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

170 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

Oronoque Village

$200ks - $400ks

Oronoque Village, Stratford, CT

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

3 rating (2 reviews)

Heritage Hills

$400ks - $800ks

Heritage Hills, Somers, NY

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

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

Questions? Call us: (475) 471-1908

4 rating (1 reviews)

Jefferson Village

$100ks - $500ks

Jefferson Village, Yorktown Heights, NY

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

Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 homes

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

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

3.7 rating (3 reviews)

Greenwood Village

$100ks

Greenwood Village, Manorville, NY

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

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

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

Dutchgate

$300ks - $500ks

Dutchgate, Valley Stream, NY

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

Fairview at Oxford Greens

$400ks - $600ks

Fairview at Oxford Greens, Oxford, CT

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

Rivington

$300ks - $900ks

Rivington, Danbury, CT

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Stoneleigh Woods at River...

$500ks

Stoneleigh Woods at River..., Riverhead, NY

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

Liberty at Newtown

$300ks - $400ks

Liberty at Newtown, Newtown, CT

Resale Only | 55+ age-restricted | Built 2003 - 2007 | 96 homes

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

5 rating (1 reviews)

Newtown Woods

$300ks - $500ks

Newtown Woods, Newtown, CT

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

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

Questions? Call us: (475) 471-1908

Woodridge Strathmore Terr...

$200ks - $300ks

Woodridge Strathmore Terr..., Mount Sinai, NY

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

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

Vineyards at Moriches

$500ks - $600ks

Vineyards at Moriches, Center Moriches, NY

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

5 rating (1 reviews)

The Villas at Jumping Bro...

$300ks - $500ks

The Villas at Jumping Bro..., Neptune Township, NJ

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 168 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

HarborView

$800ks - $1Ms

HarborView, Port Washington, NY

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

5 rating (1 reviews)

Sunken Pond Estates

$400ks

Sunken Pond Estates, Riverhead, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

Winthrop Court

$400ks - $600ks

Winthrop Court, Clifton, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2010 | 270 homes

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

Questions? Call us: (475) 471-1908

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

1 2 3 4...5

New 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

$419,000

2 beds

2 baths

1,624 sq ft

Manufactured Home

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

Community: Glenwood Village

New Village Estates

130 FRANCESCA WAY, BABYLON, NY, 11701, Babylon, NY 11701

$639,000

2 beds

2 baths

1,243 sq ft

Condo

130 FRANCESCA WAY, BABYLON, NY, 11701

Community: Village Estates

New Jefferson Village

90 MOLLY PITCHER LN F, YORKTOWN, NY, 105..., Yorktown, NY 10598

$359,900

1 beds

1 baths

800 sq ft

Condo

90 MOLLY PITCHER LN F, YORKTOWN, NY, 105...

Community: Jefferson Village

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

Questions? Call us: (475) 471-1908

New Eagles Walk at East Quogue

1204 AERIE WAY 1204, SOUTHAMPTON, NY, 11..., Southampton, NY 11942

$565,000

2 beds

2 baths

1,341 sq ft

Condo

1204 AERIE WAY 1204, SOUTHAMPTON, NY, 11...

Community: Eagles Walk at East Quogue

New Cheesequake Village

10 HAVEN DR B, MATAWAN, NJ, 07747, Matawan, NJ 07747

$283,000

1 beds

1 baths

664 sq ft

Adult Community

10 HAVEN DR B, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Woodridge Strathmore Terrace

89 STANDISH DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$500,000

2 beds

2 baths

1,240 sq ft

House

89 STANDISH DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

New Jefferson Village

149 FLINTLOCK WAY E, YORKTOWN, NY, 10598, Yorktown, NY 10598

$375,000

1 beds

1 baths

853 sq ft

Condo

149 FLINTLOCK WAY E, YORKTOWN, NY, 10598

Community: Jefferson Village

New Leisure Village

231 BLACKPOOL CT, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$299,000

2 beds

1 baths

836 sq ft

Condo

231 BLACKPOOL CT, BROOKHAVEN, NY, 11961

Community: Leisure Village

New The Greens at Half Hollow

742 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,099,000

2 beds

3 baths

1,940 sq ft

Condo

742 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Dutchgate

301 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$510,000

2 beds

2 baths

941 sq ft

Condo

301 WILLOW LN, HEMPSTEAD, NY, 11580

Community: Dutchgate

New Overlook

4095 FAIRWAYS DR 148, CARMEL, NY, 10512, Carmel, NY 10512

$699,000

3 beds

3 baths

1,914 sq ft

Condo

4095 FAIRWAYS DR 148, CARMEL, NY, 10512

Community: Overlook

New Heritage Hills

241 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589

$499,900

2 beds

2 baths

1,138 sq ft

Condo

241 HERITAGE HLS D, SOMERS, NY, 10589

Community: Heritage Hills

New Four Seasons at Great Notch Spa and Club

8 PEBBLE RD C2, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$699,900

2 beds

2 baths

Townhouse

8 PEBBLE RD C2, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

New Country Pointe Plainview

52102 BEECH TREE LN, OYSTER BAY, NY, 118..., Oyster Bay, NY 11803

$1,649,990

2 beds

3 baths

1,750 sq ft

Condo

52102 BEECH TREE LN, OYSTER BAY, NY, 118...

Condo

32 CHIPPENDALE DR, BROOKHAVEN, NY, 11766

123 LINKS CT, NORTH HEMPSTEAD, NY, 11050

Condo

56 KIRBY CLOSE B, YORKTOWN, NY, 10598

Community: Jefferson Village

Cheesequake Village

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

2 beds

1 baths

Condo

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

Community: Cheesequake Village

Heritage Hills

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

$650,000

2 beds

2 baths

1,296 sq ft

Condo

828 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Windcrest East

5 GREEN ASH ST, RIVERHEAD, NY, 11933, Riverhead, NY 11933

$775,000

3 beds

3 baths

2,449 sq ft

House

5 GREEN ASH ST, RIVERHEAD, NY, 11933

Community: Windcrest East

Oronoque Village

212 AGAWAM DR B, STRATFORD, CT, 06614, Stratford, CT 06614

$319,000

1 beds

2 baths

1,426 sq ft

Condo

212 AGAWAM DR B, STRATFORD, CT, 06614

Community: Oronoque Village

The Views at Pomona

2202 VIEWS WAY, RAMAPO, NY, 10970, Ramapo, NY 10970

$469,000

2 beds

2 baths

1,360 sq ft

Condo

2202 VIEWS WAY, RAMAPO, NY, 10970

Community: The Views at Pomona

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

Questions? Call us: (475) 471-1908

Oronoque Village

383 SEQUOIA LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$485,000

1 beds

3 baths

1,360 sq ft

Condo

383 SEQUOIA LN B, STRATFORD, CT, 06614

Community: Oronoque Village

Glassbury Court at Cold Spring

1 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516

$715,000

2 beds

2 baths

1,974 sq ft

House

1 MAGGIE MAY WAY, PHILIPSTOWN, NY, 10516

Community: Glassbury Court at Cold Spring

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?

Call us: (475) 471-1908

170 communities

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

170 communities near Westport

369 homes near Westport

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

2 beds

2 baths

1,243 sq ft

Condo

1 beds

1 baths

800 sq ft

Condo

2 beds

2 baths

1,341 sq ft

Condo

1 beds

1 baths

664 sq ft

Adult Community

2 beds

2 baths

1,240 sq ft

House

1 beds

1 baths

853 sq ft

Condo

2 beds

1 baths

836 sq ft

Condo

2 beds

3 baths

1,940 sq ft

Condo

2 beds

2 baths

941 sq ft

Condo

3 beds

3 baths

1,914 sq ft

Condo

2 beds

2 baths

1,138 sq ft

Condo

2 beds

2 baths

Townhouse

2 beds

3 baths

1,750 sq ft

Condo

2 beds

3 baths

2,439 sq ft

Condo

2 beds

2 baths

1,544 sq ft

Condo

2 beds

2 baths

1,220 sq ft

Condo

2 beds

2 baths