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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1394 Oakmont Drive
Winter Haven, FL 33884
Lake Ashton West Ph 2
Residential
MLS# L4961930 / Active
Experience resort-style living in the highly sought-after gated 55+ golf community of Lake Ashton, offering 24-hour security and an incredible amen...
75 Sunset View Drive UNIT #75
Winter Haven, FL 33884
Winterset 04 A Condo Ph 01
Residential
MLS# P4938635 / Active
Beautiful lakefront living awaits in the gated community of Winterset! This beautifully maintained 2-bedroom, 2-bathroom condo with an attached one...
306 Eagle Pond Drive
Winter Haven, FL 33884
Eagle Pond Condo
Residential
MLS# TB8509154 / Active
Beautiful completely updated condo in the highly desirable gated community of Cypresswood Golf and Country Club. It features tile flooring througho...
702 Country Lane UNIT #702
Winter Haven, FL 33881
Country Lake Condo Ph 01
Residential
MLS# P4938732 / Active
LAKEFRONT LIVING AT IT'S BEST! REFRESHED FIRST FLOOR 2BR-2BA CONDO WITH COVERED PARKING AND BEAUTIFUL VIEWS OF LAKE BUCKEYE. THE FEATURES INCLUDE F...
815 Lake Jessie Drive
Winter Haven, FL 33881
East View Pkwy
Residential
MLS# S5149974 / Active
Discover this unique Spanish/Mediterranean-inspired estate on an oversized lot across from Lake Jessie on the Chain of Lakes. Featuring a 3BR/2BA m...
1213 Michelangelo Lane
Winter Haven, FL 33884
Estates/lk Florence
Residential
MLS# O6408212 / Active
NO CDD Fees Low HOA *Lower Taxes Luxury Heated Pool Resort-style backyard Move-In Ready Home.Welcome to this beautifully maintained and gently live...
Reduced -$2,000
329 Lake Daisy Loop
Winter Haven, FL 33884
Lake Daisy Estates
Residential
MLS# G5112198 / Active
329 Lake Daisy Loop | NO HOAWelcome to this beautiful 3BR/2BA home in Lake Daisy Estates, offering over 1,500 sq. ft. of comfortable living space o...
Reduced -$10,000
355 Ruby Lake Loop
Winter Haven, FL 33884
Ruby Lake Sub Ph II
Residential
MLS# K4903491 / Active
WONDERFUL POOL HOME IN GATED COMMUNITY Located in Ruby Lake subdivision, this spacious home boasts appealing architectural enhancements with high c...
5045 Kaia Avenue
Winter Haven, FL 33884
Villamar
Residential
MLS# TB8502928 / Active
Under Construction. Brand new, energy-efficient home available by May 2026! An open floorplan that makes entertaining easy in the open kitchen, din...
423 Majestic Gardens Blvd
Winter Haven, FL 33880
Gardens Ph 01
Residential
MLS# TB8508845 / Active
Welcome to this spacious home Located in the gated community of The Gardens, this spacious 4-bedroom, 2-bath home offers an open layout designed fo...
Reduced -$5,500
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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