASHBURN, VA, 201...

Community: Potomac Green

Birchwood at Brambleton

23669 GOLDEN EMBERS SQ UNIT 303, ASHBURN..., Ashburn, VA 20148

$724,900

3 beds

|

2 baths

|

2,148 sq ft

|

Condo

23669 GOLDEN EMBERS SQ UNIT 303, ASHBURN...

Community: Birchwood at Brambleton

Regency at Dominion Valley

15201 ROYAL CREST DR APT 407, HAYMARKET,..., Haymarket, VA 20169

$430,000

2 beds

|

2 baths

|

1,538 sq ft

|

Condo

15201 ROYAL CREST DR APT 407, HAYMARKET,...

Community: Regency at Dominion Valley

Regency at Creekside

5934 BOWES CREEK PL, GAINESVILLE, VA, 20..., Gainesville, VA 20155

$1,285,000

4 beds

|

5 baths

|

4,873 sq ft

5934 BOWES CREEK PL, GAINESVILLE, VA, 20...

Community: Regency at Creekside

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

Questions? Call us: (540) 452-4199

Potomac Green

44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,..., Ashburn, VA 20147

$885,000

4 beds

|

4 baths

|

2,709 sq ft

44529 BLUERIDGE MEADOWS DR, ASHBURN, VA,...

Community: Potomac Green

Gatherings at Potomac Station

750 MOUNT AIRY TER NE UNIT 403, LEESBURG..., Leesburg, VA 20176

$479,999

2 beds

|

2 baths

|

1,410 sq ft

|

Condo

750 MOUNT AIRY TER NE UNIT 403, LEESBURG...

Community: Gatherings at Potomac Station

New Lexington 7

44490 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147

$1,100,000

4 beds

|

4 baths

|

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington 7

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Questions? Call us: (540) 452-4199

New Lexington Square

44490 COALPORT TER, ASHBURN, VA, 20147, Ashburn, VA 20147

$1,100,000

4 beds

|

4 baths

|

4,109 sq ft

44490 COALPORT TER, ASHBURN, VA, 20147

Community: Lexington Square

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.

Lansdowne Woods of Virginia

19355 CYPRESS RIDGE TER 612, LEESBURG, V..., Leesburg, VA 20176

$575,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

19355 CYPRESS RIDGE TER 612, LEESBURG, V...

Community: Lansdowne Woods of Virginia

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

Lansdowne Woods of Virginia

19385 CYPRESS RIDGE TER UNIT 522, LEESBU..., Leesburg, VA 20176

$365,000

2 beds

|

2 baths

|

1,101 sq ft

|

Condo

19385 CYPRESS RIDGE TER UNIT 522, LEESBU...

Community: Lansdowne Woods of Virginia

Heritage Hunt

6029 CALUMET CT, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$700,000

2 beds

|

4 baths

|

3,198 sq ft

6029 CALUMET CT, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Heritage Hunt

7065 HERITAGE HUNT DR 108, GAINESVILLE, ..., Gainesville, VA 20155

$410,000

2 beds

|

2 baths

|

1,292 sq ft

|

Condo

7065 HERITAGE HUNT DR 108, GAINESVILLE, ...

Community: Heritage Hunt

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

Questions? Call us: (540) 452-4199

Trilogy® at Lake Frederick

108 GADWELL LN, LAKE FREDERICK, VA, 2263..., Lake Frederick, VA 22630

$714,900

3 beds

|

4 baths

|

3,464 sq ft

108 GADWELL LN, LAKE FREDERICK, VA, 2263...

Community: Trilogy® at Lake Frederick

Heritage Hunt

6331 AVINGTON PL, GAINESVILLE, VA, 20155, Gainesville, VA 20155

$735,000

3 beds

|

3 baths

|

3,726 sq ft

6331 AVINGTON PL, GAINESVILLE, VA, 20155

Community: Heritage Hunt

Cross Creek Village

202 BUTTERSCOTCH CT, WINCHESTER, VA, 226..., Winchester, VA 22602

$495,000

3 beds

|

3 baths

|

3,207 sq ft

202 BUTTERSCOTCH CT, WINCHESTER, VA, 226...

Community: Cross Creek Village

Heritage Hunt

13612 RYTON RIDGE LN, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$859,900

4 beds

|

3 baths

|

4,486 sq ft

13612 RYTON RIDGE LN, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Lexington 7

19873 SILVERY BLUE TER, ASHBURN, VA, 201..., Ashburn, VA 20147

$889,000

4 beds

|

4 baths

|

3,711 sq ft

19873 SILVERY BLUE TER, ASHBURN, VA, 201...

Community: Lexington 7

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.

Birchwood at Brambleton

23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201..., Ashburn, VA 20148

$860,000

3 beds

|

4 baths

|

3,637 sq ft

23595 GOLDEN EMBERS SQ, ASHBURN, VA, 201...

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 452-4199

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

New Heritage Hunt

13141 TRIPLE CROWN LOOP, GAINESVILLE, VA..., Gainesville, VA 20155

$799,900

2 beds

|

4 baths

|

3,494 sq ft

13141 TRIPLE CROWN LOOP, GAINESVILLE, VA...

Community: Heritage Hunt

Liberty Grove

8600 LIBERTY TRL 102, MANASSAS, VA, 2011..., Manassas, VA 20110

$290,000

1 beds

|

2 baths

|

1,131 sq ft

|

Condo

8600 LIBERTY TRL 102, MANASSAS, VA, 2011...

Community: Liberty Grove

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

Questions? Call us: (540) 452-4199

New Birchwood at Brambleton

23630 HAVELOCK WALK TER UNIT 305, ASHBUR..., Ashburn, VA 20148

$435,000

2 beds

|

2 baths

|

1,060 sq ft

|

Condo

23630 HAVELOCK WALK TER UNIT 305, ASHBUR...

Community: Birchwood at Brambleton

Gatherings at Wellington

9202 CHARLESTON DR 307, MANASSAS, VA, 20..., Manassas, VA 20110

$425,000

3 beds

|

2 baths

|

2,006 sq ft

|

Condo

9202 CHARLESTON DR 307, MANASSAS, VA, 20...

Community: Gatherings at Wellington

New Heritage Hunt

17680 GLASS RIDGE PL, GAINESVILLE, VA, 2..., Gainesville, VA 20155

$649,000

3 beds

|

3 baths

|

2,920 sq ft

17680 GLASS RIDGE PL, GAINESVILLE, VA, 2...

Community: Heritage Hunt

Lexington 7

44510 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$795,526

3 beds

|

3 baths

|

3,058 sq ft

44510 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington 7

Lexington Square

44510 LOWESTOFT SQ, ASHBURN, VA, 20147, Ashburn, VA 20147

$795,526

3 beds

|

3 baths

|

3,058 sq ft

44510 LOWESTOFT SQ, ASHBURN, VA, 20147

Community: Lexington Square

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.

Trilogy® at Lake Frederick

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$869,700

3 beds

|

4 baths

|

3,768 sq ft

124 PIMPERNEL PL, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

The Highlands at Blue Ridge Shadows

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

$585,000

4 beds

|

4 baths

|

3,482 sq ft

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

Community: The Highlands at Blue Ridge Shadows

Potomac Green

44482 MALTESE FALCON SQ, ASHBURN, VA, 20..., Ashburn, VA 20147

$699,900

3 beds

|

3 baths

|

2,335 sq ft

44482 MALTESE FALCON SQ, ASHBURN, VA, 20...

Community: Potomac Green

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

New Winchester Landing

116 MAURY WAY, WINCHESTER, VA, 22602, Winchester, VA 22602

$395,000

3 beds

|

3 baths

|

1,630 sq ft

116 MAURY WAY, WINCHESTER, VA, 22602

Community: Winchester Landing

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

Regency at Dominion Valley

15100 HEATHER MILL LN APT 407, HAYMARKET..., Haymarket, VA 20169

$445,000

2 beds

|

2 baths

|

1,538 sq ft

|

Condo

15100 HEATHER MILL LN APT 407, HAYMARKET...

Community: Regency at Dominion Valley

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 114, LEESBURG, V..., Leesburg, VA 20176

$389,000

2 beds

|

2 baths

|

1,446 sq ft

|

Condo

19375 CYPRESS RIDGE TER 114, LEESBURG, V...

Community: Lansdowne Woods of Virginia

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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.

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49 communities

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The listings data displayed on this medium comes in part from the Real Estate Information Network Inc. (REIN) and has been authorized by participating listing Broker Members of REIN for display. REIN's listings are based upon Data submitted by its Broker Members, and REIN therefore makes no representation or warranty regarding the accuracy of the Data. All users of REIN's listings database should confirm the accuracy of the listing information directly with the listing agent.
© 2026 REIN. REIN's listings Data and information is protected under federal copyright laws. Federal law prohibits, among other acts, the unauthorized copying or alteration of, or preparation of derivative works from, all or any part of copyrighted materials, including certain compilations of Data and information. COPYRIGHT VIOLATORS MAY BE SUBJECT TO SEVERE FINES AND PENALTIES UNDER FEDERAL LAW.
REIN updates its listings on a daily basis. Data last updated: Jan 28, 2026.
This application does not include information on all of the properties available for sale at this time.

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