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Westport, CT 55+ active adult communities & homes for sale - Page 2
170 communities near Westport
348 homes 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
2.8 rating (4 reviews)
![Cheesequake Village]()
$100ks
- $200ks
Cheesequake Village, Old Bridge, NJ
Resale Only
|
55+ age-restricted
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Built 1965 - 1971
|
713 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
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1,000 homes
$200ks
- $400ks
Oronoque Village, Stratford, CT
Resale Only
|
55+ age-restricted
|
Built 1971 - 1977
|
929 homes
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$100ks
- $300ks
Leisure Village, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1969 - 1986
|
1,500 homes
3 rating (2 reviews)
![Heritage Hills]()
$400ks
- $800ks
Heritage Hills, Somers, NY
Resale Only
|
Age-targeted
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Built 1974 - 2006
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2,600 homes
$300ks
- $600ks
The Waterways at Moriches, Moriches, NY
Resale Only
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55+ age-restricted
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Built 1985 - 1999
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343 homes
4.2 rating (12 reviews)
![Surrey Downs]()
$200ks
- $300ks
Surrey Downs, Freehold, NJ
Resale Only
|
55+ age-restricted
|
Built 1986 - 1997
|
443 homes
$600ks
- $1Ms
The Greens at Half Hollow, Melville, NY
Resale Only
|
55+ age-restricted
|
Built 1994 - 2005
|
1,200 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.
$200ks
- $400ks
Leisure Knoll, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1972 - 1982
|
701 homes
$300ks
- $400ks
Regency at Fishkill, Fishkill, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2020
|
164 homes
3.7 rating (3 reviews)
![Greenwood Village]()
$100ks
Greenwood Village, Manorville, NY
Resale Only
|
55+ age-restricted
|
Built 1980 - 2000
|
512 homes
$400ks
- $500ks
The Village at Oxford Gre..., Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2004 - present
|
835 homes
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(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
4 rating (8 reviews)
![Glenwood Village]()
$100ks
- $200ks
Glenwood Village, Riverhead, NY
New and Resale
|
55+ age-restricted
|
Built 1959 - present
|
588 homes
$300ks
- $400ks
The Manors at The Colony ..., Shirley, NY
New Construction
|
55+ age-restricted
|
Built 2013 - present
|
150 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
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.
$400ks
- $600ks
Fairview at Oxford Greens, Oxford, CT
New and Resale
|
55+ age-restricted
|
Built 2019 - present
|
125 homes
5 rating (1 reviews)
![Four Seasons at Great Not...]()
$400ks
- $700ks
Four Seasons at Great Not..., Woodland Park, NJ
Resale Only
|
55+ age-restricted
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Built 2005 - 2018
|
814 homes
$500ks
- $700ks
The Summit at Bethel, Bethel, CT
Resale Only
|
55+ age-restricted
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Built 2010 - 2021
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235 homes
$800ks
- $900ks
The Seasons at Elwood, East Northport, NY
Resale Only
|
55+ age-restricted
|
Built 2018 - 2020
|
256 homes
$600ks
- $700ks
Equestra at Colts Neck Cr..., Farmingdale, NJ
Resale Only
|
55+ age-restricted
|
Built 2007 - 2018
|
483 homes
3.7 rating (3 reviews)
![Rosemont Estates]()
$500ks
- $700ks
Rosemont Estates, Marlboro, NJ
Resale Only
|
55+ age-restricted
|
Built 2004 - 2014
|
242 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
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(475) 471-1908
$700ks
- $1Ms
Meadowbrook Pointe Athlet..., Westbury, NY
Resale Only
|
55+ age-restricted
|
Built 2015 - 2016
|
720 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
$300ks
- $400ks
Leisure Glen, Ridge, NY
Resale Only
|
55+ age-restricted
|
Built 1985 - 2010
|
646 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.
$300ks
- $400ks
South Pond Village, Bloomfield, CT
Resale Only
|
55+ age-restricted
|
Built 1999 - 2005
|
151 homes
$900ks
- $1Ms
Regency at Holmdel, Holmdel, NJ
Resale Only
|
55+ age-restricted
|
Built 2016 - 2019
|
181 homes
$500ks
- $700ks
The Hollows at Blue Hill, Pearl River, NY
Resale Only
|
55+ age-restricted
|
Built 2008 - 2014
|
126 homes
5 rating (1 reviews)
![Shady Oaks]()
$200ks
- $400ks
Shady Oaks, Red Bank, NJ
Resale Only
|
55+ age-restricted
|
Built 1982 - 1983
|
366 homes
5 rating (1 reviews)
![Westhampton Pines]()
$900ks
- $1Ms
Westhampton Pines, Westhampton, NY
Resale Only
|
55+ age-restricted
|
Built 2005 - 2013
|
189 homes
$300ks
- $900ks
Rivington, Danbury, CT
New and Resale
|
Age-targeted
|
Built 2006 - present
|
1,050 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)
![Sunken Pond Estates]()
$400ks
Sunken Pond Estates, Riverhead, NY
Resale Only
|
55+ age-restricted
|
Built 2003 - 2005
|
194 homes
Want to learn more about 55+ communities in Westport?
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Questions? Call us:
(475) 471-1908
$600ks
- $800ks
Four Seasons at Colts Far..., Farmingdale, NJ
New Construction
|
55+ age-restricted
|
Built 2021 - present
|
111 homes
5 rating (1 reviews)
![Newtown Woods]()
$300ks
- $500ks
Newtown Woods, Newtown, CT
New and Resale
|
55+ age-restricted
|
Built 2011 - present
|
178 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.
Meadowbrook Pointe Athletic Club & Spa
![318 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ..., North Hempstead, NY 11590]()
2 beds
|2 baths
|1,438 sq ft
|Condo
318 ROOSEVELT WAY, NORTH HEMPSTEAD, NY, ...
Community: Meadowbrook Pointe Athletic Club & Spa
MLS 1006313 • Realty Connect USA LLC, Nancy J. Pe...
Apple Ridge
![143 FISHER RD, MAHWAH TWP., NJ, 07430, Mahwah Twp., NJ 07430]()
MLS 4031895 • TERRIE O'CONNOR REALTORS, TERRIE O'...
The Summit at Bethel
![50 GREAT HILL DR, BETHEL, CT, 06801, Bethel, CT 06801]()
2 beds
|3 baths
|1,623 sq ft
|Condo
50 GREAT HILL DR, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24178005 • Coldwell Banker Realty, Kim Giffor...
Regency at Prospect
![59 CHERRY CIR 59, PROSPECT, CT, 06712, Prospect, CT 06712]()
2 beds
|3 baths
|2,067 sq ft
|Condo
59 CHERRY CIR 59, PROSPECT, CT, 06712
Community: Regency at Prospect
MLS 24176447 • Pavlik Real Estate LLC, Deborah Ri...
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Questions? Call us:
(475) 471-1908
Harbor View Estates
![206 ANCHOR CT, BABYLON, NY, 11726, Babylon, NY 11726]()
2 beds
|2 baths
|1,200 sq ft
|Condo
206 ANCHOR CT, BABYLON, NY, 11726
Community: Harbor View Estates
MLS 1004792 • Douglas Elliman Real Estate, Phoebe...
Regency at Fishkill
![835 REGENCY DR, FISHKILL, NY, 12524, Fishkill, NY 12524]()
2 beds
|2 baths
|1,803 sq ft
|Condo
835 REGENCY DR, FISHKILL, NY, 12524
Community: Regency at Fishkill
MLS 1007847 • Houlihan Lawrence Inc., Jennifer St...
Four Seasons at Colts Farm
![62 SANCTUARY LN, FARMINGDALE, NJ, 07727, Farmingdale, NJ 07727]()
2 beds
|2 baths
|2,023 sq ft
|House
62 SANCTUARY LN, FARMINGDALE, NJ, 07727
Community: Four Seasons at Colts Farm
MLS 22616356 • Christie's Int'l RE Group, Ruth Bl...
South Pond Village
![174 THISTLE POND DR 174, BLOOMFIELD, CT,..., Bloomfield, CT 06002]()
2 beds
|2 baths
|1,535 sq ft
|Condo
174 THISTLE POND DR 174, BLOOMFIELD, CT,...
Community: South Pond Village
MLS 24180284 • Berkshire Hathaway NE Prop., Lisa ...
Oronoque Village
![778 QUINNIPIAC LN A, STRATFORD, CT, 0661..., Stratford, CT 06614]()
1 beds
|3 baths
|1,175 sq ft
|Condo
778 QUINNIPIAC LN A, STRATFORD, CT, 0661...
Community: Oronoque Village
MLS 24176136 • Coldwell Banker Realty, Mary Kelle...
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.
Shadow Lake Village
![12 EASTPORT CT, RED BANK, NJ, 07701, Red Bank, NJ 07701]()
2 beds
|2 baths
|1,514 sq ft
|Ranch
12 EASTPORT CT, RED BANK, NJ, 07701
Community: Shadow Lake Village
MLS 22616290 • Coldwell Banker Realty, Megan John...
Heritage Hills
![91 HERITAGE HLS D, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|3 baths
|1,545 sq ft
|Condo
91 HERITAGE HLS D, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1005564 • Keller Williams Realty Partner, Mar...
Equestra at Colts Neck Crossing
![31 W DA VINCI WAY, FARMINGDALE, NJ, 0772..., Farmingdale, NJ 07727]()
2 beds
|2 baths
|1,800 sq ft
31 W DA VINCI WAY, FARMINGDALE, NJ, 0772...
Community: Equestra at Colts Neck Crossing
MLS NJMM2004662 • Coldwell Banker Realty, Kerri N...
Heritage Village
![411 HERITAGE VLG B, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,398 sq ft
|Condo
411 HERITAGE VLG B, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24170054 • William Raveis Real Estate, Giusep...
Leisure Village
![368 WOODBRIDGE DR A, BROOKHAVEN, NY, 119..., Brookhaven, NY 11961]()
MLS 1007038 • Figs Real Estate Group, Edward S. F...
The Villages NJ
![59A CORSO ITALIA 1000, FREEHOLD, NJ, 077..., Freehold, NJ 07728]()
2 beds
|2 baths
|1,348 sq ft
|Ranch
59A CORSO ITALIA 1000, FREEHOLD, NJ, 077...
Community: The Villages NJ
MLS 22616155 • ERA Central Realty Group, Roslyn S...
Want to learn more about 55+ communities in Westport?
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Questions? Call us:
(475) 471-1908
Heritage Hills
![33 HERITAGE HLS A, SOMERS, NY, 10589, Somers, NY 10589]()
2 beds
|2 baths
|1,320 sq ft
|Condo
33 HERITAGE HLS A, SOMERS, NY, 10589
Community: Heritage Hills
MLS 1004942 • Coldwell Banker Realty, Rocco Camba...
Four Seasons at Great Notch Spa and Club
![5 GRANITE RD A2, WOODLAND PARK, NJ, 0742..., Woodland Park, NJ 07424]()
2 beds
|2 baths
|Condo
5 GRANITE RD A2, WOODLAND PARK, NJ, 0742...
Community: Four Seasons at Great Notch Spa and Club
MLS 26019920 • Howard Hanna Rand Realty, Old Tapp...
HarborView
![100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ..., North Hempstead, NY 11050]()
3 beds
|3 baths
|1,848 sq ft
|Condo
100 HARBORVIEW DR 555, NORTH HEMPSTEAD, ...
Community: HarborView
MLS 1006786 • Evelyn Richards Inc, Maria Giacalon...
Heritage Hills
![101 HERITAGE HILLS DR A, SOMERS, NY, 105..., Somers, NY 10589]()
2 beds
|2 baths
|1,500 sq ft
|Condo
101 HERITAGE HILLS DR A, SOMERS, NY, 105...
Community: Heritage Hills
MLS 1005663 • Houlihan Lawrence Inc., Donna O'Con...
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.
Heritage Village
![132 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,432 sq ft
|Condo
132 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24179565 • Berkshire Hathaway NE Prop., Jacqu...
Cedar Village at Holmdel
![9 KENSINGTON CT, HOLMDEL, NJ, 07733, Holmdel, NJ 07733]()
3 beds
|3 baths
|2,552 sq ft
|House
9 KENSINGTON CT, HOLMDEL, NJ, 07733
Community: Cedar Village at Holmdel
MLS 22616000 • EXP Realty, Christopher Walsh
Jefferson Village
![113 VILLAGE RD C, YORKTOWN, NY, 10598, Yorktown, NY 10598]()
2 beds
|2 baths
|1,200 sq ft
|Condo
113 VILLAGE RD C, YORKTOWN, NY, 10598
Community: Jefferson Village
MLS 1005491 • Compass Greater NY, LLC, Amber N. T...
Four Seasons at Colts Farm
![4 PASTURE DR, FARMINGDALE, NJ, 07727, Farmingdale, NJ 07727]()
4 beds
|3 baths
|3,040 sq ft
|House
4 PASTURE DR, FARMINGDALE, NJ, 07727
Community: Four Seasons at Colts Farm
MLS 2616622R • UNITED R.E. OF NORTH JERSEY, KEIDY...
Oronoque Village
![13 ALGONQUIN LN B, STRATFORD, CT, 06614, Stratford, CT 06614]()
1 beds
|2 baths
|1,480 sq ft
|Condo
13 ALGONQUIN LN B, STRATFORD, CT, 06614
Community: Oronoque Village
MLS 24178944 • Houlihan Lawrence, Lindsay Violett...
Leisure Village
![196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196..., Brookhaven, NY 11961]()
2 beds
|1 baths
|836 sq ft
|Condo
196 NEWCASTLE CT C, BROOKHAVEN, NY, 1196...
Community: Leisure Village
MLS 1002428 • Howard Hanna Coach, Grace Della Cro...
Want to learn more about 55+ communities in Westport?
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(475) 471-1908
The Coves at Melville
![27 MORLEY CIR, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|1,109 sq ft
|Condo
27 MORLEY CIR, HUNTINGTON, NY, 11747
Community: The Coves at Melville
MLS 1005830 • Compass Greater NY LLC, Leslye J. S...
Heritage Village
![877 HERITAGE VLG A, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,365 sq ft
|Condo
877 HERITAGE VLG A, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24178170 • Berkshire Hathaway NE Prop., Lisa ...
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 Summit at Bethel
![6 LOCKWOOD CIR 6, BETHEL, CT, 06801, Bethel, CT 06801]()
3 beds
|3 baths
|1,771 sq ft
|Condo
6 LOCKWOOD CIR 6, BETHEL, CT, 06801
Community: The Summit at Bethel
MLS 24178598 • Rockoff Realty, Kevin Rockoff
Greenwood Village
![11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11..., Brookhaven, NY 11949]()
2 beds
|2 baths
|1,032 sq ft
|Condo
11 A DOGWOOD LN 11 A, BROOKHAVEN, NY, 11...
Community: Greenwood Village
MLS 1005407 • Douglas Elliman Real Estate, Annett...
The Manors at The Colony Preserve
![40 GREENTREE CT, BROOKHAVEN, NY, 11967, Brookhaven, NY 11967]()
2 beds
|2 baths
|1,360 sq ft
|Condo
40 GREENTREE CT, BROOKHAVEN, NY, 11967
Community: The Manors at The Colony Preserve
MLS 1004153 • Realty Connect USA LLC, Brandon M. ...
The Greens at Half Hollow
![1075 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|1,166 sq ft
|Condo
1075 SAVOY DR, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 1004175 • Evolution Realty of L I, Constance ...
Pond Spring Village
![37 SEPTEMBER LN 37, BEACON FALLS, CT, 06..., Beacon Falls, CT 06403]()
2 beds
|3 baths
|1,328 sq ft
|Condo
37 SEPTEMBER LN 37, BEACON FALLS, CT, 06...
Community: Pond Spring Village
MLS 24178338 • mygoodagent, Cynthia Harding
The Waterways at Moriches
![188 RIVER DR, BROOKHAVEN, NY, 11955, Brookhaven, NY 11955]()
2 beds
|2 baths
|2,100 sq ft
|Condo
188 RIVER DR, BROOKHAVEN, NY, 11955
Community: The Waterways at Moriches
MLS 1004820 • Charles Rutenberg Realty Inc, Lawre...
The Greens at Half Hollow
![1053 SAVOY DR, HUNTINGTON, NY, 11747, Huntington, NY 11747]()
2 beds
|2 baths
|1,100 sq ft
|Condo
1053 SAVOY DR, HUNTINGTON, NY, 11747
Community: The Greens at Half Hollow
MLS 1004604 • Douglas Elliman Real Estate, Ronni ...
Heritage Village
![343 HERITAGE VLG D, SOUTHBURY, CT, 06488, Southbury, CT 06488]()
2 beds
|2 baths
|1,044 sq ft
|Condo
343 HERITAGE VLG D, SOUTHBURY, CT, 06488
Community: Heritage Village
MLS 24178882 • Berkshire Hathaway NE Prop., Donal...
Want to learn more about 55+ communities in Westport?
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(475) 471-1908
Glenwood Village
![1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ..., Riverhead, NY 11901]()
2 beds
|2 baths
|1,624 sq ft
|Manufactured Home
1661 OLD COUNTRY RD 516, RIVERHEAD, NY, ...
Community: Glenwood Village
MLS 1005065 • Magic Of Great Neck Realty Inc, Vit...
Rivington
![925 OLD PASTURE DR 925, DANBURY, CT, 068..., Danbury, CT 06810]()
2 beds
|2 baths
|1,258 sq ft
|Condo
925 OLD PASTURE DR 925, DANBURY, CT, 068...
Community: Rivington
MLS 24177442 • Compass Connecticut, LLC, Karla Mu...
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.
Frequently Asked Questions
In Westport, there is 1 small community with less than 500 homes.
The smallest 55+ community in Westport has 62 homes, the largest has 62 homes, and the average community consists of 62 homes.
No, there are no gated 55+ communities in Westport.
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?
Want to learn more about 55+ communities in Westport?
348
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REIN updates its listings on a daily basis. Data last updated: Jun 10, 2026.
This application does not include information on all of the properties available for sale at this time.
