Cheshire, CT 55+ active adult communities & homes for sale - Page 2

125 communities near Cheshire

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5 rating (1 reviews)

The Villages at Mount Sin...

$800Ks - $800Ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 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 - $500Ks

Newtown Woods, Newtown, CT

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

No reviews yet

Stoneleigh Woods at River...

$400Ks - $600Ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

No reviews yet

Snug Harbor

$600Ks - $700Ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

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

Questions? Call us: (475) 244-9781

No reviews yet

The Coves at Melville

$500Ks - $500Ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

No reviews yet

Strathmore Gate East

$300Ks - $300Ks

Strathmore Gate East, Coram, NY

Resale Only | 55+ age-restricted | Built 1970 - 1975 | 174 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

South Pond Village

$200Ks - $400Ks

South Pond Village, Bloomfield, CT

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

No reviews yet

Setauket Meadows

$600Ks - $700Ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 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

The Manors at The Colony ...

$400Ks - $500Ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

No reviews yet

Vineyards at Brookfield

$600Ks - $800Ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 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

The Villas at Narraganset...

$500Ks - $500Ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

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

Questions? Call us: (475) 244-9781

No reviews yet

Village Estates

$500Ks - $500Ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

No reviews yet

The Seasons at Plainview

$600Ks - $700Ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes

No reviews yet

Windcrest East

$600Ks - $600Ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 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 Seasons at Seaford

$700Ks - $700Ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

No reviews yet

Windmill Gate

$300Ks - $400Ks

Windmill Gate, Oakdale, NY

Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 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

Meadowbrooke Pointe East ...

$700Ks - $700Ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

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

Questions? Call us: (475) 244-9781

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

The Bel Aire at East Mead...

$400Ks - $400Ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes

No reviews yet

Vineyards at Moriches

$500Ks - $600Ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 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

The Vineyards at Mount Si...

$800Ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 homes

No reviews yet

The Vineyards at Miller P...

$600Ks - $600Ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

No reviews yet

Baldwin Station

$400Ks - $400Ks

Baldwin Station, Milford, CT

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

No reviews yet

Bartlett Hill

$500Ks - $500Ks

Bartlett Hill, Portland, CT

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

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

Questions? Call us: (475) 244-9781

No reviews yet

Kensington Estates

$1Ms - $1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 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

No reviews yet

Stone Ridge Estates

$500Ks - $600Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

5 rating (3 reviews)

Founders Ridge

$600Ks - $600Ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

476 WOODSCREEK CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

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

Questions? Call us: (475) 244-9781

Jefferson Village

32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$399,000

2 beds

1 baths

951 sq ft

Condo

32 CAMBRIDGE CT A, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

The Greens at Half Hollow

1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747

$634,999

2 beds

2 baths

1,114 sq ft

Condo

1082 SAVOY DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Vineyards at Brookfield

56 AVERY DR N, CENTER MORICHES, NY, 1193..., Center Moriches, NY 11934

$639,000

2 beds

2 baths

1,557 sq ft

Condo

56 AVERY DR N, CENTER MORICHES, NY, 1193...

Community: Vineyards at Brookfield

Leisure Knoll

535 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961

$449,000

2 beds

2 baths

1,094 sq ft

House

535 STRATFORD LN, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Glen

5 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961

$489,000

2 beds

2 baths

1,290 sq ft

Condo

5 BALDWIN CT, RIDGE, NY, 11961

Community: Leisure Glen

The Seasons at East Meadow

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

$600,000

2 beds

2 baths

1,358 sq ft

Condo

469 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Heritage Hills

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

$599,000

2 beds

2 baths

1,296 sq ft

Condo

568 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Knoll

156 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961

$479,990

2 beds

1 baths

970 sq ft

Condo

156 LAURANCE LN, RIDGE, NY, 11961

Community: Leisure Knoll

The Waterways at Moriches

295 W MIDLAND POND CT, MORICHES, NY, 119..., Moriches, NY 11955

$729,000

2 beds

2 baths

2,149 sq ft

Condo

295 W MIDLAND POND CT, MORICHES, NY, 119...

Community: The Waterways at Moriches

Heritage Hills

$639,000

3 beds

3 baths

1,700 sq ft

Condo

41 HERITAGE HILLS DR A, SOMERS, NY, 1058...

Condo

100 HARBOR VIEW DR 249, PORT WASHINGTON,...

Condo

82 BALLAD CT, 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

The Greens at Half Hollow

1006 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$619,000

2 beds

2 baths

1,150 sq ft

Condo

1006 MADEIRA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Greenwood Village

10 ORANGE TREE CT, MANORVILLE, NY, 11949, Manorville, NY 11949

$210,000

2 beds

2 baths

1,200 sq ft

Condo

10 ORANGE TREE CT, MANORVILLE, NY, 11949

Community: Greenwood Village

Woodridge Strathmore Terrace

16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$369,000

1 beds

1 baths

924 sq ft

Condo

16 HEARTHSIDE DR, MOUNT SINAI, NY, 11766

Community: Woodridge Strathmore Terrace

The Greens at Half Hollow

491 BARDINI DR, MELVILLE, NY, 11747, Melville, NY 11747

$1,299,999

3 beds

3 baths

2,500 sq ft

Condo

491 BARDINI DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Leisure Knoll

221 BELFAST LN, RIDGE, NY, 11961, Ridge, NY 11961

$429,000

2 beds

2 baths

1,000 sq ft

Condo

221 BELFAST LN, RIDGE, NY, 11961

Community: Leisure Knoll

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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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125 communities near Cheshire

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Cheshire, CT 55+ active adult communities & homes for sale - Page 2

125 communities near Cheshire

298 homes near Cheshire

2 beds

1 baths

1,000 sq ft

Condo

5 beds

5 baths

2,807 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,012 sq ft

Condo

2 beds

2 baths

1,640 sq ft

Condo

2 beds

1 baths

951 sq ft

Condo

2 beds

2 baths

1,114 sq ft

Condo

2 beds

2 baths

1,557 sq ft

Condo

2 beds

2 baths

1,094 sq ft

House

2 beds

2 baths

1,290 sq ft

Condo

2 beds

2 baths

1,358 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

1 baths

970 sq ft

Condo

2 beds

2 baths

2,149 sq ft

Condo

3 beds

3 baths

1,700 sq ft

Condo

2 beds

2 baths

871 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,350 sq ft

Condo

2 beds