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Winter Haven, FL Homes for Sale with Garage

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  • /55

    $349,900

    • 4 Beds
    • 3 Baths
    • 3,034 Sq Ft

    5392 Chandler Dr, Winter Haven, FL 33884

    PRICE IMPROVEMENT!!! Peaceful Waterfront Living! Many Beautiful Features & Oversized Living Areas Great for Entertaining! 3.2 Miles to Legoland! Formal Living & Dining Rooms, Family Room, and Bonus Room Upstairs great for crafts, reading, or toys. Oversized Primary Suite offers sitting area & plenty of closet space. Beautiful Kitchen with Cooking Island & Large Walk-in Pantry! Enjoy the Chain of

    Jenni Thompson KELLER WILLIAMS REALTY SMART

    5392 Chandler Dr, Winter Haven, FL 33884
  • 3861 Giorgio Dr, Winter Haven, FL 33884

    $301,805 New Construction

    • 4 Beds
    • 2 Baths
    • 1,840 Sq Ft

    3861 Giorgio Dr, Winter Haven, FL 33884

    Prepare dinner from this home's open kitchen which overlooks a spacious great room.

    Meritage Homes Builder
    3861 Giorgio Dr, Winter Haven, FL 33884
  • /25

    $307,000

    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    1780 Carnostie Rd, Winter Haven, FL 33884

    Great investment opportunity in the desirable community of Winter Haven. It also presents an excellent option for those planning a future move to Winter Haven, as the home can serve as a primary residence once the lease term concludes. Located in a rapidly developing area with ongoing residential and commercial growth, the property offers strong long-term value. Convenient access to major

    Pablo Farias WRA BUSINESS & REAL ESTATE

    1780 Carnostie Rd, Winter Haven, FL 33884
  • /39

    $259,000

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

    3161 Royal Tern Dr, Winter Haven, FL 33881

    Short Sale. One of the most sought-after floor plans, this 4-bedroom, 2-bathroom home boasts numerous charming features and is set on an oversized lot with no rear neighbors and a serene water view. As you enter, you'll find three spacious bedrooms and a modern bathroom. To the left, the inviting, contemporary kitchen showcases a large pantry offering ample storage space. The open dining area

    Krichely Gonzalez Rodriguez KELLER WILLIAMS ADVANTAGE III

    3161 Royal Tern Dr, Winter Haven, FL 33881
  • /20

    $265,000

    • 3 Beds
    • 2 Baths
    • 1,259 Sq Ft

    151 1st St S, Winter Haven, FL 33880

    Welcome to your move in ready dream home! Built in 2023 and still sparkling like new, this 3 bedroom , 2 bath beauty comes with an attached 1 car garage, sits at the at the end of of a peaceful dead end street in the highly sought after unincorporated Winter Haven-offering the perfect blend of privacy and convenience.Step inside to an open, light filled floor plan where every detail shines.

    Juan Garcia LIVE FLORIDA REALTY

    151 1st St S, Winter Haven, FL 33880
  • /40

    $254,000

    • 3 Beds
    • 2 Baths
    • 1,506 Sq Ft

    509 Mckenna Dr, Winter Haven, FL 33881

    Price Improved! One of the most affordable homes in the entire neighborhood, offering incredible value and standout features. This well-maintained Winter Haven home provides added privacy with no rear neighbors. A sand dry well behind the property creates a natural buffer from the homes behind, giving the backyard a more open and peaceful feel. Inside, the kitchen features granite countertops,

    EJ Jimenez KELLER WILLIAMS ADVANTAGE III

    509 Mckenna Dr, Winter Haven, FL 33881
  • /21

    $299,000

    • 3 Beds
    • 2 Baths
    • 1,702 Sq Ft

    1150 High Seas St, Winter Haven, FL 33880

    Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at the center of the home. The kitchen boasts a 4-piece appliance package, ample storage, hard surface countertops, and an eat-in dining room. This split floorplan offers the primary bedroom on one side of the home and two secondary on the other. Come

    Blake Keathley EVERYSTATE INC.

    1150 High Seas St, Winter Haven, FL 33880
  • /40

    $359,000

    • 4 Beds
    • 2 Baths
    • 1,892 Sq Ft

    1989 Carnostie Rd, Winter Haven, FL 33884

    Nestled in one of Winter Haven’s most sought after communities, this stunning 4 bedroom 2 bath home now offers even more value. With a fresh price improvement plus $10,000 credit from the seller that can be used towards closing costs or an interest rate buy-down, this is an incredible opportunity to secure a beautiful home in Villamar. Step inside to find plantation shutters throughout the home

    Kimberly Dinkel RE/MAX HERITAGE PROFESSIONALS

    1989 Carnostie Rd, Winter Haven, FL 33884
  • /32

    $265,490 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    2735 Gladiola Rd, Winter Haven, FL 33884

    Under Construction. The Vale is one of our two-story townhome floorplans featured in our Harmony at Lake Eloise community in Winter Haven, Florida. Welcome to this stylish and modern townhome nestled in a serene community. Boasting three spacious bedrooms, two and a half luxurious baths, and a convenient two-car garage, this residence offers the perfect blend of comfort and functionality. This

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2735 Gladiola Rd, Winter Haven, FL 33884
  • /40

    $305,900 Open Sat 11AM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,847 Sq Ft

    144 Waterside Cir, Winter Haven, FL 33880

    Seller is motivated! ADDITIONAL PRICE ADJUSTMENT! Welcome home! This beautifully maintained 3-bedroom, 2-bathroom, 2 car garage home offers a perfect blend of comfort and style. Waterside Village is a boutique (48 homes) community located in the heart of Winter Haven. Step inside to discover an open-concept floor plan filled with natural light, high ceilings, and spacious living and dining areas

    Anita Lowe LOCKHART & ASSOCIATES INC

    144 Waterside Cir, Winter Haven, FL 33880
  • /14

    $210,000

    • 2 Beds
    • 2 Baths
    • 1,432 Sq Ft

    423 Greenfield Rd, Winter Haven, FL 33884

    Great house in gated Cyrpresswood neighborhood, close to US 27 and I 4, gplf community with multiple courses in the neighborhood. Fresh paint on the house, roof is right at 10 years old, A/C is about 7 years old estimated. Great place to live with clubhouse and restaurant in neighborhood, community pool, no need to leave the neighborhood. Nice 2 bed/2bath with Florida room that has the

    Chace Vaughn TOWN & COUNTRY REAL ESTATE

    423 Greenfield Rd, Winter Haven, FL 33884
  • 1651 Hummingbird Rd Unit 36202780, Winter Haven, FL 33880

    $372,990 New Construction

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

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

    Step into the Madison at Harmony at Lake Eloise, a new home community in Winter Haven, Florida. This 4-bedroom, 3-bathroom home blends modern elegance with everyday comfort. Inside, you will find luxury vinyl planks throughout, adding both durability and sophistication. The open-concept layout connects the kitchen, dining, and living areas, making this the perfect space to entertain. The kitchen

    D.R. Horton Builder
    1651 Hummingbird Rd Unit 36202780, Winter Haven, FL 33880
  • /2

    $435,000

    • 6 Beds
    • 4 Baths
    • 2,952 Sq Ft

    203 22nd St NW, Winter Haven, FL 33880

    Prime Triplex Investment Opportunity – 203 22nd St NW & 2210 Ave C NW, Winter Haven, FL An exceptional chance to own a fully independent triplex property in the heart of Winter Haven, ideal for both cash-flow investors and value-add strategists. This property includes a 3-bedroom single-family home plus a duplex, each with separate electrical meters—maximizing tenant accountability and minimizing

    Christopher Rivera LA ROSA REALTY LLC

    203 22nd St NW, Winter Haven, FL 33880
  • /59

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,633 Sq Ft

    333 Lake Otis Dr SE, Winter Haven, FL 33880

    Welcome to this beautifully renovated pool home offering modern luxury, privacy, and ultimate functionality all with no HOA restrictions! Situated on a spacious corner lot, this 3-bedroom, 3-bath residence includes a dedicated office perfect for working from home or a 4th guest room. Inside, you'll find a brand-new designer kitchen with premium cabinetry, solid countertops, and stainless-steel

    Colin Wells SIGNATURE PROPERTIES OF CENTRAL FLORIDA LLC

    333 Lake Otis Dr SE, Winter Haven, FL 33880
  • /64

    $825,000

    • 4 Beds
    • 4 Baths
    • 3,440 Sq Ft

    2683 Wyndsor Oaks Way, Winter Haven, FL 33884

    Back on market, property passed inspections already. Welcome to 2683 Wyndsor Oaks Way, Winter Haven, FL – an extraordinary residence in the highly sought-after gated Wyndsor at Lake Winterset community, offering a luxurious lifestyle with lake access, tennis courts, and a playground. This stunning home blends timeless elegance with modern comforts, creating a perfect sanctuary for discerning

    Patricia de Graaff RE/MAX HERITAGE PROFESSIONALS

    2683 Wyndsor Oaks Way, Winter Haven, FL 33884
  • /46

    $387,500

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    168 Morning Glory Cir, Winter Haven, FL 33884

    Welcome to this exceptional 3-bedroom, 2-bath pool home, perfectly situated on a beautifully manicured corner lot in the desirable gated community of Winterset. As you arrive at this Mediterranean-inspired residence, you’re greeted by a charming covered front porch adorned with a glass storm door and transom window. Inside, the spacious great room is enhanced by soaring vaulted ceilings, luxury

    Eileen Belanger CENTURY 21 MYERS REALTY LAKE WALES

    168 Morning Glory Cir, Winter Haven, FL 33884
  • /36

    $549,900

    • 4 Beds
    • 2 Baths
    • 2,641 Sq Ft

    1016 Biltmore Dr NW, Winter Haven, FL 33881

    PRICE IMPROVEMENT - NEW POOL PUMP, NEW H20 HEATER - TWO 30AMP. RV HOOKUPS - HOME WARRANTY AVAILABLE! Welcome to lakefront living on Winter Haven’s world-famous Chain of Lakes. Set on a .44-acre lot with a beautiful, wide-open view of Lake Jessie, this 4-bedroom + den/office, 2-bath home blends an open, glass-lined design with the best of indoor–outdoor Florida living. Inside, a large family room

    Donna Fiore ENGEL & VOELKERS LAKELAND

    1016 Biltmore Dr NW, Winter Haven, FL 33881
  • /23

    $158,900

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881

    Welcome to Winter Ridge Condominiums — Lakeside Living on the Winter Haven Chain of Lakes. Discover the charm of Winter Ridge, a desirable waterfront condominium community offering direct access to Lake Smart, part of the renowned Winter Haven Chain of Lakes. This inviting 2-bedroom, 2-bath home features an open floor plan with ceramic tile throughout, a galley-style kitchen equipped with a

    Christina Heath Century 21 Myers Realty

    413 Winter Ridge Blvd Unit 90, Winter Haven, FL 33881
  • /69

    $385,000

    • 5 Beds
    • 2.5 Baths
    • 2,254 Sq Ft

    950 Cattleman St, Winter Haven, FL 33884

    Welcome to this charming corner lot home in the heart of Winter Haven! Featuring a bright and open floor plan, this residence offers comfortable living with modern touches throughout. The spacious kitchen seamlessly connects to the dining and living areas, making it ideal for both everyday living and entertaining. Retreat to the primary suite with its own private bath, while additional bedrooms

    Gisele Abrantes Trautman SERHANT

    950 Cattleman St, Winter Haven, FL 33884
  • /37

    Price To Be Determined New Construction

    • 3 Beds
    • 2 Baths
    • 1,672 Sq Ft

    ARIA Plan at Annabelle Estates, Lake Wales, FL 33859

    The Aria is one of our one-story floorplans featured in Annabelle Estates in Lake Wales, Florida. With two exteriors to choose from, the Aria is a popular home. Inside this 3-bedroom, 2-bathroom home, you’ll find 1,672 square feet of comfortable living. This all-concrete block constructed, one-story layout optimizes living space with an open concept kitchen overlooking the living area, dining

    D.R. Horton Builder
    4019 Penelope Ave Unit 36202722, Lake Wales, FL 33859
  • /79

    $643,000

    • 3 Beds
    • 4 Baths
    • 3,051 Sq Ft

    4310 Shadow Wood Trail, Winter Haven, FL 33880

    The owners remodeled their dream home, then took a promotion to a new city... their loss is your gain. Located just a few miles from the Polk Parkway and convenient to both Lakeland and Winter Haven, this spacious, newly remodeled home boasts an open floor plan that is perfect for a modern lifestyle. Step into an entryway that overlooks a large dining room, a beautifully updated eat-in kitchen,

    MaryAnn Bartlett NEX REALTY

    4310 Shadow Wood Trail, Winter Haven, FL 33880
  • /37

    $379,999

    • 3 Beds
    • 2.5 Baths
    • 1,926 Sq Ft

    502 Little Lake Ct, Winter Haven, FL 33884

    502 Little Lake Court, Winter Haven, FL 33884 — Your Resort-Style, Lake-Lifestyle Dream Home Awaits Imagine waking up each morning to a serene lake view and having direct access to the world-famous Winter Haven Chain of Lakes just steps from your front door. Welcome to 502 Little Lake Court, a remodeled pool home that blends luxury, comfort, and true Florida living. Located in the highly

    James Barris EXP REALTY LLC

    502 Little Lake Ct, Winter Haven, FL 33884
  • /29

    $275,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,504 Sq Ft

    4157 Giorgio Dr, Winter Haven, FL 33884

    The property is located at 4157 Giorgio Drive WINTER HAVEN FL 33884 priced at 275490, the square foot and stories are 1504, 1.The number of bath is 2, halfbath is 0 there are 3 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    4157 Giorgio Dr, Winter Haven, FL 33884
  • /22

    $307,000 Open Wed 8AM - 7PM

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft

    7010 Summit Cir, Winter Haven, FL 33884

    Welcome to this beautifully maintained property located at 7010 Summit Cir. The living room sets a welcoming tone with fresh interior paint lending a modern, clean feel, while tasteful partial flooring updates add subtle elegance. The kitchen is a chef’s dream featuring all stainless steel appliances and a layout designed for effortless daily cooking. The bedrooms offer a peaceful retreat,

    Karen Albright OPENDOOR BROKERAGE LLC

    7010 Summit Cir, Winter Haven, FL 33884
  • /33

    $345,000 New Construction

    • 3 Beds
    • 2 Baths
    • 1,421 Sq Ft

    1640 Pearce Rd, Winter Haven, FL 33881

    Pre-Construction. To be built. Discover the perfect blend of modern living and convenience in this brand new 3-bedroom, 2-bathroom home located in the heart of Winter Haven, just minutes from the serene shores of Lake Hartridge. Best of all, there’s NO HOA to worry about! As you step inside, you’ll be greeted by a bright and airy open floor plan that flows seamlessly throughout the home. The

    John Hubbert, Jr BHHS FLORIDA PROPERTIES GROUP

    1640 Pearce Rd, Winter Haven, FL 33881
  • /32

    $330,490 New Construction

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

    4415 Blackwell Ave, Lake Wales, FL 33859

    The property is located at 4415 Blackwell Avenue LAKE WALES FL 33859 priced at 330490, the square foot and stories are 2077, 1.The number of bath is 3, halfbath is 0 there are 5 bedrooms and 2 garages. For more details please, call or email.

    D.R. Horton Builder
    4415 Blackwell Ave, Lake Wales, FL 33859
  • 807 Andrew St, Winter Haven, FL 33881

    $357,490 New Construction

    • 3 Beds
    • 2 Baths
    • 1,814 Sq Ft

    807 Andrew St, Winter Haven, FL 33881

    Welcome to the Baker floor plan a spacious 3-bedroom, 2-bath home with a versatile flex space designed to fit your lifestyle. As you walk through the front door, you’re greeted by a bright and inviting foyer that opens to two comfortable bedrooms at the front of the home, perfectly positioned around a beautifully appointed full bathroom. Down the hallway, you’ll find a convenient flex space ideal

    DRB Homes Builder
    807 Andrew St, Winter Haven, FL 33881
  • /16

    $275,000

    • 3 Beds
    • 2 Baths
    • 1,750 Sq Ft

    3643 Julius Estates Blvd, Winter Haven, FL 33881

    Move-in ready! This home in Lake Smart Estates offers value, comfort, and practical upgrades. Inside, you’ll find an open floor plan with plenty of natural light and modern finishes. The kitchen features 42-inch cabinetry, brand-new appliances, a double osmosis water filtration system, and a breakfast area that connects easily to the main living space. Recent improvements include a new roof, new

    Stacey Vazquez KELLER WILLIAMS REALTY AT THE LAKES

    3643 Julius Estates Blvd, Winter Haven, FL 33881
  • /9

    $275,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,568 Sq Ft

    5117 Sylas Jax Ave, Winter Haven, FL 33884

    Move-in ready, open layout, 2-story home for sale in Winter Haven, Florida, with 3 bedrooms plus a loft! Downstairs, you'll enjoy a desirable open living area with luxury vinyl plank flooring. Upstairs, you'll find privacy in your owner's suite complete with an en-suite bath with dual vanities, a decorative tiled shower with glass enclosure, a closeted toilet, and a walk-in wardrobe. Two spacious

    Highland Homes Builder
    5117 Sylas Jax Ave, Winter Haven, FL 33884
  • /26

    $357,000

    • 3 Beds
    • 2 Baths
    • 2,024 Sq Ft

    321 Majestic Gardens Dr, Winter Haven, FL 33880

    This Striking Contemporary home combines a modernist style with emphases on open space with split floor plan. Freshly painted throughout. Bedrooms have new neutral carpeting. Extra large Master Suite with large walk in closet, his and hers sinks, garden tub and large tiled walk in shower. High ceilings create a visual feeling of spaciousness. Upon entering, there is a formal dining room and

    Gloria Bragg TOWN & COUNTRY REAL ESTATE

    321 Majestic Gardens Dr, Winter Haven, FL 33880
  • /30

    $270,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    1156 Cambridge Dr, Winter Haven, FL 33881

    "Beautiful 3-bedroom, 2-bathroom smart home located in Winter Haven Fl. This modem property offers convenience and comfort with advanced smart home features and Energy Efficient Windows. It's ideally situated close to shopping centers and just a short drive from the popular LEGOLAND PARK".

    maritza alfonso EMPIRE NETWORK REALTY

    1156 Cambridge Dr, Winter Haven, FL 33881
  • /45

    $309,366 New Construction

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

    1564 Leamington Ln, Winter Haven, FL 33884

    Under Construction. This 2200 square foot Home is a stunning home design that offers a perfect balance of style and functionality. With 4 bedrooms and 3 baths, this home provides ample space for comfortable living. The open-concept layout seamlessly connects the kitchen, dining area, and living room, creating a spacious and inviting atmosphere. The modern kitchen is equipped with high-quality

    Claudia Gutierrez ADAMS HOMES REALTY

    1564 Leamington Ln, Winter Haven, FL 33884
  • /71

    $715,000

    • 4 Beds
    • 3 Baths
    • 2,591 Sq Ft

    105 Wyndham Dr, Winter Haven, FL 33884

    One or more photo(s) has been virtually staged. Discover luxury living in Wyndham at Lake Winterset, one of Winter Haven’s most prestigious gated and guarded lakefront communities. Welcome to 105 Wyndham Drive, an elegant waterfront residence on a sprawling 0.80-acre lot with peaceful pond views, mature landscaping, and timeless architectural appeal. Stately wrought-iron gates, a brick-paved

    Michael Stone THE STONES REAL ESTATE FIRM

    105 Wyndham Dr, Winter Haven, FL 33884
  • /17

    $327,728 New Construction

    • 4 Beds
    • 2 Baths
    • 1,919 Sq Ft

    5183 Kinsley Dr, Lake Wales, FL 33859

    **Take advantage of special financing + Flex Funds on quick move-in homes** This beautiful Ruby floorplan boasts an upgraded "C" elevation with laytite stone and 8' exterior doorway. The kitchen is highlighted with preeminent quartz countertops, upgraded 42" cabinets, and a stainless GE dishwasher, microwave, and stovetop. Contemporary 7"x22" wood grain tile adorns the entry way, great room,

    Stephanie Morales THE REALTY EXPERIENCE POWERED BY LRR

    5183 Kinsley Dr, Lake Wales, FL 33859
  • /25

    $255,490 New Construction

    • 3 Beds
    • 2.5 Baths
    • 1,673 Sq Ft

    2717 Gladiola Rd, Winter Haven, FL 33884

    Under Construction. This beautiful and spacious townhome is currently under construction and built entirely in concrete blockacross both stories, offering durability and peace of mind. Featuring 3 bedrooms, 2.5 bathrooms, and anupstairs laundry room, the layout is thoughtfully designed for modern living. Luxury vinyl flooring enhancesthe common areas, while plush carpeting adds

    Paul King DR HORTON REALTY OF CENTRAL FLORIDA LLC

    2717 Gladiola Rd, Winter Haven, FL 33884
  • 2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881

    $321,990 New Construction

    • 5 Beds
    • 2 Baths
    • 1,708 Sq Ft

    DUNDEE Plan at Willowbrook South, Winter Haven, FL 33881

    Welcome to the Dundee, one of our one-story floorplans available in the beautiful community of Willowbrook South in Winter Haven, Florida. Choose between three thoughtfully designed exterior styles. This spacious 5-bedroom, 2-bathroom home offers 1,708 square feet of modern, comfortable living. Step inside to an inviting open-concept layout where the kitchen, living, and dining areas flow

    D.R. Horton Builder
    2815 Adeline Ave Unit 38507577, Winter Haven, FL 33881
  • /13

    $273,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,429 Sq Ft

    Belmont Plan at Peace Creek Reserve - Manor Key Collection, Winter Haven, FL 33884

    This new home is laid out on a single level for low maintenance living. Two secondary bedrooms share a bathroom in the hall at the front of the home, while the owner’s suite is tucked into the back corner with an attached bathroom and walk-in closet. Down the foyer is the open-concept living area, which includes a fully equipped kitchen, an intimate dining room and family room with patio access.

    Lennar Builder
    1108 Tyler Loop Unit 36037860, Winter Haven, FL 33884
  • /43

    $350,000

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

    1218 37th St NW, Winter Haven, FL 33881

    Welcome to this beautifully built home in a super convenient Winter Haven location. Its central position makes it easy to get anywhere you need to go. You are close to Legoland, an easy drive to Disney attractions, and have quick access to Florida's beaches, shopping, restaurants, and everyday essentials. Inside, the home features an impressive open concept design with soaring 12 foot ceilings,

    Prudy Cole CENTURY 21 BE3

    1218 37th St NW, Winter Haven, FL 33881

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