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

172 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

2.8 rating (4 reviews)

Cheesequake Village

$200ks - $300ks

Cheesequake Village, Old Bridge, NJ

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

4 rating (1 review)

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 rating (2 reviews)

Heritage Hills

$400ks - $900ks

Heritage Hills, Somers, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

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

5 rating (2 reviews)

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

5 rating (1 review)

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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

Resale Only | 55+ age-restricted | Built 2003 - 2020 | 246 homes

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

5 rating (1 review)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

5 rating (1 review)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

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Questions? Call us: (475) 471-1908

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Equestra at Colts Neck Cr...

$600ks - $700ks

Equestra at Colts Neck Cr..., Farmingdale, NJ

Resale Only | 55+ age-restricted | Built 2007 - 2018 | 483 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

The Manors at The Colony ...

$300ks - $400ks

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

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

5 rating (1 review)

Sunrise Village

$400ks

Sunrise Village, Sayville, NY

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

5 rating (1 review)

Encore Atlantic Shores

$500ks - $800ks

Encore Atlantic Shores, Eastport, NY

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

Glassbury Court at Cold S...

$600ks - $700ks

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

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

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

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

Questions? Call us: (475) 471-1908

The Vineyards at Miller P...

$500ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

Windcrest East

$400ks - $500ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

1 2 3 4...5

Greenwood Village

5147 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$247,500

2 beds

2 baths

1,592 sq ft

Condo

5147 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Leisure Village

177 VENTRY CT A, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$449,500

2 beds

1 baths

1,085 sq ft

Condo

177 VENTRY CT A, BROOKHAVEN, NY, 11961

Community: Leisure Village

Greenwood Village

201 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$250,000

2 beds

2 baths

1,078 sq ft

Condo

201 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Jefferson Village

39 SUSSEX DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$349,000

2 beds

2 baths

1,000 sq ft

Condo

39 SUSSEX DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

The Villages NJ

41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$389,000

2 beds

2 baths

1,008 sq ft

Ranch

41 PIAZZA SAN PAOLA C, FREEHOLD, NJ, 077...

Community: The Villages NJ

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

Questions? Call us: (475) 471-1908

New Leisure Glen

562 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$670,000

2 beds

2 baths

1,652 sq ft

House

562 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Leisure Glen

3 BALDWIN CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$519,900

2 beds

2 baths

1,542 sq ft

Condo

3 BALDWIN CT, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Jefferson Village

116 VILLAGE RD D, YORKTOWN, NY, 10598, Yorktown, NY 10598

$529,000

2 beds

2 baths

1,200 sq ft

Condo

116 VILLAGE RD D, YORKTOWN, NY, 10598

Community: Jefferson Village

New Greenwood Village

24 GREENWOOD BLVD, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$79,999

1 beds

1 baths

812 sq ft

Condo

24 GREENWOOD BLVD, BROOKHAVEN, NY, 11949

Community: Greenwood Village

New Overlook

4052 FAIRWAYS DR 293, CARMEL, NY, 10512, Carmel, NY 10512

$699,000

3 beds

3 baths

2,274 sq ft

Condo

4052 FAIRWAYS DR 293, CARMEL, NY, 10512

Community: Overlook

New Overlook

4004 FAIRWAYS DR 296, CARMEL, NY, 10512, Carmel, NY 10512

$869,000

3 beds

3 baths

2,309 sq ft

House

4004 FAIRWAYS DR 296, CARMEL, NY, 10512

Community: Overlook

New Leisure Village

470B DARWEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$339,000

2 beds

1 baths

1,074 sq ft

Condo

470B DARWEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Village

New Meadow Brook Estates

107 MEADOW BROOK RD 107, OXFORD, CT, 064..., Oxford, CT 06478

$569,900

3 beds

3 baths

1,922 sq ft

Condo

107 MEADOW BROOK RD 107, OXFORD, CT, 064...

Community: Meadow Brook Estates

New Jefferson Village

172 LONG HILL DR B, YORKTOWN, NY, 10598, Yorktown, NY 10598

$675,000

2 beds

2 baths

1,550 sq ft

Condo

172 LONG HILL DR B, YORKTOWN, NY, 10598

Community: Jefferson Village

New Heritage Hills

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

$749,900

2 beds

3 baths

1,666 sq ft

Condo

897 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

New Overlook

4038 FAIRWAYS DR 299, CARMEL, NY, 10512, Carmel, NY 10512

$799,000

3 beds

3 baths

2,274 sq ft

House

4038 FAIRWAYS DR 299, CARMEL, NY, 10512

Community: Overlook

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

Questions? Call us: (475) 471-1908

New The Vineyards at Miller Place

40 AVERY LN, BROOKHAVEN, NY, 11764, Brookhaven, NY 11764

$625,000

3 beds

3 baths

1,700 sq ft

Condo

40 AVERY LN, BROOKHAVEN, NY, 11764

Community: The Vineyards at Miller Place

New Leisure Glen

488 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$659,000

2 beds

2 baths

1,652 sq ft

Condo

488 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Stoneleigh Woods at Riverhead

904 BALTUSROL BLVD, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$510,000

2 beds

2 baths

1,258 sq ft

Condo

904 BALTUSROL BLVD, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

New Equestra at Colts Neck Crossing

189 W RENAISSANCE BLVD, FARMINGDALE, NJ,..., Farmingdale, NJ 07727

$875,000

3 beds

3 baths

2,497 sq ft

House

189 W RENAISSANCE BLVD, FARMINGDALE, NJ,...

Community: Equestra at Colts Neck Crossing

New The Seasons at Seaford

103 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783

$799,000

2 beds

2 baths

1,408 sq ft

Condo

103 SPRING DR, HEMPSTEAD, NY, 11783

Community: The Seasons at Seaford

New Heritage Village

27 HERITAGE CRST C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$390,000

2 beds

2 baths

1,447 sq ft

Condo

27 HERITAGE CRST C, SOUTHBURY, CT, 06488

Community: Heritage Village

New Regency at Prospect

146 SYCAMORE DR, PROSPECT, CT, 06712, Prospect, CT 06712

$550,000

2 beds

3 baths

1,850 sq ft

Condo

146 SYCAMORE DR, PROSPECT, CT, 06712

Community: Regency at Prospect

New Cheesequake Village

21 IOWA CT, MATAWAN, NJ, 07747, Matawan, NJ 07747

$350,000

2 beds

2 baths

976 sq ft

Townhouse

21 IOWA CT, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Fairfield at St. James

508 GOTHAM CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$609,000

3 beds

3 baths

1,700 sq ft

Condo

508 GOTHAM CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

New Regency at Wappinger

20 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590

$745,000

3 beds

3 baths

2,056 sq ft

Condo

20 AVONDALE LN, WAPPINGER, NY, 12590

Community: Regency at Wappinger

New Kensington Estates

48 PLAINVIEW RD, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797

$2,099,999

6 beds

5 baths

4,333 sq ft

House

48 PLAINVIEW RD, OYSTER BAY, NY, 11797

Community: Kensington Estates

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

Questions? Call us: (475) 471-1908

New Country Pointe Plainview

43101 SILVER BIRCH LN, OYSTER BAY, NY, 1..., Oyster Bay, NY 11803

$1,750,000

2 beds

2 baths

2,178 sq ft

Condo

43101 SILVER BIRCH LN, OYSTER BAY, NY, 1...

Community: Country Pointe Plainview

New Shadow Lake Village

70 HANCOCK CT C129, RED BANK, NJ, 07701, Red Bank, NJ 07701

$385,000

2 beds

2 baths

1,210 sq ft

Adult Community

70 HANCOCK CT C129, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Regency at Holmdel

21 JANSKY DR, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$1,550,000

3 beds

3 baths

3,555 sq ft

Adult Community

21 JANSKY DR, HOLMDEL, NJ, 07733

Community: Regency at Holmdel

Dutchgate

724 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$520,000

2 beds

2 baths

941 sq ft

Condo

724 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

Whitney Glen

39 WHITNEY GLN 39, WESTPORT, CT, 06880, Westport, CT 06880

$925,000

2 beds

2 baths

1,600 sq ft

Condo

39 WHITNEY GLN 39, WESTPORT, CT, 06880

Community: Whitney Glen

The Vineyards at Miller Place

6 HALLEY LN, BROOKHAVEN, NY, 11764, Brookhaven, NY 11764

$559,000

2 beds

2 baths

1,291 sq ft

House

6 HALLEY LN, BROOKHAVEN, NY, 11764

Community: The Vineyards at Miller Place

Sunrise Village

25 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$499,000

2 beds

1 baths

871 sq ft

Condo

25 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

Heritage Village

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

$329,900

2 beds

2 baths

1,432 sq ft

Condo

809 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Rosemont Estates

151 SCARBOROUGH WAY, MARLBORO, NJ, 07746, Marlboro, NJ 07746

$939,900

4 beds

3 baths

2,852 sq ft

Adult Community

151 SCARBOROUGH WAY, MARLBORO, NJ, 07746

Community: Rosemont Estates

The Greens at Half Hollow

1149 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$678,888

2 beds

2 baths

1,150 sq ft

Condo

1149 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

Bear's Cove

103 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446

$1,399,000

3 beds

3 baths

Townhouse

103 WINDSOR LN, RAMSEY, NJ, 07446

Community: Bear's Cove

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

Questions? Call us: (475) 471-1908

Four Seasons at Great Notch Spa and Club

36 SILICON DR, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$809,000

2 beds

2 baths

Townhouse

36 SILICON DR, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

Sonoma Woods

2 SONOMA LN 2, MIDDLETOWN, CT, 06457, Middletown, CT 06457

$549,900

2 beds

3 baths

1,903 sq ft

2 SONOMA LN 2, MIDDLETOWN, CT, 06457

Community: Sonoma Woods

Frequently Asked Questions

What size 55+ communities are there in Westport?

Of the 1 55+ community in Westport, it is for sale. By size, 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.

Want more information about active adult communities around Westport?

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172 communities

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

172 communities near Westport

392 homes near Westport

2 beds

2 baths

1,592 sq ft

Condo

2 beds

1 baths

1,085 sq ft

Condo

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,652 sq ft

House

2 beds

2 baths

1,542 sq ft

Condo

2 beds

2 baths

1,200 sq ft

Condo

1 beds

1 baths

812 sq ft

Condo

3 beds

3 baths

2,274 sq ft

Condo

3 beds

3 baths

2,309 sq ft

House

2 beds

1 baths

1,074 sq ft

Condo

3 beds

3 baths

1,922 sq ft

Condo

2 beds

2 baths

1,550 sq ft

Condo

2 beds

3 baths

1,666 sq ft

Condo

3 beds

3 baths

2,274 sq ft

House

3 beds

3 baths

1,700 sq ft

Condo

2 beds

2 baths

1,652 sq ft

Condo

2 beds

2 baths

1,258 sq ft

Condo

3 beds