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Woodbury, NY 55+ active adult communities & homes for sale - Page 2
Living in Woodbury
Woodbury is a town located in Upstate New York's Orange County, and is part of the Poughkeepsie metropolitan area. Its comfortable lifestyle have made it an ideal retirement…
Woodbury is a town located in Upstate New York's Orange County, and is part of the Poughkeepsie metropolitan area. Its comfortable lifestyle have made it an ideal retirement destination for active adults who enjoy the relaxed environment of a small town while still having easy access to New York City and all the world-class experiences available there.
Climate & Geography
Woodbury experiences four distinct seasons with warm and wet summers, freezing winters, and partly cloudy skies year round.
Recreation, Culture & Entertainment
Woodbury is a small town with a neighborly feel; its downtown consists mainly of local businesses and restaurants and there are regular community events, holiday parades, and more. It's surrounded by plenty of nature areas such as Lake Tiorati, Trail View State Park, and Tamarack Nature Preserve which residents can visit for hiking, biking, camping, canoeing, and other outdoor recreation. Golfers can also tee off at the Falkirk Golf & Country Club.
Residents benefit from the town's close proximity to New York City, with only an hour trip via car or rail to get to Manhattan. For longer trips the New York Stewart International Airport is just 20 minutes away.
Cost of Living & Taxes
The overall cost of living in Woodbury is significantly higher than the national average, mainly due to its expensive housing costs. The cost of transportation and utilities are also much much higher.
New York does not tax Social Security benefits, and in-state and federal public pension plans are also exempt. Retirement savings accounts and all other pensions are taxable, but with a $20,000 deduction. Residents 65 and older qualify to have their property taxes reduced by 50 percent based on income requirements, and they may also be eligible for the Enhanced STAR Program which allows additional exemptions. The combined sales tax rate in Woodbury is 8.63 percent.
Health Care
There are three highly rated hospitals and medical centers within Woodbury. They are Plainview Hospital, St. Joseph Hospital-Bethpage and Glen Cove Hospital. Within a 12 mile radius, residents can also find three hospitals which are nationally ranked by U.S News: Huntington Hospital, NYU Winthrop Hospital and St. Francis Hospital-Roslyn.
Frequently Asked Questions
In Woodbury, there is 1 small community with less than 500 homes.
The smallest 55+ community in Woodbury has 80 homes, the largest has 80 homes, and the average community consists of 80 homes.
Yes, there is new 55+ home available in Woodbury. The most recent community started in Woodbury include Kensington Estates. There is also 1 community in Woodbury that offers new construction homes, including Kensington Estates.
Yes, there is gated 55+ community in Woodbury. The only 55+ community in Woodbury is gated. For instance, Kensington Estates is a gated community with 80 homes.
On average, listings in 55+ community in Woodbury stay on the market for around 542 days. The average price of homes for sale in this community is approximately $1,824,435, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Kensington Estates average around $1,824,435.
233 communities near Woodbury
1,321 homes near Woodbury
Relevance
2 beds
|2 baths
|1,232 sq ft
|Ranch
2 beds
|2 baths
|1,232 sq ft
|Ranch
2 beds
|2 baths
|1,267 sq ft
|Ranch
2 beds
|2 baths
|1,070 sq ft
|Condo
2 beds
|3 baths
|1,920 sq ft
|Condo
2 beds
|2 baths
|1,889 sq ft
|Ranch
1 beds
|1 baths
|953 sq ft
|Condo
2 beds
|2 baths
|1,545 sq ft
|Ranch
2 beds
|2 baths
|1,226 sq ft
|Condo
2 beds
|1 baths
|938 sq ft
|Condo
2 beds
|2 baths
|1,682 sq ft
|Ranch
2 beds
|1 baths
|914 sq ft
|Adult Community
2 beds
|2 baths
|1,096 sq ft
|Condo
2 beds
|2 baths
|1,584 sq ft
|House
2 beds
|2 baths
|1,321 sq ft
|Condo
2 beds
|2 baths
|1,391 sq ft
|Duplex
2 beds
|3 baths
|1,370 sq ft
|Condo
2 beds
|2 baths
|Townhouse
3 beds
|3 baths
|2,066 sq ft
|Ranch
2 beds
|2 baths
|1,514 sq ft
|Ranch
3 beds
|3 baths
|2,748 sq ft
|House
2 beds
|2 baths
|1,027 sq ft
|Condo
2 beds
|2 baths
|1,232 sq ft
|Ranch
2 beds
|2 baths
|1,243 sq ft
|Ranch
2 beds
|2 baths
|1,232 sq ft
|Ranch
3 beds
|2 baths
|1,368 sq ft
|House
2 beds
|2 baths
|1,232 sq ft
|House
2 beds
|2 baths
|2,212 sq ft
|House
2 beds
|2 baths
|1,124 sq ft
2 beds
|3 baths
|1,700 sq ft
|Condo
2 beds
|2 baths
|1,207 sq ft
|Ranch
2 beds
|1 baths
|982 sq ft
|Adult Community
3 beds
|5 baths
|3,777 sq ft
|Adult Community
3 beds
|3 baths
|2,937 sq ft
|House
Frequently Asked Questions
In Woodbury, there is 1 small community with less than 500 homes.
The smallest 55+ community in Woodbury has 80 homes, the largest has 80 homes, and the average community consists of 80 homes.
Yes, there is new 55+ home available in Woodbury. The most recent community started in Woodbury include Kensington Estates. There is also 1 community in Woodbury that offers new construction homes, including Kensington Estates.
Yes, there is gated 55+ community in Woodbury. The only 55+ community in Woodbury is gated. For instance, Kensington Estates is a gated community with 80 homes.
On average, listings in 55+ community in Woodbury stay on the market for around 542 days. The average price of homes for sale in this community is approximately $1,824,435, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Kensington Estates average around $1,824,435.
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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.
