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

348 homes 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 (4 reviews)

Cheesequake Village

$100ks - $200ks

Cheesequake Village, Old Bridge, NJ

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

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

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

Questions? Call us: (475) 471-1908

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

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

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.

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

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

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

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

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

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 (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

The Summit at Bethel

$500ks - $700ks

The Summit at Bethel, Bethel, CT

Resale Only | 55+ age-restricted | Built 2010 - 2021 | 235 homes

The Seasons at Elwood

$800ks - $900ks

The Seasons at Elwood, East Northport, NY

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

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

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

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

Questions? Call us: (475) 471-1908

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

South Pond Village

$300ks - $400ks

South Pond Village, Bloomfield, CT

Resale Only | 55+ age-restricted | Built 1999 - 2005 | 151 homes

Regency at Holmdel

$900ks - $1Ms

Regency at Holmdel, Holmdel, NJ

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 181 homes

The Hollows at Blue Hill

$500ks - $700ks

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

5 rating (1 reviews)

Shady Oaks

$200ks - $400ks

Shady Oaks, Red Bank, NJ

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

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

Questions? Call us: (475) 471-1908

Four Seasons at Colts Far...

$600ks - $800ks

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

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

1 2 3 4...5

Heritage Hills

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

$469,900

1 beds

2 baths

967 sq ft

Condo

567 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Greenwood Village

19 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$105,900

2 beds

2 baths

871 sq ft

Condo

19 DOGWOOD LN, BROOKHAVEN, NY, 11949

698 BALFOUR PL, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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Questions? Call us: (475) 471-1908

New The Greens at Half Hollow

1165 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$749,000

2 beds

2 baths

1,159 sq ft

Condo

1165 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Regency at Prospect

10 ASH LN 10, PROSPECT, CT, 06712, Prospect, CT 06712

$539,000

2 beds

3 baths

1,928 sq ft

Condo

10 ASH LN 10, PROSPECT, CT, 06712

Community: Regency at Prospect

New Oronoque Village

493 PAWNEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$425,000

1 beds

3 baths

1,175 sq ft

Condo

493 PAWNEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Regency at Fishkill

811 REGENCY DR 802, FISHKILL, NY, 12524, Fishkill, NY 12524

$161,450

2 beds

2 baths

1,100 sq ft

Condo

811 REGENCY DR 802, FISHKILL, NY, 12524

Community: Regency at Fishkill

New Newtown Woods

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470

$500,000

2 beds

2 baths

1,483 sq ft

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...

Community: Newtown Woods

New Kensington Estates

238 COACH DR 56, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797

$2,100,000

3 beds

4 baths

2,662 sq ft

Condo

238 COACH DR 56, OYSTER BAY, NY, 11797

Community: Kensington Estates

New Cheesequake Village

21 IOWA CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$250,000

$925,000

2 beds

3 baths

2,273 sq ft

House

22 HYACINTH CT, HOLMDEL, NJ, 07733

Community: The Village Grande at Holmdel

New Paris Square

1302 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647

2 beds

2 baths

1,440 sq ft

Condo

376 QUARRY POND CT, 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

Meadowbrook Pointe Athletic Club & Spa

236 ROOSEVELT WAY 3306, HEMPSTEAD, NY, 1..., Hempstead, NY 11590

$910,000

2 beds

2 baths

1,349 sq ft

Condo

236 ROOSEVELT WAY 3306, HEMPSTEAD, NY, 1...

Community: Meadowbrook Pointe Athletic Club & Spa

Cheesequake Village

67 GALEWOOD DR B, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$330,000

2 beds

1 baths

Condo

67 GALEWOOD DR B, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

The Waterways at Moriches

519 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$610,000

2 beds

2 baths

1,497 sq ft

Condo

519 HIGHLAND CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Fairfield at St. James

409 ELTON CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$649,000

3 beds

3 baths

1,733 sq ft

Condo

409 ELTON CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Winthrop Court

9104 RAVENSCROFT RD, CLIFTON CITY, NJ, 0..., Clifton City, NJ 07013

2 baths

1,076 sq ft

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 471-1908

Oronoque Village

513 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$584,900

2 beds

3 baths

1,620 sq ft

Condo

513 OPA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Hills

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

$742,000

2 beds

3 baths

1,552 sq ft

Condo

900 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

1 2 3 4 5 6 7 8…9

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 13 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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Call us: (475) 471-1908

348 homes

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

170 communities near Westport

348 homes near Westport

1 beds

2 baths

967 sq ft

Condo

2 beds

2 baths

871 sq ft

Condo

3 beds

3 baths

2,008 sq ft

Condo

3 beds

2 baths

2,030 sq ft

Condo

2 beds

3 baths

1,941 sq ft

Condo

2 beds

2 baths

1,159 sq ft

Condo

2 beds

3 baths

1,928 sq ft

Condo

1 beds

3 baths

1,175 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,483 sq ft

Condo

3 beds

4 baths

2,662 sq ft

Condo

2 beds

2 baths

976 sq ft

Townhouse,Condominium

2 beds

2 baths

2,071 sq ft

House

2 beds

2 baths

Condo

3 beds

2 baths

1,735 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

1,198 sq ft

Condo

2 beds

2 baths

1,034 sq ft

Condo

3 beds

2 baths