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Pearl River, NY 55+ active adult communities & homes for sale - Page 15

601 homes near Pearl River

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The Hollows at Blue Hill
$1Ms
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
3 rating (2 reviews) Heritage Hills
$300Ks - $900Ks
Heritage Hills, Somers, NY
Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes
3.6 rating (7 reviews) Heritage Village
$200Ks - $500Ks
Heritage Village, Southbury, CT
Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes
3.7 rating (6 reviews) Rossmoor Village
$100Ks - $300Ks
Rossmoor Village, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1965 - 1991 | 2,303 homes
3.6 rating (20 reviews) Clearbrook
<$100k - $500Ks
Clearbrook, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1972 - 1993 | 2,026 homes
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4.2 rating (9 reviews) Concordia
$200Ks - $500Ks
Concordia, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1982 - 2000 | 1,757 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
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
Regency at Monroe
$600Ks - $800Ks
Regency at Monroe, Monroe, NJ
Resale Only | 55+ age-restricted | Built 2001 - 2020 | 1,200 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.
Canal Walk
$400Ks - $800Ks
Canal Walk, Somerset, NJ
Resale Only | 55+ age-restricted | Built 2002 - 2018 | 1,200 homes
4 rating (1 reviews) Greenbriar
$400Ks - $500Ks
Greenbriar, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2001 | 1,194 homes
Rivington
$400Ks - $600Ks
Rivington, Danbury, CT
New and Resale | Age-targeted | Built 2006 - present | 1,050 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
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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
3.6 rating (12 reviews) Stonebridge
$400Ks - $700Ks
Stonebridge, Monroe, NJ
Resale Only | 55+ age-restricted | Built 2006 - 2018 | 946 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
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 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
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
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Somerset Run
$300Ks - $1Ms
Somerset Run, Somerset, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2007 | 755 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
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) Four Seasons at Manalapan
$700Ks
Four Seasons at Manalapan, Manalapan, NJ
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 692 homes
5 rating (1 reviews) The Villages of Flowers M...
$500Ks
The Villages of Flowers M..., Langhorne, PA
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 675 homes
Fox Hills
$300Ks - $500Ks
Fox Hills, Rockaway, NJ
Resale Only | 55+ age-restricted | Built 2000 - 2003 | 672 homes
2.8 rating (5 reviews) The Villages NJ
$200Ks - $400Ks
The Villages NJ, Howell, NJ
Resale Only | 55+ age-restricted | Built 1967 - 1975 | 670 homes
Country Pointe Plainview
$1Ms
Country Pointe Plainview, Plainview, NY
New Construction | 55+ age-restricted | Built 2017 - present | 660 homes
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5 rating (2 reviews) Fairfield at St. James
$400Ks - $500Ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Venue at Monroe
$600Ks - $800Ks
Venue at Monroe, Monroe, NJ
New Construction | 55+ age-restricted | Built 2019 - present | 587 homes
5 rating (1 reviews) The Ponds
$400Ks - $500Ks
The Ponds, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1994 - 1999 | 575 homes
Village Grande at Bear Cr...
$100Ks - $600Ks
Village Grande at Bear Cr..., West Windsor, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2004 | 540 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.
Equestra at Colts Neck Cr...
$800Ks - $900Ks
Equestra at Colts Neck Cr..., Farmingdale, NJ
Resale Only | 55+ age-restricted | Built 2007 - 2018 | 483 homes
Bald Eagle Commons
$100Ks - $200Ks
Bald Eagle Commons, West Milford, NJ
Resale Only | 55+ age-restricted | Built 1995 - 2005 | 463 homes
4.2 rating (12 reviews) Surrey Downs
$300Ks - $400Ks
Surrey Downs, Freehold, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes
5 rating (2 reviews) Evergreen at Hamilton
$300Ks - $400Ks
Evergreen at Hamilton, Hamilton Township, NJ
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 416 homes
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
Whittingham
$300Ks - $500Ks
Whittingham, Monroe, NJ
Resale Only | 55+ age-restricted | Built 1986 - 1994 | 413 homes
The Seasons at East Meado...
$500Ks - $600Ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
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
Heritage Village 132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$285,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Baldwin Station 7 FIRE THORN LN # 7, MILFORD, CT, 06461, Milford, CT 06461
$689,950

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

7 FIRE THORN LN # 7, MILFORD, CT, 06461
Community: Baldwin Station
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
Heritage Village 953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$264,900

1 beds

|

1 baths

|

928 sq ft

|

Condo

953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 917 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$225,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

917 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
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
Oronoque Village 289 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614
$639,900

1 beds

|

3 baths

|

1,620 sq ft

|

Condo

289 AGAWAM DR B, STRATFORD, CT, 06614
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.
Oronoque Village 87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$420,000

1 beds

|

2 baths

|

1,454 sq ft

|

Condo

87 CREEK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

1 beds

|

3 baths

|

1,360 sq ft

|

Condo

383 SEQUOIA LN A, STRATFORD, CT, 06614
Community: Oronoque 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
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
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
Oronoque Village 522 IROQUOIS LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

3 beds

|

3 baths

|

1,426 sq ft

|

Condo

522 IROQUOIS LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 123 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$364,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

123 HERITAGE VLG B, 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
Oronoque Village 133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$629,900

3 beds

|

3 baths

|

1,438 sq ft

|

Condo

133 BANNOCK LN A, STRATFORD, CT, 06614
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.
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
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...
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
Heritage Village 761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$344,900

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
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
Heritage Village 25 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$449,000

2 beds

|

2 baths

|

1,447 sq ft

|

Condo

25 HERITAGE CRST C, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 35 ALGONQUIN LN D, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

2 baths

|

1,300 sq ft

|

Condo

35 ALGONQUIN LN D, STRATFORD, CT, 06614
Community: Oronoque Village
Oronoque Village 375 PIUTE LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$450,000

1 beds

|

3 baths

|

1,550 sq ft

|

Condo

375 PIUTE LN B, STRATFORD, CT, 06614
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.
Oronoque Village 664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$549,900

1 beds

|

3 baths

|

1,438 sq ft

|

Condo

664 OSAGE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
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 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 929 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$499,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

929 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 737 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$369,900

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

737 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
Heritage Village 198 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

198 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 1008 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488
$388,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

1008 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
Heritage Village 889 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$374,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

889 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$349,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 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.
The Village at Oxford Greens 709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...
Fairview at Oxford Greens 709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0..., Oxford, CT 06478
$615,000

2 beds

|

2 baths

|

1,532 sq ft

|

Condo

709 CHAMPIONSHIP DR # 709, OXFORD, CT, 0...
Heritage Village 890 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$325,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

890 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 176 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,900

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

176 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Want to learn more about 55+ communities in Pearl River? 55places can help!
Questions? Call us: (845) 653-3802
Heritage Village 69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$339,900

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

69 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village 73 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$214,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

73 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village

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