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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
New
Gloria Commons
![3 ALANA DR # 3, MILFORD, CT, 06461, Milford, CT 06461]()
MLS 24093568 • William Raveis Real Estate, Collee...
New
Chatfield Farms
![61 FIELDSTONE LN # 61, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|2 baths
|1,404 sq ft
61 FIELDSTONE LN # 61, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24090150 • KW Legacy Partners, Shane Mason
Heritage Village
![259B KRUEGER CIR, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
259B KRUEGER CIR, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24074873 • William Raveis Real Estate, Sue Fi...
Heritage Village
![769 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
769 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069211 • Coldwell Banker Realty, Wendy Braz...
Oronoque Village
![654 OSAGE LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,426 sq ft
|Condo
654 OSAGE LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24086500 • Coldwell Banker Realty, Sandy Burn...
Heritage Village
![150 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
150 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24076279 • Drakeley Real Estate, Inc., Joyce ...
Heritage Village
![894 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
894 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085128 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![405 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
405 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085607 • KW Legacy Partners, Leah Schroeder
Oronoque Village
![513 OPA LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,454 sq ft
|Condo
513 OPA LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24090671 • Coldwell Banker Realty, Jennifer L...
Oronoque Village
![133 BANNOCK LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
133 BANNOCK LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24091672 • Pulse Realty LLC, Douglas Ledewitz
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.
Rivington
![1026 COUNTRY VIEW RD # 1026, DANBURY, CT..., Danbury, CT 06810]()
2 beds
|2 baths
|1,312 sq ft
|Condo
1026 COUNTRY VIEW RD # 1026, DANBURY, CT...
Community: Rivington
MLS 24085507 • Keller Williams Realty Partner, La...
New
South Pond Village
![179 THISTLE POND DR # 179, BLOOMFIELD, C..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,341 sq ft
|Condo
179 THISTLE POND DR # 179, BLOOMFIELD, C...
Community: South Pond Village
MLS 24093070 • William Raveis Real Estate, Eileen...
Oronoque Village
![634 NORTH TRL B, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,454 sq ft
|Condo
634 NORTH TRL B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24083419 • William Pitt Sotheby's Int'l, Erik...
The Summit at Bethel
![81 GREAT HILL DR # 81, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|2,447 sq ft
|Condo
81 GREAT HILL DR # 81, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24087672 • Redfin Corporation, Luke Julius Jo...
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 ...
Oronoque Village
![43 BUCKSKIN LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,375 sq ft
|Condo
43 BUCKSKIN LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24091119 • Higgins Group Real Estate, Kimberl...
New
Rivington
![7 SHAWE ST # 7, DANBURY, CT, 06810, Danbury, CT 06810]()
MLS 24093657 • Houlihan Lawrence, Heather Salaga
Rivington
![823 CENTER MEADOW LN # 823, DANBURY, CT,..., Danbury, CT 06810]()
2 beds
|2 baths
|1,312 sq ft
|Condo
823 CENTER MEADOW LN # 823, DANBURY, CT,...
Community: Rivington
MLS 24091932 • Coldwell Banker Realty, Antonio Za...
Regency at Woodbridge
![9 WHISPER RIDGE WAY # 47, WOODBRIDGE, CT..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,239 sq ft
|Condo
9 WHISPER RIDGE WAY # 47, WOODBRIDGE, CT...
Community: Regency at Woodbridge
MLS 24080826 • Thomas Jacovino, Kathy Childs
Benson Woods
![112 PERIWINKLE DR # 112, MIDDLEBURY, CT,..., Middlebury, CT 06762]()
2 beds
|3 baths
|2,593 sq ft
|Condo
112 PERIWINKLE DR # 112, MIDDLEBURY, CT,...
Community: Benson Woods
MLS 24085335 • BHGRE Bannon & Hebert, Mary Ann He...
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...
Heritage Village
![1018 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
1018 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24084796 • William Pitt Sotheby's Int'l, ILDI...
Heritage Village
![224 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|3 baths
|1,572 sq ft
|Condo
224 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24082989 • Berkshire Hathaway NE Prop., Maria...
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...
Heritage Village
![699 WOODVALE DR B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
699 WOODVALE DR B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092608 • William Raveis Real Estate, Joan K...
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...
Rivington
![19 MILL RD # 19, DANBURY, CT, 06810, Danbury, CT 06810]()
MLS 24088160 • RE/MAX One, Shannon Muscara
Fairview at Oxford Greens
![922 TILLINGHAST DR # 922, OXFORD, CT, 06..., Oxford, CT 06478]()
2 beds
|2 baths
|1,688 sq ft
|Condo
922 TILLINGHAST DR # 922, OXFORD, CT, 06...
Community: Fairview at Oxford Greens
MLS 24070830 • RE/MAX Right Choice, Steven Ferrei...
The Village at Oxford Greens
![922 TILLINGHAST DR # 922, OXFORD, CT, 06..., Oxford, CT 06478]()
2 beds
|2 baths
|1,688 sq ft
|Condo
922 TILLINGHAST DR # 922, OXFORD, CT, 06...
Community: The Village at Oxford Greens
MLS 24070830 • RE/MAX Right Choice, Steven Ferrei...
Chatfield Farms
![21 TWIN OAKS TRL # 21, BEACON FALLS, CT,..., Beacon Falls, CT 06403]()
2 beds
|3 baths
|2,140 sq ft
|Condo
21 TWIN OAKS TRL # 21, BEACON FALLS, CT,...
Community: Chatfield Farms
MLS 24061780 • KW Legacy Partners, Bennett Forres...
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 24076910 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![264 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
264 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24084870 • Joseph Bette REALTORS Inc, Deborah...
Spring Lake Village
![762 KETTLE PATH # 762, SOUTHINGTON, CT, ..., Southington, CT 06489]()
2 beds
|2 baths
|1,230 sq ft
|Condo
762 KETTLE PATH # 762, SOUTHINGTON, CT, ...
Community: Spring Lake Village
MLS 24079454 • Century 21 AllPoints Realty, Marya...
Founders Ridge
![UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06..., Middletown, CT 06457]()
2 beds
|2 baths
|1,555 sq ft
UNIT 2-45 WEBSTER LN, MIDDLETOWN, CT, 06...
Community: Founders Ridge
MLS 24069640 • Berkshire Hathaway NE Prop., Phyll...
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
![664C HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,000 sq ft
|Condo
664C HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24091437 • William Raveis Real Estate, Ruth Z...
The Village at Oxford Greens
![682 CHAMPIONSHIP DR # 682, OXFORD, CT, 0..., Oxford, CT 06478]()
2 beds
|2 baths
|1,592 sq ft
|Condo
682 CHAMPIONSHIP DR # 682, OXFORD, CT, 0...
Community: The Village at Oxford Greens
MLS 24085277 • Real Estate Two, Karen Berwick
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
![106 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
106 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24089383 • Berkshire Hathaway NE Prop., Jacqu...
Oronoque Village
![566 PEQUOT LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
3 beds
|3 baths
|1,438 sq ft
|Condo
566 PEQUOT LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24087484 • Coldwell Banker Realty, Kathy Quin...
Heritage Village
![11 HERITAGE CRST B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,847 sq ft
|Condo
11 HERITAGE CRST B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24088996 • Joseph Bette REALTORS Inc, Frank C...
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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