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

169 communities near Westport

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3.6 rating (7 reviews)

Heritage Village

$200ks - $500ks

Heritage Village, Southbury, CT

Resale Only | 55+ age-restricted | Built 1967 - 2005 | 2,580 homes

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

3 rating (2 reviews)

Heritage Hills

$400ks - $900ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 homes

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

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3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

5 rating (2 reviews)

Shadow Lake Village

$200ks - $500ks

Shadow Lake Village, Red Bank, NJ

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

2.8 rating (4 reviews)

Cheesequake Village

$100ks - $200ks

Cheesequake Village, Old Bridge, NJ

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

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

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.

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

The Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

4.2 rating (12 reviews)

Surrey Downs

$200ks - $300ks

Surrey Downs, Freehold, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 homes

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Questions? Call us: (475) 471-1908

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 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+ rental communities in Westport? 55places can help!

Questions? Call us: (475) 471-1908

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

5 rating (1 reviews)

Four Seasons at Great Not...

$400ks - $700ks

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

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

The Manors at The Colony ...

$300ks - $400ks

The Manors at The Colony ..., Shirley, NY

New Construction | 55+ age-restricted | Built 2013 - present | 150 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

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Questions? Call us: (475) 471-1908

5 rating (2 reviews)

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

Resale Only | 55+ age-restricted | Built 1970 - 2004 | 640 homes

5 rating (1 reviews)

The Villages at Mount Sin...

$600ks

The Villages at Mount Sin..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 185 homes

5 rating (1 reviews)

Shady Oaks

$200ks - $400ks

Shady Oaks, Red Bank, NJ

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

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

Questions? Call us: (475) 471-1908

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

Resale Only | 55+ age-restricted | Built 2008 - 2020 | 164 homes

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 242 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

New and Resale | 55+ age-restricted | Built 2011 - present | 178 homes

Chelsea Square

$300ks - $400ks

Chelsea Square, Morganville, NJ

New and Resale | 55+ age-restricted | Built 2007 - present | 225 homes

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

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Questions? Call us: (475) 471-1908

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

Four Seasons at Cedar Gro...

$400ks - $600ks

Four Seasons at Cedar Gro..., Cedar Grove, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes

Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2003 - 2005 | 194 homes

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

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

Questions? Call us: (475) 471-1908

Parker Village Estates

$500ks - $600ks

Parker Village Estates, Eatontown, NJ

Resale Only | 55+ age-restricted | Built 2002 - 2002 | 66 homes

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

Resale Only | 55+ age-restricted | Built 1986 - 2007 | 294 homes

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

Resale Only | 55+ age-restricted | Built 2004 - 2011 | 240 homes

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

Questions? Call us: (475) 471-1908

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

Resale Only | 55+ age-restricted | Built 2005 - 2013 | 189 homes

1 2 3 4...5

New Greenwood Village

191 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$139,999

2 beds

2 baths

1,032 sq ft

Condo

191 VILLAGE CIR, BROOKHAVEN, NY, 11949

738 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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Condo

375 WOODBRIDGE DR C, BROOKHAVEN, NY, 119...

36 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 471-1908

New South Pond Village

78 SILO WAY 78, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$289,900

3 beds

3 baths

1,639 sq ft

Condo

78 SILO WAY 78, BLOOMFIELD, CT, 06002

Community: South Pond Village

New The Powder Forest Homes

3 RONAN WAY 3, SIMSBURY, CT, 06070, Simsbury, CT 06070

$629,900

2 beds

3 baths

1,284 sq ft

Condo

3 RONAN WAY 3, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

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Questions? Call us: (475) 471-1908

New Shadow Lake Village

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

$600,000

2 beds

2 baths

1,250 sq ft

Ranch

50 HANOVER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Heritage Hills

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

$569,900

2 beds

2 baths

1,500 sq ft

Condo

272 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

New The Village at Oxford Greens

575 INVERNESS CT 575, OXFORD, CT, 06478, Oxford, CT 06478

$699,900

3 beds

3 baths

2,008 sq ft

Condo

575 INVERNESS CT 575, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Cheesequake Village

11 ALABAMA CT 835, MATAWAN, NJ, 07747, Matawan, NJ 07747

$375,000

2 beds

2 baths

976 sq ft

Adult Community

11 ALABAMA CT 835, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Cheesequake Village

11 ALABAMA CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$375,000

2 beds

2 baths

976 sq ft

Condo

11 ALABAMA CT, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

New Cheesequake Village

1 CONNECTICUT CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$249,500

1 beds

1 baths

708 sq ft

Condo

1 CONNECTICUT CT, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

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

Questions? Call us: (475) 471-1908

New Cedar Village at Ocean

14 DOGWOOD DR, OCEAN TWP, NJ, 07712, Ocean Twp, NJ 07712

$748,900

2 beds

2 baths

1,831 sq ft

House

14 DOGWOOD DR, OCEAN TWP, NJ, 07712

Community: Cedar Village at Ocean

New Cheesequake Village

1 CONNECTICUT CT 843, MATAWAN, NJ, 07747, Matawan, NJ 07747

$249,500

1 beds

1 baths

708 sq ft

Ranch

1 CONNECTICUT CT 843, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Regency at Holmdel

17 SPALDING DR, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$1,333,000

3 beds

4 baths

3,490 sq ft

Adult Community

17 SPALDING DR, HOLMDEL, NJ, 07733

Community: Regency at Holmdel

New Oak Meadow Estates

65 OAK MEADOW LN 65, TORRINGTON, CT, 067..., Torrington, CT 06790

$485,000

2 beds

4 baths

2,164 sq ft

Condo

65 OAK MEADOW LN 65, TORRINGTON, CT, 067...

Community: Oak Meadow Estates

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

Questions? Call us: (475) 471-1908

New Four Seasons at Wayne

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

$510,000

2 beds

2 baths

Condo

703 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

New Four Seasons at Wayne

703 FOUR SEASONS DR, WAYNE TWP., NJ, 074..., Wayne Twp., NJ 07470

3 baths

2,424 sq ft

Condo

626 VILLAGE GRN, NORTH HEMPSTEAD, NY, 11...

Community: HarborView

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

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New Rosemont Estates

329 VAN DUSEN DR, MARLBORO, NJ, 07746, Marlboro, NJ 07746

$969,000

3 beds

4 baths

2,885 sq ft

House

329 VAN DUSEN DR, MARLBORO, NJ, 07746

Community: Rosemont Estates

New Leisure Village

273 BERWICK CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$289,000

2 beds

1 baths

836 sq ft

Condo

273 BERWICK CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Heritage Village

4 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$249,000

1 beds

1 baths

928 sq ft

Condo

4 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Jefferson Village

129 COLUMBIA CT D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$469,999

2 beds

2 baths

1,100 sq ft

Condo

129 COLUMBIA CT D, YORKTOWN, NY, 10598

Community: Jefferson Village

New Fairview at Oxford Greens

1077 AUGUSTA DR 1077, OXFORD, CT, 06478, Oxford, CT 06478

$684,900

3 beds

3 baths

2,256 sq ft

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

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Questions? Call us: (475) 471-1908

New The Village at Oxford Greens

$684,900

3 beds

3 baths

2,256 sq ft

Condo

1077 AUGUSTA DR 1077, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Four Seasons at Great Notch Spa and Club

5 SLATE CT, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$615,000

2 beds

2 baths

1,466 sq ft

5 SLATE CT, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

New Village Estates

105 FRANCESCA WAY 105, BABYLON, NY, 1170..., Babylon, NY 11701

$559,000

2 beds

1 baths

1,229 sq ft

Condo

105 FRANCESCA WAY 105, BABYLON, NY, 1170...

Community: Village Estates

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

Questions? Call us: (475) 471-1908

New Overlook

2079 SUMMIT LOOP 103, CARMEL, NY, 10512, Carmel, NY 10512

$899,000

2 beds

2 baths

1,948 sq ft

Condo

2079 SUMMIT LOOP 103, CARMEL, NY, 10512

Community: Overlook

New Glenwood Village

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$449,999

3 beds

2 baths

1,680 sq ft

Manufactured Home

1661 OLD COUNTRY RD 62, RIVERHEAD, NY, 1...

Community: Glenwood 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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169 communities

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

169 communities near Westport

334 homes near Westport

2 beds

2 baths

1,032 sq ft

Condo

1 beds

3 baths

1,118 sq ft

Condo

2 beds

2 baths

1,173 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,497 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

1 baths

1,171 sq ft

Condo

2 beds

1 baths

949 sq ft

Adult Community

2 beds

2 baths

1,360 sq ft

Condo

2 beds

2 baths

1,112 sq ft

Condo

3 beds

2 baths

2,056 sq ft

Condo

3 beds

2 baths

1,716 sq ft

Condo

3 beds

3 baths

1,639 sq ft

Condo

2 beds

3 baths

1,284 sq ft

Condo

2 beds

2 baths

1,250 sq ft

Ranch

2 beds

2 baths

1,500 sq ft

Condo

3 beds

3 baths

2,008 sq ft

Condo

2 beds

2 baths

976 sq ft

Adult Community

2 beds