Call us at (631) 646-1910 to learn more about active adult communities in Cutchogue

Cutchogue, NY 55+ active adult communities & homes for sale - Page 2

98 communities near Cutchogue

Sort by:

Relevance

Relevance

Saddle Lakes
$400Ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
5 rating (1 reviews) Sunken Pond Estates
$400Ks - $500Ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Setauket Meadows
$600Ks - $700Ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
5 rating (1 reviews) Sunrise Village
$400Ks - $500Ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Windcrest East
$600Ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Windmill Gate
$300Ks - $400Ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes
Woodridge Strathmore Terr...
$400Ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
Founders Village
$500Ks - $600Ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 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
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.
3.5 rating (2 reviews) Harvest Pointe
$800Ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
Harbor View Estates
$400Ks - $600Ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
The Seasons at Elwood
$800Ks - $900Ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Hidden Harbor Estates
$500Ks - $600Ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Vineyards at Brookfield
$700Ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 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
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 Pines at Bohemia
$400Ks - $500Ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
4 rating (5 reviews) South Shore Village
$600Ks - $800Ks
South Shore Village, South Kingstown, RI
New and Resale | 55+ age-restricted | Built 2016 - present | 303 homes
The Polo Club at Islandia
$600Ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
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.
Bella Vista
$300Ks - $400Ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
The Bridges at Oxford Gre...
$600Ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Applegate Estates
$500Ks - $400Ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes
Fieldstone Village
$500Ks - $800Ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Pond Spring Village
$300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
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.
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
RiverBend Estates
$400Ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes
Summer Wind Estates
$300Ks - $400Ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
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.
Regency Meadows
$500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Cobblestone Court
$400Ks - $500Ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
Whitney Glen
$500Ks - $600Ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes
Regency at Prospect
$400Ks - $500Ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 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.
5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
The Village at Buckingham
$500Ks - $600Ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Sonoma Woods
$300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Beckley Farms
$300Ks - $400Ks
Beckley Farms, Berlin, CT
New and Resale | 55+ age-restricted | Built 2010 - present | 170 homes
Castle Heights of Cheshir...
$500Ks - $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
Regency at Woodbridge 3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$629,000

3 beds

|

3 baths

|

Condo

3 EDGEWOOD WAY # 26, WOODBRIDGE, CT, 065...
Regency at Woodbridge 5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ..., Woodbridge, CT 06525
$749,000

3 beds

|

3 baths

|

Condo

5 WHISPER RIDGE WAY 49, WOODBRIDGE, CT, ...
Regency at Woodbridge 5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$649,000

3 beds

|

3 baths

|

Condo

5 EDGEWOOD WAY # 25, WOODBRIDGE, CT, 065...
Heritage Village 405 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$199,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

405 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Village 418 WEYMOUTH CT B, RIDGE, NY, 11961, Ridge, NY 11961
$364,999

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

418 WEYMOUTH CT B, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
The Waterways at Moriches 554 MIRROR POND CT, MORICHES, NY, 11955, Moriches, NY 11955
$525,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

554 MIRROR POND CT, MORICHES, NY, 11955
Oronoque Village 446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$635,000

3 beds

|

3 baths

|

1,426 sq ft

|

Condo

446 HAMMERSTONE LN B, STRATFORD, CT, 066...
Community: Oronoque Village
Oronoque Village 151 SOUTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$460,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

151 SOUTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,900

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage 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.
Liberty at Newtown 79 SUZIE DR # 79, NEWTOWN, CT, 06470, Newtown, CT 06470
$575,000

2 beds

|

3 baths

|

2,317 sq ft

|

Condo

79 SUZIE DR # 79, NEWTOWN, CT, 06470
Community: Liberty at Newtown
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.
Stoneleigh Woods at Riverhead 23 GOOSE NECK LN, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$585,000

2 beds

|

3 baths

|

1,631 sq ft

|

Condo

23 GOOSE NECK LN, RIVERHEAD, NY, 11901
Fairfield at St. James 901 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780
$499,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

901 FENWAY RD, SAINT JAMES, NY, 11780
Leisure Glen 10 OAKDALE CT, RIDGE, NY, 11961, Ridge, NY 11961
$599,900

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

10 OAKDALE CT, RIDGE, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Heritage Village 891 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$310,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

891 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore Atlantic Shores 6 OVATION PL, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

2 baths

|

2,150 sq ft

|

Condo

6 OVATION PL, EASTPORT, NY, 11941
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 162 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$235,000

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

162 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage 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.
Stone Ridge Estates 153 CHRISTINE DR, DIX HILLS, NY, 11746, Dix Hills, NY 11746
$775,000

2 beds

|

2 baths

|

1,415 sq ft

|

Condo

153 CHRISTINE DR, DIX HILLS, NY, 11746
Community: Stone Ridge Estates
Leisure Village 186 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$289,000

2 beds

|

1 baths

|

900 sq ft

|

Condo

186 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Leisure Village 116 EXMORE CT UNIT B, RIDGE, NY, 11961, Ridge, NY 11961
$299,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

116 EXMORE CT UNIT B, RIDGE, NY, 11961
Community: Leisure Village
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.
Stoneleigh Woods at Riverhead 5 NEWCASTLE CT, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$635,000

2 beds

|

3 baths

|

1,942 sq ft

|

Condo

5 NEWCASTLE CT, RIVERHEAD, NY, 11901
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Leisure Village 274 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$349,999

2 beds

|

1 baths

|

836 sq ft

|

Condo

274 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
The Villages at Mount Sinai Park 4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766
$775,000

3 beds

|

3 baths

|

2,850 sq ft

|

House

4 OAKHURST CT, MOUNT SINAI, NY, 11766
Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$415,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
The Villas at Narragansett 816 NARRAGANSETT VILLAS DR 816, BABYLON,..., Babylon, NY 11757
$559,000

2 beds

|

2 baths

|

1,215 sq ft

|

Condo

816 NARRAGANSETT VILLAS DR 816, BABYLON,...
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
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 164 FALMOUTH CT E, RIDGE, NY, 11961, Ridge, NY 11961
$279,000

2 beds

|

1 baths

|

819 sq ft

|

Condo

164 FALMOUTH CT E, RIDGE, NY, 11961
Community: Leisure Village
Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$279,900

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Spring Lake Village 951 SWEETHEART PATH # 951, SOUTHINGTON, ..., Southington, CT 06489
$389,000

2 beds

|

3 baths

|

1,550 sq ft

|

Condo

951 SWEETHEART PATH # 951, SOUTHINGTON, ...
Community: Spring Lake Village
The Village at Oxford Greens 520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478
$629,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...
Bartlett Hill 9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064..., Portland, CT 06480
$505,000

2 beds

|

3 baths

|

1,404 sq ft

|

Condo

9 PEAR ORCHARD RD # 9, PORTLAND, CT, 064...
Community: Bartlett Hill
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
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.
Leisure Village 432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961
$389,000

2 beds

|

1 baths

|

1,074 sq ft

|

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...
Community: Leisure Village
Spring Lake Village 621 OVERLOOK PATH # 621, SOUTHINGTON, CT..., Southington, CT 06489
$340,000

2 beds

|

3 baths

|

1,133 sq ft

|

Condo

621 OVERLOOK PATH # 621, SOUTHINGTON, CT...
Community: Spring Lake Village
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$149,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 360 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$459,000

2 beds

|

2 baths

|

1,250 sq ft

|

Condo

360 WOODBRIDGE DR A, 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.
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$524,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ rental communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Vineyards at Miller Place 45 HALLEY LN, MILLER PLACE, NY, 11764, Miller Place, NY 11764
$650,000

2 beds

|

3 baths

|

1,853 sq ft

|

Condo

45 HALLEY LN, MILLER PLACE, NY, 11764
Heritage Village 917 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

917 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Eagles Walk at East Quogue 104 AERIE WAY, EAST QUOGUE, NY, 11942, East Quogue, NY 11942
$549,900

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

104 AERIE WAY, EAST QUOGUE, NY, 11942
Heritage Village 123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$364,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

123 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village

Frequently Asked Questions


Want more information about active adult communities around Cutchogue?

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 Cutchogue?

Call us: (631) 646-1910
98 communities
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.
© 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: Feb 07, 2026.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us
Scroll to Top