36

4-Bedroom Houses in Winter Haven, FL under $300,000

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  • /21

    $289,900

    • 4 Beds
    • 2 Baths
    • 1,748 Sq Ft

    438 Honey Bell Rd, Winter Haven, FL 33880

    Wanted to share some highlights about this home: It features an open floor plan, perfect for cooking in the kitchen while entertaining. The large master bedroom is separated from the other three bedrooms. You really just have to walk this amazing floor plan to fall in love. This home offers the perfect blend of comfort and modern living at the sought-after Squires Grove community. Its location is

    Vivian Ortiz OAK AVENUE REAL ESTATE LLC

    438 Honey Bell Rd, Winter Haven, FL 33880
  • /32

    $289,900

    • 4 Beds
    • 2 Baths
    • 1,743 Sq Ft

    262 Oleander St, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. WHY is THIS HOUSE better than new construction? Because it's time for an exterior paint refresh! SO the SELLER IS OFFERING BUYER A FULL PAINT PACKAGE! Interior and exterior paint done before closing or after, their choice, and BUYER GETS TO PIC THEIR OWN COLORS! A list of HOA approved (exterior) color selections is attached AND the buyer gets to pic

    Patty Wolfgang EXP REALTY LLC

    262 Oleander St, Winter Haven, FL 33881
  • /31

    $299,500

    • 4 Beds
    • 2 Baths
    • 1,992 Sq Ft

    4710 Osprey Way, Winter Haven, FL 33881

    Welcome to 4710 Osprey Way—a spacious, move-in-ready 4-bedroom, 2-bath home in the desirable community of Winter Haven. Built by Starlight Homes, this Ophelia model offers nearly 2,000 square feet of thoughtfully designed living space with a split-bedroom floor plan that’s perfect for both everyday living and entertaining. The heart of the home is the stylish kitchen, featuring stainless steel

    Stuart Hurry NU HOME FINDERS, INC

    4710 Osprey Way, Winter Haven, FL 33881
  • /36

    $299,900

    • 4 Beds
    • 2.5 Baths
    • 1,933 Sq Ft

    228 Kilmer Ln, Winter Haven, FL 33884

    This 4 bed, 2.5 bath SE Winter Haven home has been carefully maintained and updated. Bring your belongings and move right in! A new roof, new exterior and interior paint, new carpet, new water heater, and new landscaping are among the upgrades that will provide peace of mind for years to come. Large dual living spaces offer ample room for entertaining and the back yard is ready for your grill and

    Misty McCracken FATHOM REALTY FL LLC

    228 Kilmer Ln, Winter Haven, FL 33884
  • /31

    $285,000

    • 4 Beds
    • 2 Baths
    • 2,301 Sq Ft

    159 Cloverdale Rd, Winter Haven, FL 33884

    Welcome to 159 Cloverdale Rd, a beautifully maintained 4-bedroom, 2-bath home located in the desirable Savanna Pointe community of Winter Haven. This spacious one-story residence offers over 2,300 square feet of living space, featuring an open-concept layout ideal for both everyday living and entertaining. The split-bedroom floor plan provides privacy and comfort, while the primary suite boasts a

    Darin Dobson COMPASS FLORIDA LLC

    159 Cloverdale Rd, Winter Haven, FL 33884
  • /41

    $295,000

    • 4 Beds
    • 3 Baths
    • 1,620 Sq Ft

    608 William Ave, Winter Haven, FL 33880

    Nestled in a peaceful neighborhood, this beautifully updated four-bedroom, three-bath residence is a true gem that perfectly blends comfort and style. As you step inside, you’ll be greeted by an open concept floor plan that seamlessly connects the living, dining, and kitchen areas, creating a warm and inviting atmosphere perfect for entertaining and family gatherings. Elegant laminate wood

    David Small KELLER WILLIAMS REALTY SMART 1

    608 William Ave, Winter Haven, FL 33880
  • /22

    $299,999

    • 4 Beds
    • 2 Baths
    • 1,851 Sq Ft

    3082 Royal Tern Dr, Winter Haven, FL 33881

    BACK ON MARKET DUE TO BUYER FINANCING!!!Beautiful Home in Winter Haven! This stunning 4-bedroom, 2-bathroom home offers 1,851 sq. ft. of spacious living in a peaceful and growing community. Enjoy a modern kitchen, bright and airy living spaces, and a cozy backyard perfect for relaxing or entertaining. Conveniently located near schools, shopping, and parks! Don’t miss this amazing opportunity

    Angel Ramirez LPT REALTY, LLC

    3082 Royal Tern Dr, Winter Haven, FL 33881
  • /2

    $287,999

    • 4 Beds
    • 2 Baths
    • 1,800 Sq Ft

    147 Emanuelle Dr, Winter Haven, FL 33884

    Welcome to 147 Emanuelle Dr, a beautifully designed single-family home in the Villa Mar community of Winter Haven, Florida. This property features 4 bedrooms, 2.5 bathrooms, and approximately 1,800 square feet of living space. Built in 2021, the home boasts modern finishes and a spacious open floor plan, perfect for both gatherings and everyday living. The kitchen offers a convection oven and

    Lina Torres BROKER HUB REALTY GROUP LLC

    147 Emanuelle Dr, Winter Haven, FL 33884
  • /23

    $300,000

    • 4 Beds
    • 2 Baths
    • 1,925 Sq Ft

    225 Arbuthnot St, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. 100-Day Home Warranty coverage available at closing. Welcome to your dream home! This property features a neutral color paint scheme and fresh interior paint that is sure to impress. The living room boasts a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream with a center island, stainless steel appliances, and an

    Karen Albright OPENDOOR BROKERAGE LLC

    225 Arbuthnot St, Winter Haven, FL 33881
  • /9

    $283,300

    • 4 Beds
    • 2.5 Baths
    • 2,242 Sq Ft

    1856 Emily Dr, Winter Haven, FL 33884

    The Perfect Home for 2025! Owner motivated. Located in a established neighborhood with great access to Lego Land, "A" schools, shopping and entertainment. This lovely home includes plenty of bonus space for a growing family; 4 bedrooms, 2.5 bathrooms and possible bonus room, this home has it all. The formal dining room at the front leads to the spacious eat-in kitchen, which includes a center

    Barbara Jackson MILLENNIUM REALTY CENTER LLC

    1856 Emily Dr, Winter Haven, FL 33884
  • /23

    $284,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft

    377 Kayden Cove, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Under Construction. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary

    Ben Goldstein LENNAR REALTY

    377 Kayden Cove, Winter Haven, FL 33884
  • /26

    $284,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,665 Sq Ft

    3495 Costello Cir, Winter Haven, FL 33884

    Under Construction. "Introducing the Harper floorplan at Villamar, where every square foot is put to use with sophistication and comfort.Inside this 4-bedroom, 2-bathroom home, you’ll find 1,665 square feet of comfortable living. This meticulously designed residence combines modern convenience with timeless elegance, showcasing granite and tile floors throughout. As you step inside, you

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    3495 Costello Cir, Winter Haven, FL 33884
  • /3

    $297,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    Hillcrest, Winter Haven, FL 33859

    The Hillcrest floorplan is a spacious and thoughtfully designed one-story home that includes 4 bedrooms and 2 bathrooms, complemented by a two-car garage. This layout features a large great room at the heart of the home, seamlessly flowing into the dining area and kitchen for easy entertaining and family gatherings. The owner's suite is privately positioned and includes a walk-in closet and an

    Dream Finders Homes

    Hillcrest, Winter Haven, FL 33859
  • /3

    $285,990 New Construction

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

    Bradley, Winter Haven, FL 33859

    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 more convenient. The owner’s

    Dream Finders Homes

    Bradley, Winter Haven, FL 33859
  • /19

    $284,999 New Construction

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

    1954 Sarah St, Winter Haven, FL 33884

    This new single-story home is a modern take on a classic design. Down the foyer is a spacious and open-plan family room which has direct access to the cozy dining room, well-equipped kitchen and attached patio, perfect for everyday living. In a private corner is the owner’s suite with a convenient adjoining bathroom, while on the opposite side of the home are three secondary bedrooms to offer

    Lennar

    Celeste, Winter Haven, FL 33884
  • /26

    $269,900

    • 4 Beds
    • 2 Baths
    • 1,599 Sq Ft

    1393 Lucerne Loop Rd NE, Winter Haven, FL 33881

    Welcome to 1393 Lucerne Loop Rd NE — A Hidden Gem in the Heart of FloridaTucked away in the desirable community of Lucerne Park, this beautifully maintained 4-bedroom, 2-bathroom home with 1,767 square feet of thoughtfully designed living space. Built in 2019 and featuring a modern split floor plan, the home delivers both privacy and comfort for everyday living.From the moment you

    Desiree Swanz ENGEL & VOLKERS SOUTH TAMPA

    1393 Lucerne Loop Rd NE, Winter Haven, FL 33881
  • /20

    $280,000

    • 4 Beds
    • 2 Baths
    • 1,758 Sq Ft

    367 Cloverdale Rd, Winter Haven, FL 33884

    Welcome to this inviting 4-bedroom, 2-bath home featuring a spacious and functional layout in a great location close to shopping, dining, and schools complete with new roof 2025. Inside, you’ll enjoy tall ceilings, a large family room, and a separate living room—perfect for both everyday living and entertaining. At the center of the home is a well-appointed kitchen with granite countertops that

    Chris Renfro KELLER WILLIAMS REALTY SMART

    367 Cloverdale Rd, Winter Haven, FL 33884
  • /30

    $250,000

    • 4 Beds
    • 3 Baths
    • 1,733 Sq Ft

    536 Avenue G SE, Winter Haven, FL 33880

    Step into potential with this unique 4-bedroom, 3-bath home nestled in the heart of Winter Haven. Full of character and opportunity, this property is perfect for someone ready to renovate, restore, and reimagine.With a spacious layout, this home offers distinctive architectural details, multiple living areas, and endless flexibility to design the space of your dreams. Whether you’re envisioning

    Karen Corea Cuadra LPT REALTY, LLC

    536 Avenue G SE, Winter Haven, FL 33880
  • /19

    $225,000

    • 4 Beds
    • 2 Baths
    • 922 Sq Ft

    709 28th St NW, Winter Haven, FL 33881

    Stunning single-family home Completely renovated and move-in ready! features 4 bedrooms and 2 full bathrooms, including an attached in-law suite with its own private entrance—ideal for guests, extended family, or rental income. It's the perfect opportunity for investors seeking strong rental cash flow or families looking for a modern, spacious home with no HOA restrictions.Enjoy peace of mind

    Marcos Alvarez PODER LATINO CORP

    709 28th St NW, Winter Haven, FL 33881
  • /36

    $269,900

    • 4 Beds
    • 2 Baths
    • 1,295 Sq Ft

    2105 9th St NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. Welcome to 2105 9th St NE, a beautifully renovated ranch-style home tucked into the heart of Winter Haven! This move-in ready gem was upgraded and offers 4 spacious bedrooms, 2 stylish bathrooms with walk-in showers, and a bright, open 1,295 sq ft floor plan. Step inside and be greeted by luxury vinyl plank flooring, neutral designer colors, and an

    Debora Aquino FLORIDA CONNEXION PROPERTIES

    2105 9th St NE, Winter Haven, FL 33881
  • /3

    $280,000

    • 4 Beds
    • 2 Baths
    • 1,593 Sq Ft

    229 Avenue B NE, Winter Haven, FL 33881

    Charming 1925 Two-Story Home with Income PotentialDiscover the possibilities with this centrally located 1925 two-story home, offering excellent income-producing potential. Ideally situated near major roads, hospitals, and doctors' offices, this property provides convenience and accessibility.The home features a metal workshop, carport, mature landscaping, and fruit trees, all

    Lucy Martinez CENTURY 21 WOLF'S CROSSING REALTY

    229 Avenue B NE, Winter Haven, FL 33881
  • /32

    $269,000

    • 4 Beds
    • 3 Baths
    • 2,180 Sq Ft

    409 Lake Ned Rd, Winter Haven, FL 33884

    Step into serene living with this beautifully maintained 3-bedroom, 2-bathroom home perfectly situated on the peaceful shores of Lake Ned. From the moment you enter, you're greeted by an open, airy floor plan filled with natural light, creating a warm and welcoming atmosphere suitable for both everyday living and entertaining guests.The stylish kitchen serves as the heart of the home,

    Steven Koleno BEYCOME OF FLORIDA LLC

    409 Lake Ned Rd, Winter Haven, FL 33884
  • /20

    $274,900

    • 4 Beds
    • 2 Baths
    • 1,532 Sq Ft

    1024 31st St NW, Winter Haven, FL 33881

    FOR SALE - LEASE WITH OPTION TO BUY PROGRAM AVAILABLE - 4 BEDROOM/2 BATH - Single Family Home-Freshly painted cement block home that features four nice sized bedrooms, a massive Family Room, and an upgraded kitchen. The Guest Bathroom has newer tile in the tub and shower. It also has newer light fixtures and a newer mirror. The floorplan is a split bedroom design with newer laminate flooring.

    Linda Andre COLDWELL BANKER REALTY

    1024 31st St NW, Winter Haven, FL 33881
  • /24

    $250,000

    • 4 Beds
    • 2 Baths
    • 1,416 Sq Ft

    1027 31st St NW, Winter Haven, FL 33881

    Welcome to a meticulously maintained 4-bedroom, 2-bathroom residence spanning 1416 sqft. Situated on a .32-acre lot in a serene neighborhood, this property offers a harmonious blend of comfort and convenience.Step into an environment that exudes a sense of home from the moment you enter, combining warmth with a straightforward and welcoming ambiance. The property features spacious room

    Jomar Gonzalez LA ROSA REALTY LLC

    1027 31st St NW, Winter Haven, FL 33881
  • /30

    $297,090 New Construction

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    2240 Chris Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. This expansive two-story Columbus has a well-designed layout, featuring a first floor dedicated to shared living and entertaining. The open concept design seamlessly connects the kitchen, dining room and family room, with a patio extending the interior space outdoors. Upstairs, a spacious loft separates the three secondary bedrooms from the serene

    Ben Goldstein LENNAR REALTY

    2240 Chris Dr, Winter Haven, FL 33884
  • /31

    $296,660 New Construction

    • 4 Beds
    • 2 Baths
    • 1,820 Sq Ft

    1529 Leamington Ln, Winter Haven, FL 33884

    Under Construction. Under Construction. This one story home features 4 bedrooms and 2 baths. This Home begins with a two-story foyer opening up to the spacious first floor living spaces. The kitchen shines with abundant counter space and an island perfect for entertaining, Upstairs, you will find all four bedrooms and the designated laundry room. CUSTOM EXTERIOR includes 30-year mildew resistant

    Claudia Gutierrez ADAMS HOMES REALTY

    1529 Leamington Ln, Winter Haven, FL 33884
  • /3

    $299,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,564 Sq Ft

    2795 San Marco Way, Winter Haven, FL 33884

    Pre-Construction. To be built. Welcome to The Ventura – a beautifully designed home that combines modern comfort with premium finishes, located in the desirable Villamar community.This thoughtfully crafted split floor plan offers both privacy and functionality, with a welcoming foyer that leads to three secondary bedrooms and a full bathroom—creating an ideal space for guests or flexible

    Charles Pennant NEW HOME STAR FLORIDA LLC

    2795 San Marco Way, Winter Haven, FL 33884
  • /3

    $299,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,564 Sq Ft

    2775 San Marco Way, Winter Haven, FL 33884

    Pre-Construction. To be built. Discover the Ventura in VillaMar – A Thoughtfully Designed Smart Home in Winter HavenLocated in the beautiful VillaMar community in Winter Haven, the Ventura offers the perfect blend of modern design, comfort, and convenience. Nestled in a prime location, VillaMar provides stunning lake views and resort-style amenities, making it an ideal place to call

    Charles Pennant NEW HOME STAR FLORIDA LLC

    2775 San Marco Way, Winter Haven, FL 33884
  • /29

    $298,000 New Construction

    • 4 Beds
    • 2 Baths
    • 1,819 Sq Ft

    2586 San Marco Way, Winter Haven, FL 33884

    Short Sale. bank has approved the listed priceStep into a realm of elegance and comfort with this beautifully designed home. Boasting vaulted ceilings and an expansive open concept floor plan, this 4 bedroom, 2 bathroom residence ensures a perfect setting for quiet family living or grand entertaining. Enjoy culinary freedom in the spacious kitchen featuring a large island, walk-in pantry, and

    John Mansker FOLIO REALTY LLC

    2586 San Marco Way, Winter Haven, FL 33884
  • /11

    $280,900

    • 4 Beds
    • 2.5 Baths
    • 2,928 Sq Ft

    312 Lake Smart Cir, Winter Haven, FL 33881

    Short Sale. Short Sale. "SHORT SALE" Sale third party approval-Short Sale is being professionally processed by Quick Homes, LLC. Buyer Responsible for Short Sale Processing Fee of $5,000. Property sold as-is do not send low ball offers, no assignable as will not be review.

    Ivy Gonzalez SWEET HOMES REALTY LLC

    312 Lake Smart Cir, Winter Haven, FL 33881
  • /19

    $295,000

    • 4 Beds
    • 2 Baths
    • 1,849 Sq Ft

    920 Cambridge Dr, Winter Haven, FL 33881

    Please use showingtime to schedule showings. Call listing agent.

    Briana Willis Global Advantage Realty LLC

    920 Cambridge Dr, Winter Haven, FL 33881
  • /5

    $270,000

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    1104 Star Ruby Ln, Winter Haven, FL 33880

    Short Sale. Spacious Cali model featuring 4 bedrooms and 2 baths. The home is located within the Squires Grove community of Winter Haven. The home features 4 spacious bedrooms. The open concept kitchen is great for entertaining with family and friends. The home also features an attached 2 car garage. The home is being sold in as is condition.This home is being sold through the short sale process.

    Jesse Carriedo REALTYCITY INC

    1104 Star Ruby Ln, Winter Haven, FL 33880
  • /23

    $275,000

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

    5018 Strada Dr, Winter Haven, FL 33880

    Short Sale. Packed with potential! This spacious two-story home, featuring 4 bedrooms, 2.5 baths, and a versatile bonus room needs some repairs, cleaning, and TLC, but that’s where the attractive price comes in! The main floor includes a large great room, white kitchen with granite countertops, front living room/den, laundry, enclosed bonus room and a 3-car garage. The lanai offers a great

    Tanja Cisliek FUTURE HOME REALTY INC

    5018 Strada Dr, Winter Haven, FL 33880
  • /12

    $295,500

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

    3077 Brenton Manor Loop, Winter Haven, FL 33881

    Short Sale. SHORT SALE. SHORT SALE, Calling Investors ,FIXER UPPER, 4 bedrooms, 3 bath home in Central Florida! Enjoy privacy with only one side neighbor and no back neighbor, come and see this Beautiful Home with an open-concept layout and spacious bedrooms & high vaulted ceilings Don't miss the chance to make this property your new home. SELLER WILL NOT MAKE ANY REPAIRS, PROPERTY IS AS IS.

    Amanda Linsey VYLLA HOME

    3077 Brenton Manor Loop, Winter Haven, FL 33881
  • /38

    $260,000

    • 4 Beds
    • 2 Baths
    • 1,748 Sq Ft

    5716 Lakeside Landings Blvd, Winter Haven, FL 33881

    Short Sale. MOTIVATED SELLER! TAKE ADVANTAGE OF THE SHORT SALE! Built in 2018, the HVAC, water heater, and roof are all in excellent condition, ensuring worry-free living. The property boasts an enclosed screened lanai perfect for relaxing evenings, with luxury vinyl fencing adding both privacy and style. Enjoy serene nature walks around the neighborhood, or unwind by the community pool and

    Liam Lugo LPT REALTY, LLC

    5716 Lakeside Landings Blvd, Winter Haven, FL 33881
  • /13

    $279,990

    • 4 Beds
    • 2 Baths
    • 1,707 Sq Ft

    546 Lorient Dr, Eagle Lake, FL 33839

    Short Sale. Come see this beautiful 4 bedroom 2 bathroom home located in the sought after community of Normandy Heights! Why wait nearly a year on a new construction home when you can move into this 2019 model ASAP and get tons of upgrades as well! This home is nearly 1800 living sq. ft., has an open floor plan great for entertaining, and offers the following upgrades: vinyl plank flooring

    Zaida Cordero LA ROSA REALTY LLC

    546 Lorient Dr, Eagle Lake, FL 33839

Home Trends in Winter Haven, FL

Housing Trends

Median Sale Price
$297,817
Median Single Family Sale Price
$305,000
Median Townhouse Sale Price
$259,900
Median 2 Bedroom Sale Price
$135,000
Median 1 Bedroom Sale Price
$108,000
Average Price Per Sq Ft
$167
Number of Homes for Sale
144
Last 12 months Home Sales
1,082
Months of Supply
1.60
Median List Price
$321,990
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
-6%
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