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Essex, CT 55+ active adult communities & homes for sale - Page 4

186 homes near Essex

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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
Oronoque Village
$200ks - $400ks
Oronoque Village, Stratford, CT
Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes
Leisure Village
$100ks - $300ks
Leisure Village, Ridge, NY
Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes
3.7 rating (3 reviews) Greenwood Village
$100ks
Greenwood Village, Manorville, NY
Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes
The Village at Oxford Gre...
$400ks - $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
The Waterways at Moriches
$300ks - $600ks
The Waterways at Moriches, Moriches, NY
Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 homes
Fairview at Oxford Greens
$400ks - $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes
Spring Lake Village
$100ks - $200ks
Spring Lake Village, Southington, CT
Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes
The Manors at The Colony ...
$300ks - $400ks
The Manors at The Colony ..., Shirley, NY
New Construction | 55+ age-restricted | Built 2013 - present | 150 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) The Villages at Mount Sin...
$600ks
The Villages at Mount Sin..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes
5 rating (2 reviews) Fairfield at St. James
$300ks - $500ks
Fairfield at St. James, St. James, NY
Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 homes
Leisure Glen
$300ks - $400ks
Leisure Glen, Ridge, NY
Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes
Leisure Knoll
$200ks - $400ks
Leisure Knoll, Ridge, NY
Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes
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4 rating (8 reviews) Glenwood Village
$100ks - $200ks
Glenwood Village, Riverhead, NY
New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
5 rating (1 reviews) Sunrise Village
$400ks
Sunrise Village, Sayville, NY
Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 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) Westhampton Pines
$900ks - $1Ms
Westhampton Pines, Westhampton, NY
Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes
5 rating (1 reviews) Encore Atlantic Shores
$500ks - $800ks
Encore Atlantic Shores, Eastport, NY
Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes
The Trails
$500ks - $700ks
The Trails, Hopkinton, MA
New Construction | 55+ age-restricted | Built 2017 - present | 170 homes
Country Pointe Preserve
$600ks - $900ks
Country Pointe PreserveYaphank, NY
New Construction | 55+ age-restricted | Built 2024 - present | 152 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes
Eagles Walk at East Quogu...
$300ks - $400ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
3.5 rating (2 reviews) Foxwood Village
$200ks - $400ks
Foxwood Village, Calverton, NY
Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 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.
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
The Powder Forest Homes
$500ks - $700ks
The Powder Forest Homes, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2006 - 2016 | 182 homes
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
North Woods of Colchester
$300ks - $400ks
North Woods of Colchester, Colchester, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes
The Village at Orchard Me...
$400ks - $500ks
The Village at Orchard Me..., Shrewsbury, MA
Resale Only | 55+ age-restricted | Built 2002 - 2007 | 114 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.
Oak Meadow Estates
$200ks - $300ks
Oak Meadow Estates, Torrington, CT
New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes
The Gardens of Wilbraham
$200ks - $400ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes
Forest Glen
$400ks - $500ks
Forest Glen, Uxbridge, MA
New Construction | 55+ age-restricted | Built 2018 - present | 44 homes
Orchard Hill
$500ks
Orchard Hill, Westborough, MA
Resale Only | 55+ age-restricted | Built 2002 - 2010 | 100 homes
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Meadow Brook Estates
$300ks - $400ks
Meadow Brook Estates, Oxford, CT
Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
12...3
Leisure Glen 530 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$579,000

2 beds

|

2 baths

|

1,434 sq ft

|

Condo

530 LEISURE DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Heritage Village 575 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$399,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Forest Glen 61 SPRING HILL DR 61, UXBRIDGE, MA, 0156..., Uxbridge, MA 01569
$589,000

2 beds

|

2 baths

|

1,525 sq ft

|

Condo

61 SPRING HILL DR 61, UXBRIDGE, MA, 0156...
Community: Forest Glen
South Pond Village 81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$259,999

2 beds

|

2 baths

|

1,204 sq ft

|

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002
Community: South Pond Village
Oronoque Village 133 BANNOCK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$635,000

2 beds

|

3 baths

|

2,038 sq ft

|

Condo

133 BANNOCK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Heritage Village 914 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$289,900

2 beds

|

2 baths

|

1,144 sq ft

|

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Chatfield Farms 8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403
$699,900

3 beds

|

4 baths

|

2,610 sq ft

|

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...
Community: Chatfield Farms
Heritage Village 419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488
$500,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

419 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$167,000

2 beds

|

2 baths

|

1,164 sq ft

|

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood 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 745 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

745 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Village Vistas 11 THERESA LN, BROOKHAVEN, NY, 11777, Brookhaven, NY 11777
$1,325,000

2 beds

|

4 baths

|

3,000 sq ft

|

Condo

11 THERESA LN, BROOKHAVEN, NY, 11777
Community: Village Vistas
Heritage Village 968 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

2 beds

|

2 baths

|

1,071 sq ft

|

Condo

968 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Encore Atlantic Shores 236 ENCORE BLVD, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941
$790,000

2 beds

|

2 baths

|

2,215 sq ft

|

Condo

236 ENCORE BLVD, BROOKHAVEN, NY, 11941
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Leisure Knoll 475 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$499,900

3 beds

|

2 baths

|

1,592 sq ft

|

House

475 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
The Manors at The Colony Preserve 34 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$515,000

2 beds

|

2 baths

|

1,357 sq ft

|

Condo

34 GREENTREE CT, BROOKHAVEN, NY, 11967
The Village at Oxford Greens 301 FAIRWAY DR 301, OXFORD, CT, 06478, Oxford, CT 06478
$619,000

2 beds

|

2 baths

|

2,080 sq ft

|

Condo

301 FAIRWAY DR 301, OXFORD, CT, 06478
Westhampton Pines 39 KIMBERLY DR 39, SOUTHAMPTON, NY, 1197..., Southampton, NY 11977
$1,495,000

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

39 KIMBERLY DR 39, SOUTHAMPTON, NY, 1197...
Community: Westhampton Pines
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.
Granite Woods 35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762
$229,000

1 beds

|

1 baths

|

889 sq ft

|

Condo

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762
Community: Granite Woods
Oronoque Village 635 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

3 baths

|

1,454 sq ft

|

Condo

635 N TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
The Village at Oxford Greens 607 CHAMPIONSHIP DR 607, OXFORD, CT, 064..., Oxford, CT 06478
$650,000

3 beds

|

3 baths

|

2,731 sq ft

|

Condo

607 CHAMPIONSHIP DR 607, OXFORD, CT, 064...
Greenwood Village 54 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$120,000

2 beds

|

2 baths

|

1,134 sq ft

|

Condo

54 DOGWOOD LN, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Oronoque Village 13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614
$399,000

1 beds

|

2 baths

|

1,330 sq ft

|

Condo

13 ALGONQUIN LN C, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 423 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$299,000

2 beds

|

2 baths

|

1,365 sq ft

|

Condo

423 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Waterways at Moriches 554 MIRROR POND CT, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955
$499,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

554 MIRROR POND CT, BROOKHAVEN, NY, 1195...
Oronoque Village 446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614
$635,000

3 beds

|

3 baths

|

1,426 sq ft

|

Condo

446 HAMMERSTONE LN B, STRATFORD, CT, 066...
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 151 S TRL B, STRATFORD, CT, 06614, Stratford, CT 06614
$449,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

151 S TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
Heritage Village 761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$324,900

2 beds

|

2 baths

|

1,063 sq ft

|

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Leisure Glen 10 OAKDALE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$579,900

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

10 OAKDALE CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Leisure Village 116 B EXMORE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$290,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

116 B EXMORE CT, BROOKHAVEN, NY, 11961
Community: Leisure Village
Leisure Village 373 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961
$415,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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
Leisure Village 432A FALMOUTH CT # 432A, RIDGE, NY, 1196..., Ridge, NY 11961
$389,000

2 beds

|

1 baths

|

1,074 sq ft

|

Condo

432A FALMOUTH CT # 432A, RIDGE, NY, 1196...
Community: Leisure Village
Spring Lake Village 621 OVERLOOK PATH 621, SOUTHINGTON, CT, ..., Southington, CT 06489
$330,000

2 beds

|

3 baths

|

1,133 sq ft

|

Condo

621 OVERLOOK PATH 621, SOUTHINGTON, CT, ...
Community: Spring Lake Village
Greenwood Village 164 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$142,997

2 beds

|

2 baths

|

938 sq ft

|

Condo

164 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood 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.
Eagles Walk at East Quogue 104 AERIE WAY, SOUTHAMPTON, NY, 11942, Southampton, NY 11942
$529,000

2 beds

|

2 baths

|

1,341 sq ft

|

Condo

104 AERIE WAY, SOUTHAMPTON, NY, 11942
Baldwin Station 7 FIRE THORN LN 7, MILFORD, CT, 06461, Milford, CT 06461
$679,950

2 beds

|

3 baths

|

2,331 sq ft

|

Condo

7 FIRE THORN LN 7, MILFORD, CT, 06461
Community: Baldwin Station
The Waterways at Moriches 477 WOODSCREEK CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$565,000

3 beds

|

2 baths

|

1,839 sq ft

|

Condo

477 WOODSCREEK CT, BROOKHAVEN, NY, 11955
The Trails 14 WATERVILLE LN # 14, HOPKINTON, MA, 01..., Hopkinton, MA 01748
$989,000

2 beds

|

3 baths

|

2,274 sq ft

|

Condo

14 WATERVILLE LN # 14, HOPKINTON, MA, 01...
Community: The Trails
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Leisure Village 380 WOODBRIDGE DR D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$434,000

2 beds

|

2 baths

|

1,147 sq ft

|

Condo

380 WOODBRIDGE DR D, BROOKHAVEN, NY, 119...
Community: Leisure Village
Foxwood Village 1407 MIDDLE RD 275, RIVERHEAD, NY, 11933, Riverhead, NY 11933
$422,000

3 beds

|

2 baths

|

1,530 sq ft

|

House

1407 MIDDLE RD 275, RIVERHEAD, NY, 11933
Community: Foxwood Village
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