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Winter Haven, FL Houses for Sale

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  • /62

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 2,566 Sq Ft

    1280 Denali Dr, Winter Haven, FL 33881

    This gorgeous 3/2.5, two story home in the Lake Lucerne II community, backs up to conservation land. Centrally located, it offers easy access to Orlando and Tampa, is close to shopping, and only .8 miles from the golf course. Have your morning coffee on the back porch looking out at the water of the land behind you. With this home being built in January of 2024 you get all the confidence of a new

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    Terri Dunn

    LIVE FLORIDA REALTY

    (863) 622-7734

    1280 Denali Dr, Winter Haven, FL 33881
  • /35

    $258,000

    • 3 Beds
    • 1 Bath
    • 985 Sq Ft

    2122 Lake Blvd, Winter Haven, FL 33881

    Welcome home to this charming 3-bedroom, 1-bath gem nestled in the heart of beautiful Winter Haven, Florida! From the moment you step onto the inviting front porch, you'll feel the warmth and comfort this lovely single-family home offers.Inside, you'll find spacious living areas filled with natural light, creating an airy and welcoming atmosphere perfect for family gatherings and cozy evenings.

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    Catherine Torres

    IAD FLORIDA LLC

    (863) 375-8169

    2122 Lake Blvd, Winter Haven, FL 33881
  • /100

    $284,900

    • 2 Beds
    • 2 Baths
    • 1,319 Sq Ft

    5325 Nicklaus Dr, Winter Haven, FL 33884

    Pride of ownership is evident in this well-maintained "snowbird" owned Caribbean floor plan home. The curb appeal comes from the quality landscaping, which includes tasteful plantings, palms, and a paver walk and drive. All the landscaping is "watered" by an automatic irrigation system. The home has many special features and recent upgrades that frees up the new owners. The roof was replaced in

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    Michael Krigelski

    A+ REALTY LLC

    (863) 663-6182

    5325 Nicklaus Dr, Winter Haven, FL 33884
  • /95

    $349,900

    • 3 Beds
    • 2 Baths
    • 2,043 Sq Ft

    4568 Back 9 Dr, Winter Haven, FL 33884

    You don’t want to miss out on this one-owner, three-bedroom, two-bath SEBASTIAN floor plan home that is filled with special features. The fully paid-off roof solar panel system designed to reduce the electric bill is topping the list. Upon arrival, the quality plantings, including palms, make great curb appeal. The landscaping is “watered” by an automatic irrigation system fed from a separate

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    Michael Krigelski

    A+ REALTY LLC

    (863) 328-5528

    4568 Back 9 Dr, Winter Haven, FL 33884
  • /60

    $399,999

    • 6 Beds
    • 4.5 Baths
    • 3,920 Sq Ft

    364 Fish Hawk Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Spacious 6BR/4.5BA Home with New Roof in SE Winter HavenThis beautifully maintained 6-bedroom 4.5-bath home offers over 3,920 sq ft of living space perfect for large families or multi-generational living Featuring a brand new 6/24 Atlas Pinnacle shingle roof this home includes an ensuite bedroom on the first floor ideal for guests or

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    Robert Michael

    ROBERT MICHAEL & COMPANY INC.

    (863) 656-0549

    364 Fish Hawk Dr, Winter Haven, FL 33884
  • /70

    $365,000

    • 4 Beds
    • 2.5 Baths
    • 2,444 Sq Ft

    1118 Cypress Point W, Winter Haven, FL 33884

    SELLER OFFERING $10K towards buyer closing costs and/or rate buy down with a full price offer! Greeted by a pleasant, cheery entrance, you enter into a warm foyer leading to great room with soaring ceilings and beautiful rustic fireplace, perfect for entertaining guests. A large, screened porch overlooks the spacious back yard, providing enjoyment without pests. The spacious kitchen and dining

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    (863) 208-5012

    1118 Cypress Point W, Winter Haven, FL 33884
  • /21

    $370,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1404 Axel Cir, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this beautifully crafted, newly built home offering over 2,500 square feet of modern living space in the peaceful PINNACLE POINT neighborhood of Winter Haven. This spacious 5-bedroom, 3-bathroom home features a thoughtfully designed layout that perfectly balances comfort, style, and functionality. Just off the foyer, a private guest suite

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 204-5093

    1404 Axel Cir, Winter Haven, FL 33880
  • /86

    $435,000 Open Fri 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,027 Sq Ft

    4081 Dunmore Dr, Lake Wales, FL 33859

    Stunning waterfront home with amazing views, low interest assumable VA loan, and CDD bond paid in full! Enjoy breathtaking views of Lake Ashton, golf course greens, and serene ponds from this beautifully updated Provence split floor plan, ideally situated in the heart of Lake Ashton with convenient access to both clubhouses and the golf pro shop. Best of all, this home offers a

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    Emily Muscarella

    TOWN & COUNTRY REAL ESTATE

    (863) 341-0015

    4081 Dunmore Dr, Lake Wales, FL 33859
  • /100

    $359,900

    • 3 Beds
    • 2 Baths
    • 1,756 Sq Ft

    4168 Aberdeen Ln, Lake Wales, FL 33859

    THE CDD BOND IS FULLY PAID on this well-maintained, ready-to-move-in, "snowbird-owned" Devon floor plan home. But what sets this Lake Ashton Golf Club home apart is its location on a pond-frontage lot with a nature preserve view and a street that ends at a cul-de-sac. Upon arrival, the outstanding curb appeal catches your eye. The exterior of this home was painted just last year. The roof was

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    Michael Krigelski

    A+ REALTY LLC

    (863) 264-5201

    4168 Aberdeen Ln, Lake Wales, FL 33859
  • /74

    $475,000

    • 3 Beds
    • 2 Baths
    • 2,058 Sq Ft

    4193 Stone Creek Loop, Lake Wales, FL 33859

    GOLF COURSE POOL HOME IN PREMIER LAKE ASHTON RETIREMENT COMMUNITY WITH GOLF CART INCLUDED! This stunning 3 bedroom, 2 bath open floor plan boasts an impressive saltwater pool and newer hot tub overlooking the golf course. ROOF WILL BE REPLACED before closing with an acceptable offer. AMAZING OUTDOOR KITCHEN features charcoal grill, gas grill, large gas cooking burner, beautiful granite

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    Tonya Lockamy

    SWAN CITY REALTY LLC

    (863) 417-1540

    4193 Stone Creek Loop, Lake Wales, FL 33859
  • /60

    $439,500 Open House 7/12

    • 3 Beds
    • 2 Baths
    • 2,045 Sq Ft

    1104 Sawgrass Dr, Winter Haven, FL 33884

    This is a must see. Located in the prestigious 55+ community of Lake Ashton, welcome to this impeccably designed 2021-built Sebastian model home, where luxurious upgrades meet effortless functionality. This home has 2,045 sq ft, it offers three bedrooms, two baths, and a lifestyle tailor-made for those who appreciate comfort, style, and sophistication. From the moment you arrive, you’re greeted

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    Ernani Sena

    ATRIUM REALTY, LLC

    (863) 592-0761

    1104 Sawgrass Dr, Winter Haven, FL 33884
  • /47

    $480,000

    • 5 Beds
    • 2.5 Baths
    • 3,075 Sq Ft

    275 Sunfish Dr, Winter Haven, FL 33881

    Extensively upgraded 5 bed 2.5 bath executive home with ultimate privacy in the backyard and located in the community of Lake Lucerne. No backyard neighbors as your home backs up to woods and expansive tree views. Walking in your guests will instantly feel at ease and welcomed with the open floor concept. Govee lights adorn the front of the house and pergola in the backyard. Enhanced

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    Kenneth Burningham

    BURNINGHAM REALTY

    (863) 208-9585

    275 Sunfish Dr, Winter Haven, FL 33881
  • /47

    $250,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    326 Sand Pine Trail, Winter Haven, FL 33880

    Welcome to 326 Sand Pine Trail, located in the heart of Winter Haven, FL! This charming 2-bedroom, 2-bathroom home offers comfort, functionality, and peace of mind with a brand-new roof and new AC system. The home sits on a spacious lot and features a versatile shed/storage house in the backyard, perfect for additional storage or a workshop.Step inside to an inviting floor plan with plenty of

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    Marlon Cano

    REAL BROKER, LLC

    (863) 208-7715

    326 Sand Pine Trail, Winter Haven, FL 33880
  • /31

    $228,000

    • 3 Beds
    • 1 Bath
    • 1,053 Sq Ft

    1998 Sarah St, Winter Haven, FL 33884

    Move-in ready and like-new, this Lennar Haven model in Peace Creek Reserve offers modern convenience in the heart of Winter Haven, Florida. Designed for effortless single-story living, this 3-bedroom, 1-bathroom home features an open-concept layout with a spacious family room that flows seamlessly into the dining area and modern peninsula-style kitchen—perfect for entertaining. The owner’s suite

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    Manny Quiros

    RE/MAX HERITAGE PROFESSIONALS

    (863) 592-8255

    1998 Sarah St, Winter Haven, FL 33884
  • /56

    $865,000

    • 3 Beds
    • 2.5 Baths
    • 3,068 Sq Ft

    1006 W Lake Hamilton Dr, Winter Haven, FL 33881

    PRICE REDUCED! Stunning three-bedroom, two-and-a-half-bath home on .97 acres with breathtaking views of Lake Hamilton. This beautifully designed residence features an open floor plan, ideal for both entertaining and everyday living.The split-bedroom layout offers privacy, with a luxurious master suite that includes French doors leading to the lanai, his-and-hers walk-in closets with custom

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 328-5246

    1006 W Lake Hamilton Dr, Winter Haven, FL 33881
  • /63

    $1,250,000

    • 4 Beds
    • 4 Baths
    • 4,070 Sq Ft

    2682 Wyndsor Oaks Place, Winter Haven, FL 33884

    PRICE JUST REDUCED $50,000! With and a new roof from 2023, this home offers its own private, covered, newly updated boathouse with a boat lift providing direct water access via private canal to Lake Winterset and the chain of 16 lakes here in Winter Haven! Legoland is also accessible by boat on Lake Eloise! It also boasts advanced features like tray and coffered ceilings, custom window & door

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    Alexis Bress

    EXP REALTY LLC

    (863) 208-9214

    2682 Wyndsor Oaks Place, Winter Haven, FL 33884
  • /35

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    1663 W Lake Cannon Dr NW, Winter Haven, FL 33881

    LAKEVIEW 2BR/2BA Home. Freshly painted and all new luxury vinyl flooring throughout. Bonus room. Large Living Room with view of Lake Cannon. Back Screened Porch with washer/dryer hookup. Also a front screened porch with view of Lake Cannon. Open Kitchen with separate dining room. Circular driveway and Carport. Call today to schedule your showing!

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    (863) 343-1270

    1663 W Lake Cannon Dr NW, Winter Haven, FL 33881
  • /32

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,431 Sq Ft

    1163 Haines Dr, Winter Haven, FL 33881

    Location, Location, Location! Discover this charming 3 bedroom, 2 bath home nestled in the Lakes at Lucerne Park. Step inside to find an inviting and expansive floor plan. The kitchen, featuring stainless steel appliances and a spacious pantry, flows seamlessly into the Great room. Sliding doors reveal a generous fenced backyard with a serene lake view. Situated near medical facilities, shopping

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    Geraldine Anarumo

    FLORIDA REALTY MARKETPLACE

    (863) 320-3521

    1163 Haines Dr, Winter Haven, FL 33881
  • /10

    $199,900

    • 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

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    Sam Pergerson

    COLDWELL BANKER REALTY

    (863) 900-8957

    118 Orange Ave, Winter Haven, FL 33880
  • /47

    $275,000

    • 4 Beds
    • 2.5 Baths
    • 2,836 Sq Ft

    1844 Emily Dr, Winter Haven, FL 33884

    With ALL the space you need, this 2,836 sq ft home is a blank canvas waiting for your personal vision! Bring your ideas and transform this house into your dream home – being sold AS-IS, but brimming with potential! Downstairs you’ll find a formal dining room, formal living room, and a family room just off the kitchen, providing plenty of room for family living and entertaining. A convenient half

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    CarLee Marchetti

    STAR REALTY OF WINTER HAVEN

    (863) 474-8406

    1844 Emily Dr, Winter Haven, FL 33884
  • /39

    $295,000

    • 3 Beds
    • 2 Baths
    • 1,407 Sq Ft

    14 Morton Rd, Winter Haven, FL 33881

    Welcome to your new energy-efficient home! This home boasts numerous accolades, including an award from the U.S. Department of Energy for its exceptional quality in 2015. It received an award for a Symbol of Excellence due to the home's healthy environment, durability, advanced technology, and ultra-efficiency. In the heart of Winter Haven by Lake Jessie lies your beautiful three-bedroom

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    Viktoria Strudwick

    LIVE FLORIDA REALTY

    (863) 343-0879

    14 Morton Rd, Winter Haven, FL 33881
  • /69

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    3565 Raleigh Dr, Winter Haven, FL 33884

    Step into style—your way! With an acceptable offer, the seller is offering a $5,000 flooring allowance so you can choose the perfect floors to match your taste and lifestyle. Make this home truly yours from the ground up! Welcome to this stunning Bonita-II home located in the highly desirable Traditions at Lake Ruby, a gated and maintenance-free 55+ community! From the moment you arrive,

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    Kathy Alexander

    CENTURY 21 WATSON & MYERS REALTY

    (863) 334-2115

    3565 Raleigh Dr, Winter Haven, FL 33884
  • /47

    $374,000

    • 4 Beds
    • 3 Baths
    • 2,042 Sq Ft

    340 Vail Dr, Winter Haven, FL 33884

    Discover this beautifully updated home situated on over a quarter-acre lot in a peaceful cul-de-sac within the established Cedar Cove neighborhood—just steps from the scenic shores of Lake Eloise. Offering over 2,000 sq ft of stylish living space, this 3-bedroom, 3-bathroom home—plus an enclosed bonus room that can easily serve as a 4th bedroom—perfectly blends comfort and functionality. Step

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    Carlos DeJesus

    EXIT REALTY 4CORNERS

    (863) 269-3394

    340 Vail Dr, Winter Haven, FL 33884
  • /71

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,719 Sq Ft

    3912 Baldwin Ln, Winter Haven, FL 33884

    Location. Location. Location. Your maintenance-free lifestyle awaits! Welcome to Traditions at Lake Ruby, an active 55+ community! Upon arrival, you'll be welcomed by a charming front entryway and a glass storm door, leading into a spacious living room with high ceilings. This 2-bedroom, 2-bathroom home, plus a den/office, sits on a large corner lot near the beautiful clubhouse and butterfly

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    Kathy Alexander

    CENTURY 21 WATSON & MYERS REALTY

    (863) 509-1850

    3912 Baldwin Ln, Winter Haven, FL 33884
  • /56

    $550,000

    • 3 Beds
    • 2 Baths
    • 2,064 Sq Ft

    4068 Stone Creek Loop, Lake Wales, FL 33859

    Discover the charm of this stunning Wellington model pool home in picturesque Lake Ashton, situated on a spacious corner lot with a heated saltwater pool! It's one of the few homes in the neighborhood that feature an in-law suite with TV, refrigerator, microwave, sink and countertop. Boasting over 2,000 square feet, this 3-bedroom, 2-bathroom home is filled with premium upgrades, designed for

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    Nick Nelson

    EXP REALTY LLC

    (863) 270-8583

    4068 Stone Creek Loop, Lake Wales, FL 33859
  • /44

    $399,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    2281 Whitley Ln, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Step into your new haven at 2281 Whitley Lane, nestled on a corner lot, where luxury and comfort intertwine to create an unparalleled sanctuary. This meticulously designed, freshly constructed residence eagerly awaits its new owner, offering a neutral palette ready for personalization. As you step through the welcoming double doors, bask in the

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    Sofia Naseem

    CHARLES RUTENBERG REALTY ORLANDO

    (863) 592-2399

    2281 Whitley Ln, Winter Haven, FL 33881
  • /40

    $399,000 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,344 Sq Ft

    1334 Salisbury Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome home to 1334 Salisbury Drive, where luxury and comfort converge to create your perfect sanctuary.This meticulously constructed, brand new house awaits its new owner, offering a canvas of neutral colors just waiting to be personalized and made your own. Step through the inviting double doors and be greeted by the grandeur of high ceilings, an

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    Sofia Naseem

    CHARLES RUTENBERG REALTY ORLANDO

    (863) 264-6208

    1334 Salisbury Dr, Winter Haven, FL 33881
  • /41

    $344,999

    • 5 Beds
    • 3.5 Baths
    • 2,588 Sq Ft

    686 22nd St NW, Winter Haven, FL 33880

    Spacious Pool Home with In-Law Suite in Desirable Orangewood Heights!Welcome to this unique and versatile 5-bedroom, 3.5-bath pool home offering 2,588 sq. ft. of heated and cooled living space, located in the sought-after Orangewood Heights neighborhood of Winter Haven—just a short walk to Lake Howard and the beautiful Lake Howard Nature Park.This home features a private in-law suite

    Steve Donahue LIVE FLORIDA REALTY

    686 22nd St NW, Winter Haven, FL 33880
  • /39

    $425,000

    • 5 Beds
    • 3 Baths
    • 2,523 Sq Ft

    1424 Axel Cir, Winter Haven, FL 33880

    Stunning 5-Bedroom Waterfront Home on Expansive Pie-Shaped Lot in Pinnacle Point, Winter HavenWelcome to your dream retreat! This like-new 5-bedroom, 3-bathroom home—built in 2022—is a rare find in the sought-after Pinnacle Point community of Winter Haven, Florida. Set on a huge pie-shaped lot with tranquil pond views, this property combines spacious living, elegant design, and everyday

    Shira Bhagavatula ALIGN RIGHT REALTY RIVERVIEW

    1424 Axel Cir, Winter Haven, FL 33880
  • /31

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft

    1511 Avenue F NE, Winter Haven, FL 33881

    PRICE IMPROVEMENT!!! ATTENTION this is not a flip! Welcome to this beautifully updated 3-bedroom, 1-bath home in the heart of Winter Haven, offering peaceful lake views right from the end of your driveway! This move-in-ready gem is perfect for first-time homebuyers or those looking to downsize without compromising comfort or style. Step inside to find a stunning kitchen remodeled in 2021,

    Gregory Baker LIVE FLORIDA REALTY

    1511 Avenue F NE, Winter Haven, FL 33881
  • /21

    $235,000

    • 3 Beds
    • 1 Bath
    • 1,013 Sq Ft

    3118 Walnut St, Winter Haven, FL 33881

    Welcome to this charming 3-bedroom, 1-bathroom block home, perfectly positioned on an oversized corner lot with great curb appeal and plenty of outdoor space. Recent upgrades include a NEW roof, front door, and windows in the guest bedrooms for added peace of mind.Inside, you’ll love the bright, open floorplan featuring a cozy family room with a wood-burning fireplace, a separate living

    Kathi Zerilli REDFIN CORPORATION

    3118 Walnut St, Winter Haven, FL 33881
  • /36

    $259,999

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    728 Waterbridge Dr, Winter Haven, FL 33880

    This house comes with a REDUCED RATE as low as 5.99% (APR 6.233%) as of 06/12/2025 through List & Lock. This is a seller paid rate-buydown that reduces the buyer’s interest rate and monthly payment. Terms apply, see disclosures for more information. Perfect starter home in this quiet family friendly neighborhood of Whispering Lake. This 2 story home is Vacant and Move in ready and has all the

    Gregory Baker LIVE FLORIDA REALTY

    728 Waterbridge Dr, Winter Haven, FL 33880
  • /36

    $350,000

    • 5 Beds
    • 3 Baths
    • 2,601 Sq Ft

    979 Sun Burst Rd, Winter Haven, FL 33880

    Welcome to this exceptional, well-priced home located just minutes from Legoland! This modern residence, built only two years ago, offers a comfortable and functional layout with five bedrooms and three bathrooms. Situated on a peaceful corner lot, the home features an inviting open floor plan seamlessly connecting the living room, kitchen, and dining areas. The spacious kitchen provides

    Ivan Rocco MARKET CONNECT REALTY LLC

    979 Sun Burst Rd, Winter Haven, FL 33880
  • /32

    $275,000

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

    269 Saint Georges Cir, Eagle Lake, FL 33839

    One or more photo(s) has been virtually staged. Welcome to this beautifully updated 3-bedroom, 2-bathroom home located in the heart of Eagle Lake, Florida. With 1,718 square feet of well-designed living space, this home offers a perfect blend of comfort, style, and functionality. As you step inside, you’ll immediately notice the open floor plan that seamlessly connects the kitchen, dining area,

    Kathi Zerilli REDFIN CORPORATION

    269 Saint Georges Cir, Eagle Lake, FL 33839
  • /66

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,484 Sq Ft

    5253 Pebble Beach Blvd, Winter Haven, FL 33884

    Fully Remodeled & Furnished Home in Lake Ashton – Premier 55+ Golf CommunityWelcome to 5253 Pebble Beach Blvd, a beautifully renovated and fully furnished 2-bedroom, 2-bathroom home nestled in the highly sought-after 24-hour guard-gated community of Lake Ashton. This move-in-ready residence showcases a spacious open-concept layout with elegant ceramic tile flooring throughout, crown

    Jomar Gonzalez LA ROSA REALTY LLC

    5253 Pebble Beach Blvd, Winter Haven, FL 33884
  • /50

    $409,900

    • 4 Beds
    • 2 Baths
    • 2,376 Sq Ft

    4346 Thomas Wood Ln E, Winter Haven, FL 33880

    Spacious 4-Bedroom Home in Winter Haven, FL – Bring Your Boat, RV & More!Welcome to this updated and move-in-ready 4-bedroom, 2-bathroom home in beautiful Winter Haven! Situated on a generous lot with plenty of room to roam, this property offers the ideal setup for families, hobbyists, and outdoor enthusiasts alike. With no HOA restrictions, you’re free to bring your boat, RV, or any other

    Carmelo Velez ELEVATE REAL ESTATE BROKERS OF FLORIDA LLC

    4346 Thomas Wood Ln E, Winter Haven, FL 33880
  • /47

    $416,900

    • 4 Beds
    • 3 Baths
    • 2,302 Sq Ft

    2980 Dayton Dr, Winter Haven, FL 33884

    Experience the best of Florida’s 55+ lifestyle at 2980 Dayton Drive. A refined offering set on a large corner lot in Traditions at Lake Ruby, one of Winter Haven’s active adult communities. Impeccably maintained and thoughtfully designed, this 4-bedroom, 3-bath residence offers the perfect blend of comfort, elegance, and convenience — whether you’re seeking a full-time retreat or a seasonal

    Ryan Mullis NEXTHOME NORRIS & COMPANY REALTY

    2980 Dayton Dr, Winter Haven, FL 33884
  • /39

    $458,000

    • 4 Beds
    • 3 Baths
    • 2,433 Sq Ft

    212 Terranova Blvd, Winter Haven, FL 33884

    New Price! Elegant and meticulously maintained 4-bedroom, 3-bath former model home with solar-heated pool, located in a beautiful gated community. Used exclusively as a second residence, this home offers impressive curb appeal, lush landscaping, and a private screened-in pool with peaceful conservation views. The pool pump was replaced just 8 months ago, and the solar panels, installed

    Valerie Casals INVESTOR'S REAL ESTATE LLC

    212 Terranova Blvd, Winter Haven, FL 33884
  • /25

    $249,900

    • 3 Beds
    • 2 Baths
    • 1,058 Sq Ft

    2622 Trinity Cir NW, Winter Haven, FL 33881

    Welcome to your new home! This beautifully updated property is move-in ready and waiting for its next owners. With thoughtful updates throughout, you'll find brand-new HVAC ductwork, an upgraded electrical panel, new sewer connections, newer plumbing throughout, a newer roof, new ceiling fans, and fresh flooring. Enjoy the spacious 3-bedroom, 2-bathroom layout, and relax and enjoy the rear yard

    Craig Burke CRAIG BURKE REAL ESTATE GROUP, LLC

    2622 Trinity Cir NW, Winter Haven, FL 33881
  • /49

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,729 Sq Ft

    3905 Osprey Pointe Cir, Winter Haven, FL 33884

    This home is top notch and built to last. Located in Osprey Pointe on Lake Ned, this 3 bedroom, 2 bathroom home has over 1700 square feet of living space and a gorgeous open concept floor plan. As you walk in the front door, you are greeted with vaulted ceilings through the kitchen, nook and great room. The kitchen is a dream with a natural gas range, upgraded cabinets and granite counter tops.

    Cole Bataille STRAIGHT UP REALTY & PM LLC

    3905 Osprey Pointe Cir, Winter Haven, FL 33884

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Haven

Winter Haven is the midpoint between Tampa and Orlando in rapidly growing Polk County. Known for having dozens of lakes, this outdoor paradise has experienced significant growth in recent years, reaching 60,000 in 2024. For years the city was a popular destination for snowbirds seeking a second home and empty-nesters relocating from up north, but a younger demographic is driving the current growth. Fitting for a city that offers year-round outdoor adventures, is home to Legoland theme park and has a buzzy downtown with a burgeoning contemporary dining and entertainment scene. “Over the last 15 years, we have gotten a lot younger,” says Kim Davis, a Realtor with Crosby & Associates and city resident. “We now have a very large population of adults between 25 and 50. We’re definitely growing in the family-producing age group. Thirty years ago, Winter Haven was basically a 55-plus community with a few families, but it has really flipped.” The median sales price of $300,000 represents a $30,000 decrease from the market’s peak in August 2022. Residential options occupy a vast spectrum, from manufactured homes to waterfront mansions. Traditional ranch-style homes anchor the city’s

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$287,000
Median Single Family Sale Price
$300,000
Median Townhouse Sale Price
$271,750
Median 2 Bedroom Sale Price
$152,000
Median 1 Bedroom Sale Price
$100,000
Average Price Per Sq Ft
$173
Number of Homes for Sale
863
Last 12 months Home Sales
1,848
Months of Supply
5.60
Median List Price
$310,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-4%
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