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

167 communities 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 - $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

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Rivington

$400Ks - $800Ks

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

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.

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

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

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...

$700Ks - $1Ms

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

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Leisure Knoll

$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

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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

$500Ks

Leisure Glen, Ridge, NY

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

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

Glenwood Village, Riverhead, NY

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

3.7 rating (3 reviews)

Greenwood Village

<$100k - $200Ks

Greenwood Village, Manorville, NY

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

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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

$400Ks - $500Ks

Regency at Prospect, Prospect, CT

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

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5 rating (1 reviews)

Shady Oaks

$400Ks

Shady Oaks, Red Bank, NJ

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

Dutchgate

$400Ks - $500Ks

Dutchgate, Valley Stream, NY

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

The Waterways at Moriches

$400Ks - $500Ks

The Waterways at Moriches, Moriches, NY

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

Rolling Meadows at Waysid...

$700Ks

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

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

The Retreat at Carmel

$400Ks - $700Ks

The Retreat at Carmel, Carmel, NY

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

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Questions? Call us: (475) 471-1908

Overlook

$600Ks

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

$400Ks - $500Ks

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 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

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

Questions? Call us: (475) 471-1908

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

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

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

Questions? Call us: (475) 471-1908

The Club at Melville

$500Ks

The Club at Melville, Melville, NY

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

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

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

1 2 3 4...5

New The Villages NJ

112 PILATUS PLATZ D, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$410,000

2 beds

1 baths

1,144 sq ft

112 PILATUS PLATZ D, FREEHOLD, NJ, 07728

Community: The Villages NJ

New Paris Square

5309 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647

$479,000

1 beds

1 baths

Condo

5309 RIO VISTA LN, NORTHVALE, NJ, 07647

Community: Paris Square

Surrey Downs

1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07..., Freehold, NJ 07728

$409,900

2 beds

2 baths

1,261 sq ft

Ranch

1 CARNABY CLOSE # 1000, FREEHOLD, NJ, 07...

Community: Surrey Downs

The Villages NJ

24 CALLE DE ELVIRA B, FREEHOLD, NJ, 0772..., Freehold, NJ 07728

$430,000

2 beds

2 baths

1,144 sq ft

Ranch

24 CALLE DE ELVIRA B, FREEHOLD, NJ, 0772...

Community: The Villages NJ

New Surrey Downs

5 JAFFREYTON CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$469,999

2 beds

2 baths

1,144 sq ft

Ranch

5 JAFFREYTON CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

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

Questions? Call us: (475) 471-1908

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New The Villages NJ

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

$295,000

2 beds

1 baths

1,144 sq ft

Ranch

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

Community: The Villages NJ

Cheesequake Village

4 HAWAII CT B, MATAWAN, NJ, 07747, Matawan, NJ 07747

$279,500

1 beds

1 baths

Condo

4 HAWAII CT B, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Shadow Lake Village

29 DICKINSON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$629,900

2 beds

2 baths

1,288 sq ft

House

29 DICKINSON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Enclave at Ocean

1218 W PARK AVE, OCEAN, NJ, 07712, Ocean, NJ 07712

$1,400,000

5 beds

7 baths

3,953 sq ft

House

1218 W PARK AVE, OCEAN, NJ, 07712

Community: Enclave at Ocean

New Shadow Lake Village

41 WESTERN REACH, RED BANK, NJ, 07701, Red Bank, NJ 07701

$325,000

2 beds

1 baths

999 sq ft

Adult Community

41 WESTERN REACH, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Shadow Lake Village

3 AUBURN CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$619,000

2 beds

2 baths

1,179 sq ft

House

3 AUBURN CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Rosemont Estates

160 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746

$835,000

3 beds

4 baths

2,706 sq ft

House

160 SCARBOROUGH WAY, MARLBORO, NJ, 07746

Community: Rosemont Estates

Surrey Downs

23 DATCHET CLOSE # 1000, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$310,000

2 beds

1 baths

896 sq ft

Ranch

23 DATCHET CLOSE # 1000, FREEHOLD, NJ, 0...

Community: Surrey Downs

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

Questions? Call us: (475) 471-1908

Rosemont Estates

142 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746

$850,000

3 beds

3 baths

2,790 sq ft

Adult Community

142 SCARBOROUGH WAY, MARLBORO, NJ, 07746

Community: Rosemont Estates

Cheesequake Village

4 HAWAII CT # 1003, MATAWAN, NJ, 07747, Matawan, NJ 07747

$279,500

1 beds

1 baths

708 sq ft

Adult Community

4 HAWAII CT # 1003, MATAWAN, NJ, 07747

Community: Cheesequake Village

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

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Surrey Downs

47 CARNABY CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$389,999

2 beds

2 baths

1,074 sq ft

Ranch

47 CARNABY CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

Shadow Lake Village

4 DICKINSON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$620,000

2 beds

2 baths

1,288 sq ft

House

4 DICKINSON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Four Seasons at Wayne

511 FOUR SEASONS DR # 511, WAYNE, NJ, 07..., Wayne, NJ 07470

$545,000

2 beds

2 baths

Condo

511 FOUR SEASONS DR # 511, WAYNE, NJ, 07...

Community: Four Seasons at Wayne

Four Seasons at Wayne

511 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470

$545,000

2 beds

2 baths

511 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

The Villages NJ

161A PARKWAY DR A, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$335,000

2 beds

2 baths

1,262 sq ft

Adult Community

161A PARKWAY DR A, FREEHOLD, NJ, 07728

Community: The Villages NJ

Rosemont Estates

211 BRADWICK WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746

$784,900

2 beds

3 baths

2,452 sq ft

House

211 BRADWICK WAY, MARLBORO, NJ, 07746

Community: Rosemont Estates

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Shadow Lake Village

126 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$375,000

1 beds

1 baths

999 sq ft

Adult Community

126 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Surrey Downs

3 GATLEY CLOSE # 1000, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$469,900

2 beds

2 baths

1,261 sq ft

Ranch

3 GATLEY CLOSE # 1000, FREEHOLD, NJ, 077...

Community: Surrey Downs

Cheesequake Village

26 GALEWOOD DR, MATAWAN, NJ, 07747, Matawan, NJ 07747

$215,000

1 beds

1 baths

708 sq ft

Condo

26 GALEWOOD DR, MATAWAN, NJ, 07747

Community: Cheesequake Village

Surrey Downs

38 MORDEN CLOSE # 1000, FREEHOLD, NJ, 07..., Freehold, NJ 07728

$419,000

2 beds

2 baths

1,261 sq ft

Ranch

38 MORDEN CLOSE # 1000, FREEHOLD, NJ, 07...

Community: Surrey Downs

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Surrey Downs

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

$314,900

2 beds

1 baths

1,113 sq ft

House

35 IVY RIDGE CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

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

The Villages NJ

84 PARKWAY DR B, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$337,000

2 beds

1 baths

1,008 sq ft

84 PARKWAY DR B, FREEHOLD, NJ, 07728

Community: The Villages NJ

Shadow Lake Village

11 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$385,000

2 beds

1 baths

999 sq ft

Adult Community

11 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

The Villages NJ

93 HALLS CROFT RD D, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$329,000

2 beds

2 baths

1,008 sq ft

Ranch

93 HALLS CROFT RD D, FREEHOLD, NJ, 07728

Community: The Villages NJ

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Shadow Lake Village

20 DANBURY CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$599,000

2 beds

2 baths

1,272 sq ft

House

20 DANBURY CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Shadow Lake Village

50 HANCOCK CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$419,999

2 beds

2 baths

1,235 sq ft

Adult Community

50 HANCOCK CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Rolling Meadows at Wayside

68 ROLLING MEADOWS BLVD, ASBURY PARK, NJ..., Asbury Park, NJ 07712

$749,900

2 beds

2 baths

Ranch

68 ROLLING MEADOWS BLVD, ASBURY PARK, NJ...

Community: Rolling Meadows at Wayside

Cheesequake Village

9 VALERY RD # 651, MATAWAN, NJ, 07747, Matawan, NJ 07747

$259,900

1 beds

1 baths

758 sq ft

Adult Community

9 VALERY RD # 651, MATAWAN, NJ, 07747

Community: Cheesequake Village

Surrey Downs

7 MORDEN CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$460,000

2 beds

2 baths

1,261 sq ft

Ranch

7 MORDEN CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

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The Villages NJ

56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$365,000

2 beds

1 baths

1,144 sq ft

Ranch

56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077...

Community: The Villages NJ

Shadow Lake Village

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

$325,000

2 beds

1 baths

1,021 sq ft

Adult Community

143 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Cheesequake Village

9 VALERY RD, MATAWAN, NJ, 07747, Matawan, NJ 07747

$259,900

1 beds

1 baths

758 sq ft

House

9 VALERY RD, MATAWAN, NJ, 07747

Community: Cheesequake Village

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

Questions? Call us: (475) 471-1908

Cheesequake Village

7 NEBRASKA DR # 153, MATAWAN, NJ, 07747, Matawan, NJ 07747

$295,000

2 beds

1 baths

875 sq ft

Ranch

7 NEBRASKA DR # 153, MATAWAN, NJ, 07747

Community: Cheesequake Village

Cheesequake Village

14 CONNECTICUT CT # 869, MATAWAN, NJ, 07..., Matawan, NJ 07747

$249,999

2 beds

1 baths

914 sq ft

Duplex

14 CONNECTICUT CT # 869, MATAWAN, NJ, 07...

Community: Cheesequake Village

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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167 communities

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

167 communities near Westport

262 homes near Westport

2 beds

1 baths

1,144 sq ft

1 beds

1 baths

Condo

2 beds

2 baths

1,261 sq ft

Ranch

2 beds

2 baths

1,144 sq ft

Ranch

2 beds

2 baths

1,144 sq ft

Ranch

2 beds

1 baths

1,144 sq ft

Ranch

1 beds

1 baths

Condo

2 beds

2 baths

1,288 sq ft

House

5 beds

7 baths

3,953 sq ft

House

2 beds

1 baths

999 sq ft

Adult Community

2 beds

2 baths

1,179 sq ft

House

3 beds

4 baths

2,706 sq ft

House

2 beds

1 baths

896 sq ft

Ranch

3 beds

3 baths

2,790 sq ft

Adult Community

1 beds

1 baths

708 sq ft

Adult Community

2 beds

2 baths

1,074 sq ft

Ranch

2 beds

2 baths

1,288 sq ft

House

2 beds

2 baths

Condo

2 beds

2 baths

2 beds

2 baths

1,262 sq ft

Adult Community

2 beds

3 baths

2,452 sq ft