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

162 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 - $400Ks

Heritage Village, Southbury, CT

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

No reviews yet

Leisure Village

$200Ks - $500Ks

Leisure Village, Ridge, NY

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

No reviews yet

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

No reviews yet

Rivington

$500Ks - $900Ks

Rivington, Danbury, CT

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

4 rating (1 reviews)

Jefferson Village

$300Ks - $500Ks

Jefferson Village, Yorktown Heights, NY

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

5 rating (2 reviews)

Shadow Lake Village

$300Ks - $400Ks

Shadow Lake Village, Red Bank, NJ

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

No reviews yet

Oronoque Village

$300Ks - $600Ks

Oronoque Village, Stratford, CT

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

No reviews yet

The Village at Oxford Gre...

$500Ks - $700Ks

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...

$800Ks - $900Ks

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

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

No reviews yet

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

$200Ks - $300Ks

Cheesequake Village, Old Bridge, NJ

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

No reviews yet

Leisure Knoll

$200Ks - $500Ks

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

No reviews yet

Country Pointe Plainview

$1Ms - $1Ms

Country Pointe Plainview, Plainview, NY

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

5 rating (1 reviews)

Fairfield at St. James

$400Ks - $600Ks

Fairfield at St. James, St. James, NY

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

No reviews yet

Leisure Glen

$400Ks - $500Ks

Leisure Glen, Ridge, NY

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

No reviews yet

Spring Lake Village

$200Ks - $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

No reviews yet

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

No reviews yet

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

No reviews yet

Regency at Prospect

$400Ks - $400Ks

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

$200Ks - $500Ks

Shady Oaks, Red Bank, NJ

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

No reviews yet

Dutchgate

$400Ks - $500Ks

Dutchgate, Valley Stream, NY

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

No reviews yet

The Waterways at Moriches

$400Ks - $600Ks

The Waterways at Moriches, Moriches, NY

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

No reviews yet

Rolling Meadows at Waysid...

$600Ks - $800Ks

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

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

No reviews yet

The Retreat at Carmel

$400Ks - $600Ks

The Retreat at Carmel, Carmel, NY

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

No reviews yet

Cedar Village at Ocean

$700Ks - $800Ks

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 - $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

4 rating (1 reviews)

Vineyards at Blue Point

$800Ks - $800Ks

Vineyards at Blue Point, Blue Point, NY

Resale Only | 55+ age-restricted | Built 2016 - 2018 | 280 homes

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

Questions? Call us: (475) 471-1908

No reviews yet

Apple Ridge

$700Ks - $700Ks

Apple Ridge, Mahwah, NJ

Resale Only | Age-targeted | Built 1977 - 1991 | 276 homes

No reviews yet

Winthrop Court

$400Ks - $500Ks

Winthrop Court, Clifton, NJ

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

No reviews yet

HarborView

$900Ks - $1Ms

HarborView, Port Washington, NY

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

No reviews yet

The Club at Melville

$500Ks - $500Ks

The Club at Melville, Melville, NY

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

No reviews yet

The Seasons at Elwood

$800Ks - $900Ks

The Seasons at Elwood, East Northport, NY

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

166 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

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Questions? Call us: (475) 471-1908

Plymouth Estates at Mount Sinai

164 IRA RD, MOUNT SINAI, NY, 11766, Mount Sinai, NY 11766

$579,999

2 beds

2 baths

1,820 sq ft

Condo

164 IRA RD, MOUNT SINAI, NY, 11766

Community: Plymouth Estates at Mount Sinai

Leisure Village

268A BERWICK CT # 268A, RIDGE, NY, 11961, Ridge, NY 11961

$269,000

2 beds

1 baths

875 sq ft

Condo

268A BERWICK CT # 268A, RIDGE, NY, 11961

Community: Leisure Village

Heritage Hills

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

$425,000

1 beds

1 baths

967 sq ft

Condo

247 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New Heritage Hills

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

$639,000

2 beds

2 baths

1,500 sq ft

Condo

20 HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

Leisure Village

354 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$429,000

2 beds

2 baths

1,381 sq ft

Condo

354 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

166 VENTRY CT B, RIDGE, NY, 11961, Ridge, NY 11961

$259,000

1 beds

1 baths

680 sq ft

House

166 VENTRY CT B, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

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

$239,000

1 beds

1 baths

650 sq ft

Condo

192 VENTRY CT A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Village

171B VENTRY CT 171B, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$269,000

1 beds

1 baths

679 sq ft

Condo

171B VENTRY CT 171B, BROOKHAVEN, NY, 119...

Community: Leisure Village

Surrey Downs

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

$395,000

2 beds

2 baths

1,261 sq ft

Ranch

7 MORDEN CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

Jefferson Village

40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N..., Yorktown Heights, NY 10598

$539,000

2 beds

2 baths

1,350 sq ft

Condo

40 JEFFERSON OVAL A, YORKTOWN HEIGHTS, N...

Community: Jefferson Village

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

Questions? Call us: (475) 471-1908

Greenwood Village

164 VILLAGE CIR, MANORVILLE, NY, 11949, Manorville, NY 11949

$174,990

2 beds

2 baths

938 sq ft

Manufactured Home

164 VILLAGE CIR, MANORVILLE, NY, 11949

Community: Greenwood Village

The Greens at Half Hollow

285 MADEIRA BLVD # 285, MELVILLE, NY, 11..., Melville, NY 11747

$1,555,500

3 beds

3 baths

3,200 sq ft

Condo

285 MADEIRA BLVD # 285, MELVILLE, NY, 11...

Community: The Greens at Half Hollow

Leisure Village

69 ENFIELD CT B, RIDGE, NY, 11961, Ridge, NY 11961

$369,900

2 beds

1 baths

1,278 sq ft

Condo

69 ENFIELD CT B, RIDGE, NY, 11961

Community: Leisure Village

Glenwood Village

1661-291 OLD COUNTRY 291, RIVERHEAD, NY,..., Riverhead, NY 11901

$250,000

2 beds

1 baths

1,000 sq ft

Mobile Home

1661-291 OLD COUNTRY 291, RIVERHEAD, NY,...

Community: Glenwood Village

Glenwood Village

1661-290 OLD COUNTRY RD 290, RIVERHEAD, ..., Riverhead, NY 11901

$225,000

2 beds

2 baths

1,152 sq ft

Mobile Home

1661-290 OLD COUNTRY RD 290, RIVERHEAD, ...

Community: Glenwood Village

Shadow Lake Village

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

$399,000

2 beds

1 baths

952 sq ft

Ranch

22 LEXINGTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Encore Atlantic Shores

226 SONATA CT, EASTPORT, NY, 11941, Eastport, NY 11941

$689,000

2 beds

2 baths

1,605 sq ft

Condo

226 SONATA CT, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

Leisure Knoll

201 KINGSTON DR, RIDGE, NY, 11961, Ridge, NY 11961

$439,000

2 beds

2 baths

1,000 sq ft

House

201 KINGSTON DR, RIDGE, NY, 11961

Community: Leisure Knoll

Leisure Glen

20 AMAGANSETT CT, RIDGE, NY, 11961, Ridge, NY 11961

$485,000

2 beds

2 baths

1,290 sq ft

Condo

20 AMAGANSETT CT, RIDGE, NY, 11961

Community: Leisure Glen

Leisure Village

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$369,900

2 beds

1 baths

1,278 sq ft

Condo

75A ENFIELD CT 75A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

Leisure Village

406 WOODBRIDGE DR A, RIDGE, NY, 11961, Ridge, NY 11961

$235,500

1 beds

1 baths

679 sq ft

Condo

406 WOODBRIDGE DR A, RIDGE, NY, 11961

Community: Leisure Village

Leisure Glen

12 BALDWIN CT, RIDGE, NY, 11961, Ridge, NY 11961

$489,990

2 beds

2 baths

1,542 sq ft

Condo

12 BALDWIN CT, RIDGE, NY, 11961

Community: Leisure Glen

Setauket Meadows

131 EMILYS WAY, EAST SETAUKET, NY, 11733, East Setauket, NY 11733

$735,000

2 beds

3 baths

1,773 sq ft

Condo

131 EMILYS WAY, EAST SETAUKET, NY, 11733

Community: Setauket Meadows

HarborView

$1,395,000

4 beds

4 baths

3,452 sq ft

Condo

161 HARBOR VIEW DR, PORT WASHINGTON, NY,...

Community: HarborView

New Leisure Knoll

160 LAURANCE LN, RIDGE, NY, 11961, Ridge, NY 11961

$504,990

2 beds

2 baths

1,356 sq ft

Condo

160 LAURANCE LN, RIDGE, NY, 11961

Community: Leisure Knoll

New Kensington Estates

242 COACH DR, WOODBURY, NY, 11797, Woodbury, NY 11797

$868,000

2 beds

2 baths

1,100 sq ft

Condo

242 COACH DR, WOODBURY, NY, 11797

Community: Kensington Estates

New Meadowbrook Pointe Athletic Club & Spa

290 ROOSEVELT WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$1,199,000

2 beds

2 baths

2,036 sq ft

Condo

290 ROOSEVELT WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

The Hollows at Blue Hill

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ..., Pearl River, NY 10965

$1,169,000

3 beds

4 baths

3,730 sq ft

House

29 MICHAEL ROBERTS CT, PEARL RIVER, NY, ...

Community: The Hollows at Blue Hill

New Heritage Hills

798 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$629,000

2 beds

2 baths

1,296 sq ft

Condo

798 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

Greenwood Village

57 DOGWOOD LN, MANORVILLE, NY, 11949, Manorville, NY 11949

$159,999

2 beds

2 baths

1,000 sq ft

Condo

57 DOGWOOD LN, MANORVILLE, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (475) 471-1908

Encore Atlantic Shores

43 APPLAUSE DR, EASTPORT, NY, 11941, Eastport, NY 11941

$849,000

3 beds

3 baths

3,037 sq ft

Condo

43 APPLAUSE DR, EASTPORT, NY, 11941

Community: Encore Atlantic Shores

The Greens at Half Hollow

1082 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747

$634,999

2 beds

2 baths

1,114 sq ft

Condo

1082 SAVOY DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Greens at Half Hollow

679 BALFOUR PL, MELVILLE, NY, 11747, Melville, NY 11747

$1,399,999

3 beds

3 baths

2,500 sq ft

Condo

679 BALFOUR PL, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

The Greens at Half Hollow

1126 SAVOY DR, MELVILLE, NY, 11747, Melville, NY 11747

$629,888

2 beds

2 baths

1,150 sq ft

Condo

1126 SAVOY DR, MELVILLE, NY, 11747

Community: The Greens at Half Hollow

New Meadowbrook Pointe Athletic Club & Spa

323 ROOSEVELT WAY, WESTBURY, NY, 11590, Westbury, NY 11590

$899,000

2 beds

2 baths

1,328 sq ft

Condo

323 ROOSEVELT WAY, WESTBURY, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

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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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Want to learn more about 55+ communities in Westport?

Call us: (475) 471-1908

162 communities near Westport

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

162 communities near Westport

365 homes near Westport

2 beds

3 baths

1,495 sq ft

Condo

2 beds

2 baths

1,839 sq ft

Condo

2 beds

2 baths

1,480 sq ft

Condo

2 beds

2 baths

1,982 sq ft

Condo

2 beds

2 baths

1,820 sq ft

Townhouse

2 beds

2 baths

1,820 sq ft

Condo

2 beds

1 baths

875 sq ft

Condo

1 beds

1 baths

967 sq ft

Condo

2 beds

2 baths

1,500 sq ft

Condo

2 beds

2 baths

1,381 sq ft

Condo

1 beds

1 baths

680 sq ft

House

1 beds

1 baths

650 sq ft

Condo

1 beds

1 baths

679 sq ft

Condo

2 beds

2 baths

1,261 sq ft

Ranch

2 beds

2 baths

1,350 sq ft

Condo

2 beds

2 baths

938 sq ft

Manufactured Home

3 beds

3 baths

3,200 sq ft

Condo

2 beds

1 baths

1,278 sq ft

Condo

2 beds

1 baths

1,000 sq ft

Mobile Home

2 beds