Westport, CT 55+ rental communities & homes for rent

2 communities near Westport

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Sylvan Woods Westchester

$3,095.12 - $4,810.12 / mo

Base rent from $2,960

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...

$3,981.06 / mo

Base rent from $3,900

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.

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

Community: Greenwood Village

New The Village at Oxford Greens

527 PUTTING GREEN LN 527, OXFORD, CT, 06..., Oxford, CT 06478

$699,000

3 beds

3 baths

2,008 sq ft

Condo

527 PUTTING GREEN LN 527, OXFORD, CT, 06...

Community: The Village at Oxford Greens

New Heritage Hills

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

$875,000

3 beds

2 baths

2,030 sq ft

Condo

758 HERITAGE HLS B, SOMERS, NY, 10589

Community: Heritage Hills

New The Greens at Half Hollow

698 BALFOUR PL, HUNTINGTON, NY, 11747, Huntington, NY 11747

$1,099,000

2 beds

3 baths

1,941 sq ft

Condo

698 BALFOUR PL, HUNTINGTON, NY, 11747

Community: The Greens at Half Hollow

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

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

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 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

2 beds

2 baths

976 sq ft

Townhouse,Condominium

21 IOWA CT, OLD BRIDGE, NJ, 07747

Community: Cheesequake Village

New Glassbury Court at Cold Spring

28 YESTERDAY DR, PHILIPSTOWN, NY, 10516, Philipstown, NY 10516

$690,000

2 beds

2 baths

2,071 sq ft

House

28 YESTERDAY DR, PHILIPSTOWN, NY, 10516

Community: Glassbury Court at Cold Spring

New Four Seasons at Great Notch Spa and Club

5 SLATE CT A3, WOODLAND PARK, NJ, 07424, Woodland Park, NJ 07424

$615,000

2 beds

2 baths

Condo

5 SLATE CT A3, WOODLAND PARK, NJ, 07424

Community: Four Seasons at Great Notch Spa and Club

New Heritage Village

18 HERITAGE CRST D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$474,981

3 beds

2 baths

1,735 sq ft

Condo

18 HERITAGE CRST D, SOUTHBURY, CT, 06488

Community: Heritage Village

New Fairview at Oxford Greens

1131 ST ANDREWS DR 50, OXFORD, CT, 06478, Oxford, CT 06478

$713,775

2 beds

3 baths

2,536 sq ft

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478

Community: Fairview at Oxford Greens

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

Questions? Call us: (475) 471-1908

New The Village at Oxford Greens

$713,775

2 beds

3 baths

2,536 sq ft

Condo

1131 ST ANDREWS DR 50, OXFORD, CT, 06478

Community: The Village at Oxford Greens

New Country Village Estates

114 THEODORE DR, BROOKHAVEN, NY, 11727, Brookhaven, NY 11727

$449,000

2 beds

2 baths

1,198 sq ft

Condo

114 THEODORE DR, BROOKHAVEN, NY, 11727

Community: Country Village Estates

New The Seasons at Seaford

54 SPRING DR, HEMPSTEAD, NY, 11783, Hempstead, NY 11783

$819,000

2 beds

2 baths

1,034 sq ft

Condo

54 SPRING DR, HEMPSTEAD, NY, 11783

Community: The Seasons at Seaford

New Heritage Village

28 HERITAGE CRST E, SOUTHBURY, CT, 06488, Southbury, CT 06488

$615,000

3 beds

2 baths

1,735 sq ft

Condo

28 HERITAGE CRST E, SOUTHBURY, CT, 06488

Community: Heritage Village

New Sunken Pond Estates

2201 PEBBLE BEACH PATH 2201, RIVERHEAD, ..., Riverhead, NY 11901

$549,900

2 beds

2 baths

1,258 sq ft

Condo

2201 PEBBLE BEACH PATH 2201, RIVERHEAD, ...

Community: Sunken Pond Estates

New Encore Atlantic Shores

177 MELODY CT, BROOKHAVEN, NY, 11941, Brookhaven, NY 11941

$765,000

2 beds

2 baths

2,150 sq ft

Condo

177 MELODY CT, BROOKHAVEN, NY, 11941

Community: Encore Atlantic Shores

New The Village Grande at Holmdel

22 HYACINTH CT, HOLMDEL, NJ, 07733, Holmdel, NJ 07733

$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

$750,000

3 beds

2 baths

Condo

1302 RIO VISTA LN, NORTHVALE, NJ, 07647

Community: Paris Square

New Shadow Lake Village

46 FRIENDSHIP CT, RED BANK, NJ, 07701, Red Bank, NJ 07701

$599,000

2 beds

2 baths

1,108 sq ft

House

46 FRIENDSHIP CT, RED BANK, NJ, 07701

Community: Shadow Lake Village

New The Seasons at East Meadow

115 SPRING DR, HEMPSTEAD, NY, 11554, Hempstead, NY 11554

$615,000

2 beds

2 baths

1,367 sq ft

Condo

115 SPRING DR, HEMPSTEAD, NY, 11554

Community: The Seasons at East Meadow

The Waterways at Moriches

376 QUARRY POND CT, BROOKHAVEN, NY, 1195..., Brookhaven, NY 11955

$519,000

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

$525,000

2 beds

2 baths

9104 RAVENSCROFT RD, CLIFTON CITY, NJ, 0...

Community: Winthrop Court

Country Pointe Plainview

15103 ASPENWOOD DR, OYSTER BAY, NY, 1180..., Oyster Bay, NY 11803

$1,075,000

2 beds

2 baths

1,335 sq ft

Condo

15103 ASPENWOOD DR, OYSTER BAY, NY, 1180...

Community: Country Pointe Plainview

Jefferson Village

51 JEFFERSON OVAL E, YORKTOWN, NY, 10598, Yorktown, NY 10598

$455,000

2 beds

2 baths

1,100 sq ft

Condo

51 JEFFERSON OVAL E, YORKTOWN, NY, 10598

Community: Jefferson Village

Oronoque Village

44 BUCKSKIN LN A, STRATFORD, CT, 06614, Stratford, CT 06614

$599,000

2 beds

2 baths

1,400 sq ft

Condo

44 BUCKSKIN LN A, STRATFORD, CT, 06614

Community: Oronoque Village

Cheesequake Village

67 GALEWOOD DR B, MATAWAN, NJ, 07747, Matawan, NJ 07747

$330,000

2 beds

1 baths

914 sq ft

Adult Community

67 GALEWOOD DR B, MATAWAN, NJ, 07747

Community: Cheesequake Village

The Vineyards at Mount Sinai

51 FARM ACRE CIR, BROOKHAVEN, NY, 11766, Brookhaven, NY 11766

$1,085,000

2 beds

3 baths

3,214 sq ft

Condo

51 FARM ACRE CIR, BROOKHAVEN, NY, 11766

Community: The Vineyards at Mount Sinai

Heritage Village

29 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488

$315,000

2 beds

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.

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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

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