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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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
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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
Heritage Village
![1000 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
1000 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24091531 • Around Town Real Estate LLC, James...
Heritage Village
![1042 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
1042 HERITAGE VLG A, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24080741 • Berkshire Hathaway NE Prop., Miche...
Oronoque Village
![156 APACHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
156 APACHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24100780 • William Raveis Real Estate, Joseph...
Heritage Village
![29 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,076 sq ft
|Condo
29 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101380 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![128 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
128 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24086942 • Berkshire Hathaway NE Prop., Joan ...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Meadow Brook Estates
![326 SPRUCE HILL DR # 326, OXFORD, CT, 06..., Oxford, CT 06478]()
2 beds
|3 baths
|1,683 sq ft
|Condo
326 SPRUCE HILL DR # 326, OXFORD, CT, 06...
Community: Meadow Brook Estates
MLS 24081360 • Coldwell Banker Realty, Jay Barone
Heritage Village
![926 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
926 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100579 • Joseph Bette REALTORS Inc, Cynthia...
Park Glen
![15 HARMONY TRL # 15, NEW MILFORD, CT, 06..., New Milford, CT 06776]()
2 beds
|4 baths
|2,720 sq ft
|Condo
15 HARMONY TRL # 15, NEW MILFORD, CT, 06...
Community: Park Glen
MLS 24086114 • Coldwell Banker Realty, Bill Hunni...
Heritage Village
![345 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
345 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24098283 • Coldwell Banker Realty, Chris York
Heritage Village
![793 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
793 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24101885 • Joseph Bette REALTORS Inc, Justin ...
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
![687 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
687 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24099123 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![917 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
917 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24084124 • Berkshire Hathaway NE Prop., Scott...
Heritage Village
![787 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
787 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24096092 • Berkshire Hathaway NE Prop., Miche...
Heritage Village
![701 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
701 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092610 • William Raveis Real Estate, Joan K...
Liberty at Newtown
![5 FRANKLIN CT # 5, NEWTOWN, CT, 06470, Newtown, CT 06470]()
2 beds
|3 baths
|2,407 sq ft
|Condo
5 FRANKLIN CT # 5, NEWTOWN, CT, 06470
Community: Liberty at Newtown
MLS 24097058 • Blackstone Properties of CT, Annma...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Oronoque Village
![635 NORTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,642 sq ft
|Condo
635 NORTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24095005 • Oronoque Real Estate, Monica Dalto...
The Village at Oxford Greens
![644 CHAMPIONSHIP DR # 644, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|3 baths
|2,296 sq ft
|Condo
644 CHAMPIONSHIP DR # 644, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24096492 • Coldwell Banker Realty, Joseph Pau...
Oronoque Village
![588 ARAPAHO LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,438 sq ft
|Condo
588 ARAPAHO LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24091630 • Sarah Harrower Realty, Barbara Dun...
The Powder Forest Homes
![3 PROSPECT RDG, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
4 beds
|4 baths
|2,557 sq ft
3 PROSPECT RDG, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24098219 • Berkshire Hathaway NE Prop., Ellen...
Heritage Village
![331 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
331 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24091449 • Around Town Real Estate LLC, Andre...
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
![21 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
21 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24100068 • Around Town Real Estate LLC, Andre...
South Pond Village
![175 THISTLE POND DR # 175, BLOOMFIELD, C..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,535 sq ft
|Condo
175 THISTLE POND DR # 175, BLOOMFIELD, C...
Community: South Pond Village
MLS 24084866 • Berkshire Hathaway NE Prop., Marga...
The Village at Oxford Greens
![403 MULLIGAN DR # 403, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|2 baths
|2,080 sq ft
|Condo
403 MULLIGAN DR # 403, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24097841 • Around Town Real Estate LLC, Andre...
Heritage Village
![669 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
669 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24091373 • Berkshire Hathaway NE Prop., Scott...
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 24099184 • Joseph Bette REALTORS Inc, Justin ...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Heritage Village
![143 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
143 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24099094 • Joseph Bette REALTORS Inc, Justin ...
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
Regency at Prospect
![127 SYCAMORE DR # 127, PROSPECT, CT, 067..., Prospect, CT 06712]()
2 beds
|2 baths
|1,503 sq ft
|Condo
127 SYCAMORE DR # 127, PROSPECT, CT, 067...
Community: Regency at Prospect
MLS 24033507 • Huntsman,Meade & Partners Comp, Mi...
The Woods at Dunham Pond
![48 HERON VIEW RD # 48, NEW FAIRFIELD, CT..., New Fairfield, CT 06812]()
1 beds
|3 baths
|1,550 sq ft
|Condo
48 HERON VIEW RD # 48, NEW FAIRFIELD, CT...
Community: The Woods at Dunham Pond
MLS 24095402 • William Raveis Real Estate, Kelley...
Heritage Village
![225 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
225 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092359 • William Raveis Real Estate, Joan K...
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.
Bartlett Hill
![5 PEAR ORCHARD RD # 5, PORTLAND, CT, 064..., Portland, CT 06480]()
MLS 24096304 • Houlihan Lawrence WD, Georgia Newc...
Heritage Village
![16 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
16 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085195 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![53 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
53 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24083817 • Joseph Bette REALTORS Inc, Cynthia...
Heritage Village
![389 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
389 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085017 • William Raveis Real Estate, Tom Gr...
The Coach Homes at Ridgefield
![233 DANBURY RD A109, RIDGEFIELD, CT, 068..., Ridgefield, CT 06877]()
1 beds
|2 baths
|1,000 sq ft
|Condo
233 DANBURY RD A109, RIDGEFIELD, CT, 068...
Community: The Coach Homes at Ridgefield
MLS 24090152 • William Raveis Real Estate, Meghan...
Want to learn more about 55+ communities in Winsted?
55places can help!
Questions? Call us:
(860) 909-8066
Rivington
![10 OLD PASTURE DR # 10, DANBURY, CT, 068..., Danbury, CT 06810]()
3 beds
|4 baths
|2,544 sq ft
|Condo
10 OLD PASTURE DR # 10, DANBURY, CT, 068...
Community: Rivington
MLS 24088793 • William Raveis Real Estate, Patty ...
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?
156
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