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Winter Haven, FL Homes for Sale under $400,000

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  • /5

    $329,366 New Construction

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1533 Leamington Ln, Winter Haven, FL 33884

    Under Construction. Step into a home that instantly wraps you in warmth and possibility. Bathed in natural light from an impressive double window, this radiant space is more than just a room — it's a blank canvas ready for your next chapter.Imagine a serene home office, a play zone, an inspiring craft studio, or a cozy library nook — this flexible space effortlessly adapts to your lifestyle.

    Claudia Gutierrez ADAMS HOMES REALTY

    1533 Leamington Ln, Winter Haven, FL 33884
  • /39

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 2,532 Sq Ft

    5736 Royal Hills Cir, Winter Haven, FL 33881

    MOTIVATED SELLER- Beautiful and spacious 3-bedroom, 2.5-bath, 2-story home ready for its new owners! Featuring a 3-car garage, a first-floor bonus room that can serve as an additional bedroom or office, and an oversized master suite with a connecting office or extra living space. Enjoy generous walk-in closets, a cozy fireplace, and a kitchen with an island, laminate countertops, and abundant

    Diana Rodriguez THE FIRM RE

    5736 Royal Hills Cir, Winter Haven, FL 33881
  • /18

    $309,990 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,112 Sq Ft

    Edison Plan at VillaMar, Winter Haven, FL 33884

    The first floor of this new two-story home is host to an open-concept layout that combines the kitchen with the living and dining areas, and an outdoor patio is easily reached off the main living space. Upstairs, five bedrooms surround a versatile loft, including the luxe owner’s suite, complete with a generous walk-in closet and en-suite bathroom.

    Lennar Builder
    6614 Crescent Loop Unit 38667750, Winter Haven, FL 33884
  • /13

    $314,390 New Construction

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    3873 Giorgio Dr, Winter Haven, FL 33884

    Open floor plan creates a unified living space with a large great room that overlooks the kitchen.

    Meritage Homes Builder
    3873 Giorgio Dr, Winter Haven, FL 33884
  • /40

    $310,000

    • 3 Beds
    • 2 Baths
    • 1,398 Sq Ft

    1004 Avenue G NE, Winter Haven, FL 33881

    Welcome to your dream home! This stunning three-bedroom, two-bathroom residence boasts beautiful ceramic tile flooring and luxurious vinyl throughout. The modern kitchen is a chef's delight, equipped with stainless steel appliances including a refrigerator, dishwasher, microwave, and range. Enjoy the spacious living room, perfect for entertaining, and an additional bonus room that offers

    Austin Towns STACEY TOWNS REALTY LLC

    1004 Avenue G NE, Winter Haven, FL 33881
  • /54

    $310,000

    • 4 Beds
    • 3 Baths
    • 2,101 Sq Ft

    3952 Warbler Dr, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Welcome to this spacious 4-bedroom, 3-bathroom home located in the desirable Winter Haven area. This residence offers an open floor plan with plenty of natural light, a modern kitchen with ample storage, and a comfortable layout ideal for everyday living or entertaining. The owner’s suite includes a private bath and walk-in closet, while the

    Rosalina Esquilin ZARIA REALTY GROUP LLC

    3952 Warbler Dr, Winter Haven, FL 33880
  • /73

    $375,000

    • 5 Beds
    • 3 Baths
    • 2,616 Sq Ft

    605 Honey Bell Rd, Winter Haven, FL 33880

    Welcome home to this beautiful 2-story BLOCK HOME built in 2022 - still feels LIKE NEW and full of warmth and charm! This home offers INCREDIBLE SPACE, BRIGHT ROOMS, and a PEACEFUL WATER VIEW - perfect for family living and entertaining. Step inside to a welcoming foyer that opens to a FLEX ROOM - perfect for a formal dining room, formal living room or office. The kitchen is truly the HEART OF

    Yanery Perez XCELLENCE REALTY, INC

    605 Honey Bell Rd, Winter Haven, FL 33880
  • /28

    $315,000

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

    1228 Denali Dr, Winter Haven, FL 33881

    Better Than New 4 Bedroom Home, universal design features, No CDD, flexible floor plan, & Move-In Ready! This thoughtfully designed 4 bedroom, 2 bath home embraces the principles of universal design creating a comfortable, accessible, and intuitive living experience for people of all ages and abilities. You'll enjoy wide 36” interior doorways, no steps in or out of the home, and an open flowing

    Jackie Mazurowski KELLER WILLIAMS REALTY SMART 1

    1228 Denali Dr, Winter Haven, FL 33881
  • /38

    $380,000 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    2017 Misty Morning Dr, Winter Haven, FL 33880

    Located on a quiet cul-de-sac within a small, quaint HOA, this beautifully remodeled 3-bedroom, 2-bath home offers a rare blend of privacy, community, and everyday comfort. With very little drive-by traffic, this is the kind of tight-knit neighborhood where people know each other and families truly settle in. The home has been recently remodeled and is completely move-in, turnkey ready, featuring

    Don Jerue KELLER WILLIAMS REALTY SMART 1

    2017 Misty Morning Dr, Winter Haven, FL 33880
  • /52

    $329,000

    • 2 Beds
    • 2 Baths
    • 1,797 Sq Ft

    3738 Plymouth Dr, Winter Haven, FL 33884

    Welcome to this extremely well maintained and thoughtfully upgraded home located in the highly desirable, gated 55+ community of Traditions. From the moment you arrive, the stamped concrete entry and covered, screened front porch create a warm and inviting welcome to this amazing home. Step inside the grand foyer and be immediately impressed by the stunning vaulted ceilings, upgraded tile

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    3738 Plymouth Dr, Winter Haven, FL 33884
  • /17

    $367,990 New Construction

    • 4 Beds
    • 3 Baths
    • 2,631 Sq Ft

    Primrose Plan at VillaMar - Signature Series, Winter Haven, FL 33884

    Entertain guests with ease with an open kitchen which overlooks the dining and great room. First floor flex space can be best used to fit your family's needs. Upstairs primary suite features an oversized walk-in closet.

    Meritage Homes Builder
    3745 Giorgio Dr Unit 37076789, Winter Haven, FL 33884
  • /19

    $339,950 New Construction

    • 4 Beds
    • 3 Baths
    • 2,077 Sq Ft

    5355 Mickey Ave, Lake Wales, FL 33859

    *SPECIAL FINANCING AVAILABLE* This home offers, 9"4' ceilings and 8' doors, 42' cabinets, white quartz counter tops in kitchen, ceramic tile throughout the wet and main living areas of the home, all bedrooms, family room, and covered lanai are prewired for ceiling fans, secondary bedroom with its own bathroom. Seasons at Annabelle Estates is a must-see for Polk County house hunters! Located in

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5355 Mickey Ave, Lake Wales, FL 33859
  • 3111 Laurel Oak Ln, Winter Haven, FL 33884

    $324,700 New Construction

    • 4 Beds
    • 2 Baths
    • 1,857 Sq Ft

    3111 Laurel Oak Ln, Winter Haven, FL 33884

    Move-in ready 4-bedroom home for sale in Winter Haven, Florida! This home features a spacious, open living area, a luxuriously appointed kitchen, and outdoor living space with a covered lanai and craftsman-style front porch! Enjoy privacy and relaxation in your spacious owner's suite complete with a large walk-in wardrobe and en-suite bath including a large tiled shower, dual vanities, a closeted

    Highland Homes Builder
    3111 Laurel Oak Ln, Winter Haven, FL 33884
  • /35

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,553 Sq Ft

    3307 Costello Cir, Winter Haven, FL 33884

    The original owner upgraded this property with a fenced in yard. In addition, all carpeting has been replaced in the bedrooms to vinyl flooring. A water softener/filtration system was installed to service the entire house. Luxury wood vinyl plank flooring is in living area, laundry room and baths. Despite this property being new construction two years ago, all rooms were painted to add to the

    Shirley Fitzsimmons UNITED REAL ESTATE PREFERRED

    3307 Costello Cir, Winter Haven, FL 33884
  • /2

    $311,990 New Construction

    • 4 Beds
    • 2 Baths
    • 1,562 Sq Ft

    2775 San Marco Way, Winter Haven, FL 33884

    This well-planned single-story home offers 4 bedrooms, 2 bathrooms, and approximately 2,100 square feet of living space with a 2-car garage. The open-concept layout features a spacious great room that flows seamlessly into the dining area and kitchen, creating an inviting space for everyday living and entertaining. The kitchen includes a center island, pantry, and ample counter space, with clear

    Maronda Homes Builder
    2775 San Marco Way, Winter Haven, FL 33884
  • /47

    $382,000 New Construction

    • 5 Beds
    • 2.5 Baths
    • 2,215 Sq Ft

    934 Cattleman St, Winter Haven, FL 33884

    Stunning 5BR/2.5BA single family home on an oversized lot in the sought-after Inman Groves community. Move-in-ready home offers 2,215sq. ft. of thoughtfully designed living space with high ceilings, tile/carpet floors, and an open-concept layout. The kitchen features a spacious island and flows into the expansive family room. Upstairs, the owner’s suite includes a large walk-in closet and private

    Cristina de Oliveira Miami New Realty

    934 Cattleman St, Winter Haven, FL 33884
  • /38

    $325,000

    • 4 Beds
    • 2 Baths
    • 2,052 Sq Ft

    126 Bermuda Ct, Winter Haven, FL 33880

    The property you are inquiring about is located in Winter Haven, FL in the Emerald Acres/Grassy/Lake Estates area of Polk County. This beautiful lakefront, 4+ bedrooms, 2-bath home is situated on over 2 acres on Grassy Lake! Just needs a little TLC and a new owner to enjoy a relaxed lifestyle with a beautiful view! Call, text, and see! *Agents, please read MLS Remarks.*

    Renee Butler BROKERS REALTY OF CENTRAL FLOR

    126 Bermuda Ct, Winter Haven, FL 33880
  • /24

    $350,900 New Construction

    • 4 - 5 Beds
    • 3.5 Baths
    • 2,587 Sq Ft

    Wesley II Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

    Welcome home to the Wesley II by Highland Homes, a two-story Florida home that lives large with an open living area on the first story and a flexible second-story layout! Downstairs, enjoy a fully open living area with: A large gathering room. An open kitchen with a counter-height buttery island or optional galley island, a walk-in pantry, and a sunny dining cafe. A convenient powder room. An

    Highland Homes Builder
    521 Vittorio Dr Unit 37316138, Winter Haven, FL 33884
  • /34

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,522 Sq Ft

    439 Lake Daisy Dr, Winter Haven, FL 33884

    ***NO HOA or CDD***HOME WARRANTY***MULTIPLE DOWN PAYMENT ASSISTANCE PROGRAMS AVAILABLE*** Welcome to this stunning 3-bedroom, 2-bathroom home in the desirable community of Winter Haven! This modern, energy-efficient property was built in 2021 and offers a perfect blend of comfort, style, and functionality. As you step inside, you'll immediately notice the open-concept design with soaring

    Estelle Tobin-laurin WATSON REALTY CORP

    439 Lake Daisy Dr, Winter Haven, FL 33884
  • /51

    $335,000

    • 3 Beds
    • 2 Baths
    • 2,140 Sq Ft

    731 Canberra Rd, Winter Haven, FL 33884

    Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly sought-after Cypresswood golf community in Winter Haven. Enjoy resort-style living with an 18-hole golf course, 24-hour gated security, clubhouse, community pool, and more. Inside, the renovated kitchen features granite countertops and custom cabinetry. The spacious primary suite offers a large ensuite bath

    Melissa Witter KELLER WILLIAMS REALTY SMART 1

    731 Canberra Rd, Winter Haven, FL 33884
  • /39

    $380,000

    • 4 Beds
    • 2.5 Baths
    • 2,364 Sq Ft

    2674 San Marco Way, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. PRICE REDUCED and SELLERS MOTIVATED! Discover this stunning 2023 upgraded, move-in ready home that effortlessly blends style and space with great functionality. From the moment you step inside, you’re welcomed by a formal dining room which can also be a flex space or home office. The heart of the home features a bright, open-concept layout that

    Amy Kozelka CENTURY 21 CIRCLE

    2674 San Marco Way, Winter Haven, FL 33884
  • /2

    $318,250 New Construction

    • 4 Beds
    • 3 Baths
    • 1,988 Sq Ft

    3857 Giorgio Dr, Winter Haven, FL 33884

    Open floor plan creates a unified living space with a large great room that overlooks the kitchen.

    Meritage Homes Builder
    3857 Giorgio Dr, Winter Haven, FL 33884
  • /49

    $330,000

    • 5 Beds
    • 3 Baths
    • 2,616 Sq Ft

    2005 Carnostie Rd, Winter Haven, FL 33884

    Short Sale. Welcome home to this inviting 5-bedroom, 3-bath family home offering 2,601 sq. ft. of comfortable living on an oversized lot in the sought-after VillaMar community! ? This move-in ready home is priced to sell fast, and the seller is motivated; don’t wait on this one! Step inside and enjoy the spacious, open-concept layout designed with families in mind. The main floor features a

    Sharonda Lawrence ASCENSION REALTY INTERNATIONAL

    2005 Carnostie Rd, Winter Haven, FL 33884
  • /3

    $389,990 New Construction

    • 4 - 5 Beds
    • 3 Baths
    • 2,500 Sq Ft

    Winston Plan at Willowbrook North, Winter Haven, FL 33881

    The Winston floorplan offers a spacious two-story layout with four bedrooms and three full bathrooms. This well-designed home includes a two-car garage and features a functional flex room on the main level, ideal for a home office or extra living space. The first floor includes a cozy great room adjacent to the cafe and covered patio, creating an inviting space for relaxation and entertaining.

    Dream Finders Homes Builder
    0 Fl-544 St Unit 37521594, Winter Haven, FL 33881
  • /19

    $332,000

    • 3 Beds
    • 2 Baths
    • 1,834 Sq Ft

    485 Lanham Dr, Winter Haven, FL 33881

    Nearly new 3BR/2BA home built in 2022, located in a gated community with water views and access to the Lake Rochelle boat ramp. Vaulted ceilings and an open-concept living, dining, and kitchen layout with split bedroom floor plan. Kitchen features granite countertops, 42" cabinets, soft under-cabinet lighting, and breakfast bar. Primary suite includes double vanity, tiled shower, and oversized

    Kim Lam CORCORAN PREMIER REALTY

    485 Lanham Dr, Winter Haven, FL 33881
  • 403 Ituna Cir, Winter Haven, FL 33881

    $329,900 New Construction

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft

    403 Ituna Cir, Winter Haven, FL 33881

    Brand-new 4-bedroom home for sale in Winter Haven, Florida! Designed for your lifestyle, the Serendipity features an open living area under volume ceilings, opening to outdoor living on your large covered lanai. Relax in your luxurious owner's suite with an elegant tray ceiling, two walk-in wardrobes, and a spacious dual-vanity en-suite bath. This home includes features and finishes hand-selected

    Highland Homes Builder
    403 Ituna Cir, Winter Haven, FL 33881
  • /28

    $380,000

    • 4 Beds
    • 2 Baths
    • 1,619 Sq Ft

    1731 Avenue C NE, Winter Haven, FL 33881

    Exclusive property in Winter Haven featuring a 4-bedroom main home, private pool, independent studio, and parking for up to 6 cars. Located in a peaceful and welcoming city known for its beautiful lakes and excellent quality of life, this property offers comfort, space, and great potential. The main house includes 4 spacious bedrooms, 2 beautifully updated bathrooms, a fully renovated kitchen

    Paola Millan LA ROSA REALTY LLC

    1731 Avenue C NE, Winter Haven, FL 33881
  • /4

    $309,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    2791 San Marco Way, Winter Haven, FL 33884

    Meet The Vista — A Modern Single-Story Home from Our Heritage Series Welcome to The Vista, a sleek and contemporary single-story floor plan offering 1,680 square feet of comfortable living space. This home features 3 bedrooms, 2 bathrooms, and a spacious two-car garage. Step inside to find a full laundry room immediately to your right, followed by two generously sized bedrooms and a full

    Maronda Homes Builder
    2791 San Marco Way, Winter Haven, FL 33884
  • /52

    $375,000

    • 2 Beds
    • 2 Baths
    • 1,120 Sq Ft

    1549 Drexel Ave NE, Winter Haven, FL 33881

    One or more photo(s) has been virtually staged. One of the original 1957 Craney Spec homes designed by celebrated architect Gene Leedy. This historic home blends the natural surroundings of exterior and interior spaces. Meticulously cared for landscape and fig vines accenting the wall around the property adds to the mystery of the properties desire. You're going to enjoy Gene's mastery with his

    Michael Brenner CENTURY 21 MYERS REALTY

    1549 Drexel Ave NE, Winter Haven, FL 33881
  • /14

    $324,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    Baymont Plan at Ashton Covey, Winter Haven, FL 33884

    The Baymont 2-car garage single-family home has it all, all on one level. A welcoming foyer invites you inside and leads you past 2 spacious bedrooms to a unique flex space, which can be used as a study or an additional bedroom. From there, a large great room is where you’ll make memories with family and friends, and it flows directly into the gourmet kitchen. Set up games or enjoy homemade meals

    Ryan Homes Builder
    1981 Quail Fields Cir Unit 36142181, Winter Haven, FL 33884
  • /22

    $310,000

    • 4 Beds
    • 2 Baths
    • 1,882 Sq Ft

    1340 Daisy Field Dr, Winter Haven, FL 33884

    SELLER MOTIVATED!!! Welcome to this stunning corner-lot home located in the desirable community of Harmony on Lake Eloise — just minutes from LEGOLAND and perfectly situated between Tampa and Orlando! This beautifully designed property offers a modern open-concept floor plan ideal for today’s lifestyle. Step inside to find elegant shaker-style cabinets, quartz countertops, and a stainless-steel

    Antonio Chacon PREFERRED REAL ESTATE BROKERS II

    1340 Daisy Field Dr, Winter Haven, FL 33884
  • /6

    $324,999 New Construction

    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    Tarragon Plan at Annabelle Estates, Lake Wales, FL 33859

    Richmond American Homes Builder
    4130 Old Bartow Lake Wales Rd Unit 37316200, Lake Wales, FL 33859
  • /3

    $348,950 New Construction

    • 4 Beds
    • 3 Baths
    • 2,670 Sq Ft

    Tourmaline Plan at Annabelle Estates, Lake Wales, FL 33859

    The two-story Tourmaline plan greets guests with a charming covered entry. On the main floor, you'll find a private study and convenient powder room that can be optioned as an additional bedroom and bathroom. A spacious great room, a dining nook and a well-appointed kitchen featuring an island and center-meet doors leading onto a relaxing patio are also included. Upstairs, discover a laundry, a

    Richmond American Homes Builder
    4130 Old Bartow Lake Wales Rd Unit 36431505, Lake Wales, FL 33859
  • /47

    $330,000

    • 3 Beds
    • 2 Baths
    • 1,720 Sq Ft

    188 Black Skimmer Ln, Winter Haven, FL 33880

    Welcome to your beautiful home in the peaceful Lake Deer community of Winter Haven! Built in 2020, this energy-efficient 3-bedroom, 2-bath home with a 2-car garage sits on a spacious corner lot and offers the perfect blend of modern upgrades and country tranquility. Step inside and you’ll immediately notice the open-concept layout and attention to detail throughout. The kitchen is a chef’s dream

    Jill Aubin RE/MAX REALTY UNLIMITED

    188 Black Skimmer Ln, Winter Haven, FL 33880
  • /30

    $369,900

    • 4 Beds
    • 3 Baths
    • 2,447 Sq Ft

    804 Channing St, Winter Haven, FL 33880

    One or more photo(s) has been virtually staged. Nestled amid lush greenery and meticulous landscaping, this 4-bedroom, 3-bathroom dream home offers numerous upgrades and over 2400 square feet of living space. Featuring a spacious two-car garage and thoughtful details throughout, this residence is designed for both everyday living and entertaining. Step inside to discover an inviting, open-concept

    Shanta Navarro KELLER WILLIAMS ADVANTAGE III

    804 Channing St, Winter Haven, FL 33880
  • /34

    $312,366 New Construction

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    1541 Leamington Ln, Winter Haven, FL 33884

    Under Construction. This 4 bedrooms and 3 bath Home begins with a 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 dimensional shingles Cementitious masonry finish walls &

    Claudia Gutierrez ADAMS HOMES REALTY

    1541 Leamington Ln, Winter Haven, FL 33884
  • /18

    $322,900 New Construction

    • 4 Beds
    • 2 Baths
    • 1,857 Sq Ft

    Remy Plan at VillaMar - Highland Homes at VillaMar, Winter Haven, FL 33884

    Welcome home to the Remy by Highland Homes, featuring beautifully designed spaces including a spacious, open living area and spacious owner's suite! The Remy features: A spacious gathering room and kitchen with a large counter-height island, walk-in pantry, and adjacent dining cafe, all under an airy volume ceiling. A spacious owner's suite with a walk-in wardrobe and dual-vanity en-suite bath

    Highland Homes Builder
    521 Vittorio Dr Unit 37315964, Winter Haven, FL 33884
  • /4

    $344,440 New Construction

    • 4 Beds
    • 2 Baths
    • 2,005 Sq Ft

    3163 Laurel Oak Ln, Winter Haven, FL 33884

    Open-layout, move-in ready, 4-bedroom home for sale in Winter Haven, FL! The easy-living Serendipity features an open living area with luxury vinyl plank flooring and volume ceilings, opening to a large covered lanai. Relax in your luxurious owner's suite with an elegant tray ceiling, two walk-in wardrobes, and a spa-like en-suite bath with a garden tub, a decorative tiled shower with glass

    Highland Homes Builder
    3163 Laurel Oak Ln, Winter Haven, FL 33884
  • /39

    $355,990 New Construction

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

    Poinciana Plan at Willowbrook North, Winter Haven, FL 33881

    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 privacy, includes a walk-in

    Dream Finders Homes Builder
    0 Fl-544 St Unit 37521595, Winter Haven, FL 33881
  • /35

    $375,000

    • 5 Beds
    • 3 Baths
    • 2,454 Sq Ft

    1734 3rd St NE, Winter Haven, FL 33881

    LAKEFRONT PROPERTY! Experience the perfect blend of privacy, recreation, and stunning water views at this beautifully remodeled home. Featuring its own separate entrance to an in-law suite, this property is perfect for multi-generational living, Airbnb hosting, or an additional income opportunity. You’ll love having three bedrooms on the first floor, two with their own private en suite bathrooms,

    Devin Lofton EXP REALTY LLC

    1734 3rd St NE, Winter Haven, FL 33881

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