1,412

Winter Haven, FL Homes for Sale

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  • /38

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,829 Sq Ft

    2734 Rochelle Dr, Winter Haven, FL 33881

    Welcome to your dream lakefront retreat on picturesque Lake Rochelle, part of Winter Haven’s famous Chain O’ Lakes! This beautiful two-story, 4-bedroom, 2.5-bath home combines comfort, style, and Florida living at its finest. Step inside to a bright and spacious living room featuring stunning cathedral ceilings and breathtaking lake views. The kitchen offers ample counter space, a large pantry,

    Roberta San Juan GATAP REALTY

    2734 Rochelle Dr, Winter Haven, FL 33881
  • /26

    $199,950

    $20K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,407 Sq Ft

    321 Orange Blossom Dr, Winter Haven, FL 33880

    Whether you're a first-time buyer, downsizing, or investing, this canal-front townhome is an opportunity you don't want to miss. Enjoy access to Winter Haven's Chain of Lakes at a fraction of typical waterfront prices. This home features an open layout with modern finishes, ideal for everyday living and entertaining. A private lanai and second-story balcony overlook the canal, which connects to

    Jay Scharff KELLER WILLIAMS REALTY SMART 1

    321 Orange Blossom Dr, Winter Haven, FL 33880
  • 3744 Giorgio St Unit 40973313, Winter Haven, FL 33884

    $299,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 1,866 Sq Ft

    Crestview Plan at VillaMar, Winter Haven, FL 33884

    Introducing the Crestview floorplan, a unique two-story all block construction home available in Villamar, one of our communities in Winter Haven, Florida.Inside this 4 bedrooms, 3-bathroom home you will find 1,866 square feet of desirable living. As you step through the foyer you are greeted with a well-appointed kitchen that features an island with bar seating, cabinets for storage,

    D.R. Horton Builder
    3744 Giorgio St Unit 40973313, Winter Haven, FL 33884
  • /2

    $366,445

    New Construction
    • 5 Beds
    • 3 Baths
    • 2,470 Sq Ft

    5373 San Pietro Dr, Winter Haven, FL 33884

    5373 San Pietro Drive, Winter Haven, FL 33884

    Casa Fresca Homes Builder
    5373 San Pietro Dr, Winter Haven, FL 33884
  • /73

    $74,900

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft

    1083 Eagle Dr, Winter Haven, FL 33881

    Turnkey Florida Living in Swiss Golf & Tennis Club! This charming 2-bedroom, 2-bathroom home sits on a desirable corner lot and is offered fully furnished and turnkey. Recent improvements include new laminate flooring, a roof approximately 7 years old, and a 1-year-old carport. The current lot rent is $730 and must be verified through the community. The home features two Florida rooms, offering

    Daniel Butler Sun Realty of Florida

    1083 Eagle Dr, Winter Haven, FL 33881
  • /10

    $199,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,210 Sq Ft

    118 Orange Ave, Winter Haven, FL 33880

    BACK ON THE MARKET! INVESTORS SPECIAL! HANDYMAN SPECIAL! This cozy home is located just minutes from downtown Winter Haven. This cute home boast a 3 bedroom, 1 bath in the main house with screened in patio in the rear and two carports for parking currently rented under market rate. An additional highlight of this home is the de-attached 1br/1ba or mother-in-law suite, which includes a separate

    Sam Pergerson COLDWELL BANKER REALTY

    118 Orange Ave, Winter Haven, FL 33880
  • 4019 Penelope Ave Unit 37619577, Lake Wales, FL 33859

    $268,990

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,498 Sq Ft

    Freeport II Plan at Annabelle Estates, Lake Wales, FL 33859

    The Freeport II floorplan at Annabelle Estates offers the perfect blend of comfort, functionality, and modern design. Built with durable all-concrete block construction, this one-story home maximizes living space with a bright, open-concept layout that’s ideal for everyday living and entertaining.As you enter through the foyer, you’ll find two spacious guest bedrooms and a full guest bath

    D.R. Horton Builder
    4019 Penelope Ave Unit 37619577, Lake Wales, FL 33859
  • /46

    $450,000

    • 5 Beds
    • 2.5 Baths
    • 2,526 Sq Ft

    6624 Winterset Gardens Rd, Winter Haven, FL 33884

    Welcome to 6624 Winterset Gardens Road - this is an ideal home or rental property for those seeking an updated living space with community boat ramp with Chain of Lakes access. This renovated home has 5 bedrooms with 2.5 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated bathrooms, new flooring, new lighting, new ceiling fans and

    Chris Sheedy COLDWELL BANKER REALTY

    6624 Winterset Gardens Rd, Winter Haven, FL 33884
  • /17

    $495,000

    • Land
    • 4.27 Acres
    • $115,925 per Acre

    0 Pollard Rd, Winter Haven, FL 33884

    This property is located on Pollard Road, which has just been repaved. With the new easement, acquired by the City of Winter Haven, street lights have been added and also City water and City sewer is available. And best of all there is NO HOA. This property is in a rural setting, with the occasional train passing by, yet, less than 5 miles from Publix or the local theme park. Currently, this

    Jim Campbell CENTURY 21 MYERS REALTY

    0 Pollard Rd, Winter Haven, FL 33884
  • /15

    $270,000

    $20K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,846 Sq Ft

    920 Cambridge Dr, Winter Haven, FL 33881

    SHORT SALE OPPORTUNITY PRICED TO SELL! Welcome to this 2021 built 4-bed 2 bath home located in the growing Windridge community of Winter Haven. This newer construction single story home offers a desirable open-concept floor plan designed for comfortable everyday living and easy entertaining. The spacious kitchen overlooks the main living and dining areas, creating a bright and inviting central

    Briana Willis Global Advantage Realty LLC

    920 Cambridge Dr, Winter Haven, FL 33881
  • /17

    $334,999

    New Construction $15K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,070 Sq Ft

    5347 Mickey Ave, Lake Wales, FL 33859

    Discover this thoughtfully designed Slate home. Included features: an inviting covered entry; an expansive great room; a well-appointed kitchen offering quartz countertops, 42 cabinets, a walk-in pantry, a center island and an adjacent dining area; an impressive primary suite showcasing an immense walk-in closet and a private bath with a walk-in shower and a soaking tub; a laundry and a covered

    Richmond American Builder
    5347 Mickey Ave, Lake Wales, FL 33859
  • /14

    $309,999

    New Construction $27K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,039 Sq Ft

    5449 San Pietro Dr, Winter Haven, FL 33884

    5449 San Pietro Drive, Winter Haven, FL 33884

    Casa Fresca Homes Builder
    5449 San Pietro Dr, Winter Haven, FL 33884
  • /39

    $76,850

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,804 Sq Ft

    147 Greenview Dr, Winter Haven, FL 33881

    3 Bed | 2 Bath | 1804 square foot | $76,850 (Swiss Golf and Tennis- Lot 147) Price Drop! This beautiful and modernly updated home is located in a highly desirable 55+ community. Only 3 bedroom for sale in the community. Partially furnished. Highlights include: King size primary suite with massive his and hers walk in closets and ensuite bath featuring a walk-in shower and soaking tub, 2nd room

    Brandi Sappington CRF Communities

    147 Greenview Dr, Winter Haven, FL 33881
  • /14

    $215,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 720 Sq Ft

    221 Avenue C NE, Winter Haven, FL 33881

    Welcome to this charming elevated home offering privacy, character, and a bright open-concept layout. Located above the garage, the living space features a spacious balcony that’s perfect for enjoying your morning coffee or relaxing in the evening. Situated on an oversized lot, there’s plenty of room for outdoor activities, gardening, or future possibilities. Just a short distance from the lake

    Paola Arias MBA REALTY GROUP, INC

    221 Avenue C NE, Winter Haven, FL 33881
  • /4

    $700,000

    • Land
    • 4.99 Acres
    • $140,281 per Acre

    4450 Walker Lake Rd, Winter Haven, FL 33880

    Discover a unique opportunity to own a beautiful agricultural property currently operating as a blueberry farm. This property features established blueberry bushes and offers the perfect blend of rural charm and future potential. Enjoy peaceful surroundings with ample space to bring your vision to life. Don't miss the opportunity to own a versatile property with income-producing and long-term

    Felissa Luna Realnet Florida Real Estate

    4450 Walker Lake Rd, Winter Haven, FL 33880
  • /6

    $384,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,507 Sq Ft

    Maui Plan at Willowbrook North, Winter Haven, FL 33881

    The Maui Floor Plan at Willowbrook North offers the perfect blend of open-concept main floor living and flexible upstairs space — a thoughtfully designed two-story home with 2,507 sq. ft. of stylish, functional living. Available in Coastal, Farmhouse, Modern, or Traditional exterior designs, the Maui is crafted for families who want versatility without sacrificing comfort.The first floor

    DRB Homes Builder
    0 Fl-544 St Unit 36849122, Winter Haven, FL 33881
  • /13

    $300,000

    • 1,350 Sq Ft

    405 Avenue M NE, Winter Haven, FL 33881

    Investors, look no further! This fully renovated, block duplex in Winter Haven offers immediate cash flow with zero deferred maintenance. Both 1-bedroom, 1-bathroom units are fully occupied on 1-year leases generating income with tenants paying their own separate electric.Extensively updated in 2024, the property features a brand-new roof with a transferable 10-year workmanship warranty

    Jasmin Cabral LIFESTYLE INTERNATIONAL REALTY

    405 Avenue M NE, Winter Haven, FL 33881
  • /47

    $279,900

    • 3 Beds
    • 3 Baths
    • 2,004 Sq Ft

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881

    Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Christian School. !Enjoy breathtaking panoramic lake views from the living room, master bedroom balcony, . this spacious home is perfect for anyone looking to customize their living space. This property has great potential and features an oversized

    joe KURUVILA kuruvila KURUVILA REALTY ASSOCIATES LLC

    1502 Buckeye Rd NE Unit 2, Winter Haven, FL 33881
  • /13

    $300,000

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 3,753 Sq Ft

    640 Avenue I NW, Winter Haven, FL 33881

    Great investment opportunity!! A little over 4100 sq ft total between both buildings. The front 2 story house was initially divided into 5 apartments. Three downs stairs and two upstairs. In a separate building there are 2 apartments. The income property is a fixer upper that could either be restored to 5 apartments or back to one large house with 2 rentals in the back of the property for income

    Lisa Deese TOWN & COUNTRY REAL ESTATE

    640 Avenue I NW, Winter Haven, FL 33881
  • /14

    $335,900

    New Construction $17K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,227 Sq Ft

    2820 San Marco Way, Winter Haven, FL 33884

    Move-in ready, 5-bedroom, 2-story home for sale in Winter Haven, Florida! Situated on a beautiful pondfront homesite, enjoy backyard privacy and water views!Downstairs, enjoy a welcoming, open living area with luxury vinyl plank flooring, opening to desirable outdoor living space with a large covered lanai spanning the entire back of your home! Upstairs, your beautiful owner's suite is

    Highland Homes Builder
    2820 San Marco Way, Winter Haven, FL 33884
  • /18

    $259,000

    • 3 Beds
    • 2 Baths
    • 1,439 Sq Ft

    404 Lake Ned Rd, Winter Haven, FL 33884

    SPACIOUS & AFFORDALE IN SOUTHEAST WINTER HAVEN, THIS 3BR/2BATH home features newer vinyl plank flooring throughout, brand new dishwasher just installed and newer kitchen cabinets! The great room has beautiful dark beams on the ceiling that give the room so much more character. Sliding glass doors open to the 10x23 screened-in patio and partially fenced & spacious rear yard for pets. Adjacent to

    Catherine Kluytenaar THE K TEAM REAL ESTATE SERVICES LLC

    404 Lake Ned Rd, Winter Haven, FL 33884
  • /32

    $395,000

    $24K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,566 Sq Ft

    1280 Denali Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Move-In Incentive Available! Qualified buyers who finance with our affiliated lender, $5,000 toward closing costs (buyer must qualify; incentive applies only when using our affiliated lender).Welcome to this stunning 4-bedroom, 2.5-bath two-story home located on a quiet cul-de-sac in the desirable Lake Lucerne II community. Built in 2024 and

    Luisa Hurtado LPT REALTY, LLC

    1280 Denali Dr, Winter Haven, FL 33881
  • /17

    $99,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    1530 Aberdeen Ln Unit 152, Winter Haven, FL 33881

    3 Bed | 2 Bath | 1680 sq. ft. | 99,000 | Lot 152 Discover the relaxed Florida lifestyle in this charming 3 bedroom, 2 bath fully furnished home located in the sought‑after Four Lakes Golf Club community. From the moment you step inside, you'll feel right at home. The open‑concept kitchen features granite countertops and a spacious pantry, making meal prep a breeze. Laminate flooring runs

    Cheryl Dobbs CRF Communities

    1530 Aberdeen Ln Unit 152, Winter Haven, FL 33881
  • /56

    $350,000

    • 3 Beds
    • 3 Baths
    • 2,006 Sq Ft

    3541 Raleigh Dr, Winter Haven, FL 33884

    Discover exceptional Florida living in this fabulous Eco Smart 3-bedroom, 3-bath home with a den, ideally situated in the premier gated active-adult community of Traditions at Lake Ruby. Designed with comfort, efficiency, and entertaining in mind, this beautifully appointed home offers an impressive array of upgrades and thoughtful features.The desirable split-bedroom floor plan provides

    Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    3541 Raleigh Dr, Winter Haven, FL 33884
  • /23

    $239,000

    $6K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,369 Sq Ft

    3430 Fox Ridge St, Winter Haven, FL 33884

    If you want a property perfect for first time homeowners or investors that needs a bit of tender, love, and care this is the home for you! Located in Winter Haven, be near of several Florida’s major attractions and major cities! The home has a wooden fence that surrounds the back of the property, be filled with serenity thanks to having a private porch that can be access through wonderful French

    Blanca Armada REMAX PREMIER PROPERTIES

    3430 Fox Ridge St, Winter Haven, FL 33884
  • /15

    $279,150

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,607 Sq Ft

    Acadia Plan at VillaMar - Classic Series, Winter Haven, FL 33884

    An open floorplan that makes entertaining easy in the open kitchen, dining, and great room that flow to the patio. The primary suite is tucked in the rear of the home offering plenty of privacy and features a spacious walk-in closet and shower.

    Meritage Homes Builder
    3745 Giorgio Dr Unit 37076778, Winter Haven, FL 33884
  • /22

    $329,900

    New Construction
    • 3 - 4 Beds
    • 2 Baths
    • 1,605+ Sq Ft

    Key West Plan at The Residences at Winter Haven, Winter Haven, FL 33880

    Laref Homes Builder
    850 Crosstower Dr Unit 40452160, Winter Haven, FL 33880
  • /23

    $449,000

    $30K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 965 Sq Ft

    1620 17th St NW, Winter Haven, FL 33881

    New Lake Life listing, two houses one price. Must see property with no HOA. Chain of lakes property on Lake Mirror with generator and whole house water system. Main house has beautiful kitchen, big living/dining combo. Kitchen has extra-large refrigerator, island, wall tile, and entry to garage. Large living room has fireplace, storage, and muti doors to sunroom. Primary bedroom has walk in

    Kimberly Saddler LA ROSA REALTY PRESTIGE

    1620 17th St NW, Winter Haven, FL 33881
  • /4

    $309,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,322 Sq Ft

    2015 Recker Hwy, Winter Haven, FL 33880

    Virtually Staged. Under Construction. BRAND-NEW CONSTRUCTION –Welcome to this beautiful 3-bedroom, 2-bath home featuring 1,322 sq. ft. of living space with an open-concept floor plan. Thekitchen will feature shaker-style cabinetry, granite countertops, and stainless-steel appliances, with luxury vinyl plank flooring throughout the home. The exterior will be accented with stone veneer for added

    Aldon Martinez TRIBUTE REALTY LLC

    2015 Recker Hwy, Winter Haven, FL 33880
  • /37

    $218,995

    New Construction $31K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,813 Sq Ft

    2436 Edwin St NE, Winter Haven, FL 33881

    Welcome to 2436 Edwin St NE, Winter Haven, FL 33881(POLK COUNTY). This beautifully designed 4-bedroom, 2-bathroom brand-new manufactured home offers a spacious, open floor plan ideal for modern living. Designed for the modern lifestyle, the spacious open floor plan is bathed in natural light and features durable, high-end vinyl flooring throughout (no carpet!). The massive living room transitions

    Jennifer Daniell J&T PROPERTY SOLUTIONS GROUP LLC

    2436 Edwin St NE, Winter Haven, FL 33881
  • /38

    $159,000

    • 2 Beds
    • 2 Baths
    • 1,736 Sq Ft

    1690 Glen Abby Ln Unit 711, Winter Haven, FL 33881

    2+ Bedroom | 2 Bath |1,736 sq ft | $159,000 Four Lakes Golf Club Lot 711 Stunning Turn-Key Home with Golf Course, Water and Nature Preserve Views Where comfort, style, and breathtaking views come together in this meticulously maintained, fully-furnished home. With 1,736 sq. ft., this spacious 2 bedroom + spare room, 2 bath residence is truly move-in ready-perfect for enjoying the Florida

    Cheryl Dobbs CRF Communities

    1690 Glen Abby Ln Unit 711, Winter Haven, FL 33881
  • /33

    $28,900

    $6K PRICE DROP
    • 2 Beds
    • 1.5 Baths

    76 Charlotte Dr, Winter Haven, FL 33880

    Settle into easy Florida living with this delightful 2-bedroom, 1.5-bathroom mobile home that arrives fully furnished and truly move-in ready. Bring your suitcase and nothing more-every detail has been considered, right down to the full home warranty included for genuine peace of mind. The heart of this home shines with practical comforts. A Culligan water softener delivers crisp, clean water

    Deb Crocker Sunset Home Sales

    76 Charlotte Dr, Winter Haven, FL 33880
  • /12

    $220,000

    New Construction $220K PRICE INCREASE
    • 3 Beds
    • 2 Baths

    304 Corso Loop, Winter Haven, FL 33884

    SHORT SALE – THIRD-PARTY APPROVAL REQUIRED. New single-family home built in 2025, offering approximately 1,697 square feet of living space and 2,266 square feet total under roof. This newly constructed property presents a great opportunity for buyers looking for modern construction and the benefits of a newly built home. The buyer and buyer's agent are responsible for conducting their own due

    Soreina Del Vall Gonzalez Medina United Realty Group Inc.

    304 Corso Loop, Winter Haven, FL 33884
  • /12

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    173 Tracy Cir, Winter Haven, FL 33884

    Stunning 3-Bedroom, 2-Bath Home with Elegant Finishes Step into comfort and style with this beautifully designed 3-bedroom, 2-bathroom home, where every detail has been thoughtfully crafted. The open-concept living area is bathed in natural light, Ceramic and wood flooring, modern fixtures, and high-end finishes throughout including 5 modern fans.The chef-inspired kitchen boasts sleek

    Almaris Garcia Pinnacle Realty of Florida Corp

    173 Tracy Cir, Winter Haven, FL 33884
  • /2

    $352,990

    New Construction $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,110 Sq Ft

    4094 Penelope Ave, Lake Wales, FL 33859

    The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 3 bathrooms, complete with a spacious two-car garage. This home is centered around a sizable great room, which seamlessly connects to the open kitchen and cozy cafe area, making it ideal for gatherings and entertaining. The owner's suite, located at the back for added privacy, includes a walk-in closet

    Dream Finders Homes Builder
    4094 Penelope Ave, Lake Wales, FL 33859
  • /40

    $424,900

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,565 Sq Ft

    1714 Upland Ln, Winter Haven, FL 33884

    Why wait to build when you can move into this nearly new 2025 Ryan Homes residence? This beautifully maintained 4-bedroom, 3-bath home offers 2,565 heated square feet with a desirable split-bedroom floor plan, including a private guest suite with its own full bath—perfect for guests or multigenerational living. The spacious kitchen features a large island, walk-in pantry, and overlooks the

    Daniel Araque KELLER WILLIAMS LEGACY REALTY

    1714 Upland Ln, Winter Haven, FL 33884
  • /24

    $320,000

    • 3 Beds
    • 2 Baths
    • 1,558 Sq Ft

    4629 Palmetto Dr, Winter Haven, FL 33881

    Discover the opportunity to own a home in a convenient Central Florida location, surrounded by attractions, recreation, shopping, dining, and everyday conveniences. Enjoy easy access to LEGOLAND® Florida Resort, approximately 25 minutes away, as well as LEGOLAND Water Park and PEPPA PIG Theme Park. Winter Haven is also known for its beautiful Chain of Lakes, offering opportunities for boating,

    Sergio Fernandez Sanchez MIRANDA LANDA REALTY GROUP LLC

    4629 Palmetto Dr, Winter Haven, FL 33881
  • /46

    $54,900

    • 2 Beds
    • 2 Baths
    • 1,080 Sq Ft

    40 Greenview Dr, Winter Haven, FL 33881

    Don't miss this beautiful home in the highly sought-after Swiss Golf & Tennis a 55+ community in Central Florida. Whether you're looking for a permanent home or a seasonal get away, this home is for you. This 1080 sq ft home has a large, open concept with a large kitchen in addition to separate dining and living areas. The screened lanai is located in the front of the home providing additional

    Patti Alvin Sunset Home Sales

    40 Greenview Dr, Winter Haven, FL 33881
  • /9

    $219,000

    $50K PRICE INCREASE
    • 4 Beds
    • 2 Baths
    • 1,520 Sq Ft

    119 Allen Ave, Winter Haven, FL 33880

    Short Sale. Requires a some TLC & Refresh. Pool Home.

    Randall Patrick WESTBAY REAL ESTATE

    119 Allen Ave, Winter Haven, FL 33880
  • /17

    $38,990

    • 2 Beds
    • 2 Baths
    • 1,040 Sq Ft

    147 Oak Tree Blvd Unit 173, Winter Haven, FL 33880

    2bedrooms/2baths/1,040sf/$38,990/Winter Haven Oaks/lot 173 Charming two-bedroom, two-bath home featuring Brand-new appliances, including state-of-the -art refrigerator. This well-maintained home offers an oversized carport and spacious driveway, providing plenty of parking and convenience. Ideally situated in a great location within the community, this home combines comfort and accessibility. The

    Donna Lattin CRF Communities

    147 Oak Tree Blvd Unit 173, Winter Haven, FL 33880

Showing Results 521 - 560, Page 14 of 18

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