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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
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1,156 Properties Available In Winter Haven
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![2988 WHISPERING TRAILS DR, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRO6261870/95e963e0/1733255176/w600_original_BMBRDsIwCADQE7WkwEbwAP754w1I2eqMuEWWmHh63-M8j7wAJFUL--1v-2bte0C8cnw2hy1sLAm3610YESdmgta6MKsWcV0Lu0xFlbDI3FYjnTuJ1-exjH8AAAD__w-jpg.webp)
$1,550
2988 WHISPERING TRAILS DR, Winter Haven, FL 33884
Listed by FIRSTKEY HOMES LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![206 CLOVIS PASS, Winter Haven, FL 33880](https://img.chime.me/imageemb/mls-listing/586/MFRL4947668/b8c43717/1733326272/w600_original_BMBRDsIgDADQE0F1dC31AP754w3KQJyxbrEkJp5-7znG7hcAT1FN_9tHfx6XzcDe3r9rhdW0N4fb9c6JWDDlCU6PzKKSwlKoBsQ5h8I6h8bIZ6GpUOX42ls_AgAA__8-jpg.webp)
$579,500
206 CLOVIS PASS, Winter Haven, FL 33880
Listed by TRADE WINDS REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1082 SUNSHINE WAY SW, Winter Haven, FL 33880](https://img.chime.me/imageemb/mls-listing/586/MFRP4932934/3a410d44/1733168779/w600_original_BMBdDsIwCADgE7U4xn7wAL754g2gxTojbpEmJp7e79H7EWeAGLO4_Pa3fCOX3cFf0T5bhc2lWcD1clsIByJChskq3gthOs3GiVDHtE6KSSsVHkzndeH8PKz9AwAA__8-jpg.webp)
$230,000
1082 SUNSHINE WAY SW, Winter Haven, FL 33880
Listed by CROSBY & ASSOCIATES, INC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1152 CAMBRIDGE DR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRS5116488/898c197a/1733167878/w600_original_BMBRDoIwDADQE21dt1HQA_jnjzcoK50YK8SSmHh63vM4dr8CeIls_N8-_PPYNgN7e_-uAqtxXxzut8dYM5aaMkIecGpKEiQrhnpJEuZBS1CZKlGjMeEcX_vSzwAAAP__-jpg.webp)
$1,800
1152 CAMBRIDGE DR, Winter Haven, FL 33881
Listed by CAISSA REALTY INVESTMENT INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1125 MICHELANGELO LN, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRTB8325887/9485242a/1732990572/w600_original_BMBRDsIgDADQE5ViLYN5AP_88QZlKzhj3WJJTDy97zHG4RdEPwcx-e1v-XpYdkN7ef9sK24mXR1v13tmiillmrDp1KLSDImoAsdSoWZdQNe5KNOJuJXwPLT_AwAA__8-jpg.webp)
$430,000
1125 MICHELANGELO LN, Winter Haven, FL 33884
Listed by DALTON WADE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5560 BESS LN, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRL4949147/1e37c57a/1733010369/w600_original_BMDLDcIwDADQiRLnY_fDANy4sIGTmFCEaYUjITF933OMwy4Alj0r__cP_8zXXUHf1r9bg025i8Htep8xhQlnzEAciWTNrkVJDlt5uLKG6HAKReqSaKniX4f0MwAA__8-jpg.webp)
$348,820
5560 BESS LN, Winter Haven, FL 33884
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2253 FIRESTONE PL, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRP4932917/797f33a3/1732999569/w600_original_BMBRDsIgDADQE0HZihQ9gH_-eIPOUpyxbrEkJp5-7znG7hcAx8jG_-3DP4-PzcDe3r-rwGrcm8Pteqc8p9OM5QzMqVXSJUhJFHJFDYtMNWBWVZKpJMH42ls_AgAA__8-jpg.webp)
$1,600
2253 FIRESTONE PL, Winter Haven, FL 33884
Listed by LOCKHART & ASSOCIATES INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3206 HERON CV, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRL4949141/4b59d243/1732924872/w600_original_BMBRDsIgDAbgE0H5ocr0AL754g06uuCMdYslMfH0-55j7H4l8hLF5L995OexbUb29v5dlVaTvjjdb4_KOSGVCyhxK1l5CgyUwAk1zFURTmCZVTLObYqvfelHAAAA__8-jpg.webp)
$699,900
3206 HERON CV, Winter Haven, FL 33884
Listed by THE MARKET REALTY COMPANY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2220 GARDEN LAKE DR, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRP4932822/0fe1aa81/1732890669/w600_original_BMBRDsIgDADQE0FhrVo8gH_-eIMCHc5Yt9glJp5-77nvm18BHKOY_NeP_Dy21cDePr5Lh8VkqMP99rhQpjTlXOCkgpzOKcxYc6DEJdROJQj2Rqwz1zbF16bjCAAA__8-jpg.webp)
$375,000
2220 GARDEN LAKE DR, Winter Haven, FL 33884
Listed by CENTURY 21 AT YOUR SERVICE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5359 NICKLAUS DR, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRL4947682/3d535eb7/1732905073/w600_original_BMBRDsIwCADQE7XUQhU8gH_-eAPWYZ0Rt8gSE0_ve-z7FmeAwKyuv_Wt38h9dfBXjM8yw-I6LOB6uZ3wyBULC9zpQGVqmKx1S8SzJBHBVKh1nqTWopqfm41_AAAA__8-jpg.webp)
$335,000
5359 NICKLAUS DR, Winter Haven, FL 33884
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5424 STRUTHERS RD SE, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRL4949084/fe593eea/1732908670/w600_original_BMBRDsIgDADQE0GpwNZ5AP_88QaVdjhj3WJJTDy97zHG4WcAz5GNf_ubvx7bbmAv759NYDPu6nC93OaChDWlGYQl6SIU8kQYSqktUMtTkErrgphPd13j89D-DwAA__8-jpg.webp)
$279,900
5424 STRUTHERS RD SE, Winter Haven, FL 33884
Listed by KELLER WILLIAMS REALTY SMART
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![908 HAROLD PASS, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRTB8325761/c12152d7/1732907770/w600_original_BMBRDsIgDADQE0EZMLAewD9_vEFZC85Yt9glJp5-73kcu10BLHlS-m8f-plfNgV92_iuDKvSEIP77VFzDFOecIZG0jqG6AojujzX5i6pR8fSl1pK4pDIv3YZZwAAAP__-jpg.webp)
$2,220
908 HAROLD PASS, Winter Haven, FL 33884
Listed by ALIGN RIGHT REALTY RIVERVIEW
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![379 NIBLICK CIR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRP4932869/08a92f74/1732852869/w600_original_BMBRDsIgDAbgE0EL-22ZB_DNF29QJ8EZcYslMfH0-55j7H4m8ilat__2sZ_HZevU396-64PWbq06XS83RVKeuDAlEQFXhFmzBcw5h6JAuCMxbCmicoqvvbYjAAD__w-jpg.webp)
$339,000
379 NIBLICK CIR, Winter Haven, FL 33881
Listed by LA ROSA REALTY PRESTIGE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1324 MIRROR TER NW, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRP4932730/ed9f212e/1733433372/w600_original_BMBRDsIwCADQE7U0hcDqAfzzxxuwjdYZcYssMfH0vsd5HnEBCMzq-tvf-o287A7-ivHZVthchwXcrnehIlNtwkCd0CotycrcE9k6p6lITVo7GzI3bZifh41_AAAA__8-jpg.webp)
$1,199,000
1324 MIRROR TER NW, Winter Haven, FL 33881
Listed by LA ROSA REALTY PRESTIGE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4027 ISLAND LAKES DR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRP4932905/03d012a8/1733767273/w600_original_BMDRDcJACADQiTgk0oNzAP_8cQNK27NGbCNNTJze9ziOPS-IeS4W9tve9s3iW2C8sn_WCdewPiferndhaixEira4Vm8Ow1gZmCYGO4mC15HVvcmiQ3nuc_8HAAD__w-jpg.webp)
$499,900
4027 ISLAND LAKES DR, Winter Haven, FL 33881
Listed by LA ROSA REALTY PRESTIGE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![444 ITUNA CIR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRL4949123/e67a05a8/1732736775/w600_original_BMBRDoIwDADQE3UFrXR4AP_88QZd6SbGCrFLTDw979n7HlfEOCdx-W8f-UXSzdHf0b7rgqtLs8D77cE0zqeB84CFeFGeBHhUAxK6QFGuMNWcq5JYmSm9dmtHAAAA__8-jpg.webp)
$394,785
444 ITUNA CIR, Winter Haven, FL 33881
Listed by CAMBRIDGE REALTY OF CENTRAL FL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![720 BAYSIDE BLVD, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRL4949121/15a71f8c/1733256092/w600_original_BMBRDsIgDADQE0FtBwgewD9_vEHXdThj3WJJTDy97zHG4RcAnyIb__Y3fz3KbmAv759tgc24q8Ptej8nbFhbJpgqFSnUwqynHJJWDsyEQVCWNZW86qzxeWj_BwAA__8-jpg.webp)
$346,345
720 BAYSIDE BLVD, Winter Haven, FL 33881
Listed by CAMBRIDGE REALTY OF CENTRAL FL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3136 COUNTRY CLUB CIR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRL4949082/ba5c2138/1732713371/w600_original_FMFRCsIwDAbgE7VZ19JWD-CbL97gxyR1YtwwA8HTy_ge-775mchzhOG3vvH1eF-N7OXjszAthiFO18utldTTXKdKXFAPAdAplJP2AJ17yMq5cRNJucTnJuMfAAD__w-jpg.webp)
$314,900
3136 COUNTRY CLUB CIR, Winter Haven, FL 33881
Listed by HARPER REALTY FL, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![428 ITUNA CIR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRL4949122/1b2f687b/1732736775/w600_original_BMBRDsIgDADQE0EZtJJ6AP_88QaFIs5Yt9glJp7e9ziO3c8AXqKY_La3fD32zcBePj-rwmoyh8P1cqu4cE6pEMjCVbWdwl04B1TF0IhyyLWX1pGGcIrPfcx_AAAA__8-jpg.webp)
$310,790
428 ITUNA CIR, Winter Haven, FL 33881
Listed by CAMBRIDGE REALTY OF CENTRAL FL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1120 BRENTON MANOR DR, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRL4949138/af209c99/1732763774/w600_original_BMBRDsIgDADQE0EnbanzAP754w06GDhj3WJJTDy97zHG4RcAx6imv_2tX49lN7CX989WYTPtq8Ptehc6zTLxzFCxMFOTQAWXQNymcNaUQ8oVpaWFJHN8Hmv_BwAA__8-jpg.webp)
$278,900
1120 BRENTON MANOR DR, Winter Haven, FL 33881
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1807 4TH ST NW, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRP4932823/2510215b/1732726874/w600_original_BMBRDsIwCADQE7WUQJh4AP_88QbMjjojbpElJp7e9ziOPc8ASdXCftvbvlnvW0C8cnzWDmvYWBKul9vEyIhtOoF2dWs4FyGiwqxctKsUacTo4t5lrs99Gf8AAAD__w-jpg.webp)
$149,900
1807 4TH ST NW, Winter Haven, FL 33881
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![36 BERNA CIR, Winter Haven, FL 33884](https://img.chime.me/imageemb/mls-listing/586/MFRP4932896/975a8b9b/1732736775/w600_original_BMBRDsIwCADQE7W42gr1AP754w2QQZ0Rt8gSE0_ve-z7FmeAOGZ2_q1v_kaW1cFfMT7LDIvz0IDr5YZ1oj6VilCKmdGM6YCqqTKf0t0aJdHSWKg3kp6fm45_AAAA__8-jpg.webp)
$90,500
36 BERNA CIR, Winter Haven, FL 33884
Listed by TOWN & COUNTRY REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4957 OLD LUCERNE PARK RD, Winter Haven, FL 33881](https://img.chime.me/imageemb/mls-listing/586/MFRA4630671/9007e14b/1732722372/w600_original_BMBRCsIwDAbgE7VZ08wSD-CbL97gNyt1YtwwA8HT-z2OY48zUdQMx2974xvZNid_xfisC62O0YOul1uTosy1zTSdWNlqSXe0JYlaTVDVZNJ5QkExmfNz7-MfAAD__w-jpg.webp)
$50,000
4957 OLD LUCERNE PARK RD, Winter Haven, FL 33881
Listed by JOSEPH WALTER REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)