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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1908 Crossroads Boulevard
Winter Haven, FL 33881
Crossroads At Lake Region
Residential
MLS# P4935563 / Active
MAJOR PRICE DROP! SELLER MOTIVATED!!! Immaculate 4-Bedroom, 3-Bathroom Plus Office Home in the Coveted Crossroads at Lake Region Welcome to thi...
Reduced -$24,000
622 Crystals Boulevard
Winter Haven, FL 33884
Crystals Landing
Residential
MLS# S5152271 / Active
Beautiful 3/2 in Winter Haven area minutes from US-27 and just 3 minutes from LEGOLAND. Roof 2022, Water Heater 2023, A/C 2023, Bathrooms renovated...
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
511 Marcia Loop
Winter Haven, FL 33884
Crystals Landing
Residential
MLS# L4957392 / Active
4 bedrooms, private backyard retreat with a hot tub, expansive Florida room, and solar-powered efficiency, located in S.E. Winter Haven!!! Welcome ...
Reduced -$5,000
4114 Fishermans Landing
Winter Haven, FL 33884
Cypress Landing Ph 01
Residential
MLS# L4961951 / Active
Welcome Home To This Spacious 3-Bedroom, 2-Bathroom Residence Featuring An Open-Concept Floor Plan Built For Florida Living. Recently Refurbished W...
3971 Cypress Landing
Winter Haven, FL 33884
Cypress Landing Ph 02
Residential
MLS# L4961184 / Active
Welcome to your slice of true Florida lake life—where every day feels like a getaway. This 3-bedroom, 2-bath home is tucked inside a waterfront com...
41 Greenfield Court
Winter Haven, FL 33884
Cypresswood
Residential
MLS# L4963295 / Active
Premier Location overlooking the pond and the golf course. This traditional 3 bedroom 2 bath estate home offers split bedrooms, formal living and ...
1052 Medinah Drive
Winter Haven, FL 33884
Cypresswood
Residential
Welcome to the affordable lifestyle of living in a Villa within a golf course community. Upon entering the front of the home you will notice a cour...
Reduced -$20,000
1012 Medinah Dr
Winter Haven, FL 33884
Cypresswood
Residential
MLS# P4936101 / Active
NOW OFFERING A HOME WARRANTY! Your opportunity to own in the highly sought-after Cypresswood Golf & Country Club just became even more appealing. W...
Reduced -$11,600
683 Broadmoor Circle UNIT #683
Winter Haven, FL 33884
Cypresswood
Residential
MLS# P4933896 / Active
This villa has recently had upgrades added and the seller is offering $7,000 AT CLOSING TOWARD CLOSING COSTS OR ADDITIONAL UPGRADES. New HVAC syste...
Reduced -$17,000
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MLS IDX data last updated on 07-14-2026 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