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

350 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

$400Ks - $700Ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1975 - 2003 | 2,600 homes

3.6 rating (7 reviews)

Heritage Village

$200Ks - $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

$400Ks - $1Ms

Rivington, Danbury, CT

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

4 rating (1 reviews)

Jefferson Village

$300Ks - $600Ks

Jefferson Village, Yorktown Heights, NY

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

5 rating (2 reviews)

Shadow Lake Village

$300Ks - $400Ks

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...

$500Ks - $600Ks

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...

$700Ks - $700Ks

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 - $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

$900Ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

5 rating (1 reviews)

Fairfield at St. James

$500Ks - $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 - $300Ks

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...

$700Ks - $800Ks

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 - $400Ks

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

$500Ks - $700Ks

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 rating (1 reviews)

Vineyards at Blue Point

$600Ks - $900Ks

Vineyards at Blue Point, Blue Point, NY

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

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

Questions? Call us: (475) 471-1908

No reviews yet

Apple Ridge

$800Ks - $1Ms

Apple Ridge, Mahwah, NJ

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

No reviews yet

Winthrop Court

$400Ks - $600Ks

Winthrop Court, Clifton, NJ

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

No reviews yet

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

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

12 SAYVILLE CT, RIDGE, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (475) 471-1908

The Greens at Half Hollow

1069 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747

$699,999

2 beds

2 baths

1,140 sq ft

Condo

1069 SAVOY DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Village Estates

26 SARAH CT, AMITYVILLE, NY, 11701, Amityville, NY 11701

$549,000

2 beds

2 baths

1,243 sq ft

Condo

26 SARAH CT, AMITYVILLE, NY, 11701

Community: Village Estates

Heritage Hills

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

$615,000

2 beds

2 baths

1,428 sq ft

Condo

348 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Jefferson Village

6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059..., Yorktown Heights, NY 10598

$430,000

2 beds

1 baths

1,000 sq ft

Condo

6 DEVON CT B, YORKTOWN HEIGHTS, NY, 1059...

Community: Jefferson Village

Glenwood Village

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

$255,000

2 beds

1 baths

753 sq ft

Manufactured Home

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

Community: Glenwood Village

Dutchgate

1011 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580

$480,000

5 beds

2 baths

941 sq ft

Condo

1011 WILLOW LN, VALLEY STREAM, NY, 11580

Community: Dutchgate

Fairfield at St. James

1208 FENWAY RD, SAINT JAMES, NY, 11780, Saint James, NY 11780

$649,500

2 beds

2 baths

1,365 sq ft

Condo

1208 FENWAY RD, SAINT JAMES, NY, 11780

Community: Fairfield at St. James

Leisure Glen

6 BROOKVILLE CT, RIDGE, NY, 11961, Ridge, NY 11961

$499,999

2 beds

2 baths

1,323 sq ft

Condo

6 BROOKVILLE CT, RIDGE, NY, 11961

Community: Leisure Glen

Breton Hills

308 BRETON WAY # 308, GLEN COVE, NY, 115..., Glen Cove, NY 11542

$724,999

2 beds

2 baths

1,500 sq ft

Condo

308 BRETON WAY # 308, GLEN COVE, NY, 115...

Community: Breton Hills

Leisure Glen

229 GLEN DR, RIDGE, NY, 11961, Ridge, NY 11961

$495,000

2 beds

2 baths

1,312 sq ft

Condo

229 GLEN DR, RIDGE, NY, 11961

Community: Leisure Glen

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

Questions? Call us: (475) 471-1908

Fairfield at St. James

206 FLAIR CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$570,000

3 beds

3 baths

1,649 sq ft

Condo

206 FLAIR CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

The Coves at Melville

169 MORLEY CIR, MELVILLE, NY, 11747, Melville, NY 11747

$590,000

2 beds

2 baths

1,170 sq ft

Condo

169 MORLEY CIR, MELVILLE, NY, 11747

Community: The Coves at Melville

Meadowbrook Pointe Links & Spa

234 AUGUSTA DR # 234, MEDFORD, NY, 11763, Medford, NY 11763

$745,000

2 beds

3 baths

1,627 sq ft

Condo

234 AUGUSTA DR # 234, MEDFORD, NY, 11763

Community: Meadowbrook Pointe Links & Spa

Encore at Lake Grove

10 SYMPHONY DR, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$649,999

2 beds

2 baths

1,390 sq ft

Condo

10 SYMPHONY DR, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Meadowbrooke Pointe East Meadow

417 EMANUEL WAY # 417, EAST MEADOW, NY, ..., East Meadow, NY 11554

$725,000

2 beds

2 baths

961 sq ft

Condo

417 EMANUEL WAY # 417, EAST MEADOW, NY, ...

Community: Meadowbrooke Pointe East Meadow

Country Pointe Plainview

40204 SILVER BIRCH LN, PLAINVIEW, NY, 11..., Plainview, NY 11803

$1,299,000

2 beds

2 baths

2,000 sq ft

Condo

40204 SILVER BIRCH LN, PLAINVIEW, NY, 11...

Community: Country Pointe Plainview

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 Knoll

145 EDINBURGH DR, RIDGE, NY, 11961, Ridge, NY 11961

$419,999

2 beds

2 baths

900 sq ft

Condo

145 EDINBURGH DR, RIDGE, NY, 11961

Community: Leisure Knoll

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

Heritage Hills

446 HERITAGE HLS C, SOMERS, NY, 10589, Somers, NY 10589

$539,000

2 beds

2 baths

1,265 sq ft

Condo

446 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (475) 471-1908

Leisure Knoll

209 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961

$459,000

2 beds

2 baths

1,116 sq ft

Condo

209 KINGSTON DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Village

286 BERWICK CT A, RIDGE, NY, 11961, Ridge, NY 11961

$359,900

2 beds

1 baths

1,085 sq ft

Condo

286 BERWICK CT A, RIDGE, NY, 11961

607 HERITAGE VLG B, SOUTHBURY, CT, 06488

Condo

2 PENNINGTON DR # 2, SIMSBURY, CT, 06070

Community: Billingsgate

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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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350 homes near Westport

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

162 communities near Westport

350 homes near Westport

1 beds

2 baths

961 sq ft

Condo

1 beds

3 baths

2,061 sq ft

Condo

2 beds

2 baths

1,287 sq ft

Condo

2 beds

2 baths

1,215 sq ft

Condo

2 beds

2 baths

1,300 sq ft

Condo

2 beds

2 baths

1,140 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

2 beds

2 baths

1,428 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Condo

2 beds

1 baths

753 sq ft

Manufactured Home

5 beds

2 baths

941 sq ft

Condo

2 beds

2 baths

1,365 sq ft

Condo

2 beds

2 baths

1,323 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

3 beds

3 baths

1,649 sq ft

Condo

2 beds

2 baths

1,170 sq ft

Condo

2 beds

3 baths

1,627 sq ft

Condo

2 beds

2 baths

1,390 sq ft

Condo

2 beds