- 3 bds
- 2 ba
- 1,300 sqft
KELLER WILLIAMS REALTY OF PSL
Price cut: $5,000 (2/24)
Homes for Sale Under $500K in Winter Haven FL
1,167 results
- 1661 Teagan Lane, Winter Haven, FL 33884
- Screened pool area
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- 412 W Lake Summit Dr SE, Winter Haven, FL 33884
- 3 bds
- 2 ba
- 1,465 sqft
REALTY ONE GROUP SUNSHINE95 days on Zillow - Price cut: $3,300 (2/6)
- Private pool
- Price cut: $15,000 (2/22)
- Screened-in pool
- 3832 Traditions Blvd N, Winter Haven, FL 33884
- 3 bds
- 2 ba
- 2,109 sqft
CENTURY 21 MYERS REALTYPrice cut: $10,000 (2/20) - Modern finishes
- 3033 Buckeye Pointe Dr, Winter Haven, FL 33881
- 4 bds
- 3 ba
- 2,070 sqft
SHAWN R MCDONALD REALTYGRP INCShowcase 
- Timeless finishes
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- 2410 Hartridge Point Dr W, Winter Haven, FL 33881
- 3 bds
- 3 ba
- 2,583 sqft
COLDWELL BANKER REALTYPrice cut: $5,000 (2/9) - Price increase: $2,500 (2/27)
- 6421 Domizio Dr, Winter Haven, FL 33884
- 4 bds
- 3 ba
- 1,880 sqft
Lennar Homes, LENNAR REALTYSpacious loft - Brand-new roof
- One-car garage
- 2745 Avenue P NW, Winter Haven, FL 33881
- 3 bds
- 1 ba
- 922 sqft
PLATINUM HOMES AND LAND REALTYFunctional layout - Split-bedroom floor plan
- Spacious bedrooms
- 880 Oleander Dr SE, Winter Haven, FL 33880
- 3 bds
- 2 ba
- 1,860 sqft
LOCKHART & ASSOCIATES INCPrice cut: $5,900 (2/10) - Freshly painted walls
- Mid-century modern charm
- Tile flooring
- 7705 Waterview Way #7705, Winter Haven, FL 33884
- 2 bds
- 2 ba
- 781 sqft
THE SOMERDAY GROUP PLPrice cut: $5,000 (2/18) - 865 3rd St, Winter Haven, FL 33881
- 3 bds
- 3 ba
- 1,550 sqft
Jeffrey Ramsey, UNITED REAL ESTATE PREFERREDNeutral paint throughout - 307 Ruby Lake Loop, Winter Haven, FL 33884
- 4 bds
- 2 ba
- 1,840 sqft
LOCKHART & ASSOCIATES INCPrice cut: $10,099 (2/10) - 86 days on Zillow
- Spacious layout
- 1858 4th St SE, Winter Haven, FL 33880
- 3 bds
- 3 ba
- 1,426 sqft
SUNSTATE REALTY OF CENTRAL FLEnclosed carport - 5392 Chandler Dr, Winter Haven, FL 33884
- 4 bds
- 3 ba
- 3,034 sqft
KELLER WILLIAMS REALTY SMARTCooking island - Updated furniture
- 3 hours ago
- Modern shaker-style cabinetry
- Fresh paint
- Two-car garage
- 3865 Osprey Pointe Cir, Winter Haven, FL 33884
- 3 bds
- 2 ba
- 1,603 sqft
FLORIDA REALTY RESULTS LLCLuxurious master suite - 15 Cactus Cir E, Winter Haven, FL 33880
- 4 bds
- 3 ba
- 1,188 sqft
S & D REAL ESTATE SERVICE LLCPrice cut: $5,000 (2/11) - 440 Kensington View Dr, Winter Haven, FL 33880
- 3 bds
- 2 ba
- 1,688 sqft
PREFERRED RE BROKERS IIIPrice cut: $10,000 (2/18) - Split floor plan
- Breakfast bar
- Price cut: $10,000 (2/2)
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All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. Information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.
