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

169 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

Leisure Village

$100ks - $300ks

Leisure Village, Ridge, NY

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

3 rating (2 reviews)

Heritage Hills

- $800ks

Heritage Hills, Somers, NY

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

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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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

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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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

Equestra at Colts Neck Cr...

$600ks - $700ks

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

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

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Questions? Call us: (475) 471-1908

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

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

Fairfield at St. James

$300ks - $500ks

Fairfield at St. James, St. James, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

Meadowbrook Pointe Athlet...

$700ks - $1Ms

Meadowbrook Pointe Athlet..., Westbury, NY

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

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

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

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Questions? Call us: (475) 471-1908

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

Resale Only | 55+ age-restricted | Built 2006 - 2008 | 138 homes

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Eagles Walk at East Quogu...

$300ks - $400ks

Eagles Walk at East Quogu..., East Quogue, NY

Resale Only | 55+ age-restricted | Built 2004 - 2014 | 67 homes

Setauket Meadows

$500ks - $600ks

Setauket Meadows, Setauket, NY

Resale Only | 55+ age-restricted | Built 2005 - 2007 | 150 homes

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

Resale Only | 55+ age-restricted | Built 2015 - 2017 | 112 homes

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

Questions? Call us: (475) 471-1908

Parker Village Estates

$500ks - $600ks

Parker Village Estates, Eatontown, NJ

Resale Only | 55+ age-restricted | Built 2002 - 2002 | 66 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

1 2 3 4...5

New Surrey Downs

20 JAFFREYTON CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$449,000

2 beds

2 baths

1,146 sq ft

Ranch

20 JAFFREYTON CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

New Winthrop Court

7101 RAVENSCROFT RD, CLIFTON CITY, NJ, 0..., Clifton City, NJ 07013

$595,000

2 beds

2 baths

1,875 sq ft

7101 RAVENSCROFT RD, CLIFTON CITY, NJ, 0...

Community: Winthrop Court

New The Villages at Mount Sinai Park

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$749,000

3 beds

3 baths

2,500 sq ft

House

10 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Four Seasons at Great Notch Spa and Club

3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$649,000

2 beds

2 baths

Condo

3 PEBBLE RD D1, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

New Leisure Knoll

225 KINGSTON DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$540,000

2 beds

2 baths

1,094 sq ft

House

225 KINGSTON DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

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Questions? Call us: (475) 471-1908

New The Villages at Mount Sinai Park

54 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$929,000

3 beds

3 baths

2,816 sq ft

House

54 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New The Villages NJ

93 HALLS CROFT RD C, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$309,900

2 beds

1 baths

1,082 sq ft

Ranch

93 HALLS CROFT RD C, FREEHOLD, NJ, 07728

Community: The Villages NJ

New Glassbury Court at Hunterbrook

1803 SUMMERHILL CT, YORKTOWN, NY, 10567, Yorktown, NY 10567

$728,000

2 beds

3 baths

1,797 sq ft

Condo

1803 SUMMERHILL CT, YORKTOWN, NY, 10567

Community: Glassbury Court at Hunterbrook

New Country Pointe Plainview

12103 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803

$1,075,000

2 beds

2 baths

1,335 sq ft

Condo

12103 ASPENWOOD DR, OYSTER BAY, NY, 1180...

Community: Country Pointe Plainview

New Equestra at Colts Neck Crossing

8 E DARTFORD DR, FARMINGDALE, NJ, 07727, Farmingdale, NJ 07727

$750,000

2 beds

2 baths

1,814 sq ft

Ranch

8 E DARTFORD DR, FARMINGDALE, NJ, 07727

Community: Equestra at Colts Neck Crossing

New Regency at Holmdel

17 SPALDING DR 331, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$1,333,000

3 beds

4 baths

3,490 sq ft

Townhouse

17 SPALDING DR 331, HOLMDEL, NJ, 07733

Community: Regency at Holmdel

New The Greens at Half Hollow

385 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,299,999

3 beds

3 baths

3,060 sq ft

Condo

385 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New The Villages at Mount Sinai Park

68 LOUDEN LOOP, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$839,999

2 beds

2 baths

1,736 sq ft

House

68 LOUDEN LOOP, BROOKHAVEN, NY, 11766

Community: The Villages at Mount Sinai Park

New Village Estates

12 SARAH CT, BABYLON, NY, 11701, Babylon, NY 11701

$579,000

2 beds

2 baths

1,243 sq ft

Condo

12 SARAH CT, BABYLON, NY, 11701

Community: Village Estates

New Snug Harbor

66 HARBOR N, BABYLON, NY, 11701, Babylon, NY 11701

$589,500

1 beds

1 baths

727 sq ft

Condo

66 HARBOR N, BABYLON, NY, 11701

Community: Snug Harbor

New Saddle Lakes

156 SCENIC LAKE DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$629,000

3 beds

3 baths

1,837 sq ft

Condo

156 SCENIC LAKE DR, RIVERHEAD, NY, 11901

Community: Saddle Lakes

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

Questions? Call us: (475) 471-1908

New Encore at Lake Grove

8 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$634,000

2 beds

3 baths

1,378 sq ft

Condo

8 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

New Leisure Knoll

257 EDINBURGH DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$399,000

2 beds

2 baths

1,000 sq ft

Condo

257 EDINBURGH DR, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

New The Village at Oxford Greens

505 TRADITIONS CT 505, OXFORD, CT, 06478, Oxford, CT 06478

$775,000

3 beds

3 baths

2,652 sq ft

Condo

505 TRADITIONS CT 505, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Stoneleigh Woods at Riverhead

47 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$699,000

2 beds

3 baths

1,942 sq ft

Condo

47 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

New Heritage Hills

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

$875,000

3 beds

2 baths

1,909 sq ft

Condo

415 HERITAGE HLS C, SOMERS, NY, 10589

Community: Heritage Hills

New Meadowbrook Pointe Athletic Club & Spa

401 PACING WAY 4101, HEMPSTEAD, NY, 1159..., Hempstead, NY 11590

$875,000

2 beds

2 baths

1,353 sq ft

Condo

401 PACING WAY 4101, HEMPSTEAD, NY, 1159...

Community: Meadowbrook Pointe Athletic Club & Spa

New Baldwin Station

69 JASMINE CIR 69, MILFORD, CT, 06461, Milford, CT 06461

$820,000

2 beds

3 baths

2,820 sq ft

Condo

69 JASMINE CIR 69, MILFORD, CT, 06461

Community: Baldwin Station

New Westhampton Pines

49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119..., Southampton, NY 11977

$999,000

2 beds

2 baths

1,944 sq ft

Condo

49 SAMANTHA CIR 49, SOUTHAMPTON, NY, 119...

Community: Westhampton Pines

New Overlook

2084 SUMMIT LOOP 77, CARMEL, NY, 10512, Carmel, NY 10512

$779,000

2 beds

3 baths

2,214 sq ft

Condo

2084 SUMMIT LOOP 77, CARMEL, NY, 10512

Community: Overlook

New Stoneleigh Woods at Riverhead

1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190..., Riverhead, NY 11901

$515,000

2 beds

3 baths

1,350 sq ft

Condo

1302 BALTUSROL BLVD, RIVERHEAD, NY, 1190...

Community: Stoneleigh Woods at Riverhead

New The Villas at Jumping Brook

32 TALL PINES DR, NEPTUNE TOWNSHIP, NJ, ..., Neptune Township, NJ 07753

$785,000

2 beds

2 baths

2,029 sq ft

Ranch

32 TALL PINES DR, NEPTUNE TOWNSHIP, NJ, ...

Community: The Villas at Jumping Brook

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

Questions? Call us: (475) 471-1908

New Oronoque Village

664 OSAGE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$499,000

1 beds

3 baths

1,438 sq ft

664 OSAGE LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New The Greens at Half Hollow

398 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,599,999

2 beds

2 baths

2,525 sq ft

Condo

398 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Oronoque Village

543 N TRL A, STRATFORD, CT, 06614, Stratford, CT 06614

$585,000

1 beds

3 baths

1,426 sq ft

Condo

543 N TRL A, STRATFORD, CT, 06614

Community: Oronoque Village

New The Villages NJ

137 HALDEN STRASSE C, FREEHOLD, NJ, 0772..., Freehold, NJ 07728

$372,600

2 beds

1 baths

1,008 sq ft

Ranch

137 HALDEN STRASSE C, FREEHOLD, NJ, 0772...

Community: The Villages NJ

New Cedar Village at Holmdel

18 CHESAPEAKE DR, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$998,000

3 beds

3 baths

2,312 sq ft

Adult Community

18 CHESAPEAKE DR, HOLMDEL, NJ, 07733

Community: Cedar Village at Holmdel

Encore at Lake Grove

176 SYMPHONY DR, BROOKHAVEN, NY, 11755, Brookhaven, NY 11755

$609,000

2 beds

2 baths

1,429 sq ft

Condo

176 SYMPHONY DR, BROOKHAVEN, NY, 11755

Community: Encore at Lake Grove

Regency at Prospect

196 SYCAMORE DR 196, PROSPECT, CT, 06712, Prospect, CT 06712

$307,127

3 beds

2 baths

1,500 sq ft

Condo

196 SYCAMORE DR 196, PROSPECT, CT, 06712

Community: Regency at Prospect

The Seasons at Elwood

244 FALL CT, HUNTINGTON, NY, 11731, Huntington, NY 11731

$1,375,000

2 beds

3 baths

2,256 sq ft

Condo

244 FALL CT, HUNTINGTON, NY, 11731

Community: The Seasons at Elwood

Surrey Downs

7 EDGEWARE CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$465,000

2 beds

2 baths

1,383 sq ft

House

7 EDGEWARE CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

Heritage Village

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

$390,000

2 beds

2 baths

1,432 sq ft

Condo

916 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

Oronoque Village

96 SEMINOLE LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$469,000

2 beds

3 baths

1,438 sq ft

Condo

96 SEMINOLE LN 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

Bear's Cove

33 WINDSOR LN, RAMSEY, NJ, 07446, Ramsey, NJ 07446

$1,250,000

3 beds

4 baths

Townhouse

33 WINDSOR LN, RAMSEY, NJ, 07446

Community: Bear's Cove

Leisure Knoll

1 AVON CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$489,999

2 beds

2 baths

1,070 sq ft

Condo

1 AVON CT, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

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.

Want more information about active adult communities around Westport?

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169 communities

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

169 communities near Westport

358 homes near Westport

2 beds

2 baths

1,146 sq ft

Ranch

2 beds

2 baths

1,875 sq ft

3 beds

3 baths

2,500 sq ft

House

2 beds

2 baths

Condo

2 beds

2 baths

1,094 sq ft

House

3 beds

3 baths

2,816 sq ft

House

2 beds

1 baths

1,082 sq ft

Ranch

2 beds

3 baths

1,797 sq ft

Condo

2 beds

2 baths

1,335 sq ft

Condo

2 beds

2 baths

1,814 sq ft

Ranch

3 beds

4 baths

3,490 sq ft

Townhouse

3 beds

3 baths

3,060 sq ft

Condo

2 beds

2 baths

1,736 sq ft

House

2 beds

2 baths

1,243 sq ft

Condo

1 beds

1 baths

727 sq ft

Condo

3 beds

3 baths

1,837 sq ft

Condo

2 beds

3 baths

1,378 sq ft

Condo

2 beds

2 baths

1,000 sq ft

Condo

3 beds

3 baths

2,652 sq ft

Condo

2 beds

3 baths

1,942 sq ft