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- $ 100,000
- $ 150,000
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- $ 800,000
- Any
- $ 200,000
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60 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)
![9067 ARBORS EDGE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5119362/088a7327/1737944170/w600_original_BMBdDsIwCADgE7W0rsL0AL754g2A_jgjbpElJp5-33PfN78C-BTZ-L9--OdRVwN7-_guFRbj0RzutwcVTHMmvEDVLMpIQTv3UCRpmKckgc4ZeyunKqjxtbVxBAAA__8-jpg.webp)
$ 849,000
9067 ARBORS EDGE TRL, Windermere, FL 34786
Single Family Home
Listed by LPT REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11618 VINCI DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271245/b385f4c2/1737757028/w600_original_BMBBDsIgEAXQE8HQ8m2LB3Dnxht8EbDGsY1DYuLp-56973YWseip_G8f_sznTUXf1r7rQ1ZlKybXy20G0gnDmKQgTzGP1d0r4ZALXQppcAg1gAvjtMz-tZd2BAAA__8-jpg.webp)
$ 5,300,000
11618 VINCI DR, Windermere, FL 34786
Single Family Home
Listed by GROUND LEVEL GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11748 WATERSTONE LOOP DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6273185/b8b03acc/1737403271/w600_original_BMBRDoIwDAbgE3XdWAvDA_jmizf4ZcvEWCGWxMTT8z2PY_cLs-cAw3_74Odh2Yzt7f27Vl4NvTnfrvdJVGXWqDwvOeU0CJURiSQWIVQ8SFsBxohhkhpee-tnAAAA__8-jpg.webp)
$ 1,475,000
11748 WATERSTONE LOOP DR, Windermere, FL 34786
Single Family Home
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)
![8324 VIVARO ISLE WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6273090/efc0dcca/1737352869/w600_original_BMDdDYJADADgiXoV7I_nAL754gblaE6MFWJJTJye77nvW14R81ws7L9-7JelrYHxzv5dZlzCuifebw8l5lFFCbUx60knoMoD0OgDmFcHcZM2V53kYuW1eT8CAAD__w-jpg.webp)
$ 998,000
8324 VIVARO ISLE WAY, Windermere, FL 34786
Single Family Home
Listed by AGENT GROUP REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13845 ANCILLA BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6273114/efc3f26b/1737397871/w600_original_BMBRDsIwCADQE7V0BWLqAfzzxxsgpXVG3CJLTDy973Ece5wBArO4_La3fCPr5uCvmJ-1w-oyLeB6uZ2IGXFhgmGLNamStOpIVCqmVpqkwtQ7D6ai9_zcbf4DAAD__w-jpg.webp)
$ 2,535
13845 ANCILLA BLVD, Windermere, FL 34786
Townhouse
Listed by CT HOMES REALTY CORPORATION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11036 SCHOONER WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272880/dd7d24ad/1737217871/w600_original_BMBRDsIgDADQE5WOtZubB_DPH29Q6ESMFWJJTDy97zFG9zOiUxCTX3vL10Nuhvby8qmK1aQcjtfL7cQLM60L4cQ6zZEzRJ034KQM-6obpHzXmER2IgnPfpR_AAAA__8-jpg.webp)
$ 2,200,000
11036 SCHOONER WAY, 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)
![5001 LATROBE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272048/e24b0da1/1737143172/w600_original_BMBRDoIwDADQE21doe3EA_jnjzdoESbGCrFLTDy979H7EWeAGLO6_va3fiPPu4O_on22O2yubQm4Xm6VGE-lFoIiq2lBTVxpSoSTJDMZEw1opCvPA0t-Hkv7BwAA__8-jpg.webp)
$ 3,199,999
5001 LATROBE DR, Windermere, FL 34786
Single Family Home
Listed by Q BOUTIQUE SPECIALTY REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6352 GOLDEN DEWDROP TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271763/909aaab8/1737037872/w600_original_BMDRDcJACADQie4IQktxAP_8cQNazrNGbCNNTJze9ziOPc8ASdXCftvbvlmXLSBe2T-rwxrWW8L1chMeEImI4eQ6kN6xuC5SeJylmE5SfBZqgpP7yPW5t_4PAAD__w-jpg.webp)
$ 2,950
6352 GOLDEN DEWDROP TRL, 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)
![9228 PALM TREE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269920/2eb9c1ff/1736869580/w600_original_BMBRDsIgDADQE0GLK7bzAP754w06QJyxbrEkJp5-7znG7hcAn6Ka_reP_jyWzcDe3r9rhdW0N4fb9c5EmSUhQsKFhZRDrgsGOhUOc0sSuKBOM8k510d87a0fAQAA__8-jpg.webp)
$ 569,000
9228 PALM TREE DR, Windermere, FL 34786
Single Family Home
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)
![1712 WHITNEY ISLES DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269181/b43d6433/1736430372/w600_original_BMBRDsIgDADQE0GRduvwAP754w0qdDhj3WJJTDy97zHG4WcAxygmv_0tX491N7CX98_WYDPp6nC93JgImZkmKHrXU8lzWLLmQDhhKLTWkFpKtc15IV7j89D-DwAA__8-jpg.webp)
$ 765,000
1712 WHITNEY ISLES DR, Windermere, FL 34786
Single Family Home
Listed by REALTY ONE GROUP INSPIRATION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8221 MYSTIC VIEW WAY #2905, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6270081/e4f811af/1736453777/w600_original_BMDLDcIwDAbgiRLn6TYMwI0LG_yGKBRhWuFISEzP95jzsBORZQ_Fb3_ja_62K-nLxme706YY3ehyvi6lcEqxBmIJzMLZrQ1wpbbopANuDdKWJFEkV_88-vgHAAD__w-jpg.webp)
$ 2,350
8221 MYSTIC VIEW WAY #2905, Windermere, FL 34786
Condo
Listed by FLORIDA REALTY INVESTMENTS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7358 TATTANT BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269060/9a79f607/1736391674/w600_original_BMDRDcJACADQie6ghR7iAP754wbYkrNGbCNNTJze9ziOPc8ASdXCftvbvlnnLSBe2T_rAmtY94Tr5SbMNKFwAyVhGlzLfVIrLL4UG2ctJ8Qm3mTEQetz9_4PAAD__w-jpg.webp)
$ 625,000
7358 TATTANT BLVD, Windermere, FL 34786
Single Family Home
Listed by INTOP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2115 LAKE CRESCENT CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6261113/1a54d669/1736263873/w600_original_BMBRDsIgDADQE0GxMHAewD9_vEGhBWesWyyJiaf3PeY87AJg0ZPSb3_T13zbFfRl47MxbEpDDG7Xe0kYIhaMsC7S17Z0h1zFpcrZVSroTiHkTOfGqQf_PGT8AwAA__8-jpg.webp)
$ 1,800,000
2115 LAKE CRESCENT CT, Windermere, FL 34786
Single Family Home
Listed by KELLER WILLIAMS REALTY AT THE LAKES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11561 CHARNOCK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5117988/6355c760/1736200877/w600_original_BMBRDsIgDADQE0E76GT1AP754w3qoDhj3WJJTDy97zHG4WcAz1FMfvtbvh7X3cBe3j9bhc2kN4fr5VaIciKaF0g81SnPGArrKRDSPSyKGqgVTrhiUq7xebT-DwAA__8-jpg.webp)
$ 3,000
11561 CHARNOCK DR, Windermere, FL 34786
Single Family Home
Listed by NONA LEGACY POWERED BY LA ROSA REALTY, INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5014 WISE BIRD DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267588/9dac13bc/1735835552/w600_original_BMBdDsIgDADgE0H56UrxAL754g2agThj3WJJTDz9vuech10ALHtR-e8f-ZlfdwV92_huDTaV0Q1u13vBzMtSawB-CIUSk8sUVocliWOp0WFC6hEbx0b-dfRxBgAA__8-jpg.webp)
$ 569,000
5014 WISE BIRD DR, Windermere, FL 34786
Single Family Home
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)
![13832 SUMMERPORT TRAIL LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267242/a8b067e9/1735569071/w600_original_BMBRDoIwDADQE21FV2zrAfzzxxuUUSbGCrFLTDw979n7HleAKFld_9tHf5Hr5uDvaN91htW1WcD99iAsRGccCYrwNMpMqQjWhCpLYjNOkwxUL2wDnpb82q0dAQAA__8-jpg.webp)
$ 551,500
13832 SUMMERPORT TRAIL LOOP, 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)
![13737 BECKMAN DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267322/2865d1a1/1735518669/w600_original_BMBdDsIgDADgE0Fx1E08gG--eAPoD85Yt1gSE0-_7znG7lcAz7Fa_W-f-vNIm4G9vX9XhtVqF4f77bFgXsp0OSc4SZOGhYOmNgfkxKFgykEFhZRo0jnH1y79CAAA__8-jpg.webp)
$ 2,750
13737 BECKMAN DR, Windermere, FL 34786
Townhouse
Listed by THE PROPERTY STOP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12706 BIDEFORD AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267161/7b6239dd/1735421469/w600_original_BMBRDsIgDADQE0HXgdR5AP_88QYtVJyxbrEkJp5-7znG7hcAT5GN_9uHfx7rZmBv79-1wWrc1eF2vVNOdJoIJ6iC86OcJSTBJWRqGKRoCUvCjIWkaZ3ja9d-BAAA__8-jpg.webp)
$ 679,000
12706 BIDEFORD AVE, Windermere, FL 34786
Single Family Home
Listed by BRIC REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11410 RAPALLO LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6265256/5f2bdcf9/1734725771/w600_original_BMBRDsIgDAbgE0EZ3WB6AN988QZ_geCMdYslMfH0-55jHHYlMvZQ_PcPfubLrqRv69-t0qbozeh-e-SZY8x5SiQVUngRN8XAbkZJ7tJWdksONTRJghX-dbR-BgAA__8-jpg.webp)
$ 775,000
11410 RAPALLO LN, Windermere, FL 34786
Single Family Home
Listed by ORLANDO BROTHERS REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6265091/d3e9ee95/1734399975/w600_original_BMBRDsIgDAbgE0ERWCgewDdfvMEvHThj3WJJTDy932POw85EljwUv_2Nr_m2K-nLxmcT2hRjNbpebiWnE5dcA8Umwgx2MUlwmSvcvaC6HkuTHhjL0v3zWMc_AAD__w-jpg.webp)
$ 699,000
Windermere, FL 34786
Single Family Home
Listed by AUTHENTIC REAL ESTATE TEAM
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9111 OUTLOOK ROCK TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5116911/1c26b00b/1734310869/w600_original_BMBRDoIwDADQE23FdmzFA_jnjzeopU6MFWJJTDw977nvW5wBgrK4_NeP_CLr6uDv6N9lhsWlW8D1cmsFGyJjhWE0UrGSlMchlYkt8XSnZEr1MTc-acX82qwfAQAA__8-jpg.webp)
$ 1,099,000
9111 OUTLOOK ROCK TRL, Windermere, FL 34786
Single Family Home
Listed by LA ROSA REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1913 WESTOVER RESERVE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6263447/2ea350aa/1734039071/w600_original_BMBRDsIwCADQE7VsZZbqAfzzxxsQCnVG3CJLTDy973Ece1wAAjM7_7Y3fyPL5uCvGJ-1w-o8NOB2vdNSaJ4Jz4BTb1IbJutkadFJEhfjpCdtpYqh1Jqfu45_AAAA__8-jpg.webp)
$ 879,000
1913 WESTOVER RESERVE BLVD, Windermere, FL 34786
Single Family Home
Listed by LAKESIDE REALTY WINDERMERE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12285 JOSHUA TREE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6263857/fc6c6c99/1734636679/w600_original_BMBRDsIwCADQE7VIWVLiAfzzxxuAQp0Rt0gTE0-_95xzzzNAUpWQ__aRX9b7FhDvHN_1AWvIsITr5daXxg25EVB3opP30t2wLM29iBoXUlFENhXH-tptHAEAAP__-jpg.webp)
$ 567,000
12285 JOSHUA TREE TRL, Windermere, FL 34786
Single Family Home
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)
![7024 MAPPERTON DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6262542/c6faa2cb/1733417171/w600_original_BMBBDsIgEAXQE8GkMCD1AO7ceINv_WCN2MYhMfH0fc8xdjuLWPTo-G8f_MwvW5f-tvZdH7J2NJpcL7eTBp1K1ChKpvukdERdnJYSHJiymwNSrqicc_Kvne0IAAD__w-jpg.webp)
$ 3,000
7024 MAPPERTON DR, Windermere, FL 34786
Single Family Home
Listed by GOLDEN PACIFIC REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)