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 (5 reviews)

The Villages NJ

$200ks - $300ks

The Villages NJ, Howell, NJ

Resale Only | 55+ age-restricted | Built 1967 - 1975 | 670 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

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

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

- $800ks

Heritage Hills, Somers, NY

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

Leisure Knoll

$200ks - $400ks

Leisure Knoll, Ridge, NY

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

The Waterways at Moriches

$300ks - $600ks

The Waterways at Moriches, Moriches, NY

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

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Overlook

$600ks - $900ks

Overlook, Carmel, NY

New Construction | 55+ age-restricted | 300 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 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 Greens at Half Hollow

$600ks - $1Ms

The Greens at Half Hollow, Melville, NY

Resale Only | 55+ age-restricted | Built 1994 - 2005 | 1,200 homes

3.7 rating (3 reviews)

Rosemont Estates

$500ks - $700ks

Rosemont Estates, Marlboro, NJ

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

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

Questions? Call us: (475) 471-1908

4 rating (8 reviews)

Glenwood Village

$100ks - $200ks

Glenwood Village, Riverhead, NY

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

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

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

Regency at Fishkill

$300ks - $400ks

Regency at Fishkill, Fishkill, NY

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

Encore at Lake Grove

$500ks - $700ks

Encore at Lake Grove, Lake Grove, NY

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

3.5 rating (2 reviews)

Foxwood Village

$200ks - $400ks

Foxwood Village, Calverton, NY

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

5 rating (1 reviews)

Westhampton Pines

$900ks - $1Ms

Westhampton Pines, Westhampton, NY

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

Leisure Glen

$300ks - $400ks

Leisure Glen, Ridge, NY

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

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

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

Regency at Holmdel

$900ks - $1Ms

Regency at Holmdel, Holmdel, NJ

Resale Only | 55+ age-restricted | Built 2016 - 2019 | 181 homes

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

The Seasons at Seaford

$600ks

The Seasons at Seaford, Seaford, NY

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

HarborView

$600ks - $1Ms

HarborView, Port Washington, NY

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

Village Estates

$300ks - $400ks

Village Estates, Amityville, NY

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

Country Pointe Plainview

$700ks - $1Ms

Country Pointe Plainview, Plainview, NY

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

Breton Hills

$500ks

Breton Hills, Glen Cove, NY

New Construction | 55+ age-restricted | Built 2019 - present | 72 homes

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

Questions? Call us: (475) 471-1908

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

The Coves at Melville

$500ks

The Coves at Melville, Melville, NY

Resale Only | 62+ age-restricted | Built 2004 - 2005 | 175 homes

1 2 3 4...5

New The Retreat at Carmel

2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512, Carmel, NY 10512

$455,000

2 beds

2 baths

1,323 sq ft

Condo

2 BLAIR HEIGHTS 3323, CARMEL, NY, 10512

Community: The Retreat at Carmel

New Shadow Lake Village

44 DICKINSON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$629,000

2 beds

2 baths

1,272 sq ft

House

44 DICKINSON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Shadow Lake Village

14 ANDOVER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$675,000

2 beds

2 baths

1,523 sq ft

Ranch

14 ANDOVER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Regency at Wappinger

2 AVONDALE LN, WAPPINGER, NY, 12590, Wappinger, NY 12590

$799,000

2 beds

4 baths

2,941 sq ft

Condo

2 AVONDALE LN, WAPPINGER, NY, 12590

Community: Regency at Wappinger

New Dutchgate

205 WILLOW LN, HEMPSTEAD, NY, 11580, Hempstead, NY 11580

$699,999

3 beds

2 baths

1,480 sq ft

Condo

205 WILLOW LN, HEMPSTEAD, NY, 11580

House

16 DOGWOOD DR, OCEAN TWP, NJ, 07712

Community: Cedar Village at Ocean

New The Village at Buckingham

18 CAVENDISH PL 18, AVON, CT, 06001, Avon, CT 06001

$714,900

3 beds

3 baths

2,730 sq ft

Condo

18 CAVENDISH PL 18, AVON, CT, 06001

Community: The Village at Buckingham

New Shadow Lake Village

42 MANCHESTER CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$370,000

2 beds

1 baths

999 sq ft

Adult Community

42 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New The Villages NJ

56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$350,000

2 beds

1 baths

1,144 sq ft

Ranch

56 LARGO SAN NICOLA A, FREEHOLD, NJ, 077...

Community: The Villages NJ

New Jefferson Village

23 DORSET CT C, YORKTOWN, NY, 10598, Yorktown, NY 10598

$339,000

1 beds

1 baths

700 sq ft

Condo

23 DORSET CT C, YORKTOWN, NY, 10598

Community: Jefferson Village

New Shady Oaks

90 CRANBERRY CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$379,000

2 beds

2 baths

1,124 sq ft

House

90 CRANBERRY CT, RED BANK, NJ, 07701

Community: Shady Oaks

New Meadow Brook Estates

223 MEADOW BROOK RD 223, OXFORD, CT, 064..., Oxford, CT 06478

$589,900

2 beds

2 baths

1,480 sq ft

Condo

223 MEADOW BROOK RD 223, OXFORD, CT, 064...

Community: Meadow Brook Estates

New Shadow Lake Village

30 CONCORD CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$399,000

1 beds

1 baths

792 sq ft

House

30 CONCORD CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Greenwood Village

40 WILLOW CT, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$249,999

2 beds

2 baths

1,151 sq ft

Manufactured On Land

40 WILLOW CT, 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 Oronoque Village

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

$550,000

2 beds

3 baths

1,620 sq ft

Condo

261 AGAWAM DR A, STRATFORD, CT, 06614

Community: Oronoque Village

New Woodridge Strathmore Terrace

54 STANDISH DR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$549,999

2 beds

2 baths

1,335 sq ft

Condo

54 STANDISH DR, BROOKHAVEN, NY, 11766

Community: Woodridge Strathmore Terrace

New Chelsea Square

103 BECKET WAY, MORGANVILLE, NJ, 07751, Morganville, NJ 07751

$499,000

2 beds

2 baths

1,648 sq ft

Adult Community

103 BECKET WAY, MORGANVILLE, NJ, 07751

Community: Chelsea Square

New Heritage Village

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

$479,000

2 beds

2 baths

1,432 sq ft

Condo

899 HERITAGE VLG A, SOUTHBURY, CT, 06488

Community: Heritage Village

New Oronoque Village

209 ACORN LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$599,000

1 beds

3 baths

1,438 sq ft

Condo

209 ACORN LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New The Villages NJ

6 PLAZA DE LAS FLORES C, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$419,900

2 beds

2 baths

1,082 sq ft

Townhouse

6 PLAZA DE LAS FLORES C, FREEHOLD, NJ, 0...

Community: The Villages NJ

New Surrey Downs

81 FARNWORTH CLOSE 1000, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$469,900

2 beds

2 baths

1,397 sq ft

House

81 FARNWORTH CLOSE 1000, FREEHOLD, NJ, 0...

Community: Surrey Downs

New Regency at Holmdel

10 GREYLYNNE CT, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$1,379,000

3 beds

4 baths

3,523 sq ft

Adult Community

10 GREYLYNNE CT, HOLMDEL, NJ, 07733

Community: Regency at Holmdel

New Vineyards at Brookfield

69 AVERY DR, BROOKHAVEN, NY, 11934, Brookhaven, NY 11934

$709,999

2 beds

3 baths

2,254 sq ft

Condo

69 AVERY DR, BROOKHAVEN, NY, 11934

Community: Vineyards at Brookfield

New The Powder Forest Homes

9 ASHTON CIR, SIMSBURY, CT, 06070, Simsbury, CT 06070

$700,000

2 beds

2 baths

1,809 sq ft

Condo

9 ASHTON CIR, SIMSBURY, CT, 06070

Community: The Powder Forest Homes

New Applegate Estates

90 APPLE GATE 190, SOUTHINGTON, CT, 0648..., Southington, CT 06489

$450,000

2 beds

2 baths

1,350 sq ft

Condo

90 APPLE GATE 190, SOUTHINGTON, CT, 0648...

Community: Applegate Estates

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

Questions? Call us: (475) 471-1908

New The Greens at Half Hollow

1153 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$750,000

2 beds

2 baths

1,100 sq ft

Condo

1153 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New The Village at Oxford Greens

71 LINKS WAY 71, OXFORD, CT, 06478, Oxford, CT 06478

$598,000

2 beds

2 baths

1,590 sq ft

71 LINKS WAY 71, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Heritage Village

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

$264,999

2 beds

2 baths

1,432 sq ft

Condo

397 HERITAGE VLG B, SOUTHBURY, CT, 06488

Community: Heritage Village

New Cheesequake Village

2 UTAH DR, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$350,000

2 beds

1 baths

875 sq ft

Condo

2 UTAH DR, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

New Regency at Fishkill

145 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$539,999

2 beds

2 baths

1,803 sq ft

Condo

145 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

New Cheesequake Village

4 MICHIGAN DR, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

1 beds

2 baths

1,590 sq ft

Condo

29 HERON VIEW RD 29, NEW FAIRFIELD, CT, ...

Community: The Woods at Dunham Pond

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

Questions? Call us: (475) 471-1908

Heritage Hills

$500,000

1 beds

1 baths

955 sq ft

Condo

37 HERITAGE HILLS DR A, SOMERS, NY, 1058...

Community: Heritage Hills

Greenwood Village

131 VILLAGE CIR, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$165,000

2 beds

2 baths

1,062 sq ft

Manufactured Home

131 VILLAGE CIR, BROOKHAVEN, NY, 11949

Community: Greenwood Village

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 10 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

379 homes near Westport

2 beds

2 baths

1,323 sq ft

Condo

2 beds

2 baths

1,272 sq ft

House

2 beds

2 baths

1,523 sq ft

Ranch

2 beds

4 baths

2,941 sq ft

Condo

3 beds

2 baths

1,480 sq ft

Condo

2 beds

2 baths

1,416 sq ft

Condo

2 beds

2 baths

1,302 sq ft

Condo

2 beds

3 baths

2,252 sq ft

House

3 beds

3 baths

2,730 sq ft

Condo

2 beds

1 baths

999 sq ft

Adult Community

2 beds

1 baths

1,144 sq ft

Ranch

1 beds

1 baths

700 sq ft

Condo

2 beds

2 baths

1,124 sq ft

House

2 beds

2 baths

1,480 sq ft

Condo

1 beds

1 baths

792 sq ft

House

2 beds

2 baths

1,151 sq ft

Manufactured On Land

2 beds

3 baths

1,620 sq ft

Condo

2 beds

2 baths

1,335 sq ft

Condo

2 beds

2 baths

1,648 sq ft

Adult Community

2 beds