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

170 communities near Westport

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Knickerbocker Bay Club

$700ks - $3Ms

Knickerbocker Bay Club, Port Washington, NY

New and Resale | 55+ age-restricted | Built 2014 - present | 32 homes

3.5 rating (2 reviews)

Harvest Pointe

$800ks - $3Ms

Harvest Pointe, Cutchogue, NY

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

The Residences at Butterf...

$500ks - $600ks

The Residences at Butterf..., Cold Spring, NY

Resale Only | 55+ age-restricted | Built 2018 - 2023 | 49 homes

Jessup's Landing

$1Ms

Jessup's Landing, Quogue, NY

New and Resale | 55+ age-restricted | Built 2009 - 2016 | 31 homes

Villas at Seminary Hill

$200ks - $300ks

Villas at Seminary Hill, Carmel, NY

New Construction | 55+ age-restricted | Built 2018 - present | 50 homes

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

Questions? Call us: (475) 471-1908

Meadowbrooke Pointe East ...

$500ks - $600ks

Meadowbrooke Pointe East ..., East Meadow, NY

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

Hidden Harbor Estates

$500ks - $600ks

Hidden Harbor Estates, Copiague, NY

Resale Only | 55+ age-restricted | Built 2010 - 2015 | 38 homes

Vineyards at Brookfield

$400ks - $500ks

Vineyards at Brookfield, Center Moriches, NY

New Construction | 55+ age-restricted | Built 2019 - present | 146 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

The Pines at Bohemia

$400ks - $500ks

The Pines at Bohemia, Bohemia, NY

New Construction | 55+ age-restricted | Built 2019 - present | 20 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 Polo Club at Islandia

$600ks - $700ks

The Polo Club at Islandia, Islandia, NY

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

Stratford Park

$600ks - $800ks

Stratford Park, Melville, NY

Resale Only | 55+ age-restricted | Built 2011 - 2013 | 36 homes

Stone Ridge Estates

$500ks - $600ks

Stone Ridge Estates, Dix Hills, NY

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

The Bridges at Oxford Gre...

$600ks

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

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

The Seasons at East North...

$700ks

The Seasons at East North..., East Northport, NY

New Construction | 55+ age-restricted | Built 2023 - present | 190 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

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

Questions? Call us: (475) 471-1908

West End Crossing

$800ks

West End Crossing, Long Branch, NJ

Resale Only | 55+ age-restricted | Built 2023 - 2023 | 41 homes

Rivington Landing

$500ks

Rivington Landing, Danbury, CT

New Construction | Age-targeted | Built 2025 - 2026 | 25 homes

Cedar Village at Ocean

$500ks - $600ks

Cedar Village at Ocean, Ocean Township, NJ

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 295 homes

Enclave at Shark River

$500ks

Enclave at Shark River, Tinton Falls, NJ

Resale Only | 55+ age-restricted | Built 2015 - 2018 | 44 homes

Greenbriar Falls

$600ks - $800ks

Greenbriar Falls, Tinton Falls, NJ

New and Resale | 55+ age-restricted | Built 2006 - present | 168 homes

Four Seasons at Ridgemont

$800ks - $1Ms

Four Seasons at Ridgemont, Montvale, NJ

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

Rolling Meadows at Waysid...

$500ks - $600ks

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

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

3.7 rating (3 reviews)

Nobility Crest at Ocean

$300ks - $500ks

Nobility Crest at Ocean, Ocean Township, NJ

New and Resale | 55+ age-restricted | Built 2006 - present | 198 homes

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 Cedar Gro...

$400ks - $600ks

Four Seasons at Cedar Gro..., Cedar Grove, NJ

Resale Only | 55+ age-restricted | Built 2000 - 2005 | 156 homes

Four Seasons at Wayne

$300ks - $400ks

Four Seasons at Wayne, Wayne, NJ

Resale Only | 55+ age-restricted | Built 1999 - 2001 | 230 homes

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

Questions? Call us: (475) 471-1908

Bear's Cove

$800ks - $900ks

Bear's Cove, Ramsey, NJ

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

5 rating (1 reviews)

Regency at Trotters Point...

$700ks - $800ks

Regency at Trotters Point..., Tinton Falls, NJ

Resale Only | 55+ age-restricted | Built 2014 - 2021 | 181 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

Regency at Allaire

$700ks - $900ks

Regency at Allaire, Farmingdale, NJ

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

Granite Woods

$600ks - $700ks

Granite Woods, Middlebury, CT

New Construction | 55+ age-restricted | Built 2020 - present | 24 homes

5 rating (2 reviews)

Benson Woods

$400ks - $600ks

Benson Woods, Middlebury, CT

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

Newbury Village

$400ks - $500ks

Newbury Village, Brookfield, CT

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

Clockmaker's Hill

$100ks

Clockmaker's Hill, Winsted, CT

Resale Only | 55+ age-restricted | Built 2005 - 2014 | 38 homes

The Village at Buckingham

$300ks - $400ks

The Village at Buckingham, Avon, CT

Resale Only | 55+ age-restricted | Built 2002 - 2006 | 56 homes

Bartlett Hill

$300ks - $400ks

Bartlett Hill, Portland, CT

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

Sonoma Woods

$300ks

Sonoma Woods, Middletown, CT

Resale Only | 55+ age-restricted | Built 2005 - 2015 | 68 homes

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

Questions? Call us: (475) 471-1908

Fieldstone Village

$500ks - $800ks

Fieldstone Village, Orange, CT

Resale Only | 55+ age-restricted | Built 2010 - 2018 | 142 homes

Pond Spring Village

$300ks

Pond Spring Village, Beacon Falls, CT

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

1 2 3 4...5

Heritage Hills

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

$469,900

1 beds

2 baths

967 sq ft

Condo

567 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

Greenwood Village

19 DOGWOOD LN, BROOKHAVEN, NY, 11949, Brookhaven, NY 11949

$105,900

2 beds

2 baths

871 sq ft

Condo

19 DOGWOOD LN, BROOKHAVEN, NY, 11949

698 BALFOUR PL, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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Questions? Call us: (475) 471-1908

New The Greens at Half Hollow

1165 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$749,000

2 beds

2 baths

1,159 sq ft

Condo

1165 SAVOY DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Regency at Prospect

10 ASH LN 10, PROSPECT, CT, 06712, Prospect, CT 06712

$539,000

2 beds

3 baths

1,928 sq ft

Condo

10 ASH LN 10, PROSPECT, CT, 06712

Community: Regency at Prospect

New Oronoque Village

493 PAWNEE LN B, STRATFORD, CT, 06614, Stratford, CT 06614

$425,000

1 beds

3 baths

1,175 sq ft

Condo

493 PAWNEE LN B, STRATFORD, CT, 06614

Community: Oronoque Village

New Regency at Fishkill

811 REGENCY DR 802, FISHKILL, NY, 12524, Fishkill, NY 12524

$161,450

2 beds

2 baths

1,100 sq ft

Condo

811 REGENCY DR 802, FISHKILL, NY, 12524

Community: Regency at Fishkill

New Newtown Woods

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064..., Newtown, CT 06470

$500,000

2 beds

2 baths

1,483 sq ft

Condo

1011 BROOKSIDE CT 1011, NEWTOWN, CT, 064...

Community: Newtown Woods

New Kensington Estates

238 COACH DR 56, OYSTER BAY, NY, 11797, Oyster Bay, NY 11797

$2,100,000

3 beds

4 baths

2,662 sq ft

Condo

238 COACH DR 56, OYSTER BAY, NY, 11797

Community: Kensington Estates

New Cheesequake Village

21 IOWA CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$250,000

$925,000

2 beds

3 baths

2,273 sq ft

House

22 HYACINTH CT, HOLMDEL, NJ, 07733

Community: The Village Grande at Holmdel

New Paris Square

1302 RIO VISTA LN, NORTHVALE, NJ, 07647, Northvale, NJ 07647

2 beds

2 baths

1,440 sq ft

Condo

376 QUARRY POND CT, BROOKHAVEN, NY, 1195...

Community: The Waterways at Moriches

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

Questions? Call us: (475) 471-1908

Meadowbrook Pointe Athletic Club & Spa

236 ROOSEVELT WAY 3306, HEMPSTEAD, NY, 1..., Hempstead, NY 11590

$910,000

2 beds

2 baths

1,349 sq ft

Condo

236 ROOSEVELT WAY 3306, HEMPSTEAD, NY, 1...

Community: Meadowbrook Pointe Athletic Club & Spa

Cheesequake Village

67 GALEWOOD DR B, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$330,000

2 beds

1 baths

Condo

67 GALEWOOD DR B, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

The Waterways at Moriches

519 HIGHLAND CT, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$610,000

2 beds

2 baths

1,497 sq ft

Condo

519 HIGHLAND CT, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

Fairfield at St. James

409 ELTON CT, SMITHTOWN, NY, 11780, Smithtown, NY 11780

$649,000

3 beds

3 baths

1,733 sq ft

Condo

409 ELTON CT, SMITHTOWN, NY, 11780

Community: Fairfield at St. James

Winthrop Court

9104 RAVENSCROFT RD, CLIFTON CITY, NJ, 0..., Clifton City, NJ 07013

2 baths

1,076 sq ft

Condo

29 HERITAGE VLG D, SOUTHBURY, CT, 06488

Community: Heritage Village

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

Questions? Call us: (475) 471-1908

Oronoque Village

513 OPA LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$584,900

2 beds

3 baths

1,620 sq ft

Condo

513 OPA LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Heritage Hills

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

$742,000

2 beds

3 baths

1,552 sq ft

Condo

900 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

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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170 communities

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

170 communities near Westport

348 homes near Westport

1 beds

2 baths

967 sq ft

Condo

2 beds

2 baths

871 sq ft

Condo

3 beds

3 baths

2,008 sq ft

Condo

3 beds

2 baths

2,030 sq ft

Condo

2 beds

3 baths

1,941 sq ft

Condo

2 beds

2 baths

1,159 sq ft

Condo

2 beds

3 baths

1,928 sq ft

Condo

1 beds

3 baths

1,175 sq ft

Condo

2 beds

2 baths

1,100 sq ft

Condo

2 beds

2 baths

1,483 sq ft

Condo

3 beds

4 baths

2,662 sq ft

Condo

2 beds

2 baths

976 sq ft

Townhouse,Condominium

2 beds

2 baths

2,071 sq ft

House

2 beds

2 baths

Condo

3 beds

2 baths

1,735 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

3 baths

2,536 sq ft

Condo

2 beds

2 baths

1,198 sq ft

Condo

2 beds

2 baths

1,034 sq ft

Condo

3 beds

2 baths