1,414

Winter Haven, FL Homes for Sale

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  • /32

    $399,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,107 Sq Ft

    357 Ruby Lake Loop, Winter Haven, FL 33884

    Welcome to your dream home in the gated community of Ruby Lake! This beautifully designed 3-bedroom, 2-bath Cassidy “Ox” floor plan perfectly balances elegance and everyday comfort. Step inside to discover a spacious layout featuring formal living and dining rooms, along with a generous family room—ideal for both entertaining and relaxed living. The updated kitchen is truly the heart of the home,

    Agent Photo

    Steve Lockhart

    LOCKHART & ASSOCIATES INC

    357 Ruby Lake Loop, Winter Haven, FL 33884
  • /26

    $185,000

    • 2 Beds
    • 1 Bath
    • 934 Sq Ft

    790 Avenue Q SE, Winter Haven, FL 33880

    Welcome home to this well-maintained 2-bedroom, 1-bath patio home located in the 55+ community of Parkland Village. This move-in-ready home offers numerous recent updates, including a new roof (December 2025), new windows (2024–2025), new A/C (2022), and a new refrigerator and stove (2026), providing comfort and peace of mind for years to come. Inside, you'll find thoughtful features such as

    Agent Photo

    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    790 Avenue Q SE, Winter Haven, FL 33880
  • /19

    $66,900

    • 2 Beds
    • 2 Baths
    • 1,144 Sq Ft

    56 Greenview Dr, Winter Haven, FL 33881

    WELCOME - SPACIOUS, MOVE-IN READY & BEAUTIFULLY MAINTAINED! Come see this spacious 2-bedroom, 2-bath home offering 1,144 square feet of comfortable living space in the desirable 55+ Swiss Golf & Tennis community, on an exterior lot with no rear neighbors, near a pond and walking path. This well-maintained home offers a wonderful combination of updates, comfort and extras, making it an excellent

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    Cindy Minnick

    Sun Resales, Inc.

    56 Greenview Dr, Winter Haven, FL 33881
  • /29

    $149,900

    • 3 Beds
    • 2 Baths
    • 1,218 Sq Ft

    333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880

    Remodeled and updated 2nd floor condo with picturesque views of the pool and lush landscaping. This 3 bedroom unit is ready for immediate occupancy. Recent updates include fresh interior paint, new flooring, new kitchen cabinets and solid surface counters.This established 55 and over community is nestled on the shores of Lake Howard on the famous Chain of Lakes and includes a community boat

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    Steven Smith, PA

    LOCKHART & ASSOCIATES INC

    333 Lake Howard Dr NW Unit 211B, Winter Haven, FL 33880
  • /33

    $69,999

    • 2 Beds
    • 2 Baths

    645 Century Ln, Winter Haven, FL 33881

    Welcome to this beautifully updated and spacious 2-bedroom, 2-bath home offering 1,296 sq ft of comfortable living! From the moment you walk in, you'll appreciate the open-concept layout. The kitchen features warm wood cabinetry with plenty of storage, while the home boasts newer flooring installed in 2022 for a fresh, modern feel throughout. The primary suite is a true retreat, highlighted by a

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    Cindy Minnick

    Sun Resales, Inc.

    645 Century Ln, Winter Haven, FL 33881
  • /23

    $269,900

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,355 Sq Ft

    362 Holly Ridge Rd, Winter Haven, FL 33880

    Discover the perfect blend of style, comfort, and peace of mind in this beautifully updated 3-bedroom, 2-bath home that’s ready for you to move right in. Thoughtfully refreshed with fresh interior and exterior paint, this home offers a bright, welcoming atmosphere from the moment you arrive.The heart of the home is the stunning kitchen, featuring gorgeous granite countertops, sleek

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    Katrina Asher

    MILLSHIRE REALTY

    362 Holly Ridge Rd, Winter Haven, FL 33880
  • /63

    $1,399,900

    • 4 Beds
    • 3 Baths
    • 3,309 Sq Ft

    3640 Crump Rd, Winter Haven, FL 33881

    Welcome to your own private lakefront retreat on 1.23 acres along Lake Hamilton with NO HOA! This stunning 4-bedroom, 3-bath home offers an exceptional combination of luxury, entertaining space, and the ultimate Florida waterfront lifestyle. Bring your boat and jet skis and enjoy the convenience of a private dock featuring an electric covered boat lift and built-in fishing bench. The outdoor

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    Amy Reynolds

    LOCKHART & ASSOCIATES INC

    3640 Crump Rd, Winter Haven, FL 33881
  • /54

    $154,000

    $6K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884

    OWN YOUR LAND! This home is located in Garden Grove Oaks, a community close to everything! A Clubhouse, pool, shuffleboard courts, and screened in hot tub to enjoy in the friendly 55+ community. An open front porch to enjoy the beautiful weather is enhanced by the front yard garden under the mighty oak! (Tree has been maintained/trimmed regularly) Light and bright, with laminate flooring

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    Sanda Andrews

    GOOD COMPANY REALTY INC.

    6309 Grove Pointe Dr SE, Winter Haven, FL 33884
  • /30

    $58,000

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft

    398 Tennis Ln, Winter Haven, FL 33881

    SPECIAL OFFER - 3 MONTHS FREE LOT RENT! Welcome to 398 Tennis Lane, a spacious 2-bedroom, 2-bath furnished home offering approximately 1,296 sq. ft. of comfortable Florida living. As an added bonus, a 2024 E-Z-GO golf cart is included! Step inside to a large, inviting living room that flows openly into the dining room, creating a wonderful space for entertaining family and friends. Extra-wide

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    Cindy Minnick

    Sun Resales, Inc.

    398 Tennis Ln, Winter Haven, FL 33881
  • /26

    $75,000

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft

    23 Greenview Dr, Winter Haven, FL 33881

    Enjoy comfortable Florida living in this spacious 2-bedroom, 2-bath home in Swiss Golf & Tennis. This home offers an appealing floor plan with two separate living areas, a spacious kitchen, screened porch, workshop, and several important recent updates. The kitchen features ample cabinet and counter space and a large corner pantry. Just off the kitchen is a separate den/family room, offering a

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    Cindy Minnick

    Sun Resales, Inc.

    23 Greenview Dr, Winter Haven, FL 33881
  • /42

    $300,000

    $10K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,823 Sq Ft

    125 Andreas St, Winter Haven, FL 33881

    Welcome to this beautifully maintained 4-bedroom, 2-bath home built in 2021, offering 1,832 sq ft of comfortable living space in the growing area of Winter Haven.This well-kept residence features a functional and open layout with a spacious kitchen that flows seamlessly into the living and dining areas—perfect for both everyday living and entertaining. Oneof the bedrooms offers flexibility and

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    Patricia Schraiber

    DENIZ REALTY PARTNERS LLC

    125 Andreas St, Winter Haven, FL 33881
  • /33

    $12,990

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    618 Jenny Wren Rd, Winter Haven, FL 33881

    Discover your retreat in the heart of Florida in the 55+ Lake Deer community! This charming 2-bedroom, 1-bathroom home is freshly listed and ready for its next chapter. Move right in and enjoy the convenience of all appliances staying with the property, along with some updated flooring already in place - plus extra flooring materials left behind so you can complete the look to your liking. Recent

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    Chrissy Walter

    Sunset Home Sales

    618 Jenny Wren Rd, Winter Haven, FL 33881
  • /56

    $89,990

    • 2 Beds
    • 2 Baths
    • 1,292 Sq Ft

    262 Alpine Dr, Winter Haven, FL 33881

    Golf Cart Not Included!! Lakefront living takes center stage at 262 Alpine Drive, a newly listed 1984 manufactured home in Winter Haven's Swiss Village. Offering 1,292 square feet, two spacious bedrooms, two updated full bathrooms, and a Florida Room, this partially furnished residence pairs polished improvements with captivating views of Lake Henry. A generous added room (approx adding around

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    Chrissy Walter

    Sunset Home Sales

    262 Alpine Dr, Winter Haven, FL 33881
  • /49

    $322,900

    $17K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,091 Sq Ft

    5852 Marsh Landing Dr, Winter Haven, FL 33881

    Welcome to your new sanctuary in Lakeside Landings, a 55+ resort style, low maintenance existence awaits!! This isn't just a 4-bedroom, 2-bathroom, 2-car garage house. It is an exclusive VIP pass to resort-style living in a gated community with only 44 other neighbors. Before you even step inside, stop and look up. Are those... yes, those are RAIN GUTTERS and a NEW ROOF!! In Central Florida, tile

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    5852 Marsh Landing Dr, Winter Haven, FL 33881
  • /73

    $144,990

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft

    282 Alpine Dr, Winter Haven, FL 33881

    Welcome to your new lakefront paradise at 282 Alpine Dr in Winter Haven, FL! This charming 2-bedroom, 2-bathroom home sits right on the shores of Lake Henry, offering stunning views and endless fun on the water. Built in 1981, this well-kept house has been lovingly updated to keep it fresh and modern. You'll love the recent improvements, including a brand-new roof from 2023 and a state-of-the-art

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    Chrissy Walter

    Sunset Home Sales

    282 Alpine Dr, Winter Haven, FL 33881
  • /30

    $54,900

    $35K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    385 Tennis Ln, Winter Haven, FL 33881

    Community living in a great location with tons of activities in the very popular 55+ gated community of Swiss Golf and Tennis in Winter Haven, FL. This 1989 Homes of Merit 2 bedroom, 2 bath has a nice roomy entryway with laminate flooring throughout and the layout is spacious and open. You will find updates in the bathrooms with newer sink, flooring, commode, faucet, and lighting. The living room

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    Cindy Minnick

    Sun Resales, Inc.

    385 Tennis Ln, Winter Haven, FL 33881
  • /39

    $44,000

    $21K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft

    369 Putter Cir, Winter Haven, FL 33881

    This 2-bedroom, 2-bathroom home offers a perfect place for relaxation plus lots of room for activities. Enjoy the convenience of an inside laundry and unwind in your private screened room at the back of the home. The central A/C was upgraded to "mini splits" in 2028 & 2019 in the living room, the Florida room and both of the bedrooms. The windows were replaced in 2018. There is a

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    Cindy Minnick

    Sun Resales, Inc.

    369 Putter Cir, Winter Haven, FL 33881
  • /22

    $69,000

    • 2 Beds
    • 2 Baths
    • 938 Sq Ft

    508 Century Dr, Winter Haven, FL 33881

    Rare gem, gorgeous 2 bedroom 2 bath, 1989 Homes of Merit, on beautiful golf course with a pond view. Renovated home with over 1400 sf, laminate flooring (2022) throughout, both bathrooms (2020), updated kitchen including granite counter tops (2018), screened patio (2021), windows surround the enclosed Fl room with mini split system to enjoy the golf course view and some of Florida's wildlife

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    Cindy Minnick

    Sun Resales, Inc.

    508 Century Dr, Winter Haven, FL 33881
  • /32

    $1,200,000

    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    4401 Chambliss Rd, Winter Haven, FL 33884

    Welcome to your slice of heaven in Winter Haven! Situated on just over 6.5 acres you will find this charming 3/2/2 Cassidy custom pool home surrounded by green meadows and mature oak trees. 4401 Chambliss Rd. offers space, freedom, and a lifestyle you simply won’t find inside typical neighborhoods. This expansive homestead provides room for horses, chickens, gardens, equipment, and future

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    Cyleste Goodson

    FLORIDA REAL ESTATE COMPANY

    4401 Chambliss Rd, Winter Haven, FL 33884
  • /32

    $399,999

    $20K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,040 Sq Ft

    205 Tifton St, Winter Haven, FL 33880

    Honey, stop the car! This home truly has it all. Featuring 5 bedrooms, 4 full baths, a spacious loft, and a 3-car garage, this property offers room for everyone.Your 68,132 sq. ft. homesite (1.56 acres) is a little piece of heaven—flat, open space with no rear neighbor, perfect for privacy and endless possibilities.Inside, you’ll find an entertainer’s paradise: a double oven, a kitchen

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    Paul Shearn

    FUTURE HOME REALTY INC

    205 Tifton St, Winter Haven, FL 33880
  • /63

    $54,990

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft

    104 Rigi Slope Dr, Winter Haven, FL 33881

    Discover retirement retreat in Swiss Village, a 55+ community nestled on Lake Henry. This maintained Palm Harbor manufactured home offers comfortable living with 2 bedrooms and 2 bathrooms, plus bonus spaces that make it truly special. Step inside to find updated polywood flooring throughout, replacing carpet in 2022 when subfloors were also reinforced with 3/4" plywood. Enjoy an enclosed front

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    Chrissy Walter

    Sunset Home Sales

    104 Rigi Slope Dr, Winter Haven, FL 33881
  • /56

    $44,990

    • 2 Beds
    • 2 Baths

    293 Alpine Dr, Winter Haven, FL 33881

    Discover your retreat in the heart of Central Florida! This **2-bedroom, 2-bathroom** furnished manufactured home is nestled within **Swiss Village**, an active **55+ retirement community** on beautiful **Lake Henry**. Move in with ease - this home comes furnished minus just a few personal items, so you can start enjoying the Florida lifestyle right away. Recent upgrades bring peace of mind,

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    Chrissy Walter

    Sunset Home Sales

    293 Alpine Dr, Winter Haven, FL 33881
  • /45

    $425,000

    $40K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,663 Sq Ft

    148 Lake Otis Rd, Winter Haven, FL 33884

    HUGE PRICE REDUCTION! SELLER VERY MOTIVATED! Spacious 4-Bedroom, 3-Bath Pool Home in the admired Lakewood Community. Nestled on an oversized lot with mature trees, this remodeled tri-level home offers a perfect blend of modern luxury and comfort. With a spacious layout, a private pool, and an abundance of natural light, this home is designed for both relaxation and entertaining. As you enter,

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    Michelle Armbruster

    LOCKHART & ASSOCIATES INC

    148 Lake Otis Rd, Winter Haven, FL 33884
  • /32

    $379,900

    • 5 Beds
    • 3 Baths
    • 2,696 Sq Ft

    204 Inman Blvd, Winter Haven, FL 33881

    Welcome home to this beautifully maintained 5-bedroom, 3-bath residence offering nearly 2,700 square feet of flexible living space in one of Winter Haven's fastest-growing areas. Priced at just $379,900, this spacious home delivers exceptional value with room for everyone.Designed with today's lifestyles in mind, the thoughtfully crafted floor plan includes five true bedrooms, three full

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    Veronica Bard

    LA ROSA REALTY PRESTIGE

    204 Inman Blvd, Winter Haven, FL 33881
  • /38

    $49,990

    $5K PRICE DROP
    • 2 Beds
    • 2 Baths

    75 Bern Dr, Winter Haven, FL 33881

    **Your Central Florida retreat awaits.** This 2-bedroom, 2-bathroom manufactured home in Swiss Village - a 55+ active adult community - delivers comfort, convenience, and a lifestyle most only dream about. Inside, you'll find a freshly painted interior that feels bright and inviting from the moment you walk through the door. A powerful 3-ton A/C unit installed in 2023 keeps every room cool during

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    Chrissy Walter

    Sunset Home Sales

    75 Bern Dr, Winter Haven, FL 33881
  • /43

    $164,800

    • 2 Beds
    • 2 Baths
    • 1,325 Sq Ft

    628 Lakeside Ranch Ln, Winter Haven, FL 33881

    Meticulously Maintained, beautiful 2/2, move-in ready home in a quiet lake-front community. Pride of Ownership shows throughout! List of Updates attached and include finished walls, Plumbing, downspouts, Heat Pump with UV Light, Newer Appliance, Washer and Dryer (inside laundry), flooring, kitchen cabinets with soft-close, built-in pantry/storage in the Dining Room to name a few. Thoughtfully

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    Sanda Andrews

    GOOD COMPANY REALTY INC.

    628 Lakeside Ranch Ln, Winter Haven, FL 33881
  • /36

    $249,000

    $36K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,122 Sq Ft

    820 26th St NW, Winter Haven, FL 33881

    Welcome to 820 NW 26th St, Winter Haven, Florida—a move-in ready 3-bedroom, 2-bath home featuring updates inside and out. This property has been thoughtfully refreshed with a focus on comfort, style, and modern living.Enjoy a beautifully updated interior along with exterior improvements that enhance the home’s appeal. The kitchen comes equipped with all-new appliances, making everyday living

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    Sonya Duke

    241 REAL ESTATE LLC

    820 26th St NW, Winter Haven, FL 33881
  • /28

    $355,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,054 Sq Ft

    41 Greenfield Ct, Winter Haven, FL 33884

    Premier Location overlooking the pond and the golf course.This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and dining areas, large family room, master suite with dual vanities and dual closets, oversized garage with a shower and a screen enclosed pool.From the pool deck, enjoy watching the varied species of birds that pass by or land for a stroll/swim in

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    Steven Smith, PA

    LOCKHART & ASSOCIATES INC

    41 Greenfield Ct, Winter Haven, FL 33884
  • /31

    $219,900

    $60K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,368 Sq Ft

    14 Enclave Dr, Winter Haven, FL 33884

    This meticulously maintained and professionally updated 2 bedroom 2 bath villa is located in the sought after "Enclave" neighborhood in Cypresswood, a gated golf community in SE Winter Haven.The open floor plan features an expansive kitchen with breakfast nook, spacious living/dining room combo, split bedrooms with ample closets, inside laundry area equipped with a washer and dryer, screened

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    Steven Smith, PA

    LOCKHART & ASSOCIATES INC

    14 Enclave Dr, Winter Haven, FL 33884
  • /16

    $112,000

    $8K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 851 Sq Ft

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884

    Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Winter Haven, minutes form Legoland, downtown Winter Haven, and the Chain of Lakes. This unit features an updated kitchen with an upgraded stainless steel gas stove, stainless steel dish washer, and a one-year-old refrigerator. Additionally, there are

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    Steven Perkins

    CLARK REALTY LLC

    831 Orchid Springs Dr Unit 831, Winter Haven, FL 33884
  • /32

    $235,000

    $40K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,957 Sq Ft

    1533 Majestic Ln, Winter Haven, FL 33880

    Short Sale. We are in the process of getting a short sale approved. So expect delays. Welcome to the community of Eagle Landing in beautiful SE Winter Haven, Florida. This newer home features 4 Bedrooms/2.5 Bathrooms with a spacious two-story layout that maximizes space and natural light perfect for any lifestyle with Low HOA and NO CDD. The modern kitchen design with Island and Breakfast Bar

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    Cheryl Brewer

    COLDWELL BANKER REALTY

    1533 Majestic Ln, Winter Haven, FL 33880
  • /21

    $81,500

    • 2 Beds
    • 2 Baths
    • 1,248 Sq Ft

    215 Fairway Cir, Winter Haven, FL 33881

    Welcome to this beautifully updated 2-bedroom, 2-bath home in the desirable 55+ Swiss Golf & Tennis community of Winter Haven. Offering approximately 1,248 square feet of living space plus an additional 185-sf Florida Room, this home provides plenty of room to relax, entertain, and enjoy the Florida lifestyle. The home has been thoughtfully renovated within the past four years and features a

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    Cindy Minnick

    Sun Resales, Inc.

    215 Fairway Cir, Winter Haven, FL 33881
  • /71

    $469,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,153 Sq Ft

    315 Lanceolate Dr, Winter Haven, FL 33880

    Homes in The Village at Spirit Lake don’t come up for sale very often, and this one has a lot to offer.315 Lanceolate Drive is a 3-bedroom, 2-bath pool home with two additional air-conditioned rooms in the converted garage, giving you plenty of flexibility for additional bedrooms, home offices, a gym, playroom, or extra storage.Inside, the home has been thoughtfully updated with a

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    Veronica Bard

    LA ROSA REALTY PRESTIGE

    315 Lanceolate Dr, Winter Haven, FL 33880
  • /61

    $34,990

    $3K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 960 Sq Ft

    194 Oak Tree Blvd, Winter Haven, FL 33880

    Ready for a quick close, this is a 1990 double-wide on Oak Tree Boulevard in Winter Haven Oaks. With two bedrooms, two baths, and a layout that simply flows, this manufactured home welcomes you to settle in without delay. The real charm lies in a bright 12x16 Florida room, thoughtfully converted from the original front porch back in 2018. Fitted with windows, fresh screens, and its own A/C vent,

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    Chrissy Walter

    Sunset Home Sales

    194 Oak Tree Blvd, Winter Haven, FL 33880
  • /21

    $44,900

    • 2 Beds
    • 2 Baths
    • 840 Sq Ft

    696 Century Ln, Winter Haven, FL 33881

    Welcome to easy Florida living in Hidden Golf, a gated 55+ active-adult community in Winter Haven! This charming 2-bedroom, 2-bath split floor plan home offers approximately 840 square feet of comfortable living space plus a wonderful large lanai that adds even more room to relax, entertain and enjoy the Florida lifestyle. This home has already had several of the big-ticket improvements buyers

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    Cindy Minnick

    Sun Resales, Inc.

    696 Century Ln, Winter Haven, FL 33881
  • /46

    $158,500

    • 2 Beds
    • 2 Baths
    • 1,404 Sq Ft

    6703 Canterbury Dr NE, Winter Haven, FL 33881

    Welcome to this spacious, meticulously maintained, and thoughtfully updated double-wide manufactured home on owned land in the highly sought-after 55+ lakefront community of Lake ’n Golf Estates in Winter Haven. Offering a versatile floor plan with multiple living areas, this home beautifully blends modern updates with the relaxed comfort of Florida living. The chef’s kitchen was fully renovated

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    Brad Martin

    BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

    6703 Canterbury Dr NE, Winter Haven, FL 33881
  • /38

    $225,000

    $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,678 Sq Ft

    1406 Meadow Dr NE, Winter Haven, FL 33881

    SELLER MOTIVATED!!! Spacious Single-Story Block Home with Endless Potential!Nestled in a quiet, established neighborhood close to Polk State College with no HOA, this solid single-story block home immediately catches the eye with its charming blend of stucco and natural multi-colored stone accents. Boasting 1,678 square feet of comfortable living space (2,527 square feet total), the interior

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    Twanna Dewdney

    LA ROSA REALTY PRESTIGE

    1406 Meadow Dr NE, Winter Haven, FL 33881
  • /26

    $250,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,527 Sq Ft

    940 Oleander Dr SE, Winter Haven, FL 33880

    Auction Property. Ranch-style home offering 2 bedrooms and 1.5 bathrooms with a spacious living room and a good-sized yard. Features include a durable metal roof, RV electrical hookups, and a chicken coop. Some updates in the kitchen. Short Sale subject to lender approval.

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    David Hartigan

    JASON MITCHELL REAL ESTATE FLO

    940 Oleander Dr SE, Winter Haven, FL 33880
  • /15

    $275,000

    $24K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,732 Sq Ft

    3180 Country Club Cir, Winter Haven, FL 33881

    Short Sale. APPROVED SHORT SALE AT PRICE! CHAPTER 7 BANKRUPTCY - Located In The Country Walk Community, This 2019 Built Home At 3180 Country Club Cir, Winter Haven, FL 33881 Features The Popular DR Horton Aria Floor Plan Offering 3 Bedrooms, 2 Bathrooms, & 1,672 Sq Ft Of Living Space. This Home Offers an Open Concept Layout With A Spacious Living Area, Split Bedroom Floor Plan, & a Functional

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    Jon McCall PA

    DALTON WADE INC

    3180 Country Club Cir, Winter Haven, FL 33881
  • /22

    $35,000

    $13K PRICE DROP
    • 2 Beds
    • 2 Baths

    625 Century Dr, Winter Haven, FL 33881

    This 940 sq ft home offers an open floor plan and a bright Florida room at the front of the house-perfect for relaxing or morning coffee. Recent improvements include new plumbing throughout (10/2023), a newer roof (2023), and an AC system installed around 2020. The home features convenient stackable inside laundry and a large shed for extra storage. A wonderful opportunity to make this home your

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    Cindy Minnick

    Sun Resales, Inc.

    625 Century Dr, Winter Haven, FL 33881

Showing Results 1 - 40, Page 1 of 18

Why Live in Winter Haven

Winter Haven, FL, nestled between Tampa and Orlando in Polk County, is a thriving community known for its abundant lakes and outdoor recreation opportunities. With a population of 60,000 as of 2024, the city has seen significant growth, attracting a younger demographic and families. Housing options are diverse, ranging from manufactured homes to waterfront mansions, with traditional ranch-style homes and contemporary custom builds in subdivisions and gated communities. The city's numerous lakes, including the expansive Lake Eloise, offer ample recreational activities, while 13 miles of multi-use trails and parks cater to various athletic pursuits. Winter Haven's dining scene is eclectic, featuring downtown highlights like Nutwood and Arabella’s, alongside dockside seafood restaurants. Legoland Florida, with its Peppa Pig theme park and water park, is a major attraction, complemented by cultural venues such as Theatre Winter Haven and the Historic Ritz Theatre. Chain of Lakes Collegiate High, an A-rated charter school, serves high-performing juniors and seniors. The city benefits from proximity to major roadways, including Interstate 4, providing easy access to Tampa and Orlando, while local transportation options include Citrus Connection buses and Amtrak service.

Winter Haven, FL Home Prices vs. Nearby Neighborhoods

Winter Haven, FL Southeast Winterhaven Lake Lucerne Cypress Gardens Downtown Winter Haven
Median Home Price
$304,990
$316,000
$318,995
$314,900
$225,000
Median Sale Price
$291,990
+2% YoY
$301,490
-1% YoY
$315,495
+5% YoY
$294,495
-3% YoY
$207,250
-15% YoY
Avg. Price per Square Foot
$168
$164
$173
$167
$159
Median Single Family Price
$299,490
$305,615
$319,495
$316,900
$250,000
Median Townhouse Price
$244,945
$241,240
--
$259,990
$284,950
Median Condo Price
$129,900
$208,000
--
$94,900
$115,400
Total Active Listings
1,414 listings
339 listings
47 listings
140 listings
111 listings
Market Conditions
5 Months of Supply
Balanced Market
3 Months of Supply
Seller's Market
5 Months of Supply
Balanced Market
6 Months of Supply
Balanced Market
7 Months of Supply
Buyer's Market

Frequently Asked Questions

What is the average home price in Winter Haven, FL?
Homes for sale in Winter Haven, FL have an average home price of $321,855.
How many homes have sold over the last 12 months in Winter Haven, FL?
2,218 homes have sold in Winter Haven, FL over the last 12 months.
Is Winter Haven, FL a safe city?
In general, the safest neighborhoods in Winter Haven, FL with lower crime scores are East Winter Haven, Lake Lucerne, Cypress Gardens, Southeast Winterhaven and North Winter Haven.
What are the most popular zip codes in Winter Haven, FL?
The most popular zip codes in Winter Haven, FL include 33880, 33884, 33881, 33839 and 33830.
What are the most popular neighborhoods in Winter Haven, FL?
The most popular neighborhoods in Winter Haven, FL with the most homes for sale are Downtown Winter Haven, Lake Lucerne, Cypress Gardens, Southeast Winterhaven and North Winter Haven.
How much do you need to make to afford a house in Winter Haven?
The median home price in Winter Haven is $304,990. If you put a 20% down payment of $61,000 and had a 30-year fixed mortgage with an interest rate of 6.95%, your estimated principal and interest payment would be $1,620 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $69K a year to afford the median home price in Winter Haven. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Winter Haven, FL?
Winter Haven, FL has highly rated public and private schools. Some of the best schools in Winter Haven based on Niche Grades are St Joseph Catholic School, All Saints Academy and Chain of Lakes Collegiate High. The neighborhoods in Winter Haven with the highest rated schools are East Winter Haven, Downtown Winter Haven and Cypresswood. Browse all the schools in Winter Haven, FL to learn more.
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