Winter Haven FL Homes for Sale
Winter Haven FL Real Estate listings are included below. These homes for sale in Winter Haven Florida are updated every day from the Central Florida MLS. If you have any questions about any of these Winter Haven Florida homes for sale, just click the "Request More Information" button on any property detail page. We'd love to answer any questions you have, and can provide the past sales history, tax information, and comparable sales for any listing. Let our team of professionals work for you!
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1039 Medinah Drive
Winter Haven, FL 33884
Cypresswood
Residential
MLS# P4938088 / Active
1 OWNER HOME!! Don't miss out on this 2 bed 2 bath tennis villa in the highly desired neighborhood of Cypresswood. The HOA takes care of the roof, ...
Reduced -$4,000
1790 White Elephant Loop
Winter Haven, FL 33884
Peach Crossings
Residential
MLS# TB8484188 / Active
Welcome to the Spring model in Peach Crossings, a spacious five-bedroom, three-bathroom, two-story home designed for modern living. Conveniently lo...
111 Las Flores
Winter Haven, FL 33884
Florida Highland Co
Residential
MLS# L4959947 / Active
Well-maintained 3-bedroom, 2-bath home located on a .25-acre corner lot with a peaceful wooded backdrop in desirable SE Winter Haven. This home off...
345 24th Street UNIT #23
Winter Haven, FL 33880
Imperial Villas
Residential
MLS# L4960143 / Active
**PRICE IMPROVEMENT** MAINTENCE-FREE LIVING...Located right in the Heart of Winter Haven at Imperial Villas, a 55+ community. This very well mainta...
Reduced -$14,900
262 Oleander Street
Winter Haven, FL 33881
Lakes/lucerne Park Ph 3
Residential
MLS# TB8479025 / Active
One or more photo(s) has been virtually staged. SUPER DEAL on a big four bedroom home! Clean, fresh and well maintained home! PLUS, an American Pre...
4020 Carteret Drive
Winter Haven, FL 33884
Traditions Ph 01
Residential
MLS# O6389154 / Active
NEW PRICE ADJUSTMENT-Seller is willing to offer 3K towards Buyer's Closing Costs. Welcome to 4020 Carteret Dr in Winter Haven, a beautifully update...
Reduced -$14,000
2371 Brassie Court
Winter Haven, FL 33884
Villamar Ph 3
Residential
MLS# O6389688 / Active
Back on Market one more chance for you.This stunning 5-bedroom, 3-bathroom home offers the perfect blend of modern comfort, energy efficiency, and ...
Reduced -$1,999
1502 NE Buckeye Road UNIT #2
Winter Haven, FL 33881
Buckeye Heights
Residential
MLS# O6389762 / Active
Experience lakefront living at its best in this 2-story townhouse with 3 bedroom 3 bath on Lake Buckeye, located just minutes from Winter Haven. Ch...
262 Santa Rosa Drive
Winter Haven, FL 33884
Overlook Estates
Residential
MLS# L4960100 / Active
PRICE REDUCTION! Spacious 2,336 SF pool home in the gated, tranquil Overlook Estates. This 4BR/2BA floorplan features a split-bedroom layout and ge...
Reduced -$25,000
1215 26th Street
Winter Haven, FL 33881
Inwood #1
Residential
MLS# S5145609 / Active
MAIN HOME + SEPARATE LEGAL GUEST HOUSE + NO HOA This is the one. 3 bed / 3 bath main home (2,083 sf) with a fully legal, separate 1 bed / 1 bath gu...
Reduced -$5,000
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MLS IDX data last updated on 06-17-2026 7:58 PM EST.
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