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

26 communities near Shirley

Sort by:

Relevance

The Manors at The Colony ...

$400Ks - $500Ks

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

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

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

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

Leisure Knoll

$300Ks - $400Ks

Leisure Knoll, Ridge, NY

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

Leisure Glen

$400Ks - $400Ks

Leisure Glen, Ridge, NY

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $400Ks

Glenwood Village, Riverhead, NY

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

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

Questions? Call us: (934) 333-5665

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

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

The Waterways at Moriches

$400Ks - $700Ks

The Waterways at Moriches, Moriches, NY

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

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $400Ks

Foxwood Village, Calverton, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks - $500Ks

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

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

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.

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

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

5 rating (1 reviews)

Encore Atlantic Shores

$600Ks - $800Ks

Encore Atlantic Shores, Eastport, NY

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

Woodridge Strathmore Terr...

$400Ks - $400Ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Saddle Lakes

$400Ks - $400Ks

Saddle Lakes, Riverhead, NY

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

Country Village Estates

$400Ks - $400Ks

Country Village Estates, Coram, NY

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

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

Questions? Call us: (934) 333-5665

5 rating (1 reviews)

Sunken Pond Estates

$400Ks - $500Ks

Sunken Pond Estates, Riverhead, NY

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

5 rating (1 reviews)

Westhampton Pines

$900Ks - $1Ms

Westhampton Pines, Westhampton, NY

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

5 rating (1 reviews)

The Villages at Mount Sin...

$600Ks - $700Ks

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

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

Stoneleigh Woods at River...

$600Ks - $600Ks

Stoneleigh Woods at River..., Riverhead, NY

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

Strathmore Gate East

$300Ks - $400Ks

Strathmore Gate East, Coram, NY

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

Vineyards at Brookfield

$700Ks - $700Ks

Vineyards at Brookfield, Center Moriches, NY

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

Windcrest East

$600Ks - $600Ks

Windcrest East, Calverton, NY

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

Vineyards at Moriches

$700Ks - $700Ks

Vineyards at Moriches, Center Moriches, NY

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

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

The Vineyards at Miller P...

$600Ks - $600Ks

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

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

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

Questions? Call us: (934) 333-5665

Eastport Meadows

$400Ks - $400Ks

Eastport Meadows, Eastport, NY

46 TRENT CT C, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (934) 333-5665

Leisure Knoll

190 CANTERBURY DR, RIDGE, NY, 11961, Ridge, NY 11961

$434,999

2 beds

1 baths

787 sq ft

Condo

190 CANTERBURY DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

120 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961

$239,990

1 beds

1 baths

684 sq ft

Condo

120 EXMORE CT D, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$424,000

2 beds

2 baths

1,486 sq ft

Condo

96 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Knoll

323 BROWNFIELD DR, RIDGE, NY, 11961, Ridge, NY 11961

$360,000

2 beds

1 baths

655 sq ft

Condo

323 BROWNFIELD DR, RIDGE, NY, 11961

Community: Leisure Knoll

New Leisure Knoll

145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$499,999

2 beds

2 baths

913 sq ft

House

145 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

New Greenwood Village

91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$155,000

2 beds

2 baths

938 sq ft

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

405 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961

$290,000

2 beds

1 baths

874 sq ft

Condo

405 WOODBRIDGE DR D, RIDGE, NY, 11961

Community: Leisure Village

Foxwood Village

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ..., Calverton, NY 11933

$525,000

3 beds

2 baths

1,568 sq ft

Manufactured Home

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ...

Community: Foxwood Village

Stoneleigh Woods at Riverhead

67 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$640,000

2 beds

3 baths

1,972 sq ft

Condo

67 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Plymouth Estates at Mount Sinai

230 IRA RD # 230, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$589,999

2 beds

2 baths

1,317 sq ft

Condo

230 IRA RD # 230, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

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

Questions? Call us: (934) 333-5665

Encore Atlantic Shores

113 OVERTURE PL, EASTPORT, NY, 11941, Eastport, NY 11941

$895,000

2 beds

3 baths

3,037 sq ft

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Strathmore Gate East

49 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$370,000

2 beds

1 baths

964 sq ft

House

49 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

Greenwood Village

145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$199,900

2 beds

2 baths

1,100 sq ft

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Greenwood Village

53 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$275,000

2 beds

2 baths

1,100 sq ft

Condo

53 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Glenwood Village

1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,..., Riverhead, NY 11901

$205,000

2 beds

2 baths

1,008 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 280, RIVERHEAD,...

Community: Glenwood Village

Greenwood Village

19 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949

$167,500

2 beds

2 baths

871 sq ft

Condo

19 DOGWOOD LN, MANORVILLE, NY, 11949

Community: Greenwood Village

The Vineyards at Miller Place

48 AVERY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764

$679,900

2 beds

3 baths

1,486 sq ft

Condo

48 AVERY LN, MILLER PLACE, NY, 11764

Community: The Vineyards at Miller Place

Strathmore Gate East

53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$440,000

2 beds

1 baths

1,036 sq ft

Condo

53 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

Greenwood Village

1 WILLOW CT, MANORVILLE, NY, 11949, Manorville, NY 11949

$229,900

2 beds

2 baths

1,450 sq ft

Condo

1 WILLOW CT, MANORVILLE, NY, 11949

Community: Greenwood Village

Westhampton Pines

112 ASHLEY DR, WESTHAMPTON, NY, 11977, Westhampton, NY 11977

$1,295,000

3 beds

3 baths

2,306 sq ft

Condo

112 ASHLEY DR, WESTHAMPTON, NY, 11977

Community: Westhampton Pines

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

Questions? Call us: (934) 333-5665

New The Waterways at Moriches

509 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955

$755,000

2 beds

3 baths

1,875 sq ft

Condo

509 OAK BLUFF CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Greenwood Village

164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$174,990

2 beds

2 baths

938 sq ft

Manufactured Home

164 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Glen

12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

2 baths

1,542 sq ft

Condo

12 BALDWIN CT, RIDGE, NY, 11961

Community: Leisure Glen

Greenwood Village

77 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$155,900

2 beds

1 baths

1,000 sq ft

Condo

77 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Village

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119..., Ridge, NY 11961

$342,000

2 beds

1 baths

1,278 sq ft

Condo

310 WOODBRIDGE DR UNIT C, RIDGE, NY, 119...

Community: Leisure Village

Greenwood Village

99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$269,988

2 beds

2 baths

1,487 sq ft

Condo

99 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Leisure Glen

256 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$499,000

2 beds

2 baths

1,456 sq ft

Condo

256 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

Vineyards at Moriches

134 HALLEY DR, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934

$735,000

3 beds

3 baths

2,933 sq ft

Condo

134 HALLEY DR, CENTER MORICHES, NY, 1193...

Community: Vineyards at Moriches

Glenwood Village

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ..., Riverhead, NY 11901

$149,999

2 beds

1 baths

816 sq ft

Mobile Home

1661 OLD COUNTRY RD 163, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Village

280 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961

$359,900

2 beds

1 baths

836 sq ft

Condo

280 BERWICK CT A, RIDGE, NY, 11961

Condo

41 GREENTREE CT, SHIRLEY, NY, 11967

Community: The Manors at The Colony Preserve

1 2…3

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 282 days. The average price of homes for sale in this community is approximately $479,000, 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 $479,000.

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 [email protected]. 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

26 communities near Shirley

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.
© 2025 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: Nov 19, 2025.
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

26 communities near Shirley

87 homes near Shirley

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

924 sq ft

Manufactured Home

2 beds

3 baths

2,175 sq ft

Condo

2 beds

3 baths

2,175 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

1 baths

787 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,486 sq ft

Condo

2 beds

1 baths

655 sq ft

Condo

2 beds

2 baths

913 sq ft

House

2 beds

2 baths

938 sq ft

Condo

2 beds

1 baths

874 sq ft

Condo

3 beds

2 baths

1,568 sq ft

Manufactured Home

2 beds

3 baths

1,972 sq ft

Condo

2 beds

2 baths

1,317 sq ft

Condo

2 beds

3 baths

3,037 sq ft

Condo

2 beds

1 baths

964 sq ft

House

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds