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Woodbury, NY 55+ active adult communities & homes for sale - Page 20

843 homes 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
$200Ks - $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
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.
3.9 rating (8 reviews) Leisure Knoll
$200Ks - $400Ks
Leisure Knoll, Manchester, NJ
Resale Only | 55+ age-restricted | Built 1973 - 1999 | 1,626 homes
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 - $400Ks
Covered Bridge, Manalapan, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 1,557 homes
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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...
$300Ks - $700Ks
Westlake Golf and Country..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2006 | 1,421 homes
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
$400Ks - $500Ks
Four Seasons at Lakewood, Lakewood, NJ
Resale Only | 55+ age-restricted | Built 1994 - 1999 | 1,319 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) Greenbriar Woodlands
$300Ks - $400Ks
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
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
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5 rating (2 reviews) The Fairways at Lake Ridg...
$300Ks - $900Ks
The Fairways at Lake Ridg..., Lakewood, NJ
New and Resale | 55+ age-restricted | Built 1998 - 2017 | 1,114 homes
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
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
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.
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
$300Ks - $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...
$400Ks - $700Ks
Four Seasons at South Kno..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 2003 - 2018 | 936 homes
Oronoque Village
$200Ks - $600Ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
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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 - $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...
$500Ks - $600Ks
Four Seasons at Metedecon..., Jackson, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2012 | 778 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.
3.7 rating (7 reviews) Greenbriar at Marlboro
$500Ks - $600Ks
Greenbriar at Marlboro, Marlboro, NJ
Resale Only | 55+ age-restricted | Built 1981 - 1992 | 766 homes
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
$200Ks - $300Ks
Cheesequake Village, Old Bridge, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes
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Questions? Call us: (516) 871-3423
Leisure Knoll
$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
The Village at Oxford Greens 413 MULLIGAN DR # 413, OXFORD, CT, 06478, Oxford, CT 06478
$519,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

413 MULLIGAN DR # 413, OXFORD, CT, 06478
Oronoque Village 183 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,900

2 beds

|

3 baths

|

1,426 sq ft

|

Condo

183 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0..., Southington, CT 06489
$284,900

1 beds

|

2 baths

|

1,028 sq ft

|

Condo

85 CLEARVIEW CT # 85, SOUTHINGTON, CT, 0...
Community: Spring Lake Village
New The Coach Homes at Ridgefield 233 DANBURY RD A209, RIDGEFIELD, CT, 068..., Ridgefield, CT 06877
$549,000

1 beds

|

2 baths

|

1,000 sq ft

|

Condo

233 DANBURY RD A209, RIDGEFIELD, CT, 068...
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
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
Oronoque Village 766 NYACK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$649,000

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

766 NYACK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Spring Lake Village 889 GLACIER WAY # 889, SOUTHINGTON, CT, ..., Southington, CT 06489
$375,000

3 beds

|

2 baths

|

1,923 sq ft

|

Condo

889 GLACIER WAY # 889, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Long Hill Village 4 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611
$495,500

2 beds

|

2 baths

|

1,400 sq ft

4 CIDER MILL LN, TRUMBULL, CT, 06611
Community: Long Hill Village
New Spring Lake Village 951 SWEETHEART PATH # 951, SOUTHINGTON, ..., Southington, CT 06489
$389,000

2 beds

|

3 baths

|

1,550 sq ft

|

Condo

951 SWEETHEART PATH # 951, SOUTHINGTON, ...
Community: Spring Lake 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.
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
Oronoque Village 164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$465,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 520 TRADITIONS CT N # 520, OXFORD, CT, 0..., Oxford, CT 06478
$629,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

520 TRADITIONS CT N # 520, OXFORD, CT, 0...
Oronoque Village 617 CHEROKEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$524,900

1 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 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
Fieldstone Village 323 GOOSE LN # 323, ORANGE, CT, 06477, Orange, CT 06477
$848,500

3 beds

|

4 baths

|

1,962 sq ft

|

Condo

323 GOOSE LN # 323, ORANGE, CT, 06477
Community: Fieldstone Village
Heritage Village 114 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$298,000

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

114 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Evergreen 34 WOODSBORO CIR # 34, CROMWELL, CT, 064..., Cromwell, CT 06416
$519,900

2 beds

|

2 baths

|

1,758 sq ft

|

Condo

34 WOODSBORO CIR # 34, CROMWELL, CT, 064...
Community: Evergreen
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.
Oronoque Village 488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$599,000

2 beds

|

3 baths

|

1,438 sq ft

|

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 195 BAYFIELD LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

1,575 sq ft

|

Condo

195 BAYFIELD LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 331 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$265,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

331 HERITAGE VLG E, 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...
Want to learn more about 55+ communities in Woodbury? 55places can help!
Questions? Call us: (516) 871-3423
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
New Spring Lake Village 1 COACH DR # 1, SOUTHINGTON, CT, 06489, Southington, CT 06489
$279,900

2 beds

|

2 baths

|

1,323 sq ft

|

Condo

1 COACH DR # 1, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
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
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
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.
Park Glen 10 HARMONY TRL # 10, NEW MILFORD, CT, 06..., New Milford, CT 06776
$639,000

2 beds

|

3 baths

|

4,023 sq ft

|

Condo

10 HARMONY TRL # 10, NEW MILFORD, CT, 06...
Community: Park Glen
Regency at Woodbridge 10 HILLCREST DR # 5, WOODBRIDGE, CT, 065..., Woodbridge, CT 06525
$995,000

3 beds

|

3 baths

|

Condo

10 HILLCREST DR # 5, WOODBRIDGE, CT, 065...
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
Heritage Village 98 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$329,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

98 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Newtown Woods 603 BROOKSIDE CT # 603, NEWTOWN, CT, 064..., Newtown, CT 06470
$484,000

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
Newbury Village 332 STILL WATER CIR # 332, BROOKFIELD, C..., Brookfield, CT 06804
$525,000

2 beds

|

2 baths

|

1,466 sq ft

|

Condo

332 STILL WATER CIR # 332, BROOKFIELD, C...
Community: Newbury Village
Park Glen 15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776
$699,900

2 beds

|

4 baths

|

2,720 sq ft

|

Condo

15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
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
Heritage Village 644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$524,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

644 HERITAGE VLG A, 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 859 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$367,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

859 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Woodbridge 1 WHISPER RIDGE WAY # 51, WOODBRIDGE, CT..., Woodbridge, CT 06525
$759,000

3 beds

|

3 baths

|

2,180 sq ft

|

Condo

1 WHISPER RIDGE WAY # 51, WOODBRIDGE, CT...
Heritage Village 60 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,900

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

60 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$360,000

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
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
Heritage Village 335 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$314,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

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

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