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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
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- $ 1,000,000
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304 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)
![11227 MACAW CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6245146/700acde4/1736213246/w600_original_BMBRDsIgDADQE0EN0JZ5AP_88QYdZThj3WKXmHj6vedx7H4F8BzF5L995OexbQb29vFdFVaT0R3utwdnRmLKF2ip1cKogWrpoSyMYdJZw1yxCHHStEzxtfdxBgAA__8-jpg.webp)
$ 2,200,000
11227 MACAW CT, 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)
![11434 JASPER KAY TER #306, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6245281/b833e5ce/1736213208/w600_original_BMBRDoIwDADQE3UtrJPiAfzzxxsUVibGCrEkJp6e9zyOPa6IkZO6_reP_iLNm6O_o33Xiqtrs8D77THkoYxcOkFlIiFagEhG4GoMyrnCJNr188X6aSnptVs7AwAA__8-jpg.webp)
$ 365,000
11434 JASPER KAY TER #306, Windermere, FL 34786
Condo
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)
![8253 MARITIME FLAG ST #125, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6243432/195d3d4c/1727267469/w600_original_BMDRDQIhDADQiaBC8VocwD9_3KAWxDPWu1gSE6f3Pebc_QTgGMXkt73l61E3A3v5-KwNVpPRHS7nKyElxCUzqKYDC2qg2u6hNK7hxiWFQhk1HxfqFeNz7-MfAAD__w-jpg.webp)
$ 374,000
8253 MARITIME FLAG ST #125, Windermere, FL 34786
Townhouse
Listed by M2M REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![426R E 6TH AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6244692/a9587836/1736213764/w600_original_BMBRDsIgDADQE5WyAq3zAP754w0KQ5yxbrFLTDy973Ecu58RPQU1_W1v_Xpom6G9fHzWBVfT0R2vl5skyZnKJHgn5la5QEtxgnyKBTSqAC_KlWiuPPfw3Pv4BwAA__8-jpg.webp)
$ 3,650
426R E 6TH AVE, 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)
![12334 SUMMERPORT LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241340/74847172/1736540176/w600_original_BMBRDsIgDADQE0EHhSEewD9_vEHpVpyxbrEkJp5-7znGYVcAQ09K__1DP_O8K-jb-ndbYFPqq8H99ig455hiLsDEUSoGxygXl5osrjapDqeS56lhSDn417H2MwAA__8-jpg.webp)
$ 3,200,000
12334 SUMMERPORT LN, Windermere, FL 34786
Single Family Home
Listed by UPSIDE REAL ESTATE INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5215 KEENES PHEASANT DR #B, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6243604/19e964d2/1736213117/w600_original_BMBRDoIwDAbgE21d1-mGB_DNF2_wY2FirBBLYuLp-Z77vvmFyCXC8F8_-Hl8rEb29v5dlBZDn5xu13uVyo0zJ0pN8hkyBOg4hnJSDa3kEqokTgMgM8_xtU39CAAA__8-jpg.webp)
$ 1,700
5215 KEENES PHEASANT DR #B, Windermere, FL 34786
Condo
Listed by LPT REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9106 PANZANI PL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6243198/3bb8cc36/1726785069/w600_original_BMBRDoIwDAbgE23V0VHwAL754g1-t3VirBBLYuLp-Z77vvmFyIcIw3_94OexrEb29v5dKi2G3pxu17sMcso8p5EYUvWBFHgac2BtU0CBBplxrsxImkt8ba0fAQAA__8-jpg.webp)
$ 1,000,000
9106 PANZANI PL, 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)
![12856 SALOMON COVE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRFC303919/0627a7d8/1726699571/w600_original_BMBRDoIwDADQE21d10KpB_DPH29QdUyMFWJJTDw977nvW5wAgrK5_deP_SLfVwd_R_8uD1jcegu4nK9Co7AWKlBJ8NawJkOdE48Fk_FsiaZBB560imB-ba0fAQAA__8-jpg.webp)
$ 419,000
12856 SALOMON COVE DR, Windermere, FL 34786
Townhouse
Listed by EXIT REALTY FIRST CHOICE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1404 KELSO BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6242264/0741b41d/1726546571/w600_original_BMDRDcJACADQiTh6OQroAP754wZg61kjtpEmJk7f99z3Lc-I2YqF_deP_bLc18B4Z_8uEy5hfU68Xm7SWFR4UKxEqk0fwH5iIKoGZurgNHKdRiaXoby2uR8BAAD__w-jpg.webp)
$ 2,399,000
1404 KELSO BLVD, Windermere, FL 34786
Single Family Home
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)
![13272 ROXBORO RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241032/9e5e1ccd/1728667872/w600_original_BMBRDsIgDADQE0HBIgwP4J8_3qC2Hc5Yt9glJp5-77nvm18AHCMZ_dcP_TzyamBvH99FYDEa6nC73hvWgnnCBL3nOlE9h8wthfJQCoQqIck8n5Q7Syvxtek4AgAA__8-jpg.webp)
$ 699,000
13272 ROXBORO RD, Windermere, FL 34786
Single Family Home
Listed by FLORIDA CONNEXION PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![10710 REAMS RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5112368/5776c793/1736213010/w600_original_BMBRDsIgDADQE0ExZW3xAP754w06IDhj3WJJTDz93nPOw68AjlFN__tHfx7rbmBvH9-twWY6usP99mAkTkiSoa9LzVQ4cEpryCwctEoJTWUhaYLlgvF19HEGAAD__w-jpg.webp)
$ 500,000
10710 REAMS RD, Windermere, FL 34786
Single Family Home
Listed by MAGICMIND REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![904 MAIN ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241373/b2eda163/1733415372/w600_original_BMBdDoIwDADgE3UF-jPiAXzzxRsUNibGCrFLTDy936P3My6IQcncfsfbvpHWw9Ff0T57wd2t1cDb9Z5JhWTKIxKvG-smMC9SgFUFlqEwsNI4cM0z6ZSeZ23_AAAA__8-jpg.webp)
$ 4,299,000
904 MAIN ST, Windermere, FL 34786
Single Family Home
Listed by VINTAGE REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8476 IRON MOUNTAIN TRAIL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241484/d5a582e3/1736214682/w600_original_BMBRDsIgDAbgE0EZZY55AN988QZ_gOKMdYslMfH0-55jHHYlMvZQ_PcPfubLrqRv69-t0qbozeh-eyx8mZe8ZqYiZcKam0sik0tI7IAaHBgSYo1hjuJfR-tnAAAA__8-jpg.webp)
$ 450,000
8476 IRON MOUNTAIN TRAIL, Windermere, FL 34786
Townhouse
Listed by HR 19 REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![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)
![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)
![325 MAGNOLIA ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6235395/d1618f1d/1736213805/w600_original_BMBRDsIwCADQE7W0K5PhAfzzxxsgkjojbpEmJp5-7znGHmeAaFlc_ttHfpF1c_B39O_6gNWlW8D1cqOGCxXGE0xqcytUk024JJwrJlHCVBlLK3xXZs2v3foRAAD__w-jpg.webp)
$ 3,049,900
325 MAGNOLIA ST, Windermere, FL 34786
Single Family Home
Listed by REVEL REALTY LLC
![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)
![11684 HAMPSTEAD ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6234510/c79a1902/1724460370/w600_original_BMBRDsIgDADQE0FdS2HzAP754w06SnDGusWSmHj6vecYh18BnKKY_PeP_DzW3cDe3r-bwmbSm8P99iiUMiEuCGuepKxCQUqbQtJaw0LMgVHpwjpnnFN8Ha2fAQAA__8-jpg.webp)
$ 1,080,000
11684 HAMPSTEAD ST, Windermere, FL 34786
Single Family Home
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)
![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)
![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)
![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)