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

375 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

$200Ks - $500Ks

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

$400Ks - $500Ks

Rivington, Danbury, CT

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

4 rating (1 reviews)

Jefferson Village

$300Ks - $700Ks

Jefferson Village, Yorktown Heights, NY

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

5 rating (2 reviews)

Shadow Lake Village

$200Ks - $600Ks

Shadow Lake Village, Red Bank, NJ

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

No reviews yet

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$500Ks - $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...

$600Ks - $800Ks

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 - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

2.8 rating (4 reviews)

Cheesequake Village

$200Ks - $200Ks

Cheesequake Village, Old Bridge, NJ

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

No reviews yet

Leisure Knoll

$300Ks - $500Ks

Leisure Knoll, Ridge, NY

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

2.8 rating (5 reviews)

The Villages NJ

$200Ks - $400Ks

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 (2 reviews)

Fairfield at St. James

$400Ks - $500Ks

Fairfield at St. James, St. James, NY

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

No reviews yet

Leisure Glen

$400Ks - $400Ks

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

$300Ks - $500Ks

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

$400Ks - $600Ks

Shady Oaks, Red Bank, NJ

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

No reviews yet

Dutchgate

$400Ks - $500Ks

Dutchgate, Valley Stream, NY

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

No reviews yet

The Waterways at Moriches

$400Ks - $700Ks

The Waterways at Moriches, Moriches, NY

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

No reviews yet

Rolling Meadows at Waysid...

$700Ks - $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

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

No reviews yet

Overlook

$600Ks - $900Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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 ...

$300Ks - $700Ks

Meadowbrook Pointe Links ..., Medford, NY

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

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

Questions? Call us: (475) 471-1908

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

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

No reviews yet

Apple Ridge

$700Ks - $700Ks

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

163 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

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

Questions? Call us: (475) 471-1908

Regency at Fishkill

423 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$519,000

1 beds

2 baths

1,450 sq ft

Condo

423 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Country Village Estates

190 THEODORE DR, CORAM, NY, 11727, Coram, NY 11727

$394,990

2 beds

2 baths

1,091 sq ft

Condo

190 THEODORE DR, CORAM, NY, 11727

Community: Country Village Estates

Heritage Hills

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

$525,000

1 beds

2 baths

1,098 sq ft

Condo

627 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Village

167 VENTRY CT UNIT C, RIDGE, NY, 11961, Ridge, NY 11961

$215,500

1 beds

1 baths

684 sq ft

Condo

167 VENTRY CT UNIT C, RIDGE, NY, 11961

Community: Leisure Village

Regency at Fishkill

145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$569,800

2 beds

2 baths

1,803 sq ft

Condo

145 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

The Villages at Mount Sinai Park

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$699,000

2 beds

2 baths

1,736 sq ft

Condo

68 LOUDEN LOOP, MOUNT SINAI, NY, 11766

Community: The Villages at Mount Sinai Park

Leisure Village

120 EXMORE CT D, RIDGE, NY, 11961, Ridge, NY 11961

$239,990

1 beds

1 baths

684 sq ft

Condo

120 EXMORE CT D, RIDGE, NY, 11961

Community: Leisure Village

HarborView

92 W OVERLOOK, PORT WASHINGTON, NY, 1105..., Port Washington, NY 11050

$1,799,999

3 beds

3 baths

2,901 sq ft

Condo

92 W OVERLOOK, PORT WASHINGTON, NY, 1105...

Community: HarborView

Meadowbrook Pointe Athletic Club & Spa

323 ROOSEVELT WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$889,000

2 beds

2 baths

1,328 sq ft

Condo

323 ROOSEVELT WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

Leisure Village

424 WOODBRIDGE DR D, RIDGE, NY, 11961, Ridge, NY 11961

$279,900

1 beds

1 baths

782 sq ft

Condo

424 WOODBRIDGE DR D, RIDGE, NY, 11961

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

Leisure Knoll

379 LARCHMONT CT # 379, RIDGE, NY, 11961, Ridge, NY 11961

$379,900

2 beds

2 baths

976 sq ft

Condo

379 LARCHMONT CT # 379, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

393 WOODBRIDGE DR UNIT A, RIDGE, NY, 119..., Ridge, NY 11961

$329,000

2 beds

1 baths

1,300 sq ft

Condo

393 WOODBRIDGE DR UNIT A, RIDGE, NY, 119...

Community: Leisure Village

HarborView

$820,000

2 beds

3 baths

1,495 sq ft

Condo

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

Community: HarborView

The Bel Aire at East Meadow

50 MERRICK AVE 216, EAST MEADOW, NY, 115..., East Meadow, NY 11554

$469,000

2 beds

2 baths

920 sq ft

Condo

50 MERRICK AVE 216, EAST MEADOW, NY, 115...

Community: The Bel Aire at East Meadow

Leisure Glen

19 VILLANOVA CT, RIDGE, NY, 11961, Ridge, NY 11961

$495,000

2 beds

2 baths

1,451 sq ft

Condo

19 VILLANOVA CT, RIDGE, NY, 11961

Community: Leisure Glen

Heritage Hills

356 HERITAGE HLS B, SOMERS, NY, 10589, Somers, NY 10589

$825,000

3 beds

2 baths

1,793 sq ft

Condo

356 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Village

96 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$424,000

2 beds

2 baths

1,486 sq ft

Condo

96 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Jefferson Village

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$339,000

1 beds

1 baths

850 sq ft

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Fairfield at St. James

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

$595,000

3 beds

3 baths

1,600 sq ft

Condo

102 GOTHAM WAY, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Regency at Fishkill

736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$525,000

1 beds

2 baths

1,543 sq ft

Condo

736 REGENCY DR, FISHKILL, NY, 12524

Condo

329 WOODBRIDGE DR 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

Dutchgate

1133 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580

$499,000

2 beds

2 baths

941 sq ft

Condo

1133 WILLOW LN, VALLEY STREAM, NY, 11580

Community: Dutchgate

Fairfield at St. James

204 BENTLEY CT 204, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$449,000

1 beds

1 baths

750 sq ft

Condo

204 BENTLEY CT 204, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Leisure Village

269 BERWICK CT B, RIDGE, NY, 11961, Ridge, NY 11961

$364,900

2 beds

1 baths

1,048 sq ft

Condo

269 BERWICK CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,..., Brookhaven, NY 11961

$335,000

2 beds

1 baths

1,100 sq ft

Condo

350B WOODBRIDGE DR 350B, BROOKHAVEN, NY,...

Community: Leisure Village

HarborView

$658,000

1 beds

2 baths

1,161 sq ft

Condo

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

Community: HarborView

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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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375 homes near Westport

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

165 communities near Westport

375 homes near Westport

2 beds

2 baths

1,134 sq ft

Condo

3 beds

3 baths

3,200 sq ft

Condo

2 beds

1 baths

874 sq ft

Condo

2 beds

3 baths

1,972 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Condo

1 beds

2 baths

1,450 sq ft

Condo

2 beds

2 baths

1,091 sq ft

Condo

1 beds

2 baths

1,098 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

2 beds

2 baths

1,803 sq ft

Condo

2 beds

2 baths

1,736 sq ft

Condo

1 beds

1 baths

684 sq ft

Condo

3 beds

3 baths

2,901 sq ft

Condo

2 beds

2 baths

1,328 sq ft

Condo

1 beds

1 baths

782 sq ft

Condo

2 beds

2 baths

976 sq ft

Condo

2 beds

1 baths

1,300 sq ft

Condo

2 beds

3 baths

1,495 sq ft

Condo

2 beds

2 baths

920 sq ft

Condo

2 beds