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

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 (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

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

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

4.2 rating (12 reviews)

Surrey Downs

$200ks - $300ks

Surrey Downs, Freehold, NJ

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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

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

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

Questions? Call us: (475) 471-1908

The Manors at The Colony ...

$300ks - $400ks

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

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

The Seasons at Elwood

$800ks - $900ks

The Seasons at Elwood, East Northport, NY

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

Apple Ridge

$500ks - $1Ms

Apple Ridge, Mahwah, NJ

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

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Meadow Brook Estates

$300ks - $400ks

Meadow Brook Estates, Oxford, CT

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

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

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

Questions? Call us: (475) 471-1908

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 92 homes

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

1 2 3 4...5

New Leisure Glen

544 LEISURE DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$579,900

2 beds

2 baths

1,486 sq ft

Condo

544 LEISURE DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Shady Oaks

106 VIBURNUM TER 307, RED BANK, NJ, 0770..., Red Bank, NJ 07701

$365,000

2 beds

2 baths

1,124 sq ft

Adult Community

106 VIBURNUM TER 307, RED BANK, NJ, 0770...

Community: Shady Oaks

New Meadowbrook Pointe Athletic Club & Spa

702 EQUESTRIAN WAY, HEMPSTEAD, NY, 11590, Hempstead, NY 11590

$1,750,000

2 beds

3 baths

2,620 sq ft

Condo

702 EQUESTRIAN WAY, HEMPSTEAD, NY, 11590

Community: Meadowbrook Pointe Athletic Club & Spa

New Pond Spring Village

61 PONDVIEW CIR 61, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403

$474,500

2 beds

2 baths

1,501 sq ft

Condo

61 PONDVIEW CIR 61, BEACON FALLS, CT, 06...

Community: Pond Spring Village

New Dutchgate

1123 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$505,000

2 beds

2 baths

941 sq ft

Condo

1123 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

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

Questions? Call us: (475) 471-1908

New Heritage Village

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

$439,000

2 beds

2 baths

1,432 sq ft

Condo

132 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Cedar Village at Holmdel

9 KENSINGTON CT, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$899,900

3 beds

3 baths

2,552 sq ft

House

9 KENSINGTON CT, HOLMDEL, NJ, 07733

Community: Cedar Village at Holmdel

New Jefferson Village

113 VILLAGE RD C, YORKTOWN, NY, 10598, Yorktown, NY 10598

$420,000

2 beds

2 baths

1,200 sq ft

Condo

113 VILLAGE RD C, YORKTOWN, NY, 10598

Community: Jefferson Village

New Four Seasons at Colts Farm

4 PASTURE DR, FARMINGDALE, NJ, 07727, Farmingdale, NJ 07727

$1,220,000

4 beds

3 baths

3,040 sq ft

House

4 PASTURE DR, FARMINGDALE, NJ, 07727

Community: Four Seasons at Colts Farm

New Oronoque Village

13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$396,000

1 beds

2 baths

1,480 sq ft

Condo

13 ALGONQUIN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Meadow Brook Estates

806 SAGE HILL DR 806, OXFORD, CT, 06478, Oxford, CT 06478

$599,000

2 beds

3 baths

1,850 sq ft

Condo

806 SAGE HILL DR 806, OXFORD, CT, 06478

Community: Meadow Brook Estates

New Leisure Village

196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961

$330,000

2 beds

1 baths

836 sq ft

Condo

196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196...

Community: Leisure Village

New Apple Ridge

227 WESTERVELT LN, MAHWAH, NJ, 07430, Mahwah, NJ 07430

$865,000

3 beds

3 baths

Townhouse

227 WESTERVELT LN, MAHWAH, NJ, 07430

Community: Apple Ridge

New Apple Ridge

227 WESTERVELT LN, MAHWAH TWP., NJ, 0743..., Mahwah Twp., NJ 07430

$865,000

3 beds

3 baths

227 WESTERVELT LN, MAHWAH TWP., NJ, 0743...

Community: Apple Ridge

New The Coves at Melville

27 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$585,000

2 beds

2 baths

1,109 sq ft

Condo

27 MORLEY CIR, HUNTINGTON, NY, 11747

Community: The Coves at Melville

New Heritage Village

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

$289,000

2 beds

2 baths

1,365 sq ft

Condo

877 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 471-1908

New The Summit at Bethel

6 LOCKWOOD CIR 6, BETHEL, CT, 06801, Bethel, CT 06801

$619,000

3 beds

3 baths

1,771 sq ft

Condo

6 LOCKWOOD CIR 6, BETHEL, CT, 06801

Community: The Summit at Bethel

New Greenwood Village

11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11..., Brookhaven, NY 11949

$199,000

2 beds

2 baths

1,032 sq ft

Condo

11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11...

Community: Greenwood Village

New The Manors at The Colony Preserve

40 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967

$540,000

2 beds

2 baths

1,360 sq ft

Condo

40 GREENTREE CT, BROOKHAVEN, NY, 11967

Community: The Manors at The Colony Preserve

New Greenbriar Falls

20 ASPEN LN, TINTON FALLS, NJ, 07724, Tinton Falls, NJ 07724

$1,250,000

3 beds

4 baths

3,575 sq ft

Townhouse

20 ASPEN LN, TINTON FALLS, NJ, 07724

Community: Greenbriar Falls

New The Greens at Half Hollow

1075 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$699,000

2 beds

2 baths

1,166 sq ft

Condo

1075 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Pond Spring Village

37 SEPTEMBER LN 37, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403

$450,000

2 beds

3 baths

1,328 sq ft

Condo

37 SEPTEMBER LN 37, BEACON FALLS, CT, 06...

Community: Pond Spring Village

New The Waterways at Moriches

188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$729,000

2 beds

2 baths

2,100 sq ft

Condo

188 RIVER DR, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

New The Greens at Half Hollow

1053 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$739,900

2 beds

2 baths

1,100 sq ft

Condo

1053 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Heritage Village

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

$525,000

3 beds

3 baths

1,716 sq ft

Condo

657 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Heritage Village

343 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$215,000

2 beds

2 baths

1,044 sq ft

Condo

343 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

New Glenwood Village

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

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

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

9 MEDFORD CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Surrey Downs

51 LINTON, FREEHOLD, NJ, 07728, Freehold, NJ 07728

2 beds

3 baths

2,329 sq ft

Condo

240 FALL CT, HUNTINGTON, NY, 11731

Community: The Seasons at Elwood

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

Questions? Call us: (475) 471-1908

Leisure Knoll

220 BELFAST LN, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$539,999

2 beds

2 baths

1,445 sq ft

Condo

220 BELFAST LN, BROOKHAVEN, NY, 11961

Community: Leisure Knoll

Nobility Crest at Ocean

7 CENTRE ST 5208, OCEAN TWP, NJ, 07712, Ocean Twp, NJ 07712

$539,900

2 beds

2 baths

1,195 sq ft

Adult Community

7 CENTRE ST 5208, OCEAN TWP, NJ, 07712

Community: Nobility Crest at Ocean

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.

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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169 communities

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

169 communities near Westport

365 homes near Westport

2 beds

2 baths

1,486 sq ft

Condo

2 beds

2 baths

1,124 sq ft

Adult Community

2 beds

3 baths

2,620 sq ft

Condo

2 beds

2 baths

1,501 sq ft

Condo

2 beds

2 baths

941 sq ft

Condo

2 beds

2 baths

1,432 sq ft

Condo

3 beds

3 baths

2,552 sq ft

House

2 beds

2 baths

1,200 sq ft

Condo

4 beds

3 baths

3,040 sq ft

House

1 beds

2 baths

1,480 sq ft

Condo

2 beds

3 baths

1,850 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

3 beds

3 baths

Townhouse

3 beds

3 baths

2 beds

2 baths

1,109 sq ft

Condo

2 beds

2 baths

1,365 sq ft

Condo

3 beds

3 baths

1,771 sq ft

Condo

2 beds

2 baths

1,032 sq ft

Condo

2 beds

2 baths

1,360 sq ft

Condo

3 beds

4 baths

3,575 sq ft

Townhouse