Winter Haven, FL Homes for Sale

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  /43

  $49,990

  $5K 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
• Explore Winter Haven

• 

  

  

  /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
• 

  

  

  /60

  $359,999

  $40K 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
• 

  

  

  /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
• 

  

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /45

  $272,500

  $30K 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
• 

  

  /49

  $170,000

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 942 Sq Ft

  345 24th St NW Unit 23, Winter Haven, FL 33880

  **PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well maintained 2 Bedroom/ 2 Bathroom Villa that offers a complete update, boasting tasteful renovations throughout. Being sold Fully Furnished! From the kitchen to the bathrooms, flooring to the roof, nearly everything has been thoughtfully upgraded. Step inside

  

  Cheryl Brewer

  COLDWELL BANKER REALTY

  345 24th St NW Unit 23, Winter Haven, FL 33880
• 

  

  /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
• 

  

  /42

  $339,000

  $30K 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
• 

  

  /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
• 

  

  /22

  $365,000

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

  1404 Axel Cir, Winter Haven, FL 33880

  Virtually Staged. Beautifully designed and newly constructed, this 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

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  1404 Axel Cir, Winter Haven, FL 33880
• 

  

  /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
• 

  

  /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
• 

  

  /15

  $260,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft

  3180 Country Club Cir, Winter Haven, FL 33881

  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 Kitchen

  

  Jon McCall PA

  Dalton Wade Inc

  3180 Country Club Cir, Winter Haven, FL 33881
• 

  

  /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
• 

  

  /40

  $235,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,118 Sq Ft

  3363 Livingston Way, Winter Haven, FL 33884

  Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throughout, with the exception of the second bedroom. The spacious two-car garage includes a laundry area that can easily be enclosed for additional privacy or functionality. The appliances are approximately four years old and have been gentlyused.

  

  Beena Kokeram

  AGILE GROUP REALTY

  3363 Livingston Way, Winter Haven, FL 33884
• 

  

  /32

  $415,000

  • 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
• 

  

  /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
• 

  

  /31

  $450,000

  $75K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,921 Sq Ft

  184 Lake Otis Rd, Winter Haven, FL 33884

  Located in the highly sought-after gated community of Lakewood, this beautifully maintained home offers 4 bedrooms and 3.5 bathrooms, set on a lush, manicured lot with mature trees and attractive landscaping. Inside, you’ll find rich wood flooring throughout the spacious living and dining areas, as well as the kitchen and family room—perfect for both everyday living and entertaining. A standout

  

  Steve Lockhart

  LOCKHART & ASSOCIATES INC

  184 Lake Otis Rd, Winter Haven, FL 33884
• 

  

  /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
• 

  

  /72

  $850,000

  • 3 Beds
  • 2.5 Baths
  • 3,255 Sq Ft

  1028 S Lake Mariam Dr, Winter Haven, FL 33884

  Welcome to your slice of LAKEFRONT, LAKE VIEW, POOL HOME paradise on the pristine shores of Lake Mariam in Winter Haven, Florida. This stunning 3-bedroom, 2.5-bathroom home with a versatile BONUS ROOM offers the ultimate Florida lifestyle, complete with direct lake access, a private dock, and breathtaking water views right from your own backyard. Built to last and designed for low maintenance,

  

  Mabel Vassallo

  CENTURY 21 MYERS REALTY

  1028 S Lake Mariam Dr, Winter Haven, FL 33884
• 

  

  /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
• 

  

  /82

  $59,980

  • 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
• 

  

  /30

  $65,000

  $25K 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

  

  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

  

  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

  

  Cindy Minnick

  Sun Resales, Inc.

  508 Century Dr, Winter Haven, FL 33881
• 

  

  /49

  $130,000

  $9K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,148 Sq Ft

  1550 11th St NE Unit D7, Winter Haven, FL 33881

  Welcome home to this inviting upstairs condo located in the peaceful Lake Buckeye Condo community, where tranquil lake views and relaxed living come together. Step inside to find laminate and ceramic tile flooring throughout, offering both durability and easy maintenance. The open living and dining area is light and welcoming, seamlessly extending to a private 3x7 balcony, the perfect place to

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  1550 11th St NE Unit D7, Winter Haven, FL 33881
• 

  

  /49

  $219,000

  • 2 Beds
  • 2 Baths
  • 1,257 Sq Ft

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881

  One or more photo(s) has been virtually staged. A rare opportunity to own one of only six cluster homes positioned along the peaceful shoreline of Lake Buckeye! A charming open courtyard entry welcomes you to the front door, creating a private and inviting approach that sets this home apart. Inside, the living room immediately draws your eye outdoors, featuring double French doors that open to an

  

  CarLee Marchetti

  STAR REALTY OF WINTER HAVEN

  1502 Buckeye Rd NE Unit 4, Winter Haven, FL 33881
• 

  

  /37

  $289,000

  $26K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  1085 Brenton Manor Dr, Winter Haven, FL 33881

  Charming and inviting, this 3-bed, 2-bath home sits in a lovely Winter Haven community with a very low HOA. Built in 2015, it offers a modern design, a comfortable one-level layout, a 2-car garage, and all appliances included. Tucked into the vibrant Chain of Lakes region, you’re surrounded by peaceful views, leafy lakes, and plenty of outdoor fun from boat cruises to paddle boarding. And when

  

  Clarisa Moody

  MARZUCCO REAL ESTATE

  1085 Brenton Manor Dr, Winter Haven, FL 33881
• 

  

  /40

  $365,000

  • 3 Beds
  • 3 Baths
  • 2,042 Sq Ft

  340 Vail Dr, Winter Haven, FL 33884

  Beautifully updated home tucked away on a quiet cul-de-sac in the well-established Cedar Cove community, just moments from the scenic shores of Lake Eloise. Set on over a quarter-acre lot, this property offers more than 2,000 sq ft of thoughtfully designed living space, featuring 3 bedrooms, 3 full bathrooms, and an enclosed bonus room that can easily function as a 4th bedroom. Inside, bright

  

  Carlos DeJesus

  EXIT REALTY 4CORNERS

  340 Vail Dr, Winter Haven, FL 33884
• 

  

  /45

  $459,000

  $6K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,663 Sq Ft

  148 Lake Otis Rd, Winter Haven, FL 33884

  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, you’ll immediately notice the bright and airy

  

  Michelle Armbruster

  LOCKHART & ASSOCIATES INC

  148 Lake Otis Rd, Winter Haven, FL 33884
• 

  

  /42

  $264,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft

  4622 Cypress Gardens Rd, Winter Haven, FL 33884

  Move-In Ready with Major Updates! Welcome home to this beautifully refreshed 3-bedroom, 2-bath, 2-car garage residence offering over 1,700 square feet of comfortable living space in the heart of Winter Haven. Featuring a NEW ROOF, a NEW HVAC SYSTEM, and stylish interior finishes throughout, this home is ready for its next owner to move right in! Inside, you'll find a spacious open living and

  

  Sam Daniels

  KELLER WILLIAMS REALTY SMART 1

  4622 Cypress Gardens Rd, Winter Haven, FL 33884
• 

  

  /36

  $285,000

  • 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

  

  Sonya Duke

  241 REAL ESTATE LLC

  820 26th St NW, 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 $322,461.

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

2,176 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 $305,690. If you put a 20% down payment of $61,100 and had a 30-year fixed mortgage with an interest rate of 6.49%, your estimated principal and interest payment would be $1,540 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $66K 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 $294,990, up 3% year-over-year. Homes in Winter Haven sell in 80 days on average, compared to the national average of 57 days.

Home Price Trends

Median Sale Price $294,990	Median Single Family Sale Price $299,900
Median Townhouse Sale Price $244,990	Median 2 Bedroom Sale Price $190,000
Median 1 Bedroom Sale Price $96,000	Average Price Per Sq Ft $169
Number of Homes for Sale 881	Last 12 months Home Sales 2,176
Months of Supply 4.90	Median List Price $305,690
Median Change From 1st List Price 3%	Median Home Sale Price YoY Change 3%