Call us at (860) 909-8066 to learn more about active adult communities in Winsted
Winsted, CT 55+ active adult communities & homes for sale
74 communities near Winsted
147 homes near Winsted
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$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
3 rating (2 reviews)
$400Ks
- $700Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1975 - 2003
|
2,600 homes
3.6 rating (7 reviews)
$200Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
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2,580 homes
No reviews yet
$400Ks
- $1Ms
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
$300Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
Want to learn more about 55+ communities in Winsted?
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(860) 909-8066
No reviews yet
$400Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
$500Ks
- $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
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55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
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55+ age-restricted
|
Built 1970 - 2004
|
640 homes
No reviews yet
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
$300Ks
- $600Ks
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.
No reviews yet
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
No reviews yet
$700Ks
- $800Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
No reviews yet
$700Ks
- $800Ks
Regency at Wappinger, Wappingers Falls, NY
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
225 homes
No reviews yet
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
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Questions? Call us:
(860) 909-8066
5 rating (1 reviews)
$400Ks
- $500Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
No reviews yet
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
No reviews yet
$500Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
No reviews yet
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
$500Ks
- $800Ks
Fieldstone Village, Orange, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2018
|
142 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.
No reviews yet
$300Ks
- $400Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
$500Ks
- $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
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Built 2017 - present
|
124 homes
No reviews yet
$400Ks
- $500Ks
Newbury Village, Brookfield, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
120 homes
No reviews yet
$400Ks
- $500Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
No reviews yet
$400Ks
- $400Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
No reviews yet
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
No reviews yet
$700Ks
- $700Ks
Glassbury Court at Cold S..., Cold Spring, NY
Resale Only
|
55+ age-restricted
|
Built 2009 - 2014
|
90 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.
No reviews yet
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
5 rating (1 reviews)
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
No reviews yet
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
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82 homes
No reviews yet
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 homes
5 rating (2 reviews)
$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 Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
No reviews yet
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
5 rating (3 reviews)
$600Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 homes
No reviews yet
$500Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 homes
New
Jefferson Village

2 beds
|1 baths
|1,000 sq ft
|Condo
6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
New
Heritage Hills

2 beds
|2 baths
|1,428 sq ft
|Condo
348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills
2 beds
|2 baths
|1,265 sq ft
|Condo
446 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
Founders Village
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
New
Heritage Hills
2 beds
|2 baths
|1,144 sq ft
|Condo
116 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
Jefferson Village
2 beds
|1 baths
|951 sq ft
|Condo
32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Heritage Hills
2 beds
|2 baths
|1,296 sq ft
|Condo
568 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills
3 beds
|3 baths
|1,700 sq ft
|Condo
41 HERITAGE HILLS DR A, SOMERS, NY, 1058...
Community: Heritage Hills
Jefferson Village
2 beds
|2 baths
|1,100 sq ft
|Condo
82 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Jefferson Village
2 beds
|2 baths
|1,350 sq ft
|Condo
40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
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.
Woodcrest at Jacobs Hill
2 beds
|2 baths
|1,145 sq ft
|Condo
1306 JACOBS HILL RD, CORTLANDT MANOR, NY...
Community: Woodcrest at Jacobs Hill
Heritage Hills
2 beds
|2 baths
|1,394 sq ft
|Condo
67 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Villas at Seminary Hill
2 beds
|2 baths
|1,275 sq ft
|Condo
3202 PANKIN DR, CARMEL, NY, 10512
Community: Villas at Seminary Hill
Heritage Hills
2 beds
|2 baths
|1,427 sq ft
|Condo
234 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
Heritage Hills
2 beds
|2 baths
|1,427 sq ft
|Condo
196A HERITAGE HLS # 196A, SOMERS, NY, 10...
Community: Heritage Hills
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
Jefferson Village
1 beds
|1 baths
|800 sq ft
|Condo
92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
Heritage Hills
3 beds
|2 baths
|1,689 sq ft
|Condo
239 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
Villas at Seminary Hill
2 beds
|2 baths
|1,275 sq ft
|Condo
2203 PANKIN DR, CARMEL, NY, 10512
Community: Villas at Seminary Hill
Regency at Fishkill
2 beds
|2 baths
|1,499 sq ft
|Condo
134 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Heritage Hills
2 beds
|2 baths
|1,468 sq ft
|Condo
480 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
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.
Regency at Fishkill
1 beds
|2 baths
|1,450 sq ft
|Condo
521 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Regency at Fishkill
2 beds
|2 baths
|1,499 sq ft
|Condo
821 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
Jefferson Village
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
Founders Village
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
Bramble Ridge
2 beds
|2 baths
|2,001 sq ft
|Condo
56 BOYSENBERRY CT # 56, SUFFIELD, CT, 06...
Community: Bramble Ridge
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
Pond Spring Village
3 beds
|3 baths
|1,328 sq ft
|Condo
91 PONDVIEW CIR # 91, BEACON FALLS, CT, ...
Community: Pond Spring Village
Heritage Village
2 beds
|2 baths
|1,432 sq ft
|Condo
143 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
2 beds
|2 baths
|1,398 sq ft
|Condo
128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
Rivington
Rivington
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
1 beds
|2 baths
|1,454 sq ft
|Condo
607 CHEROKEE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
New
Regency at Woodbridge
3 beds
|3 baths
|2,006 sq ft
|Condo
5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
Spring Lake Village
2 beds
|2 baths
|1,230 sq ft
|Condo
762 KETTLE PATH # 762, SOUTHINGTON, CT, ...
Community: Spring Lake Village
New
The Village at Oxford Greens
2 beds
|2 baths
|2,080 sq ft
|Condo
403 MULLIGAN DR # 403, OXFORD, CT, 06478
Community: The Village at Oxford Greens
Heritage Village
3 beds
|2 baths
|1,716 sq ft
|Condo
575A VILLAGE ST, SOUTHBURY, CT, 06488
Community: Heritage Village
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Questions? Call us:
(860) 909-8066
New
Liberty at Newtown
2 beds
|3 baths
|2,407 sq ft
|Condo
5 FRANKLIN CT # 5, NEWTOWN, CT, 06470
Community: Liberty at Newtown
Heritage Village
2 beds
|2 baths
|1,071 sq ft
|Condo
9 HERITAGE CIR D, SOUTHBURY, CT, 06488
Community: Heritage Village
Heritage Village
1 beds
|1 baths
|928 sq ft
|Condo
79 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
Founders Ridge
2 beds
|2 baths
|1,548 sq ft
|Condo
20 WEBSTER LN # 20, MIDDLETOWN, CT, 0645...
Community: Founders Ridge
New
Bidwell Village
3 beds
|3 baths
|1,570 sq ft
|Condo
94 STONEHOUSE RD UNIT 16, COVENTRY, CT, ...
Community: Bidwell Village
Frequently Asked Questions
In Winsted, there is 1 small community with less than 500 homes.
The smallest 55+ community in Winsted has 38 homes, the largest has 38 homes, and the average community consists of 38 homes.
No, there are no gated 55+ communities in Winsted.
Want more information about active adult communities around Winsted?
147
homes
near Winsted
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