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Stratford, CT 55+ active adult communities & homes for sale - Page 2

141 communities near Stratford

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5 rating (1 reviews) Encore at Lake Grove
$500ks - $700ks
Encore at Lake Grove, Lake Grove, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes
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
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
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Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
The Hollows at Blue Hill
$500ks - $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes
Country Village Estates
$300ks
Country Village Estates, Coram, NY
Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 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.
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
The Coves at Melville
$500ks
The Coves at Melville, Melville, NY
Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes
Windmill Gate
$300ks - $400ks
Windmill Gate, Oakdale, NY
Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 homes
Woodridge Strathmore Terr...
$200ks - $300ks
Woodridge Strathmore Terr..., Mount Sinai, NY
Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes
The Vineyards at Miller P...
$500ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 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: (860) 764-3687
The Bel Aire at East Mead...
$300ks - $400ks
The Bel Aire at East Mead..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes
Stone Ridge Estates
$500ks - $600ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
Meadowbrook Pointe Athlet...
$700ks - $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes
Harbor View Estates
$400ks - $600ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 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.
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
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
The Vineyards at Mount Si...
$800ks - $1Ms
The Vineyards at Mount Si..., Mount Sinai, NY
New Construction | 55+ age-restricted | Built 2020 - present | 91 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Bartlett Hill
$300ks - $400ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Sonoma Woods
$300ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
Pond Spring Village
$300ks
Pond Spring Village, Beacon Falls, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes
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Questions? Call us: (860) 764-3687
Baldwin Station
$400ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 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.
Autumn Fields
$200ks - $300ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Meadowbrooke Pointe East ...
$500ks - $600ks
Meadowbrooke Pointe East ..., East Meadow, NY
New Construction | 62+ age-restricted | Built 2019 - present | 104 homes
Hidden Harbor Estates
$500ks - $600ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Eden Park
$500ks - $600ks
Eden Park, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2011 - 2011 | 34 homes
Evergreen
$400ks - $500ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
The Pines at Bohemia
$400ks - $500ks
The Pines at Bohemia, Bohemia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 20 homes
The Polo Club at Islandia
$600ks - $700ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Wolfe Landing
$500ks - $600ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Breton Hills
$500ks
Breton Hills, Glen Cove, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 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.
New Jefferson Village 39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598
$379,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598
Community: Jefferson Village
Heritage Village 345 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$386,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

345 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Greenwood Village 105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949
$245,000

2 beds

|

2 baths

|

1,130 sq ft

|

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...
Community: Greenwood Village
Glenwood Village 1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901
$419,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New 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
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
New Heritage Hills 159 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$569,000

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

159 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Oronoque Village 511 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$589,900

2 beds

|

2 baths

|

1,620 sq ft

|

Condo

511 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
New Jefferson Village 184 LONG HILL DR A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$489,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

184 LONG HILL DR A, YORKTOWN, NY, 10598
Community: Jefferson Village
New The Vineyards at Mount Sinai 72 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$999,999

2 beds

|

4 baths

|

3,736 sq ft

|

Condo

72 FARM ACRE CIR, BROOKHAVEN, NY, 11766
New Heritage Village 105 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$230,000

2 beds

|

2 baths

|

1,432 sq ft

|

Condo

105 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.
New Heritage Village 643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$374,500

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
New Autumn Fields 37 QUAIL HOLW 37, ENFIELD, CT, 06082, Enfield, CT 06082
$419,000

2 beds

|

3 baths

|

1,679 sq ft

|

Condo

37 QUAIL HOLW 37, ENFIELD, CT, 06082
Community: Autumn Fields
New Jefferson Village 20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$345,000

1 beds

|

1 baths

|

800 sq ft

|

Condo

20 HASTINGS CT A, YORKTOWN, NY, 10598
Community: Jefferson Village
New Leisure Glen 276 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$585,000

2 beds

|

2 baths

|

1,666 sq ft

|

Condo

276 GLEN DR, BROOKHAVEN, NY, 11961
Community: Leisure Glen
New Glenwood Village 1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ..., Riverhead, NY 11901
$185,000

2 beds

|

2 baths

|

1,036 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 254, RIVERHEAD, NY, ...
Community: Glenwood Village
New The Waterways at Moriches 533 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$499,000

2 beds

|

2 baths

|

1,771 sq ft

|

Condo

533 HIGHLAND CT, BROOKHAVEN, NY, 11955
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
New Greenwood Village 28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$149,999

2 beds

|

2 baths

|

938 sq ft

|

Condo

28 GREENWOOD BLVD, BROOKHAVEN, NY, 11949
Community: Greenwood Village
New Rivington 215 CENTER MEADOW LN 215, DANBURY, CT, 0..., Danbury, CT 06810
$499,000

2 beds

|

2 baths

|

1,258 sq ft

|

Condo

215 CENTER MEADOW LN 215, DANBURY, CT, 0...
Community: Rivington
New The Waterways at Moriches 416 LINDSAY LN, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955
$599,999

2 beds

|

2 baths

|

1,440 sq ft

|

Condo

416 LINDSAY LN, BROOKHAVEN, NY, 11955
New Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$245,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 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.
New Leisure Village 404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961
$369,000

2 beds

|

1 baths

|

874 sq ft

|

Condo

404 WOODBRIDGE DR D, BROOKHAVEN, NY, 119...
Community: Leisure Village
New Leisure Knoll 7 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$479,999

2 beds

|

2 baths

|

1,070 sq ft

|

Condo

7 AVON CT, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Leisure Knoll 545 STRATFORD LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$429,000

2 beds

|

2 baths

|

1,172 sq ft

|

Condo

545 STRATFORD LN, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Overlook 2040 SUMMIT LOOP 57, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2040 SUMMIT LOOP 57, CARMEL, NY, 10512
Community: Overlook
New Strathmore Gate East 15 FORGE LN, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727
$299,990

1 beds

|

1 baths

|

750 sq ft

|

Condo

15 FORGE LN, BROOKHAVEN, NY, 11727
New Leisure Knoll 254 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$450,000

2 beds

|

1 baths

|

1,020 sq ft

|

Condo

254 EDINBURGH DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
New Regency at Woodbridge 27 HERITAGE LN, WOODBRIDGE, CT, 06525, Woodbridge, CT 06525
$599,900

3 beds

|

3 baths

|

Condo

27 HERITAGE LN, WOODBRIDGE, CT, 06525
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
New Fairfield at St. James 708 W CABOT CT 708, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$515,000

1 beds

|

1 baths

|

886 sq ft

|

Condo

708 W CABOT CT 708, SMITHTOWN, NY, 11780
Heritage Hills 813 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589
$899,000

2 beds

|

2 baths

|

1,663 sq ft

|

Condo

813 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
Fairview at Oxford Greens 1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478
$799,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478
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 1159 ST ANDREWS DR 80, OXFORD, CT, 06478, Oxford, CT 06478
$799,900

2 beds

|

3 baths

|

1,955 sq ft

|

Condo

1159 ST ANDREWS DR 80, OXFORD, CT, 06478
Fairfield at St. James 1006 CABOT PATH, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$399,000

1 beds

|

2 baths

|

1,003 sq ft

|

Condo

1006 CABOT PATH, SMITHTOWN, NY, 11780
Regency at Fishkill 732 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$505,000

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

732 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Regency at Fishkill 622 REGENCY DR, WAPPINGER, NY, 12524, Wappinger, NY 12524
$510,000

1 beds

|

2 baths

|

1,450 sq ft

|

Condo

622 REGENCY DR, WAPPINGER, NY, 12524
Community: Regency at Fishkill
Encore at Lake Grove 14 CONCERTO DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$970,000

2 beds

|

3 baths

|

1,986 sq ft

|

Condo

14 CONCERTO DR, BROOKHAVEN, NY, 11755
The Greens at Half Hollow 1116 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747
$719,999

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

1116 SAVOY DR, HUNTINGTON, NY, 11747
Fieldstone Village 101 SUNRISE HILL CIR 101, ORANGE, CT, 06..., Orange, CT 06477
$875,000

2 beds

|

3 baths

|

2,350 sq ft

|

Condo

101 SUNRISE HILL CIR 101, ORANGE, CT, 06...
Community: Fieldstone Village
Sonoma Woods 52 SONOMA LN 52, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$559,900

3 beds

|

3 baths

|

1,996 sq ft

|

Condo

52 SONOMA LN 52, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Glenwood Village 1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ..., Riverhead, NY 11901
$375,000

3 beds

|

2 baths

|

1,317 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 377, RIVERHEAD, NY, ...
Community: Glenwood Village
Leisure Village 232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961
$349,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

232 BLACKPOOL CT F, BROOKHAVEN, NY, 1196...
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.

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