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

1661 OLD COUNTRY RD 301, RIVERHEAD, NY, ...

Community: Glenwood 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 UNIT 290, RIVERHEAD,..., Riverhead, NY 11901

$245,000

2 beds

2 baths

1,152 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 290, RIVERHEAD,...

Community: Glenwood Village

Leisure Village

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

$235,500

1 beds

1 baths

679 sq ft

Condo

406 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ..., Brookhaven, NY 11961

$349,000

2 beds

1 baths

975 sq ft

Condo

369B WOODBRIDGE DR 55+, BROOKHAVEN, NY, ...

Community: Leisure Village

HarborView

$895,000

2 beds

3 baths

1,495 sq ft

Condo

100 HARBOR VIEW DR APT 515, PORT WASHING...

Community: HarborView

Fairfield at St. James

1104 DREW DR, SAINT JAMES, NY, 11780, Saint James, NY 11780

$429,000

1 beds

1 baths

752 sq ft

Condo

1104 DREW DR, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Leisure Village

137 EASTBOURNE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$299,999

2 beds

1 baths

836 sq ft

Condo

137 EASTBOURNE CT A, RIDGE, NY, 11961

Community: Leisure Village

Country Village Estates

11 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$479,000

2 beds

2 baths

1,386 sq ft

Condo

11 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

Glenwood Village

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,..., Riverhead, NY 11901

$199,900

2 beds

2 baths

960 sq ft

Manufactured Home

1661 OLD COUNTRY RD UNIT 423, RIVERHEAD,...

Community: Glenwood Village

The Waterways at Moriches

521 HIGHLAND CT # 521, MORICHES, NY, 119..., Moriches, NY 11955

$610,000

2 beds

2 baths

1,839 sq ft

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...

Community: The Waterways at Moriches

Strathmore Gate East

9 FORGE LN, CORAM, NY, 11727, Coram, NY 11727

$334,999

2 beds

2 baths

1,300 sq ft

Condo

9 FORGE LN, CORAM, NY, 11727

Townhouse

166 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

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

Questions? Call us: (475) 471-1908

Leisure Village

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

$339,990

2 beds

1 baths

1,171 sq ft

Condo

373 WOODBRIDGE DR B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

277 BERWICK CT UNIT D, RIDGE, NY, 11961, Ridge, NY 11961

$329,000

2 beds

1 baths

875 sq ft

Condo

277 BERWICK CT UNIT D, RIDGE, NY, 11961

Community: Leisure Village

Fairfield at St. James

302 GOTHAM WAY, SAINT JAMES, NY, 11780, Saint James, NY 11780

$619,000

3 beds

3 baths

1,548 sq ft

Townhouse

302 GOTHAM WAY, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Strathmore Gate East

46 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$390,000

2 beds

2 baths

1,112 sq ft

Condo

46 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

The Villages at Mount Sinai Park

4 OAKHURST CT, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$849,999

3 beds

3 baths

2,850 sq ft

Condo

4 OAKHURST CT, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Village

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$369,900

2 beds

1 baths

1,278 sq ft

Condo

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Country Pointe Plainview

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$1,055,000

2 beds

2 baths

1,443 sq ft

Condo

17101 ASPENWOOD DR, PLAINVIEW, NY, 11803

Community: Country Pointe Plainview

Westhampton Pines

42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11..., Westhampton, NY 11977

$1,450,000

2 beds

3 baths

2,350 sq ft

Condo

42 KIMBERLY DR # 42, WESTHAMPTON, NY, 11...

Community: Westhampton Pines

Greenwood Village

5148 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$205,000

2 beds

2 baths

1,350 sq ft

Condo

5148 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Leisure Village

119 EXMORE CT A, RIDGE, NY, 11961, Ridge, NY 11961

$349,999

2 beds

1 baths

1,100 sq ft

Condo

119 EXMORE CT A, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

HarborView

$668,000

1 beds

2 baths

1,161 sq ft

Condo

100 HARBOR VIEW DR 423, PORT WASHINGTON,...

Community: HarborView

Leisure Village

423 WOODBRIDGE D, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$259,000

1 beds

1 baths

782 sq ft

Condo

423 WOODBRIDGE D, BROOKHAVEN, NY, 11961

Community: Leisure Village

HarborView

$1,200,000

3 beds

3 baths

2,216 sq ft

Condo

100 HARBOR VIEW DR 335, PORT WASHINGTON,...

Community: HarborView

The Seasons at Plainview

44 AUTUMN DR, PLAINVIEW, NY, 11803, Plainview, NY 11803

$728,000

2 beds

2 baths

1,591 sq ft

Condo

44 AUTUMN DR, PLAINVIEW, NY, 11803

Community: The Seasons at Plainview

Leisure Village

419 WEYMOUTH CT F, RIDGE, NY, 11961, Ridge, NY 11961

$283,000

1 beds

1 baths

782 sq ft

Condo

419 WEYMOUTH CT F, RIDGE, NY, 11961

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.

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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

3 beds

2 baths

1,680 sq ft

Manufactured Home

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,776 sq ft

Manufactured Home

1 beds

2 baths

961 sq ft

Condo

2 beds

2 baths

1,088 sq ft

Manufactured Home

2 beds

2 baths

1,152 sq ft

Manufactured Home

1 beds

1 baths

679 sq ft

Condo

2 beds

1 baths

975 sq ft

Condo

2 beds

3 baths

1,495 sq ft

Condo

1 beds

1 baths

752 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

2 baths

1,386 sq ft

Condo

2 beds

2 baths

960 sq ft

Manufactured Home

2 beds

2 baths

1,839 sq ft

Condo

2 beds

2 baths

1,300 sq ft

Condo

2 beds

3 baths

1,495 sq ft

Condo

2 beds

2 baths

1,215 sq ft

Condo

2 beds

2 baths

1,050 sq ft

Condo

2 beds

2 baths

1,875 sq ft

Condo

2 beds