Winter Haven Florida Homes for Sale
Winter Haven Florida Real Estate listings are included below. The Homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you would like to search more specifically in Winter Haven, scroll down the page to Specialty Searches such as 55+ Homes, Pool Homes, Golf Homes, Luxury Homes, Historic Homes, No HOA Homes, and Waterfront Homes. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "More Info" button on any property detail page.
Winter Haven is known for its 26 connecting lakes which are called the "Chain of Lakes". These lakes are great for boating, fishing & water skiing. It is also home to Legoland which offers a theme park & water park based around Lego themes.
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3142 Whispering Trails Street
Winter Haven, FL 33884
Whispering Trails Ph 01
Residential
MLS# O6386254 / Active
Minutes from Walmart, Winn Dixie, Restaurants, Shopping and Legoland, this charming home offers comfort and convenience in a prime location. Featur...
1015 Corso Drive
Winter Haven, FL 33884
Villamar Ph 2a
Residential
MLS# C7522449 / Active
Like new 5-bedroom, 3.5-bath home with a functional open layout and abundant natural light. The kitchen overlooks the main living area, making it p...
802 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential
MLS# P4937120 / Active
Welcome to 802 Marcia Loop, a LAKEFRONT property located in southeast Winter Haven! The property includes an area on Lake Ruby right across the str...
Reduced -$10,000
688 Augusta Road
Winter Haven, FL 33884
Cypresswood Fairway Patio Homes
Residential
MLS# P4937966 / Active
Welcome to this meticulously maintained 3-bedroom, 2-bath pool home located in the highly sought-after 24-hour guard-gated Cypresswood Golf and Cou...
Increase +$17,100
47 Enclave Drive
Winter Haven, FL 33884
Cypresswood Enclave Ph 2
Residential
PRICE REDUCED $15,000! Welcome to the Enclave at Cypresswood Golf & Country Club. Cypresswood is a Gated community featuring a 24-Hour Guard, 18 Ho...
Reduced -$15,000
111 Sunset Drive
Winter Haven, FL 33881
Chris Brown Cemetery Replat
Residential
MLS# P4937961 / Active
PRICE ADJUSTMENT***Don't Miss This Opportunity! This home offers amazing potential and features 4 bedrooms and 1 full bath, making it ideal for hom...
Reduced -$15,000
3363 Livingston Way
Winter Haven, FL 33884
Traditions Phase 1
Residential
MLS# TB8478803 / Active
Beautifully updated cottage-style villa located in a desirable 55+ gated community. This fully remodeled home features ceramic tile flooring throug...
Reduced -$10,000
265 Lake Thomas Drive
Winter Haven, FL 33880
Timber Wood
Residential
MLS# L4959685 / Active
Welcome to this beautifully renovated lakefront home located on Thomas Lake in Winter Haven, Florida! This charming two-story home combines modern ...
Reduced -$9,000
4410 Limewood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937929 / Active
Pack your bags and move right into this very well maintained home located in Oakwood Estates, a 55+ community. The floorplan offers two living area...
Reduced -$5,000
132 Alachua Drive
Winter Haven, FL 33884
Eloise Woods Lake Mariam Un
Residential
MLS# P4937917 / Active
Beautiful and spacious family home with room for everyone to spread out and enjoy. Featuring over 2,400 square feet of living space, this home offe...
Reduced -$1,000
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MLS IDX data last updated on 06-08-2026 2:00 AM EST.
Specific Searches of Winter Haven Florida
55 Plus Homes For Sale Winter Haven FL
Golf Homes For Sale Winter Haven FL
Historic Homes For Sale Winter Haven FL
Luxury Homes For Sale Winter Haven FL
No HOA Homes For Sale Winter Haven FL
Pool Homes For Sale Winter Haven FL
Waterfront Homes For Sale Winter Haven FL