28

4-Bedroom Houses for Sale in Winter Haven, FL under $500,000

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  • 1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880

    $419,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,336 Sq Ft

    DENHAM Plan at Harmony at Lake Eloise, Winter Haven, FL 33880

    Introducing the Denham at Harmony at Lake Eloise, in Winter Haven, Florida. A stunning 2,336 square foot, single-story home featuring 4 bedrooms, 3 bathrooms, and a spacious 3-car garage. As you step inside a grand foyer draws you in, leading you through a thoughtfully designed layout where every detail shines. Bedrooms 2, and 3, and 4 branch off from the foyer, creating a private wing for

    Builder Photo

    D.R. Horton

    Builder

    1651 Hummingbird Rd Unit 36202781, Winter Haven, FL 33880
  • /73

    $466,500

    • 4 Beds
    • 3.5 Baths
    • 2,723 Sq Ft

    14 Pilot Place, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Architectural Elegance Meets Aviation Lifestyle at 14 Pilot Place ____Welcome to Eagles Landing, an exclusive enclave in Winter Haven where architectural distinction, aviation access, and luxury living come together. This stunning 4-bedroom, 3.5-bath custom home was masterfully derived from the May 1997 Life Magazine Dream Home whom the owner met

    April Spaulding LPT REALTY, LLC

    14 Pilot Place, Winter Haven, FL 33881
  • /27

    $410,544 New Construction

    • 4 Beds
    • 2 Baths
    • 1,625 Sq Ft

    239 Meredith Blvd, Winter Haven, FL 33881

    SAMPLE IMAGES* TRIPLE NET LEASE*The Bradley floor plan is a well-designed one-story home featuring four spacious bedrooms and two bathrooms. This layout emphasizes an open concept, with the dining room flowing seamlessly into the great room, creating a bright and airy central living space perfect for gatherings. The kitchen offers easy access to the dining area, making meal times and entertaining

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    239 Meredith Blvd, Winter Haven, FL 33881
  • /28

    $453,916 New Construction

    • 4 Beds
    • 2 Baths
    • 2,110 Sq Ft

    235 Meredith Blvd, Winter Haven, FL 33881

    SAMPLE IMAGE*TRIPLE NET LEASE*The Poinciana floorplan offers a well-designed, one-story layout that includes 4 bedrooms and 2 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 family gatherings and entertaining. The owner's suite, located at the back for added

    Nancy Pruitt OLYMPUS EXECUTIVE REALTY INC

    235 Meredith Blvd, Winter Haven, FL 33881
  • /25

    $417,990 New Construction

    • 4 Beds
    • 2 Baths
    • 2,212 Sq Ft

    Dalia Plan at Harmony at Lake Eloise, Winter Haven, FL 33884

    Fall in love with the Dalia, a thoughtfully designed single-story home with must-have features! This home has 4 bedrooms, 2 bathrooms, and a spacious 3-car tandem garage, offering plenty of room for family and guests. The eye-catching elevation and professional landscaping add to its bold curb appeal, making a lasting first impression. Step inside to find a flexible den space and an oversized

    Builder Photo

    Casa Fresca Homes

    Builder

    1022 Brimstone Cir Unit 36500799, Winter Haven, FL 33884
  • /45

    $480,000

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

    143 Broad St, Winter Haven, FL 33880

    COME SEE THIS BEAUTIFUL POOL HOME IN THE HEART OF CENTRAL FLORIDA! Gently meander through the charming gated community of Hampton Cove to this residence that offers a well-designed floorplan with a perfect blend of open-concept living areas and defined spaces. This spacious 4-bedroom, 3-bathroom home presents an inviting screened lanai entrance into the 2,720 SqFt of modern luxury living. The

    Erin Floyd COLDWELL BANKER REALTY

    143 Broad St, Winter Haven, FL 33880
  • /58

    $450,000

    • 4 Beds
    • 2.5 Baths
    • 2,434 Sq Ft

    5009 Strada Dr, Winter Haven, FL 33880

    Welcome to this well-maintained Winter Haven pool home, offering over 2,400 sq ft of living space on a corner lot. This 4-bedroom, 2.5-bathroom home includes a 3-car garage, wood floors in the kitchen, foyer, and dining room, and spacious rooms with generous closet space. Upstairs, a cozy loft provides the perfect spot to unwind.Step outside to a screened and heated inground pool and spa,

    Florentino Beltran KELLER WILLIAMS ADVANTAGE 2 REALTY

    5009 Strada Dr, Winter Haven, FL 33880
  • /61

    $459,900

    • 4 Beds
    • 3 Baths
    • 2,312 Sq Ft

    3934 Bedford Ave, Winter Haven, FL 33884

    Welcome to 3934 Bedford Avenue, a beautifully maintained 4-bedroom, 3-bathroom home nestled in the sought-after 55+ Traditions at Lake Ruby community in Winter Haven. This move-in ready residence offers a perfect blend of comfort, functionality, and low-maintenance living. Step inside to discover an open-concept layout featuring tile flooring throughout the main living areas, a spacious living

    Matt Mesimer KELLER WILLIAMS REALTY SMART 1

    3934 Bedford Ave, Winter Haven, FL 33884
  • /54

    $469,000

    • 4 Beds
    • 3 Baths
    • 2,781 Sq Ft

    1908 Crossroads Blvd, Winter Haven, FL 33881

    SELLER MOTIVATED! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to this beautifully maintained residence located in the highly desirable gated community of Crossroads at Lake Region. This spacious four-bedroom, three-bathroom home with a dedicated office offers the perfect blend of comfort and functionality. As you arrive,

    Jill Lingenfelter CENTURY 21 MYERS REALTY

    1908 Crossroads Blvd, Winter Haven, FL 33881
  • /55

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,067 Sq Ft

    4812 Mandolin Ct, Winter Haven, FL 33884

    Welcome to this stunning 4-bedroom, 3-bathroom home with a dedicated office and a sparkling inground saltwater pool, nestled in the gated community of Mandolin. From the moment you step inside, you’ll appreciate the seamless flow of laminate flooring throughout—offering a clean, carpet-free living experience. The heart of the home is the spacious, open-concept kitchen, featuring stone

    John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    4812 Mandolin Ct, Winter Haven, FL 33884
  • /49

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,172 Sq Ft

    413 Ruby Lake Place, Winter Haven, FL 33884

    Welcome to this beautifully maintained saltwater pool home offering comfort, style, and a prime location! Brickwork entry leads into an open foyer with tile flooring. The formal living and dining areas provide a picture-perfect view of the sparkling saltwater pool with a soothing fountain. The kitchen features granite countertops, stainless steel appliances, ample cabinet space, and flows into a

    Stacey Towns STACEY TOWNS REALTY LLC

    413 Ruby Lake Place, Winter Haven, FL 33884
  • /48

    $439,900

    • 4 Beds
    • 2 Baths
    • 2,369 Sq Ft

    1081 Sandpiper Loop, Winter Haven, FL 33881

    Price reduced!!! Don't let this one get away. Welcome to 1081 Sandpiper Loop, a stunning home in a quiet, exclusive community of fewer than 90 homes. Nestled just off Country Club Road in Winter Haven, this property offers the perfect balance of privacy and convenience—close to downtown, yet featuring spacious 1⁄4-acre lots so you’ll never feel crowded.Step inside to beautiful vinyl flooring

    Chris Loschiavo RE/MAX HERITAGE PROFESSIONALS

    1081 Sandpiper Loop, Winter Haven, FL 33881
  • /54

    $444,900

    • 4 Beds
    • 4 Baths
    • 3,586 Sq Ft

    16 Golfview Cir NE, Winter Haven, FL 33881

    Large and lovely two story mid-century pool home in the heart of Winter Haven/North Lake Elbert Heights, near Polk State College, Lake Elbert, the Diamondplex Sports Complex, and beautiful, exciting, and vibrant downtown, yet in a quiet and friendly neighborhood! Enter the foyer to the living room and formal dining room with newer wood floors throughout and plenty of space for dinner parties and

    Natalie Oldenkamp BHHS FLORIDA PROPERTIES GROUP

    16 Golfview Cir NE, Winter Haven, FL 33881
  • /50

    $440,000

    • 4 Beds
    • 2 Baths
    • 1,982 Sq Ft

    260 Lake Smart Cir, Winter Haven, FL 33881

    Experience the perfect blend of style, comfort, and sustainability in this beautifully maintained 4-bedroom, 2-bathroom home, built in 2021. Nestled in a serene neighborhood, this home offers not only modern features but also breathtaking views of Lake Smart which it's part of Polk County Chain of Lakes. Highlights Include: Stunning lake view to enjoy daily sunrises, sunsets, and peaceful vibes.

    Veddy Diaz Rosario CHARLES RUTENBERG REALTY ORLANDO

    260 Lake Smart Cir, Winter Haven, FL 33881
  • /66

    $429,900

    • 4 Beds
    • 3 Baths
    • 2,492 Sq Ft

    144 Beverly Dr, Winter Haven, FL 33884

    Immaculate and updated pool home ideally located in SE Winter Haven just two blocks from Chain of Lakes access. This well-cared for pool residence features a sleek modern appearance with comfortable living spaces and an impressive level of quality updates found throughout. Extensive list of recent updates include: whole house replumbed 2019, new roof 2019, new AC handler 2019, master bath

    Christina Loesch AGILE GROUP REALTY

    144 Beverly Dr, Winter Haven, FL 33884
  • /41

    $424,990 Open Fri 3PM - 6PM

    • 4 Beds
    • 2 Baths
    • 1,855 Sq Ft

    4027 Island Lakes Dr, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. **HUGE PRICE DROP** Welcome to your dream lakefront retreat on the Chain of Lakes. Situated on the picturesque shores of Lake Conine, this property offers direct access to the extensive canal system of the Chain of Lakes, opening up endless opportunities for fishing, boating, water skiing, paddleboarding, and canoeing. Imagine spending your days on

    David Small KELLER WILLIAMS REALTY SMART 1

    4027 Island Lakes Dr, Winter Haven, FL 33881
  • /35

    $485,000

    • 4 Beds
    • 3 Baths
    • 2,569 Sq Ft

    305 Hernando Rd, Winter Haven, FL 33884

    Welcome to your Dream home!! Step into this stunning residence through a spacious, light-filled foyer and prepare to be impressed by the thoughtfully, well maintained designed layout and exceptional features throughout. This home offers oversized bedrooms and a versatile bonus room—perfect for a game room, home office, or even a private in-law suite. This home has a formal living area, family

    Sherry Sapp COLDWELL BANKER REALTY

    305 Hernando Rd, Winter Haven, FL 33884
  • /39

    $400,000

    • 4 Beds
    • 3.5 Baths
    • 2,194 Sq Ft

    1317 Avenue A SE, Winter Haven, FL 33880

    Back on the Market!! A truly one-of-a-kind! This 4-bedroom, 3.5-bath home (including an en suite) is overflowing with charm, character, and endless potential! Step into your private outdoor oasis featuring an inviting inground pool and a spacious screened-in porch—perfect for relaxing, entertaining, or enjoying your morning coffee in comfort.Inside, the home offers a warm and versatile

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    1317 Avenue A SE, Winter Haven, FL 33880
  • /73

    $500,000

    • 4 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    10 Webb Rd, Winter Haven, FL 33881

    AUCTION!! 10am, Sat. Sept. 13th Secluded 4-Bedroom Ranch on 5 Acres with Pool, Barns & Country Charm! Discover the perfect blend of privacy, convenience, and space with this 4 bedroom, 2.5 bath ranch-style home nestled on 5 acres in East Winter Haven. Tucked away at the end of a quiet road, this former citrus grove offers a peaceful, no-HOA lifestyle with plenty of room for your family,

    Martin E Higgenbotham HIGGENBOTHAM AUCTIONEERS INTERNATIONAL LTD INC

    10 Webb Rd, Winter Haven, FL 33881
  • /32

    $429,000

    • 4 Beds
    • 3 Baths
    • 2,420 Sq Ft

    415 Smiley Ct, Winter Haven, FL 33884

    READY TO MOVE !!!! 4 spacious bedrooms ; Large great room with excellent natural light ??? Open kitchen integrated into the dining room, ideal for family sharing ?? 3 full bathrooms: ?? Covered garage for 5 vehicles ?? Large private pool with terrace area for outdoor enjoyment ?? Large side garden, perfect for games, pets, or relaxing Located in a quiet and safe area, this property combines

    Adriana Sanchez AGENT TRUST REALTY CORPORATION

    415 Smiley Ct, Winter Haven, FL 33884
  • /24

    $419,900

    • 4 Beds
    • 2.5 Baths
    • 3,055 Sq Ft

    673 Sarner Pass Way, Winter Haven, FL 33881

    Beautiful property in an oversize lot ( 15,550 sq ft , more than 1/3 of acre ) over 3000 sq ft under air, all tile on the first floor, upon entereing the home it features an office, overlooking the formal dining and living area, behind that is oversize family room and the elegant kitchen, featuring all stainless steel appliances , you are also going to find the oversize lanai in the back of the

    Consuelo Zea ZEA REALTY & ASSOCIATES

    673 Sarner Pass Way, Winter Haven, FL 33881
  • /20

    $415,000

    • 4 Beds
    • 3 Baths
    • 2,320 Sq Ft

    3986 Bedford Ave, Winter Haven, FL 33884

    >> Spacious 4-Bed, 3-Bath Home in the Premier Gated Community of Traditions at Lake Ruby!>> Welcome to your dream home in one of Central Florida’s most desirable active communities! This beautifully designed 4-bedroom, 3-bath residence sits on an oversized lot with no rear neighbors, offering ultimate privacy and tranquil pond views. >> Inside, you’ll love the triple-split floor plan—well

    Steven Koleno BEYCOME OF FLORIDA LLC

    3986 Bedford Ave, Winter Haven, FL 33884
  • /31

    $410,000

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

    439 Sunfish Dr, Winter Haven, FL 33881

    **Elegant Two-Story Residence in the Sought-After Lake Lucerne Community** 4 Bedroom 2.5 Bath Plus a Den!Welcome to this impeccably maintained, two-story KB Home nestled on an expansive 70’ x 130’ home-site in the prestigious Lake Lucerne enclave. This distinguished property offers refined living with privacy and tranquility, fully enclosed by a premium vinyl fencing

    Harry D'Onofrio BEST HOMES, LLC.

    439 Sunfish Dr, Winter Haven, FL 33881
  • /55

    $499,900

    • 4 Beds
    • 3 Baths
    • 3,257 Sq Ft

    19 Meadowlake Ct, Winter Haven, FL 33884

    New Price Reduction - Priced to Sell! Step into luxury with this stunning ranch-style home in the gated Cypresswood golf community! Nestled on a peaceful cul-de-sac, this spacious 4-bedroom home blends modern elegance with timeless charm, making it the perfect retreat.Inside, wood-look tile flooring flows throughout the main living areas, offering both durability and style. The gourmet

    Rebecca Redman Hamaoui REAL BROKER, LLC

    19 Meadowlake Ct, Winter Haven, FL 33884
  • /30

    $498,999

    • 4 Beds
    • 3 Baths
    • 1,985 Sq Ft

    1075 8th St NW, Winter Haven, FL 33881

    Gorgeous 4 Bedroom, 3 Bathroom, Single Family Home with 2 In-Law Apartments, on a huge lot, in the heart of historic Winter Haven. The photos don't lie. This is one beautiful and spacious home offering amazing options few other homes do. It has been completely and beautifully remodeled to modern standards from the roof down to the flooring. If you wish, you can lock an interior door or two and

    Jim Knetsch LPT REALTY, LLC

    1075 8th St NW, Winter Haven, FL 33881
  • 2502 Sage Valley Way, Winter Haven, FL 33884

    $413,105 New Construction

    • 4 Beds
    • 3 Baths
    • 2,020 Sq Ft

    2502 Sage Valley Way, Winter Haven, FL 33884

    The property is located at 2502 Sage Valley Way WINTER HAVEN FL 33884 priced at 413105, the square foot and stories are 2020, 1.The number of bath is 3, halfbath is 0 there are 4 bedrooms and 3 garages. For more details please, call or email.

    Builder Photo

    D.R. Horton

    Builder

    2502 Sage Valley Way, Winter Haven, FL 33884
  • /25

    $499,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,912 Sq Ft

    1264 Lake Buckeye Rd, Winter Haven, FL 33881

    PRICE REDUCED! LAKEFRONT! NO HOA! NEW CONSTRUCTION! Welcome to 1264 Lake Buckeye Rd in Winter Haven, a beautiful, never-before-lived-in home home offering 2,675 sq. ft. under roof and packed with modern features. WOW! OVER 0.44+ ACRES OF OWNED LAND on a spacious corner lot. Enjoy the Florida lifestyle with a screened lanai, beautifully landscaped yard, and direct lakefront access to Lake Buckeye

    Daniel Hut HUT TEAM REALTY

    1264 Lake Buckeye Rd, Winter Haven, FL 33881
  • 2602 Sage Valley Way, Winter Haven, FL 33884

    $404,605 New Construction

    • 4 Beds
    • 3 Baths
    • 2,020 Sq Ft

    2602 Sage Valley Way, Winter Haven, FL 33884

    The property is located at 2602 Sage Valley Way WINTER HAVEN FL 33884 priced at 404605, the square foot and stories are 2020, 1.The number of bath is 3, halfbath is 0 there are 4 bedrooms and 3 garages. For more details please, call or email.

    Builder Photo

    D.R. Horton

    Builder

    2602 Sage Valley Way, Winter Haven, FL 33884

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$286,990
Median Single Family Sale Price
$299,999
Median Townhouse Sale Price
$259,900
Median 2 Bedroom Sale Price
$138,035
Median 1 Bedroom Sale Price
$102,500
Average Price Per Sq Ft
$172
Number of Homes for Sale
937
Last 12 months Home Sales
1,872
Months of Supply
6.00
Median List Price
$310,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-3%
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