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

139 communities near Stratford

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Castle Heights of Cheshir...
$500Ks - $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes
The Vineyards at Miller P...
$600Ks
The Vineyards at Miller P..., Miller Place, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes
Baldwin Station
$400Ks
Baldwin Station, Milford, CT
Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes
Bartlett Hill
$500Ks
Bartlett Hill, Portland, CT
Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes
Kensington Estates
$800Ks - $2Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
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5 rating (2 reviews) Benson Woods
$400Ks - $600Ks
Benson Woods, Middlebury, CT
New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes
Shaker Heights
$400Ks - $500Ks
Shaker Heights, Enfield, CT
New Construction | 55+ age-restricted | Built 2018 - present | 77 homes
Stone Ridge Estates
$700Ks
Stone Ridge Estates, Dix Hills, NY
Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes
5 rating (3 reviews) Founders Ridge
$500Ks - $600Ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
Breton Hills
$600Ks
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.
The Polo Club at Islandia
$600Ks
The Polo Club at Islandia, Islandia, NY
New Construction | 55+ age-restricted | Built 2019 - present | 72 homes
Long Hill Village
$300Ks - $400Ks
Long Hill Village, Trumbull, CT
Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes
Regency at Woodbridge
$500Ks - $600Ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
The Village at Hunt Glen
$300Ks
The Village at Hunt Glen, Granby, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes
Sonoma Woods
$300Ks
Sonoma Woods, Middletown, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes
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Stoneleigh Woods at Carme...
$400Ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
Eagles Walk at East Quogu...
$500Ks
Eagles Walk at East Quogu..., East Quogue, NY
Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes
Hopmeadow Place
$200Ks - $300Ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes
Glassbury Court at Hunter...
$500Ks - $700Ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 homes
Whitney Glen
$500Ks - $600Ks
Whitney Glen, Westport, CT
Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 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.
RiverWalk
$500Ks - $600Ks
RiverWalk, Branford, CT
New and Resale | 55+ age-restricted | Built 2007 - present | 60 homes
Woodcrest at Jacobs Hill
$300Ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 homes
The Atrium of Portland
<$100k
The Atrium of Portland, Portland, CT
Resale Only | 55+ age-restricted | Built 2004 - 2004 | 56 homes
Autumn Fields
$200Ks - $300Ks
Autumn Fields, Enfield, CT
Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes
The Village at Buckingham
$500Ks - $600Ks
The Village at Buckingham, Avon, CT
Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes
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Questions? Call us: (860) 764-3687
77 Sunset Lane
$400Ks - $700Ks
77 Sunset Lane, Ridgefield, CT
Resale Only | 55+ age-restricted | Built 2016 - 2018 | 54 homes
Evergreen
$500Ks
Evergreen, Cromwell, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes
Regency Meadows
$500Ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Gloria Commons
$400Ks
Gloria Commons, Milford, CT
Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes
Eastport Meadows
$400Ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 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.
Villas at Seminary Hill
$400Ks
Villas at Seminary Hill, Carmel, NY
New Construction | 55+ age-restricted | Built 2018 - present | 50 homes
The Residences at Butterf...
$500Ks - $600Ks
The Residences at Butterf..., Cold Spring, NY
Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes
Bramble Ridge
$400Ks - $500Ks
Bramble Ridge, Suffield, CT
Resale Only | 55+ age-restricted | Built 2005 - 2015 | 47 homes
Chimney Hill
$500Ks - $700Ks
Chimney Hill, Farmington, CT
Resale Only | 55+ age-restricted | Built 2006 - 2013 | 44 homes
Wolfe Landing
$500Ks - $600Ks
Wolfe Landing, Clarkstown, NY
Resale Only | 55+ age-restricted | Built 2015 - 2016 | 43 homes
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Village Vistas
$800Ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Harbor View Estates
$400Ks - $600Ks
Harbor View Estates, Copiague, NY
New Construction | 55+ age-restricted | Built 2017 - 2018 | 40 homes
Forest Mews
$300Ks - $400Ks
Forest Mews, Avon, CT
Resale Only | 55+ age-restricted | Built 2001 - 2004 | 40 homes
Clockmaker's Hill
$100Ks
Clockmaker's Hill, Winsted, CT
Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes
Hidden Harbor Estates
$500Ks - $600Ks
Hidden Harbor Estates, Copiague, NY
Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes
Glenwood Village 1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ..., Riverhead, NY 11901
$149,000

2 beds

|

1 baths

|

840 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 308, RIVERHEAD, NY, ...
Community: Glenwood Village
Dutchgate 802 WILLOW LN UPPR LEVEL, VALLEY STREAM,..., Valley Stream, NY 11580
$480,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

802 WILLOW LN UPPR LEVEL, VALLEY STREAM,...
Community: Dutchgate
Leisure Village 167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961
$215,500

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961
Community: Leisure Village
Regency at Fishkill 145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$569,800

2 beds

|

2 baths

|

1,803 sq ft

|

Condo

145 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
The Gardens of Wilbraham 116 CHERRY DR # 116, WILBRAHAM, MA, 0109..., Wilbraham, MA 01095
$515,000

2 beds

|

2 baths

|

1,634 sq ft

|

Condo

116 CHERRY DR # 116, WILBRAHAM, MA, 0109...
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
The Gardens of Wilbraham 32 LODGE LN # 32, WILBRAHAM, MA, 01095, Wilbraham, MA 01095
$565,000

2 beds

|

2 baths

|

1,610 sq ft

|

Condo

32 LODGE LN # 32, WILBRAHAM, MA, 01095
Glassbury Court at Cold Spring 43 YESTERDAY DR, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$727,000

2 beds

|

3 baths

|

2,620 sq ft

|

Condo

43 YESTERDAY DR, COLD SPRING, NY, 10516
Jefferson Village 34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598
$329,900

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

34 WARWICK PL C, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
Overlook 4071 FAIRWAYS DR 136, CARMEL, NY, 10512, Carmel, NY 10512
$668,000

3 beds

|

3 baths

|

1,914 sq ft

|

Condo

4071 FAIRWAYS DR 136, CARMEL, NY, 10512
Community: Overlook
Fairfield at St. James 401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780
$499,000

1 beds

|

2 baths

|

900 sq ft

|

Condo

401 CABOT CT, SMITHTOWN, NY, 11780
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.
Jefferson Village 156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$339,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Jefferson Village 108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598
$459,900

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
Glassbury Court at Cold Spring 11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516
$515,000

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516
Dutchgate 1228 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580
$498,000

2 beds

|

2 baths

|

941 sq ft

|

Condo

1228 WILLOW LN, VALLEY STREAM, NY, 11580
Community: Dutchgate
Leisure Village 215 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961
$319,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

215 WOODBRIDGE DR A, RIDGE, NY, 11961
Community: Leisure Village
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Greenwood Village 164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949
$174,990

2 beds

|

2 baths

|

938 sq ft

|

Manufactured Home

164 VILLAGE CIR, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Glen 12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961
$479,990

2 beds

|

2 baths

|

1,542 sq ft

|

Condo

12 BALDWIN CT, RIDGE, NY, 11961
Community: Leisure Glen
Jefferson Village 159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598
$569,999

2 beds

|

2 baths

|

1,300 sq ft

|

Condo

159 CARRIAGE CT C, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
The Greens at Half Hollow 259 ALTESSA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$1,499,000

3 beds

|

4 baths

|

3,100 sq ft

|

Condo

259 ALTESSA BLVD, MELVILLE, NY, 11747
The Greens at Half Hollow 677 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747
$1,095,000

2 beds

|

3 baths

|

1,900 sq ft

|

Condo

677 BALFOUR PL, MELVILLE, NY, 11747
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 Fairfield at St. James 504 GOTHAM CT, SAINT JAMES, NY, 11780, Saint James, NY 11780
$599,995

2 beds

|

2 baths

|

1,236 sq ft

|

House

504 GOTHAM CT, SAINT JAMES, NY, 11780
Leisure Village 259 NEWCASTLE CT E, RIDGE, NY, 11961, Ridge, NY 11961
$254,900

1 beds

|

1 baths

|

875 sq ft

|

Condo

259 NEWCASTLE CT E, RIDGE, NY, 11961
Community: Leisure Village
Strathmore Gate East 53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727
$420,000

2 beds

|

1 baths

|

1,036 sq ft

|

Condo

53 FREEDOM LN, CORAM, NY, 11727
New Leisure Village 276 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961
$325,000

2 beds

|

1 baths

|

875 sq ft

|

Condo

276 BERWICK CT A, RIDGE, NY, 11961
Community: Leisure Village
New Village Estates 66 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701
$499,000

2 beds

|

2 baths

|

1,243 sq ft

|

Condo

66 SARAH CT, AMITYVILLE, NY, 11701
Community: Village Estates
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
New The Greens at Half Hollow 986 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747
$659,000

2 beds

|

2 baths

|

1,150 sq ft

|

Condo

986 MADEIRA BLVD, MELVILLE, NY, 11747
New The Greens at Half Hollow 736 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747
$1,249,888

3 beds

|

3 baths

|

2,500 sq ft

|

Condo

736 VERONA DR, MELVILLE, NY, 11747
Heritage Hills 349 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$625,000

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New The Villas at Narragansett 512 NARRAGANSETT VILLAS DR, LINDENHURST,..., Lindenhurst, NY 11757
$609,000

2 beds

|

2 baths

|

1,227 sq ft

|

Condo

512 NARRAGANSETT VILLAS DR, LINDENHURST,...
The Hollows at Blue Hill 29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965
$1,189,000

3 beds

|

4 baths

|

2,530 sq ft

|

House

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...
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.
Glenwood Village 1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901
$219,000

2 beds

|

2 baths

|

1,144 sq ft

|

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...
Community: Glenwood Village
Windcrest East 41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193..., Calverton, NY 11933
$649,000

3 beds

|

3 baths

|

2,091 sq ft

|

Condo

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193...
Community: Windcrest East
New Greenwood Village 22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949
$138,000

2 beds

|

2 baths

|

909 sq ft

|

Condo

22 LIMETREE DR, MANORVILLE, NY, 11949
Community: Greenwood Village
Encore Atlantic Shores 177 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941
$795,000

2 beds

|

2 baths

|

2,150 sq ft

|

Condo

177 MELODY CT, EASTPORT, NY, 11941
Sunrise Village 77 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782
$489,000

2 beds

|

2 baths

|

1,288 sq ft

|

House

77 REVERE DR, SAYVILLE, NY, 11782
Community: Sunrise Village
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Fairfield at St. James 705 CABOT CT, SAINT JAMES, NY, 11780, Saint James, NY 11780
$429,000

1 beds

|

2 baths

|

963 sq ft

|

Condo

705 CABOT CT, SAINT JAMES, NY, 11780
New Stoneleigh Woods at Riverhead 53 GOOSE NECK LN, RIVERHEAD, NY, 11901, Riverhead, NY 11901
$590,000

2 beds

|

2 baths

|

1,383 sq ft

|

Condo

53 GOOSE NECK LN, RIVERHEAD, NY, 11901
Heritage Hills 262 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$525,000

2 beds

|

2 baths

|

1,427 sq ft

|

Condo

262 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Greenwood Village 19 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949
$155,000

2 beds

|

2 baths

|

871 sq ft

|

Condo

19 DOGWOOD LN, MANORVILLE, NY, 11949
Community: Greenwood Village
Leisure Village 416 WEYMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961
$389,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

416 WEYMOUTH CT A, RIDGE, NY, 11961
Community: Leisure Village
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139 communities near Stratford
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