Shirley, NY 55+ active adult communities & homes for sale

27 communities near Shirley

Sort by:

Relevance

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

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

Questions? Call us: (934) 333-5665

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 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.

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

4 rating (1 reviews)

Vineyards at Blue Point

$500ks - $700ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

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

Questions? Call us: (934) 333-5665

The Vineyards at Mount Si...

$800ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes

Eastport Meadows

$400ks

Eastport Meadows, Eastport, NY

Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

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

61 AVERY DR, BROOKHAVEN, NY, 11934

Condo

63 ENCORE BLVD, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

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

Questions? Call us: (934) 333-5665

Leisure Village

231 BLACKPOOL CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$299,000

2 beds

1 baths

836 sq ft

Condo

231 BLACKPOOL CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

Encore Atlantic Shores

216 SONATA CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$899,000

2 beds

3 baths

2,439 sq ft

Condo

216 SONATA CT, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

The Waterways at Moriches

132 CAPTAINS CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$550,000

2 beds

2 baths

1,544 sq ft

Condo

132 CAPTAINS CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Vineyards at Blue Point

37 HALLEY DR 17, BROOKHAVEN, NY, 11772, Brookhaven, NY 11772

$660,000

2 beds

2 baths

1,220 sq ft

Condo

37 HALLEY DR 17, BROOKHAVEN, NY, 11772

Community: Vineyards at Blue Point

Windcrest East

5 GREEN ASH ST, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$775,000

3 beds

3 baths

2,449 sq ft

House

5 GREEN ASH ST, RIVERHEAD, NY, 11933

Community: Windcrest East

Stoneleigh Woods at Riverhead

159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$674,999

2 beds

3 baths

2,172 sq ft

Condo

159 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Leisure Village

274 BERWICK CT C, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$349,000

2 beds

1 baths

836 sq ft

Condo

274 BERWICK CT C, BROOKHAVEN, NY, 11961

Community: Leisure Village

Leisure Glen

581 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$619,000

2 beds

2 baths

1,685 sq ft

Condo

581 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Meadowbrook Pointe Links & Spa

252 SAND HILLS LN, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763

$333,051

2 beds

2 baths

1,133 sq ft

Condo

252 SAND HILLS LN, BROOKHAVEN, NY, 11763

Community: Meadowbrook Pointe Links & Spa

Leisure Knoll

190 CANTERBURY DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$519,900

2 beds

1 baths

1,220 sq ft

Condo

190 CANTERBURY DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Glenwood Village

1661 OLD COUNTRY RD 156D, RIVERHEAD, NY,..., Riverhead, NY 11901

$469,000

2 beds

2 baths

1,500 sq ft

Manufactured Home

1661 OLD COUNTRY RD 156D, RIVERHEAD, NY,...

Community: Glenwood Village

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

Questions? Call us: (934) 333-5665

Foxwood Village

1407 MIDDLE RD 277, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$515,000

2 beds

2 baths

1,568 sq ft

Manufactured Home

1407 MIDDLE RD 277, RIVERHEAD, NY, 11933

Community: Foxwood Village

Leisure Village

66 ENFIELD CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,900

2 beds

1 baths

1,085 sq ft

Condo

66 ENFIELD CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

Greenwood Village

89 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$99,999

1 beds

1 baths

812 sq ft

Condo

89 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Glenwood Village

1661 OLD COUNTRY RD 233, RIVERHEAD, NY, ..., Riverhead, NY 11901

$239,999

2 beds

2 baths

980 sq ft

Manufactured Home

1661 OLD COUNTRY RD 233, RIVERHEAD, NY, ...

Community: Glenwood Village

The Manors at The Colony Preserve

33 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$510,000

2 beds

2 baths

1,557 sq ft

Condo

33 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

The Waterways at Moriches

632 WATER WAY 32, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$799,000

2 beds

3 baths

1,874 sq ft

Condo

632 WATER WAY 32, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Greenwood Village

5131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$135,000

2 beds

2 baths

987 sq ft

House

5131 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Country Pointe Preserve

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$865,000

2 beds

3 baths

1,998 sq ft

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

Vineyards at Moriches

20 EMILIE DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$759,000

2 beds

3 baths

1,984 sq ft

Condo

20 EMILIE DR, BROOKHAVEN, NY, 11934

Community: Vineyards at Moriches

The Waterways at Moriches

216 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$510,000

2 beds

2 baths

1,544 sq ft

Condo

216 RIVER DR, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Vineyards at Moriches

27 EMILIE DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$785,000

2 beds

3 baths

2,335 sq ft

Condo

27 EMILIE DR, BROOKHAVEN, NY, 11934

Community: Vineyards at Moriches

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

Questions? Call us: (934) 333-5665

Greenwood Village

130 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$129,000

2 beds

2 baths

1,177 sq ft

Condo

130 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Encore Atlantic Shores

11 OVATION PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$885,000

2 beds

3 baths

2,900 sq ft

Condo

11 OVATION PL, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

Frequently Asked Questions

What size 55+ communities are there in Shirley?

In Shirley, there is 1 small community with less than 500 homes.

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

The smallest 55+ community in Shirley has 150 homes, the largest has 150 homes, and the average community consists of 150 homes.

Are there new 55+ homes available in Shirley?

Yes, there is new 55+ home available in Shirley. The most recent community started in Shirley include The Manors at The Colony Preserve. There is also 1 community in Shirley that offers new construction homes, including The Manors at The Colony Preserve.

Are there gated 55+ communities in Shirley?

Yes, there is gated 55+ community in Shirley. The only 55+ community in Shirley is gated. For instance, The Manors at The Colony Preserve is a gated community with 150 homes.

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

On average, listings in 55+ community in Shirley stay on the market for around 128 days. The average price of homes for sale in this community is approximately $512,823, though prices can range widely based on the size, location, and amenities of the community. For example, homes in The Manors at The Colony Preserve average around $512,823.

Want more information about active adult communities around Shirley?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

By requesting more information, you agree that 55places may call, text, or email you about your inquiry, which may be made with automated means (including recorded voice messages, SMS, or text messages). You understand that your consent is not a prerequisite for buying, selling or renting a property. You may revoke your consent at any time by contacting optout@55places.com. Message/data rates may apply. You also agree to 55places.com’s Privacy Policy and Terms of Use.

Want to learn more about 55+ communities in Shirley?

Call us: (934) 333-5665

27 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: Aug 05, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

Shirley, NY 55+ active adult communities & homes for sale

27 communities near Shirley

68 homes near Shirley

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,624 sq ft

Manufactured Home

3 beds

2 baths

1,317 sq ft

Manufactured Home

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

2 beds

2 baths

1,314 sq ft

Condo

2 beds

3 baths

2,389 sq ft

Condo

2 beds

3 baths

1,860 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

1,036 sq ft

Manufactured Home

2 beds

2 baths

1,133 sq ft

Condo

2 beds

2 baths

1,134 sq ft

Condo

2 beds

2 baths

1,605 sq ft

Condo

2 beds

3 baths

2,625 sq ft

Condo

2 beds

3 baths

2,769 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

3 baths

2,439 sq ft

Condo

2 beds

2 baths

1,544 sq ft

Condo

2 beds