Winchester Area, VA 55+ rental communities & homes for rent

1 communities near Winchester Area

Sort by:

Relevance

Overture Fair Ridge

$2,128 / mo

Base rent from $2,369

Overture Fair Ridge, Fairfax, VA

New Construction | 62+ age-restricted | 200 rental homes

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.

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.

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

Questions? Call us: (540) 452-4199

Heritage Hunt

13879 CRABTREE WAY, GAINESVILLE, VA, 201..., Gainesville, VA 20155

$725,000

4 beds

3 baths

3,151 sq ft

13879 CRABTREE WAY, GAINESVILLE, VA, 201...

Community: Heritage Hunt

Lexington 7

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

$899,000

4 beds

4 baths

3,711 sq ft

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

Community: Lexington 7

The Woodlands of Urbana

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

$609,997

3 beds

3 baths

1,816 sq ft

3225 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

New The Village at Freedom Hills

13948 PATRIOT WAY, HAGERSTOWN, MD, 21740, Hagerstown, MD 21740

$374,900

2 beds

2 baths

1,430 sq ft

13948 PATRIOT WAY, HAGERSTOWN, MD, 21740

Community: The Village at Freedom Hills

The Woodlands of Urbana

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

$436,900

2 beds

2 baths

1,489 sq ft

Condo

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

Community: The Woodlands of Urbana

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

Questions? Call us: (540) 452-4199

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

Questions? Call us: (540) 452-4199

Rosehill Manor Villas

19710 OLEANDER CT, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$399,990

2 beds

2 baths

1,811 sq ft

19710 OLEANDER CT, HAGERSTOWN, MD, 21742

Community: Rosehill Manor Villas

Emerald Pointe

13412 MARQUISE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$424,900

2 beds

2 baths

1,952 sq ft

13412 MARQUISE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Emerald Pointe

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$349,900

2 beds

2 baths

1,834 sq ft

19446 SAPPHIRE DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

Crestwood Village

5722 BOX ELDER CT, FREDERICK, MD, 21703, Frederick, MD 21703

$339,000

2 beds

2 baths

1,264 sq ft

5722 BOX ELDER CT, FREDERICK, MD, 21703

Community: Crestwood Village

Albert Courts

215 STULL CT, THURMONT, MD, 21788, Thurmont, MD 21788

$299,999

3 beds

3 baths

1,532 sq ft

215 STULL CT, THURMONT, MD, 21788

Community: Albert Courts

The Woodlands of Urbana

3248 STARLIGHT ST, FREDERICK, MD, 21704, Frederick, MD 21704

$640,000

3 beds

4 baths

2,276 sq ft

3248 STARLIGHT ST, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

The Woodlands of Urbana

3207 THORNAPPLE DR, FREDERICK, MD, 21704, Frederick, MD 21704

$609,900

3 beds

3 baths

1,677 sq ft

3207 THORNAPPLE DR, FREDERICK, MD, 21704

Community: The Woodlands of Urbana

Emerald Pointe

13218 ONYX DR, HAGERSTOWN, MD, 21742, Hagerstown, MD 21742

$494,900

2 beds

2 baths

13218 ONYX DR, HAGERSTOWN, MD, 21742

Community: Emerald Pointe

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

Questions? Call us: (540) 452-4199

Emerald Pointe

19554 TURQUOISE DR V219, HAGERSTOWN, MD,..., Hagerstown, MD 21742

$484,900

2 beds

2 baths

19554 TURQUOISE DR V219, HAGERSTOWN, MD,...

Community: Emerald Pointe

The Village at Foxfield

1 KELLER LN, MIDDLETOWN, MD, 21769, Middletown, MD 21769

$564,900

3 beds

3 baths

3,161 sq ft

1 KELLER LN, MIDDLETOWN, MD, 21769

Community: The Village at Foxfield

The Woodlands of Urbana

3412 ANGELICA WAY 402, FREDERICK, MD, 21..., Frederick, MD 21704

$525,000

2 beds

2 baths

Condo

3412 ANGELICA WAY 402, FREDERICK, MD, 21...

1,059 sq ft

Condo

23630 HAVELOCK WALK TER UNIT 405, ASHBUR...

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 452-4199

Regency at Dominion Valley

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

$500,000

$579,990

4 beds

3 baths

2,712 sq ft

114 SCENTED ROSE WAY, WINCHESTER, VA, 22...

Community: Willow Run

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

Questions? Call us: (540) 452-4199

New Lansdowne Woods of Virginia

19350 MAGNOLIA SQ 308, LEESBURG, VA, 201..., Leesburg, VA 20176

$435,000

2 beds

2 baths

1,444 sq ft

Condo

19350 MAGNOLIA SQ 308, LEESBURG, VA, 201...

Community: Lansdowne Woods of Virginia

Birchwood at Brambleton

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

$760,000

2 beds

3 baths

2,406 sq ft

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

Community: Birchwood at Brambleton

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

Questions? Call us: (540) 452-4199

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

New 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

New Gatherings at Wellington

10275 FOUNTAIN CIR 201, MANASSAS, VA, 20..., Manassas, VA 20110

$375,000

2 beds

2 baths

1,441 sq ft

Condo

10275 FOUNTAIN CIR 201, MANASSAS, VA, 20...

Community: Gatherings at Wellington

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

Regency at Belmont

43921 HURLEYS HUNT TER, ASHBURN, VA, 201..., Ashburn, VA 20147

$1,075,000

4 beds

4 baths

3,255 sq ft

43921 HURLEYS HUNT TER, ASHBURN, VA, 201...

Community: Regency at Belmont

Trilogy® at Lake Frederick

114 TURNSTONE LN, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$729,900

3 beds

4 baths

3,333 sq ft

114 TURNSTONE LN, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

Four Seasons at Ashburn Village

44465 CHAMBERLAIN TER UNIT 103, ASHBURN,..., Ashburn, VA 20147

$429,900

2 beds

2 baths

1,612 sq ft

Condo

44465 CHAMBERLAIN TER UNIT 103, ASHBURN,...

Community: Four Seasons at Ashburn Village

Lansdowne Woods of Virginia

19375 CYPRESS RIDGE TER 207, LEESBURG, V..., Leesburg, VA 20176

$399,900

2 beds

2 baths

1,380 sq ft

Condo

19375 CYPRESS RIDGE TER 207, LEESBURG, V...

Community: Lansdowne Woods of Virginia

New Winchester Landing

151 MCCORMICK CIR APT 203, WINCHESTER, V..., Winchester, VA 22602

$315,000

2 beds

2 baths

1,156 sq ft

Condo

151 MCCORMICK CIR APT 203, WINCHESTER, V...

Community: Winchester Landing

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

Questions? Call us: (540) 452-4199

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

Questions? Call us: (540) 452-4199

Trilogy® at Lake Frederick

117 HARVESTER DR, LAKE FREDERICK, VA, 22..., Lake Frederick, VA 22630

$849,900

4 beds

5 baths

6,096 sq ft

117 HARVESTER DR, LAKE FREDERICK, VA, 22...

Community: Trilogy® at Lake Frederick

New Trilogy® at Lake Frederick

118 VICEROY WAY, LAKE FREDERICK, VA, 226..., Lake Frederick, VA 22630

$600,000

3 beds

3 baths

2,523 sq ft

118 VICEROY WAY, LAKE FREDERICK, VA, 226...

Community: Trilogy® at Lake Frederick

Home
Virginia
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?

Call us: (540) 452-4199

1 communities

Remove Boundaries ×

Map Satellite

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 10, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Winchester Area, VA 55+ rental communities & homes for rent

1 communities near Winchester Area

117 homes near Winchester Area

4 beds

3 baths

3,151 sq ft

4 beds

4 baths

3,711 sq ft

3 beds

3 baths

1,816 sq ft

2 beds

2 baths

1,430 sq ft

2 beds

2 baths

1,489 sq ft

Condo

2 beds

2 baths

1,811 sq ft

2 beds

2 baths

1,952 sq ft

2 beds

2 baths

1,834 sq ft

2 beds

2 baths

1,264 sq ft

3 beds

3 baths

1,532 sq ft

3 beds

4 baths

2,276 sq ft

3 beds

3 baths

1,677 sq ft

2 beds

2 baths

2 beds

2 baths

3 beds

3 baths

3,161 sq ft

2 beds

2 baths

Condo

2 beds

2 baths

2,826 sq ft

2 beds

1 baths

1,160 sq ft

2 beds

2 baths

2,615 sq ft

2 beds

3 baths

2,739 sq ft

2 beds

2 baths

1,059 sq ft

Condo

3 beds

2 baths

1,833 sq ft

Condo

4 beds

4 baths

2,694 sq ft

4 beds

3 baths

2,818 sq ft

4 beds

3 baths

2,909 sq ft

4 beds