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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
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334 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)
![1649 GLENWICK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269483/8a2ee12c/1737388872/w600_original_FMBRDsIwCADQE7UwwY15AP_88QbUsjojbpEmJp7e-O6973ECCMrq-t1e-ol82xz8Ge29VlhdmwVczteJ_5BmEBt4qjwmWUgS49FSGZBSmUfEg9SyiOXHbu0XAAD__w-jpg.webp)
$ 5,300
1649 GLENWICK DR, 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)
![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)
![6220 CARTMEL LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272991/d78c390b/1737295270/w600_original_BMBRDsIwCADQE7UsLZPiAfzzxxuQQuqMuEWamHj6veecR1wBomZx-e8f-UXuu4O_Y3w3hc1lWMD99iBckZdCDFaxa2ktYVVOyEZJWCldFtJSqq6Ne34dNs4AAAD__w-jpg.webp)
$ 1,799,000
6220 CARTMEL LN, 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)
![8243 PROCIDA ISLE LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5118783/9a3b569c/1737255670/w600_original_BMBRDsIgDADQE5VSKRQ8gH_-eIOOTZyxbrFLTDy973Ecu58RPQU1_W1v_Xrom6G9fHzWGVfTsTheLzfhnCJJrciRp85C0Ntcgad7Ac1UoBU6cYsqWVJ47sv4BwAA__8-jpg.webp)
$ 5,700
8243 PROCIDA ISLE LN, 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)
![13230 FOSSICK RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272454/f4f947e4/1737094576/w600_original_BMBRDsIgDAbgE0Frxph4AN988QZ_peCMdYslMfH0-55j7H4h8inC8N8--Hl8bEb29v5dK62Grk63631J88SZS6HECTOfapBWckhZWjij5sBoKqqCpUh87dqPAAAA__8-jpg.webp)
$ 685,000
13230 FOSSICK RD, 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)
![6344 EARTHGOLD DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272416/73b648be/1737090972/w600_original_BMBRDoIwDADQE21tV2aHB_DPH29QpE6MFWJJTDw977nvW5wBgrO6_teP_iLfVwd_R_8uMyyu3QKul5sMtYwViQAZK2GzVJBKGiaSNBmW1GR-jCzcTsT5tVk_AgAA__8-jpg.webp)
$ 670,000
6344 EARTHGOLD DR, Windermere, FL 34786
Single Family Home
Listed by JOY HOME REALTY
![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)
![11769 HAMPSTEAD ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271847/3acb68f7/1737057683/w600_original_BMBBDoIwEAXQE7Uz7QcMHsCdG2_wW0vFOEIcEhNP73scx-5nEUek8be9-fVYNxN7ef-sd1mNvblcL7fTMCYkqApLLWNmDoULwrA0BM4VQTGnhKxlmjQ-99b_AQAA__8-jpg.webp)
$ 1,549,000
11769 HAMPSTEAD ST, Windermere, FL 34786
Single Family Home
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)
![8329 LOOKOUT POINTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272493/59c6764e/1737077471/w600_original_BMBRDsIwCADQE7VoKFg9gH_-eAMGrM6IW2SJiaf3PfZ9ywtAYpWQ3_qWb1ZdA-KV47MYLCHDE27X-6kRHvvh3GFqSmYshTpyac5epsZYZuxEyrMrWn1uPv4BAAD__w-jpg.webp)
$ 599,900
8329 LOOKOUT POINTE DR, Windermere, FL 34786
Single Family Home
Listed by WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
![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)
![12863 HOLDENBURY LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6272532/b347021c/1737089169/w600_original_BMBRDoIwDADQE20droPVA_jnjzfoSpkYK8SSmHh63vM4dr8CeI5s_N8-_PMom4G9vX_XGVbjrg7322PCki-VCkJSIZ2lhQFLDlinFEhSDURjW8aBF8YWX7v2MwAA__8-jpg.webp)
$ 2,800
12863 HOLDENBURY LN, 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)
![14017 SPARKLING COVE LN #GE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271863/c25b58ba/1736973077/w600_original_BMBRDoIwDAbgE20VtkHnAXzzxRv8snZirBBLYuLp_R7HsfuZyFOE4be98fW4bEb28v5ZG62GLk7Xy23OZUilTpWKKBicg7ZBQp5P91AXroGRGnjUUdsUn7v0fwAAAP__-jpg.webp)
$ 3,000
14017 SPARKLING COVE LN #GE, Windermere, FL 34786
Townhouse
Listed by GARCIA REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11440 CENTER LAKE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271861/55b7380f/1736992871/w600_original_BMBRDsIwCADQE7WsFjB4AP_88QZ0ZXVG3CJLTDy973Ece1wAomZ1_W1v_UaeNwd_xfisHVbXYQG36_2MVCrxhCBIXJcmaSoLJ5RmqRWbk_QTlS6KiJyfu41_AAAA__8-jpg.webp)
$ 2,700
11440 CENTER LAKE DR, Windermere, FL 34786
Townhouse
Listed by WEST ORLANDO PROPERTY MANAGEMENT REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11538 DELWICK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6268737/514f7fe9/1736860570/w600_original_BMBRDsIgDADQE0GxkAEewD9_vEGhK85Yt1gSE0-_95zzsCuARU9K__1DP_N9V9C3je_GsCmN1eB-e-SUcEm1IpSMhbk3x1zEJanZtXARt7QisecQIqJ_Hes4AwAA__8-jpg.webp)
$ 948,000
11538 DELWICK 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)
![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)
![8692 WELLINGTON BLUE LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271413/4c559d99/1736877675/w600_original_BMBRDoIwDAbgE3VFKFt_D-CbL96gCJsYK8SSmHh6v8dx7HFmjiGZ22972zfSfXP2V7TPOvPq1pbg6-VWRADt0fOgYqcJmeaxExItSqgdKJc65SojVJCe-9L-AQAA__8-jpg.webp)
$ 515,000
8692 WELLINGTON BLUE LN, Windermere, FL 34786
Townhouse
Listed by PRIME USA REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13419 ZORI LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271307/72d02809/1738696571/w600_original_BMDRDcJACADQie64tlTAAfzzxw0IxbNGbCNNTJze9ziOPc8AOVUN_W1v_Wa1LSBe2T_rAmto94Tr5UaIQo1HBFEXHehUmNgK8ixFG85lmNpIbsb3hetz9_4PAAD__w-jpg.webp)
$ 4,500
13419 ZORI LN, 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)
![6564 LAGOON ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6271044/e14e8beb/1737483375/w600_original_BMBRDsIgDADQE0HBMZp6AP_88QZdoThj3WKXmHj6vedx7H4F8Cmy8X_78M-jbAb29vFdG6zGozvcbw8shVKdKUEWnS6COZAWDQWFAnPC0OYlV6m4NO3xtfdxBgAA__8-jpg.webp)
$ 2,350,000
6564 LAGOON ST, Windermere, FL 34786
Single Family Home
Listed by NOVA REAL ESTATE SERVICES INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11838 SILVERLAKE PARK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6270725/6e2be311/1736624773/w600_original_BMBRDsIgDADQE0GBdinzAP754w061uGMdYslMfH0vscYp18AHKOY_I63fD22w8Be3j_7CrtJV4fb9c5ENc0TMuSaWkEuQSmXQGXRsKSZA7WtJpxQ1y3H56n9HwAA__8-jpg.webp)
$ 2,900
11838 SILVERLAKE PARK DR, 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)
![8358 LOOKOUT POINTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5117972/cf6a034e/1736973981/w600_original_BMBRDsIgDADQE0FBOioewD9_vEELDGesWyyJiaf3PeY87AJgybPyb3_z13zdFfRl47M12JRHN7hd74SYAiFmYJFEsS0uxpUc5npykpfgWgql9LCWehb_PPr4BwAA__8-jpg.webp)
$ 1,250,000
8358 LOOKOUT POINTE DR, Windermere, FL 34786
Single Family Home
Listed by SIX STAR REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14428 CREST PALM AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5091191/2a24360a/1736451980/w600_original_BMBRDsIgDAbgE0FhNBt4AN988Qa_0OGMdYslMfH0-55jHHYhsuSh-O8f_MzXXUnf1r9bo03Rxeh2vS_Mc0xhYSol5CjIDq1Uxw8RB2ByqFPknNY1zM2_DulnAAAA__8-jpg.webp)
$ 1,144,880
14428 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)
![9271 PATRIMONIO LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6266985/9b493e06/1736534772/w600_original_BMBRDsIwCADQE7UQy0brAfzzxxswC3VG3CJLTDy973Ece5wBomRx-W1v-Ua-bw7-ivFZO6wuQwOulxtTYeRKDSYhtZNhKoZLol4xtaVb4qozzlyb0JSfu45_AAAA__8-jpg.webp)
$ 820,000
9271 PATRIMONIO LOOP, Windermere, FL 34786
Single Family Home
Listed by NOVA REAL ESTATE SERVICES INC
![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)
![811 MAIN ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6268596/1cf42197/1736451980/w600_original_BMBRCsIwDAbgE7WhTbpGD-CbL97gzxx1YtwwA8HT-z2OY48zUXCG47e98Y08b07-ivFZ77Q6xhJ0vdy6SC2TTo0EcmpdNaFwTaKVk1m1JCgzd0Yzbvm5L-MfAAD__w-jpg.webp)
$ 699,900
811 MAIN ST, 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)