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Cutchogue, NY 55+ active adult communities & homes for sale - Page 3

Living in Cutchogue

Cutchogue is one of the many hamlets in New York, located in Suffolk County on East Long Island, in an area known as the North Fork. The community has a rich history with its…

Cutchogue is one of the many hamlets in New York, located in Suffolk County on East Long Island, in an area known as the North Fork. The community has a rich history with its founding in the late 1690s. The area is known for its rich agricultural and many wineries. Cutchogue has long been considered a summer vacation town for many, but it has recently began to see a trend toward permanent residency.

Climate & Geography

Long Island lies in a transitional zone between humid continental and humid subtropical climate types. The means that the hamlet experiences all four seasons with hot, humid summers and cold to mild winters, while spring and fall are generally mild. The town averages about 48 inches of rain and 29 inches of snow per year. Overall, the town has a comfort index of 7.2/10.

About half of the land in Cutchogue is used for agriculture, primarily vineyards. The North Fork of Long Island is bordered to the north by the Long Island Sound, and to the South by the Peconic Bay. Nassau Point and Robins Island are also to the south of the hamlet.

Recreation, Culture & Entertainment

Wine lovers will be in paradise in Cutchogue. Some of the top attractions include Bedell Cellars, Castello di Borghese/Hargrave Vineyard, Pugliese Vineyards, Lieb Cellars, Pellegrini Vineyards, McCall Wines, Sannino Vineyard, Coffee Pot Cellars Tasting Room, Alex Ferrone Gallery, and Wickham’s Fruit Farm. The town is also considered a summer town.

Residents who want to enjoy big city amenities will appreciate being close to New York City, where they can take day trips to enjoy the world-class dining, shopping, and entertainment opportunities there.

Cost of Living & Taxes

The overall cost of living in Cutchogue is higher than the national and state average. This is primarily due to the extremely high cost of homes and housing, at almost double the national average. Additionally, all other indexes—groceries, health care, utilities, and transportation—are above average as well.

Social Security benefits are not taxed in New York, and local, state, federal, and military government pensions are also exempt. Taxpayers over the age of 59 ½ can exclude up to $20,000 of federally taxed income from retirement savings accounts and private pensions.

Homeowners aged 65+ who meet income limitations can take advantage of programs in place to reduce property taxes. New York State allows local governments and public school districts to reduce assessed value of residential property by up to 50 percent.

Health Care

Hospitals serving the Cutchogue area include Eastern Long Island Hospital and Peconic Bay Medical Center.

Frequently Asked Questions


99 communities near Cutchogue

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Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
O'Meara Farm
$400ks
O'Meara Farm, Farmington, CT
Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Jessup's Landing
$1Ms
Jessup's Landing, Quogue, NY
New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes
Want to learn more about 55+ communities in Cutchogue? 55places can help!
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Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 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 Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 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 Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Applegate Estates
$500ks - $400ks
Applegate Estates, Southington, CT
New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 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
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+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 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
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Greenwood Village 10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$179,999

2 beds

|

1 baths

|

938 sq ft

|

Condo

10 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Leisure Knoll 148 LAURANCE LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,000

2 beds

|

2 baths

|

1,096 sq ft

|

Condo

148 LAURANCE LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Fairfield at St. James 1406 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$579,803

2 beds

|

2 baths

|

1,321 sq ft

|

Condo

1406 GOTHAM CT, SMITHTOWN, NY, 11780
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
New Long Hill Village 36 LONG HILL PL, TRUMBULL, CT, 06611, Trumbull, CT 06611
$550,000

2 beds

|

3 baths

|

1,370 sq ft

|

Condo

36 LONG HILL PL, TRUMBULL, CT, 06611
Community: Long Hill Village
New Greenwood Village 1 LIMETREE DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$268,833

2 beds

|

2 baths

|

1,027 sq ft

|

Condo

1 LIMETREE DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Foxwood Village 1407 MIDDLE RD 245, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$349,000

3 beds

|

2 baths

|

1,368 sq ft

|

House

1407 MIDDLE RD 245, RIVERHEAD, NY, 11933
Community: Foxwood Village
New Setauket Meadows 33 BLAIR RD, BROOKHAVEN, NY, 11733, Brookhaven, NY 11733
$849,999

2 beds

|

3 baths

|

1,700 sq ft

|

Condo

33 BLAIR RD, BROOKHAVEN, NY, 11733
Community: Setauket Meadows
New Encore at Lake Grove 163 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$645,000

2 beds

|

3 baths

|

1,378 sq ft

|

Condo

163 SYMPHONY DR, BROOKHAVEN, NY, 11755
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.
New Regency at Woodbridge 18 HILLCREST DR 18, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525
$829,900

3 beds

|

3 baths

|

2,412 sq ft

|

Condo

18 HILLCREST DR 18, WOODBRIDGE, CT, 0652...
New Heritage Village 2 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$469,900

2 beds

|

2 baths

|

1,420 sq ft

|

Condo

2 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
New Spring Lake Village 19 HICKORY HL 19, SOUTHINGTON, CT, 06489, Southington, CT 06489
$256,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

19 HICKORY HL 19, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New Leisure Village 38 TRENT CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$339,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

38 TRENT CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Heritage Village 4 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

2 beds

|

2 baths

|

1,306 sq ft

|

Condo

4 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 682 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$350,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

682 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
The Villas at Narragansett 115 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757
$639,000

2 beds

|

2 baths

|

1,168 sq ft

|

Condo

115 NARRAGANSETT VILLAS DR, BABYLON, NY,...
Greenwood Village 5 HOLLY DR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$99,990

2 beds

|

2 baths

|

960 sq ft

|

Condo

5 HOLLY DR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Heritage Village 139 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

139 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Stone Ridge Estates 118 JOSEPH LN, HUNTINGTON, NY, 11746, Huntington, NY 11746
$779,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

118 JOSEPH LN, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
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.
Heritage Village 883 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$324,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

883 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Pond Spring Village 111 PONDVIEW CIR 111, BEACON FALLS, CT, ..., Beacon Falls, CT 06403
$435,000

2 beds

|

2 baths

|

1,328 sq ft

|

Condo

111 PONDVIEW CIR 111, BEACON FALLS, CT, ...
Community: Pond Spring Village
Encore at Lake Grove 35 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$598,000

2 beds

|

2 baths

|

1,390 sq ft

|

Condo

35 SYMPHONY DR, BROOKHAVEN, NY, 11755
The Greens at Half Hollow 1130 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$680,000

2 beds

|

2 baths

|

1,140 sq ft

|

Condo

1130 SAVOY DR, HUNTINGTON, NY, 11747
Meadow Brook Estates 132 MEADOW BROOK RD 132, OXFORD, CT, 064..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,931 sq ft

|

Condo

132 MEADOW BROOK RD 132, OXFORD, CT, 064...
Oronoque Village 88 S TRL A, STRATFORD, CT, 06614, Stratford, CT 06614
$356,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

88 S TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 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
Oronoque Village 13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$389,000

1 beds

|

2 baths

|

1,480 sq ft

|

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Newtown Woods 632 BROOKSIDE CT 632, NEWTOWN, CT, 06470, Newtown, CT 06470
$599,900

2 beds

|

2 baths

|

1,807 sq ft

|

Condo

632 BROOKSIDE CT 632, NEWTOWN, CT, 06470
Community: Newtown Woods
The Greens at Half Hollow 915 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$749,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

915 ALTESSA BLVD, HUNTINGTON, NY, 11747
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.
Saddle Lakes 120 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$549,000

2 beds

|

2 baths

|

1,386 sq ft

|

Condo

120 SCENIC LAKE DR, RIVERHEAD, NY, 11901
Community: Saddle Lakes
Eastport Meadows 15 MEADOW WAY, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$650,000

2 beds

|

3 baths

|

1,855 sq ft

|

Condo

15 MEADOW WAY, BROOKHAVEN, NY, 11941
Community: Eastport Meadows
The Greens at Half Hollow 991 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747
$789,000

2 beds

|

2 baths

|

1,058 sq ft

|

Condo

991 MADEIRA BLVD, HUNTINGTON, NY, 11747
Westhampton Pines 30 KIMBERLY DR, SOUTHAMPTON, NY, 11977, Southampton, NY 11977
$1,395,000

2 beds

|

3 baths

|

2,400 sq ft

|

Condo

30 KIMBERLY DR, SOUTHAMPTON, NY, 11977
Community: Westhampton Pines
Heritage Village 991 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

991 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Meadow Brook Estates 207 WOODLAWN DR 207, SEYMOUR, CT, 06483, Seymour, CT 06483
$625,000

3 beds

|

3 baths

|

2,484 sq ft

|

Condo

207 WOODLAWN DR 207, SEYMOUR, CT, 06483
Spring Lake Village 1 HICKORY HL 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$239,000

2 beds

|

2 baths

|

1,285 sq ft

|

Condo

1 HICKORY HL 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Heritage Village 226A S DURKEE HILL RD 226A, SOUTHBURY, C..., Southbury, CT 06488
$338,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

226A S DURKEE HILL RD 226A, SOUTHBURY, C...
Community: Heritage Village
Want to learn more about 55+ communities in Cutchogue? 55places can help!
Questions? Call us: (631) 646-1910
Greenwood Village 124 VILLAGE CIR 124, BROOKHAVEN, NY, 119..., Brookhaven, NY 11949
$179,997

2 beds

|

2 baths

|

1,116 sq ft

|

Condo

124 VILLAGE CIR 124, BROOKHAVEN, NY, 119...
Community: Greenwood Village
The Seasons at East Northport 40 AUGUST CIR 40, HUNTINGTON, NY, 11731, Huntington, NY 11731
$772,150

2 beds

|

2 baths

|

1,536 sq ft

|

Condo

40 AUGUST CIR 40, HUNTINGTON, NY, 11731
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.

Frequently Asked Questions


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