Westport, CT 55+ active adult communities & homes for sale - Page 3

167 communities near Westport

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The Seasons at Plainview

$600Ks - $700Ks

The Seasons at Plainview, Plainview, NY

Resale Only | 55+ age-restricted | Built 2006 - 2007 | 134 homes

The Hollows at Blue Hill

$1Ms

The Hollows at Blue Hill, Pearl River, NY

Resale Only | 55+ age-restricted | Built 2008 - 2014 | 126 homes

Windcrest East

$600Ks

Windcrest East, Calverton, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 126 homes

Fairview at Oxford Greens

$600Ks

Fairview at Oxford Greens, Oxford, CT

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

3.5 rating (2 reviews)

Harvest Pointe

$800Ks - $3Ms

Harvest Pointe, Cutchogue, NY

New Construction | 55+ age-restricted | Built 2017 - present | 124 homes

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

Questions? Call us: (475) 471-1908

Newbury Village

$600Ks - $700Ks

Newbury Village, Brookfield, CT

New and Resale | 55+ age-restricted | Built 2005 - present | 120 homes

The Village Grande at Hol...

$500Ks - $700Ks

The Village Grande at Hol..., Holmdel, NJ

Resale Only | 55+ age-restricted | Built 1998 - present | 115 homes

The Seasons at Seaford

$700Ks

The Seasons at Seaford, Seaford, NY

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

Four Seasons at Colts Far...

$900Ks

Four Seasons at Colts Far..., Farmingdale, NJ

New Construction | 55+ age-restricted | Built 2021 - present | 111 homes

Windmill Gate

$300Ks - $400Ks

Windmill Gate, Oakdale, NY

Resale Only | 55+ age-restricted | Built 1989 - 1991 | 110 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 (1 reviews)

Four Seasons at North Cal...

$700Ks - $800Ks

Four Seasons at North Cal..., North Caldwell, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2015 | 108 homes

Four Seasons at Ridgemont

$800Ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

Resale Only | 55+ age-restricted | Built 2011 - 2014 | 108 homes

Bear's Cove

$1Ms

Bear's Cove, Ramsey, NJ

Resale Only | 55+ age-restricted | Built 2006 - 2014 | 104 homes

Meadowbrooke Pointe East ...

$700Ks - $800Ks

Meadowbrooke Pointe East ..., East Meadow, NY

New Construction | 62+ age-restricted | Built 2019 - present | 104 homes

O'Meara Farm

$400Ks - $500Ks

O'Meara Farm, Farmington, CT

Resale Only | 55+ age-restricted | Built 1998 - 2005 | 104 homes

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

Questions? Call us: (475) 471-1908

The Bridges at Oxford Gre...

$600Ks

The Bridges at Oxford Gre..., Oxford, CT

New Construction | 55+ age-restricted | Built 2025 - present | 99 homes

Regency at Allaire

$800Ks - $1Ms

Regency at Allaire, Farmingdale, NJ

New Construction | 55+ age-restricted | Built 2020 - present | 98 homes

Liberty at Newtown

$300Ks - $400Ks

Liberty at Newtown, Newtown, CT

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

The Bel Aire at East Mead...

$400Ks

The Bel Aire at East Mead..., East Meadow, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 95 homes

Applegate Estates

$500Ks - $400Ks

Applegate Estates, Southington, CT

New and Resale | 55+ age-restricted | Built 2010 - 2025 | 94 homes

Vineyards at Moriches

$700Ks

Vineyards at Moriches, Center Moriches, NY

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

Pond Spring Village

$300Ks

Pond Spring Village, Beacon Falls, CT

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

The Vineyards at Mount Si...

$800Ks - $1Ms

The Vineyards at Mount Si..., Mount Sinai, NY

New Construction | 55+ age-restricted | Built 2020 - present | 91 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

Castle Heights of Cheshir...

$500Ks - $600Ks

Castle Heights of Cheshir..., Cheshire, CT

Resale Only | 55+ age-restricted | Built 2007 - 2022 | 88 homes

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

Questions? Call us: (475) 471-1908

5 rating (1 reviews)

Paris Square

$400Ks - $700Ks

Paris Square, Northvale, NJ

New and Resale | 55+ age-restricted | Built 2000 - present | 88 homes

The Vineyards at Miller P...

$600Ks

The Vineyards at Miller P..., Miller Place, NY

Resale Only | 55+ age-restricted | Built 2004 - 2005 | 85 homes

Baldwin Station

$400Ks

Baldwin Station, Milford, CT

Resale Only | 55+ age-restricted | Built 2001 - 2003 | 82 homes

Bartlett Hill

$500Ks

Bartlett Hill, Portland, CT

Resale Only | 55+ age-restricted | Built 2005 - 2011 | 82 homes

Kensington Estates

$800Ks - $2Ms

Kensington Estates, Woodbury, NY

New Construction | 55+ age-restricted | Built 2019 - 2021 | 80 homes

5 rating (2 reviews)

Benson Woods

$400Ks - $600Ks

Benson Woods, Middlebury, CT

New and Resale | 55+ age-restricted | Built 2004 - present | 79 homes

Shaker Heights

$400Ks - $500Ks

Shaker Heights, Enfield, CT

New Construction | 55+ age-restricted | Built 2018 - present | 77 homes

Stone Ridge Estates

$700Ks

Stone Ridge Estates, Dix Hills, NY

Resale Only | 55+ age-restricted | Built 2004 - 2013 | 76 homes

5 rating (3 reviews)

Founders Ridge

$500Ks - $600Ks

Founders Ridge, Middletown, CT

New Construction | 55+ age-restricted | Built 2017 - present | 75 homes

5 rating (1 reviews)

Enclave at Ocean

$900Ks

Enclave at Ocean, Tinton Falls, NJ

Resale Only | 55+ age-restricted | Built 2017 - 2022 | 75 homes

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

Questions? Call us: (475) 471-1908

Breton Hills

$600Ks

Breton Hills, Glen Cove, NY

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

The Polo Club at Islandia

$600Ks

The Polo Club at Islandia, Islandia, NY

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

Long Hill Village

$300Ks - $400Ks

Long Hill Village, Trumbull, CT

Resale Only | 55+ age-restricted | Built 1997 - 1999 | 71 homes

Regency at Woodbridge

$500Ks - $600Ks

Regency at Woodbridge, Woodbridge, CT

New Construction | 55+ age-restricted | Built 2023 - present | 70 homes

The Village at Hunt Glen

$300Ks

The Village at Hunt Glen, Granby, CT

Resale Only | 55+ age-restricted | Built 2003 - 2006 | 69 homes

1 2 3 4...5

The Villages NJ

120 MUHLEN PLATZ D, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$339,000

2 beds

1 baths

1,262 sq ft

Adult Community

120 MUHLEN PLATZ D, FREEHOLD, NJ, 07728

Community: The Villages NJ

Shadow Lake Village

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

$425,000

1 beds

1 baths

999 sq ft

Adult Community

126 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Shadow Lake Village

60 FALMOUTH CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$499,999

2 beds

2 baths

1,132 sq ft

House

60 FALMOUTH CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

Cheesequake Village

4 HAWAII CT # 1003, MATAWAN, NJ, 07747, Matawan, NJ 07747

$285,000

1 beds

1 baths

708 sq ft

Adult Community

4 HAWAII CT # 1003, MATAWAN, NJ, 07747

Community: Cheesequake Village

Rolling Meadows at Wayside

106 ROLLING MEADOWS BLVD, ASBURY PARK, N..., Asbury Park, NJ 07712

$739,000

2 beds

2 baths

Ranch

106 ROLLING MEADOWS BLVD, ASBURY PARK, N...

Community: Rolling Meadows at Wayside

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

Questions? Call us: (475) 471-1908

Surrey Downs

55 FARNWORTH CLOSE # 1000, FREEHOLD, NJ,..., Freehold, NJ 07728

$419,000

2 beds

2 baths

1,295 sq ft

House

55 FARNWORTH CLOSE # 1000, FREEHOLD, NJ,...

Community: Surrey Downs

Cheesequake Village

9 VALERY RD, MATAWAN, NJ, 07747, Matawan, NJ 07747

$259,900

1 beds

1 baths

758 sq ft

House

9 VALERY RD, MATAWAN, NJ, 07747

Community: Cheesequake Village

Four Seasons at Cedar Grove

911 HOLLY LN # 11, CEDAR GROVE, NJ, 0700..., Cedar Grove, NJ 07009

$775,000

2 beds

2 baths

911 HOLLY LN # 11, CEDAR GROVE, NJ, 0700...

Community: Four Seasons at Cedar Grove

Four Seasons at Cedar Grove

911 HOLLY LN, CEDAR GROVE, NJ, 07009, Cedar Grove, NJ 07009

2 beds

1 baths

Ranch

9 NEBRASKA DR, MATAWAN, NJ, 07747

Community: Cheesequake Village

Cheesequake Village

10 CALIFORNIA CT A, MATAWAN, NJ, 07747, Matawan, NJ 07747

$290,000

2 beds

1 baths

914 sq ft

Condo

10 CALIFORNIA CT A, MATAWAN, NJ, 07747

Community: Cheesequake Village

Shadow Lake Village

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

$599,000

2 beds

2 baths

Ranch

12 ELLSWORTH CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

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

Questions? Call us: (475) 471-1908

Cheesequake Village

4 HAWAII CT B, MATAWAN, NJ, 07747, Matawan, NJ 07747

$285,000

1 beds

1 baths

Condo

4 HAWAII CT B, MATAWAN, NJ, 07747

Community: Cheesequake Village

Shadow Lake Village

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

$429,900

1 baths

999 sq ft

Adult Community

11 MANCHESTER CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

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

Questions? Call us: (475) 471-1908

Cheesequake Village

48 HAVEN DR, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$349,900

2 beds

1 baths

House

48 HAVEN DR, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

Regency at Holmdel

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

$1,350,000

3 beds

4 baths

3,417 sq ft

Adult Community

17 SPALDING DR, HOLMDEL, NJ, 07733

Community: Regency at Holmdel

Surrey Downs

53 FARNWORTH CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$399,900

2 beds

2 baths

Ranch

53 FARNWORTH CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

Four Seasons at Wayne

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

2 beds

1 baths

Adult Community

14 CONNECTICUT CT D, MATAWAN, NJ, 07747

Community: Cheesequake Village

Cheesequake Village

11 ALABAMA CT, MATAWAN, NJ, 07747, Matawan, NJ 07747

$250,000

2 beds

2 baths

976 sq ft

Townhouse,Condominium

11 ALABAMA CT, MATAWAN, NJ, 07747

Community: Cheesequake Village

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

Questions? Call us: (475) 471-1908

Regency at Allaire

106 GRANDVIEW CIR, FARMINGDALE, NJ, 0772..., Farmingdale, NJ 07727

$1,350,000

4 beds

3 baths

2,928 sq ft

House

106 GRANDVIEW CIR, FARMINGDALE, NJ, 0772...

Community: Regency at Allaire

Enclave at Ocean

1218 W PARK AVE, OCEAN, NJ, 07712, Ocean, NJ 07712

$1,500,000

5 beds

7 baths

3,953 sq ft

House

1218 W PARK AVE, OCEAN, NJ, 07712

Community: Enclave at Ocean

Surrey Downs

32 CARNABY CLOSE, FREEHOLD, NJ, 07728, Freehold, NJ 07728

$339,000

2 beds

1 baths

Ranch

32 CARNABY CLOSE, FREEHOLD, NJ, 07728

Community: Surrey Downs

Winthrop Court

6102 HARCOURT RD # 519, CLIFTON, NJ, 070..., Clifton, NJ 07013

$515,000

2 beds

2 baths

Condo

6102 HARCOURT RD # 519, CLIFTON, NJ, 070...

Community: Winthrop Court

The Villages NJ

32 PLAZA DE LAS LOBOS C, FREEHOLD, NJ, 0..., Freehold, NJ 07728

$389,000

2 beds

2 baths

Adult Community

32 PLAZA DE LAS LOBOS C, FREEHOLD, NJ, 0...

Community: The Villages NJ

1 2 3 4 5 6 7…8

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.

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167 communities near Westport

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Westport, CT 55+ active adult communities & homes for sale - Page 3

167 communities near Westport

311 homes near Westport

2 beds

1 baths

1,262 sq ft

Adult Community

1 beds

1 baths

999 sq ft

Adult Community

2 beds

2 baths

1,132 sq ft

House

1 beds

1 baths

708 sq ft

Adult Community

2 beds

2 baths

Ranch

2 beds

2 baths

1,295 sq ft

House

1 beds

1 baths

758 sq ft

House

2 beds

2 baths

2 beds

2 baths

Condo

2 beds

1 baths

914 sq ft

Condo

2 beds

3 baths

2,288 sq ft

House

2 beds

2 baths

1,262 sq ft

Adult Community

2 beds

1 baths

Ranch

2 beds

1 baths

914 sq ft

Condo

2 beds

2 baths

Ranch

1 beds

1 baths

Condo

2 beds

1 baths

952 sq ft

Ranch

3 beds

3 baths

2,288 sq ft

House

2 beds

1 baths

914 sq ft

Ranch

2 beds

1 baths

1,008 sq ft

Ranch

2 beds

1 baths

1,008 sq ft

2 beds