Winsted, CT 55+ active adult communities & homes for sale - Page 4

162 homes near Winsted

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

Resale Only | 55+ age-restricted | Built 1971 - 1977 | 929 homes

3 rating (2 reviews)

Heritage Hills

$500ks - $900ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

Resale Only | 55+ age-restricted | Built 1967 - 1982 | 1,000 homes

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

New and Resale | Age-targeted | Built 2006 - present | 1,050 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 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.

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

Glassbury Court at Cold S...

$500ks - $700ks

Glassbury Court at Cold S..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

Resale Only | 55+ age-restricted | Built 2008 - 2018 | 312 homes

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

Regency at Wappinger

$500ks

Regency at Wappinger, Wappingers Falls, NY

Resale Only | 55+ age-restricted | Built 2014 - 2020 | 225 homes

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

North Woods of Colchester

$300ks - $400ks

North Woods of Colchester, Colchester, CT

New and Resale | 55+ age-restricted | Built 2007 - present | 140 homes

5 rating (1 reviews)

Paris Square

$400ks - $700ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 52 homes

Villas at Seminary Hill

$200ks - $300ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

Baldwin Station

$400ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

New and Resale | 55+ age-restricted | Built 2013 - present | 31 homes

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

The Gardens of Wilbraham

$200ks - $400ks

The Gardens of Wilbraham, Wilbraham, MA

New and Resale | 55+ age-restricted | Built 2005 - present | 108 homes

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

The Village at Whispering...

$400ks

The Village at Whispering...Rotterdam, NY

New Construction | 55+ age-restricted | Built 2025 - present | 85 homes

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

Regency at Prospect

$300ks - $400ks

Regency at Prospect, Prospect, CT

Resale Only | 55+ age-restricted | Built 2006 - 2020 | 379 homes

Boulder Brook

$200ks

Boulder Brook, Prospect, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 35 homes

Gloria Commons

$200ks - $300ks

Gloria Commons, Milford, CT

Resale Only | 55+ age-restricted | Built 2007 - 2015 | 50 homes

Hopmeadow Place

$200ks - $300ks

Hopmeadow Place, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2005 - 2005 | 66 homes

Long Hill Village

$300ks - $400ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

Park Glen

$300ks - $500ks

Park Glen, New Milford, CT

Resale Only | 55+ age-restricted | Built 2006 - 2015 | 17 homes

RiverBend Estates

$400ks

RiverBend Estates, Oxford, CT

New and Resale | 55+ age-restricted | Built 2012 - present | 25 homes

Summer Wind Estates

$300ks - $400ks

Summer Wind Estates, North Haven, CT

New Construction | 55+ age-restricted | Built 2015 - present | 18 homes

The Woods at Dunham Pond

$200ks - $400ks

The Woods at Dunham Pond, New Fairfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2015 | 33 homes

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

Regency Meadows

$500ks

Regency Meadows, Trumbull, CT

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 51 homes

Bidwell Village

$300ks - $400ks

Bidwell Village, Coventry, CT

New Construction | 55+ age-restricted | Built 2020 - present | 37 homes

1...2

Overlook

3014 EASTVIEW LN 110, CARMEL, NY, 10512, Carmel, NY 10512

$749,000

2 beds

3 baths

2,466 sq ft

Condo

3014 EASTVIEW LN 110, CARMEL, NY, 10512

53 JEFFERSON OVAL B, YORKTOWN, NY, 10598

Community: Jefferson Village

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

The Retreat at Carmel

18 WHEELER CT, CARMEL, NY, 10512, Carmel, NY 10512

$725,000

2 beds

3 baths

2,035 sq ft

Condo

18 WHEELER CT, CARMEL, NY, 10512

Community: The Retreat at Carmel

Newtown Woods

23 WOODS LN 23, NEWTOWN, CT, 06470, Newtown, CT 06470

$624,900

2 beds

3 baths

2,073 sq ft

Condo

23 WOODS LN 23, NEWTOWN, CT, 06470

Community: Newtown Woods

The Village at Oxford Greens

301 FAIRWAY DR 301, OXFORD, CT, 06478, Oxford, CT 06478

$584,900

2 beds

2 baths

2,080 sq ft

Condo

301 FAIRWAY DR 301, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Granite Woods

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762, Middlebury, CT 06762

$229,000

1 beds

1 baths

889 sq ft

Condo

35 NUTMEG RD D1, MIDDLEBURY, CT, 06762

Community: Granite Woods

The Village at Oxford Greens

607 CHAMPIONSHIP DR 607, OXFORD, CT, 064..., Oxford, CT 06478

$650,000

3 beds

3 baths

2,731 sq ft

Condo

607 CHAMPIONSHIP DR 607, OXFORD, CT, 064...

Community: The Village at Oxford Greens

The Summit at Bethel

12 BRIAR RIDGE DR 12, BETHEL, CT, 06801, Bethel, CT 06801

$619,900

2 beds

3 baths

2,023 sq ft

Condo

12 BRIAR RIDGE DR 12, BETHEL, CT, 06801

Community: The Summit at Bethel

Oronoque Village

13 ALGONQUIN LN C, STRATFORD, CT, 06614, Stratford, CT 06614

$399,000

1 beds

2 baths

1,330 sq ft

Condo

13 ALGONQUIN LN C, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

423 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$299,000

2 beds

2 baths

1,365 sq ft

Condo

423 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

446 HAMMERSTONE LN B, STRATFORD, CT, 066..., Stratford, CT 06614

$635,000

3 beds

3 baths

1,426 sq ft

Condo

446 HAMMERSTONE LN B, STRATFORD, CT, 066...

Community: Oronoque Village

Oronoque Village

151 S TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$449,000

1 beds

3 baths

1,426 sq ft

Condo

151 S TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

761 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$324,900

2 beds

2 baths

1,063 sq ft

Condo

761 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

Liberty at Newtown

79 SUZIE DR 79, NEWTOWN, CT, 06470, Newtown, CT 06470

$575,000

2 beds

3 baths

2,317 sq ft

Condo

79 SUZIE DR 79, NEWTOWN, CT, 06470

Community: Liberty at Newtown

Rivington

85 WINDING RIDGE WAY 85, DANBURY, CT, 06..., Danbury, CT 06810

$825,000

3 beds

4 baths

1,794 sq ft

Condo

85 WINDING RIDGE WAY 85, DANBURY, CT, 06...

Community: Rivington

The Retreat at Carmel

2 BLAIR HEIGHTS 3317, CARMEL, NY, 10512, Carmel, NY 10512

$449,900

2 beds

2 baths

1,323 sq ft

Condo

2 BLAIR HEIGHTS 3317, CARMEL, NY, 10512

Community: The Retreat at Carmel

Spring Lake Village

1 COACH DR 1, SOUTHINGTON, CT, 06489, Southington, CT 06489

$279,900

2 beds

2 baths

1,323 sq ft

Condo

1 COACH DR 1, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Spring Lake Village

621 OVERLOOK PATH 621, SOUTHINGTON, CT, ..., Southington, CT 06489

$330,000

2 beds

3 baths

1,133 sq ft

Condo

621 OVERLOOK PATH 621, SOUTHINGTON, CT, ...

Community: Spring Lake Village

Baldwin Station

7 FIRE THORN LN 7, MILFORD, CT, 06461, Milford, CT 06461

$679,950

2 beds

3 baths

2,331 sq ft

Condo

7 FIRE THORN LN 7, MILFORD, CT, 06461

Community: Baldwin Station

Heritage Hills

59 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$675,000

3 beds

2 baths

1,689 sq ft

Condo

59 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Overlook

2042 SUMMIT LOOP 58, CARMEL, NY, 10512, Carmel, NY 10512

$849,000

2 beds

4 baths

1,957 sq ft

Condo

2042 SUMMIT LOOP 58, CARMEL, NY, 10512

Community: Overlook

Overlook

2080 SUMMIT LOOP 75, CARMEL, NY, 10512, Carmel, NY 10512

$915,000

2 beds

3 baths

2,496 sq ft

Condo

2080 SUMMIT LOOP 75, CARMEL, NY, 10512

Community: Overlook

Overlook

2090 SUMMIT LOOP 80, CARMEL, NY, 10512, Carmel, NY 10512

$898,000

2 beds

3 baths

2,496 sq ft

Condo

2090 SUMMIT LOOP 80, CARMEL, NY, 10512

Community: Overlook

Rivington

$479,900

2 beds

2 baths

1,229 sq ft

Condo

1 RIVINGTON WAY 201, DANBURY, CT, 06810

Community: Rivington

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

The Village at Whispering Pines

125 WHISPERING PINES WAY, ROTTERDAM, NY,..., Rotterdam, NY 12306

$499,895

2 beds

2 baths

2,000 sq ft

House

125 WHISPERING PINES WAY, ROTTERDAM, NY,...

902 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Want to learn more about 55+ communities in Winsted? 55places can help!

Questions? Call us: (860) 909-8066

Heritage Village

643 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$314,900

2 beds

2 baths

1,398 sq ft

Condo

643 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

740 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$409,000

2 beds

2 baths

1,432 sq ft

Condo

740 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4…5

Frequently Asked Questions

What size 55+ communities are there in Winsted?

In Winsted, there is 1 small community with less than 500 homes.

How many homes are there in the smallest, largest, and average 55+ communities in Winsted?

The smallest 55+ community in Winsted has 38 homes, the largest has 38 homes, and the average community consists of 38 homes.

Are there gated 55+ communities in Winsted?

No, there are no gated 55+ communities in Winsted.

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162 homes

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Winsted, CT 55+ active adult communities & homes for sale - Page 4

78 communities near Winsted

162 homes near Winsted

2 beds

3 baths

2,466 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

910 sq ft

Condo

2 beds

2 baths

1,071 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

3 baths

2,035 sq ft

Condo

2 beds

3 baths

2,073 sq ft

Condo

2 beds

2 baths

2,080 sq ft

Condo

1 beds

1 baths

889 sq ft

Condo

3 beds

3 baths

2,731 sq ft

Condo

2 beds

3 baths

2,023 sq ft

Condo

1 beds

2 baths

1,330 sq ft

Condo

2 beds

2 baths

1,365 sq ft

Condo

3 beds

3 baths

1,426 sq ft

Condo

1 beds

3 baths

1,426 sq ft

Condo

2 beds

2 baths

1,063 sq ft

Condo

2 beds

3 baths

2,317 sq ft

Condo

3 beds

4 baths

1,794 sq ft

Condo

2 beds

2 baths

1,323 sq ft

Condo

2 beds