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- $ 100,000
- $ 150,000
- $ 200,000
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- $ 800,000
- Any
- $ 200,000
- $ 300,000
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332 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)
![13285 GORGONA ISLE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5112050/0ce7f855/1726263073/w600_original_BMDLDcIwDAbgiRKL386jDMCNCxsYU0IRphWuhMT0fI993-JIFJzV9be-9RvZVid_xfgsN1pcxxx0Pl0aV8gELtSLCJpcU8EdSQ6M1LXWJCowg9rUen5u8_gHAAD__w-jpg.webp)
$ 418,000
13285 GORGONA ISLE DR, Windermere, FL 34786
Townhouse
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)
![6719 VALHALLA WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6240640/9951a12f/1736214594/w600_original_BMBdDsIgDAfwE0GBf10zD-CbL96gfIgz4hZLYuLp_T3mPOxMZPA69Le_9Wu-7IPGy_pnq7QN7c3oerkJFmCVEGg5Yc2S2DVJcIyqLsciLlaOnDjcUbJ_Hq3_AwAA__8-jpg.webp)
$ 4,899,000
6719 VALHALLA WAY, 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)
![5056 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6239895/bbc13d0e/1726083087/w600_original_BMBRDsIwCADQE1FYYFA9gH_-eAPSLnVG3CJLTDz93vM49rwiJhcP_28f_2VpW2C8c3zXjmv4WBLvt4exTqZMit2ttosSTEoCYtagdlYQdp5nqS5M5bUv4wwAAP__-jpg.webp)
$ 3,799,999
5056 ISLEWORTH COUNTRY CLUB DR, Windermere, FL 34786
Single Family Home
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)
![11668 BLACK RAIL ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6239914/bddcf2fb/1725911173/w600_original_BMBRDsIgDAbgE0E3wP7iAXzzxRsUizhj3WKXmHh6v8e-b34i8hzF5Le-5evxthrZy8dnUVpMRne6nK_IPKMCTPfUVTlzOE6phIKWQ5vbIQCoqWiVSVN8bn38AwAA__8-jpg.webp)
$ 510,000
11668 BLACK RAIL ST, Windermere, FL 34786
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7231 RAMBLING WATER WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6239588/781fc381/1736881273/w600_original_BMBRDsIwCADQE7WsgB31AP754w2I1DojbpElJp5-77nvW5wBgrK6_teP_iLfVwd_x_guBovr6AHXy22mOjVkFpgJq-BDEpdWEptgEjJKdEIx69Wm0vJr6-MIAAD__w-jpg.webp)
$ 3,150
7231 RAMBLING WATER WAY, Windermere, FL 34786
Single Family Home
Listed by REAL ESTATE FIRM OF ORLANDO
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6223 ROSEATE SPOONBILL DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6237075/b3cad7c5/1724962581/w600_original_BMBRDoIwDADQE211tivVA_jnjzcog06MFWJJTDw977nvW1wBArO6_teP_iK31cHf0b_LBItrnwPut8eAFenEpUJjNGPENApJoqGVpHYuCS9kUx3ZRCW_trkfAQAA__8-jpg.webp)
$ 5,495
6223 ROSEATE SPOONBILL DR, Windermere, FL 34786
Single Family Home
Listed by GATE PROPERTIES & MANAGEMENT INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12428 SUMMERPORT LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6236319/e7371ac0/1737220574/w600_original_BMBdDsIwCADgE7X0B4Z4AN988QbY1TojbpElJp5-33PfNz8DeI1q-l8_-vPYVgN7-_guMyymoztcLzeulCsVFqApTYV6CoXbKaBKDlrvHB6oqeGcBYvE19bHEQAA__8-jpg.webp)
$ 2,995,000
12428 SUMMERPORT LN, Windermere, FL 34786
Single Family Home
Listed by COLDWELL BANKER RESIDENTIAL RE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9648 MCCORMICK PL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6234876/9fde531a/1724381169/w600_original_BMBRDsIgDADQE0ERCnUewD9_vAEtiDPWLZbExNPvPefc7QJgyVet_-1Tf-ZlU9C3je_aYNU6usHteqeEdMolIEjEUnJMrlMkhw8pjkNeXGOSJSCfuZF_7X0cAQAA__8-jpg.webp)
$ 4,000,000
9648 MCCORMICK PL, Windermere, FL 34786
Single Family Home
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)
![6149 GROSVENOR SHORE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6233554/d7f2c884/1724183176/w600_original_BMBRDoIwDAbgE20dWwnDA_jmizf4Kd3EWCGWxMTT-z3O8_ALkZcIw29_4-tRdiN7ef9sK22Grk63630qzImnMVNqbZEBOTSkMfC6DKHyXIPUghk5q4jG56H9HwAA__8-jpg.webp)
$ 11,999,999
6149 GROSVENOR SHORE 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)
![8130 TIBET BUTLER DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6233779/1262e9e4/1738290672/w600_original_BMBdEgExDAfwE7XRLykH8ObFDf5Iao3YHemMGaf3e8y5-ZHIS4Tht77x9Xhbjezl47PcaTEMcTqfLlxq5cQ1kQBN9VCCtp2Eykjh2jPCviTuObeuQHxuMv4BAAD__w-jpg.webp)
$ 1,900,000
8130 TIBET BUTLER DR, Windermere, FL 34786
Single Family Home
Listed by ONE STOP SERVICE REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![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
Single Family Home
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
Single Family Home
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
Single Family Home
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
Townhouse
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
Townhouse
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)
![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
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)
![11051 CONISTON WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6231417/8558c647/1738289773/w600_original_BMBRDoIwDADQE211FGrxAP754w1qOybGCrFLTDw979n7HheAwCwu_-0jv8i6Ofg72nc1WF1aDbhd72dEHpDmAmWsE59UE5NNaZSZkrBSYrPHsBAXtCW_9tqOAAAA__8-jpg.webp)
$ 12,500
11051 CONISTON WAY, Windermere, FL 34786
Single Family Home
Listed by EMANORS
![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
Single Family Home
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
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)
![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
Single Family Home
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
Condo
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
Single Family Home
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
Single Family Home
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)
![11130 PARK AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6229162/086aa3f0/1736213227/w600_original_BMBRDsIwCADQE1G6QqT1AP754w2wLHVG3CJNTDy97zHnEWfEoKSuv_2t30h9d_RXjM9muLmONfB6uQnRIicmwdJyb5IFyBYGlmpQWe7QSLly4dKzpeexjn8AAAD__w-jpg.webp)
$ 895,000
11130 PARK AVE, Windermere, FL 34786
Single Family Home
Listed by KANAN REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)