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

311 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

Leisure Village

$200Ks - $400Ks

Leisure Village, Ridge, NY

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

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

Rivington

$400Ks - $600Ks

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

$300Ks - $600Ks

Shadow Lake Village, Red Bank, NJ

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

Oronoque Village

$200Ks - $600Ks

Oronoque Village, Stratford, CT

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

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...

$600Ks - $800Ks

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

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

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

$100Ks - $300Ks

Cheesequake Village, Old Bridge, NJ

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

Leisure Knoll

$300Ks - $400Ks

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

Country Pointe Plainview

$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

Leisure Glen

$400Ks

Leisure Glen, Ridge, NY

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

Spring Lake Village

$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

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

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

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

Shady Oaks, Red Bank, NJ

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

Dutchgate

$400Ks

Dutchgate, Valley Stream, NY

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

The Waterways at Moriches

$400Ks - $700Ks

The Waterways at Moriches, Moriches, NY

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

Rolling Meadows at Waysid...

$700Ks - $800Ks

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

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

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

Overlook

$600Ks - $800Ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Cedar Village at Ocean

$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

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

Vineyards at Blue Point, Blue Point, NY

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

Apple Ridge

$700Ks

Apple Ridge, Mahwah, NJ

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

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

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

Winthrop Court

$400Ks

Winthrop Court, Clifton, NJ

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

The Club at Melville

$500Ks

The Club at Melville, Melville, NY

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

6 PEBBLE RD UNIT D1, WOODLAND PARK, NJ, ...

Community: Four Seasons at Great Notch Spa and Club

Surrey Downs

17 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$454,000

2 beds

2 baths

Condo

17 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

The Villages NJ

166 COURS DE LORRAINE D, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$315,000

2 beds

1 baths

1,144 sq ft

Ranch

166 COURS DE LORRAINE D, FREEHOLD, NJ, 0...

Community: The Villages NJ

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

Questions? Call us: (475) 471-1908

Shadow Lake Village

25 CLAREMONT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$489,999

2 beds

2 baths

1,391 sq ft

House

25 CLAREMONT CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Cheesequake Village

14 CALIFORNIA CT, MATAWAN, NJ, 07747, Matawan, NJ 07747

$324,999

2 beds

2 baths

976 sq ft

Townhouse,Condominium

14 CALIFORNIA CT, MATAWAN, NJ, 07747

Community: Cheesequake Village

Bear's Cove

45 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446

$1,275,000

3 beds

3 baths

Condo

45 WINDSOR LN, RAMSEY, NJ, 07446

Community: Bear's Cove

The Villages NJ

119 MUHLEN PLATZ E, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$250,000

1 beds

1 baths

1,132 sq ft

Ranch

119 MUHLEN PLATZ E, FREEHOLD, NJ, 07728

Community: The Villages NJ

The Villages NJ

32 PLAZA DE LAS LOBOS A, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$345,000

2 beds

1 baths

1,008 sq ft

Ranch

32 PLAZA DE LAS LOBOS A, FREEHOLD, NJ, 0...

Community: The Villages NJ

The Villages NJ

82 PARKWAY DR # B, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$459,900

2 beds

2 baths

1,168 sq ft

Ranch

82 PARKWAY DR # B, FREEHOLD, NJ, 07728

Community: The Villages NJ

Shadow Lake Village

143 LEXINGTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$345,000

2 beds

1 baths

1,021 sq ft

Adult Community

143 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

The Villages NJ

12 ZACATIN RD A, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$300,000

2 beds

1 baths

1,008 sq ft

Condo

12 ZACATIN RD A, FREEHOLD, NJ, 07728

Community: The Villages NJ

Apple Ridge

49 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$725,000

2 beds

3 baths

Townhouse

49 LITCHULT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

Apple Ridge

39 LITCHULT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$750,000

2 beds

4 baths

Condo

39 LITCHULT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

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

331 SPRING DR, EAST MEADOW, NY, 11554

Community: The Seasons at East Meadow

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

Questions? Call us: (475) 471-1908

New The Greens at Half Hollow

986 MADEIRA BLVD, MELVILLE, NY, 11747, Melville, NY 11747

$659,000

2 beds

2 baths

1,150 sq ft

Condo

986 MADEIRA BLVD, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Heritage Hills

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

$625,000

2 beds

2 baths

1,484 sq ft

Condo

349 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

The Hollows at Blue Hill

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965

$1,189,000

3 beds

4 baths

2,530 sq ft

House

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...

Community: The Hollows at Blue Hill

New The Greens at Half Hollow

736 VERONA DR, MELVILLE, NY, 11747, Melville, NY 11747

$1,249,888

3 beds

3 baths

2,500 sq ft

Condo

736 VERONA DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Glenwood Village

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ..., Riverhead, NY 11901

$219,000

2 beds

2 baths

1,144 sq ft

Mobile Home

1661 OLD COUNTRY RD 434, RIVERHEAD, NY, ...

Community: Glenwood Village

Windcrest East

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193..., Calverton, NY 11933

$649,000

3 beds

3 baths

2,091 sq ft

Condo

41 GOLDEN SPRUCE DR, CALVERTON, NY, 1193...

Community: Windcrest East

New Greenwood Village

22 LIMETREE DR, MANORVILLE, NY, 11949, Manorville, NY 11949

$138,000

2 beds

2 baths

909 sq ft

Condo

22 LIMETREE DR, MANORVILLE, NY, 11949

Community: Greenwood Village

New Encore Atlantic Shores

177 MELODY CT, EASTPORT, NY, 11941, Eastport, NY 11941

$795,000

2 beds

2 baths

2,150 sq ft

Condo

177 MELODY CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Sunrise Village

77 REVERE DR, SAYVILLE, NY, 11782, Sayville, NY 11782

$489,000

2 beds

2 baths

1,288 sq ft

House

77 REVERE DR, SAYVILLE, NY, 11782

Community: Sunrise Village

Fairfield at St. James

705 CABOT CT, SAINT JAMES, NY, 11780, Saint James, NY 11780

$429,000

1 beds

2 baths

963 sq ft

Condo

705 CABOT CT, SAINT JAMES, NY, 11780

Condo

113 OVERTURE PL, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

1 2 3 4 5 6 7…8

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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Call us: (475) 471-1908

311 homes near Westport

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

167 communities near Westport

311 homes near Westport

2 beds

2 baths

Townhouse

2 beds

2 baths

Condo

2 beds

2 baths

Townhouse

2 beds

2 baths

Condo

2 beds

1 baths

1,144 sq ft

Ranch

2 beds

2 baths

1,391 sq ft

House

2 beds

2 baths

976 sq ft

Townhouse,Condominium

3 beds

3 baths

Condo

1 beds

1 baths

1,132 sq ft

Ranch

2 beds

1 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,168 sq ft

Ranch

2 beds

1 baths

1,021 sq ft

Adult Community

2 beds

1 baths

1,008 sq ft

Condo

2 beds

3 baths

Townhouse

2 beds

4 baths

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

3 baths

2,620 sq ft

Condo

2 beds

2 baths

1,243 sq ft

Condo

2 beds

2 baths

913 sq ft

House

2 beds

1 baths

1,085 sq ft

Condo