Call us at (934) 333-5665 to learn more about active adult communities near Shirley

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

26 communities near Shirley

Sort by:

Relevance

Relevance

No reviews yet The Manors at The Colony ...
$400Ks - $500Ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 homes
No reviews yet Leisure Village
$200Ks - $400Ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
No reviews yet Leisure Knoll
$300Ks - $500Ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
No reviews yet 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, NY? 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
No reviews yet 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
No reviews yet Woodridge Strathmore Terr...
$400Ks - $400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
No reviews yet Saddle Lakes
$400Ks - $400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
No reviews yet 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, NY? 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
No reviews yet Stoneleigh Woods at River...
$600Ks - $600Ks
Stoneleigh Woods at River..., Riverhead, NY
Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes
No reviews yet Strathmore Gate East
$300Ks - $300Ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 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.
No reviews yet Vineyards at Brookfield
$700Ks - $700Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
No reviews yet Windcrest East
$600Ks - $600Ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
No reviews yet Vineyards at Moriches
$700Ks - $700Ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
No reviews yet 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
No reviews yet 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, NY? 55places can help!
Questions? Call us: (934) 333-5665
No reviews yet Eastport Meadows
$400Ks - $400Ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
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
Greenwood Village 99 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$295,000

2 beds

|

2 baths

|

1,487 sq ft

|

Condo

99 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955
$610,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...
The Waterways at Moriches 279 DOCKSIDE CT, MORICHES, NY, 11955, Moriches, NY 11955
$575,000

2 beds

|

2 baths

|

1,480 sq ft

|

Condo

279 DOCKSIDE CT, MORICHES, NY, 11955
Plymouth Estates at Mount Sinai 166 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766
Want to learn more about 55+ communities in Shirley, NY? 55places can help!
Questions? Call us: (934) 333-5665
Plymouth Estates at Mount Sinai 164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$579,999

2 beds

|

2 baths

|

1,820 sq ft

|

Condo

164 IRA RD, MOUNT SINAI, NY, 11766
Encore Atlantic Shores 167 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$955,000

2 beds

|

3 baths

|

3,136 sq ft

|

Condo

167 MELODY CT, EASTPORT, NY, 11941
Leisure Knoll 144 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$449,500

2 beds

|

2 baths

|

Condo

144 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
Greenwood Village 1 WILLOW CT, MANORVILLE, NY, 11949, Manorville, NY 11949
$249,000

2 beds

|

2 baths

|

1,450 sq ft

|

Condo

1 WILLOW CT, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Knoll 147 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961
$485,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

147 EDINBURGH DR, RIDGE, NY, 11961
Community: Leisure Knoll
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.
The Villages at Mount Sinai Park 109 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$729,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

109 LOUDEN LOOP, MOUNT SINAI, NY, 11766
The Villages at Mount Sinai Park 25 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,000

2 beds

|

3 baths

|

2,229 sq ft

|

Condo

25 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$229,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Greenwood Village 57 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$159,999

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

57 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
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
Want to learn more about 55+ communities in Shirley, NY? 55places can help!
Questions? Call us: (934) 333-5665
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
Greenwood Village 145 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$207,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

145 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Encore Atlantic Shores 226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941
$689,000

2 beds

|

2 baths

|

1,605 sq ft

|

Condo

226 SONATA CT, EASTPORT, NY, 11941
Sunken Pond Estates 1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$469,000

2 beds

|

3 baths

|

1,350 sq ft

|

Condo

1403 PEBBLE BEACH PATH, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Leisure Knoll 304 KINGSTON CT, RIDGE, NY, 11961, Ridge, NY 11961
$429,000

2 beds

|

2 baths

|

976 sq ft

|

Condo

304 KINGSTON CT, RIDGE, NY, 11961
Community: Leisure Knoll
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.
Greenwood Village 93 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$109,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

93 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 329 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$389,000

2 beds

|

2 baths

|

1,130 sq ft

|

Condo

329 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
New Stoneleigh Woods at Riverhead 4 HAVERTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$660,000

2 beds

|

3 baths

|

2,175 sq ft

|

Condo

4 HAVERTON CT, RIVERHEAD, NY, 11901
New Greenwood Village 45 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$199,997

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

45 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
New 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
Community: Leisure Village
Want to learn more about 55+ communities in Shirley, NY? 55places can help!
Questions? Call us: (934) 333-5665
Glenwood Village 1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$250,000

2 beds

|

2 baths

|

924 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...
Community: Glenwood Village
The Villages at Mount Sinai Park 68 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$657,000

2 beds

|

2 baths

|

1,736 sq ft

|

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766
Leisure Village 69 ENFIELD CT UNIT B B, RIDGE, NY, 11961, Ridge, NY 11961
$359,900

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

69 ENFIELD CT UNIT B B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 171B VENTRY CT 171B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$249,000

1 beds

|

1 baths

|

679 sq ft

|

Condo

171B VENTRY CT 171B, BROOKHAVEN, NY, 119...
Community: Leisure Village
Greenwood Village 16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$169,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
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.
Leisure Village 65 ENFIELD CT UNIT A A, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

65 ENFIELD CT UNIT A A, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 244 RIVER DR, MORICHES, NY, 11955, Moriches, NY 11955
$675,000

2 beds

|

2 baths

|

1,960 sq ft

|

Condo

244 RIVER DR, MORICHES, NY, 11955
Greenwood Village 21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$179,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

21 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Glen 12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961
$489,990

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

12 BALDWIN CT, RIDGE, NY, 11961
Community: Leisure Glen
Leisure Village 261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196..., Ridge, NY 11961
$215,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

261 NEWCASTLE CT UNIT D, RIDGE, NY, 1196...
Community: Leisure Village
Want to learn more about 55+ communities in Shirley, NY? 55places can help!
Questions? Call us: (934) 333-5665
Leisure Village 416 WEYMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$399,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

416 WEYMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
The Manors at The Colony Preserve 41 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967
$549,000

2 beds

|

2 baths

|

1,800 sq ft

|

Condo

41 GREENTREE CT, SHIRLEY, NY, 11967
Leisure Knoll 151 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961
$399,990

2 beds

|

1 baths

|

1,116 sq ft

|

Condo

151 LAURANCE LN, RIDGE, NY, 11961
Community: Leisure Knoll
Leisure Village 424 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961
$279,900

1 beds

|

1 baths

|

782 sq ft

|

Condo

424 WOODBRIDGE DR D, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 4 GUILFORD CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$469,900

2 beds

|

2 baths

|

1,486 sq ft

|

Condo

4 GUILFORD CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
12…3

Frequently Asked Questions


Want more information about active adult communities around Shirley?

Global - Lead Form - Buyer or Renter
*55places does not provide or maintain community HOA information.
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

Reinmlsx

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: Oct 29, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top