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

1037 COTTAGE DR 18, CARMEL, NY, 10512

Condo

521 HIGHLAND CT # 521, MORICHES, NY, 119...

Community: The Waterways at Moriches

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

Questions? Call us: (475) 471-1908

Fairfield at St. James

401 CABOT CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$499,000

1 beds

2 baths

900 sq ft

Condo

401 CABOT CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Heritage Hills

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

$414,900

1 beds

1 baths

1,055 sq ft

Condo

129 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Village

169 VENTRY CT A, RIDGE, NY, 11961, Ridge, NY 11961

$295,000

2 beds

1 baths

875 sq ft

Condo

169 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

Jefferson Village

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1..., Yorktown Heights, NY 10598

$374,900

2 beds

2 baths

970 sq ft

Condo

34 WARWICK PL D, YORKTOWN HEIGHTS, NY, 1...

Community: Jefferson Village

Encore at Lake Grove

22 SONATA CT, LAKE GROVE, NY, 11755, Lake Grove, NY 11755

$599,990

2 beds

2 baths

1,429 sq ft

Condo

22 SONATA CT, LAKE GROVE, NY, 11755

Community: Encore at Lake Grove

Regency at Fishkill

736 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,543 sq ft

Condo

736 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

Greenwood Village

91 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$155,000

2 beds

2 baths

938 sq ft

Condo

91 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Greenwood Village

426 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$225,000

2 beds

2 baths

1,123 sq ft

Condo

426 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

Jefferson Village

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,..., Yorktown Heights, NY 10598

$339,000

1 beds

1 baths

850 sq ft

Condo

156 CARRIAGE CT G, YORKTOWN HEIGHTS, NY,...

Community: Jefferson Village

Breton Hills

512 BRETON WAY, GLEN COVE, NY, 11542, Glen Cove, NY 11542

$639,000

2 beds

2 baths

1,430 sq ft

Condo

512 BRETON WAY, GLEN COVE, NY, 11542

Community: Breton Hills

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

Questions? Call us: (475) 471-1908

Jefferson Village

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ..., Yorktown Heights, NY 10598

$459,900

2 beds

2 baths

1,200 sq ft

Condo

108 VILLAGE RD B, YORKTOWN HEIGHTS, NY, ...

Community: Jefferson Village

Strathmore Gate East

53 FREEDOM LN, CORAM, NY, 11727, Coram, NY 11727

$420,000

2 beds

1 baths

1,036 sq ft

Condo

53 FREEDOM LN, CORAM, NY, 11727

Community: Strathmore Gate East

Glassbury Court at Cold Spring

11 REVOLUTION RD, COLD SPRING, NY, 10516, Cold Spring, NY 10516

$515,000

2 beds

3 baths

1,806 sq ft

Condo

11 REVOLUTION RD, COLD SPRING, NY, 10516

Community: Glassbury Court at Cold Spring

Dutchgate

1228 WILLOW LN, VALLEY STREAM, NY, 11580, Valley Stream, NY 11580

$498,000

2 beds

2 baths

941 sq ft

Condo

1228 WILLOW LN, VALLEY STREAM, NY, 11580

Community: Dutchgate

Heritage Hills

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

$585,000

2 beds

2 baths

1,470 sq ft

Condo

593 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Glenwood Village

1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ..., Riverhead, NY 11901

$329,999

2 beds

2 baths

1,232 sq ft

Manufactured Home

1661 OLD COUNTRY RD 506, RIVERHEAD, NY, ...

Community: Glenwood Village

Heritage Hills

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

$750,000

2 beds

2 baths

1,435 sq ft

Condo

356 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Stoneleigh Woods at Riverhead

159 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$680,000

2 beds

3 baths

2,175 sq ft

Condo

159 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

Fairfield at St. James

607 CABOT CT 607, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$450,000

1 beds

2 baths

929 sq ft

Condo

607 CABOT CT 607, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Heritage Hills

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

$825,000

3 beds

2 baths

1,909 sq ft

Condo

882 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (475) 471-1908

Leisure Village

474 DARWEN DR B, RIDGE, NY, 11961, Ridge, NY 11961

$400,000

2 beds

2 baths

1,200 sq ft

Condo

474 DARWEN DR B, RIDGE, NY, 11961

Community: Leisure Village

Jefferson Village

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,..., Yorktown Heights, NY 10598

$559,900

2 beds

2 baths

1,100 sq ft

Condo

98 MOLLY PITCHER LN A, YORKTOWN HEIGHTS,...

Community: Jefferson Village

Jefferson Village

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10..., Yorktown Heights, NY 10598

$299,999

1 beds

1 baths

800 sq ft

Condo

2 HAMPTON CT A, YORKTOWN HEIGHTS, NY, 10...

Community: Jefferson Village

The Greens at Half Hollow

652 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,199,000

3 beds

3 baths

2,400 sq ft

Condo

652 BALFOUR PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

Foxwood Village

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ..., Calverton, NY 11933

$525,000

3 beds

2 baths

1,568 sq ft

Manufactured Home

1407 MIDDLE RD UNIT 258, CALVERTON, NY, ...

Community: Foxwood Village

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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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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

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

1,736 sq ft

Condo

2 beds

2 baths

1,296 sq ft

Condo

2 beds

2 baths

1,134 sq ft

Condo

2 beds

3 baths

2,496 sq ft

Condo

3 beds

4 baths

3,100 sq ft

Condo

2 beds

2 baths

1,300 sq ft

Condo

2 beds

3 baths

1,900 sq ft

Condo

2 beds

3 baths

1,941 sq ft

Condo

2 beds

1 baths

1,278 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,293 sq ft

Condo

2 beds

2 baths

1,559 sq ft

Condo

2 beds

2 baths

1,272 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

1 beds

2 baths

900 sq ft

Condo

1 beds

1 baths

1,055 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

2 beds

2 baths

970 sq ft

Condo

2 beds