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

226 communities near Woodbury

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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
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
$200Ks - $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.
Holiday Heights
$200Ks - $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 - $200Ks
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
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 - $700Ks
Westlake Golf and Country..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,421 homes
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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 (2 reviews) Greenbriar Woodlands
$300Ks - $500Ks
Greenbriar Woodlands, Toms River, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1998 | 1,250 homes
The Greens at Half Hollow
$600Ks - $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
$100Ks - $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...
$300Ks - $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
$100Ks - $200Ks
Crestwood Village 5, Whiting, NJ
Resale Only | 55+ age-restricted | Built 1977 - 1980 | 1,114 homes
Rivington
$600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 homes
2.5 rating (2 reviews) Crestwood Village 1
<$100k
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
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Questions? Call us: (516) 871-3423
3.8 rating (4 reviews) Crestwood Village 2
<$100k
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 - $500Ks
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...
$300Ks - $700Ks
Four Seasons at South Kno..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 936 homes
Oronoque Village
$300Ks - $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
The Village at Oxford Gre...
$500Ks - $600Ks
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 - $600Ks
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 - $600Ks
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
Wanaque Reserve, Wanaque, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 755 homes
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
$100Ks - $300Ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
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
Four Seasons at Manalapan, Manalapan, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 692 homes
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenbriar Woodlands 1580 SCHOLAR PL, TOMS RIVER, NJ, 08755, Toms River, NJ 08755
$399,900

2 beds

|

2 baths

|

1,832 sq ft

|

Ranch

1580 SCHOLAR PL, TOMS RIVER, NJ, 08755
Leisure Village 530 PORTSMOUTH DR D, LAKEWOOD, NJ, 08701, Lakewood, NJ 08701
$225,000

2 beds

|

1 baths

|

Ranch

530 PORTSMOUTH DR D, LAKEWOOD, NJ, 08701
Community: Leisure 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
The Woods at Dunham Pond 12 HERON VIEW RD # 12, NEW FAIRFIELD, CT..., New Fairfield, CT 06812
$409,900

1 beds

|

2 baths

|

1,550 sq ft

12 HERON VIEW RD # 12, NEW FAIRFIELD, CT...
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

1 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

2 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
Community: Oronoque Village
New Oronoque Village 516 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$459,900

2 beds

|

2 baths

|

1,426 sq ft

|

Condo

516 OPA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
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
Oronoque Village 736 QUINNIPIAC LN B, STRATFORD, CT, 0661..., Stratford, CT 06614
$475,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

736 QUINNIPIAC LN B, STRATFORD, CT, 0661...
Community: Oronoque Village
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 106 COUNTRY CLUB DR # 106, OXFORD, CT, 0..., Oxford, CT 06478
$580,000

2 beds

|

3 baths

|

1,590 sq ft

|

Condo

106 COUNTRY CLUB DR # 106, OXFORD, CT, 0...
New Heritage Village 723 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$259,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

723 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 98 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$309,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

98 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$619,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$479,999

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Oronoque Village 638 ONONDAGA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$384,000

1 beds

|

3 baths

|

2,071 sq ft

|

Condo

638 ONONDAGA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 413 MULLIGAN DR # 413, OXFORD, CT, 06478, Oxford, CT 06478
$539,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

413 MULLIGAN DR # 413, OXFORD, CT, 06478
Heritage Village 170 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 563 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488
$263,000

2 beds

|

2 baths

|

1,308 sq ft

|

Condo

563 HERITAGE VLG F, SOUTHBURY, CT, 06488
Community: Heritage Village
Gloria Commons 10 LUCIUS CT # 10, MILFORD, CT, 06461, Milford, CT 06461
$450,000

2 beds

|

3 baths

|

2,061 sq ft

|

Condo

10 LUCIUS CT # 10, MILFORD, CT, 06461
Community: Gloria Commons
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 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
Heritage Village 862 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$499,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

862 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 930 TILLINGHAST DR # 930, OXFORD, CT, 06..., Oxford, CT 06478
$759,900

2 beds

|

3 baths

|

2,365 sq ft

930 TILLINGHAST DR # 930, OXFORD, CT, 06...
Heritage Village 701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$390,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Evergreen 2 GATESVILLE LN # 6, CROMWELL, CT, 06416, Cromwell, CT 06416
$599,900

3 beds

|

4 baths

|

2,194 sq ft

|

Condo

2 GATESVILLE LN # 6, CROMWELL, CT, 06416
Community: Evergreen
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
Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$280,000

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
Evergreen 34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416
$539,000

2 beds

|

2 baths

|

1,758 sq ft

|

Condo

34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
Heritage Village 623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$535,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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 568A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488
$409,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

568A HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$395,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 39 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$238,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

39 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Spring Lake Village 85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489
$294,500

1 beds

|

2 baths

|

1,028 sq ft

|

Condo

85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
Heritage Village 865 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

865 HERITAGE VLG 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
Heritage Village 60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$295,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
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 859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$380,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$439,900

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Newtown Woods 433 BROOKSIDE CT 433, NEWTOWN, CT, 06470, Newtown, CT 06470
$500,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

433 BROOKSIDE CT 433, NEWTOWN, CT, 06470
Community: Newtown Woods

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226 communities near Woodbury
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