- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
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168 Properties Available In Osprey
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![505 S SHORE DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRN6136884/c3896637/1738614766/w600_original_BMBdDoIwDADgE22FrIzpAXzzxRuU_kyMFWJJTDw93_M49rgCRMnk9N8-9IvMm4O_o39XgdWpa8D99pixTsMFywQm2hhHS2zWEo7V0sIiaREesFrTQnN-7drPAAAA__8-jpg.webp)
$1,025,000
505 S SHORE DR, Osprey, FL 34229
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)
![76 EXPLORER DR #104, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4634359/8dc2ddaf/1738329371/w600_original_BMBdDsIgDADgE0GFlv14AN988QZtN3DGusWSmHj6fc_eD78COEY2_u8f_nnU3cDe3r7bAptxWx3ut8dIlBOWhCA1DyRlCirzHCgjhylXCst4qUmLoA4lvo61nQEAAP__-jpg.webp)
$350,000
76 EXPLORER DR #104, Osprey, FL 34229
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)
![531 LATITUDE LN, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4638427/2b0cc01f/1738275373/w600_original_BMBBDoIwEAXQE7VD208bPYA7N97gg0PFOEIcEhNP73scx-5nES-Rxt_25tfjvJnYy_tnvctq7OpyvdwaKlorSLIogdOQAmtGQJ7HQE4lcJkSxlZVhxyfu_Z_AAAA__8-jpg.webp)
$583,000
531 LATITUDE LN, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3904 WAYPOINT AVE, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4636439/9aecd9d4/1738184479/w600_original_BMBRDoIwDADQE22dtLDiAfzzxxs0tEyMFWKXmHh63rP3I64AgVlc_vtHfpGX3cHf0b6bwubSLOB-e1QacWQqM6jOWJBquiCtiaaFExtZokmqDhWHwmt-HdbOAAAA__8-jpg.webp)
$1,189,000
3904 WAYPOINT AVE, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![424 CEZANNE DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4637476/623d2eb8/1738859472/w600_original_BMBRDsIgDADQE0EpbAE8gH_-eAMsLc5Yt1gSE0-_95zzsAuAJd-0_fdP-5mnXUHfNr5bh03bYIPb9Z6XtaaMCSHEtUoRdOEh0S0YiisUyXUW7FyRSs7-dfA4AwAA__8-jpg.webp)
$895,000
424 CEZANNE DR, Osprey, FL 34229
Listed by MICHAEL SAUNDERS & COMPANY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1110 BEACHCOMBER CT #1, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4637381/52385448/1737993672/w600_original_BMDdDQIxCADgiVpAiq0O4JsvbsDZH8-Id5EmJk7v95hz9zOAc1TT3_bWr8f7ZmAvH5-1wmo6msP1cstJSiHJAkfBA51oCVW0h5SRw4JIAUlq6sS9NI7PvY1_AAAA__8-jpg.webp)
$550,000
1110 BEACHCOMBER CT #1, Osprey, FL 34229
Listed by MICHAEL SAUNDERS & COMPANY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![304 PINE RUN DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4636298/35977d77/1737572479/w600_original_BMBRDoIwDADQE211XaHgAfzzxxuUrk6MFWJJTDy973Ece5wBomZx-W1v-UbWzcFf0T9rg9WlW8D1cmMacJxHIpiYpSBT0qqYiJclTa3e04mL6SDYymz5uVv_BwAA__8-jpg.webp)
$339,900
304 PINE RUN DR, Osprey, FL 34229
Listed by KELLER WILLIAMS ON THE WATER S
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![758 SARABAY RD #5, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4634883/4909fdc3/1736973077/w600_original_BMBRDoIwDAbgE3VV2gHzAL754g1-WZkYK8SSmHh6vue-b3FhDklw_NcPfpGm1dnf0b5L5cXRLPh2vQ-qOp409yyQMpgYzdZ3pEChkvOZMFebOpXxoTW9NmtHAAAA__8-jpg.webp)
$698,888
758 SARABAY RD #5, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1219 CHALET CT, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4633973/18239f9e/1736364670/w600_original_BMBRDsIwCADQE7W4lIJ4AP_88QZM1jojbpEmJp5-7znGHheAKFld_9tHf5Efm4O_o39Xg9W1LwG3652xCBEWBCrEFWVOJmwJdW7pfJpqamJqRFUbT_m1L_0IAAD__w-jpg.webp)
$585,000
1219 CHALET CT, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![518 LUMINARY BLVD, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4633812/01a6018d/1736190971/w600_original_BMBRDsIgDAbgE0GNdEA9gG--eIN_SHHGusUuMfH0-577vvmFyFOE4b9-8PPYViN7-_guD1oMozvdrvfCqfI0SaWctSq3OTQIAiNrEJkR9JRKETn3zhJfWx9HAAAA__8-jpg.webp)
$789,000
518 LUMINARY BLVD, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![521 LUMINARY BLVD, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4631006/05c0b863/1738263678/w600_original_BMBRDoIwDADQE3W1W8vAA_jnjzeodUyMFWJJTDw977nvW5wRoyR1_a8f_UWy1dHf0b_LAxfX3gKvl1vlTEWYB7SxZKoiMFWagUkZpvlkoDbIeOcmRDm9ttaPAAAA__8-jpg.webp)
$719,000
521 LUMINARY BLVD, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![275 LOOKOUT POINT DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4632453/1ebbd1ce/1735315270/w600_original_BMBRDsIgDADQE0Eh61rwAP754w0qozhj3WKXmHj6vedx7H4B8CmKyX_7yM9j2wzs7eO7LrCajO5wu94Zp4RUsADNNaXGOfCcS0DlHipqDqRIWpfGD0nxtfdxBgAA__8-jpg.webp)
$4,475,000
275 LOOKOUT POINT DR, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![294 HIDDEN BAY DR #203, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4628192/d1c9c6ee/1735334171/w600_original_BMDRDcJACADQiThQaD0cwD9_3ABb7qwR20gTE6f3PfZ9yzNicrGw3_q2b5ZpDYxX9s8y4xLWPfF6uZ2E-DjUccDKE83uDZRHBlESqKoNmMzFDkxN7uW5ef8HAAD__w-jpg.webp)
$375,000
294 HIDDEN BAY DR #203, Osprey, FL 34229
Listed by MICHAEL SAUNDERS & COMPANY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![710 SHADOW BAY WAY, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4631385/fc3d1fbe/1734109273/w600_original_BMBRDsIwCADQE7XEQQZ6AP_88Qas0DojbpElJp7e9ziOPS8AiVVDf9tbv1nbFhCvHJ_VYA0dnnC73pkmJEQhYGUWlV78PFshs1ORPllp7tywL_NCVp-7j38AAAD__w-jpg.webp)
$775,000
710 SHADOW BAY WAY, Osprey, FL 34229
Listed by MICHAEL SAUNDERS & COMPANY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![312 YACHT HARBOR DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4631221/f88d8dd3/1736886672/w600_original_BMBRDoIwDAbgE23dfouKB_DNF29QujIxVoglMfH0fo993-JCFIcsLr_1Ld_Iujr5K_pnabS4dAu6Xe8nBngszGRzlWkAUjtWS6xF09lqS2oFMxjTOCA_N-v_AAAA__8-jpg.webp)
$2,695,000
312 YACHT HARBOR DR, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![320 GAUGIN DR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRN6135122/15db88e1/1734632171/w600_original_BMBRDoIwDAbgE20F2gbqAXzzxRv8bDAxVoglMfH0fo_zPOJCFJzh-O1vfCOX3clf0T5bpc3RlqDb9T6yjTKYChUwV66WdO7WJKtJmtBPSQX9DNMycJefx9L-AQAA__8-jpg.webp)
$875,000
320 GAUGIN DR, Osprey, FL 34229
Listed by KELLER WILLIAMS REALTY GOLD
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![650 CRANE PRAIRIE WAY, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4627320/be08a9fb/1737833471/w600_original_BMBRDsIwCADQE7XYUgt4AP_88QbIZp0Rt8gSE0_ve-z7FieAwKyuv_Wt38i2OvgrxmeZYHEdc8DlfCUUQu7I0PqxlI6UWjVKjYyTWK1pkpscShctfM_PbR7_AAAA__8-jpg.webp)
$951,000
650 CRANE PRAIRIE WAY, Osprey, FL 34229
Listed by KELLER WILLIAMS ON THE WATER
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5 N CASEY KEY RD, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRN6134765/2f4b05ca/1736791272/w600_original_BMBRDsIgDADQE0EhQAEP4J8_3qCrHc5Yt1gSE0-_95zzsAuAJU9K__1DP_O8K-jbxnd7wKY0xOB2vddUsbfWAzDGtKyhOQoFXebAjkpfnEheS8kYa0z-dcg4AwAA__8-jpg.webp)
$3,875,000
5 N CASEY KEY RD, Osprey, FL 34229
Listed by AYERS AND ASSOCIATES REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![262 SUN AIR CIR, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRN6134418/28666e57/1733750172/w600_original_BMBRDsIwCADQE7XgYHR6AP_88QZYap0Rt0gTE0_ve4yxxwkgKKvrb3vrN3LdHPwV_bMarK69BVzO10KzCLMgLBPeRaykWQ81MbOk24KWhFsxOlpFmvJzb_0fAAD__w-jpg.webp)
$214,900
262 SUN AIR CIR, Osprey, FL 34229
Listed by KELLER WILLIAMS ON THE WATER S
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![280 HIDDEN BAY DR #302, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4606463/ca720a30/1733517071/w600_original_BMBRCsIwDAbgE7Up2R86PYBvvniDtGZ1YtwwA8HT-z2OY48zUUxZXX_bW7-R--bkrxif9U6r67Cg6-VWmSGodaK2sLQTS9LOlmDWk6rMCQVLQUOZwfm52_gHAAD__w-jpg.webp)
$832,750
280 HIDDEN BAY DR #302, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![280 HIDDEN BAY DR #204, Osprey, FL 34229](https://img.chime.me/imageemb/mls-listing/586/MFRA4606470/39d3d448/1723209374/w600_original_BMDRDQIhDADQiaBSwFYH8M8fNyhI8Yz1LvYSE6f3PfZ98zOA5ygmv_UtX499NbCXz89yh8VkDofr5UaIpRKdMigrIacceh8cCnILUnMKNSEdjo1aUY3Pbcx_AAAA__8-jpg.webp)
$822,250
280 HIDDEN BAY DR #204, Osprey, FL 34229
Listed by PREMIER SOTHEBYS INTL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)