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

170 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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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

Questions? Call us: (475) 471-1908

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

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

4.2 rating (12 reviews)

Surrey Downs

$200ks - $300ks

Surrey Downs, Freehold, NJ

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

Questions? Call us: (475) 471-1908

5 rating (1 reviews)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

HarborView

$800ks - $1Ms

HarborView, Port Washington, NY

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

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Questions? Call us: (475) 471-1908

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

Resale Only | 55+ age-restricted | Built 2007 - 2016 | 176 homes

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

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

5 rating (1 reviews)

The Villas at Jumping Bro...

$300ks - $500ks

The Villas at Jumping Bro..., Neptune Township, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 168 homes

The Views at Pomona

$200ks - $400ks

The Views at Pomona, Pomona, NY

Resale Only | 55+ age-restricted | Built 2011 - 2011 | 56 homes

Four Seasons at Colts Far...

$600ks - $800ks

Four Seasons at Colts Far..., Farmingdale, NJ

New Construction | 55+ age-restricted | Built 2021 - present | 111 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

New Construction | 55+ age-restricted | Built 2024 - present | 152 homes

5 rating (1 reviews)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

Resale Only | 55+ age-restricted | Built 1985 - 1990 | 213 homes

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

Questions? Call us: (475) 471-1908

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

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 92 homes

1 2 3 4...5

Greenwood Village

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949

$245,000

2 beds

2 baths

1,130 sq ft

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...

8 ATKINS CT, CARMEL, NY, 10512

Community: The Retreat at Carmel

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Questions? Call us: (475) 471-1908

New Heritage Hills

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

$665,000

2 beds

2 baths

1,296 sq ft

Condo

904 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Leisure Glen

29 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$549,900

2 beds

2 baths

1,314 sq ft

Condo

29 GLEN DR, BROOKHAVEN, NY, 11961

606 BAY VIEW CIR 6, BROOKHAVEN, NY, 1195...

Community: The Waterways at Moriches

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

Questions? Call us: (475) 471-1908

New Leisure Village

179 VENTRY CT B, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$319,000

2 beds

1 baths

1,085 sq ft

Condo

179 VENTRY CT B, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Heritage Hills

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

$600,000

2 beds

2 baths

1,470 sq ft

Condo

493 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New Snug Harbor

117 HARBOR S, BABYLON, NY, 11701, Babylon, NY 11701

$599,990

2 beds

2 baths

935 sq ft

Condo

117 HARBOR S, BABYLON, NY, 11701

Community: Snug Harbor

New Glenwood Village

1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ..., Riverhead, NY 11901

$205,000

2 beds

2 baths

1,036 sq ft

Manufactured Home

1661 OLD COUNTRY RD 189, RIVERHEAD, NY, ...

Community: Glenwood Village

New Heritage Village

1003 HERITAGE VLG B, SOUTHBURY, CT, 0648..., Southbury, CT 06488

$325,000

2 beds

2 baths

1,398 sq ft

Condo

1003 HERITAGE VLG B, SOUTHBURY, CT, 0648...

Community: Heritage Village

New Spring Lake Village

253 CARRIAGE DR 253, SOUTHINGTON, CT, 06..., Southington, CT 06489

$309,900

2 beds

2 baths

1,152 sq ft

Condo

253 CARRIAGE DR 253, SOUTHINGTON, CT, 06...

Community: Spring Lake Village

New Heritage Hills

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

$640,000

2 beds

2 baths

1,470 sq ft

Condo

456 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Meadowbrook Pointe Links & Spa

250 SAND HILLS LN, BROOKHAVEN, NY, 11763, Brookhaven, NY 11763

$324,100

2 beds

2 baths

1,133 sq ft

Condo

250 SAND HILLS LN, BROOKHAVEN, NY, 11763

Community: Meadowbrook Pointe Links & Spa

New Greenwood Village

69 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$139,000

2 beds

2 baths

1,134 sq ft

Condo

69 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Oronoque Village

585 PEQUOT LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$640,000

1 beds

3 baths

1,583 sq ft

Condo

585 PEQUOT LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Encore Atlantic Shores

228 SONATA CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$749,000

2 beds

2 baths

1,605 sq ft

Condo

228 SONATA CT, BROOKHAVEN, NY, 11941

Condo

1129 ST ANDREWS DR 49, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

$663,775

2 beds

3 baths

2,454 sq ft

Condo

1129 ST ANDREWS DR 49, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

Fairview at Oxford Greens

1111 ST ANDREWS DR 16, OXFORD, CT, 06478, Oxford, CT 06478

$778,585

2 beds

3 baths

2,454 sq ft

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$778,585

2 beds

3 baths

2,454 sq ft

Condo

1111 ST ANDREWS DR 16, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Fairview at Oxford Greens

1138 ST ANDREWS DR 90, OXFORD, CT, 06478, Oxford, CT 06478

$754,150

2 beds

3 baths

1,955 sq ft

Condo

1138 ST ANDREWS DR 90, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

The Village at Oxford Greens

$754,150

2 beds

3 baths

1,955 sq ft

Condo

1138 ST ANDREWS DR 90, OXFORD, CT, 06478

Community: The Village at Oxford Greens

Rolling Meadows at Wayside

19 MORNING GLORY DR, OCEAN TWP, NJ, 0771..., Ocean Twp, NJ 07712

$750,000

2 beds

2 baths

1,401 sq ft

Ranch

19 MORNING GLORY DR, OCEAN TWP, NJ, 0771...

Community: Rolling Meadows at Wayside

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

Questions? Call us: (475) 471-1908

Fairfield at St. James

302 BENTLEY CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$499,000

2 beds

2 baths

1,067 sq ft

Condo

302 BENTLEY CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Encore Atlantic Shores

78 BALLAD CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$925,000

2 beds

3 baths

2,625 sq ft

Condo

78 BALLAD CT, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

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.

How long do listings in 55+ communities in Westport typically stay on the market, and what is the average price of homes for sale?

On average, listings in 55+ community in Westport stay on the market for around 19 days. The average price of homes for sale in this community is approximately $459,000, though prices can range widely based on the size, location, and amenities of the community. For example, homes in Whitney Glen average around $459,000.

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170 communities

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

170 communities near Westport

352 homes near Westport

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,624 sq ft

Manufactured Home

2 beds

2 baths

1,245 sq ft

Condo

2 beds

3 baths

2,148 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

2 baths

1,314 sq ft

Condo

2 beds

3 baths

1,601 sq ft

Condo

2 beds

2 baths

1,197 sq ft

Condo

2 beds

2 baths

1,076 sq ft

Condo

2 beds

2 baths

1,352 sq ft

Ranch

2 beds

2 baths

1,230 sq ft

Condo

2 beds

2 baths

1,974 sq ft

Condo

2 beds

3 baths

2,389 sq ft

Condo

3 beds

4 baths

2,600 sq ft

Condo

2 beds

3 baths

1,860 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

1,470 sq ft

Condo

2 beds

2 baths

935 sq ft

Condo

2 beds