74,376

Middlesex County, CT Homes

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  • 20 Morgan Park, Clinton, CT 06413
    20 Morgan Park, Clinton, CT 06413
    20 Morgan Park, Clinton, CT 06413
    /23

    $550,000

    Under Contract
    • 4 Beds
    • 2 Baths
    • 1,238 Sq Ft

    20 Morgan Park, Clinton, CT 06413

    Please submit highest and best by Monday at 10am. Welcome home to this well-maintained ranch, ideally situated on a quiet street in Clinton. Offering the ease of one-floor living with additional flexible space for guests or extended family, this home has been lovingly cared for and is ready for its next chapter. The main level features beautiful hardwood floors throughout, three comfortable

    Meig Walz Newcomb Coldwell Banker Realty

    20 Morgan Park, Clinton, CT 06413
  • 28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457
    28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457
    28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457
    /14

    $1,382

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457

    Welcome to 60 Lake Street in Middletown, CT! This bright second-floor unit features a spacious kitchen with plenty of storage, two rooms with generous closet space, a sunny bonus sunroom, laundry hookups, and a convenient entryway with additional storage. Located on the corner of Lake Street and Durant Terrace, this unit offers plenty of space and natural light.Resident Benefits

    28 Durant Terrace Unit 60 Lake St, Floor 2, Middletown, CT 06457
  • 19 Winthrop Blvd, Cromwell, CT 06416

    $340,000

    Sold Jul 14, 2026

    19 Winthrop Blvd, Cromwell, CT 06416

    • 3 Beds
    • 1.5 Baths
    • 1,104 Sq Ft
    • Built 1961

    Last Sold Summary

    • 3% Above List Price
    • $308/SF
    • 5 Days On Market

    Current Estimated Value $340,304

    Last Listing Agent Arthur Forcier Vision Real Estate

    19 Winthrop Blvd, Cromwell, CT 06416
    • 113 Meshomasic Trail, Portland, CT 06480

      Est $672,073

      Not Listed For Sale

      113 Meshomasic Trail, Portland, CT 06480

      • 4 Beds
      • 2.5 Baths
      • 2,595 Sq Ft
      • Built 2017
      113 Meshomasic Trail, Portland, CT 06480

      Last Sold Summary

      • 50 Days On Market

      Last Listing Agent Carl Guild Carl Guild & Associates

  • 35 School House Rd, Old Saybrook, CT 06475
    35 School House Rd, Old Saybrook, CT 06475
    35 School House Rd, Old Saybrook, CT 06475
    /40

    $499,999

    • 3 Beds
    • 1 Bath
    • 2,718 Sq Ft

    35 School House Rd, Old Saybrook, CT 06475

    This Bright, freshly Painted, 1951 3 bedroom Ranch is located on Schoolhouse Road in Old Saybrook, Connecticut with quintessential New England charm, public beaches and parks, major access to interstate and state highways, commuter rails and long distance railways, and public transportation a short walk away. The property is situated on a .87 acre level lot, and has a two Car detached, oversized

    Edward Kelley Re/Max Valley Shore

    35 School House Rd, Old Saybrook, CT 06475
  • 4 Woodland Dr, Cromwell, CT 06416
    4 Woodland Dr, Cromwell, CT 06416
    4 Woodland Dr, Cromwell, CT 06416
    /23

    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 854 Sq Ft
    • Apartment for Rent

    4 Woodland Dr, Cromwell, CT 06416

    Welcome to Woodland Heights! This First Floor unit offers two-bedrooms, One Full Bathroom UPDATED 9/2026. Spacious and Open concept design seamlessly connects the living room to the dining area and kitchen, creating an ideal flow for everyday living. The recently UPDATED kitchen is light and bright! Featuring newer Appliances , granite counter tops, white cabinetry with thoughtfully placed pantry

    Lina D'Angelo Coldwell Banker Realty

    4 Woodland Dr, Cromwell, CT 06416
  • 95 Main St, Essex, CT 06426

    $590,000

    Sold Dec 15, 2025

    95 Main St, Essex, CT 06426

    • 3 Beds
    • 4 Baths
    • 2,394 Sq Ft
    • Built 1994

    Last Sold Summary

    • $246/SF
    • 38 Days On Market

    Last Listing Agent Gigi Giordano Taylor Compass Connecticut, LLC

    95 Main St, Essex, CT 06426
    • 304 Town St, East Haddam, CT 06423

      Est $216,741

      Not Listed For Sale

      304 Town St, East Haddam, CT 06423

      304 Town St, East Haddam, CT 06423

      Last Sold Summary

      • 183 Days On Market

      Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

  • 16 Jones Ln, Deep River, CT 06417
    16 Jones Ln, Deep River, CT 06417
    16 Jones Ln, Deep River, CT 06417
    /40

    $329,900

    Pending
    • 2 Beds
    • 1 Bath
    • 1,015 Sq Ft

    16 Jones Ln, Deep River, CT 06417

    Great Deep River opportunity in the most charming neighborhood 1/2 mile to downtown, little over a mile to Deep River Landing and approx 2-minute drive to Route 9 access! Storybook 1900's home adorned with absolutely beautiful plantings, trees and shrubbery with something always blooming during growing seasons! Energy conscious home is packed with value. Rare offering of geothermal combined with

    Matt Christie Berkshire Hathaway NE Prop.

    16 Jones Ln, Deep River, CT 06417
  • 2315 Cromwell Hills Dr, Cromwell, CT 06416
    2315 Cromwell Hills Dr, Cromwell, CT 06416
    2315 Cromwell Hills Dr, Cromwell, CT 06416
    /22

    $1,900

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • 1,057 Sq Ft
    • Condo for Rent

    2315 Cromwell Hills Dr, Cromwell, CT 06416

    Welcome to this spacious and beautifully updated top-floor ranch-style condo with heat and hot water included in the rent. This move-in-ready home features fresh paint, many updates, including granite countertops, new cabinets and new stainless appliances. The spacious primary bedroom offers a walk-in closet and en-suite half-bath, an additional full bathroom and a second generously sized

    2315 Cromwell Hills Dr, Cromwell, CT 06416
  • 85 Meech Rd, Middletown, CT 06457

    $315,000

    Sold Nov 25, 2025

    85 Meech Rd, Middletown, CT 06457

    • 3 Beds
    • 1 Bath
    • 1,267 Sq Ft
    • Built 1953

    Last Sold Summary

    • 5% Above List Price
    • $249/SF
    • 4 Days On Market

    Current Estimated Value $325,002

    Last Listing Agent Theresa Bitondo Berkshire Hathaway NE Prop.

    85 Meech Rd, Middletown, CT 06457
  • 69 Ray Hill Rd, East Haddam, CT 06423
    69 Ray Hill Rd, East Haddam, CT 06423
    69 Ray Hill Rd, East Haddam, CT 06423
    /40

    $569,900

    Under Contract
    • 3 Beds
    • 2 Baths
    • 2,808 Sq Ft

    69 Ray Hill Rd, East Haddam, CT 06423

    Distinctive, private, and filled with character, this stunning A-frame post-and-beam home is set on 2.21 lightly wooded acres in beautiful East Haddam. From the moment you arrive, the dramatic architecture, circular driveway, mature landscaping, and peaceful setting make this property stand apart. Inside, soaring cathedral ceilings, exposed beams, walls of windows, and warm wood details create an

    Kelley Vanacore Century 21 AllPoints Realty

    69 Ray Hill Rd, East Haddam, CT 06423
  • 26 Kelsey Rd, Clinton, CT 06413
    26 Kelsey Rd, Clinton, CT 06413
    26 Kelsey Rd, Clinton, CT 06413
    /18

    $2,199 Per Month

    • 2 Beds
    • 1 Bath
    • 1,080 Sq Ft
    • House for Rent

    26 Kelsey Rd, Clinton, CT 06413

    ACADEMIC Rental 9.13.26- 6.23.27. Move right into this fully furnished, cute and sweet cape! 2 bedrooms and a full bath on the main level, and a large primary bedroom just up the stairs. Wonderful private yard with deck, beach association, and gorgeous views. So much to love here! Minimum 500 Credit Score.

    Marissa McCue William Pitt Sotheby's Int'l

    26 Kelsey Rd, Clinton, CT 06413
  • 30 Orange Rd Unit 30, Middletown, CT 06457

    $225,000

    Sold Dec 15, 2025

    30 Orange Rd Unit 30, Middletown, CT 06457

    • 2 Beds
    • 1.5 Baths
    • 880 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Above List Price
    • $256/SF
    • 9 Days On Market

    Current Estimated Value $232,095

    Last Listing Agent Martin Piggot Boyden Real Estate Company,LLC

    30 Orange Rd Unit 30, Middletown, CT 06457
    • 6 Foster Ln, Essex, CT 06426

      Not Listed For Sale

      6 Foster Ln, Essex, CT 06426

      • 1 Bed
      • 1 Bath
      • 1,416 Sq Ft
      • Built 2022
      6 Foster Ln, Essex, CT 06426

      Last Sold Summary

      • 117 Days On Market

      Last Listing Agent Peg Mitchel Coldwell Banker Realty

  • 64 Ryan St, Middletown, CT 06457
    64 Ryan St, Middletown, CT 06457
    64 Ryan St, Middletown, CT 06457
    /37

    $379,900

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

    64 Ryan St, Middletown, CT 06457

    Well maintained 3 bedroom home with flexible floor plan. 1 bedroom on the first floor, as well as 2 full baths, Living room, and eat-in kitchen. The second floor has 2 additional bedrooms. 1st Floor Laundry. New Furnace. Splits for air condioning. 200 amp elec. Panel w/ Generator hook up. New detached 3 car garage with loft are above.

    Craig Milton Re/Max Valley Shore

    64 Ryan St, Middletown, CT 06457
  • 1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457
    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457
    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457
    /16

    $1,657

    Total Monthly Price

    • 2 Beds
    • 1.5 Baths
    • Condo for Rent

    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457

    Spacious 2-bedroom, 1.5-bath apartment in Middletown! This unique two-level unit features an open main living, dining, and kitchen area with included appliances, plus convenient in-unit laundry. Enjoy an additional flexible space perfect for storage, a playroom, or a home office. Upstairs, you'll find two comfortable bedrooms with generous closets and extra storage, along with a spacious full

    1185 Randolph Rd Unit 1185 Randolph Rd - Back Apartment, Middletown, CT 06457
  • 94 Little Meadow Rd, Haddam, CT 06438

    $395,000

    Sold Nov 12, 2025

    94 Little Meadow Rd, Haddam, CT 06438

    • 1 Bed
    • 1 Bath
    • 528 Sq Ft
    • Built 1942

    Last Sold Summary

    • 7% Below List Price
    • $748/SF
    • 325 Days On Market

    Current Estimated Value $504,870

    Last Listing Agent Jodi Miller Lisitano Eagle Eye Realty PLLC

    94 Little Meadow Rd, Haddam, CT 06438
    • 26 Flannery Row, East Hampton, CT 06424

      Est $739,614

      Not Listed For Sale

      26 Flannery Row, East Hampton, CT 06424

      26 Flannery Row, East Hampton, CT 06424

      Last Sold Summary

      • 109 Days On Market

      Last Listing Agent Anthony LaCava Berkshire Hathaway NE Prop.

  • 61 Springbrook Rd, Old Saybrook, CT 06475
    61 Springbrook Rd, Old Saybrook, CT 06475
    61 Springbrook Rd, Old Saybrook, CT 06475
    /25

    $525,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,296 Sq Ft

    61 Springbrook Rd, Old Saybrook, CT 06475

    Great opportunity to move into Old Saybrook! Need an in-law suite? This home has that possibility!!! The town of Old Saybrook is very open to ADUs, and this would be perfect- all you need to add is a kitchenette. This spacious two level raised ranch offers 1 floor living - ranch style on the second floor with 3 bedrooms and two baths, kitchen and dining and living room with LOTS of closet space

    Tina Rupp William Pitt Sotheby's Int'l

    61 Springbrook Rd, Old Saybrook, CT 06475
  • 166 Harvey Rd, Durham, CT 06422
    166 Harvey Rd, Durham, CT 06422
    166 Harvey Rd, Durham, CT 06422
    /15

    $3,500 Per Month

    • 3 Beds
    • 3 Baths
    • 2,786 Sq Ft
    • House for Rent

    166 Harvey Rd, Durham, CT 06422

    Welcome to your own private sanctuary in Durham-just 3 miles from Route 17, yet a world away from it all. Nestled beside 22,000 acres of Cockaponset State Forest, this Adirondack-style retreat offers nearly 2,700 sq ft of inviting living space on 3 serene, level acres. Whether you're sipping morning coffee on the covered deck or gathering around the massive 26-foot fieldstone fireplace, every

    Debbie Huscher Real Broker CT, LLC

    166 Harvey Rd, Durham, CT 06422
  • 2 Olde Flatbrook Rd, East Hampton, CT 06424

    $500,000

    Sold Oct 03, 2025

    2 Olde Flatbrook Rd, East Hampton, CT 06424

    • 3 Beds
    • 2 Baths
    • 2,044 Sq Ft
    • Built 1986

    Last Sold Summary

    • 5% Above List Price
    • $245/SF
    • 29 Days On Market

    Current Estimated Value $543,358

    Last Listing Agent Carl Guild Carl Guild & Associates

    2 Olde Flatbrook Rd, East Hampton, CT 06424
  • 151 E Main St Unit 19, Clinton, CT 06413
    151 E Main St Unit 19, Clinton, CT 06413
    151 E Main St Unit 19, Clinton, CT 06413
    /20

    $759,000

    $30K PRICE INCREASE
    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft

    151 E Main St Unit 19, Clinton, CT 06413

    Welcome to Sterling Sand Village - Coastal Living in Clinton Township. Discover the charm of Sterling Sand Village, a community under development, perfectly situated along the shoreline of Clinton Beach and Marina. Nestled in tranquil Clinton Township, this new development combines modern comfort with coastal beauty, offering an exceptional lifestyle just minutes from Clinton Premium Outlets,

    Gavin Sudhakar RE/MAX Right Choice

    151 E Main St Unit 19, Clinton, CT 06413
  • 51 Grove St Unit A, Portland, CT 06480
    51 Grove St Unit A, Portland, CT 06480
    51 Grove St Unit A, Portland, CT 06480
    /15

    $1,682

    Total Monthly Price

    • 3 Beds
    • 1 Bath
    • Condo for Rent

    51 Grove St Unit A, Portland, CT 06480

    Welcome to 51 Grove Street, Unit A in Portland! This spacious 3-bedroom, 1-bath unit features two comfortable living spaces, a large kitchen with plenty of cabinets and counter space, and three good-sized bedrooms with great natural light. The bathroom includes a full tub and shower, and there’s also basement access. Off-street driveway parking is available. Resident Benefits Package

    51 Grove St Unit A, Portland, CT 06480
  • 19 Evergreen Dr, Clinton, CT 06413

    $477,000

    Sold Apr 24, 2026

    19 Evergreen Dr, Clinton, CT 06413

    • 4 Beds
    • 2.5 Baths
    • 2,148 Sq Ft
    • Built 1965

    Last Sold Summary

    • 7% Below List Price
    • $222/SF
    • 79 Days On Market

    Current Estimated Value $485,858

    Last Listing Agent Kayla Chasse Compass Connecticut, LLC

    19 Evergreen Dr, Clinton, CT 06413
    • 15 Pecausett Trail, East Hampton, CT 06424

      Not Listed For Sale

      15 Pecausett Trail, East Hampton, CT 06424

      • 4 Beds
      • 2.5 Baths
      • 2,691 Sq Ft
      • Built 2024
      15 Pecausett Trail, East Hampton, CT 06424

      Last Sold Summary

      • 113 Days On Market

      Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  • 22 Ridgewood Rd, Colchester, CT 06415
    22 Ridgewood Rd, Colchester, CT 06415
    22 Ridgewood Rd, Colchester, CT 06415
    /28

    $285,000

    $75K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,300 Sq Ft

    22 Ridgewood Rd, Colchester, CT 06415

    Wow..REDUCED FOR QUICK SALE!! 3 bedroom year round home currently for sale at beautiful Lake Hayward..beautiful view and minutes from the main beach, tennis, basketball and family activities..remodeled kitchen with tile floor and center island w/granite.., gas log FP, large great room with wall of windows on the lake side and beautiful wood cathedral clg.. pull down attic, former elec space

    Cynthia Pond Berkshire Hathaway NE Prop.

    22 Ridgewood Rd, Colchester, CT 06415
  • 159 W Main St Unit B, Chester, CT 06412
    159 W Main St Unit B, Chester, CT 06412
    159 W Main St Unit B, Chester, CT 06412
    /15

    $1,900 Per Month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    159 W Main St Unit B, Chester, CT 06412

    LARGE 2 BEDROOM APARTMENT WITH NEWLY REDONE HARDWOOD FLOORS / FRESHLY PAINTED / UNIT HAS IT'S OWN FULL SIZE STACK WASHER & DRYER / UNIT IS RANCH ON THE SECOND FLOOR

    Tom Clancy William Pitt Sotheby's Int'l

    159 W Main St Unit B, Chester, CT 06412
  • 16 Augusta Cir, Moodus, CT 06469

    $295,000

    Sold Nov 07, 2025

    16 Augusta Cir, Moodus, CT 06469

    • 2 Beds
    • 1.5 Baths
    • 1,023 Sq Ft
    • Built 2007

    Last Sold Summary

    • 2% Below List Price
    • $288/SF
    • 26 Days On Market

    Current Estimated Value $304,317

    Last Listing Agent Adam Zak Century 21 Classic Homes

    16 Augusta Cir, Moodus, CT 06469
    • 16 Pecausett Trail, East Hampton, CT 06424

      Not Listed For Sale

      16 Pecausett Trail, East Hampton, CT 06424

      • 4 Beds
      • 2.5 Baths
      • 2,632 Sq Ft
      • Built 2024
      16 Pecausett Trail, East Hampton, CT 06424

      Last Sold Summary

      • 401 Days On Market

      Last Listing Agent Mark Toledo Berkshire Hathaway NE Prop.

  • 31 N Main St, Essex, CT 06426
    31 N Main St, Essex, CT 06426
    31 N Main St, Essex, CT 06426
    /26

    $2,195,000

    • 8 Baths
    • 12,155 Sq Ft

    31 N Main St, Essex, CT 06426

    Signature building in Essex Village. Originally the EE Dickinson corporate offices; grandfathered use in a residential zone. Reimagine this amazing space, water views, Essex Village, .78 acres of land, large footprint. Rare opportunity to own a cherished piece of Essex history

    Susan Malan William Pitt Sotheby's Int'l

    31 N Main St, Essex, CT 06426
  • 28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457
    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457
    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457
    /11

    $1,552

    Total Monthly Price

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457

    Come take a look at this spacious first-floor apartment at 58 Lake Street in Middletown, CT! This 2-bedroom unit features a comfortable living area with room for both living and dining, great closet space, a full bathroom with a tub, and a kitchen with two pantries, plenty of cabinets, and an in-unit washer & dryer.Resident Benefits Package Fee of $32 included in the listed rent for one

    28 Durant Terrace Unit 58 Lake Street Floor 1, Middletown, CT 06457
  • 207 Pettipaug Rd, Westbrook, CT 06498

    $440,000

    Sold Apr 15, 2026

    207 Pettipaug Rd, Westbrook, CT 06498

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $423/SF
    • 22 Days On Market

    Current Estimated Value $448,151

    Last Listing Agent Thomas Mele Social & Co Realty

    207 Pettipaug Rd, Westbrook, CT 06498
    • 147 Webster Ln, Middletown, CT 06457

      Not Listed For Sale

      147 Webster Ln, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 2024
      147 Webster Ln, Middletown, CT 06457

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.

  • 85 Oakcliff Rd, Middletown, CT 06457
    85 Oakcliff Rd, Middletown, CT 06457
    85 Oakcliff Rd, Middletown, CT 06457
    /40

    $585,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,908 Sq Ft

    85 Oakcliff Rd, Middletown, CT 06457

    Welcome Home! 85 Oakcliff is a beautifully updated 4-bedroom, 2.5 bath home in a desirable Middletown neighborhood, privately set back from the road. Featuring an updated kitchen, new windows throughout, remodeled baths and a finished walk-out basement with a full bathroom this home offers space, flexibility and privacy. The finished lower level provides potential for an in-law apartment or

    Carissa Mastriano GRL & Realtors, LLC

    85 Oakcliff Rd, Middletown, CT 06457
  • 210 Springbrook Rd, Old Saybrook, CT 06475
    210 Springbrook Rd, Old Saybrook, CT 06475
    210 Springbrook Rd, Old Saybrook, CT 06475
    /32

    $3,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • House for Rent

    210 Springbrook Rd, Old Saybrook, CT 06475

    Be the first to live in a tastefully remodeled Cape-Cod style home in Old Saybrook! Offering 3 bedrooms and 2 full-baths, this home has been renovated from top to bottom including brand-new wood floors, fresh paint, updated bathrooms with quartz countertops and tile floors, all-new appliances and much more. A brand-new furnace fueled by propane and a central air conditioning system with two

    Kate Lombardi Coccomo Real Estate LLC

    210 Springbrook Rd, Old Saybrook, CT 06475
  • 103 Fairway Dr, Portland, CT 06480

    $725,000

    Sold Aug 07, 2026

    103 Fairway Dr, Portland, CT 06480

    • 4 Beds
    • 2.5 Baths
    • 3,220 Sq Ft
    • Built 1994

    Last Sold Summary

    • 17% Above List Price
    • $225/SF
    • 4 Days On Market

    Current Estimated Value $614,399

    Last Listing Agent Lisa Fekete William Raveis Real Estate

    103 Fairway Dr, Portland, CT 06480
    • 151 Webster Ln, Middletown, CT 06457

      Not Listed For Sale

      151 Webster Ln, Middletown, CT 06457

      • 2 Beds
      • 2 Baths
      • 1,425 Sq Ft
      • Built 2023
      151 Webster Ln, Middletown, CT 06457

      Last Sold Summary

      • 248 Days On Market

      Last Listing Agent Phyllis Bysiewicz Berkshire Hathaway NE Prop.

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