Winter Haven, FL Homes for Sale

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  /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.

  

  David Hartigan

  JASON MITCHELL REAL ESTATE FLO

  940 Oleander Dr SE, Winter Haven, FL 33880
• Explore Winter Haven

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  /43

  $44,990

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  5236 Grand Cypress Ct, Winter Haven, FL 33880

  Discover this 2-bedroom, 2-bathroom manufactured home nestled in the heart of Winter Haven Oaks, a 55+ gated community in Winter Haven, FL. This estate sale offers an incredible opportunity for a quick close - and everything in the home stays, including a golf cart ready for your next neighborhood adventure! Stay active and social with an impressive lineup of amenities, including two clubhouses,

  

  Chrissy Walter

  Sunset Home Sales

  5236 Grand Cypress Ct, Winter Haven, FL 33880
• 

  

  

  /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

  

  Cindy Minnick

  Sun Resales, Inc.

  625 Century Dr, Winter Haven, FL 33881
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  /60

  $349,999

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  1522 Eckart Dr, Winter Haven, FL 33881

  This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spacious open floor plan featuring a Great Room, dining area, and family room combination with cathedral ceilings, wood burning fireplace, laminate wood flooring, and abundant recessed lighting. French doors from the dining room lead to an open patio and

  

  Russ Rhoads

  EXP REALTY LLC

  1522 Eckart Dr, Winter Haven, FL 33881
• 

  

  

  /30

  $949,000

  • 4 Beds
  • 2.5 Baths
  • 3,483 Sq Ft

  694 Lake Otis Dr SE, Winter Haven, FL 33880

  Discover an extraordinary lakefront estate offering unmatched charm, privacy, and lifestyle on coveted Lake Otis. Set on a rare double lot, this property feels like a private resort with expansive lawns, mature shade trees, flourishing fruit trees, and enchanting garden spaces. The 3,083 sq ft main home is filled with character and unique architectural details, complemented by a 400 sq ft in-law

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  694 Lake Otis Dr SE, Winter Haven, FL 33880
• 

  

  /27

  $77,000

  • 2 Beds
  • 2 Baths

  1010 Eagle Dr, Winter Haven, FL 33881

  This well-maintained home features a membrane roof over the home, Florida room, and shed for added durability and peace of mind. Inside, you'll find newer windows and attractive vinyl flooring throughout, with tile flooring in the Florida room for easy maintenance and added charm. The renovated kitchen offers updated cabinetry, stainless steel appliances, and a reverse osmosis filtration system,

  

  Cindy Minnick

  Sun Resales, Inc.

  1010 Eagle Dr, Winter Haven, FL 33881
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  /77

  $28,990

  • 2 Beds
  • 2 Baths

  43 Dale Dr, Winter Haven, FL 33880

  Bursting with vibrant color, modern updates, and an inviting split-bedroom floor plan, this charming 2-bedroom, 2-bath home nestled in the desirable Winter Haven MHC offers the perfect blend of comfort, style, and resort-style living. Centrally located for easy access and partially furnished, this move-in-ready gem is ideal for full-time residents or seasonal snowbirds looking to embrace the

  

  Chrissy Walter

  Sunset Home Sales

  43 Dale Dr, Winter Haven, FL 33880
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  /52

  $589,500

  • 5 Beds
  • 4.5 Baths
  • 2,626 Sq Ft

  1302 Lake Elbert Dr SE, Winter Haven, FL 33880

  Come and See this Amazing Lake Front Home Located in the Water Skiing Capital of the World, on Lake Elbert in Winter Haven, FL. As you enter the front door of this beautiful Home the hardwood floors will delight your eyes as you look down the long foyer to the right that leads pass the kid's 2 Bedrooms area for them to enjoy, to a large Family room with Lake Views that will be one of your

  

  Russ Yerton

  ELEVATE REAL ESTATE BROKERS

  1302 Lake Elbert Dr SE, Winter Haven, FL 33880
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  /44

  $200,000

  $24K PRICE DROP

  • 4 Beds
  • 1 Bath
  • 2,078 Sq Ft

  111 Sunset Dr E, Winter Haven, FL 33881

  PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for homeowners or investors. The kitchen is just off from the spacious dining area, great for family gatherings, while the spacious living room and family room provides extra space to relax. The primary bedroom as well as the other rooms are generously sized,

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  111 Sunset Dr E, Winter Haven, FL 33881
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  /29

  $100,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,056 Sq Ft

  125 Lake Hazel Dr, Winter Haven, FL 33884

  NO LOT RENT! Live the retired life you worked so hard for. Whether you are a snowbird or looking to enjoy full-time residency, Orange Manor West welcomes you. This highly sought-after 55+ gated community in Winter Haven, secondary resident(s) must be 40+. This fully furnished 2-bedroom, 2-bath home offers a functional layout with recent updates including a 2018 roof, 2022 HVAC, 2021 water heater,

  

  Jenn Manzella

  FLORIDA REALTY MARKETPLACE

  125 Lake Hazel Dr, Winter Haven, FL 33884
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  /57

  $69,900

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  8 Captain Kidd Ln SW, Winter Haven, FL 33880

  This beautifully remodeled 2-bedroom, 2-bath home offers 1,254 square feet of comfortable living space in a friendly and active community. The home features a carport and storage shed, providing convenient parking and extra storage. Inside, the home has been completely updated, including all new plumbing, a new electrical main, and newer appliances. Energy-efficient insulated windows and a heat

  

  Glenn Fogg

  FOGG MOBILE HOME SALES LLC

  8 Captain Kidd Ln SW, Winter Haven, FL 33880
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  /28

  $65,000

  • 2 Beds
  • 2 Baths

  1014 Eagle Dr, Winter Haven, FL 33881

  Tucked away at the end of the street, this charming 2-bedroom, 2-bath home offers privacy and peaceful living with no side or rear neighbors. The desirable split floor plan provides comfort and functionality, perfect for both everyday living and hosting guests. Enjoy a series of thoughtful updates, including stainless steel appliances (2022), A/C (2020), roof & leaf filter system (2023), new

  

  Cindy Minnick

  Sun Resales, Inc.

  1014 Eagle Dr, Winter Haven, FL 33881
• 

  

  /55

  $178,000

  • 3 Beds
  • 2 Baths

  166 Oak Tree Ln, Winter Haven, FL 33880

  Beautiful, Fully Furnished, 3BR/2BA Home in a Spectacular Gated Community for folks age 55+. Low Lot Rent. The home is only 4 years old, offering comfortable living in an amenity-rich park with plenty of space, convenience, and recreation right outside your door. The home features a connected storage building, washer and dryer included, and a wonderful screened-in lanai with patio furniture-the

  

  Glenn Fogg

  FOGG MOBILE HOME SALES LLC

  166 Oak Tree Ln, Winter Haven, FL 33880
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  /14

  $49,900

  $10K PRICE DROP

  • 2 Beds
  • 2 Baths

  1082 Eagle Dr, Winter Haven, FL 33881

  Welcome home to this well maintained 2-bedroom, 2-bath residence offering 1,352 sq ft of comfortable and inviting living space, perfectly situated on a desirable corner lot. From the moment you arrive, you'll appreciate the pride of ownership and care that shines throughout the home. A new roof and new A/C have already been completed in 2025 for added peace of mind. Inside, you'll find a spacious

  

  Cindy Minnick

  Sun Resales, Inc.

  1082 Eagle Dr, Winter Haven, FL 33881
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  /45

  $269,900

  $33K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,583 Sq Ft

  780 Overlook Grove Dr, Winter Haven, FL 33884

  HOME WARRANTY INCLUDED! Need 4 bedrooms, but don't need to break the budget? This is what you've been searching for here in the heart of Winter Haven! Situated perfectly W of Hwy 27 and out of the hustle and bustle of the city, this 4/2/2 home is ready for you! Close to houses of worship, schools, shopping, golf, and SO much more! Upon arrival, you note the quaint neighborhood, which quickly says

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  780 Overlook Grove Dr, Winter Haven, FL 33884
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  /29

  $67,999

  $3K PRICE DROP

  • 2 Beds
  • 2 Baths

  74 Greenview Dr, Winter Haven, FL 33881

  Beautifully updated and move-in ready 2 bedroom, 2 bath home offering a rare split floor plan and peaceful golf course views from the guest bedroom, expansive family room, and oversized Florida room. This spacious layout provides the perfect blend of privacy and comfort, with multiple living areas ideal for entertaining or simply relaxing and enjoying the scenery. Extensive recent upgrades give

  

  Cindy Minnick

  Sun Resales, Inc.

  74 Greenview Dr, Winter Haven, FL 33881
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  /42

  $336,000

  $33K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,476 Sq Ft

  1063 Brimstone Cir, Winter Haven, FL 33884

  HUGE PRICE REDUCTION! Welcome to this stunning 2024-built Ensley model located in the highly sought-after Harmony at Lake Eloise community in Winter Haven, Florida. Offering, 2,476 square feet of beautifully designed living space and over 2,900 total square feet under roof and all exterior block construction. This two-story smart home perfectly blends modern style, comfort, and functionality.

  

  Brad Martin

  BETTER HOMES AND GARDENS REAL ESTATE LIFESTYLES REALTY

  1063 Brimstone Cir, Winter Haven, FL 33884
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  /86

  $720,000

  • 4 Beds
  • 4 Baths
  • 2,961 Sq Ft

  237 Mclean Point, Winter Haven, FL 33884

  MUST SEE! Beautiful Custom-Built Home in the Renaissance Subdivision! Welcome to your dream home nestled in the serene community of Renaissance in lovely Winter Haven, Florida. This stunning 4-bedroom, 4-bathroom model home offers the perfect blend of privacy, convenience, and resort-style living, complete with a spectacular pool area. Key Features: • Prime Location: Enjoy boat access to Lake

  

  Luis Perez Garcia

  EXP Realty LLC

  237 Mclean Point, Winter Haven, FL 33884
• 

  

  /39

  $304,000

  $14K PRICE DROP

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

  1799 Carnostie Rd, Winter Haven, FL 33884

  PRICE REDUCED! Move right into this pristine, turnkey oasis. Built in 2022, this beautifully maintained home in the peaceful Villa Mar community features a bright, open floor plan and four spacious bedrooms. The modern kitchen flows effortlessly into the main living areas, which boast durable ceramic tile flooring for a sleek, low-maintenance finish. Relax on your private, custom-screened lanai

  

  Twanna Dewdney

  LA ROSA REALTY PRESTIGE

  1799 Carnostie Rd, Winter Haven, FL 33884
• 

  

  /31

  $90,000

  $39K PRICE DROP

  • 2 Beds
  • 2 Baths

  355 Putter Cir, Winter Haven, FL 33881

  Welcome home to this beautifully maintained 2 bedroom, 2 bath residence offering approximately 1,300 sq ft of comfortable living space and sold fully furnished with an updated kitchen, a bonus room perfect for an office, craft space, or hobbies, and French doors that open into a roomy, front-facing Florida room, ideal for morning coffee or relaxing evenings. Thoughtful details include raised

  

  Cindy Minnick

  Sun Resales, Inc.

  355 Putter Cir, Winter Haven, FL 33881
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  /35

  $385,000

  • 3 Beds
  • 2.5 Baths
  • 2,039 Sq Ft

  4519 Ashford Dr, Winter Haven, FL 33880

  Beautifully maintained 3-bedroom, 2.5-bath home on a spacious 0.30-acre lot in the desirable Lake Thomas Woods community with NO HOA! This inviting two-story home features an open floor plan with soaring 17-foot ceilings in the living room, abundant natural light, and a cozy wood-burning fireplace. The remodeled kitchen is designed for both style and functionality, offering granite countertops, a

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  4519 Ashford Dr, Winter Haven, FL 33880
• 

  

  /22

  $365,000

  • 5 Beds
  • 3 Baths
  • 2,523 Sq Ft

  1404 Axel Cir, Winter Haven, FL 33880

  Virtually Staged. Newly constructed stunning home offers over 2,500 square feet of contemporary Florida living in the peaceful Pinnacle Point community of Winter Haven. Featuring 5 bedrooms and 3 full bathrooms, the thoughtfully designed floor plan combines modern style with everyday comfort and functionality. Upon entering, you'll find a private first-floor guest suite with an adjacent full

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  1404 Axel Cir, Winter Haven, FL 33880
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  /59

  $265,000

  Open Sun 1:01AM - 11:59PM $25K PRICE DROP

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

  542 Eagle Landing Blvd, Winter Haven, FL 33880

  Welcome to Eagle Landing Community in Winter Haven. This move-in-ready home offers an open living area, a split floor plan for privacy, and a spacious primary suite with a walk-in closet. The kitchen features granite countertops and stainless-steel appliances, with added conveniences like a laundry room, two-car garage, and low HOA dues.SOLAR PANELS WILL BE PAID OFF AT CLOSING, giving the

  

  Carla Miro

  CENTURY 21 WATSON & MYERS REALTY

  542 Eagle Landing Blvd, Winter Haven, FL 33880
• 

  

  /48

  $470,000

  • 4 Beds
  • 2 Baths
  • 1,990 Sq Ft

  4123 Island Lakes Dr, Winter Haven, FL 33881

  CHAIN OF LAKES LAKEFRONT LIVING on Lake Rochelle! Welcome to Island Lakes, where everyday life feels like a vacation. Located on the highly desirable Winter Haven Chain of Lakes, this beautifully updated home offers the ultimate waterfront lifestyle—boating, sunset cruising, and lakefront dining right from your own backyard.This 4-bedroom, 2-bath home is designed for both comfort and

  

  Michelle Howard

  KELLER WILLIAMS REALTY SMART 1

  4123 Island Lakes Dr, Winter Haven, FL 33881
• 

  

  /21

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,065 Sq Ft

  1716 Terry Cir NE, Winter Haven, FL 33881

  Welcome to 1716 Terry Circle NE, Winter Haven, FL 33881, a beautifully maintained and fully furnished home offering the perfect blend of comfort, convenience, and investment potential. This move-in-ready property features ceramic tile flooring throughout, updated bathrooms, and a bright, open floor plan with spacious living and dining areas that flow seamlessly into a large kitchen with breakfast

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  1716 Terry Cir NE, Winter Haven, FL 33881
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  /62

  $369,000

  $6K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,914 Sq Ft

  131 Ruby Lake Dr, Winter Haven, FL 33884

  Virtually Staged. Fully refreshed and move-in ready, this Ruby Lake home delivers space, thoughtful upgrades, and a layout that stands out from the rest.Offering high ceilings and a well-designed flow from the L-shaped formal living room that transitions into the formal dining area, creating a defined yet open feel. The kitchen sits at the center with a dinette overlooking the family room. A

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  131 Ruby Lake Dr, Winter Haven, FL 33884
• 

  

  /22

  $33,500

  • 2 Beds
  • 2 Baths

  687 Century Ln, Winter Haven, FL 33881

  Charming 2 bed, 2 bath home offering 784 sq ft with a desirable split floor plan for added privacy. Major updates include a shingle/metal roof, gutters, and downspouts (2023) and a recently updated A/C motor (2026), providing peace of mind for years to come. Enjoy Florida living from the screened lanai-perfect for relaxing or entertaining. The home features a large double driveway with a separate

  

  Cindy Minnick

  Sun Resales, Inc.

  687 Century Ln, Winter Haven, FL 33881
• 

  

  /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,

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  357 Ruby Lake Loop, Winter Haven, FL 33884
• 

  

  /25

  $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

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  790 Avenue Q SE, Winter Haven, FL 33880
• 

  

  /16

  $109,999

  $15K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  900 Avenue Z SE Unit D6, Winter Haven, FL 33880

  Welcome to easy lakefront living in the highly desirable Sandy Cove community on the Winter Haven Chain of Lakes! This beautiful 2nd floor condo offers low-maintenance living perfect for a full-time residence, seasonal retreat, or investment opportunity. This 2-bedroom, 1-bath condo features a bright and functional layout with comfortable living and dining spaces designed for everyday living and

  

  Samantha Whitmore

  WHITMORE PROPERTIES

  900 Avenue Z SE Unit D6, 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

  

  Cindy Minnick

  Sun Resales, Inc.

  645 Century Ln, Winter Haven, FL 33881
• 

  

  /23

  $289,900

  $10K 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

  

  Katrina Asher

  MILLSHIRE REALTY

  362 Holly Ridge Rd, Winter Haven, FL 33880
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  /33

  $285,000

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  140 Morning Glory Cir, Winter Haven, FL 33884

  Welcome to this beautifully maintained 3-bedroom, 2-bath home located in the highly desirable Morningside at Winterset, a 24/7 gated community offering comfort, security, and resort-style living. This spacious property features an inviting foyer that opens into a bright great room and dining area, enhanced by elegant plant shelves and sliding glass doors leading to a large all-weather screened

  

  Fabiana Cuevas

  NEW HEIGHTS REALTY GROUP

  140 Morning Glory Cir, Winter Haven, FL 33884
• 

  

  /59

  $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

  

  Amy Reynolds

  LOCKHART & ASSOCIATES INC

  3640 Crump Rd, Winter Haven, FL 33881
• 

  

  /54

  $159,750

  • 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

  

  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

  

  Cindy Minnick

  Sun Resales, Inc.

  398 Tennis Ln, 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

  

  Chrissy Walter

  Sunset Home Sales

  618 Jenny Wren Rd, Winter Haven, FL 33881
• 

  

  /49

  $337,900

  $2K PRICE DROP

  • 3 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,

  

  Cyleste Goodson

  FLORIDA REAL ESTATE COMPANY

  5852 Marsh Landing Dr, Winter Haven, FL 33881
• 

  

  /73

  $149,990

  • 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

  

  Chrissy Walter

  Sunset Home Sales

  282 Alpine Dr, Winter Haven, FL 33881
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  /82

  $54,900

  $5K PRICE DROP

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

  31 Alpine Dr, Winter Haven, FL 33881

  Discover a retirement retreat in the heart of sunny Central Florida! This 2-bedroom, 2-bathroom manufactured home is nestled within Swiss Village, a 55+ active community on Lake Henry. Step inside to find laminate flooring throughout and a spacious main bedroom. Major updates have already been handled - there is a rubber roof and is approximately 10 years old, the HVAC system is just 3 years

  

  Chrissy Walter

  Sunset Home Sales

  31 Alpine 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.

Learn more about living in Winter Haven

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 $321,373.

How many homes have sold over the last 12 months in Winter Haven, FL?

2,190 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, Cypresswood, Lake Lucerne, Cypress Gardens and Southeast Winterhaven.

What are the most popular zip codes in Winter Haven, FL?

The most popular zip codes in Winter Haven, FL include 33884, 33880, 33881, 33839 and 33844.

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 6.65%, your estimated principal and interest payment would be $1,570 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $67K 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.

Home Prices in Winter Haven, FL

The median home sale price in Winter Haven, FL is $292,999, up 2% year-over-year. Homes in Winter Haven sell in 78 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price $292,999	Median Single Family Sale Price $299,490
Median Townhouse Sale Price $244,990	Median 2 Bedroom Sale Price $185,000
Median 1 Bedroom Sale Price $95,000	Average Price Per Sq Ft $168
Number of Homes for Sale 881	Last 12 months Home Sales 2,190
Months of Supply 4.80	Median List Price $304,990
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change 2%