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- $ 100,000
- $ 150,000
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- Any
- $ 200,000
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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)
![8432 ABBOTSBURY DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6244874/85cf4c4f/1729109792/w600_original_BMBRDsIwCADQE7VMIbbzAP754w0ohTojbpElJp5-77nvW1wBAjM7_9cP_yLL6uDvGN-lw-I8NOB-exQsNCOdCeqpM0qzNFeaEqm11OTS00RWBEV7NcyvTccRAAD__w-jpg.webp)
$ 575,000
8432 ABBOTSBURY 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)
![13155 KEGAN ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5113944/1604a65d/1736213831/w600_original_BMBRDsIgDAbgE0FBcLUewDdfvMG_FXHGusWSmHh6v8cYu5-JvEQYftsbX4_LZmQv759VaTX05nS93LicOHHJEyGnxlprgMg9VOghzMeCkOdl0lxVk0h87q3_AwAA__8-jpg.webp)
$ 450,000
13155 KEGAN ST, Windermere, FL 34786
Townhouse
Listed by ALTIS REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11045 BELMERE ISLES CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6248646/4e440b0d/1728904572/w600_original_BMBRDoIwDAbgE211Y8PiAXzzxRv8sHZirBBLYuLp_R7HsfuFyIcIw2974-tx2Yzs5f2zNloNXZxu1_t54JpT4kQqXCdpc8BpSqEockDJCFoZKqXNyzjG5y79HwAA__8-jpg.webp)
$ 724,000
11045 BELMERE ISLES CT, 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)
![2602 TRYON PL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5087988/c06680f6/1736214040/w600_original_BMBRDoIwDADQE21VWij1AP754w3abU6MFWJJTDw977nvW1wAArO6_teP_iKX1cHf0b9LhcW1t4Db9c44D4I0EagVrXgak9SHJFKWJGejNLJNbZiZC1p-ba0fAQAA__8-jpg.webp)
$ 1,125,000
2602 TRYON PL, Windermere, FL 34786
Single Family Home
Listed by WHEATLEY REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5174 VARDON DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6246894/a3f353d1/1736014575/w600_original_BMBdDsIgDADgE0FxbfjxAL754g3KKDhj3WJJTDz9vuech10BDD0r__cP_8yvu4K-bXy3BpvyEIP77ZEwlZJxydB7TTFXcWFFchQbuUoRnYQLl94oLAX965BxBgAA__8-jpg.webp)
$ 5,250,000
5174 VARDON DR, Windermere, FL 34786
Single Family Home
Listed by MAY HO REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8260 TIBET BUTLER DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6247488/42d02dbf/1733682670/w600_original_BMDdDcIgEADgieBAGqAO4JsvbnB_Yo1nG4_ExOn9HnMefgbwEtHwt7_x65F3A3v5-GwCm-FQh-vl1krPLZ_SCp1Jck0a7ppTWFasgRK10AsTC2kVWuLz0PEPAAD__w-jpg.webp)
$ 1,875,000
8260 TIBET BUTLER DR, Windermere, FL 34786
Single Family Home
Listed by CORCORAN PREMIER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12663 HAWKSTONE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241206/124f9b95/1736091068/w600_original_BMBRDsIwCADQE7XUwAr1AP754w0oW-qMuEWWmHj6vedx7HEFCMzq-t8--otsm4O_Y3zXGVbXsQTcbw_GSlKQG0ydS6naE16wJTKjJPNECbk06iRiVPNrX8YZAAD__w-jpg.webp)
$ 1,800,000
12663 HAWKSTONE DR, Windermere, FL 34786
Single Family Home
Listed by REAL PROPERTY INTERNATIONAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![235 OAKDALE ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6247080/7f862929/1728071180/w600_original_BMBRDsIwCADQE7XUwdrOA_jnjzcggHVG3CJLTDy973Ece5wBAjM7_7Y3fyPL5uCvGJ9VYXUeFnC93Br2Qv1UGlS05V6nkkS5JUKh1G1aElFFq2Kzzpqfu41_AAAA__8-jpg.webp)
$ 950,000
235 OAKDALE ST, Windermere, FL 34786
Single Family Home
Listed by THE SIMON SIMAAN GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7621 RIPPLEPOINTE WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6246463/734092ef/1736213876/w600_original_BMBdDsIwCADgE7VoaArzAL754g2A_jgjbpElJp7e73Ece1wAArO4_La3fCPb5uCvmJ-1weoye8DteickXpAQ4ay9NuKR2MaSCpsmsaLJ2ijKJ9Laa37uff4DAAD__w-jpg.webp)
$ 2,850
7621 RIPPLEPOINTE WAY, Windermere, FL 34786
Townhouse
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)
![7736 RIGBY ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6244079/577a6b20/1736214506/w600_original_BMBRDsIgDAbgE0FXyoJ6AN988Qb_KOCMdYtdYuLp_R7HsfuFyCXC8Nve-Hqsm5G9fHxWpdUwmtPtei9ShDOnmaSpzjylIMtJQwZKQJ16YLRz4pq79iU-9zb-AQAA__8-jpg.webp)
$ 429,900
7736 RIGBY ST, Windermere, FL 34786
Townhouse
Listed by DE PAULA REALTY USA INC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2925 BUTLER BAY DR N, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6242667/d48887f8/1736214428/w600_original_BMDLDcIwDADQiRJTYqjDANy4sIF_CkWYVrgSEtPzHvu-5QUgW-Xg3_rmb1ZdA-KV47MYLMHDE27X-9zO1OfWOhiR2MRS8IRe8HCUwh21iLtNaoikWp-bj38AAAD__w-jpg.webp)
$ 1,950,000
2925 BUTLER BAY DR N, 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)
![2523 TRYON PL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6245454/b034ec2d/1727714778/w600_original_BMBRDoIwDADQE21dV6DgAfzzxxvUrUyMFWKXmHh63rP3wy8ATlFM_vtHfh7LbmBvb9-twmbS1OF2vTPxNCTMCJx5UZqWkOYyhyEjBlnXRxClWhOOomWMr0PbGQAA__8-jpg.webp)
$ 1,390,000
2523 TRYON PL, Windermere, FL 34786
Single Family Home
Listed by WATSON REALTY CORP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![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)
![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)
![11357 PRESERVE VIEW DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5112904/31fde9df/1736213184/w600_original_BMBRDsIgDAbgE0GTga14AN988QY_FnDGusWSmHj6fc85d78QeYow_LcPfh4fm5G9fXxXpdUwmtPtepckqSTmhaDCWdDDoudTyMI51F5L4IZaemVFLvG1t3EEAAD__w-jpg.webp)
$ 1,299,000
11357 PRESERVE VIEW DR, Windermere, FL 34786
Single Family Home
Listed by LPT REALTY
![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)
![8544 GREENBANK BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6241969/5976232f/1726848973/w600_original_BMBRDoIwDADQE2117djAA_jnjzdoR5kYK8SSmHh63vM4dr8COEU2_m8f_nlsm4G9vX_XGVbjrg7326NSqThOFWG85CRlSUFyaiEjlSAiGBblYWizEOsUX7v2MwAA__8-jpg.webp)
$ 670,000
8544 GREENBANK BLVD, Windermere, FL 34786
Single Family Home
Listed by KELLER WILLIAMS ADVANTAGE III REALTY
![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)
![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)