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Winsted, CT 55+ active adult communities & homes for sale
74 communities near Winsted
143 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]()
$400Ks
- $900Ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
|
Built 1975 - 2003
|
2,600 homes
3.6 rating (7 reviews)
![Heritage Village]()
$200Ks
- $500Ks
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
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]()
$300Ks
- $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
- $800Ks
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
New and Resale
|
55+ age-restricted
|
Built 2014 - present
|
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
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
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]()
$400Ks
- $500Ks
The Gardens of Wilbraham, Wilbraham, MA
New and Resale
|
55+ age-restricted
|
Built 2005 - present
|
108 homes
No reviews yet
![O'Meara Farm]()
$400Ks
- $400Ks
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
![Founders Village]()
$500Ks
- $500Ks
Founders Village, Southold, NY
Resale Only
|
55+ age-restricted
|
Built 1981 - 1985
|
92 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
![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
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
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
![Bartlett Hill]()
$300Ks
- $400Ks
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
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]()
$400Ks
- $500Ks
Founders Ridge, Middletown, CT
New Construction
|
55+ age-restricted
|
Built 2017 - present
|
75 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
![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
Heritage Village
![1027 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
1027 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24082486 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![927 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
927 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24081712 • Joseph Bette REALTORS Inc, Justin ...
The Powder Forest Homes
![20 CARSON WAY # 20, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
3 beds
|3 baths
|2,174 sq ft
20 CARSON WAY # 20, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24082292 • Ardor Real Estate, Christine Green
Spring Lake Village
![783 KETTLE PATH # 783, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|3 baths
|1,230 sq ft
|Condo
783 KETTLE PATH # 783, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24075346 • Berkshire Hathaway NE Prop., Donal...
Heritage Village
![623 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
623 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069125 • Berkshire Hathaway NE Prop., Miche...
Spring Lake Village
![871 GLACIER WAY # 871, SOUTHINGTON, CT, ..., Southington, CT 06489]()
3 beds
|3 baths
|1,606 sq ft
|Condo
871 GLACIER WAY # 871, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24083828 • Calcagni Real Estate, Norinne Byrn...
Regency at Woodbridge
![7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
7 HERITAGE LN # 67, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24079730 • Thomas Jacovino, Kathy Childs
Regency at Woodbridge
![5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
5 HERITAGE LN # 68, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24066397 • Thomas Jacovino, Kathy Childs
Oronoque Village
![173 MIDWOOD TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|2 baths
|1,454 sq ft
|Condo
173 MIDWOOD TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24077779 • Realty ONE Group Connect, Monica O...
The Village at Oxford Greens
![696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|2 baths
|1,496 sq ft
|Condo
696 CHAMPIONSHIP DR # 696, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24078696 • Berkshire Hathaway NE Prop., Victo...
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.
Heritage Village
![191 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,716 sq ft
|Condo
191 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069539 • Joseph Bette REALTORS Inc, Catheri...
Newtown Woods
![1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0..., Newtown, CT 06470]()
2 beds
|2 baths
|1,483 sq ft
|Condo
1227 BROOKSIDE CT # 1227, NEWTOWN, CT, 0...
Community: Newtown Woods
MLS 24057669 • William Raveis Real Estate, Donna ...
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...
The Summit at Bethel
![104 GREAT HILL DR # 104, BETHEL, CT, 068..., Bethel, CT 06801]()
3 beds
|4 baths
|2,580 sq ft
|Condo
104 GREAT HILL DR # 104, BETHEL, CT, 068...
Community: The Summit at Bethel
MLS 24078007 • William Raveis Real Estate, Julia ...
Heritage Village
![8 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
8 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24059990 • Berkshire Hathaway NE Prop., Toni ...
The Village at Oxford Greens
![304 FAIRWAY DR # 304, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,080 sq ft
|Condo
304 FAIRWAY DR # 304, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24078990 • Real Estate Two, Karen Berwick
Heritage Village
![636 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
636 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24076500 • Coldwell Banker Realty, Claudia Fo...
The Woods at Dunham Pond
![38 HERON VIEW RD # 38, NEW FAIRFIELD, CT..., New Fairfield, CT 06812]()
1 beds
|4 baths
|2,110 sq ft
|Condo
38 HERON VIEW RD # 38, NEW FAIRFIELD, CT...
Community: The Woods at Dunham Pond
MLS 24083264 • Coldwell Banker Realty, Kimberly T...
Heritage Village
![621 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
621 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24063503 • Coldwell Banker Realty, Daniel Rei...
Heritage Village
![725 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
725 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24071405 • William Raveis Real Estate, Amanda...
Heritage Village
![999 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
999 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24062145 • eXp Realty, Mark Mermelstein
Heritage Village
![78 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
78 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24061751 • Coldwell Banker Realty, Claudia Fo...
Newbury Village
![34 GREAT HERON LN # 34, BROOKFIELD, CT, ..., Brookfield, CT 06804]()
2 beds
|3 baths
|2,560 sq ft
|Condo
34 GREAT HERON LN # 34, BROOKFIELD, CT, ...
Community: Newbury Village
MLS 24077554 • The Brokerage of New England, Lisa...
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.
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?
143
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near Winsted
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