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Winsted, CT 55+ rental communities & homes for rent

1 communities near Winsted

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Sylvan Woods Westchester
Sylvan Woods Westchester
$3,138.78 - $4,685.78 / mo
Base rent from $3,003
Sylvan Woods Westchester, Buchanan, NY
New Construction | 55+ age-restricted | Built 2025 - present | 148 rental homes
148 rental homes Apartments
Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.
New Oronoque Village 377 PIUTE LN A, STRATFORD, CT, 06614, Stratford, CT 06614
$499,000

1 beds

|

3 baths

|

2,025 sq ft

|

Condo

377 PIUTE LN A, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24167595 • House Real Estate, Maureen Greenbe...
New North Woods of Colchester 26 NORTHERN BLVD 26, COLCHESTER, CT, 064..., Colchester, CT 06415
$475,000

2 beds

|

3 baths

|

2,021 sq ft

|

Condo

26 NORTHERN BLVD 26, COLCHESTER, CT, 064...
Community: North Woods of Colchester
MLS 24165053 • Berkshire Hathaway NE Prop., Sharo...
New Gloria Commons 32 LUCIUS CT 32, MILFORD, CT, 06460, Milford, CT 06460
$450,000

2 beds

|

3 baths

|

2,079 sq ft

|

Condo

32 LUCIUS CT 32, MILFORD, CT, 06460
Community: Gloria Commons
MLS 24165290 • Compass Connecticut, LLC, Katie O'...
New Paris Square 2303 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647
$575,000

2 beds

|

2 baths

|

Condo

2303 RIO VISTA LN, NORTHVALE, NJ, 07647
Community: Paris Square
MLS 26011569 • Coldwell Banker, Hillsdale, Debora...
New Beckley Farms 13 CONCORD DR 13, BERLIN, CT, 06037, Berlin, CT 06037
$624,900

3 beds

|

3 baths

|

2,030 sq ft

|

Condo

13 CONCORD DR 13, BERLIN, CT, 06037
Community: Beckley Farms
MLS 24151720 • Coldwell Banker Realty, Sean Page
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Questions? Call us: (860) 909-8066
New Newtown Woods 603 BROOKSIDE CT 603, NEWTOWN, CT, 06470, Newtown, CT 06470
$473,000

2 beds

|

2 baths

|

1,504 sq ft

|

Condo

603 BROOKSIDE CT 603, NEWTOWN, CT, 06470
Community: Newtown Woods
MLS 24167257 • Coldwell Banker Realty, Pete Gille...
New Heritage Village 29 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$253,900

2 beds

|

2 baths

|

1,076 sq ft

|

Condo

29 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24164977 • Coldwell Banker Realty, Pamela Dos...
New Meadow Brook Estates 521 HEATHERWOOD CT 521, OXFORD, CT, 0647..., Oxford, CT 06478
$599,900

2 beds

|

3 baths

|

1,866 sq ft

|

Condo

521 HEATHERWOOD CT 521, OXFORD, CT, 0647...
Community: Meadow Brook Estates
MLS 24159369 • William Raveis Real Estate, Pat Bl...
New The Powder Forest Homes 37 BANTRY RD 37, SIMSBURY, CT, 06070, Simsbury, CT 06070
$899,000

3 beds

|

5 baths

|

2,724 sq ft

37 BANTRY RD 37, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24166131 • Berkshire Hathaway NE Prop., Carol...
New Jefferson Village 51 JEFFERSON OVAL F, YORKTOWN, NY, 10598, Yorktown, NY 10598
$448,500

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

51 JEFFERSON OVAL F, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 982984 • Howard Hanna Rand Realty, Soleil Jac...
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 Regency at Wappinger 50 STRATFORD LN, WAPPINGER, NY, 12590, Wappinger, NY 12590
$689,000

2 beds

|

3 baths

|

1,823 sq ft

|

Condo

50 STRATFORD LN, WAPPINGER, NY, 12590
Community: Regency at Wappinger
MLS 979639 • Century 21 Alliance Rlty Group, Caro...
New The Village at Oxford Greens 114 COUNTRY CLUB DR 114, OXFORD, CT, 064..., Oxford, CT 06478
$575,000

2 beds

|

2 baths

|

1,590 sq ft

114 COUNTRY CLUB DR 114, OXFORD, CT, 064...
Community: The Village at Oxford Greens
MLS 24166465 • BHGRE Gaetano Marra Homes, Angela ...
Newtown Woods 1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064..., Newtown, CT 06470
$485,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

1211 BROOKSIDE CT 1211, NEWTOWN, CT, 064...
Community: Newtown Woods
MLS 24166351 • Compass Connecticut, LLC, Danielle...
Heritage Village 930 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$489,900

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

930 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24166135 • Coldwell Banker Realty, Dawn Ciapp...
Liberty at Newtown 66 SUZIE DR 66, NEWTOWN, CT, 06470, Newtown, CT 06470
$636,000

2 beds

|

3 baths

|

2,407 sq ft

|

Condo

66 SUZIE DR 66, NEWTOWN, CT, 06470
Community: Liberty at Newtown
MLS 24159600 • Berkshire Hathaway NE Prop., Jill ...
Glassbury Court at Cold Spring 19 REVOLUTION RD, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516
$567,358

2 beds

|

3 baths

|

1,806 sq ft

|

Condo

19 REVOLUTION RD, PHILIPSTOWN, NY, 10516
Community: Glassbury Court at Cold Spring
MLS 981522 • Coldwell Banker Realty, Maryanne Dur...
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Jefferson Village 173 LONG HILL DR I, YORKTOWN, NY, 10598, Yorktown, NY 10598
$330,000

1 beds

|

1 baths

|

850 sq ft

|

Condo

173 LONG HILL DR I, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 981213 • BHHS River Towns Real Estate, Susan ...
Heritage Hills 612 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589
$649,000

2 beds

|

2 baths

|

1,483 sq ft

|

Condo

612 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 982636 • Houlihan Lawrence Inc., Lynn Conway
Meadow Brook Estates 194 EASTWOOD DR 194, SEYMOUR, CT, 06483, Seymour, CT 06483
$599,000

2 beds

|

3 baths

|

2,295 sq ft

|

Condo

194 EASTWOOD DR 194, SEYMOUR, CT, 06483
Community: Meadow Brook Estates
MLS 24165974 • Trusted Realty Partners LLC, Micha...
Heritage Village 1 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488
$229,900

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

1 HERITAGE VLG C, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24163174 • William Raveis Real Estate, Michae...
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.
Spring Lake Village 214 WATERS EDGE DR 214, SOUTHINGTON, CT,..., Southington, CT 06489
$317,000

2 beds

|

3 baths

|

1,564 sq ft

|

Condo

214 WATERS EDGE DR 214, SOUTHINGTON, CT,...
Community: Spring Lake Village
MLS 24162728 • Coldwell Banker Realty, Alex LaRos...
Heritage Village 889 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$358,000

2 beds

|

2 baths

|

1,398 sq ft

|

Condo

889 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24165851 • Coldwell Banker Realty, Maryanne B...
North Woods of Colchester 24 CENTER CT 24, COLCHESTER, CT, 06415, Colchester, CT 06415
$515,000

2 beds

|

2 baths

|

1,357 sq ft

|

Condo

24 CENTER CT 24, COLCHESTER, CT, 06415
Community: North Woods of Colchester
MLS 24164767 • Sky Realty Group, Christopher Benk...
Oronoque Village 402 MONTAUK LN B, STRATFORD, CT, 06614, Stratford, CT 06614
$515,000

2 beds

|

3 baths

|

1,118 sq ft

|

Condo

402 MONTAUK LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24165553 • William Pitt Sotheby's Int'l, Erik...
Heritage Village 36 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488
$525,000

3 beds

|

2 baths

|

1,716 sq ft

|

Condo

36 HERITAGE CIR B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24155098 • Berkshire Hathaway NE Prop., Bonni...
South Pond Village 78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002
$289,900

3 beds

|

3 baths

|

1,639 sq ft

|

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002
Community: South Pond Village
MLS 24163378 • Creative Realty of CT LLC, Jessy N...
The Powder Forest Homes 3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070
$629,900

2 beds

|

3 baths

|

1,284 sq ft

|

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070
Community: The Powder Forest Homes
MLS 24163886 • DB Associates of CT, LLC, Brooke H...
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Heritage Hills 272 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589
$569,900

2 beds

|

2 baths

|

1,500 sq ft

|

Condo

272 HERITAGE HLS C, SOMERS, NY, 10589
Community: Heritage Hills
MLS 981129 • Howard Hanna Rand Realty, J. Philip ...
The Village at Oxford Greens 575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478
$699,900

3 beds

|

3 baths

|

2,008 sq ft

575 INVERNESS CT 575, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24165278 • Real Estate Two, Karen Berwick
Oak Meadow Estates 65 OAK MEADOW LN 65, TORRINGTON, CT, 067..., Torrington, CT 06790
$485,000

2 beds

|

4 baths

|

2,164 sq ft

|

Condo

65 OAK MEADOW LN 65, TORRINGTON, CT, 067...
Community: Oak Meadow Estates
MLS 24164955 • Northwest CT Realty, Leslie Tapia-...
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.
Jefferson Village 119 VILLAGE RD H, YORKTOWN, NY, 10598, Yorktown, NY 10598
$439,000

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

119 VILLAGE RD H, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 981228 • Coldwell Banker Realty, Michael O'Co...
Heritage Hills 725 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589
$774,900

2 beds

|

2 baths

|

1,526 sq ft

|

Condo

725 HERITAGE HLS, SOMERS, NY, 10589
Community: Heritage Hills
MLS 964728 • RE/MAX Classic Realty, Christine Row...
Heritage Village 4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488
$249,000

1 beds

|

1 baths

|

928 sq ft

|

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24164328 • Berkshire Hathaway NE Prop., Jacqu...
Jefferson Village 129 COLUMBIA CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598
$469,999

2 beds

|

2 baths

|

1,100 sq ft

|

Condo

129 COLUMBIA CT D, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 971700 • Howard Hanna Rand Realty, Cristina G...
Fairview at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Community: Fairview at Oxford Greens
MLS 24164575 • Keller Williams Realty, Gina Farra
The Village at Oxford Greens 1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478
$684,900

3 beds

|

3 baths

|

2,256 sq ft

|

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478
Community: The Village at Oxford Greens
MLS 24164575 • Keller Williams Realty, Gina Farra
Overlook 2079 SUMMIT LOOP 103, CARMEL, NY, 10512, Carmel, NY 10512
$899,000

2 beds

|

2 baths

|

1,948 sq ft

|

Condo

2079 SUMMIT LOOP 103, CARMEL, NY, 10512
Community: Overlook
MLS 980617 • Toll Brothers Real Estate Inc., Thom...
Pond Spring Village 17 PONDVIEW CIR 17, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403
$474,900

2 beds

|

2 baths

|

1,474 sq ft

|

Condo

17 PONDVIEW CIR 17, BEACON FALLS, CT, 06...
Community: Pond Spring Village
MLS 24164408 • Coldwell Banker Realty, Kenneth Vi...
Want to learn more about 55+ communities in Winsted? 55places can help!
Questions? Call us: (860) 909-8066
Heritage Village 331 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488
$189,000

2 beds

|

2 baths

|

1,044 sq ft

|

Condo

331 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24164368 • Berkshire Hathaway NE Prop., James...
Heritage Hills 29 HERITAGE HLS 29D, SOMERS, NY, 10589, Somers, NY 10589
$495,000

2 beds

|

3 baths

|

1,340 sq ft

|

Condo

29 HERITAGE HLS 29D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 973615 • ERA Insite Realty Services, Walter G...
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.

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