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
156 homes near Winsted
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![Clockmaker's Hill]()
$100Ks
- $100Ks
Clockmaker's Hill, Winsted, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2014
|
38 homes
3 rating (2 reviews)
![Heritage Hills]()
$300Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1974 - 2006
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$100Ks
- $400Ks
Heritage Village, Southbury, CT
Resale Only
|
55+ age-restricted
|
Built 1967 - 2005
|
2,580 homes
No reviews yet
![Rivington]()
$400Ks
- $1Ms
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 homes
4 rating (1 reviews)
![Jefferson Village]()
$300Ks
- $600Ks
Jefferson Village, Yorktown Heights, NY
Resale Only
|
55+ age-restricted
|
Built 1967 - 1982
|
1,000 homes
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(860) 909-8066
No reviews yet
![Oronoque Village]()
$300Ks
- $600Ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
No reviews yet
![The Village at Oxford Gre...]()
$500Ks
- $600Ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
No reviews yet
![Spring Lake Village]()
$200Ks
- $300Ks
Spring Lake Village, Southington, CT
Resale Only
|
55+ age-restricted
|
Built 1970 - 2004
|
640 homes
No reviews yet
![Regency at Prospect]()
$400Ks
- $400Ks
Regency at Prospect, Prospect, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2020
|
379 homes
No reviews yet
![The Retreat at Carmel]()
$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
![Meadow Brook Estates]()
$500Ks
- $500Ks
Meadow Brook Estates, Oxford, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2020
|
246 homes
No reviews yet
![The Summit at Bethel]()
$700Ks
- $700Ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
|
Built 2010 - 2021
|
235 homes
4.9 rating (14 reviews)
![Chatfield Farms]()
$500Ks
- $500Ks
Chatfield Farms, Beacon Falls, CT
New Construction
|
55+ age-restricted
|
Built 2014 - present
|
231 homes
No reviews yet
![Regency at Wappinger]()
$700Ks
- $800Ks
Regency at Wappinger, Wappingers Falls, NY
Resale Only
|
55+ age-restricted
|
Built 2014 - 2020
|
225 homes
No reviews yet
![The Powder Forest Homes]()
$600Ks
- $700Ks
The Powder Forest Homes, Simsbury, CT
Resale Only
|
55+ age-restricted
|
Built 2006 - 2016
|
182 homes
Want to learn more about 55+ communities in Winsted?
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Questions? Call us:
(860) 909-8066
5 rating (1 reviews)
![Newtown Woods]()
$400Ks
- $400Ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 homes
No reviews yet
![Beckley Farms]()
$300Ks
- $400Ks
Beckley Farms, Berlin, CT
New and Resale
|
55+ age-restricted
|
Built 2010 - present
|
170 homes
No reviews yet
![Regency at Fishkill]()
$500Ks
- $500Ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
No reviews yet
![South Pond Village]()
$200Ks
- $400Ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
No reviews yet
![Fieldstone Village]()
$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
![North Woods of Colchester]()
$300Ks
- $400Ks
North Woods of Colchester, Colchester, CT
New and Resale
|
55+ age-restricted
|
Built 2007 - present
|
140 homes
No reviews yet
![Fairview at Oxford Greens]()
$500Ks
- $600Ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
3.5 rating (2 reviews)
![Harvest Pointe]()
$800Ks
- $3Ms
Harvest Pointe, Cutchogue, NY
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
124 homes
No reviews yet
![Newbury Village]()
$400Ks
- $500Ks
Newbury Village, Brookfield, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
120 homes
No reviews yet
![The Gardens of Wilbraham]()
$300Ks
- $400Ks
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
![O'Meara Farm]()
$400Ks
- $500Ks
O'Meara Farm, Farmington, CT
Resale Only
|
55+ age-restricted
|
Built 1998 - 2005
|
104 homes
No reviews yet
![Liberty at Newtown]()
$300Ks
- $400Ks
Liberty at Newtown, Newtown, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2007
|
96 homes
No reviews yet
![Pond Spring Village]()
$300Ks
- $300Ks
Pond Spring Village, Beacon Falls, CT
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
92 homes
No reviews yet
![Founders Village]()
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 homes
No reviews yet
![Glassbury Court at Cold S...]()
$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.
5 rating (1 reviews)
![Paris Square]()
$400Ks
- $700Ks
Paris Square, Northvale, NJ
New and Resale
|
55+ age-restricted
|
Built 2000 - present
|
88 homes
No reviews yet
![Castle Heights of Cheshir...]()
$500Ks
- $600Ks
Castle Heights of Cheshir..., Cheshire, CT
Resale Only
|
55+ age-restricted
|
Built 2007 - 2022
|
88 homes
No reviews yet
![Bartlett Hill]()
$500Ks
- $500Ks
Bartlett Hill, Portland, CT
Resale Only
|
55+ age-restricted
|
Built 2005 - 2011
|
82 homes
No reviews yet
![Baldwin Station]()
$400Ks
- $400Ks
Baldwin Station, Milford, CT
Resale Only
|
55+ age-restricted
|
Built 2001 - 2003
|
82 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 Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
No reviews yet
![Shaker Heights]()
$400Ks
- $500Ks
Shaker Heights, Enfield, CT
New Construction
|
55+ age-restricted
|
Built 2018 - present
|
77 homes
5 rating (3 reviews)
![Founders Ridge]()
$500Ks
- $600Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 homes
No reviews yet
![Long Hill Village]()
$300Ks
- $400Ks
Long Hill Village, Trumbull, CT
Resale Only
|
55+ age-restricted
|
Built 1997 - 1999
|
71 homes
No reviews yet
![Regency at Woodbridge]()
$500Ks
- $700Ks
Regency at Woodbridge, Woodbridge, CT
New Construction
|
55+ age-restricted
|
Built 2023 - present
|
70 homes
No reviews yet
![The Village at Hunt Glen]()
$300Ks
- $300Ks
The Village at Hunt Glen, Granby, CT
Resale Only
|
55+ age-restricted
|
Built 2003 - 2006
|
69 homes
O'Meara Farm
![8 MULBERRY LN # 8, FARMINGTON, CT, 06032, Farmington, CT 06032]()
MLS 24098894 • Berkshire Hathaway NE Prop., Lyle ...
Heritage Village
![231 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
231 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24087742 • Berkshire Hathaway NE Prop., Scott...
Paris Square
![152 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647]()
MLS 25018429 • Coldwell Banker, Alpine/Closter, A...
Paris Square
![2301 RIO VISTA LN # 2301, NORTHVALE, NJ,..., Northvale, NJ 07647]()
MLS 25004643 • Keller Williams Valley Realty, Reg...
Heritage Hills
![133 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
3 beds
|2 baths
|1,780 sq ft
|Condo
133 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 878545 • Houlihan Lawrence Inc., Annpauline C...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
New
Jefferson Village
![73 INDEPENDENCE CT D, YORKTOWN, NY, 1059..., Yorktown, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
73 INDEPENDENCE CT D, YORKTOWN, NY, 1059...
Community: Jefferson Village
MLS 878517 • Coldwell Banker Realty, Deanna LaBar...
Jefferson Village
![84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,100 sq ft
|Condo
84 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 877595 • Coldwell Banker Realty, Maureen Conn...
Jefferson Village
![4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|975 sq ft
|Condo
4 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 878738 • William Raveis Real Estate, Noreen P...
New
Jefferson Village
![101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,555 sq ft
|Condo
101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ...
Community: Jefferson Village
MLS 823834 • Compass Greater NY, LLC, Catherine D...
The Retreat at Carmel
![31 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|2 baths
|1,979 sq ft
|House
31 LANGDON GROVE, CARMEL, NY, 10512
Community: The Retreat at Carmel
MLS 877918 • Compass Greater NY, LLC, Dorianne C....
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 Hills
![957 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,559 sq ft
|Condo
957 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 877859 • Houlihan Lawrence Inc., Donna O'Conn...
Jefferson Village
![32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|951 sq ft
|Condo
32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 850166 • Real Broker NY LLC, Dani Dorman
New
Heritage Hills
![631 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
631 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 881176 • Berkshire Hathaway HS NY Prop, Diana...
Heritage Hills
![480 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,468 sq ft
|Condo
480 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 837074 • William Raveis-New York, LLC, Gerald...
Heritage Hills
![331 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|1 baths
|955 sq ft
|Condo
331 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 876082 • Coldwell Banker Realty, Laura Sterli...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Jefferson Village
![143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
143 FLINTLOCK WAY D, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 867675 • RE/MAX Town & Country, James D'Amato
Jefferson Village
![18 HASTINGS CT E, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|725 sq ft
|Condo
18 HASTINGS CT E, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 880439 • Houlihan Lawrence Inc., Steve Fratta...
Heritage Hills
![348 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,428 sq ft
|Condo
348 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 866206 • William Raveis-New York, LLC, Cynthi...
Jefferson Village
![92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|800 sq ft
|Condo
92 MOLLY PITCHER LN B, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 855989 • Compass Greater NY, LLC, Daniel McKe...
Jefferson Village
![34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|970 sq ft
|Townhouse
34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...
Community: Jefferson Village
MLS 875893 • Douglas Elliman Real Estate, Margare...
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
![3202 PANKIN DR, CARMEL, NY, 10512, Carmel, NY 10512]()
2 beds
|2 baths
|1,275 sq ft
|Condo
3202 PANKIN DR, CARMEL, NY, 10512
Community: Villas at Seminary Hill
MLS 826879 • Briante Realty Group, LLC, Lynn Stoe...
Heritage Hills
![444 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589]()
1 beds
|2 baths
|967 sq ft
|Condo
444 HERITAGE HLS B, SOMERS, NY, 10589
Community: Heritage Hills
MLS 875460 • Houlihan Lawrence Inc., Donna O'Conn...
Jefferson Village
![96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,050 sq ft
|Condo
96 MOLLY PITCHER LN H, YORKTOWN HEIGHTS,...
Community: Jefferson Village
MLS 875416 • Coldwell Banker Realty, Jo Ann Cooga...
Heritage Hills
![963 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,470 sq ft
|Condo
963 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 874144 • North Country Sothebys Int Rlt, Paul...
Jefferson Village
![20 HASTINGS CT A, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
1 beds
|1 baths
|725 sq ft
|Condo
20 HASTINGS CT A, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 874706 • William Raveis-New York, LLC, Heathe...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Jefferson Village
![40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598]()
2 beds
|2 baths
|1,350 sq ft
|Condo
40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...
Community: Jefferson Village
MLS 850226 • Coldwell Banker Realty, Mary Anne M....
Founders Village
![2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 7D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 808158 • Signature Premier Properties, Timoth...
Jefferson Village
![6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598]()
2 beds
|1 baths
|1,000 sq ft
|Condo
6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...
Community: Jefferson Village
MLS 865906 • Keller Williams Realty Partner, Rose...
Founders Village
![2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971, Southold, NY 11971]()
2 beds
|2 baths
|1,100 sq ft
|Condo
2555 YOUNGS AVE 11D, SOUTHOLD, NY, 11971
Community: Founders Village
MLS 828475 • Signature Premier Properties, Patric...
Jefferson Village
![156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598]()
1 beds
|1 baths
|850 sq ft
|Condo
156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...
Community: Jefferson Village
MLS 823393 • Houlihan Lawrence Inc., Nancy Kenned...
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 Gardens of Wilbraham
![45 IVY CIR # 45, WILBRAHAM, MA, 01095, Wilbraham, MA 01095]()
2 beds
|3 baths
|1,752 sq ft
|Condo
45 IVY CIR # 45, WILBRAHAM, MA, 01095
Community: The Gardens of Wilbraham
MLS 73397613 • Coldwell Banker Realty - Western M...
The Village at Oxford Greens
![89 LINKS WAY # 89, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,008 sq ft
|Condo
89 LINKS WAY # 89, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24100251 • William Pitt Sotheby's Int'l, Tom ...
Heritage Village
![951 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
951 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24091509 • RE/MAX Right Choice, Dianne Camell...
Heritage Village
![672 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
672 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24074834 • William Raveis Real Estate, Ruth Z...
Heritage Village
![876 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
876 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24093072 • William Raveis Real Estate, Donna ...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Heritage Village
![93 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
93 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24077722 • Coldwell Banker Realty, Richelle W...
Regency at Woodbridge
![3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|Condo
3 HERITAGE LN # 69, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24066347 • Thomas Jacovino, Lauren Logiacco
Regency at Woodbridge
![5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,006 sq ft
|Condo
5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24097354 • Thomas Jacovino, Lauren Logiacco
Rivington
![45 WINDING RIDGE WAY # 45, DANBURY, CT, ..., Danbury, CT 06810]()
3 beds
|5 baths
|2,592 sq ft
|Condo
45 WINDING RIDGE WAY # 45, DANBURY, CT, ...
Community: Rivington
MLS 24104458 • Redfin Corporation, Anthony Cervon...
Rivington
![17 WILDERSWOOD WAY # 17, DANBURY, CT, 06..., Danbury, CT 06810]()
3 beds
|3 baths
|2,305 sq ft
|Condo
17 WILDERSWOOD WAY # 17, DANBURY, CT, 06...
Community: Rivington
MLS 24103966 • Coldwell Banker Realty, Vikktoria ...
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?
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