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Homes for Sale in 33040

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  • /13

    $225,000

    5555 College Rd Unit Dolphin 7, Key West, FL 33040

    Best wet slip deal in Key West for up to 35' x 15' boat. Gated secure marina community with Bellingham floating docks, plenty of parking, a clubhouse and pool.This slip keeps your boat out of the water and includes a $40,000 HARBOR HOIST BOAT LIFT.Immediately across marina is fuel dock and ship's store.Drive in and park your car, start up your boat and immediately enjoy ingress /

    Jerry Hughes Beach Club Brokers (KW)

    5555 College Rd Unit Dolphin 7, Key West, FL 33040
  • /48

    $2,999,000

    • 3 Beds
    • 3.5 Baths
    • 2,219 Sq Ft

    1627 Johnson St, Key West, FL 33040

    1627 Johnson St. -- A Legacy of Design, A Life Fully Lived.Some homes reveal themselves slowly -- and this is one of them. Designed by the late Michael Ingram, one of Key West's most celebrated architects, this was his final project and, for three years, his own home. He built it the way he lived -- with intention, precision, and an uncompromising commitment to quality that no passing glance

    Suzanne Moore Suzanne Moore Real Estate

    1627 Johnson St, Key West, FL 33040
  • /40

    $1,229,000

    • 3 Beds
    • 3 Baths
    • 1,422 Sq Ft

    42 Coral Way, Key West, FL 33040

    Stunning 3 bed, 3 bath town home overlooking the pool with Transient License. You read that correctly, Short Term Rentals are allowed! This end unit is the biggest floor plan built in Coral Hammock. #42 has many upgrades not seen in the others within the gated community. Boasts totally renovated kitchen w/ NEW granite counter tops, cabinets (w/ soft close drawer / cabinet doors), farmhouse sink &

    Walt Lee Berkshire Hathaway HomeServices Knight & Gardner Realty

    42 Coral Way, Key West, FL 33040
  • /61

    $1,195,000

    • 3 Beds
    • 3 Baths
    • 1,392 Sq Ft

    15 Coral Way, Key West, FL 33040

    Nestled inside the intimate, gated Coral Hammock community of just 55 properties, this 3 bed, 3 bathroom home is a perfect option for full-time single-family living or the ease of a lock-and-leave lifestyle with it's transient license making it a great income-producing rental property. Built in 2004 and meticulously maintained, this is the rare Stock Island find that checks every box. Step

    Krystal Thomas eXp Realty LLC Southernmost Branch

    15 Coral Way, Key West, FL 33040
  • /49

    $1,000,000

    • 3 Beds
    • 2 Baths
    • 895 Sq Ft

    813 2nd St, Key West, FL 33040

    Mermaid Landing: Investment Opportunity & Coastal Retreat Discover a one-of-a-kind property in the Florida Keys that offers unparalleled flexibility — Mermaid Landing. This 3-bedroom, 2-bathroom home is perfect for savvy investors or those seeking a personal paradise, featuring rare access to a beach on the Gulf of Mexico. Located just 15 minutes from Key West, the property currently generates

    Clarence Clark Key West Luxury Real Estate Inc (KW)

    813 2nd St, Key West, FL 33040
  • /2

    $225,000

    • Land
    • 2.39 Acres
    • $94,142 per Acre

    6810 Front St, Key West, FL 33040

    Great opportunity to own a deep water slip minutes from Key West.

    6810 Front St, Key West, FL 33040
  • /2

    $225,000

    6810 Front St Unit SC-M 4, Stock Island, FL 33040

    Great opportunity to own deep water slip minutes from Key West.

    Marc Ulanowski Equestrian Sotheby's International Realty

    6810 Front St Unit SC-M 4, Stock Island, FL 33040
  • /43

    $2,900,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1701 Laird St, Key West, FL 33040

    Seclusion meets striking contemporary design in this elevated sanctuary, positioned just moments from Higgs Beach and White Street Pier. Behind a signature pivoting red gate and architectural peekaboo wall, the residence unfolds as a curated experience of light and geometry. The entry foyer--anchored by a sun-drenched desk nook and an open-tread staircase--leads to a living space defined by

    Brenda Donnelly Brenda Donnelly Real Estate LLC

    1701 Laird St, Key West, FL 33040
  • /36

    $3,595,000

    • 4 Beds
    • 4.5 Baths
    • 2,250 Sq Ft

    710 Caroline St, Key West, FL 33040

    An extraordinary opportunity to own one of Key West's most coveted addresses -- iconic Caroline Street in the Historic Seaport, just steps from Duval Street. Fully renovated in 2023, this stunning residence was completely redesigned, raised to modern flood standards, and upgraded with impact-rated windows and doors, delivering a rare combination of historic charm, modern luxury, and total peace

    jesse friedman Real Broker, LLC

    710 Caroline St, Key West, FL 33040
  • /27

    $1,300,000

    • 4 Beds
    • 2 Baths
    • 1,685 Sq Ft

    1 Riviera Dr, Key West, FL 33040

    Welcome to your piece of paradise in the Lower Florida Keys. Situated on a spacious 11,475-square-foot corner lot, this elevated and fully remodeled 4-bedroom, 2-bathroom home offers over 1,680 square feet of comfortable island living. The thoughtfully updated interior features a beautiful kitchen with granite countertops, premium Viking appliances, upgraded electrical, and a new central air

    Monika Rydzak eXp Realty LLC KW Branch

    1 Riviera Dr, Key West, FL 33040
  • /34

    $5,500

    • 3 Beds
    • 3 Baths
    • 1,380 Sq Ft

    37 Palm Dr, Key West, FL 33040

    Turnkey Waterfront Living in Saddlebunch Key - $5,500/month This fully furnished 3 bed, 3 bath canal-front home offers the ultimate Keys lifestyle just behind Baby's Coffee. Enjoy quick access to open water with your own boat lift, perfect for fishing or sunset cruising. Spacious open-concept living, updated kitchen, and outdoor entertaining areas make this a perfect getaway or full-time

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    37 Palm Dr, Key West, FL 33040
  • /26

    $868,000

    • 2 Beds
    • 2 Baths
    • 798 Sq Ft

    3625 Seaside Dr Unit 25410, Key West, FL 33040

    Rare opportunity to own a transiently licensed 2-bedroom, 2-bathroom condo in Key West, offering exceptional flexibility for personal use and short-term vacation rental income. Located within the sought-after Sunrise Suites community, this beautifully updated residence combines modern coastal style with a prime island location just minutes from beaches, Old Town, and Key West's most popular

    Richard Haskins Buy The Keys

    3625 Seaside Dr Unit 25410, Key West, FL 33040
  • /32

    $5,500

    • 3 Beds
    • 3 Baths
    • 1,380 Sq Ft

    59 Palm Dr, Key West, FL 33040

    Enjoy the Keys lifestyle in this stunning canal-front 3-bedroom, 3-bathroom elevated modular home, located in the desirable Bay Point neighborhood, just behind Baby's Coffee. Available for $5,500 per month, this 2015-built home offers modern amenities and a spacious layout perfect for comfortable living. The lower level features a bedroom with a full bath, 9-foot ceilings, and access to a covered

    Agent Photo

    Dan Serban

    Key West Luxury Real Estate Inc (KW)

    59 Palm Dr, Key West, FL 33040
  • /39

    $1,799,765

    • 3 Beds
    • 3 Baths
    • 1,502 Sq Ft

    1523 Seminary St, Key West, FL 33040

    Discover the perfect blend of island charm, comfort, and versality in this exceptional Key West property featuring a main residence and a spacious guest house. The main home offers 2 bed, and 2 baths thoughtfully designed with bright, open living space and classic Key West character. Added value is the separate guest house featuring an open concept floor plan, a beautiful bathroom, with open

    Christine EckArt Berkshire Hathaway HomeServices Knight & Gardner Realty

    1523 Seminary St, Key West, FL 33040
  • /33

    $564,000

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,071 Sq Ft

    3930 S Roosevelt Blvd Unit S205, Key West, FL 33040

    Best Priced 3 BR Property on Key West! Stop throwing away money on rent and step into Key West homeownership with this 3 BR and 2 BA value. Properties like this are rare in the Key West market when considering the value pricing and the affordable costs of ownership with low condo fees, insurance and taxes. Offering granite tile floors, an upgraded kitchen, and crown molding and trim details, the

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    3930 S Roosevelt Blvd Unit S205, Key West, FL 33040
  • /10

    $3,650,000

    • 4 Beds
    • 2.5 Baths
    • 2,604 Sq Ft

    1017 Washington St, Key West, FL 33040

    Stunning possibilities abound for this home on a double lot on the best street in the much sought after Casa Marina neighborhood in Key West. 1017 Washington Street is a renovation away from being your trophy property. The existing house has lots of room with 2,604 square feet of finished space with 4 bedrooms and 2.5 bathrooms. The oversized lot has even more room with 10, 724 square feet, a

    Ralph Sanchez Century 21 All Keys Inc (KW)

    1017 Washington St, Key West, FL 33040
  • /12

    $499,000

    5950 Peninsular Ave Unit 643, Key West, FL 33040

    Own not rent your very own 50 x 22 liveaboard boat slip in Key West/Stock Island. Not many opportunities like this so do not hesitate! Located at the prestigious Oceans Edge Resort & Marina. It is a premium deeded and 9' control draft deep water slip with direct access to the Atlantic Ocean. This Marina is the home to many Luxury Yachts and Larger Boats. Owners are able to enjoy the wonderful

    Stacey Pillari Berkshire Hathaway HomeServices Knight & Gardner Realty

    5950 Peninsular Ave Unit 643, Key West, FL 33040
  • /36

    $1,799,000

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    2101 Harris Ave, Key West, FL 33040

    There is something special about a home where everything has already been done for you, and at 2101 Harris Avenue, all that is left is to move in and start enjoying it!Completely reimagined from top to bottom in 2025, this beautifully renovated Midtown East home feels fresh, welcoming, and ready for its next chapter. Set on a fully fenced corner lot with all new landscaping, the property

    The Spottswood Team Truman & Co. (KW)

    2101 Harris Ave, Key West, FL 33040
  • /30

    $1,849,000

    • 2 Beds
    • 2 Baths
    • 1,469 Sq Ft

    1800 Atlantic Blvd Unit 315B, Key West, FL 33040

    TRANSIENT investment opportunity awaits. Spacious 2bd/2ba situated in the centrally located waterfront community of 1800 Atlantic. Large covered balcony overlooks a lush tropical courtyard with huge beachfront pool, hot tub and distant ocean view. Offered fully furnished turnkey with a strong professionally managed vacation rental history and future rentals already in place. Recently underwent a

    Wendy Zintsmaster Truman & Co. (KW)

    1800 Atlantic Blvd Unit 315B, Key West, FL 33040
  • /23

    $775,000

    $64K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 712 Sq Ft

    508 Louisa St Unit 3, Key West, FL 33040

    TRANSIENT LICENCE RECEIVERSHIP ZONE! Welcome to your slice of paradise in Key West! This charming 2-bedroom, 2-bathroom condo located just steps from Duval Street offers an incredible opportunity. Currently utilized as an income-producing vacation rental, this home presents the perfect blend of comfort and convenience. Nestled in the heart of Key West, this condo boasts proximity to renowned

    Paul Brooks Compass Florida, LLC

    508 Louisa St Unit 3, Key West, FL 33040
  • /34

    $639,000

    • 1 Bed
    • 1 Bath
    • 535 Sq Ft

    1402 Olivia St Unit 2, Key West, FL 33040

    Discover your ideal pied-à-terre in the heart of Key West! This charming 1-bedroom, 1-bathroom apartment on Olivia Street offers a perfect blend of comfort and convenience. Featuring two balconies, you can enjoy your morning coffee or unwind in the evening while soaking up the tropical vibes. The cozy living space is adorned with modern finishes, complemented by a well-equipped kitchen that makes

    Paul Brooks Compass Florida, LLC

    1402 Olivia St Unit 2, Key West, FL 33040
  • /48

    $1,279,000

    • 2 Beds
    • 3.5 Baths
    • 1,824 Sq Ft

    25 Seaside South Ct, Key West, FL 33040

    Welcome to one of the most sought after gated communities in Key West Seaside Residences. This beautiful updated 2-bedroom 3.5 half bath offers 1824sq. ft of living space. It is a three-level townhouse with your own private elevator that accommodates all three levels.You have four private balconies on the top two floors which gives you a perfect view of the beautiful sunrises and sunsets. Not

    Louis Paez Coldwell Banker Schmitt Real Estate Co. (KW)

    25 Seaside South Ct, Key West, FL 33040
  • /51

    $2,300,000

    $150K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,086 Sq Ft

    1 Bougainvillea Ave, Key West, FL 33040

    Welcome to luxury waterfront living in sought-after Key Haven. Completely reimagined by Affiliated Builders, this stunning residence offers the perfect blend of sophisticated design, modern functionality, and island lifestyle. This home has been thoughtfully renovated with gorgeous designer finishes and meticulous attention to detail, creating a truly turnkey coastal retreat. The spacious floor

    Agent Photo

    Michelle Howerton

    Brenda Donnelly Real Estate LLC

    1 Bougainvillea Ave, Key West, FL 33040
  • /50

    $1,300,000

    • 3 Beds
    • 2 Baths
    • 784 Sq Ft

    611 Grinnell St Unit 4, Key West, FL 33040

    Embrace the enchantment of Old Key West Charm in this Beautifully Updated Historic Conch 3 Bedroom-2 Bath Home, featuring a Tropical Landscaped community Pool creating ultimate relaxation. This timeless Conch Cottage is nestled in a secure gated compound of six Key West Style Cottages. Low HOA Fee $288 Monthly includes Pool and Landscaping maintenance. This home is in an X500 Flood Zone, Banks do

    Daniel Cloud Water Vista Realty, Inc.

    611 Grinnell St Unit 4, Key West, FL 33040
  • /44

    $279,900

    • 1 Bed
    • 1 Bath
    • 681 Sq Ft

    55 Boca Chica Rd Unit 68, Key West, FL 33040

    Charming unit, bright, cheery and spacious. Corner lot with large concrete patio and space for parking. One Bedroom and One Bath and a side addition that serves as a Florida Room/Living room. 9x10 feet workshop/shed that looks like little house, high ceilings and very neat. This community is very special, it is close to Key West and residents are jovial and friendly. There is a library and

    Agent Photo

    Margarita Villoch

    Island Group Realty (KW)

    55 Boca Chica Rd Unit 68, Key West, FL 33040
  • /33

    $839,000

    • 2 Beds
    • 2 Baths
    • 944 Sq Ft

    1124 Olivia St Unit 321, Key West, FL 33040

    *** BEST PRICED 2/2 CONDO IN OLD TOWN *** Lionsgate community, heart of Old Town, one of Key West's most coveted small communities, known for its heated saltwater pool, lush tropical landscaping, and neighbors who actually know each other.Unit 321 sits on the second floor with vaulted ceilings, exposed beams, and an open layout that lives significantly larger than 944 sq ft. The kitchen and

    Juan Benitez Benitez Keller Williams Key West Compass Realty

    1124 Olivia St Unit 321, Key West, FL 33040
  • /30

    $4,500

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft

    21 E Circle Dr Unit B, Key West, FL 33040

    Open water home with 3 bedrooms, 2 bathrooms. Features upgraded plank tile floor, granite countertops, solid wood cabinets, Hardie board siding, low maintenance yard, tankless water heater, energy efficient appliances and AC, and large master suite with walk in closet. Massive rear deck 8' deep and 26' wide with ceiling fans - perfect to enjoy your open water views! Includes dock with boating

    Jimmy Lane Island Life Realty Experts

    21 E Circle Dr Unit B, Key West, FL 33040
  • /18

    $3,450

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    Unlisted Address

    Fully furnished La Brisa condo available through September 30, 2026. Electric, water and wi-fi included up to $200 per month. Washer and dryer in the unit. Covered carport, storage unit, central a/c, salt ponds view. Secured entry and building. La Brisa has an EV charging station, car wash area, tennis/pickleball court, barbecues, heated pool and hot tub and saunas No smoking, no pets, background

    Suzanne Washburn Coldwell Banker Schmitt Real Estate Co. (KW)

    Unlisted Address
  • /30

    $2,100,000

    Open Sat 11AM - 2PM
    • 3 Beds
    • 2 Baths
    • 1,665 Sq Ft

    1119 Whitehead St, Key West, FL 33040

    Tucked into the heart of Old Town, this beautifully restored residence pairs Key West's historic character with thoughtful modern updates--all just one block off Duval Street and three blocks from the iconic Southernmost Point. Taken down to the studs and fully renovated in 2018, the three-bedroom, two-bath home delivers high-end finishes throughout, plus the rare bonuses of a private gated

    Logan Guevremont Berkshire Hathaway HomeServices Knight & Gardner Realty

    1119 Whitehead St, Key West, FL 33040
  • /28

    $950,000

    • 3 Beds
    • 2 Baths
    • 1,286 Sq Ft

    1227 20th Terrace, Key West, FL 33040

    *Seller Motivated, told us to bring all reasonable Offers. 3/1 with a guest cottage/office space at rear of property with private full bath and kitchenette. 4/2 with cottage. All just awaiting a Buyers personal taste!. Huge lot with incredible area for big a beautiful pool! This is a perfect family 3/1 home in one of the best New Town neighborhoods. This fully gated home sits on a massive 7000 sf

    Wade Meyer Real Estate Management of Key West, LLC

    1227 20th Terrace, Key West, FL 33040
  • /19

    $3,975

    • 2 Beds
    • 2 Baths
    • 1,150 Sq Ft

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040

    Owners are licensed real estate brokers. Beautifully redecorated condo on 4th floor facing tranquil nature preserve. Hurricane shutters. One covered parking space and storage locker. Easy to show. Occupancy date negotiable. Newer appliances & HVAC including washer/dryer. BBQ pits on premises, along with pool, Jacuzzi, tennis court... (see supplement for full remarks). Across the street from

    Douglas Miller Amerirealty Corp (KW)

    1901 S Roosevelt Blvd Unit 404W, Key West, FL 33040
  • /53

    $2,250,000

    • 10 Beds
    • 6 Baths
    • 3,876 Sq Ft

    912 Pohalski St, Key West, FL 33040

    Prime Multi Unit property in Old Town. Six legal apartments with 6 off street parking spaces is rarely available.There is a total of 10 bedrooms and 6 baths, divided into Three 1bd/1ba units, Two 2 bd/1ba units and one 3bd/1ba unit. Two story CBS & Frame building has total of 3,876 sf. Building sits on good size 3,598 sf. lot that runs from Pohalski St. to Havana Lane giving each tenant easy

    Bobby Coe RE/MAX Keys Connection (KW)

    912 Pohalski St, Key West, FL 33040
  • /40

    $649,000

    $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft

    342 Boundary Ln, Key West, FL 33040

    Unpack and unwind at this gorgeous canal-front property nestled in peaceful Geiger Key! Tastefully renovated with quality finishes and thoughtful upgrades throughout, this spectacular property is a rare find. A stunning open-concept main living space evokes immediate relaxation with loads of natural light, canal views, and partial open water views. The beautifully designed kitchen, with every

    Agent Photo

    Lisa Ferringo

    Coldwell Banker Schmitt Real Estate Co

    342 Boundary Ln, Key West, FL 33040
  • /36

    $2,499,000

    Open Sat 11AM - 1PM
    • 3 Beds
    • 4 Baths
    • 2,502 Sq Ft

    1511 17th Terrace, Key West, FL 33040

    Stunning modern home in New Town offering 2,525 sq. ft. of beautifully designed living space on an 8,250 sq. ft. lot. This 3-bedroom, 2 full + 2 half bath home features a desirable split floor plan with a private primary suite, complete with a walk-through closet and spa-like ensuite bath, plus two guest bedrooms and a full bath.The open-concept living, dining, and kitchen area is ideal for

    Kelli Houze Berkshire Hathaway HomeServices Knight & Gardner Realty

    1511 17th Terrace, Key West, FL 33040
  • /60

    $4,195,000

    $100K PRICE DROP
    • 5 Beds
    • 7 Baths
    • 2,681 Sq Ft

    1311 Grinnell St, Key West, FL 33040

    New Construction & Furnished in Key West. Experience timeless Key West charm blended with modern luxury in this stunning property, re-built completely to the historic standard of the original home. Located in the highly sought-after Casa Marina neighborhood just five blocks from Higgs Beach and six blocks from Duval Street, this residence offers the ideal balance of privacy and proximity to all

    Agent Photo

    Jennifer Newman

    Truman & Co. (KW)

    1311 Grinnell St, Key West, FL 33040
  • /29

    $950,000

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,099 Sq Ft

    1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040

    Improved $40,000 Lower Price for an Amazing Full Ocean View, Top Floor Unit! Presumably the best view in the preferred South Wing of La Brisa Condominiums, enjoy a panoramic view of the Atlantic Ocean and all the activity and fun of Smather's Beach. Ready for your improvements, the condo has a modern open floor plan, spacious master suite with a large walk in closet, and a private balcony to

    Vic Musmanno Coldwell Banker Schmitt Real Estate Co. (KW)

    1901 S Roosevelt Blvd Unit 401S, Key West, FL 33040
  • /22

    $250,000

    5555 College Rd Unit 8, Key West, FL 33040

    Lowes cost liveaboard slip for 45' x 15' boat in Key West. Live in Paradise for only $250,000 and circa $602/month (HOA fee/property taxes) + utilities.Well-protected 120 slip marina on leeward side of the island, with state of the art Bellingham floating concrete docks. Deeded dockominium (you own bay bottom rights). Easy access to Gulf of Mexico, Atlantic Ocean and The Caribbean.Has

    Jerry Hughes Beach Club Brokers (KW)

    5555 College Rd Unit 8, Key West, FL 33040
  • /61

    $1,250,000

    • 2 Beds
    • 2 Baths
    • 1,119 Sq Ft

    1911 Seidenberg Ave, Key West, FL 33040

    With only two owners in its history, this well-maintained two-story property presents a rare investment opportunity in Key West. Configured as a legal duplex with two separately metered 1-bedroom, 1-bath units, it offers exceptional flexibility--ideal for investors seeking strong rental potential, business owners looking for employee housing, or owner-occupants wanting to offset costs by renting

    Agent Photo

    Everett Smith

    Ocean Sotheby's International Realty

    1911 Seidenberg Ave, Key West, FL 33040
  • /44

    $1,475,000

    $20K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,284 Sq Ft

    1211 Knowles Ln, Key West, FL 33040

    Timeless Old Town Charm!Discover the timeless appeal of this beautifully remodeled historic home located in the heart of Old Town, Key West. Offered fully furnished, this stunning 3-bedroom, 2.5-bath residence showcases lovingly restored Dade County Pine and blends classic craftsmanship with today's most desirable upgrades.1211 Knowles Lane features a versatile 300 sq. ft. loft currently

    Agent Photo

    Emily Lombard

    Ocean Sotheby's International Realty

    1211 Knowles Ln, Key West, FL 33040
  • /22

    $2,450,000

    • 6 Beds
    • 6.5 Baths
    • 3,161 Sq Ft

    1022 Washington St, Key West, FL 33040

    1022 Washington is ideally located in the sought after Casa Maria area. The property includes a 4/3.5 main house plus two apartments in a separate building. The main house has four bedrooms and three and a half baths. Two of the bedroom suites have kitchenette style wet bars. Vaulted ceilings in the main living area offer a dramatic sense of space and light. The spacious kitchen is equipped with

    Laura McChesney Preferred Properties (KW)

    1022 Washington St, Key West, FL 33040

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