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- $ 100,000
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- $ 800,000
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- $ 200,000
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302 Properties Available In Windermere
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![7474 BENTONSHIRE AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267457/c10db696/1738593071/w600_original_BMBRDsIgDADQE0GRsnb1AP754w2KA5yxbrFLTDy973Ecu58BHKOa_ra3fj3eNwN7-fisC6ymozlcLzcuOGdKkoCmTsiSwjTLEkqtHFSohZ4r54ypaD_F597GPwAA__8-jpg.webp)
$ 399,000
7474 BENTONSHIRE AVE, Windermere, FL 34786
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE 2 REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8634 DANFORTH DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6274467/e99eebae/1738526476/w600_original_BMBRDoIwDADQE22ddAXqAfzzxxvUtUyMFWJJTDy973Ece5wBArO4_La3fCO3zcFf0T-rwurSLeB6uU2VZiasBcgmbThgKjJSqrNiEm2cRltOckceFi75uVv_BwAA__8-jpg.webp)
$ 389,000
8634 DANFORTH DR, Windermere, FL 34786
Townhouse
Listed by RE/MAX PRIME PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11626 VICOLO LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRTB8341843/f6f6c138/1737661587/w600_original_BMBRDoIwDADQE211UrbWA_jnjzcopU6MFWJJTDw977nvW1wAYsji8l8_8ousq4O_o3-XGRaXbgG3673h2MZ2ogZYp8JIllBVE7JRolo4lcm0zA-u9Tzk12b9CAAA__8-jpg.webp)
$ 799,900
11626 VICOLO LOOP, Windermere, FL 34786
Single Family Home
Listed by COMMUNITY REALTY ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12557 LANGSTAFF DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271072/e0f30bbe/1737124273/w600_original_BMDBDcIwDAXQiRLnE5c6DMCNCxuYYoUiTCscCYnpeY8x9jgRRc3q-tve-o28bE7-iv5Z77S6dgu6nK8zcwOqFGITKdam1CBIzFZSg97SUYAJ82EpFfm5W_8HAAD__w-jpg.webp)
$ 370,000
12557 LANGSTAFF DR, Windermere, FL 34786
Townhouse
Listed by KELLER WILLIAMS CLASSIC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4326 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271069/ad4ee4fb/1736884882/w600_original_BMBRDoIwDADQE21ltkzxAP754w1a1k6MFWJJTDw977nvW1wBAjM7_9cP_yLPq4O_o3-XBotz14D77XEmmsowFQKzosiIyU6DJGrtkmQmTSNLraZFbKz5tWk_AgAA__8-jpg.webp)
$ 3,200,000
4326 ISABELLA CIR, Windermere, FL 34786
Single Family Home
Listed by SAND DOLLAR REALTY GROUP INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13607 ZORI LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269979/fbb0937e/1736884881/w600_original_BMBRDoIwDADQE23NaEedB_DPH2_QQpkYK8SSmHh63vM49rgCBGZx-W8f-UWeNgd_R_-uM6wu3QLutwcT1TYiDoBSC2uxxJVaIroMSSctSbjJorbMiGN-7dbPAAAA__8-jpg.webp)
$ 624,900
13607 ZORI LN, Windermere, FL 34786
Single Family Home
Listed by WINDSOR REALTY GROUP INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7343 DEREXA DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6270620/70f6a9d6/1736623870/w600_original_BMDLDcIwDAbgiRLL6Y-dMgA3LmzgPghFmFY4EhLT8z16P-JMFEM2t9_-tm_keXfyV7TPttDm1tag6-WmgGphZsIIKSxDmmbhBCyaJrOajO-MWjEWOeXnsbZ_AAAA__8-jpg.webp)
$ 700,000
7343 DEREXA DR, Windermere, FL 34786
Single Family Home
Listed by EXP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11313 VIA ANDIAMO, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6264533/1b405525/1734120081/w600_original_BMBRDsIwCADQE7VMgdl6AP_88QbQYZ0Rt0gTE0_ve4yxxxkgMIvLb3vLN3LbHPwV_bMusLp0C7hebifC6chUGHAxsYo1oYkmmpGS6nxIrHavXFppE-fnbv0fAAD__w-jpg.webp)
$ 659,000
11313 VIA ANDIAMO, Windermere, FL 34786
Single Family Home
Listed by BUYER REBATES REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4071 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6245923/32b66b7a/1730495781/w600_original_BMBRDsIgDADQE0GFgRQP4J8_3qBpC85Yt9glJp7e9ziO3S8AvkQy-m1v-nrkzcBePj-rwGo01eF2vbeltYq1dsCRe5aRQxraQyl8Dpg4hV6FGeWEKiU-d53_AAAA__8-jpg.webp)
$ 3,274,000
4071 ISABELLA CIR, Windermere, FL 34786
Single Family Home
Listed by CITARELLI REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12925 HOLDENBURY LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6247629/766d6dee/1738362672/w600_original_BMBRDsIwCADQE7WMtSmNB_DPH28ADOuMuEWWmHj6vedx7HEBiJLZ-b99-BdZNwd_x_iuC6zOwwJu1zuVPmPv1GCSSkiMqc04pSrSkixVk1F7mDKWopRfu40zAAD__w-jpg.webp)
$ 649,000
12925 HOLDENBURY LN, Windermere, FL 34786
Single Family Home
Listed by COMPASS FLORIDA, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8259 MARITIME FLAG ST #9, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278601/461e105c/1738905370/w600_original_BMBRDsIwCADQE7U0wGR6AP_88QaMkjojbpElJp7e9ziOPS8ASVVDf9tbv1ltC4hXjs_aYQ0dnnC73oUFG5HM0M1twYbFhbkw0VSUBIux9fOpTTgvVJ-7j38AAAD__w-jpg.webp)
$ 2,650
8259 MARITIME FLAG ST #9, Windermere, FL 34786
Townhouse
Listed by KILSY J VARGAS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6301 SWANSON ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRV4940762/d0baf480/1738897271/w600_original_BMBRDsIwCADQE7XUwez0AP754w2AYp0Rt0gTE0_ve4yxxxkgMLPzb3vzN7JuDv6K_lkbrM7dAq6XW6VacKq0AOJyQDZJcp810Wyc5NQoSdEjTdi0YsnP3fo_AAD__w-jpg.webp)
$ 1,600,000
6301 SWANSON ST, Windermere, FL 34786
Single Family Home
Listed by SWANN REAL ESTATE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6321 CLEARMEADOW CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277745/010ff5bb/1738891870/w600_original_BMBRDoIwDAbgE23N4O-oHsA3X7xBsTgxVohdYuLp-Z6973EmijGr63_76C_yfXPyd7TvarS6tiXoerlNqCfwwCCozSyjJKDUBFROYlwShhkoj8mKSX7tSzsCAAD__w-jpg.webp)
$ 785,000
6321 CLEARMEADOW CT, Windermere, FL 34786
Single Family Home
Listed by KELLER WILLIAMS ELITE PARTNERS III REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13829 INGELNOOK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277425/eedbcb94/1738873877/w600_original_BMBRDoIwDADQE20VWEv1AP754w1qWSfGCrFLTDw979n7HheAmLK4_LeP_CLr5uDvaN91gdWl1YDb9T4XYhqHkYHKqbINmJBNU1mYkohZIhV80HkynTG_9tqOAAAA__8-jpg.webp)
$ 490,000
13829 INGELNOOK DR, Windermere, FL 34786
Townhouse
Listed by ALIGN REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8031 ENCHANTMENT DR #GE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278471/2c3eaa68/1738881071/w600_original_BMBRDsIgDADQE0GhVOg8gH_-eIOGdThj3WKXmHj6vedx7H4F8BLF5L995Oexbwb29vFdZ1hNhjrcb49GLdfCjKDTpQkVDpwpBcJOgReZQ0-6VMQ65Zzia9dxBgAA__8-jpg.webp)
$ 415,000
8031 ENCHANTMENT DR #GE, Windermere, FL 34786
Condo
Listed by COMPASS FLORIDA LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8374 BOWDEN WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278519/cdf6525f/1738881071/w600_original_BMBRDsIwCADQE7W0KwznAfzzxxtAJXVG3CJLTDy973Ece5wBomVx-W1v-Ubum4O_YnzWO6wuwwKulxsjVyZEhmWuc2Oa0qmZJiSypFowCVEpS-0dJ83P3cY_AAD__w-jpg.webp)
$ 6,500
8374 BOWDEN WAY, Windermere, FL 34786
Single Family Home
Listed by MY REALTY GROUP, LLC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12830 PENSHURST LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5120170/d87ccd2d/1738863075/w600_original_BMBdDsIwCADgE7X0h3TiAXzzxRtgwTojbpEmJp5-33PO3c8AXiMb_7cP_zz2zcDePr6rwGo81OF6uS245EzYEEp61M7tFJIoBmTCQCWnwPVepCtpE4yvXccRAAD__w-jpg.webp)
$ 3,000
12830 PENSHURST LN, Windermere, FL 34786
Single Family Home
Listed by CENTURY 21 CARIOTI
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14014 EDEN ISLE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278089/28d547ae/1738852272/w600_original_BMBRCsIwDAbgE7WZTeVPPYBvvniDbA11YtwwA8HT-z2OY48LUXBW19_21m_kZXPyV4zP2ml1HRZ0u95RMXE7FxCg1XiZU5GGVAtLkjZxkj432ElU0fNzt_EPAAD__w-jpg.webp)
$ 2,990
14014 EDEN ISLE BLVD, Windermere, FL 34786
Single Family Home
Listed by WRA BUSINESS & REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8848 HERENCIA ALY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5120214/d9929ef1/1738881071/w600_original_BMBRDoIwDAbgE20F6VjmAXzzxRv8dN3EWCGWxMTT8z2PY_crkU8Rhv_2wc-jbEb29v5dK62Grk732yNzHvM8pJkKwJIkBUCmwE1qKK0OQduyKF9GLgnxtWs_AwAA__8-jpg.webp)
$ 2,550
8848 HERENCIA ALY, Windermere, FL 34786
Townhouse
Listed by FLORIDA REALTY RESULTS LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12654 LANGSTAFF DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5120209/d7950f8e/1738878373/w600_original_BMDLDcIwDAbgiRLn5ZoyADcubPATrFCEaYUrITF9v-e-b34m8hph-K8f_Dz21cjePr7LgxbDUKfr5SZNspSaEyFnLTIhTBX30DBzmIVb6JqgibmXE8fXpuMIAAD__w-jpg.webp)
$ 2,150
12654 LANGSTAFF DR, Windermere, FL 34786
Townhouse
Listed by TRANSCEND REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5067 LATROBE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278072/927a24c4/1738800079/w600_original_BMBRDoIwDAbgE20trjjnAXzzxRv8o2xirBBLYuLp-Z77vvmVyFOE4b9-8PM4rUb29v5dlBZDn53ut0eWzGksQ6IJUsGlBmbRIG2QUKGXMHJBa-d8AjS-trkfAQAA__8-jpg.webp)
$ 3,499,000
5067 LATROBE DR, Windermere, FL 34786
Single Family Home
Listed by YOU HAVE REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14261 CREST PALM AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5092462/09ceae73/1738787476/w600_original_BMBRDsIwCADQE7WkSNbhAfzzxxtAy-qMuEWWmHj6vedx7HEFiEsWl__2kV_ktjn4O8Z37bC6DAu43x6VJi6FZwZtrMhUEy4VE1mXpKiSZupYUKeGi-XXbuMMAAD__w-jpg.webp)
$ 1,130,735
14261 CREST PALM AVE, Windermere, FL 34786
Single Family Home
Listed by OLYMPUS EXECUTIVE REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![17514 BLACK RAIL ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277715/7c1e6fb3/1738723570/w600_original_BMBRDsIwCADQE7V0UsrwAP754w1QWZ0Rt0gTE0_ve4yxxxEgMKvrb3vrN_Jtc_BX9M96h9W1W8D5dOHaBGfiBnUSbLa0xEKU6oSUBK9LKjMWOrBRIcnP3fo_AAD__w-jpg.webp)
$ 819,990
17514 BLACK RAIL ST, Windermere, FL 34786
Single Family Home
Listed by VONAC REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8148 TIBET BUTLER DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276927/2b1b27f2/1738625471/w600_original_BMBRDoIwDADQE3VdR1mrB_DPH29QGUyMFWJJTDy973Ece5wRY0jm9tve9o00bY7-iv5ZG65ufQ68Xm7CVcpQRTDriRelEahxAV6mDMYmYHrPxK1Q1TE997n_AwAA__8-jpg.webp)
$ 2,999,000
8148 TIBET BUTLER DR, Windermere, FL 34786
Single Family Home
Listed by SOUTHERN REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)