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

1,065 homes near Woodbury

Sort by:

Relevance

No reviews yet

Kensington Estates

$800Ks - $2Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

4.8 rating (5 reviews)

Holiday City at Berkeley

$200Ks - $400Ks

Holiday City at Berkeley, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1969 - 1996 | 10,636 homes

No reviews yet

Silver Ridge Park

$100Ks - $400Ks

Silver Ridge Park, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1968 - 1986 | 3,169 homes

4.5 rating (8 reviews)

Leisure Village West

$100Ks - $300Ks

Leisure Village West, Manchester, NJ

Resale Only | 55+ age-restricted | Built 1972 - 1993 | 2,692 homes

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

Want to learn more about 55+ communities in Woodbury? 55places can help!

Questions? Call us: (516) 871-3423

3.6 rating (7 reviews)

Heritage Village

$100Ks - $500Ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

3.3 rating (7 reviews)

Leisure Village

$100Ks - $300Ks

Leisure Village, Lakewood, NJ

Resale Only | 55+ age-restricted | Built 1960 - 1970 | 2,433 homes

5 rating (1 reviews)

Greenbriar I

$200Ks - $700Ks

Greenbriar I, Brick, NJ

Resale Only | 55+ age-restricted | Built 1970 - 1978 | 1,951 homes

4 rating (1 reviews)

Renaissance at Manchester

$300Ks - $600Ks

Renaissance at Manchester, Manchester, NJ

Resale Only | 55+ age-restricted | Built 1997 - 2007 | 1,904 homes

3.9 rating (8 reviews)

Leisure Knoll

$200Ks - $400Ks

Leisure Knoll, Manchester, NJ

Resale Only | 55+ age-restricted | Built 1973 - 1999 | 1,626 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.

No reviews yet

Holiday Heights

$300Ks - $400Ks

Holiday Heights, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1995 | 1,605 homes

3.6 rating (5 reviews)

Holiday City at Silverton

$100Ks - $400Ks

Holiday City at Silverton, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1967 - 1975 | 1,595 homes

1.8 rating (6 reviews)

Covered Bridge

$200Ks - $300Ks

Covered Bridge, Manalapan, NJ

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 1,557 homes

No reviews yet

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

4.8 rating (6 reviews)

Westlake Golf and Country...

$400Ks - $600Ks

Westlake Golf and Country..., Jackson, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,421 homes

Want to learn more about 55+ communities in Woodbury? 55places can help!

Questions? Call us: (516) 871-3423

2.8 rating (5 reviews)

Leisure Village East

$100Ks - $300Ks

Leisure Village East, Lakewood, NJ

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 1,412 homes

5 rating (3 reviews)

Four Seasons at Lakewood

$300Ks - $500Ks

Four Seasons at Lakewood, Lakewood, NJ

Resale Only | 55+ age-restricted | Built 1994 - 1999 | 1,319 homes

5 rating (1 reviews)

Greenbriar Woodlands

$300Ks - $500Ks

Greenbriar Woodlands, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1998 | 1,250 homes

No reviews yet

The Greens at Half Hollow

$500Ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

2.3 rating (3 reviews)

Crestwood Village 6

<$100k - $200Ks

Crestwood Village 6, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1976 - 1985 | 1,141 homes

5 rating (2 reviews)

The Fairways at Lake Ridg...

$400Ks - $800Ks

The Fairways at Lake Ridg..., Lakewood, NJ

New and Resale | 55+ age-restricted | Built 1998 - 2017 | 1,114 homes

5 rating (1 reviews)

Crestwood Village 5

$200Ks - $400Ks

Crestwood Village 5, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1977 - 1980 | 1,114 homes

No reviews yet

Rivington

$400Ks - $600Ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

2.5 rating (2 reviews)

Crestwood Village 1

<$100k - $100Ks

Crestwood Village 1, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1965 - 1978 | 1,016 homes

3.4 rating (5 reviews)

Crestwood Village 3

<$100k - $200Ks

Crestwood Village 3, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1965 - 1970 | 1,010 homes

Want to learn more about 55+ communities in Woodbury? 55places can help!

Questions? Call us: (516) 871-3423

3.8 rating (4 reviews)

Crestwood Village 2

<$100k - $100Ks

Crestwood Village 2, Whiting, NJ

Resale Only | 55+ age-restricted | Built 1976 - 1980 | 1,000 homes

4 rating (1 reviews)

Jefferson Village

$200Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

5 rating (2 reviews)

Shadow Lake Village

$200Ks - $600Ks

Shadow Lake Village, Red Bank, NJ

Resale Only | 55+ age-restricted | Built 1972 - 1980 | 952 homes

5 rating (1 reviews)

Four Seasons at South Kno...

$400Ks - $700Ks

Four Seasons at South Kno..., Jackson, NJ

Resale Only | 55+ age-restricted | Built 2003 - 2018 | 936 homes

No reviews yet

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

5 rating (1 reviews)

Lake Ridge

$300Ks - $500Ks

Lake Ridge, Toms River, NJ

Resale Only | 55+ age-restricted | Built 1994 - 1998 | 926 homes

No reviews yet

The Village at Oxford Gre...

$500Ks - $700Ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

5 rating (1 reviews)

Four Seasons at Great Not...

$600Ks - $800Ks

Four Seasons at Great Not..., Woodland Park, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes

5 rating (1 reviews)

Four Seasons at Metedecon...

$400Ks - $700Ks

Four Seasons at Metedecon..., Jackson, NJ

Resale Only | 55+ age-restricted | Built 2002 - 2012 | 778 homes

3.5 rating (6 reviews)

Greenbriar at Marlboro

$500Ks - $700Ks

Greenbriar at Marlboro, Marlboro, NJ

Resale Only | 55+ age-restricted | Built 1981 - 1992 | 766 homes

Want to learn more about 55+ communities in Woodbury? 55places can help!

Questions? Call us: (516) 871-3423

4.8 rating (4 reviews)

Wanaque Reserve

$400Ks - $400Ks

Wanaque Reserve, Wanaque, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes

No reviews yet

Meadowbrook Pointe Athlet...

$800Ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

2.8 rating (4 reviews)

Cheesequake Village

$200Ks - $300Ks

Cheesequake Village, Old Bridge, NJ

Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes

No reviews yet

Leisure Knoll

$300Ks - $400Ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

5 rating (1 reviews)

Four Seasons at Manalapan

$700Ks - $700Ks

Four Seasons at Manalapan, Manalapan, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 692 homes

1 2 3 4 5...6

The Village at Oxford Greens

1113 ST ANDREWS DR 17, OXFORD, CT, 06478, Oxford, CT 06478

$668,275

2 beds

3 baths

2,454 sq ft

Condo

1113 ST ANDREWS DR 17, OXFORD, CT, 06478

Community: The Village at Oxford Greens

The Village at Oxford Greens

1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478

$708,275

2 beds

3 baths

2,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

21 HERITAGE LN # 60, WOODBRIDGE, CT, 065...

Community: Regency at Woodbridge

New Fieldstone Village

206 DEERFIELD LN # 206, ORANGE, CT, 0647..., Orange, CT 06477

$760,000

2 beds

3 baths

1,650 sq ft

Condo

206 DEERFIELD LN # 206, ORANGE, CT, 0647...

Community: Fieldstone Village

Heritage Village

977 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$515,000

3 beds

2 baths

1,716 sq ft

Condo

977 HERITAGE VLG B, SOUTHBURY, CT, 06488

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$615,000

2 beds

2 baths

1,532 sq ft

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...

Community: Fairview at Oxford Greens

Heritage Village

7 HERITAGE CRST B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$449,900

2 beds

2 baths

1,447 sq ft

Condo

7 HERITAGE CRST B, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Woodbury? 55places can help!

Questions? Call us: (516) 871-3423

Newbury Village

21 GREAT HERON LN # 21, BROOKFIELD, CT, ..., Brookfield, CT 06804

$720,000

$325,000

2 beds

2 baths

1,432 sq ft

Condo

890 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$300,000

2 beds

2 baths

1,432 sq ft

Condo

133 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4 5 6 7 8 9 10 11 12 13 14…27

Frequently Asked Questions

What size 55+ communities are there in Woodbury?

In Woodbury, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Woodbury?

The smallest 55+ community in Woodbury has 80 homes, the largest has 80 homes, and the average community consists of 80 homes.

Are there new 55+ homes available in Woodbury?

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.

Are there gated 55+ communities in Woodbury?

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.

How long do listings in 55+ communities in Woodbury typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Woodbury stay on the market for around 861 days. The average price of homes for sale in this community is approximately $1,372,500, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Kensington Estates average around $1,372,500.

Want more information about active adult communities around Woodbury?

Global - Lead Form - Buyer or Renter

First Name

Last Name

Phone/Mobile

Text

I'm looking to:

Rent

Buy

*55places does not provide or maintain community HOA information.

Yes, I want to subscribe to email updates from 55places.com, including newsletters, community announcements, and more.

I agree to receive SMS messages to connect me with a local expert.

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 Woodbury?

Call us: (516) 871-3423

1,065 homes near Woodbury

Remove Boundaries ×

Map Satellite

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: Nov 02, 2025.
This application does not include information on all of the properties available for sale at this time.

Call Us Call Us

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

226 communities near Woodbury

1,065 homes near Woodbury

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,365 sq ft

Condo

2 beds

2 baths

1,758 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

1,704 sq ft

Condo

2 beds

2 baths

1,365 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

1 beds

2 baths

1,550 sq ft

2 beds

3 baths

1,583 sq ft

Condo

2 beds

2 baths

1,323 sq ft

Condo

1 beds

2 baths

1,454 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,438 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths