Southport, CT Homes

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  /30

  $915,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,482 Sq Ft

  855 Riverside Dr, Fairfield, CT 06824

  Beautifully renovated coastal home featuring 4 bedrooms and 2 full baths on a .14-acre lot, ideally located just a short stroll to the beach and marina. The home features a beautifully updated kitchen with quartz countertops and premium stainless steel appliances. Beyond the open living and dining areas, a converted year-round sunroom wrapped in windows offers versatile additional space, ideal

  Pamela Cornfield Coldwell Banker Realty

  855 Riverside Dr, Fairfield, CT 06824
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  /22

  $8,000 total monthly price

  • 5 Beds
  • 4.5 Baths
  • 3,225 Sq Ft
  • House for Rent

  100 New England Ave, Fairfield, CT 06824

  Brand-new 2026 construction offering over 3,200 square feet of thoughtfully designed living space-an exceptionally rare opportunity to rent a new construction home in Fairfield. This five-bedroom, four-and-a-half-bath residence features a highly functional modern layout with high-end finishes throughout, including hardwood floors, quartz countertops in the kitchen and bathrooms, custom cabinetry,

  Anthony Gigliotti Keller Williams Realty

  100 New England Ave, Fairfield, CT 06824
• 

  $650,000 Sold Oct 28, 2025

  56 Nepas Rd, Fairfield, CT 06825

  • 4 Beds
  • 2 Baths
  • 1,589 Sq Ft
  • Built 1953

  Last Sold Summary

  • $409/SF
  • 10 Days On Market

  Current Estimated Value $655,428

  Last Listing Agent Barbara Zink Coldwell Banker Realty

  56 Nepas Rd, Fairfield, CT 06825
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  Est $3,402,526 Not Listed For Sale

  9 Murvon Ct, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 2,456 Sq Ft
  • Built 1930

  9 Murvon Ct, Westport, CT 06880

  Last Sold Summary

  • 58% Above List Price
  • $875/SF
  • 21 Days On Market

  Last Sold Price $2,150,000

  Last Listing Agent Georgia Rojas Coldwell Banker Realty
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  $1,150,000 New Construction

  • 1 Bed
  • 1 Bath
  • 1,020 Sq Ft

  785 Post Rd E Unit 304, Westport, CT 06880

  AMAZING NEW CONSTRUCTION! Located in the heart of Westport, The Gables of Westport presents a collection of eight townhomes and five flats, blending sophisticated design with the ease of in-town living. Enjoy close proximity to Metro-North, major highways, Longshore Club & Park, Compo Beach, Levitt Pavilion, Westport Country Playhouse, fine dining, shopping, and entertainment. Crafted by local

  Todd Gibbons Boost Real Estate Group

  785 Post Rd E Unit 304, Westport, CT 06880
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  /19

  $7,000 total monthly price

  • 3 Beds
  • 3 Baths
  • 1,644 Sq Ft
  • House for Rent

  100 Gould Ave, Fairfield, CT 06824

  Move right into this beautifully furnished home with utilities included, except cable. Centrally located between town and beach. Within walking distance to the train station, shopping, beach and restaurants. Enjoy a fenced and private backyard with views of the Marsh and wildlife.

  Laura Parkington William Raveis Real Estate

  100 Gould Ave, Fairfield, CT 06824
• 

  $950,000 Sold May 14, 2025

  150 Birchwood Dr, Fairfield, CT 06824

  • Land
  • 0.23 Acre
  • $4,130,435 per Acre

  Last Sold Summary

  • 10% Below List Price
  • 23 Days On Market

  Last Listing Agent Jennifer McDade BHHS Darien/New Canaan

  150 Birchwood Dr, Fairfield, CT 06824
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  Est $1,731,625 Not Listed For Sale

  337 Greens Farms Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,773 Sq Ft
  • Built 1964

  337 Greens Farms Rd, Westport, CT 06880

  Last Sold Summary

  • 26% Above List Price
  • $494/SF
  • 34 Days On Market

  Last Sold Price $1,370,000

  Last Listing Agent Patricia Shea Coldwell Banker Realty
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  /39

  $649,900 Under Contract

  • 6 Beds
  • 3 Baths
  • 3,204 Sq Ft

  377 Midland St, Bridgeport, CT 06605

  Highest offer with Best terms due February 23 at 12:00 PM. Investment opportunity in the heart of Black Rock in this 3 family home surround by water. This home is ideal for investors seeking strong income potential. 1 st floor was converted into Apt A : 3 Rooms, 1 Bedroom, 1 Bathroom. Apt B : 3 Rooms, 2 Bedrooms, 1 Bathroom. 2nd Floors has 5 Rooms, 2 Bedrooms, 1 Bathroom. 3rd Floor is an open

  Paul Ferreira RE/MAX Right Choice

  377 Midland St, Bridgeport, CT 06605
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  /26

  $2,400 total monthly price

  • 3 Beds
  • 1 Bath
  • 3,356 Sq Ft
  • Apartment for Rent

  105 Carleton Ave, Bridgeport, CT 06604

  Welcome to this well-located 3-bedroom apartment at 105 Carleton Ave, nestled in Bridgeport. This First Floor unit offers generous living space, a functional layout, and a quiet residential setting while still being close to everything you need. Enjoy easy access to Route 8, the Merritt Parkway, and I-95, making commuting simple. Nearby shopping, dining, parks, schools, and medical facilities add

  Christian Flores mygoodagent

  105 Carleton Ave, Bridgeport, CT 06604
• 

  $3,500,000 Sold Aug 01, 2025

  1226 Pequot Ave, Southport, CT 06890

  • 4 Beds
  • 4.5 Baths
  • 3,280 Sq Ft
  • Built 1919

  Last Sold Summary

  • $1,067/SF
  • 15 Days On Market

  Last Listing Agent Michelle Genovesi William Raveis Real Estate

  1226 Pequot Ave, Southport, CT 06890
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  Est $3,144,544 Not Listed For Sale

  29 Fairfield Ave, Westport, CT 06880

  • 4 Beds
  • 3.5 Baths
  • 3,381 Sq Ft
  • Built 1958

  29 Fairfield Ave, Westport, CT 06880

  Last Sold Summary

  • 15% Above List Price
  • $812/SF
  • 136 Days On Market

  Last Sold Price $2,745,000

  Last Listing Agent Michael Traum RE/MAX
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  /40

  $4,400,000 Open Sun 11AM - 1PM

  • 5 Beds
  • 8 Baths
  • 9,819 Sq Ft

  1 Flower Farm Ln, Westport, CT 06880

  Absolutely exquisite colonial is located on one of the most sought after neighborhoods. This home will greet you w/a mahogany front porch that leads inside to a grand foyer. This timeless residence boasts a custom kitchen w/high-end appliances, a Butler's pantry, large island & the convenience of a desk station. The elegant formal living room features a cozy fireplace, while the family room

  Heather Fitzgerald Coldwell Banker Realty

  1 Flower Farm Ln, Westport, CT 06880
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  /20

  $4,300 total monthly price

  • 3 Beds
  • 3.5 Baths
  • 2,000 Sq Ft
  • Townhouse for Rent

  17 Vermont Ave, Fairfield, CT 06824

  Ideally located in one of Fairfield's most walkable neighborhoods, this spacious and stylish townhome is just steps from the train, Whole Foods, a fitness center, and the scenic Ash Creek. Built in 2016, the home offers nearly 2,000 square feet of modern living space, featuring three generously sized bedrooms, each with its own private full bath, and central air conditioning throughout. The main

  Michael Miller Berkshire Hathaway NE Prop.

  17 Vermont Ave, Fairfield, CT 06824
• 

  $1,200,000 Sold Sep 18, 2025

  131 Sasco Hill Rd, Fairfield, CT 06824

  • 4 Beds
  • 2.5 Baths
  • 4,249 Sq Ft
  • Built 1939

  Last Sold Summary

  • 4% Below List Price
  • $282/SF
  • 61 Days On Market

  Current Estimated Value $1,226,024

  Last Listing Agent Ed Pinto The Pinto Group R. E. Services

  131 Sasco Hill Rd, Fairfield, CT 06824
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  Est $2,317,106 Not Listed For Sale

  8 Darbrook Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 3,648 Sq Ft
  • Built 1960

  8 Darbrook Rd, Westport, CT 06880

  Last Sold Summary

  • 3% Above List Price
  • $617/SF
  • 12 Days On Market

  Last Sold Price $2,250,000

  Last Listing Agent Michael Mombello Compass Connecticut, LLC
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  /36

  $559,900 Coming Soon

  • 5 Beds
  • 2.5 Baths
  • 2,403 Sq Ft

  1036 Maplewood Ave Unit 1038, Bridgeport, CT 06605

  Renovated in 2025 this 2 family home features 11 Rooms, 5 Bedrooms, 2 Full & 1 Half Bathrooms. Apartment 1 features 5 Rooms, 2 Bedrooms, 1 Bathroom. Apartment 2 features 2 floors of living with 6 Rooms, 3 Bedrooms, 1 Full & 1 Half Bathroom. You are within a few minutes drive to everything including | 0.45 miles to I-95 | 0.5 miles to all major shopping | 1.1 miles to St Vincent hospital | 1.1

  Paul Ferreira RE/MAX Right Choice

  1036 Maplewood Ave Unit 1038, Bridgeport, CT 06605
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  /12

  $2,300 total monthly price

  • 3 Beds
  • 1 Bath
  • 2,676 Sq Ft
  • Townhouse for Rent

  725 Beechwood Ave Unit 727, Bridgeport, CT 06605

  Beautifully renovated second-floor apartment featuring 3 spacious bedrooms and 1 full bathroom, offering modern finishes and comfortable living. Fully updated, this unit boasts a brand-new kitchen with stylish cabinets, sleek countertops, and new appliances, along with a modern bathroom designed with contemporary fixtures. Enjoy luxury vinyl flooring, fresh neutral paint, and recessed lighting

  Angel Mora eXp Realty

  725 Beechwood Ave Unit 727, Bridgeport, CT 06605
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  $1,950,000 Sold Jul 01, 2025

  257 James St, Fairfield, CT 06824

  • 5 Beds
  • 3.5 Baths
  • 3,136 Sq Ft
  • Built 2015

  Last Sold Summary

  • 2% Below List Price
  • $622/SF
  • 32 Days On Market

  Current Estimated Value $2,007,005

  Last Listing Agent Jackie Davis William Raveis Real Estate

  257 James St, Fairfield, CT 06824
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  Est $2,196,544 Not Listed For Sale

  5 Thomas Rd, Westport, CT 06880

  • 3 Beds
  • 4 Baths
  • 2,620 Sq Ft
  • Built 1934

  5 Thomas Rd, Westport, CT 06880

  Last Sold Summary

  • 9% Above List Price
  • $769/SF
  • 29 Days On Market

  Last Sold Price $2,015,000

  Last Listing Agent Mersene Norbom William Pitt
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  /2

  $199,000

  • Land
  • 0.06 Acre
  • $3,316,667 per Acre

  150 Clinton Ave, Bridge Port, CT 06605

  Opportunity knocks at 150 Clinton Avenue! This level and cleared lot is ideally situated in Bridgeport's West End, offering excellent proximity to the vibrant Black Rock neighborhood, Bridgeport Hospital, Seaside Park, and major transportation routes including I-95 and the Metro-North station. Public utilities available at the street. Whether you're an investor, developer, or owner-occupant, this

  Melanie Billie BHGRE Gaetano Marra Homes

  150 Clinton Ave, Bridge Port, CT 06605
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  /8

  $5,950 total monthly price

  • 4 Beds
  • 3.5 Baths
  • 3,678 Sq Ft
  • House for Rent

  174 Post Rd W, Westport, CT 06880

  Spacious home with charm and character. EIK, formal dining room, front to back living room 4 bedrooms (one currently being used as an office) 3.5 baths. Full basement Private back yard. Convenient location, minutes to town. Property shared with rear unit. Lawn maintenance included in rent.

  Sandra Calise Cenatiempo Settlers & Traders

  174 Post Rd W, Westport, CT 06880
• 

  $555,000 Sold Aug 05, 2025

  245 Unquowa Rd Unit 30, Fairfield, CT 06824

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1964

  Last Sold Summary

  • 11% Above List Price
  • $539/SF
  • 34 Days On Market

  Current Estimated Value $544,671

  Last Listing Agent Patty Eilenberg Berkshire Hathaway NE Prop.

  245 Unquowa Rd Unit 30, Fairfield, CT 06824
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  Est $1,132,604 Not Listed For Sale

  6 Pondside Dr, Westport, CT 06880

  • 2 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1981

  6 Pondside Dr, Westport, CT 06880

  Last Sold Summary

  • 16% Above List Price
  • $939/SF
  • 19 Days On Market

  Last Sold Price $980,000

  Last Listing Agent Susan Vanech Compass Connecticut, LLC
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  /32

  $275,000

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft

  2660 North Ave Unit 238, Bridgeport, CT 06604

  This freshly painted, move-in-ready condo in Bridgeport's desirable North End features 2 full bathrooms and a bright, open-concept layout. The first-floor living room boasts beautiful hardwood floors, while the updated kitchen and spacious bedrooms offer comfort and style. One bedroom includes a bonus 3rd-floor loft-perfect as a home office, playroom, or extra sleeping area. Enjoy elevator

  Rafael Suarez Yellowbrick Real Estate LLC

  2660 North Ave Unit 238, Bridgeport, CT 06604
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  /14

  $2,400 total monthly price

  • 2 Beds
  • 1 Bath
  • 888 Sq Ft
  • House for Rent

  751 Old Stratfield Rd, Fairfield, CT 06825

  Move right into this beautifully updated first-floor 2-bedroom rental in Fairfield. Featuring newly refinished gleaming hardwood floors throughout and a completely renovated kitchen with granite countertops, brand-new appliances, and recessed lighting. Enjoy the convenience of in-unit laundry, with washer and dryer included. This unit includes one garage bay plus one driveway parking space.

  Amie Belile William Raveis Real Estate

  751 Old Stratfield Rd, Fairfield, CT 06825
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  $2,050,000 Sold Mar 14, 2025

  792 Hulls Farm Rd, Southport, CT 06890

  • 4 Beds
  • 5.5 Baths
  • 3,954 Sq Ft
  • Built 1980

  Last Sold Summary

  • 8% Above List Price
  • $518/SF
  • 17 Days On Market

  Current Estimated Value $2,083,758

  Last Listing Agent Wendy Ryan Brown Harris Stevens

  792 Hulls Farm Rd, Southport, CT 06890
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  Est $887,215 Not Listed For Sale

  25 Crescent Rd, Westport, CT 06880

  • 3 Beds
  • 1 Bath
  • 1,472 Sq Ft
  • Built 1954

  25 Crescent Rd, Westport, CT 06880

  Last Sold Summary

  • 29% Above List Price
  • $469/SF
  • 14 Days On Market

  Last Sold Price $690,000

  Last Listing Agent Tara Chlupsa Coldwell Banker Realty
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  /39

  $3,649,000

  • 5 Beds
  • 4.5 Baths
  • 5,515 Sq Ft

  2683 Bronson Rd, Fairfield, CT 06824

  In the heart of Greenfield Hill proper at the top of Bronson Road, this special and truly unique estate presents a rare opportunity in one of Fairfield's most coveted locations. Set on just over two acres of beautifully landscaped, professionally photographed grounds, the property reflects a timeless elegance that would be extraordinarily costly to replicate today. Across from a distinguished

  Tara Hawley Coldwell Banker Realty

  2683 Bronson Rd, Fairfield, CT 06824
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  /10

  $1,600 total monthly price

  • 1 Bed
  • 1 Bath
  • 850 Sq Ft
  • Apartment for Rent

  2979 Fairfield Ave Unit 1R, Bridgeport, CT 06605

  Discover this renovated 1-bed, 1-bath first-floor apartment in the desirable Black Rock neighborhood of Bridgeport. Boasting approximately 850 sq ft of living space, this unit features high-efficiency heating and air conditioning, in-unit washer & dryer. Thoughtfully updated with modern conveniences, the home offers a comfortable layout perfect for daily living. One year lease, 1st months rent +

  Samuel Miko Coldwell Banker Realty

  2979 Fairfield Ave Unit 1R, Bridgeport, CT 06605
• 

  $850,000 Sold Oct 17, 2025

  110 Cross Hwy, Westport, CT 06880

  • 3 Beds
  • 2.5 Baths
  • 2,408 Sq Ft
  • Built 1956

  Last Sold Summary

  • 26% Below List Price
  • $353/SF
  • 105 Days On Market

  Current Estimated Value $891,785

  Last Listing Agent Kelly Loucas Compass Connecticut, LLC

  110 Cross Hwy, Westport, CT 06880
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  Est $2,046,535 Not Listed For Sale

  25 Colony Rd, Westport, CT 06880

  • 4 Beds
  • 2.5 Baths
  • 3,548 Sq Ft
  • Built 1966

  25 Colony Rd, Westport, CT 06880

  Last Sold Summary

  • 17% Above List Price
  • $493/SF
  • 81 Days On Market

  Last Sold Price $1,750,000

  Last Listing Agent Marilyn Heffers Coldwell Banker Realty
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  /36

  $3,988,000 Open Thu 11AM - 2PM

  • 4 Beds
  • 8 Baths
  • 7,971 Sq Ft

  475 Fence Row Dr, Fairfield, CT 06824

  Set within The Ridge in Greenfield Hill, Fairfield's gated residential community, this residence originally designed by renowned architect Bill Blanski has been completely rebuilt and thoughtfully reimagined with the scale and finish of new construction. Spanning over 7,500 square feet, the home offers four bedrooms and six full and two half baths, with wide plank oak floors, multiple fireplaces,

  Erin Melson The Agency

  475 Fence Row Dr, Fairfield, CT 06824
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  /9

  $2,375 total monthly price

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Apartment for Rent

  75 Ash St, Bridgeport, CT 06605

  Updated 3BR/1BA first-floor apartment for rent. This unit features new kitchen cabinets, new flooring throughout, and abundant natural light that creates a bright, welcoming living space. Includes 1 off-street parking space in driveway.

  Sheena Henderson Keller Williams Realty

  75 Ash St, Bridgeport, CT 06605
• 

  $589,000 Sold Oct 02, 2025

  157 Brentwood Ave Unit 157, Fairfield, CT 06825

  • 4 Beds
  • 3.5 Baths
  • 1,901 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Above List Price
  • $310/SF
  • 77 Days On Market

  Current Estimated Value $618,951

  Last Listing Agent Shoshana Snyder William Raveis Real Estate

  157 Brentwood Ave Unit 157, Fairfield, CT 06825
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  Est $4,157,521 Not Listed For Sale

  11 Over Rock Ln, Westport, CT 06880

  • 6 Beds
  • 7.5 Baths
  • 11,231 Sq Ft
  • Built 2004

  11 Over Rock Ln, Westport, CT 06880

  Last Sold Summary

  • 17% Below List Price
  • $445/SF
  • 47 Days On Market

  Last Sold Price $5,000,000

  Last Listing Agent Karen Scott Compass Connecticut, LLC
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  /40

  $10,995,000

  • 7 Beds
  • 9 Baths
  • 8,232 Sq Ft

  19 Beachside Common, Westport, CT 06880

  Experience the ultimate in luxury with this custom-designed Bluewater Home, nestled on a sought after Greens Farms cul-de-sac. This exceptional waterfront property offers panoramic water views from nearly every room, creating a serene and picturesque setting. The bright and modern home features seven bedrooms across four expansive levels, offering ample space for living, working, and

  Gina Hackett Compass Connecticut, LLC

  19 Beachside Common, Westport, CT 06880
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  /10

  $1,950 total monthly price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • House for Rent

  179 Longview Ave Unit B, Fairfield, CT 06824

  Renovated studio/one bed in Fairfield, CT. ALL UTILITiES INCLUDED. Kitchen w/ granite countertops. Electric Range. Washer Dryer in unit. You'll find them in a separate room that could work as a Home Office. Great value for Fairfield. 2 person occupancy limit. Will consider pets on a case by case basis!! Unbelievable value. The pictures do not do it justice. This apartment won't last! Contact to

  Anthony Gigliotti Keller Williams Realty

  179 Longview Ave Unit B, Fairfield, CT 06824
• 

  $2,060,000 Sold Jul 30, 2025

  180 Merwins Ln, Fairfield, CT 06824

  • 4 Beds
  • 5 Baths
  • 5,081 Sq Ft
  • Built 1958

  Last Sold Summary

  • 6% Above List Price
  • $405/SF
  • 11 Days On Market

  Current Estimated Value $2,042,964

  Last Listing Agent Shoshana Snyder William Raveis Real Estate

  180 Merwins Ln, Fairfield, CT 06824
• 

  Est $1,893,141 Not Listed For Sale

  6 River Oaks Rd, Westport, CT 06880

  • 4 Beds
  • 3 Baths
  • 2,364 Sq Ft
  • Built 1953

  6 River Oaks Rd, Westport, CT 06880

  Last Sold Summary

  • 5% Above List Price
  • $761/SF
  • 12 Days On Market

  Last Sold Price $1,800,000

  Last Listing Agent Barbara Bross Coldwell Banker Realty

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