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Windermere, FL Houses for Sale under $1,000,000

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  • /54

    $717,000

    $32K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,594 Sq Ft

    13519 Bicton Ln, Windermere, FL 34786

    Welcome to one of Windermere's most sought-after gated communities — where luxury living meets unbeatable Central Florida convenience. This impeccably maintained 4-bedroom, 3-bathroom home offers nearly 3,000 square feet of thoughtfully designed living space, a 3-car garage, and a brand-new roof and windows, giving buyers peace of mind and long-term value from day one.DISNEY VIEWS & OUTDOOR

    Agent Photo

    Tiphany Weeks

    DIAMOND REAL ESTATE GROUP

    13519 Bicton Ln, Windermere, FL 34786
  • /46

    $975,000

    $225K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,618 Sq Ft

    3629 Lake Buynak Rd, Windermere, FL 34786

    Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan,

    Agent Photo

    Tania Matthews

    KELLER WILLIAMS ELITE PARTNERS III REALTY

    3629 Lake Buynak Rd, Windermere, FL 34786
  • /2

    $855,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,712 Sq Ft

    Tidewater Plan at Palms at Windermere, Windermere, FL 34786

    The Tidewater floorplan offers a versatile and spacious two-story layout, featuring 4 bedrooms and 2.5 bathrooms. Spanning 2,712 sq. ft., this home includes a large two-car garage for ample storage and convenience. The first floor boasts an inviting great room connected to an open kitchen and dining area, perfect for entertaining. The owner’s suite provides a private retreat with a generous

    Dream Finders Homes Builder
    14207 Crest Palm Ave Unit 36489841, Windermere, FL 34786
  • /39

    $979,500

    • 3 Beds
    • 3 Baths
    • 2,314 Sq Ft

    11462 Claymont Cir, Windermere, FL 34786

    Luxury Pool Home in the Keene’s Pointe Golf Community – WindermereNestled within the highly sought-after Keene’s Pointe golf community in the charming Town of Windermere, this beautifully maintained luxury pool home offers an exceptional blend of elegance, comfort, and timeless design. Just moments from the renowned Golden Bear Club and convenient to the Butler Chain of Lakes, this residence

    Felicia Donateli PALM PROPERTIES OF CF, INC.

    11462 Claymont Cir, Windermere, FL 34786
  • /38

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,665 Sq Ft

    6363 Sedona Leaf Ct, Windermere, FL 34786

    Virtually Staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home tucked away on a quiet cul-de-sac in the highly desirable Eden Isle community of Windermere. Offering 2,665 square feet of thoughtfully designed living space on an oversized .32-acre lot, this home combines comfort, functionality, and an unbeatable location. Step inside to discover a light and inviting floor plan

    Abby Nelson RE/MAX 200 REALTY

    6363 Sedona Leaf Ct, Windermere, FL 34786
  • /15

    $990,990

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,226 Sq Ft

    Plant at Lake Cawood Cove - Traditional, Windermere, FL 34786

    The Plant is a one-story home offering three bedrooms, two full bathrooms, one half bathroom, and a two-car garage. The spacious kitchen features a large island and flows seamlessly into the dining and family rooms. A private primary suite includes a walk-in closet, while a generously sized den and covered lanai provide versatile living spaces for work, relaxation, and outdoor enjoyment. Modern

    Ashton Woods Builder
    5432 Winter Garden Vineland Rd Unit 37932781, Windermere, FL 34786
  • /59

    $749,900

    • 4 Beds
    • 3.5 Baths
    • 2,690 Sq Ft

    7242 Londale Blvd, Windermere, FL 34786

    Welcome to this stunning former model home located in highly desirable Windermere! From the moment you step inside you will be greeted by it's open space layout for living and dining rooms with meticulous attention to detail featuring crown molding, wrought iron staircase and custom built-in entertainment center in family room. The gourmet kitchen has plenty of counter space for the pickiest of

    Lisa McNeilly TAYLOR REAL ESTATE SVC OF C FL

    7242 Londale Blvd, Windermere, FL 34786
  • /52

    $755,000

    $10K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,161 Sq Ft

    7211 Still Pond Ln, Windermere, FL 34786

    ***PRICE IMPROVEMENT***Welcome to this stunning FORMER MODEL HOME in the sought-after ASLIN PARK, a community in the heart of WINDERMERE. This former CUSTOM CARLISLE model was designed and built by renowned ASHTON HOMES. Perfectly positioned on a premium corner lot with not rear neighbor and pond view, located in one of Windermere desired subdivision. This exceptional former model home blends

    Arturo Castillo PREFERRED REAL ESTATE BROKERS

    7211 Still Pond Ln, Windermere, FL 34786
  • /64

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 2,720 Sq Ft

    6607 Earthgold Dr, Windermere, FL 34786

    Stunning Windermere Home in Gated Community with Private Boat Ramp Access!Welcome to this beautifully maintained and spacious home located in one of Windermere's desirable gated communities. Designed for both comfortable everyday living and entertaining, this home features elegant formal living and dining rooms that flow seamlessly into an expansive family room and open-concept kitchen, all

    Francisco Nieves-Taranto CT HOMES REALTY CORPORATION

    6607 Earthgold Dr, Windermere, FL 34786
  • /24

    $780,000

    • 3 Beds
    • 2.5 Baths

    8713 Crescendo Ave, Windermere, FL 34786

    Beautiful and spacious 3-bedroom, 2.5-bath home with 2,497 sq ft of living space, ideally located in the highly desirable Windermere area, just 15 minutes from Magic Kingdom. Built in 2016, this move-in-ready home features a bright open-concept floor plan with expansive living and dining areas, perfect for entertaining and everyday living. The modern kitchen flows seamlessly into the main living

    8713 Crescendo Ave, Windermere, FL 34786
  • /26

    $839,500

    $99K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,315 Sq Ft

    8724 Peachtree Park Ct, Windermere, FL 34786

    Recent pricing adjustment creates an exceptional opportunity to own a thoughtfully designed home in one of Windermere’s most sought-after hidden gems. With bonus spaces including a loft, mudroom, screened outdoor patio that goes around the house and a well-appointed this residence offers both refined living and everyday practicality. Experience the magic of Windermere living at Peachtree Park, a

    Marcelo Machado LA ROSA REALTY LLC

    8724 Peachtree Park Ct, Windermere, FL 34786
  • /97

    $799,500

    • 5 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    11434 Rapallo Ln, Windermere, FL 34786

    Welcome to this exceptional two-story luxury home in one of Windermere's most sought-after communities. Situated on a beautifully landscaped 0.38-acre lot, this meticulously maintained 5-bedroom, 4.5-bathroom residence offers 3,036 square feet of elegant living space designed for comfort, functionality, and entertaining. A long private driveway and charming front courtyard create a grand first

    Kishroy Gilbert KISHROY REALTY GROUP LLC

    11434 Rapallo Ln, Windermere, FL 34786
  • /31

    $798,000

    $77K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,124 Sq Ft

    5413 Walsh Pond Ct, Windermere, FL 34786

    Discover the charm of this water front, 4 bedroom 3.5 bath home located in the desirable Summerport community. This unique property is nestled in the cul de sac for complete privacy. Enjoy scenic water views while relaxing poolside on the spacious screen enclosed lanai, which is also great for entertaining. The interior features granite countertops, stainless appliances, 42" cabinets, built in

    Brenda Jebailey HAVEN PROPERTY GROUP LLC

    5413 Walsh Pond Ct, Windermere, FL 34786
  • /10

    $879,000

    Open Sun 11:30AM - 2:30PM $71K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,224 Sq Ft

    13542 Gorgona Isle Dr, Windermere, FL 34786

    Virtually Staged. Lake View Home with Private Pool & Fireworks Views – Minutes from Walt Disney World Imagine living in a home that perfectly combines comfort, elegance, and practicality in one of the most desirable areas of Windermere. This beautiful residence offers stunning lake views and magical nightly fireworks views from Walt Disney World, creating a truly unique living experience. From

    Thiago Ataide WRA BUSINESS & REAL ESTATE

    13542 Gorgona Isle Dr, Windermere, FL 34786
  • /27

    $915,000

    • 4 Beds
    • 3 Baths
    • 2,988 Sq Ft

    9150 Outlook Rock Trail, Windermere, FL 34786

    Welcome to this exquisite and impeccably maintained home filled with natural light and elegant open spaces. As you step inside, you are greeted by a soaring ceiling in the grand foyer that immediately sets the tone for the home’s impressive design.The first floor features a versatile bedroom with a full bath, perfect for guests or multi-generational living, along with a formal dining room

    Chanel Munoz MOSAIC PARTNERS GROUP

    9150 Outlook Rock Trail, Windermere, FL 34786
  • /48

    $870,000

    • 4 Beds
    • 4 Baths
    • 3,078 Sq Ft

    Unlisted Address

    Tucked inside a sought-after gated community, this beautifully designed 4-bedroom, 4-bath home offers the perfect blend of comfort, elegance, and everyday livability. From the moment you arrive, you’ll appreciate the sense of privacy, space, and thoughtful design that make this home truly special. With formal living and dining rooms, a private office/study, and a spacious bonus room with a full

    Marti Purdy MARTI PURDY PROPERTIES INC

    Unlisted Address
  • /44

    $940,000

    $59K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,357 Sq Ft

    8525 Bowden Way, Windermere, FL 34786

    Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. 4 bedroom/3 bath home with formal living and dining rooms, kitchen and great room. This quaint home features a functional floor plan. Kitchen with newer stainless appliances, open concept floor plan joining the kitchen, nook and great room and private primary with walk-in closet and bath with dual vanities, shower and

    Teresa Stewart SOUTHERN REALTY GROUP LLC

    8525 Bowden Way, Windermere, FL 34786
  • /62

    $749,000

    $31K PRICE DROP
    • 6 Beds
    • 5.5 Baths
    • 3,336 Sq Ft

    11410 Rapallo Ln, Windermere, FL 34786

    This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and

    Rebeca Lima VERANDAH PROPERTIES INC

    11410 Rapallo Ln, Windermere, FL 34786
  • /56

    $824,900

    $25K PRICE DROP
    • 4 Beds
    • 5 Baths
    • 2,450 Sq Ft

    11994 Mckinnon Rd, Windermere, FL 34786

    Welcome home, to a bright and spacious 4 bedroom, 3 full and 2 half baths home in a highly desirable Windermere area. With no HOA where you can bring your boat or RV and your vision for the property you've looking for.Open living space with soaring ceilings, offers a flexible layout full of potential. The master suite includes private bath with hot tub and separate shower, kitchen features

    Gloria Alvarez CENTURY 21 CARIOTI

    11994 Mckinnon Rd, Windermere, FL 34786
  • /45

    $760,000

    Open Fri 9AM - 7PM $65K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,697 Sq Ft

    4309 Saltmarsh Sparrow Dr, Windermere, FL 34786

    Check out 4309 Saltmarsh Sparrow Dr, a residence featuring a partial flooring replacement that enhances its overall presentation. The kitchen is equipped with all stainless steel appliances and includes a functional island. The primary bedroom provides a walk in closet, while the primary bathroom contains double sinks and a separate tub and shower. An exterior covered patio extends to a fully

    Karen Albright OPENDOOR BROKERAGE LLC

    4309 Saltmarsh Sparrow Dr, Windermere, FL 34786
  • /54

    $750,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,742 Sq Ft

    910 Lascala Dr, Windermere, FL 34786

    Unique opportunity to own a stunning Mediterranean-style home FOR AN INCREDIBLE PRICE, with WATER VIEWS and a PRIVATE COURTYARD, located in the highly sought-after, gated Belmere community. This exceptional residence truly checks all the boxes.Upon entry, you are welcomed by a WINDING STAIRCASE featuring decorative WROUGHT IRON DETAILS. Natural light fills the home, enhancing the thoughtfully

    Petra Bukalo PA FLORIDA REALTY INVESTMENTS

    910 Lascala Dr, Windermere, FL 34786
  • /46

    $810,000

    $5K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,211 Sq Ft

    4415 Blue Major Dr, Windermere, FL 34786

    This beautiful MOVE-IN-READY two-story home is located in the highly desired community of Summerport in Windermere! The Wow factor begins the moment the front door opens to a towering cathedral ceiling making for a dramatic and elegant entry into the main living area. The open floor plan creates a seamless flow throughout the home, whereby the family room opens to the kitchen and dinette space,

    Mariana Micheti M2M REALTY

    4415 Blue Major Dr, Windermere, FL 34786
  • /55

    $995,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,248 Sq Ft

    11162 Ledgement Ln, Windermere, FL 34786

    NEW TILE ROOF INSTALLED PRIOR TO CLOSING! Located in Glenmuir, one of Windermere's most sought-after gated communities, this beautifully maintained pool home offers 4 bedrooms, 3 full baths, 2 half baths, a private office, bonus room, and a desirable mostly single-story floor plan. Backing to peaceful greenspace with NO REAR NEIGHBORS, this home combines privacy, functionality, and resort-style

    Deb Schroeder INFINITY REALTY GROUP LLC

    11162 Ledgement Ln, Windermere, FL 34786
  • /4

    $725,000

    Coming Soon
    • 4 Beds
    • 2 Baths
    • 2,433 Sq Ft

    1452 Dingens Ave, Windermere, FL 34786

    A rare opportunity to own one of the few oversized homesites remaining in the heart of prestigious Windermere. Nestled on a beautifully maintained .68-acre lot with no HOA, this exceptional property offers endless possibilities in one of Central Florida's most sought-after locations. The street itself is a perfect blend of timeless charm and modern luxury, with established homes alongside

    Brandie Mathison-Klein KELLER WILLIAMS ELITE PARTNERS III REALTY

    1452 Dingens Ave, Windermere, FL 34786
  • /100

    $724,900

    $150K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    14255 Sonco Ave, Windermere, FL 34786

    Short Sale. Super Rare Opportunity! Tucked away in one of Windermere’s most desirable areas is the beautiful home on over 1 half acre homesite on a corner lot with no rear neighbors and a gorgeous lake view. Don't sleep 'on' this home if you want to sleep 'in' this home! New roof 2023. Interior features include a fully remodeled kitchen with white 42" cabinets with crown moulding and gold

    Carmen Aridas RE/MAX PRIME PROPERTIES

    14255 Sonco Ave, Windermere, FL 34786
  • /53

    $798,000

    $27K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 3,373 Sq Ft

    4642 River Gem Ave, Windermere, FL 34786

    Discover refined living in one of Windermere's most sought-after communities. This exceptional 5-bedroom, 5-bath residence in Summerport perfectly blends timeless elegance, everyday comfort, and an unmatched location. Offering an ideal floor plan for both everyday living and entertaining, this beautifully maintained home features a dedicated office, formal dining room, spacious living room,

    John Silva JOHN SILVA REALTY & ASSOCIATES

    4642 River Gem Ave, Windermere, FL 34786
  • /19

    $809,000

    $111K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,068 Sq Ft

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786

    Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality.Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living.

    Gonzalo Senior IRM INVEST., REAL EST.& MGMT.

    6631 Crestmont Glen Ln Unit 1, Windermere, FL 34786
  • /29

    $765,990

    • 5 Beds
    • 3 Baths
    • 3,285 Sq Ft

    7409 Fairgrove Ave, Windermere, FL 34786

    Welcome to one of the most desirable communities in Windermere! This beautifully designed home offers 5 spacious bedrooms, 3 full bathrooms, and an exceptional floor plan featuring a large family room on the main level and an additional loft upstairs, providing the perfect balance of comfort, functionality, and flexible living space. Boasting approximately 3,285 square feet of living area, this

    Mark Wang SUNSTAR REALTY FL INC

    7409 Fairgrove Ave, Windermere, FL 34786
  • /73

    $900,000

    Open Sat 11AM - 2PM $50K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 4,202 Sq Ft

    8355 Torcello Isle Dr, Windermere, FL 34786

    One or more photo(s) has been virtually staged. WOW!!! Now priced $250,000 BELOW last month’s sale of the same floor plan home with a pool! Even better, this home sits on a deeper lot, giving you plenty of room to design and add your own pool and outdoor oasis and still be well below that recent sale price. More yard. More possibilities. Incredible value. Seller is also offering $5,000 credit to

    Sherri Palmer EXP REALTY LLC

    8355 Torcello Isle Dr, Windermere, FL 34786
  • /12

    $899,999

    • 3 Beds
    • 2 Baths
    • 2,258 Sq Ft

    2630 Stanton Hall Ct, Windermere, FL 34786

    Incredible Opportunity to own a pool home with a huge lot in a fantastic neighborhood * The 1st picture is the proposed new elevation * Call for details about the proposed changes and package price * Good Floorplan * Close to Everything * Home has 3 Bedrooms * Separate Office * Formal Living Room * Breakfast Nook with Open Kitchen * Formal Dining Room * Pool Bath * Vaulted Ceilings * Inside

    Darrell Nunnelley VINTAGE REALTY GROUP LLC

    2630 Stanton Hall Ct, Windermere, FL 34786
  • /28

    $745,000

    • 5 Beds
    • 4 Baths
    • 2,989 Sq Ft

    8931 Lookout Pointe Dr, Windermere, FL 34786

    Investor opportunity in the sought after Windermere Trails community! This tenant-occupied home offers immediate rentalincome in a high-demand location just minutes from Disney World (Magic Kingdom, Hollywood Studios, Animal Kingdom,Epcot Center and Disney Springs), Winter Garden Historic District, Doctor Philips Restaurant hub, Hamlin Town Center,Horizon West, top-rated schools,

    Lilly Vazquez SPECIALIZED PROPERTY MANAGEMENT

    8931 Lookout Pointe Dr, Windermere, FL 34786
  • /22

    $930,000

    $120K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,820 Sq Ft

    6752 Trellis Vine Loop, Windermere, FL 34786

    RARE PRIVACY IN WINDERMERE — 5 BEDROOMS + 2 BONUS ROOMS WITH NO REAR, FRONT-FACING, OR LEFT-SIDE NEIGHBORS Welcome to a rare Windermere opportunity offering the space, privacy, and lifestyle buyers dream about. This expansive 5-bedroom, 4-bath home features two additional bonus rooms, including a large movie/media room, giving you incredible flexibility for work, entertaining, guests, fitness,

    Candice Collins COLDWELL BANKER REALTY

    6752 Trellis Vine Loop, Windermere, FL 34786
  • /44

    $749,995

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,469 Sq Ft

    9237 Sabal Palm Cir, Windermere, FL 34786

    Nestled in the charming and highly desirable Silverwoods subdivision of Windermere, this beautifully maintained home offers the perfect blend of comfort, convenience, and community living. Ideally situated between Bay Hill and Isleworth, Silverwoods is a sought-after neighborhood of just over 250 homes, known for its tree-lined streets, sidewalks, street lighting, and welcoming atmosphere.

    Chelsea Murphy OLYMPUS EXECUTIVE REALTY INC

    9237 Sabal Palm Cir, Windermere, FL 34786
  • /19

    $790,900

    $41K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,987 Sq Ft

    2128 Lake Crescent Ct, Windermere, FL 34786

    Auction Property. 4 bedroom 2 bathroom 2,987 square foot home sitting on a 34,848 square foot lot in the gates of Windermere Club, this lakefront residence has resort-style amenities surrounding the beautiful Lake Crescent. Jump on this great deal before its gone! All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection

    Jamarr Zellner REALHOME SERVICE & SOLUTIONS INC

    2128 Lake Crescent Ct, Windermere, FL 34786
  • /63

    $890,000

    $49K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,182 Sq Ft

    11326 Ledgement Ln, Windermere, FL 34786

    Virtually Staged. Experience refined living in this beautifully updated 5-bedroom home, nestled in an exclusive gated community zoned for top-rated schools. The open-concept main level boasts soaring high ceilings, abundant natural light, elegant tile flooring, and a convenient primary suite for ultimate privacy. At the heart of the home is a fully remodeled kitchen (2021) featuring upgraded

    Jingjing Guan AAA GLOBAL VENTURES PA

    11326 Ledgement Ln, Windermere, FL 34786
  • /58

    $930,000

    $20K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,043 Sq Ft

    12929 Westside Village Loop, Windermere, FL 34786

    Virtually Staged. Enjoy the best of Central Florida living in a highly sought-after neighborhood, just minutes from local schools, shopping, great restaurants, and magic of Disney. This 5-bedroom, 4.5-bathroom pool home is clean, well-maintained, and ready for move-in, featuring a freshly painted interior along with a newly painted exterior stucco, patio, and doors.THE FIRST FLOOR Walking in

    Steven Koleno BEYCOME OF FLORIDA LLC

    12929 Westside Village Loop, Windermere, FL 34786
  • /11

    $900,000

    • 4 Beds
    • 4.5 Baths
    • 3,119 Sq Ft

    11835 Gold Creek Trail, Windermere, FL 34786

    Windermere Trails Award Winning Model - Voted #1 Model by HBA 2013 It's surrounded by The Butler Chain of Lakes, with fabulous shopping and dining just minutes away. These are just a few of the celebrated qualities you'll love about Windermere Trails. Located in Windermere, FL, Windermere Trails is a community of new, incredibly energy-efficient homes, ranging 2,260 - 4,400 sq. ft. just

    Flavio Melo BB GROUP REALTY CORP

    11835 Gold Creek Trail, Windermere, FL 34786

Single Family Home Price Trends

Median Home Price
$1,450,000
Median 3-Bedroom Home Price
$802,500
Median 4-Bedroom Home Price
$1,200,000
Median 5-Bedroom Home Price
$1,662,500
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