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

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

73 homes near Shirley

Sort by:

Relevance

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
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 - $600Ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
3.5 rating (2 reviews) Foxwood Village
$400Ks - $500Ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes
1 rating (1 reviews) Plymouth Estates at Mount...
$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
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
5 rating (1 reviews) Encore Atlantic Shores
$700Ks - $800Ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
Woodridge Strathmore Terr...
$400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Saddle Lakes
$400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Country Village Estates
$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...
$500Ks - $700Ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
Stoneleigh Woods at River...
$500Ks - $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
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.
Vineyards at Brookfield
$700Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
Windcrest East
$600Ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Vineyards at Moriches
$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
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
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
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
Community: Leisure Village
Glenwood Village 1661 OLD COUNTRY RD UNIT 539, RIVERHEAD,..., Riverhead, NY 11901
$399,000

2 beds

|

2 baths

|

1,500 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 539, RIVERHEAD,...
Community: Glenwood 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
The Manors at The Colony Preserve 41 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967
$535,000

2 beds

|

2 baths

|

1,800 sq ft

|

Condo

41 GREENTREE CT, SHIRLEY, NY, 11967
Want to learn more about 55+ communities in Shirley? 55places can help!
Questions? Call us: (934) 333-5665
Glenwood Village 1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,..., Riverhead, NY 11901
$484,900

2 beds

|

2 baths

|

1,500 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD UNIT 563, RIVERHEAD,...
Community: Glenwood Village
The Waterways at Moriches 546 HIGHLAND CT, MORICHES, NY, 11955, Moriches, NY 11955
$499,990

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

546 HIGHLAND CT, MORICHES, NY, 11955
The Waterways at Moriches 414 LINDSAY LN, MORICHES, NY, 11955, Moriches, NY 11955
$535,000

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

414 LINDSAY LN, MORICHES, NY, 11955
The Waterways at Moriches 244 RIVER DR, MORICHES, NY, 11955, Moriches, NY 11955
$625,000

2 beds

|

2 baths

|

1,960 sq ft

|

Condo

244 RIVER DR, MORICHES, NY, 11955
Stoneleigh Woods at Riverhead 18 KENNSINGTON CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$665,000

2 beds

|

3 baths

|

2,172 sq ft

|

Condo

18 KENNSINGTON CT, RIVERHEAD, NY, 11901
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.
Strathmore Gate East 141 FORGE LN, CORAM, NY, 11727, Coram, NY 11727
$319,000

1 beds

|

1 baths

|

728 sq ft

|

Condo

141 FORGE LN, CORAM, NY, 11727
Country Village Estates 163 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727
$472,000

2 beds

|

2 baths

|

1,261 sq ft

|

Condo

163 THEODORE DR, CORAM, NY, 11727
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
The Vineyards at Miller Place 37 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$655,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

37 HALLEY LN, MILLER PLACE, NY, 11764
Greenwood Village 2 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$250,000

2 beds

|

2 baths

|

1,242 sq ft

|

House

2 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Shirley? 55places can help!
Questions? Call us: (934) 333-5665
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$799,999

3 beds

|

3 baths

|

2,850 sq ft

|

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Leisure Village 195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$210,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

195 E NEWCASTLE CT, BROOKHAVEN, NY, 1196...
Community: Leisure Village
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
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 48 TRENT CT B, RIDGE, NY, 11961, Ridge, NY 11961
$355,000

2 beds

|

1 baths

|

1,278 sq ft

|

Condo

48 TRENT CT B, RIDGE, NY, 11961
Community: Leisure 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 22B GUILFORD CT # 22B, RIDGE, NY, 11961, Ridge, NY 11961
$335,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

22B GUILFORD CT # 22B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961
$435,000

2 beds

|

1 baths

|

1,100 sq ft

|

Condo

412 WEYMOUTH CT UNIT B, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Meadowbrook Pointe Links & Spa 279 AUGUSTA DR, MEDFORD, NY, 11763, Medford, NY 11763
$319,298

2 beds

|

2 baths

|

1,133 sq ft

|

Condo

279 AUGUSTA DR, MEDFORD, NY, 11763
Sunken Pond Estates 4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$519,888

2 beds

|

2 baths

|

1,587 sq ft

|

Condo

4006 SAINT ANDREWS AVE, RIVERHEAD, NY, 1...
Community: Sunken Pond Estates
Want to learn more about 55+ communities in Shirley? 55places can help!
Questions? Call us: (934) 333-5665
Glenwood Village 1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901
$149,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$215,500

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
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
Greenwood Village 38B VILLAGE CIR S, MANORVILLE, NY, 11949, Manorville, NY 11949
$123,000

1 beds

|

1 baths

|

600 sq ft

|

Condo

38B VILLAGE CIR S, MANORVILLE, NY, 11949
Community: Greenwood Village
The Waterways at Moriches 514 HIGHLAND CT # A3, MORICHES, NY, 1195..., Moriches, NY 11955
$568,000

2 beds

|

2 baths

|

1,839 sq ft

|

Condo

514 HIGHLAND CT # A3, MORICHES, NY, 1195...
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 166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961
$259,000

1 beds

|

1 baths

|

680 sq ft

|

House

166 VENTRY CT B, RIDGE, NY, 11961
Community: Leisure Village
The Waterways at Moriches 107 E MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955
$499,907

2 beds

|

2 baths

|

2,141 sq ft

|

Condo

107 E MIDLAND POND CT, MORICHES, NY, 119...
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

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
73 homes 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: Dec 06, 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