Westport, CT 55+ active adult communities & homes for sale - Page 2

393 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

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

5 rating (2 reviews)

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

Resale Only | Age-targeted | Built 1974 - 2006 | 2,600 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 (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

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.

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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

$300ks - $900ks

Rivington, Danbury, CT

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

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

Questions? Call us: (475) 471-1908

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 1974 - 1985 | 226 homes

Snug Harbor

$600ks - $700ks

Snug Harbor, Amityville, NY

Resale Only | 55+ age-restricted | Built 1970 - 1974 | 176 homes

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Chelsea Square

$300ks - $400ks

Chelsea Square, Morganville, NJ

New and Resale | 55+ age-restricted | Built 2007 - present | 225 homes

The Seasons at East Meado...

$400ks - $600ks

The Seasons at East Meado..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2009 - 2012 | 404 homes

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

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

Questions? Call us: (475) 471-1908

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

Country Pointe Preserve

$600ks - $900ks

Country Pointe PreserveYaphank, NY

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

1 2 3 4...5

The Villages NJ

12 ZACATIN RD A, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$429,900

2 beds

2 baths

Ranch

12 ZACATIN RD A, FREEHOLD, NJ, 07728

Community: The Villages NJ

Heritage Village

4 HERITAGE CIR A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$465,000

2 beds

2 baths

1,398 sq ft

Condo

4 HERITAGE CIR A, SOUTHBURY, CT, 06488

Community: Heritage Village

Heritage Village

569 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488

$315,000

2 beds

2 baths

1,032 sq ft

Condo

569 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Encore at Lake Grove

20 SONATA CT, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$650,000

2 beds

3 baths

1,378 sq ft

Condo

20 SONATA CT, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Meadow Brook Estates

188 EASTWOOD DR 188, SEYMOUR, CT, 06483, Seymour, CT 06483

$624,500

2 beds

3 baths

2,358 sq ft

Condo

188 EASTWOOD DR 188, SEYMOUR, CT, 06483

Community: Meadow Brook Estates

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

Questions? Call us: (475) 471-1908

Rolling Meadows at Wayside

205 ROLLING MEADOWS BLVD, ASBURY PARK, N..., Asbury Park, NJ 07712

2 baths

1,240 sq ft

Condo

8 CHIPPENDALE DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

Cheesequake Village

11 ALABAMA CT 500, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$325,000

2 beds

2 baths

Townhouse,Condominium

11 ALABAMA CT 500, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

Cheesequake Village

72-D HAVEN DR 500, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$299,900

2 beds

1 baths

Condo

72-D HAVEN DR 500, OLD BRIDGE, NJ, 07747

House

205 ROLLING MEADOWS BLVD, OCEAN TWP, NJ,...

Community: Rolling Meadows at Wayside

Winthrop Court

8202 HARCOURT RD, CLIFTON CITY, NJ, 0701..., Clifton City, NJ 07013

$549,900

2 beds

2 baths

1,505 sq ft

8202 HARCOURT RD, CLIFTON CITY, NJ, 0701...

Community: Winthrop Court

Spring Lake Village

20 VILLAGE RD 20, SOUTHINGTON, CT, 06489, Southington, CT 06489

$219,000

2 beds

2 baths

1,224 sq ft

Condo

20 VILLAGE RD 20, SOUTHINGTON, CT, 06489

Community: Spring Lake Village

Heritage Village

28 HERITAGE CIR B, SOUTHBURY, CT, 06488, Southbury, CT 06488

$232,000

1 beds

1 baths

928 sq ft

Condo

28 HERITAGE CIR B, SOUTHBURY, CT, 06488

Community: Heritage Village

Four Seasons at Ridgemont

805 FOUR SEASONS LN, MONTVALE, NJ, 07645, Montvale, NJ 07645

$924,900

2 baths

1,150 sq ft

Condo

1039 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

Questions? Call us: (475) 471-1908

South Pond Village

8 S POND RD 8, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$499,900

3 beds

3 baths

1,912 sq ft

Condo

8 S POND RD 8, BLOOMFIELD, CT, 06002

Community: South Pond Village

Greenwood Village

17 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$155,000

2 beds

2 baths

1,160 sq ft

House

17 DOGWOOD LN, BROOKHAVEN, NY, 11949

Community: Greenwood Village

Surrey Downs

51 FARNWORTH CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$365,000

2 beds

2 baths

1,089 sq ft

Ranch

51 FARNWORTH CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

The Villages NJ

117 LOWENS STRASSE A, FREEHOLD, NJ, 0772..., Freehold, NJ 07728

$419,000

2 beds

2 baths

1,348 sq ft

Ranch

117 LOWENS STRASSE A, FREEHOLD, NJ, 0772...

Community: The Villages NJ

Heritage Village

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

$200,000

2 beds

2 baths

1,076 sq ft

Condo

214 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Leisure Village

238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$369,000

2 beds

1 baths

1,085 sq ft

Condo

238 BLACKPOOL CT A, BROOKHAVEN, NY, 1196...

Community: Leisure Village

Leisure Glen

15 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$569,900

2 beds

2 baths

1,476 sq ft

Condo

15 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

Leisure Knoll

232 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$499,999

2 beds

2 baths

1,172 sq ft

Condo

232 BELFAST LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Vineyards at Moriches

51 TONI CT, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$745,000

2 beds

2 baths

1,904 sq ft

Condo

51 TONI CT, BROOKHAVEN, NY, 11934

Community: Vineyards at Moriches

South Pond Village

37 REED CT 37, BLOOMFIELD, CT, 06002, Bloomfield, CT 06002

$299,000

2 beds

3 baths

1,258 sq ft

Condo

37 REED CT 37, BLOOMFIELD, CT, 06002

Community: South Pond Village

Oronoque Village

237 AGAWAM DR A, STRATFORD, CT, 06614, Stratford, CT 06614

$649,000

2 beds

2 baths

1,426 sq ft

Condo

237 AGAWAM DR A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (475) 471-1908

Glassbury Court at Hunterbrook

2314 DEPEYSTER DR, YORKTOWN, NY, 10567, Yorktown, NY 10567

$952,900

2 beds

3 baths

2,265 sq ft

Condo

2314 DEPEYSTER DR, YORKTOWN, NY, 10567

Community: Glassbury Court at Hunterbrook

Heritage Village

732 HERITAGE VLG C, SOUTHBURY, CT, 06488, Southbury, CT 06488

$235,000

2 beds

2 baths

1,000 sq ft

Condo

732 HERITAGE VLG C, SOUTHBURY, CT, 06488

Community: Heritage Village

1 2 3 4 5 6 7 8 9…10

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.

Want more information about active adult communities around Westport?

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393 homes

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Westport, CT 55+ active adult communities & homes for sale - Page 2

172 communities near Westport

393 homes near Westport

2 beds

2 baths

Ranch

2 beds

2 baths

1,398 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

3 baths

1,378 sq ft

Condo

2 beds

3 baths

2,358 sq ft

Condo

2 beds

2 baths

2 beds

2 baths

1,353 sq ft

Condo

2 beds

2 baths

1,563 sq ft

Condo

2 beds

3 baths

1,434 sq ft

Condo

2 beds

2 baths

1,358 sq ft

Condo

2 beds

2 baths

2,102 sq ft

Condo

2 beds

3 baths

1,438 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

2 beds

2 baths

1,240 sq ft

Condo

2 beds

2 baths

Townhouse,Condominium

2 beds

1 baths

Condo

2 beds

1 baths

949 sq ft

Adult Community

2 beds

2 baths

952 sq ft

Ranch

2 beds

2 baths

1,834 sq ft

House

2 beds

2 baths

1,505 sq ft

2 beds

2 baths

1,224 sq ft