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

142 communities near Stratford

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Park Glen
$300ks - $500ks
Park Glen, New Milford, CT
Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes
Village Estates
$300ks - $400ks
Village Estates, Amityville, NY
Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes
The Seasons at Seaford
$600ks
The Seasons at Seaford, Seaford, NY
Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 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
Regency Meadows
$500ks
Regency Meadows, Trumbull, CT
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes
Want to learn more about 55+ communities in Stratford? 55places can help!
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Saddle Lakes
$400ks - $500ks
Saddle Lakes, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes
Vineyards at Brookfield
$400ks - $500ks
Vineyards at Brookfield, Center Moriches, NY
New Construction | 55+ age-restricted | Built 2019 - present | 146 homes
South Pond Village
$300ks - $400ks
South Pond Village, Bloomfield, CT
Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 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
The Retreat at Carmel
$300ks - $800ks
The Retreat at Carmel, Carmel, NY
Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 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.
Vineyards at Moriches
$500ks - $600ks
Vineyards at Moriches, Center Moriches, NY
Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes
Regency at Wappinger
$500ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes
The Summit at Bethel
$500ks - $700ks
The Summit at Bethel, Bethel, CT
Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes
Kensington Estates
$1Ms
Kensington Estates, Woodbury, NY
New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes
Regency at Prospect
$300ks - $400ks
Regency at Prospect, Prospect, CT
Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes
The Seasons at East Meado...
$400ks - $600ks
The Seasons at East Meado..., East Meadow, NY
Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes
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Questions? Call us: (860) 764-3687
The Seasons at Elwood
$800ks - $900ks
The Seasons at Elwood, East Northport, NY
Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes
5 rating (1 reviews) Sunken Pond Estates
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes
The Cottages at Wire Mill
$1Ms
The Cottages at Wire Mill, Stamford, CT
New Construction | 55+ age-restricted | Built 2026 - present | 9 homes
Woodcrest at Jacobs Hill
$200ks - $300ks
Woodcrest at Jacobs Hill, Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2005 - 2006 | 58 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.
Granite Woods
$600ks - $700ks
Granite Woods, Middlebury, CT
New Construction | 55+ age-restricted | Built 2020 - present | 24 homes
Regency at Woodbridge
$500ks - $700ks
Regency at Woodbridge, Woodbridge, CT
New Construction | 55+ age-restricted | Built 2023 - present | 70 homes
Windcrest East
$400ks - $500ks
Windcrest East, Calverton, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes
Newbury Village
$400ks - $500ks
Newbury Village, Brookfield, CT
New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes
Strathmore Gate East
$300ks
Strathmore Gate East, Coram, NY
Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 homes
Overlook
$600ks - $900ks
Overlook, Carmel, NY
New Construction | 55+ age-restricted | 300 homes
Billingsgate
$400ks - $600ks
Billingsgate, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes
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Questions? Call us: (860) 764-3687
5 rating (3 reviews) Founders Ridge
$300ks - $400ks
Founders Ridge, Middletown, CT
New Construction | 55+ age-restricted | Built 2017 - present | 75 homes
The Villas at Narraganset...
$400ks
The Villas at Narraganset..., Lindenhurst, NY
Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes
Hopmeadow Place
$200ks - $300ks
Hopmeadow Place, Simsbury, CT
Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 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 Seasons at East North...
$700ks
The Seasons at East North..., East Northport, NY
New Construction | 55+ age-restricted | Built 2023 - present | 190 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
Fieldstone Village
$500ks - $800ks
Fieldstone Village, Orange, CT
Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes
Eastport Meadows
$400ks
Eastport Meadows, Eastport, NY
Resale Only | 55+ age-restricted | Built 2009 - 2016 | 50 homes
Stoneleigh Woods at Carme...
$400ks
Stoneleigh Woods at Carme..., Carmel, NY
Resale Only | 55+ age-restricted | Built 2012 - 2017 | 68 homes
The Seasons at Plainview
$500ks - $600ks
The Seasons at Plainview, Plainview, NY
Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 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
Village Vistas
$800ks - $1Ms
Village Vistas, Port Jefferson, NY
Resale Only | 55+ age-restricted | Built 2013 - 2017 | 43 homes
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Setauket Meadows
$500ks - $600ks
Setauket Meadows, Setauket, NY
Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes
Glassbury Court at Hunter...
$500ks - $700ks
Glassbury Court at Hunter..., Cortlandt, NY
Resale Only | 55+ age-restricted | Built 2007 - 2014 | 64 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.
Greenwood Village 201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$250,000

2 beds

|

2 baths

|

1,078 sq ft

|

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949
Community: Greenwood 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
$410,000

2 beds

|

2 baths

|

1,624 sq ft

|

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
New Sonoma Woods 35 SONOMA LN 35, MIDDLETOWN, CT, 06457, Middletown, CT 06457
$589,000

2 beds

|

3 baths

|

1,798 sq ft

|

Condo

35 SONOMA LN 35, MIDDLETOWN, CT, 06457
Community: Sonoma Woods
New Heritage Village 955 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$269,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

955 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 The Village at Oxford Greens 155 COUNTRY CLUB DR 155, OXFORD, CT, 064..., Oxford, CT 06478
$659,000

3 beds

|

3 baths

|

2,008 sq ft

|

Condo

155 COUNTRY CLUB DR 155, OXFORD, CT, 064...
New Spring Lake Village 28 COACH DR 28, SOUTHINGTON, CT, 06489, Southington, CT 06489
$230,000

2 beds

|

1 baths

|

985 sq ft

|

Condo

28 COACH DR 28, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
New Heritage Village 616 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$375,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

616 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Spring Lake Village 401 LAKEVIEW DR 401, SOUTHINGTON, CT, 06..., Southington, CT 06489
$329,900

2 beds

|

2 baths

|

1,199 sq ft

|

Condo

401 LAKEVIEW DR 401, SOUTHINGTON, CT, 06...
Community: Spring Lake Village
New Greenwood Village 65 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949
$110,000

1 beds

|

1 baths

|

928 sq ft

|

Mobile Home

65 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.
New Spring Lake Village 102 TIMBER RDG 102, SOUTHINGTON, CT, 064..., Southington, CT 06489
$210,000

1 beds

|

1 baths

|

920 sq ft

|

Condo

102 TIMBER RDG 102, SOUTHINGTON, CT, 064...
Community: Spring Lake Village
New Woodridge Strathmore Terrace 19 HEARTHSIDE DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766
$459,000

2 beds

|

2 baths

|

1,105 sq ft

|

Condo

19 HEARTHSIDE DR, BROOKHAVEN, NY, 11766
New Heritage Village 886 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$414,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

886 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
New Heritage Hills 351 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589
$629,900

2 beds

|

2 baths

|

1,484 sq ft

|

Condo

351 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
New Encore at Lake Grove 39 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755
$625,000

2 beds

|

3 baths

|

1,868 sq ft

|

Condo

39 SYMPHONY DR, BROOKHAVEN, NY, 11755
New Regency Meadows 17 REGENCY CIR 17, TRUMBULL, CT, 06611, Trumbull, CT 06611
$765,000

4 beds

|

4 baths

|

2,597 sq ft

|

Condo

17 REGENCY CIR 17, TRUMBULL, CT, 06611
Community: Regency Meadows
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Heritage Hills 606 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589
$874,900

2 beds

|

2 baths

|

1,860 sq ft

|

Condo

606 HERITAGE HLS F, SOMERS, NY, 10589
Community: Heritage Hills
HarborView 95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105..., North Hempstead, NY 11050
$2,100,000

3 beds

|

3 baths

|

3,760 sq ft

|

Condo

95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105...
Community: HarborView
Oronoque Village 71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$600,000

1 beds

|

2 baths

|

1,375 sq ft

|

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Stone Ridge Estates 154 CHRISTINE DR, HUNTINGTON, NY, 11746, Huntington, NY 11746
$760,000

2 beds

|

2 baths

|

1,695 sq ft

|

Condo

154 CHRISTINE DR, HUNTINGTON, NY, 11746
Community: Stone Ridge Estates
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.
Meadowbrook Pointe Athletic Club & Spa 103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590
$1,169,000

2 beds

|

2 baths

|

2,036 sq ft

|

Condo

103 ROOSEVELT WAY, HEMPSTEAD, NY, 11590
The Summit at Bethel 15 BRIAR RIDGE DR 15, BETHEL, CT, 06801, Bethel, CT 06801
$689,000

2 beds

|

3 baths

|

2,104 sq ft

|

Condo

15 BRIAR RIDGE DR 15, BETHEL, CT, 06801
The Waterways at Moriches 612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119..., Brookhaven, NY 11955
$799,000

2 beds

|

3 baths

|

1,874 sq ft

|

Condo

612 BAY VIEW CIR 12, BROOKHAVEN, NY, 119...
Country Pointe Preserve 128 JUNIPER LN 26, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980
$895,000

2 beds

|

3 baths

|

1,998 sq ft

|

Condo

128 JUNIPER LN 26, BROOKHAVEN, NY, 11980
Leisure Village 167 VENTRY CT D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$259,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

167 VENTRY CT D, BROOKHAVEN, NY, 11961
Community: Leisure Village
Windcrest East 90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933
$799,000

3 beds

|

3 baths

|

2,620 sq ft

|

House

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...
Community: Windcrest East
Fairfield at St. James 111 FAIRFIELD DR 111, SMITHTOWN, NY, 117..., Smithtown, NY 11780
$599,999

2 beds

|

2 baths

|

1,733 sq ft

|

Condo

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117...
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
Founders Village 2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971, Southold, NY 11971
$605,000

2 beds

|

2 baths

|

1,200 sq ft

|

Condo

2555 YOUNGS AVE 11A, SOUTHOLD, NY, 11971
Community: Founders Village
Jefferson Village 52 JEFFERSON OVAL A, YORKTOWN, NY, 10598, Yorktown, NY 10598
$450,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

52 JEFFERSON OVAL A, YORKTOWN, NY, 10598
Community: Jefferson Village
Jefferson Village 27 WALDEN CT F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$399,000

2 beds

|

1 baths

|

925 sq ft

|

Condo

27 WALDEN CT F, YORKTOWN, NY, 10598
Community: Jefferson 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 476 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$565,000

1 beds

|

3 baths

|

1,426 sq ft

|

Condo

476 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
Leisure Village 250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$359,000

2 beds

|

1 baths

|

1,085 sq ft

|

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961
Community: Leisure Village
Leisure Knoll 330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$429,000

2 beds

|

1 baths

|

1,020 sq ft

|

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961
Community: Leisure Knoll
Leisure Village 190 VENTRY CT F, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$269,000

1 beds

|

1 baths

|

684 sq ft

|

Condo

190 VENTRY CT F, BROOKHAVEN, NY, 11961
Community: Leisure Village
Heritage Village 751 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$215,000

2 beds

|

2 baths

|

1,000 sq ft

|

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Regency at Fishkill 621 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524
$499,000

1 beds

|

2 baths

|

1,499 sq ft

|

Condo

621 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Newtown Woods 1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470
$495,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...
Community: Newtown Woods
Leisure Glen 7 SAGAPONACK CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961
$599,000

2 beds

|

2 baths

|

1,867 sq ft

|

Condo

7 SAGAPONACK CT, BROOKHAVEN, NY, 11961
Community: Leisure Glen
Want to learn more about 55+ communities in Stratford? 55places can help!
Questions? Call us: (860) 764-3687
The Seasons at East Northport 157 AUGUST CIR, HUNTINGTON, NY, 11731, Huntington, NY 11731
$998,000

2 beds

|

3 baths

|

2,516 sq ft

|

Condo

157 AUGUST CIR, HUNTINGTON, NY, 11731
Regency at Prospect 112 CHERRY CIR 112, PROSPECT, CT, 06712, Prospect, CT 06712
$338,903

3 beds

|

2 baths

|

1,500 sq ft

|

Condo

112 CHERRY CIR 112, PROSPECT, CT, 06712
Community: Regency at Prospect
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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