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Essex, CT 55+ active adult communities & homes for sale - Page 3

106 communities near Essex

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Bella Vista
$300ks - $400ks
Bella Vista, Glocester, RI
Resale Only | 55+ age-restricted | Built 2015 - 2021 | 70 homes
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
The Village at Buckingham
$300ks - $400ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
Clockmaker's Hill
$100ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
5 rating (2 reviews) Benson Woods
$400ks - $600ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Want to learn more about 55+ communities in Essex? 55places can help!
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Southwinds
$600ks - $700ks
Southwinds, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2005 - 2010 | 70 homes
Brandywyne
$700ks - $800ks
Brandywyne, South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2011 - 2013 | 37 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 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 Bridges at Oxford Gre...
$600ks
The Bridges at Oxford Gre..., Oxford, CT
New Construction | 55+ age-restricted | Built 2025 - present | 99 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Founders Village
$400ks - $500ks
Founders Village, Southold, NY
Resale Only | 55+ age-restricted | Built 1981 - 1985 | 92 homes
The Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 homes
4 rating (1 reviews) Vineyards at Blue Point
$500ks - $700ks
Vineyards at Blue Point, Blue Point, NY
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes
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Questions? Call us: (959) 265-7852
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Long Hill Village
$300ks - $400ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
3.5 rating (2 reviews) Harvest Pointe
$800ks - $3Ms
Harvest Pointe, Cutchogue, NY
New Construction | 55+ age-restricted | Built 2017 - present | 124 homes
RiverBend Estates
$400ks
RiverBend Estates, Oxford, CT
New and Resale | 55+ age-restricted | Built 2012 - present | 25 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.
Summer Wind Estates
$300ks - $400ks
Summer Wind Estates, North Haven, CT
New Construction | 55+ age-restricted | Built 2015 - present | 18 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Bidwell Village
$300ks - $400ks
Bidwell Village, Coventry, CT
New Construction | 55+ age-restricted | Built 2020 - present | 37 homes
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Cobblestone Court
$400ks - $500ks
Cobblestone Court, Essex, CT
New and Resale | 55+ age-restricted | Built 2017 - present | 8 homes
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Questions? Call us: (959) 265-7852
Gloria Commons
$200ks - $300ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Forest Mews
$300ks - $400ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
The Village at Hunt Glen
$300ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Brookedge Village Condomi...
$300ks - $400ks
Brookedge Village Condomi..., South Kingstown, RI
Resale Only | 55+ age-restricted | Built 2007 - 2007 | 28 homes
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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.
Boulder Brook
$200ks
Boulder Brook, Prospect, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes
New The Village at Oxford Greens 114 COUNTRY CLUB DR 114, OXFORD, CT, 064..., Oxford, CT 06478
$575,000

2 beds

|

2 baths

|

1,590 sq ft

|

Condo

114 COUNTRY CLUB DR 114, OXFORD, CT, 064...
New Meadow Brook Estates 194 EASTWOOD DR 194, SEYMOUR, CT, 06483, Seymour, CT 06483
$599,000

2 beds

|

3 baths

|

2,295 sq ft

|

Condo

194 EASTWOOD DR 194, SEYMOUR, CT, 06483
New The Powder Forest Homes 47 ASHTON CIR 47, SIMSBURY, CT, 06070, Simsbury, CT 06070
$695,000

2 beds

|

3 baths

|

1,843 sq ft

47 ASHTON CIR 47, SIMSBURY, CT, 06070
New Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
New Spring Lake Village 214 WATERS EDGE DR 214, SOUTHINGTON, CT,..., Southington, CT 06489
$317,000

2 beds

|

3 baths

|

1,564 sq ft

|

Condo

214 WATERS EDGE DR 214, SOUTHINGTON, CT,...
Community: Spring Lake Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Heritage Village 889 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$358,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

889 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Leisure Village 64 ENFIELD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$369,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

64 ENFIELD CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
New Woodridge Strathmore Terrace 7 COBBLESTONE WAY, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$449,000

2 beds

|

2 baths

|

840 sq ft

|

Condo

7 COBBLESTONE WAY, BROOKHAVEN, NY, 11766
New North Woods of Colchester 24 CENTER CT 24, COLCHESTER, CT, 06415, Colchester, CT 06415
$515,000

2 beds

|

2 baths

|

1,357 sq ft

|

Condo

24 CENTER CT 24, COLCHESTER, CT, 06415
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.
New Greenwood Village 191 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$139,999

2 beds

|

2 baths

|

1,032 sq ft

|

Condo

191 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Oronoque Village 402 MONTAUK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$515,000

2 beds

|

3 baths

|

1,118 sq ft

|

Condo

402 MONTAUK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Strathmore Gate East 47 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$405,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

47 FORGE LN, BROOKHAVEN, NY, 11727
New Brierly Pond Village 16 BRIERLY CIR 16, MILLBURY, MA, 01527, Millbury, MA 01527
$519,900

2 beds

|

3 baths

|

2,029 sq ft

|

Condo

16 BRIERLY CIR 16, MILLBURY, MA, 01527
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Heritage Village 738 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$365,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

738 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New The Waterways at Moriches 549 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$649,000

2 beds

|

2 baths

|

1,497 sq ft

|

Condo

549 HIGHLAND CT, BROOKHAVEN, NY, 11955
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New Leisure Village 248 NEWCASTLE CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$415,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

248 NEWCASTLE CT A, BROOKHAVEN, NY, 1196...
Community: Leisure Village
New Leisure Village 375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$389,000

2 beds

|

1 baths

|

1,171 sq ft

|

Condo

375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...
Community: Leisure 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.
New The Manors at The Colony Preserve 94 LAKESIDE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967
$529,999

2 beds

|

2 baths

|

1,360 sq ft

|

Condo

94 LAKESIDE CT, BROOKHAVEN, NY, 11967
New Strathmore Gate East 22 FREEMONT LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$429,000

2 beds

|

2 baths

|

1,112 sq ft

|

Condo

22 FREEMONT LN, BROOKHAVEN, NY, 11727
New Heritage Village 36 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$525,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

36 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New South Pond Village 78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$289,900

3 beds

|

3 baths

|

1,639 sq ft

|

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
New The Powder Forest Homes 3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070
$629,900

2 beds

|

3 baths

|

1,284 sq ft

|

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070
New The Village at Oxford Greens 575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

575 INVERNESS CT 575, OXFORD, CT, 06478
New Oak Meadow Estates 65 OAK MEADOW LN 65, TORRINGTON, CT, 067..., Torrington, CT 06790
$485,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN 65, TORRINGTON, CT, 067...
Community: Oak Meadow Estates
New Leisure Village 273 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$289,000

2 beds

|

1 baths

|

836 sq ft

|

Condo

273 BERWICK CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
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.
New Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
The Village at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Fairview at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Glenwood Village 1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1..., Riverhead, NY 11901
$449,999

3 beds

|

2 baths

|

1,680 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1...
Community: Glenwood Village
Leisure Village 72 ENFIELD CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$359,900

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

72 ENFIELD CT A, BROOKHAVEN, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
Pond Spring Village 17 PONDVIEW CIR 17, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$474,900

2 beds

|

2 baths

|

1,474 sq ft

|

Condo

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06...
Community: Pond Spring Village
Heritage Village 331 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$189,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

331 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
Country Pointe Preserve 118 JUNIPER LN 31, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$865,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

118 JUNIPER LN 31, BROOKHAVEN, NY, 11980
Oronoque Village 99 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$485,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

99 SEMINOLE 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.
The Waterways at Moriches 290 W MIDLAND POND CT 290, BROOKHAVEN, N..., Brookhaven, NY 11955
$629,000

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

290 W MIDLAND POND CT 290, BROOKHAVEN, N...
Want to learn more about 55+ rental communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
Heritage Village 53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$279,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Oronoque Village 196 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$365,000

1 beds

|

2 baths

|

1,175 sq ft

|

Condo

196 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Sunrise Village 93 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782
$525,000

2 beds

|

2 baths

|

1,230 sq ft

|

Condo

93 REVERE DR, ISLIP, NY, 11782
Community: Sunrise Village
Want to learn more about 55+ communities in Essex? 55places can help!
Questions? Call us: (959) 265-7852
The Villages at Mount Sinai Park 46 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$899,000

3 beds

|

3 baths

|

2,455 sq ft

|

House

46 LOUDEN LOOP, BROOKHAVEN, NY, 11766
Orchard Hill 9 BALDWIN CT 9, WESTBOROUGH, MA, 01581, Westborough, MA 01581
$645,000

3 beds

|

3 baths

|

2,793 sq ft

|

Condo

9 BALDWIN CT 9, WESTBOROUGH, MA, 01581
Community: Orchard Hill

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