Westport, CT 55+ rental communities & homes for rent

2 communities near Westport

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Sylvan Woods Westchester

$3,138.78 - $4,685.78 / mo

Base rent from $3,003

Sylvan Woods Westchester, Buchanan, NY

New Construction | 55+ age-restricted | Built 2025 - present | 148 rental homes

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

Questions? Call us: (475) 471-1908

The Cornerstone at Hauppa...

$3,781.06 / mo

Base rent from $3,700

The Cornerstone at Hauppa..., Hauppauge, NY

New Construction | 55+ age-restricted | Built 2019 - 2020 | 96 rental homes

Read the Ultimate 55+ Rental Guide Thinking about renting in a 55+ active adult community? Our free guide has all the must-know info and practical tips to help you navigate 55+ renting and find your ideal next home in a 55+ community.

New Oronoque Village

765 NYACK LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$649,900

2 beds

3 baths

1,642 sq ft

Condo

765 NYACK LN A, STRATFORD, CT, 06614

Community: Oronoque Village

New Jefferson Village

157 CARRIAGE CT E, YORKTOWN, NY, 10598, Yorktown, NY 10598

$324,000

1 beds

1 baths

850 sq ft

Condo

157 CARRIAGE CT E, YORKTOWN, NY, 10598

Community: Jefferson Village

New Leisure Glen

289 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$585,000

2 beds

2 baths

1,666 sq ft

Condo

289 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Leisure Village

323 A WOODBRIDGE DR, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961

$475,000

2 beds

2 baths

1,278 sq ft

Condo

323 A WOODBRIDGE DR, BROOKHAVEN, NY, 119...

Community: Leisure Village

New Heritage Village

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

$265,000

1 beds

1 baths

928 sq ft

Condo

953 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 Retreat at Carmel

2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512, Carmel, NY 10512

$500,000

2 beds

2 baths

1,733 sq ft

Condo

2 BLAIR HEIGHTS 3331, CARMEL, NY, 10512

Community: The Retreat at Carmel

New Sunrise Village

168 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$450,000

2 beds

1 baths

871 sq ft

Condo

168 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

New Heritage Hills

177A HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$395,000

1 beds

1 baths

900 sq ft

Condo

177A HERITAGE HLS A, SOMERS, NY, 10589

Community: Heritage Hills

New The Villages NJ

71 PATRICK HENRY SQ A, FREEHOLD, NJ, 077..., Freehold, NJ 07728

$389,900

2 beds

1 baths

1,144 sq ft

Ranch

71 PATRICK HENRY SQ A, FREEHOLD, NJ, 077...

Community: The Villages NJ

New Regency at Fishkill

734 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524

$559,000

2 beds

2 baths

1,499 sq ft

Condo

734 REGENCY DR, FISHKILL, NY, 12524

Community: Regency at Fishkill

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.

New Country Pointe Preserve

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980, Brookhaven, NY 11980

$965,000

2 beds

3 baths

2,389 sq ft

Condo

3 JUNIPER LN 94, BROOKHAVEN, NY, 11980

Community: Country Pointe Preserve

New Cheesequake Village

5 MISSOURI CT 217, MATAWAN, NJ, 07747, Matawan, NJ 07747

$330,000

2 beds

1 baths

875 sq ft

Ranch

5 MISSOURI CT 217, MATAWAN, NJ, 07747

Community: Cheesequake Village

New Cheesequake Village

5 MISSOURI CT, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$330,000

2 beds

1 baths

Condo

5 MISSOURI CT, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

New The Woods at Dunham Pond

30 HERON VIEW RD, NEW FAIRFIELD, CT, 068..., New Fairfield, CT 06812

$559,900

1 beds

3 baths

3,230 sq ft

Condo

30 HERON VIEW RD, NEW FAIRFIELD, CT, 068...

Community: The Woods at Dunham Pond

New Heritage Hills

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

$485,000

1 beds

2 baths

967 sq ft

Condo

955 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New Sunrise Village

109 REVERE DR, ISLIP, NY, 11782, Islip, NY 11782

$525,000

2 beds

2 baths

1,273 sq ft

Condo

109 REVERE DR, ISLIP, NY, 11782

Community: Sunrise Village

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

Questions? Call us: (475) 471-1908

New Stoneleigh Woods at Riverhead

156 STONELEIGH DR, RIVERHEAD, NY, 11901, Riverhead, NY 11901

$659,000

2 beds

3 baths

1,942 sq ft

Condo

156 STONELEIGH DR, RIVERHEAD, NY, 11901

Community: Stoneleigh Woods at Riverhead

New Shadow Lake Village

7 HAMPTON CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$730,000

2 beds

2 baths

1,448 sq ft

Ranch

7 HAMPTON CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New Cheesequake Village

52 GALEWOOD DR 52, OLD BRIDGE, NJ, 07747, Old Bridge, NJ 07747

$359,000

2 beds

2 baths

Condo

52 GALEWOOD DR 52, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

New Jefferson Village

78 INDEPENDENCE CT I, YORKTOWN, NY, 1059..., Yorktown, NY 10598

$360,000

1 beds

1 baths

800 sq ft

Condo

78 INDEPENDENCE CT I, YORKTOWN, NY, 1059...

Community: Jefferson Village

New HarborView

100 HARBOR VIEW DR 241, NORTH HEMPSTEAD,..., North Hempstead, NY 11050

$875,000

2 beds

3 baths

1,493 sq ft

Condo

100 HARBOR VIEW DR 241, NORTH HEMPSTEAD,...

Community: HarborView

New Jefferson Village

67 INDEPENDENCE CT B, YORKTOWN, NY, 1059..., Yorktown, NY 10598

$539,900

2 beds

2 baths

1,000 sq ft

Condo

67 INDEPENDENCE CT B, YORKTOWN, NY, 1059...

Community: Jefferson Village

New Meadowbrook Pointe Athletic Club & Spa

923 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ..., North Hempstead, NY 11590

$899,000

2 beds

2 baths

1,328 sq ft

Condo

923 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ...

Community: Meadowbrook Pointe Athletic Club & Spa

New Leisure Glen

155 GLEN DR, BROOKHAVEN, NY, 11961, Brookhaven, NY 11961

$495,000

2 beds

2 baths

1,456 sq ft

Condo

155 GLEN DR, BROOKHAVEN, NY, 11961

Community: Leisure Glen

New Overlook

2075 SUMMIT LOOP 101, CARMEL, NY, 10512, Carmel, NY 10512

$960,000

2 beds

2 baths

1,948 sq ft

Condo

2075 SUMMIT LOOP 101, CARMEL, NY, 10512

Community: Overlook

New Overlook

2052 SUMMIT LOOP 62, CARMEL, NY, 10512, Carmel, NY 10512

$954,000

2 beds

2 baths

2,102 sq ft

Condo

2052 SUMMIT LOOP 62, CARMEL, NY, 10512

Community: Overlook

New Oronoque Village

564 PEQUOT LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,900

2 beds

2 baths

1,438 sq ft

Condo

564 PEQUOT LN A, STRATFORD, CT, 06614

Community: Oronoque Village

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

Questions? Call us: (475) 471-1908

New Hopmeadow Place

1 W ST 223, SIMSBURY, CT, 06070, Simsbury, CT 06070

$385,000

2 beds

2 baths

1,477 sq ft

Condo

1 W ST 223, SIMSBURY, CT, 06070

Community: Hopmeadow Place

New Oronoque Village

638A ONONDAGA LN, STRATFORD, CT, 06614, Stratford, CT 06614

$539,000

1 beds

3 baths

1,175 sq ft

Condo

638A ONONDAGA LN, STRATFORD, CT, 06614

Community: Oronoque Village

New Encore Atlantic Shores

11 OVATION PL, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$925,000

2 beds

3 baths

3,037 sq ft

House

11 OVATION PL, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

New Stoneleigh Woods at Carmel

807 EGRETS LNDG, CARMEL, NY, 10512, Carmel, NY 10512

$575,000

3 beds

3 baths

2,788 sq ft

Condo

807 EGRETS LNDG, CARMEL, NY, 10512

Community: Stoneleigh Woods at Carmel

New Country Pointe Plainview

21105 ASPENWOOD DR 275, OYSTER BAY, NY, ..., Oyster Bay, NY 11803

$1,245,000

2 beds

2 baths

1,475 sq ft

Condo

21105 ASPENWOOD DR 275, OYSTER BAY, NY, ...

Community: Country Pointe Plainview

New Heritage Village

44 HERITAGE VLG F, SOUTHBURY, CT, 06488, Southbury, CT 06488

$205,000

2 beds

2 baths

1,308 sq ft

Condo

44 HERITAGE VLG F, SOUTHBURY, CT, 06488

Community: Heritage Village

New Rivington

80 WINDING RIDGE WAY 80, DANBURY, CT, 06..., Danbury, CT 06810

$775,000

3 beds

3 baths

2,204 sq ft

Condo

80 WINDING RIDGE WAY 80, DANBURY, CT, 06...

Community: Rivington

New The Greens at Half Hollow

870 VERONA DR, HUNTINGTON, NY, 11747, Huntington, NY 11747

$749,888

2 beds

2 baths

1,262 sq ft

Condo

870 VERONA DR, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Equestra at Colts Neck Crossing

56 E BOSWORTH BLVD, FARMINGDALE, NJ, 077..., Farmingdale, NJ 07727

$889,000

2 beds

2 baths

2,184 sq ft

Ranch

56 E BOSWORTH BLVD, FARMINGDALE, NJ, 077...

Community: Equestra at Colts Neck Crossing

New Heritage Village

69 HERITAGE VLG E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$289,000

2 beds

2 baths

1,432 sq ft

Condo

69 HERITAGE VLG E, SOUTHBURY, CT, 06488

Community: Heritage Village

New The Waterways at Moriches

248 RIVER DR 248, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955

$649,000

2 beds

2 baths

1,544 sq ft

Condo

248 RIVER DR 248, BROOKHAVEN, NY, 11955

Community: The Waterways at Moriches

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

Questions? Call us: (475) 471-1908

New The Greens at Half Hollow

381 ALTESSA BLVD, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,499,999

2 beds

2 baths

2,575 sq ft

Condo

381 ALTESSA BLVD, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

New Heritage Hills

371 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589

$650,000

2 beds

2 baths

1,470 sq ft

Condo

371 HERITAGE HLS A, 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.

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Want to learn more about 55+ communities in Westport?

Call us: (475) 471-1908

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Westport, CT 55+ rental communities & homes for rent

2 communities near Westport

363 homes near Westport

2 beds

3 baths

1,642 sq ft

Condo

1 beds

1 baths

850 sq ft

Condo

2 beds

2 baths

1,666 sq ft

Condo

2 beds

2 baths

1,278 sq ft

Condo

1 beds

1 baths

928 sq ft

Condo

2 beds

2 baths

1,733 sq ft

Condo

2 beds

1 baths

871 sq ft

Condo

1 beds

1 baths

900 sq ft

Condo

2 beds

1 baths

1,144 sq ft

Ranch

2 beds

2 baths

1,499 sq ft

Condo

2 beds

3 baths

2,389 sq ft

Condo

2 beds

1 baths

875 sq ft

Ranch

2 beds

1 baths

Condo

1 beds

3 baths

3,230 sq ft

Condo

1 beds

2 baths

967 sq ft

Condo

2 beds

2 baths

1,273 sq ft

Condo

2 beds

3 baths

1,942 sq ft

Condo

2 beds

2 baths

1,448 sq ft

Ranch

2 beds

2 baths

Condo

1 beds

1 baths

800 sq ft