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 (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

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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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

New and Resale | 55+ age-restricted | Built 1959 - present | 588 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 Village at Oxford Gre...

$400ks - $500ks

The Village at Oxford Gre..., Oxford, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 835 homes

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

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

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

HarborView

$600ks - $2Ms

HarborView, Port Washington, NY

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

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

Questions? Call us: (475) 471-1908

4.2 rating (12 reviews)

Surrey Downs

$200ks - $300ks

Surrey Downs, Freehold, NJ

Resale Only | 55+ age-restricted | Built 1986 - 1997 | 443 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 Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Billingsgate

$400ks - $600ks

Billingsgate, Simsbury, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 37 homes

5 rating (1 reviews)

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 228 homes

1 rating (1 reviews)

Plymouth Estates at Mount...

$400ks - $500ks

Plymouth Estates at Mount..., Mount Sinai, NY

Resale Only | 55+ age-restricted | Built 2006 - 2013 | 285 homes

Saddle Lakes

$400ks - $500ks

Saddle Lakes, Riverhead, NY

Resale Only | 55+ age-restricted | Built 2000 - 2002 | 196 homes

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

Chelsea Square

$300ks - $400ks

Chelsea Square, Morganville, NJ

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

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

Questions? Call us: (475) 471-1908

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

1 2 3 4...5

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

Greenwood Village

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1..., Brookhaven, NY 11949

$245,000

2 beds

2 baths

1,130 sq ft

Condo

105 W VILLAGE CIR 105, BROOKHAVEN, NY, 1...

Community: Greenwood Village

The Villages NJ

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

$410,000

2 beds

2 baths

1,008 sq ft

Ranch

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

Community: The Villages NJ

Glenwood Village

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901

$410,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...

Community: Glenwood Village

New Greenwood Village

65 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$110,000

1 beds

1 baths

928 sq ft

Mobile Home

65 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

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

Questions? Call us: (475) 471-1908

New Spring Lake Village

102 TIMBER RDG 102, SOUTHINGTON, CT, 064..., Southington, CT 06489

$210,000

1 beds

1 baths

920 sq ft

Condo

102 TIMBER RDG 102, SOUTHINGTON, CT, 064...

Community: Spring Lake Village

New Four Seasons at Ridgemont

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

4 beds

3 baths

House

4 ENCLAVE WAY, OCEAN TWP, NJ, 07712

Community: Enclave at Ocean

New Heritage Hills

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

$629,900

2 beds

2 baths

1,484 sq ft

Condo

351 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Encore at Lake Grove

39 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$625,000

2 beds

3 baths

1,868 sq ft

Condo

39 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Regency Meadows

17 REGENCY CIR 17, TRUMBULL, CT, 06611, Trumbull, CT 06611

$765,000

4 beds

4 baths

2,597 sq ft

Condo

17 REGENCY CIR 17, TRUMBULL, CT, 06611

Community: Regency Meadows

New Billingsgate

8 BILLINGSGATE DR, SIMSBURY, CT, 06070, Simsbury, CT 06070

$700,000

2 beds

3 baths

2,471 sq ft

Condo

8 BILLINGSGATE DR, SIMSBURY, CT, 06070

Community: Billingsgate

New The Villages NJ

51 PIAZZA TASSO F, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$250,000

2 beds

1 baths

1,188 sq ft

Ranch

51 PIAZZA TASSO F, FREEHOLD, NJ, 07728

Community: The Villages NJ

New Heritage Hills

606 HERITAGE HLS F, SOMERS, NY, 10589, Somers, NY 10589

$874,900

2 beds

2 baths

1,860 sq ft

Condo

606 HERITAGE HLS F, SOMERS, NY, 10589

Community: Heritage Hills

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

Questions? Call us: (475) 471-1908

New Surrey Downs

34 MORDEN CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$399,000

2 beds

2 baths

1,074 sq ft

Ranch

34 MORDEN CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

New HarborView

95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105..., North Hempstead, NY 11050

$2,100,000

3 beds

3 baths

3,760 sq ft

Condo

95 W OVERLOOK, NORTH HEMPSTEAD, NY, 1105...

Community: HarborView

New Oronoque Village

71 DAKOTA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$600,000

1 beds

2 baths

1,375 sq ft

Condo

71 DAKOTA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Stone Ridge Estates

154 CHRISTINE DR, HUNTINGTON, NY, 11746, Huntington, NY 11746

$760,000

2 beds

2 baths

1,695 sq ft

Condo

154 CHRISTINE DR, HUNTINGTON, NY, 11746

167 VENTRY CT D, BROOKHAVEN, NY, 11961

Community: Leisure Village

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

Questions? Call us: (475) 471-1908

New Windcrest East

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193..., Riverhead, NY 11933

$799,000

3 beds

3 baths

2,620 sq ft

House

90 GOLDEN SPRUCE DR, RIVERHEAD, NY, 1193...

Community: Windcrest East

New Fairfield at St. James

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117..., Smithtown, NY 11780

$599,999

2 beds

2 baths

1,733 sq ft

Condo

111 FAIRFIELD DR 111, SMITHTOWN, NY, 117...

Community: Fairfield at St. James

New Jefferson Village

52 JEFFERSON OVAL A, YORKTOWN, NY, 10598, Yorktown, NY 10598

$450,000

2 beds

2 baths

1,100 sq ft

Condo

52 JEFFERSON OVAL A, YORKTOWN, NY, 10598

Community: Jefferson Village

New Jefferson Village

27 WALDEN CT F, YORKTOWN, NY, 10598, Yorktown, NY 10598

$399,000

2 beds

1 baths

925 sq ft

Condo

27 WALDEN CT F, YORKTOWN, NY, 10598

Community: Jefferson Village

Shadow Lake Village

12 FARMINGDALE CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$549,000

2 beds

2 baths

997 sq ft

Ranch

12 FARMINGDALE CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Oronoque Village

476 COMMANCHE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$565,000

1 beds

3 baths

1,426 sq ft

Condo

476 COMMANCHE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Leisure Village

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$359,000

2 beds

1 baths

1,085 sq ft

Condo

250A NEWCASTLE CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

Leisure Knoll

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$429,000

2 beds

1 baths

1,020 sq ft

Condo

330 BROWNFIELD DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Leisure Village

190 VENTRY CT F, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$269,000

1 beds

1 baths

684 sq ft

Condo

190 VENTRY CT F, BROOKHAVEN, NY, 11961

Community: Leisure Village

Heritage Village

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

$215,000

2 beds

2 baths

1,000 sq ft

Condo

751 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

Four Seasons at Wayne

1409 FOUR SEASONS DR, WAYNE, NJ, 07470, Wayne, NJ 07470

$579,000

2 beds

2 baths

Condo

1409 FOUR SEASONS DR, WAYNE, NJ, 07470

Community: Four Seasons at Wayne

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

Questions? Call us: (475) 471-1908

Four Seasons at Wayne

1409 FOUR SEASONS DR, WAYNE TWP., NJ, 07..., Wayne Twp., NJ 07470

$579,000

2 beds

2 baths

1409 FOUR SEASONS DR, WAYNE TWP., NJ, 07...

Community: Four Seasons at Wayne

Regency at Fishkill

621 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$499,000

1 beds

2 baths

1,499 sq ft

Condo

621 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

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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Want to learn more about 55+ communities in Westport?

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172 communities

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

172 communities near Westport

384 homes near Westport

2 beds

2 baths

1,078 sq ft

Condo

2 beds

2 baths

1,130 sq ft

Condo

2 beds

2 baths

1,008 sq ft

Ranch

2 beds

2 baths

1,624 sq ft

Manufactured Home

1 beds

1 baths

928 sq ft

Mobile Home

1 beds

1 baths

920 sq ft

Condo

2 beds

2 baths

Condo

2 beds

2 baths

1,105 sq ft

Condo

2 beds

2 baths

1,398 sq ft

Condo

4 beds

3 baths

House

2 beds

2 baths

1,484 sq ft

Condo

2 beds

3 baths

1,868 sq ft

Condo

4 beds

4 baths

2,597 sq ft

Condo

2 beds

3 baths

2,471 sq ft

Condo

2 beds

1 baths

1,188 sq ft

Ranch

2 beds

2 baths

1,860 sq ft

Condo

2 beds

2 baths

1,074 sq ft

Ranch

3 beds

3 baths

3,760 sq ft

Condo

1 beds

2 baths

1,375 sq ft

Condo

2 beds

2 baths

1,695 sq ft