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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
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345 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)
![12002 MCKINNON RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6232517/505e6975/1736213916/w600_original_BMBRDoIwDADQE20t0G7FA_jnjzeoUifGCrFLTDw979n7HieAmLK6_reP_iLfNwd_R_uuC6yuzQIu52udCOdCZYAiS2WmMSmOlMhQktjA6VFvZRasKMz5tVs7AgAA__8-jpg.webp)
$1,650,000
12002 MCKINNON RD, Windermere, FL 34786
Listed by PREMIER SOTHEBYS INT'L REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9143 WOODBREEZE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRR4908213/411276d9/1736214678/w600_original_BMBRDoIwDAbgE3V1XUmHB_DNF2_wT3BirBBLYuLp-Z77vsWZOUqC479-8It0X539Hf27TLw4-hx8vdysqIwyiLAOVerJlEZtRpph1KYmVE3xKMjQjPTa5n4EAAD__w-jpg.webp)
$576,999
9143 WOODBREEZE BLVD, Windermere, FL 34786
Listed by SUN ATLANTIC GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11823 OTTERBROOKE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6233467/6ead7200/1736213956/w600_original_BMBRCsIwDAbgE7XB_o1dPIBvvniDbAt1YtwwBcHT-z3GOOJCFMjq-tvf-o287E7-iv7ZVtpcuwXdrveGitYKhGAArEmqtnCqhU9J5umcuAoby1RknfPzsP4PAAD__w-jpg.webp)
$1,015,000
11823 OTTERBROOKE TRL, Windermere, FL 34786
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)
![14450 DESERT HAVEN ST #GE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6233504/4d6a5006/1729104382/w600_original_BMBRDoIwDAbgE20tW0fBA_jmizf4ZXNirBBLYuLp_R7HsfuJyHOE4be98fW4bEb28v5ZK62G3pwu56tmydM8aaaxjEmrtgDIEqSkIUA4BebEBfU-3HiOz731fwAAAP__-jpg.webp)
$409,000
14450 DESERT HAVEN ST #GE, Windermere, FL 34786
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8745 VIA TAVOLERIA WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6232942/7b06ee78/1723751395/w600_original_BMBRDoIwDADQE20day3UA_jnjzfosEyMFWJJTDy973Ece5wBArO6_ra3fiPPm4O_on_WO6yu3QKul9uIVAeepIIUJmtlSc14SVQmTUIyp4GxnoqhNRnzc7f-DwAA__8-jpg.webp)
$3,000
8745 VIA TAVOLERIA WAY, Windermere, FL 34786
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)
![3606 LAKE BUYNAK RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6232614/5df6c6f6/1724353275/w600_original_BMDRDYJADAbgiXpN7VWKA_jmixv8enBirBBLYuL0fo993_LEnFoQ-K1vfLPc1-B4Zf8sjZdAn5Iv5-ugVcRdK7uJj7M5HW_WqAJCjhHkKmbzAW2AlOc29X8AAAD__w-jpg.webp)
$1,899,900
3606 LAKE BUYNAK RD, Windermere, FL 34786
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)
![9721 CARILLON PARK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6230327/8149a282/1736213272/w600_original_BMBRDoIwDAbgE22droPWA_jmizf4wToxVoglMfH0fo993-JEFDXD8Vvf-EaeVyd_Rf8sN1oc3YIu5-tYaytaixCGUfTOkppBEs-iCZNxGlAOKu0ozFN-btb_AQAA__8-jpg.webp)
$5,990,000
9721 CARILLON PARK DR, Windermere, FL 34786
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)
![2526 NOBLEMAN CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6231195/bc8b2443/1736445677/w600_original_BMBRDsIgDAbgE0HRnw7nAXzzxRs00OGMdYslMfH0-55j7H4lckQx-W8f-Xmsm5G9vX_XRqtJV6f77VGAwpgAmuZWlosu4VxPHLIwwpwyAuckVXOTBI6vXfsRAAD__w-jpg.webp)
$1,450,000
2526 NOBLEMAN CT, Windermere, FL 34786
Listed by STOCKWORTH REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![10404 DOWN LAKEVIEW CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5085514/94edc434/1723149974/w600_original_BMDBDcIwDAXQiRKLmP44DMCNCxuYuoQiTCscCYnpeY8x9jgRBWd1_W1v_UaeNyd_Rf-sRqtrX4Iu52tlxgQR0L3gVmqryWZGOk5qqUGQDiLcuFjVhvzcl_4PAAD__w-jpg.webp)
$1,150,000
10404 DOWN LAKEVIEW CIR, Windermere, FL 34786
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)
![9011 PINNACLE CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6229865/db8a49d0/1736213699/w600_original_BMBRDsIwCADQE1HagUU9gH_-eAMss86IW6SJiaffe46xxRkxKKnrf_3oL1JbHf0d_bsYLq59DrxebkLEZeIpY-ZmWYXApBZgqwXuUhkOpKb8aHyyY3ptc98DAAD__w-jpg.webp)
$2,500,000
9011 PINNACLE CIR, Windermere, FL 34786
Listed by STOCKWORTH REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8180 BOAT HOOK LOOP #310, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6230335/40fce6e3/1738289772/w600_original_BMBRDsIgDADQE0GRsgkewD9_vEHbFZyxbrFLTDy973Ecu18AHCMZ_bY3fT3KZmAvH591gdVoqMPtej8jTqeUE8I0V2wzatDecyi5aGjcJFTppTI3TrLE567jHwAA__8-jpg.webp)
$2,300
8180 BOAT HOOK LOOP #310, Windermere, FL 34786
Listed by TOP TEAM REALTY, LLC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6203 BLAKEFORD DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5109848/603c0efd/1738445473/w600_original_BMBRDoIwDADQE3VlFFr0AP754w1q2SbGCrFLTDy979H7EWfEoKSuv_2t30i2O_or2mdbcXNtJfB6uQkRzTKyoIxWVWyGpRrDNGQClaIgJ66Zp2Ud7jk9j9L-AQAA__8-jpg.webp)
$1,875,000
6203 BLAKEFORD DR, Windermere, FL 34786
Listed by B LIVE COMMERCIAL AND RESIDENTIAL REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14642 YELLOW BUTTERFLY RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5109441/7aa01088/1737590662/w600_original_BMBRDsIgDADQE0EDdK7zAP754w1K6XDGusWSmHj6vecYh18BvEQ2_u8f_nmU3cDe3r9bg824q8P99phLnokwI1xq1YVlDUKtBEyZw0IpB8amknSacK3xdWg_AwAA__8-jpg.webp)
$649,000
14642 YELLOW BUTTERFLY RD, Windermere, FL 34786
Listed by MULTI CHOICE REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7642 FAIRGROVE AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6229308/d49eb196/1736214659/w600_original_BMBRDsIwCADQE7UIbcb0AP754w2g1DojbpElJp5-77nvW1wAomRx-a8f-UVuq4O_Y3wXg8Vl9IDb9c6lENFcEFC0TVgt2Vw5VTxpOmunJMTMMj0amubX1scRAAD__w-jpg.webp)
$430,000
7642 FAIRGROVE AVE, Windermere, FL 34786
Listed by PREMIER SOTHEBYS INT'L REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4 CHASE RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6227521/3553fb95/1731798069/w600_original_BMBRDoIwDADQE23FVWzrAfzzxxuU0U2MFWJJTDw977nvW1wBArO6_teP_iLX1cHf0b_LDItrt4D77UFYCGXgC3CpSNPMiYxrOg9mSVobUxkLy9TkhIb5tVk_AgAA__8-jpg.webp)
$935,000
4 CHASE RD, Windermere, FL 34786
Listed by THE REAL ESTATE COLLECTION LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5518 WORSHAM CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6227090/e807e396/1735917373/w600_original_BMBRDsIgDADQE0EDdIx6AP_88QZNV3DGusWSmHh632PO0y8AXiIb_443fz3KYWAvH599g914qMPtel9LrilnWqAKrwk3DbVRD9jTElojCYgNS8-qlCQ-Tx3_AAAA__8-jpg.webp)
$6,650,000
5518 WORSHAM CT, Windermere, FL 34786
Listed by ISLEWORTH REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12848 JACOB GRACE CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6224633/8f8d79fd/1737274569/w600_original_BMBdDsIwCADgE7XQHwU8gG--eAPSrXVG3CJNTDy932POwy8AXqKa_va3fj223cBePj7bApvpWB1u1zuVJIkIGST1c5HMAbn0UE_UgiypBskNKbNU7Bifxzr-AQAA__8-jpg.webp)
$1,590,000
12848 JACOB GRACE CT, Windermere, FL 34786
Listed by BHHS FLORIDA REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12025 LAKE BUTLER BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6226132/dca0c3a7/1730506573/w600_original_BMBRDsIgDADQE0GBFkk9gH_-eIOOLjhj3WJJTDz93nPOw68AjlFM_vtHfh77bmBvH99NYTMZq8P99mhYsKQLVkidlXKioGnhQLlyYK4ltKzaMzWmhePrWMcZAAD__w-jpg.webp)
$1,299,990
12025 LAKE BUTLER BLVD, Windermere, FL 34786
Listed by ADAIR REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13643 LAKE CAWOOD DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6223787/fb23698d/1722517270/w600_original_BMBRDoIwDAbgE221Un6YB_DNF29QoJsYK8SSmHh6v8dx7HEhii6r62976zfyvDn5K9pnXWh1bRZ0u96HjlHQg8kqxoUrp2nGKQkLUhnPlgTCGCbpi9X83K39AwAA__8-jpg.webp)
$3,590,000
13643 LAKE CAWOOD DR, Windermere, FL 34786
Listed by JWJ REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8631 VIA TRIESTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6224053/0f802a61/1721160973/w600_original_BMBRDsIwCADQE7XYQcfwAP754w0oNnVG3CJLTDy973Ece5wBArO6_ra3fiPb5uCvGJ_1Dqvr6AHXy42x8DzJcoLJZDYhTlyKJhJqSbhhWko1RWpda83PvY9_AAAA__8-jpg.webp)
$2,500
8631 VIA TRIESTE DR, Windermere, FL 34786
Listed by REALSOURCE PROPERTY MANGNT LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9905 LANAI VIEW CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6221639/1e2bf909/1738873877/w600_original_BMBRDoIwDADQE3UdXdmoB_DPH29QKk6MFWJJTDy973Ece5wQoyR1_W1v_UayzdFf0T_rDVfXvgReztdWhiET8YgkUxbOCsp3AyaeQa02qEImbR5tKjU996X_AwAA__8-jpg.webp)
$2,999,000
9905 LANAI VIEW CT, Windermere, FL 34786
Listed by CHARLES RUTENBERG REALTY ORLANDO
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)