Cheshire, CT 55+ rental communities & homes for rent

1 communities near Cheshire

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The Cornerstone at Hauppa...

$2,831 - - $3,781 / mo

Base rent from $2,750

The Cornerstone at Hauppa..., Hauppauge, NY

New Construction | 55+ age-restricted | Built 2019 - 2020 | 96 rental homes

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.

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

Questions? Call us: (475) 244-9781

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.

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

Questions? Call us: (475) 244-9781

New Heritage Hills

499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589

$569,000

2 beds

2 baths

1,470 sq ft

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...

Community: Heritage Hills

New Oronoque Village

483 COMMANCHE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$400,000

1 beds

2 baths

1,454 sq ft

Condo

483 COMMANCHE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Jefferson Village

98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$349,000

1 beds

1 baths

800 sq ft

Condo

98 MOLLY PITCHER LN I, YORKTOWN HEIGHTS,...

Community: Jefferson Village

New The Manors at The Colony Preserve

21 GREENTREE CT, SHIRLEY, NY, 11967, Shirley, NY 11967

$525,000

2 beds

2 baths

1,557 sq ft

Condo

21 GREENTREE CT, SHIRLEY, NY, 11967

Community: The Manors at The Colony Preserve

New Encore Atlantic Shores

135 CHOPIN PL, EASTPORT, NY, 11941, Eastport, NY 11941

$825,000

2 beds

2 baths

2,233 sq ft

Condo

135 CHOPIN PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

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

Questions? Call us: (475) 244-9781

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

Questions? Call us: (475) 244-9781

New Heritage Village

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

$225,000

2 beds

2 baths

1,398 sq ft

Condo

411 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Sunrise Village

71 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782

$489,990

2 beds

3 baths

1,046 sq ft

Condo

71 REVERE DR, SAYVILLE, NY, 11782

Community: Sunrise Village

New Spring Lake Village

41 COACH DR # 41, SOUTHINGTON, CT, 06489, Southington, CT 06489

$249,900

2 beds

2 baths

1,232 sq ft

Condo

41 COACH DR # 41, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

New Rivington

1025 COUNTRY VIEW RD # 1025, DANBURY, CT..., Danbury, CT 06810

$499,000

2 beds

2 baths

1,292 sq ft

Condo

1025 COUNTRY VIEW RD # 1025, DANBURY, CT...

Community: Rivington

New Heritage Village

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

$349,900

2 beds

2 baths

1,398 sq ft

Condo

865 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Regency at Prospect

50 LILAC LN # 50, PROSPECT, CT, 06712, Prospect, CT 06712

$489,000

2 beds

2 baths

1,503 sq ft

Condo

50 LILAC LN # 50, PROSPECT, CT, 06712

Community: Regency at Prospect

New The Seasons at East Meadow

448 WINTER PL, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$675,000

2 beds

3 baths

1,030 sq ft

Condo

448 WINTER PL, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

New Leisure Knoll

498 CRANSTON LN, RIDGE, NY, 11961, Ridge, NY 11961

$479,000

2 beds

2 baths

1,412 sq ft

Condo

498 CRANSTON LN, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (475) 244-9781

New Overlook

2066 SUMMIT LOOP # 68, CARMEL, NY, 10512, Carmel, NY 10512

$879,000

2 beds

3 baths

2,126 sq ft

Condo

2066 SUMMIT LOOP # 68, CARMEL, NY, 10512

Community: Overlook

New Fairfield at St. James

1205 GOTHAM DR, SAINT JAMES, NY, 11780, Saint James, NY 11780

$449,990

1 beds

2 baths

750 sq ft

House

1205 GOTHAM DR, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

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

Questions? Call us: (475) 244-9781

New Heritage Village

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$299,900

2 beds

2 baths

1,044 sq ft

Condo

1041 HERITAGE VLG A, SOUTHBURY, CT, 0648...

Community: Heritage Village

Encore at Lake Grove

51 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$629,999

2 beds

3 baths

1,409 sq ft

Condo

51 SYMPHONY DR, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

The Seasons at Seaford

28 SPRING DR, SEAFORD, NY, 11783, Seaford, NY 11783

$829,000

2 beds

2 baths

1,034 sq ft

Condo

28 SPRING DR, SEAFORD, NY, 11783

Community: The Seasons at Seaford

Jefferson Village

41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$480,000

2 beds

2 baths

1,100 sq ft

Condo

41 JEFFERSON OVAL G, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

Heritage Hills

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

$790,000

2 beds

2 baths

1,663 sq ft

Condo

772 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Meadowbrooke Pointe East Meadow

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$729,999

2 beds

2 baths

961 sq ft

Condo

506 EMANUEL WAY 73, HEMPSTEAD, NY, 11554

Community: Meadowbrooke Pointe East Meadow

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

Questions? Call us: (475) 244-9781

Rivington

13 MERCY ST 13, DANBURY, CT, 06810, Danbury, CT 06810

$645,000

3 beds

3 baths

1,572 sq ft

Condo

13 MERCY ST 13, DANBURY, CT, 06810

Community: Rivington

Jefferson Village

120H COLUMBIA CT, YORKTOWN, NY, 10598, Yorktown, NY 10598

$350,000

1 beds

1 baths

793 sq ft

Condo

120H COLUMBIA CT, YORKTOWN, NY, 10598

Community: Jefferson Village

Leisure Village

306 TORQUAY CT E, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$239,000

1 beds

1 baths

684 sq ft

Condo

306 TORQUAY CT E, BROOKHAVEN, NY, 11961

Community: Leisure Village

Jefferson Village

113 VILLAGE RD B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$469,999

2 beds

2 baths

1,200 sq ft

Condo

113 VILLAGE RD B, YORKTOWN, NY, 10598

Community: Jefferson Village

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

Questions? Call us: (475) 244-9781

Heritage Village

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

$285,000

2 beds

2 baths

1,432 sq ft

Condo

972 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Spring Lake Village

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489, Southington, CT 06489

$320,000

3 beds

3 baths

1,471 sq ft

Condo

6 LAKEVIEW DR 6, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Woodridge Strathmore Terrace

35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176..., Mount Sinai, NY 11766

$449,999

2 beds

2 baths

1,240 sq ft

Condo

35 CHIPPENDALE DR, MOUNT SINAI, NY, 1176...

Community: Woodridge Strathmore Terrace

Glenwood Village

181 GLYNWOOD 181, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$265,000

2 beds

1 baths

1,100 sq ft

Manufactured On Land

181 GLYNWOOD 181, RIVERHEAD, NY, 11901

Community: Glenwood Village

Meadowbrook Pointe Athletic Club & Spa

556 PACING WAY 556, NORTH HEMPSTEAD, NY,..., North Hempstead, NY 11590

$898,000

2 beds

2 baths

1,438 sq ft

Condo

556 PACING WAY 556, NORTH HEMPSTEAD, NY,...

Community: Meadowbrook Pointe Athletic Club & Spa

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

Questions? Call us: (475) 244-9781

The Bel Aire at East Meadow

50 MERRICK AVE 118, EAST MEADOW, NY, 115..., East Meadow, NY 11554

$425,000

2 beds

2 baths

941 sq ft

Condo

50 MERRICK AVE 118, EAST MEADOW, NY, 115...

Community: The Bel Aire at East Meadow

The Villas at Narragansett

604 NARRAGANSETT VILLAS DR, BABYLON, NY,..., Babylon, NY 11757

$549,990

2 beds

2 baths

1,227 sq ft

Condo

604 NARRAGANSETT VILLAS DR, BABYLON, NY,...

Community: The Villas at Narragansett

Encore Atlantic Shores

179 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941

$925,000

2 beds

3 baths

2,900 sq ft

Condo

179 MELODY CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Oronoque Village

488 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,000

1 beds

3 baths

2,199 sq ft

Condo

488 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$359,900

2 beds

2 baths

1,432 sq ft

Condo

170 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 244-9781

Park Glen

4 BLOSSOM CT, NEW MILFORD, CT, 06776, New Milford, CT 06776

$629,000

2 beds

3 baths

2,573 sq ft

Condo

4 BLOSSOM CT, NEW MILFORD, CT, 06776

Community: Park Glen

The Seasons at East Meadow

479 SPRING DR, EAST MEADOW, NY, 11554, East Meadow, NY 11554

$619,000

2 beds

2 baths

1,358 sq ft

Condo

479 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Leisure Knoll

206 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961

$345,000

2 beds

1 baths

658 sq ft

Condo

206 BELFAST LN, RIDGE, NY, 11961

Community: Leisure Knoll

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

Questions? Call us: (475) 244-9781

Glenwood Village

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ..., Riverhead, NY 11901

$249,850

2 beds

2 baths

1,050 sq ft

Mobile Home

1661 OLD COUNTRY RD 275, RIVERHEAD, NY, ...

Community: Glenwood Village

Leisure Glen

530 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$595,000

2 beds

2 baths

1,434 sq ft

Condo

530 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Frequently Asked Questions

What size 55+ communities are there in Cheshire?

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

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

The smallest 55+ community in Cheshire has 88 homes, the largest has 88 homes, and the average community consists of 88 homes.

Are there gated 55+ communities in Cheshire?

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

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Want to learn more about 55+ communities in Cheshire?

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Cheshire, CT 55+ rental communities & homes for rent

1 communities near Cheshire

231 homes near Cheshire

2 beds

2 baths

1,470 sq ft

Condo

1 beds

2 baths

1,454 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds

2 baths

2,233 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

3 baths

1,046 sq ft

Condo

2 beds

2 baths

1,232 sq ft

Condo

2 beds

2 baths

1,292 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,503 sq ft

Condo

2 beds

3 baths

1,030 sq ft

Condo

2 beds

2 baths

1,412 sq ft

Condo

2 beds

3 baths

2,126 sq ft

Condo

1 beds

2 baths

750 sq ft

House

2 beds

2 baths

1,044 sq ft

Condo

2 beds

3 baths

1,409 sq ft

Condo

2 beds

2 baths

1,034 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds