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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5197 Pebble Beach Boulevard
Winter Haven, FL 33884
Lake Ashton West Ph 01
Residential
MLS# P4937220 / Active
Don't miss out on this opportunity to reside in a home located on the WEST golf course in Lake Ashton. FURNITURE AVAILABLE! GOLF CART INCLUDED! WAS...
Reduced -$5,000
4165 Rolling Oaks Drive
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# B4902127 / Active
Priced to sell, Home has a new metal roof, CHA is approximately five years old, and you will feel right at home from the moment you walk in. Come e...
Reduced -$9,900
3022 Hickory Street
Winter Haven, FL 33881
Biltmore Shores
Residential
MLS# A4674941 / Active
This move-in ready 3-bedroom Winter Haven pool home offers a fantastic combination of comfort, upgrades, and true Florida living on an oversized lo...
1085 Brenton Manor Drive
Winter Haven, FL 33881
Brenton Manor
Residential
MLS# TB8448346 / Active
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 desig...
Reduced -$14,900
1150 High Seas Street
Winter Haven, FL 33880
Shores At Lake Sears
Residential
MLS# O6366431 / Active
Charm and curb appeal abound for this Winter Haven home! Step inside into the inviting foyer and into the well-appointed living room, positioned at...
Reduced -$4,200
4251 Cedarwood Street
Winter Haven, FL 33880
Oakwood Estates
Residential
MLS# P4937233 / Active
What an amazing home just waiting for it's new owner!! The kitchen has been completely updated with new cabinets and flooring. The home offers two ...
Reduced -$12,000
112 Paine Drive
Winter Haven, FL 33884
Fla Highlands Co Sub
Residential
MLS# L4957763 / Active
Seller motivated. Welcome to your home in Winter Havenjust minutes from Legoland, shopping, medical facilities, and Highway 27 for easy commuting! ...
Reduced -$35,000
271 Inman Boulevard
Winter Haven, FL 33881
Inman Groves
Residential
MLS# W7881213 / Active
PRISTINE AND MOVE-IN READY! Seller is offering up to $5,000 concession towards closing costs and prepaids. Come and see this barely lived in 5 BEDR...
874 Buccaneer Boulevard
Winter Haven, FL 33880
Shores At Lake Sears
Residential
MLS# P4937137 / Active
PRICE REDUCTION ! Seller offering $5,000 toward buyer closing cost!Move-in ready 3-bedroom, 2-bath home in a desirable Winter Haven neighborhood! J...
Reduced -$10,000
5850 Cypress Gardens Boulevard UNIT #405
Winter Haven, FL 33884
Royal Crescent Condo
Residential
MLS# G5104966 / Active
This two bedroom one and a half bath condo offers comfortable living. The kitchen features stainless steel appliances and an eat-in space. Bedrooms...
Reduced -$1,000
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MLS IDX data last updated on 06-06-2026 7:56 PM 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