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

1,065 homes near Woodbury

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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
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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
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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
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) 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
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 (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
Heritage Village 73 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$259,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

73 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 568A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488
$429,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

568A HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
Rivington 94 WARRINGTON ROUND # 94, DANBURY, CT, 0..., Danbury, CT 06810
$585,000

2 beds

|

3 baths

|

1,600 sq ft

|

Condo

94 WARRINGTON ROUND # 94, DANBURY, CT, 0...
Community: Rivington
Heritage Village 916 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

916 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$544,999

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

617 CHEROKEE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Heritage Village 740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$415,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

740 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 1132 ST ANDREWS DR 93, OXFORD, CT, 06478, Oxford, CT 06478
$719,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1132 ST ANDREWS DR 93, OXFORD, CT, 06478
Heritage Village 825 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

825 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairview at Oxford Greens 1130 ST ANDREWS DR 94, OXFORD, CT, 06478, Oxford, CT 06478
$729,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1130 ST ANDREWS DR 94, OXFORD, CT, 06478
Fairview at Oxford Greens 1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,..., Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...
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 Village at Oxford Greens 1130 ST ANDREWS DR 94, OXFORD, CT, 06478, Oxford, CT 06478
$729,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1130 ST ANDREWS DR 94, OXFORD, CT, 06478
The Village at Oxford Greens 1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,..., Oxford, CT 06478
$773,625

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1097 SAINT ANDREWS DR LOT 9, OXFORD, CT,...
Fairview at Oxford Greens 1132 ST ANDREWS DR 93, OXFORD, CT, 06478, Oxford, CT 06478
$719,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1132 ST ANDREWS DR 93, OXFORD, CT, 06478
Heritage Village 44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$239,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Newtown Woods 603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470
$489,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

603 BROOKSIDE CT # 603, NEWTOWN, CT, 064...
Community: Newtown Woods
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Long Hill Village 17 RAINBOW DR, TRUMBULL, CT, 06611, Trumbull, CT 06611
$484,900

2 beds

|

2 baths

|

1,370 sq ft

|

Condo

17 RAINBOW DR, TRUMBULL, CT, 06611
Community: Long Hill Village
Heritage Village 123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

123 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Chatfield Farms 18 FIELDSTONE LN # 18, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$599,000

2 beds

|

3 baths

|

2,719 sq ft

18 FIELDSTONE LN # 18, BEACON FALLS, CT,...
Community: Chatfield Farms
Spring Lake Village 8 VILLAGE RD # 8, SOUTHINGTON, CT, 06489, Southington, CT 06489
$224,900

2 beds

|

2 baths

|

1,314 sq ft

|

Condo

8 VILLAGE RD # 8, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
The Village at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
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.
Fairview at Oxford Greens 712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,546 sq ft

|

Condo

712 CHAMPIONSHIP DR # 712, OXFORD, CT, 0...
The Village at Oxford Greens 106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,590 sq ft

|

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...
Heritage Village 114 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$305,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

114 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Fairview at Oxford Greens 1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1117 ST ANDREWS DR 43, OXFORD, CT, 06478
Fairview at Oxford Greens 1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478
$649,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1119 ST ANDREWS DR 44, OXFORD, CT, 06478
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Fairview at Oxford Greens 1121 ST ANDREWS DR 45, OXFORD, CT, 06478, Oxford, CT 06478
$709,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1121 ST ANDREWS DR 45, OXFORD, CT, 06478
The Village at Oxford Greens 1117 ST ANDREWS DR 43, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

2 beds

|

3 baths

|

2,536 sq ft

|

Condo

1117 ST ANDREWS DR 43, OXFORD, CT, 06478
Oronoque Village 543 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

543 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 1121 ST ANDREWS DR 45, OXFORD, CT, 06478, Oxford, CT 06478
$709,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1121 ST ANDREWS DR 45, OXFORD, CT, 06478
The Village at Oxford Greens 1119 ST ANDREWS DR 44, OXFORD, CT, 06478, Oxford, CT 06478
$649,900

2 beds

|

3 baths

|

2,454 sq ft

|

Condo

1119 ST ANDREWS DR 44, OXFORD, CT, 06478
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.
Chatfield Farms 81 FIELDSTONE LN # 81, BEACON FALLS, CT,..., Beacon Falls, CT 06403
$639,900

2 beds

|

2 baths

|

1,988 sq ft

|

Condo

81 FIELDSTONE LN # 81, BEACON FALLS, CT,...
Community: Chatfield Farms
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$265,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Park Glen 1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776, New Milford, CT 06776
$545,000

2 beds

|

2 baths

|

1,880 sq ft

|

Condo

1 BLOSSOM CT # 1, NEW MILFORD, CT, 06776
Community: Park Glen
Heritage Village 93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$265,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 18 COACH DR # 18, SOUTHINGTON, CT, 06489, Southington, CT 06489
$239,900

2 beds

|

2 baths

|

1,178 sq ft

|

Condo

18 COACH DR # 18, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Heritage Village 103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$185,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 902 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$389,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

902 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Prospect 11 POPLAR DR # 11, PROSPECT, CT, 06712, Prospect, CT 06712
$549,000

3 beds

|

3 baths

|

2,058 sq ft

|

Condo

11 POPLAR DR # 11, PROSPECT, CT, 06712
Community: Regency at Prospect
Heritage Village 793 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$234,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

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

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1,065 homes near Woodbury
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