Cutchogue, NY 55+ active adult communities & homes for sale

98 communities near Cutchogue

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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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

Resale Only | 55+ age-restricted | Built 1969 - 1986 | 1,500 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 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 Cutchogue? 55places can help!

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The Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

Resale Only | 55+ age-restricted | Built 1972 - 1982 | 701 homes

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 homes

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

Resale Only | 55+ age-restricted | Built 1972 - 1989 | 653 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.

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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.

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

Regency at Woodbridge

$500ks - $700ks

Regency at Woodbridge, Woodbridge, CT

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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

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Questions? Call us: (631) 646-1910

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

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Questions? Call us: (631) 646-1910

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

The Vineyards at Miller P...

$500ks

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

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

Resale Only | 55+ age-restricted | Built 1985 - 2010 | 646 homes

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

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

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Questions? Call us: (631) 646-1910

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

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

Country Village Estates

$300ks

Country Village Estates, Coram, NY

Resale Only | 55+ age-restricted | Built 1993 - 2001 | 195 homes

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

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Questions? Call us: (631) 646-1910

Baldwin Station

$400ks

Baldwin Station, Milford, CT

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Strathmore Gate East

$300ks

Strathmore Gate East, Coram, NY

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

The Manors at The Colony ...

$300ks - $400ks

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

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

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Questions? Call us: (631) 646-1910

North Woods of Colchester

$300ks - $400ks

North Woods of Colchester, Colchester, CT

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

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$300ks - $700ks

Meadowbrook Pointe Links ..., Medford, NY

New and Resale | 55+ age-restricted | Built 2010 - present | 280 homes

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

Oak Meadow Estates

$200ks - $300ks

Oak Meadow Estates, Torrington, CT

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

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

Questions? Call us: (631) 646-1910

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

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

Evergreen

$400ks - $500ks

Evergreen, Cromwell, CT

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

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 homes

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

Questions? Call us: (631) 646-1910

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

1 2...3

New North Woods of Colchester

11 NORTH CT # 11, COLCHESTER, CT, 06415, Colchester, CT 06415

$539,900

2 beds

2 baths

1,751 sq ft

Condo

11 NORTH CT # 11, COLCHESTER, CT, 06415

40 HICKORY HL # 40, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

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

Questions? Call us: (631) 646-1910

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Questions? Call us: (631) 646-1910

New Woodridge Strathmore Terrace

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

$399,000

1 beds

1 baths

844 sq ft

Condo

27 HEARTHSIDE DR, MOUNT SINAI, NY, 11766

Community: Woodridge Strathmore Terrace

New Leisure Village

418 WEYMOUTH CT C, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

1,036 sq ft

Condo

418 WEYMOUTH CT C, RIDGE, NY, 11961

Community: Leisure Village

New The Greens at Half Hollow

833 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,888

2 beds

2 baths

1,150 sq ft

Condo

833 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Fairfield at St. James

203 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$475,000

1 beds

1 baths

841 sq ft

Condo

203 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Heritage Village

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

$399,000

3 beds

2 baths

1,716 sq ft

Condo

575 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

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

$260,000

2 beds

2 baths

1,398 sq ft

Condo

701 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Leisure Village

430 FALMOUTH CT A, RIDGE, NY, 11961, Ridge, NY 11961

$369,000

2 beds

2 baths

1,200 sq ft

House

430 FALMOUTH CT A, RIDGE, NY, 11961

Community: Leisure Village

New Leisure Village

258 NEWCASTLE CT F, RIDGE, NY, 11961, Ridge, NY 11961

$279,000

2 beds

1 baths

875 sq ft

Condo

258 NEWCASTLE CT F, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (631) 646-1910

New Oak Meadow Estates

65 OAK MEADOW LN # 65, HARWINTON, CT, 06..., Harwinton, CT 06791

$495,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN # 65, HARWINTON, CT, 06...

Community: Oak Meadow Estates

New The Greens at Half Hollow

843 MADEIRA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,000

2 beds

2 baths

1,150 sq ft

Condo

843 MADEIRA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

Questions? Call us: (631) 646-1910

New South Pond Village

81 SILO WAY 81, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$259,999

2 beds

2 baths

1,204 sq ft

Condo

81 SILO WAY 81, BLOOMFIELD, CT, 06002

Community: South Pond Village

Leisure Knoll

304 KINGSTON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$530,000

2 beds

2 baths

1,000 sq ft

Condo

304 KINGSTON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Oronoque Village

133 BANNOCK LN, STRATFORD, CT, 06614, Stratford, CT 06614

$635,000

2 beds

3 baths

2,038 sq ft

Condo

133 BANNOCK LN, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Village

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

$299,900

2 beds

2 baths

1,144 sq ft

Condo

914 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Chatfield Farms

8 WOODLAND PATH 8, BEACON FALLS, CT, 064..., Beacon Falls, CT 06403

$724,900

3 beds

4 baths

2,610 sq ft

Condo

8 WOODLAND PATH 8, BEACON FALLS, CT, 064...

Community: Chatfield Farms

Heritage Village

419 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$500,000

3 beds

2 baths

1,716 sq ft

Condo

419 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (631) 646-1910

Greenwood Village

16 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$167,000

2 beds

2 baths

1,164 sq ft

Condo

16 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Leisure Village

230 BLACKPOOL CT A, RIDGE, NY, 11961, Ridge, NY 11961

$289,900

2 beds

1 baths

836 sq ft

Condo

230 BLACKPOOL CT A, RIDGE, NY, 11961

Community: Leisure Village

Encore at Lake Grove

17 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$635,000

2 beds

3 baths

1,486 sq ft

Condo

17 SONATA CT, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Meadow Brook Estates

215 MEADOW BROOK RD # 215, OXFORD, CT, 0..., Oxford, CT 06478

$589,000

3 beds

3 baths

2,207 sq ft

Condo

215 MEADOW BROOK RD # 215, OXFORD, CT, 0...

Community: Meadow Brook Estates

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

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Leisure Village

406 WOODBRIDGE DR B, RIDGE, NY, 11961, Ridge, NY 11961

$245,000

1 beds

1 baths

704 sq ft

Condo

406 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Long Hill Village

71 CIDER MILL LN, TRUMBULL, CT, 06611, Trumbull, CT 06611

$539,900

1 beds

3 baths

1,370 sq ft

Condo

71 CIDER MILL LN, TRUMBULL, CT, 06611

Community: Long Hill Village

Leisure Knoll

190 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$479,999

2 beds

1 baths

913 sq ft

House

190 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Heritage Village

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

$295,000

2 beds

2 baths

1,432 sq ft

Condo

915 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Greenwood Village

126 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$225,000

2 beds

2 baths

1,032 sq ft

Condo

126 VILLAGE CIR, BROOKHAVEN, NY, 11949

Condo

236 ENCORE BLVD, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

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

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Leisure Knoll

475 STRATFORD LN, RIDGE, NY, 11961, Ridge, NY 11961

$519,000

3 beds

2 baths

1,592 sq ft

House

475 STRATFORD LN, RIDGE, NY, 11961

Community: Leisure Knoll

Glenwood Village

1661 OLD COUNTRY RD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901

$245,000

2 beds

2 baths

1,156 sq ft

Manufactured Home

1661 OLD COUNTRY RD, RIVERHEAD, NY, 1190...

Community: Glenwood Village

Chatfield Farms

9 LAKEVIEW RISE # 9, BEACON FALLS, CT, 0..., Beacon Falls, CT 06403

$515,000

2 beds

3 baths

1,700 sq ft

Condo

9 LAKEVIEW RISE # 9, BEACON FALLS, CT, 0...

Community: Chatfield Farms

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

Questions? Call us: (631) 646-1910

Sonoma Woods

60 SONOMA LN 60, MIDDLETOWN, CT, 06457, Middletown, CT 06457

$549,900

2 beds

3 baths

2,054 sq ft

Condo

60 SONOMA LN 60, MIDDLETOWN, CT, 06457

Community: Sonoma Woods

South Pond Village

162 THISTLE POND DR 162, BLOOMFIELD, CT,..., Bloomfield, CT 06002

$395,000

2 beds

2 baths

1,341 sq ft

Condo

162 THISTLE POND DR 162, BLOOMFIELD, CT,...

Community: South Pond Village

Frequently Asked Questions

What size 55+ communities are there in Cutchogue?

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

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

The smallest 55+ community in Cutchogue has 124 homes, the largest has 124 homes, and the average community consists of 124 homes.

Are there new 55+ homes available in Cutchogue?

Yes, there is new 55+ home available in Cutchogue. The most recent community started in Cutchogue include Harvest Pointe. There is also 1 community in Cutchogue that offers new construction homes, including Harvest Pointe.

Are there gated 55+ communities in Cutchogue?

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

How long do listings in 55+ communities in Cutchogue typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Cutchogue stay on the market for around 292 days. The average price of homes for sale in this community is approximately $999,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Harvest Pointe average around $999,000.

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98 communities

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REIN updates its listings on a daily basis. Data last updated: Feb 14, 2026.
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Cutchogue, NY 55+ active adult communities & homes for sale

98 communities near Cutchogue

170 homes near Cutchogue

2 beds

2 baths

1,751 sq ft

Condo

2 beds

1 baths

658 sq ft

Condo

2 beds

2 baths

1,050 sq ft

Mobile Home

2 beds

2 baths

1,434 sq ft

Condo

2 beds

2 baths

1,211 sq ft

Condo

1 beds

1 baths

844 sq ft

Condo

2 beds

1 baths

1,036 sq ft

Condo

2 beds

2 baths

1,150 sq ft

Condo

1 beds

1 baths

841 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,200 sq ft

House

2 beds

1 baths

875 sq ft

Condo

2 beds

4 baths

2,164 sq ft

Condo

2 beds

2 baths

1,150 sq ft

Condo

2 beds

2 baths

1,204 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

3 baths

2,038 sq ft

Condo

2 beds

2 baths

1,144 sq ft

Condo

3 beds