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Cutchogue, NY 55+ active adult communities & homes for sale - Page 2
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
In Cutchogue, there is 1 small community with less than 500 homes.
The smallest 55+ community in Cutchogue has 124 homes, the largest has 124 homes, and the average community consists of 124 homes.
Yes, there is new 55+ home available in Cutchogue. The most recent community started in Cutchogue include Harvest Pointe. There is also 1 community in Cutchogue that offers new construction homes, including Harvest Pointe.
No, there are no gated 55+ communities in Cutchogue.
On average, listings in 55+ community in Cutchogue stay on the market for around 587 days. The average price of homes for sale in this community is approximately $999,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Harvest Pointe average around $999,000.
99 communities near Cutchogue
244 homes near Cutchogue
Relevance
2 beds
|2 baths
|1,058 sq ft
|Condo
2 beds
|3 baths
|2,400 sq ft
|Condo
2 beds
|2 baths
|1,432 sq ft
|Condo
3 beds
|3 baths
|2,484 sq ft
|Condo
2 beds
|2 baths
|1,285 sq ft
|Condo
2 beds
|2 baths
|1,398 sq ft
|Condo
2 beds
|2 baths
|1,116 sq ft
|Condo
2 beds
|2 baths
|1,536 sq ft
|Condo
2 beds
|2 baths
|1,272 sq ft
|Condo
3 beds
|3 baths
|1,601 sq ft
|Condo
2 beds
|2 baths
|1,000 sq ft
|Condo
2 beds
|2 baths
|1,100 sq ft
|House
2 beds
|2 baths
|1,076 sq ft
|Condo
3 beds
|2 baths
|1,716 sq ft
|Condo
2 beds
|3 baths
|2,232 sq ft
|Condo
2 beds
|3 baths
|2,232 sq ft
|Condo
2 beds
|3 baths
|1,360 sq ft
|Condo
2 beds
|3 baths
|1,440 sq ft
|Condo
2 beds
|3 baths
|1,438 sq ft
|Condo
2 beds
|2 baths
|1,432 sq ft
|Condo
2 beds
|2 baths
|1,432 sq ft
|Condo
3 beds
|3 baths
|2,730 sq ft
2 beds
|2 baths
|954 sq ft
|Condo
1 beds
|1 baths
|928 sq ft
|Condo
3 beds
|4 baths
|1,810 sq ft
|Condo
3 beds
|3 baths
|2,700 sq ft
|Condo
2 beds
|3 baths
|1,350 sq ft
|Condo
2 beds
|1 baths
|875 sq ft
|Condo
2 beds
|2 baths
|1,396 sq ft
|Condo
2 beds
|2 baths
|1,350 sq ft
|House
2 beds
|2 baths
|1,032 sq ft
|Condo
2 beds
|3 baths
|1,798 sq ft
|Condo
2 beds
|2 baths
|1,398 sq ft
|Condo
3 beds
|3 baths
|2,908 sq ft
2 beds
|2 baths
|1,398 sq ft
|Condo
1 beds
|1 baths
|928 sq ft
|Mobile Home
1 beds
|1 baths
|920 sq ft
|Condo
2 beds
|2 baths
|1,398 sq ft
|Condo
Frequently Asked Questions
In Cutchogue, there is 1 small community with less than 500 homes.
The smallest 55+ community in Cutchogue has 124 homes, the largest has 124 homes, and the average community consists of 124 homes.
Yes, there is new 55+ home available in Cutchogue. The most recent community started in Cutchogue include Harvest Pointe. There is also 1 community in Cutchogue that offers new construction homes, including Harvest Pointe.
No, there are no gated 55+ communities in Cutchogue.
On average, listings in 55+ community in Cutchogue stay on the market for around 587 days. The average price of homes for sale in this community is approximately $999,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Harvest Pointe average around $999,000.
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REIN updates its listings on a daily basis. Data last updated: Oct 08, 2026.
This application does not include information on all of the properties available for sale at this time.
