Westport, CT 55+ active adult communities & homes for sale

365 homes near Westport

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Whitney Glen

$500Ks - $600Ks

Whitney Glen, Westport, CT

Resale Only | 55+ age-restricted | Built 1982 - 1982 | 62 homes

3 rating (2 reviews)

Heritage Hills

$300Ks - $900Ks

Heritage Hills, Somers, NY

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

3.6 rating (7 reviews)

Heritage Village

$100Ks - $400Ks

Heritage Village, Southbury, CT

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

No reviews yet

Leisure Village

$200Ks - $500Ks

Leisure Village, Ridge, NY

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

No reviews yet

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

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

Questions? Call us: (475) 471-1908

No reviews yet

Rivington

$900Ks - $900Ks

Rivington, Danbury, CT

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

4 rating (1 reviews)

Jefferson Village

$200Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

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

5 rating (2 reviews)

Shadow Lake Village

$400Ks - $500Ks

Shadow Lake Village, Red Bank, NJ

Resale Only | 55+ age-restricted | Built 1972 - 1980 | 952 homes

No reviews yet

Oronoque Village

$400Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$600Ks - $700Ks

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

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

5 rating (1 reviews)

Four Seasons at Great Not...

$500Ks - $900Ks

Four Seasons at Great Not..., Woodland Park, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2018 | 814 homes

No reviews yet

Meadowbrook Pointe Athlet...

$800Ks - $800Ks

Meadowbrook Pointe Athlet..., Westbury, NY

Resale Only | 55+ age-restricted | Built 2015 - 2016 | 720 homes

2.8 rating (4 reviews)

Cheesequake Village

$200Ks - $300Ks

Cheesequake Village, Old Bridge, NJ

Resale Only | 55+ age-restricted | Built 1965 - 1971 | 713 homes

No reviews yet

Leisure Knoll

$400Ks - $400Ks

Leisure Knoll, Ridge, NY

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

2.8 rating (5 reviews)

The Villages NJ

$200Ks - $300Ks

The Villages NJ, Howell, NJ

Resale Only | 55+ age-restricted | Built 1967 - 1975 | 670 homes

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

Questions? Call us: (475) 471-1908

No reviews yet

Country Pointe Plainview

$1Ms - $1Ms

Country Pointe Plainview, Plainview, NY

New Construction | 55+ age-restricted | Built 2017 - present | 660 homes

5 rating (1 reviews)

Fairfield at St. James

$400Ks - $600Ks

Fairfield at St. James, St. James, NY

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

No reviews yet

Leisure Glen

$400Ks - $500Ks

Leisure Glen, Ridge, NY

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

No reviews yet

Spring Lake Village

$200Ks - $200Ks

Spring Lake Village, Southington, CT

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

4 rating (8 reviews)

Glenwood Village

$100Ks - $400Ks

Glenwood Village, Riverhead, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100Ks - $200Ks

Greenwood Village, Manorville, NY

Resale Only | 55+ age-restricted | Built 1980 - 2000 | 512 homes

No reviews yet

Equestra at Colts Neck Cr...

$800Ks - $900Ks

Equestra at Colts Neck Cr..., Farmingdale, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 483 homes

4.2 rating (12 reviews)

Surrey Downs

$300Ks - $400Ks

Surrey Downs, Freehold, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes

No reviews yet

The Seasons at East Meado...

$500Ks - $600Ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

No reviews yet

Regency at Prospect

$400Ks - $400Ks

Regency at Prospect, Prospect, CT

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

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

Questions? Call us: (475) 471-1908

5 rating (1 reviews)

Shady Oaks

$300Ks - $300Ks

Shady Oaks, Red Bank, NJ

Resale Only | 55+ age-restricted | Built 1982 - 1983 | 366 homes

No reviews yet

Dutchgate

$400Ks - $400Ks

Dutchgate, Valley Stream, NY

Resale Only | 55+ age-restricted | Built 2009 - 2015 | 348 homes

No reviews yet

The Waterways at Moriches

$400Ks - $600Ks

The Waterways at Moriches, Moriches, NY

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

No reviews yet

Rolling Meadows at Waysid...

$600Ks - $800Ks

Rolling Meadows at Waysid..., Ocean Township, NJ

Resale Only | 55+ age-restricted | Built 2002 - 2007 | 328 homes

No reviews yet

The Retreat at Carmel

$300Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

No reviews yet

Cedar Village at Ocean

$700Ks - $700Ks

Cedar Village at Ocean, Ocean Township, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 295 homes

3.5 rating (2 reviews)

Foxwood Village

$300Ks - $400Ks

Foxwood Village, Calverton, NY

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

1 rating (1 reviews)

Plymouth Estates at Mount...

$500Ks - $500Ks

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

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

4.6 rating (9 reviews)

Meadowbrook Pointe Links ...

$600Ks - $700Ks

Meadowbrook Pointe Links ..., Medford, NY

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

4 rating (1 reviews)

Vineyards at Blue Point

$600Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

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

Questions? Call us: (475) 471-1908

No reviews yet

Apple Ridge

$700Ks - $800Ks

Apple Ridge, Mahwah, NJ

Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes

No reviews yet

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

Resale Only | 55+ age-restricted | Built 2002 - 2004 | 270 homes

No reviews yet

Winthrop Court

$400Ks - $500Ks

Winthrop Court, Clifton, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes

No reviews yet

The Club at Melville

$500Ks - $500Ks

The Club at Melville, Melville, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 261 homes

No reviews yet

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

Resale Only | 55+ age-restricted | Built 2018 - 2020 | 256 homes

2 GUILFORD CT B, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

Glenwood Village

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ..., Riverhead, NY 11901

$215,000

2 beds

2 baths

1,036 sq ft

Mobile Home

1661 OLD COUNTRY RD 179, RIVERHEAD, NY, ...

Community: Glenwood Village

Greenwood Village

21 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$179,000

2 beds

2 baths

1,100 sq ft

Condo

21 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

The Seasons at East Meadow

121 SPRING DR # 121, EAST MEADOW, NY, 11..., East Meadow, NY 11554

$579,999

2 beds

2 baths

1,272 sq ft

Condo

121 SPRING DR # 121, EAST MEADOW, NY, 11...

Community: The Seasons at East Meadow

The Seasons at East Meadow

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

$584,000

2 beds

2 baths

1,272 sq ft

Condo

315 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

Jefferson Village

52 JEFFERSON OVAL E, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$449,000

2 beds

2 baths

907 sq ft

Condo

52 JEFFERSON OVAL E, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

Leisure Glen

460 LEISURE DR, RIDGE, NY, 11961, Ridge, NY 11961

$550,000

2 beds

2 baths

1,691 sq ft

Condo

460 LEISURE DR, RIDGE, NY, 11961

Community: Leisure Glen

Knickerbocker Bay Club

433 MAIN ST 203, PORT WASHINGTON, NY, 11..., Port Washington, NY 11050

$949,000

2 beds

2 baths

1,323 sq ft

Condo

433 MAIN ST 203, PORT WASHINGTON, NY, 11...

Community: Knickerbocker Bay Club

Glenwood Village

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,..., Riverhead, NY 11901

$239,900

2 beds

1 baths

753 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 200, RIVERHEAD,...

Community: Glenwood Village

Fairfield at St. James

205 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$619,990

3 beds

3 baths

1,600 sq ft

Condo

205 FLAIR CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Leisure Village

68A ENFIELD CT # 68A, RIDGE, NY, 11961, Ridge, NY 11961

$339,000

2 beds

1 baths

1,048 sq ft

Condo

68A ENFIELD CT # 68A, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

Jefferson Village

101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598

$650,000

2 beds

2 baths

1,555 sq ft

Condo

101 VILLAGE RD A, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

The Retreat at Carmel

31 LANGDON GROVE, CARMEL, NY, 10512, Carmel, NY 10512

$675,000

2 beds

2 baths

1,979 sq ft

House

31 LANGDON GROVE, CARMEL, NY, 10512

Community: The Retreat at Carmel

The Waterways at Moriches

497 OAK BLUFF CT, MORICHES, NY, 11955, Moriches, NY 11955

$529,999

2 beds

3 baths

1,988 sq ft

Condo

497 OAK BLUFF CT, MORICHES, NY, 11955

Community: The Waterways at Moriches

Vineyards at Blue Point

125 HALLEY DR, BLUE POINT, NY, 11772, Blue Point, NY 11772

$699,000

2 beds

2 baths

1,619 sq ft

Condo

125 HALLEY DR, BLUE POINT, NY, 11772

Community: Vineyards at Blue Point

Encore at Lake Grove

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

$650,000

2 beds

2 baths

1,697 sq ft

Condo

23 SONATA CT, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Meadowbrook Pointe Athletic Club & Spa

319 TROTTING LN # 23, WESTBURY, NY, 1159..., Westbury, NY 11590

$705,000

2 beds

2 baths

1,328 sq ft

Condo

319 TROTTING LN # 23, WESTBURY, NY, 1159...

Community: Meadowbrook Pointe Athletic Club & Spa

Regency at Wappinger

44 LINWOOD DR, WAPPINGERS FALLS, NY, 125..., Wappingers Falls, NY 12590

$750,000

2 beds

2 baths

1,924 sq ft

Condo

44 LINWOOD DR, WAPPINGERS FALLS, NY, 125...

Community: Regency at Wappinger

Vineyards at Moriches

4 TONI CT, CENTER MORICHES, NY, 11934, Center Moriches, NY 11934

$715,000

2 beds

3 baths

2,196 sq ft

Condo

4 TONI CT, CENTER MORICHES, NY, 11934

Community: Vineyards at Moriches

Jefferson Village

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598

$469,900

2 beds

2 baths

1,200 sq ft

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

Jefferson Village

18 HASTINGS CT E, YORKTOWN, NY, 10598, Yorktown, NY 10598

$325,000

1 beds

1 baths

725 sq ft

Condo

18 HASTINGS CT E, YORKTOWN, NY, 10598

Condo

36 THEODORE DR, CORAM, NY, 11727

Condo

135 EASTBOURNE CT UNIT C, RIDGE, NY, 119...

Community: Leisure Village

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Frequently Asked Questions

What size 55+ communities are there in Westport?

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

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

The smallest 55+ community in Westport has 62 homes, the largest has 62 homes, and the average community consists of 62 homes.

Are there gated 55+ communities in Westport?

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

Want more information about active adult communities around Westport?

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Want to learn more about 55+ communities in Westport?

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365 homes near Westport

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Westport, CT 55+ active adult communities & homes for sale

162 communities near Westport

365 homes near Westport

2 beds

2 baths

1,200 sq ft

Condo

2 beds

2 baths

1,167 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

2 baths

1,428 sq ft

Condo

2 beds

2 baths

1,767 sq ft

Condo

2 beds

2 baths

1,036 sq ft

Mobile Home

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

2 beds

2 baths

907 sq ft

Condo

2 beds

2 baths

1,691 sq ft

Condo

2 beds

2 baths

1,323 sq ft

Condo

2 beds

1 baths

753 sq ft

Manufactured Home

3 beds

3 baths

1,600 sq ft

Condo

2 beds

1 baths

1,048 sq ft

Condo

2 beds

2 baths

1,555 sq ft

Condo

2 beds

2 baths

1,979 sq ft

House

2 beds

3 baths

1,988 sq ft

Condo

2 beds

2 baths

1,619 sq ft

Condo

2 beds