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

168 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

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

3 rating (2 reviews)

Heritage Hills

$400ks - $1Ms

Heritage Hills, Somers, NY

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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2.8 rating (4 reviews)

Cheesequake Village

$100ks - $200ks

Cheesequake Village, Old Bridge, NJ

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

New and Resale | 55+ age-restricted | Built 2019 - present | 125 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.

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

Resale Only | 55+ age-restricted | Built 1985 - 1999 | 343 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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Questions? Call us: (475) 471-1908

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 (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

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

The Retreat at Carmel

$300ks - $800ks

The Retreat at Carmel, Carmel, NY

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

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Questions? Call us: (475) 471-1908

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

Spring Lake Village

$100ks - $200ks

Spring Lake Village, Southington, CT

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

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Questions? Call us: (475) 471-1908

The Villas at Narraganset...

$400ks

The Villas at Narraganset..., Lindenhurst, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 138 homes

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Kensington Estates

$1Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 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

Glassbury Court at Cold S...

$500ks - $700ks

Glassbury Court at Cold S..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2009 - 2014 | 90 homes

4.9 rating (14 reviews)

Chatfield Farms

$400ks - $700ks

Chatfield Farms, Beacon Falls, CT

New Construction | 55+ age-restricted | Built 2014 - present | 231 homes

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

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Questions? Call us: (475) 471-1908

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

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

Questions? Call us: (475) 471-1908

Chelsea Square

$300ks - $400ks

Chelsea Square, Morganville, NJ

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

Autumn Fields

$200ks - $300ks

Autumn Fields, Enfield, CT

Resale Only | 55+ age-restricted | Built 2004 - 2006 | 56 homes

1 2 3 4...5

New Glenwood Village

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1..., Riverhead, NY 11901

$249,999

2 beds

2 baths

924 sq ft

Manufactured Home

1661 OLD COUNTRY RD 69, RIVERHEAD, NY, 1...

Community: Glenwood Village

New Oronoque Village

261 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614

$600,000

2 beds

3 baths

1,620 sq ft

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614

Community: Oronoque Village

New The Waterways at Moriches

548 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$525,000

2 beds

2 baths

1,771 sq ft

Condo

548 HIGHLAND CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

New The Village at Oxford Greens

1125 ST ANDREWS DR 47, OXFORD, CT, 06478, Oxford, CT 06478

$689,900

2 beds

3 baths

2,454 sq ft

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Fairview at Oxford Greens

$689,900

2 beds

3 baths

2,454 sq ft

Condo

1125 ST ANDREWS DR 47, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

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Questions? Call us: (475) 471-1908

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Questions? Call us: (475) 471-1908

New The Village at Oxford Greens

1093 ST ANDREWS DR 7, OXFORD, CT, 06478, Oxford, CT 06478

$689,900

2 beds

3 baths

2,454 sq ft

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Fairview at Oxford Greens

$689,900

2 beds

3 baths

2,454 sq ft

Condo

1093 ST ANDREWS DR 7, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

New The Village at Oxford Greens

1091 ST ANDREWS DR 6, OXFORD, CT, 06478, Oxford, CT 06478

$739,900

2 beds

3 baths

2,536 sq ft

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Fairview at Oxford Greens

$739,900

2 beds

3 baths

2,536 sq ft

Condo

1091 ST ANDREWS DR 6, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

New The Village at Oxford Greens

1123 ST ANDREWS DR 46, OXFORD, CT, 06478, Oxford, CT 06478

$699,900

2 beds

3 baths

2,536 sq ft

Condo

1123 ST ANDREWS DR 46, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Fairview at Oxford Greens

$699,900

2 beds

3 baths

2,536 sq ft

Condo

1123 ST ANDREWS DR 46, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

New Leisure Glen

2 KISMET CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$472,000

2 beds

2 baths

1,312 sq ft

Condo

2 KISMET CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Overlook

2027 SUMMIT LOOP 87, CARMEL, NY, 10512, Carmel, NY 10512

$789,000

2 beds

2 baths

1,948 sq ft

Condo

2027 SUMMIT LOOP 87, CARMEL, NY, 10512

Community: Overlook

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Questions? Call us: (475) 471-1908

New Overlook

3008 EASTVIEW LN 107, CARMEL, NY, 10512, Carmel, NY 10512

$905,000

2 beds

4 baths

3,027 sq ft

Condo

3008 EASTVIEW LN 107, CARMEL, NY, 10512

Community: Overlook

New Saddle Lakes

104 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$449,000

2 beds

2 baths

1,247 sq ft

Condo

104 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

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

Questions? Call us: (475) 471-1908

New Heritage Village

103 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$289,900

2 beds

2 baths

1,044 sq ft

Condo

103 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Hills

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

$465,000

2 beds

2 baths

1,205 sq ft

Condo

179 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

New Heritage Hills

831 HERITAGE HLS, SOMERS, NY, 10589, Somers, NY 10589

$900,000

2 beds

2 baths

1,663 sq ft

Condo

831 HERITAGE HLS, SOMERS, NY, 10589

Community: Heritage Hills

New Oronoque Village

546 N TRL B, STRATFORD, CT, 06614, Stratford, CT 06614

$679,000

2 beds

3 baths

1,434 sq ft

Condo

546 N TRL B, STRATFORD, CT, 06614

Community: Oronoque Village

New Oronoque Village

87 CREEK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$419,900

1 beds

2 baths

1,454 sq ft

Condo

87 CREEK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Heritage Hills

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

$699,900

3 beds

3 baths

1,700 sq ft

Condo

228 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (475) 471-1908

New The Villages NJ

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

$257,000

1 beds

1 baths

1,188 sq ft

Ranch

93 HALLS CROFT RD B, FREEHOLD, NJ, 07728

Community: The Villages NJ

New Oronoque Village

383 SEQUOIA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$635,000

1 beds

2 baths

1,360 sq ft

Condo

383 SEQUOIA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Winthrop Court

6105 HARCOURT RD, CLIFTON CITY, NJ, 0701..., Clifton City, NJ 07013

$499,999

2 beds

2 baths

6105 HARCOURT RD, CLIFTON CITY, NJ, 0701...

Community: Winthrop Court

New Heritage Village

919 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$424,900

2 beds

2 baths

1,432 sq ft

Condo

919 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

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The Manors at The Colony Preserve

41 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$525,000

2 beds

2 baths

1,557 sq ft

Condo

41 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

Four Seasons at Great Notch Spa and Club

3 SLATE CT 707, LITTLE FALLS, NJ, 07424, Little Falls, NJ 07424

$619,900

2 beds

2 baths

Condo

3 SLATE CT 707, LITTLE FALLS, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

Chelsea Square

215 BLOOMSBURY DR, MORGANVILLE, NJ, 0775..., Morganville, NJ 07751

$475,000

2 beds

2 baths

1,586 sq ft

Adult Community

215 BLOOMSBURY DR, MORGANVILLE, NJ, 0775...

Community: Chelsea Square

Cheshire Square

55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739, Little Silver, NJ 07739

$725,000

2 beds

3 baths

Townhouse

55 CHESHIRE SQ, LITTLE SILVER, NJ, 07739

Community: Cheshire Square

Regency at Wappinger

27 DUTCH CT, WAPPINGER, NY, 12590, Wappinger, NY 12590

$815,000

2 beds

4 baths

3,362 sq ft

Condo

27 DUTCH CT, WAPPINGER, NY, 12590

Community: Regency at Wappinger

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Fairfield at St. James

201 BENTLEY CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$474,990

2 beds

2 baths

Condo

201 BENTLEY CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Heritage Village

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

$599,900

3 beds

2 baths

1,716 sq ft

Condo

191 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Autumn Fields

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082, Enfield, CT 06082

$399,900

2 beds

2 baths

1,296 sq ft

Condo

11 PARTRIDGE RUN 11, ENFIELD, CT, 06082

Community: Autumn Fields

Four Seasons at Ridgemont

801 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645

$899,000

2 beds

2 baths

Condo

801 FOUR SEASONS LN, MONTVALE, NJ, 07645

Community: Four Seasons at Ridgemont

Surrey Downs

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

$419,999

2 beds

2 baths

1,144 sq ft

Ranch

5 JAFFREYTON CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

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Leisure Knoll

2 BEDFORD CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$459,000

2 beds

2 baths

1,096 sq ft

House

2 BEDFORD CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Four Seasons at Great Notch Spa and Club

3 SLATE CT C3, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$619,900

2 beds

2 baths

1,771 sq ft

3 SLATE CT C3, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

The Greens at Half Hollow

899 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,000

2 beds

2 baths

1,150 sq ft

Condo

899 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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Dutchgate

218 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$480,000

2 beds

2 baths

941 sq ft

Condo

218 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

Heritage Hills

499B HERITAGE HLS 499B, SOMERS, NY, 1058..., Somers, NY 10589

$569,000

2 beds

2 baths

1,470 sq ft

Condo

499B HERITAGE HLS 499B, SOMERS, NY, 1058...

Community: Heritage Hills

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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168 communities

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

168 communities near Westport

310 homes near Westport

2 beds

2 baths

924 sq ft

Manufactured Home

2 beds

3 baths

1,620 sq ft

Condo

2 beds

2 baths

1,771 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,454 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

2 baths

1,312 sq ft

Condo

2 beds

2 baths

1,948 sq ft

Condo

2 beds

4 baths

3,027 sq ft

Condo

2 beds

2 baths

1,247 sq ft

Condo

2 beds

2 baths

1,044 sq ft

Condo

2 beds

2 baths

1,205 sq ft

Condo

2 beds

2 baths

1,663 sq ft

Condo

2 beds

3 baths

1,434 sq ft

Condo

1 beds