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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
![740 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
740 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24092035 • Coldwell Banker Realty, Maryanne B...
Heritage Village
![158 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
158 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24065503 • Scalzo Real Estate, Stephanie Chap...
Heritage Village
![134 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
134 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24060000 • Keller Williams Realty, Lou Capell...
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 24077395 • Luxe Realty LLC, Dee Mattera
Meadow Brook Estates
![306 SPRUCE HILL DR, OXFORD, CT, 06478, Oxford, CT 06478]()
2 beds
|3 baths
|1,691 sq ft
|Condo
306 SPRUCE HILL DR, OXFORD, CT, 06478
Community: Meadow Brook Estates
MLS 24092226 • Rupwani Associates, Rosalie Averil...
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
![929 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
929 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24069098 • William Raveis Real Estate, Donna ...
Heritage Village
![161 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
161 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24077949 • Coldwell Banker Realty, Claudia Fo...
Oronoque Village
![164 BISON LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,175 sq ft
|Condo
164 BISON LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24082110 • Coldwell Banker Realty, Audra Dige...
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...
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.
Billingsgate
![2 PENNINGTON DR # 2, SIMSBURY, CT, 06070, Simsbury, CT 06070]()
2 beds
|3 baths
|2,867 sq ft
|Condo
2 PENNINGTON DR # 2, SIMSBURY, CT, 06070
Community: Billingsgate
MLS 24085860 • William Pitt Sotheby's Int'l, Dian...
Heritage Village
![133 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
133 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24076921 • Joseph Bette REALTORS Inc, Justin ...
Heritage Village
![335 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
335 HERITAGE VLG E, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24082285 • Keller Williams Realty, Lou Capell...
Spring Lake Village
![4 HICKORY HL, SOUTHINGTON, CT, 06489, Southington, CT 06489]()
2 beds
|2 baths
|1,285 sq ft
|Condo
4 HICKORY HL, SOUTHINGTON, CT, 06489
Community: Spring Lake Village
MLS 24089096 • RE/MAX RISE, Karyn Bedard
Newtown Woods
![1237 BROOKSIDE CT # 1237, NEWTOWN, CT, 0..., Newtown, CT 06470]()
2 beds
|2 baths
|1,483 sq ft
|Condo
1237 BROOKSIDE CT # 1237, NEWTOWN, CT, 0...
Community: Newtown Woods
MLS 24090722 • Around Town Real Estate LLC, Andy ...
Heritage Village
![401 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
401 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24055157 • William Raveis Real Estate, Steve ...
Oronoque Village
![313 SOUTH TRL A, STRATFORD, CT, 06614, Stratford, CT 06614]()
2 beds
|3 baths
|1,438 sq ft
|Condo
313 SOUTH TRL A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24087628 • Coldwell Banker Realty, Mark Pires
Heritage Village
![794 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
794 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24073486 • Berkshire Hathaway NE Prop., Miche...
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...
Heritage Village
![1013 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
1013 HERITAGE VLG B, SOUTHBURY, CT, 0648...
Community: Heritage Village
MLS 24076532 • Showcase Realty, Inc., Heather Dev...
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...
Heritage Village
![702 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
702 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24056389 • Klemm Real Estate Inc, Claudine Mc...
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
![22 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,032 sq ft
|Condo
22 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24086421 • Around Town Real Estate LLC, Kris ...
Rivington
![38 WINDING RIDGE WAY, DANBURY, CT, 06810, Danbury, CT 06810]()
3 beds
|3 baths
|1,767 sq ft
|Condo
38 WINDING RIDGE WAY, DANBURY, CT, 06810
Community: Rivington
MLS 24081996 • Houlihan Lawrence, Barbara Sawin
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
Oronoque Village
![607 CHEROKEE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,454 sq ft
|Condo
607 CHEROKEE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24090970 • William Raveis Real Estate, John S...
Heritage Village
![96 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
96 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24085409 • Joseph Bette REALTORS Inc, Justin ...
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
![760 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
760 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24074339 • Keller Williams Realty, Lou Capell...
Heritage Village
![9 HERITAGE CIR D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,071 sq ft
|Condo
9 HERITAGE CIR D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24090141 • Berkshire Hathaway NE Prop., Lori ...
Regency at Woodbridge
![1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652..., Woodbridge, CT 06525]()
3 beds
|3 baths
|2,486 sq ft
|Condo
1 HERITAGE LN # 70, WOODBRIDGE, CT, 0652...
Community: Regency at Woodbridge
MLS 24079685 • Thomas Jacovino, Kathy Childs
Oronoque Village
![488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|3 baths
|1,438 sq ft
|Condo
488 COMMANCHE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24082050 • BHGRE Gaetano Marra Homes, Martha ...
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 ...
Heritage Village
![957A HERITAGE VLG, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
957A HERITAGE VLG, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24071514 • William Raveis Real Estate, Pat Ca...
Oronoque Village
![36 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,118 sq ft
|Condo
36 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24074218 • Coldwell Banker Realty, Jennifer L...
Heritage Village
![607 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
607 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24090077 • 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
![953 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
1 beds
|1 baths
|928 sq ft
|Condo
953 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24089564 • Realty ONE Group Connect, Paul Duh
Heritage Village
![644 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
3 beds
|2 baths
|1,716 sq ft
|Condo
644 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24088213 • Berkshire Hathaway NE Prop., Kathy...
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...
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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