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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1522 Eckart Drive
Winter Haven, FL 33881
Rochelle Gardens
Residential
MLS# L4959745 / Active
This updated 3-bedroom, 2-bath home offers comfort, functionality, and plenty of outdoor space to enjoy Florida living. Inside, you’ll love the spa...
Reduced -$19,901
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
4050 Palma Ceia Circle
Winter Haven, FL 33884
Cypresswood Palma Ceia
Residential
MLS# O6420265 / Active
Virtually Staged. Brand New 2026 Custom Farmhouse Blends Modern Luxury with Exceptional Craftsmanship. Welcome to 4050 Palma Ceia Circle, a stunni...
2865 Whispering Trails Drive
Winter Haven, FL 33884
Whispering Trails Ph 02
Residential
MLS# O6418851 / Active
Move-in ready three-bedroom, two-bathroom home located in the desirable Whispering Trails Ph 02 community. This home features a spacious open floor...
111 Krenson Bay Loop
Winter Haven, FL 33881
Krenson Bay
Residential
MLS# S5145191 / Active
Virtually Staged. Short Sale. Welcome to this beautifully maintained 3-bedroom, 2-bath home with a 2-car garage, offering 1,512 square feet of comf...
Reduced -$4,999
2925 Dayton Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# P4937324 / Active
Discover the charm of this delightful 3-bedroom, 2-bath home located in the maintenance-free, 55+ gated community of Traditions at Lake Ruby. Thoug...
Reduced -$15,400
3050 Crump Road
Winter Haven, FL 33881
Magnolia Shores
Residential
MLS# L4959091 / Active
**Seller is MOTIVATED**Major Price Improvement** Welcome to this exceptional lakefront property at 3050 Crump Rd in Winter Haven, offering space, v...
Reduced -$50,100
831 Orchid Springs Drive UNIT #831
Winter Haven, FL 33884
Rosewood Manor
Residential
MLS# L4957905 / Active
Whether you are looking for your first home or first rental property, this condominium is a must see! Ideally located off of Overlook Drive in Wint...
Reduced -$500
525 Squires Grove Drive
Winter Haven, FL 33880
Squires Grove
Residential
MLS# TB8464311 / Active
Welcome home to 525 Squires Grove Dr! This well-maintained property offers a great blend of comfort, space, and convenience. Enjoy an open layout w...
Reduced -$10,000
1228 Denali Drive
Winter Haven, FL 33881
Lake Lucerne II
Residential
MLS# P4936142 / Active
Virtually Staged. NO CDD!! Newer 4 bedroom home for sale in Winter Haven, Florida, located in the Lake Lucerne II community in Polk County with no ...
Reduced -$10,100
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MLS IDX data last updated on 07-14-2026 7:42 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