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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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19 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)
![7474 BENTONSHIRE AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6267457/c10db696/1738593071/w600_original_BMBRDsIgDADQE0GRsnb1AP754w2KA5yxbrFLTDy973Ecu58BHKOa_ra3fj3eNwN7-fisC6ymozlcLzcuOGdKkoCmTsiSwjTLEkqtHFSohZ4r54ypaD_F597GPwAA__8-jpg.webp)
$ 399,000
7474 BENTONSHIRE AVE, Windermere, FL 34786
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE 2 REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13829 INGELNOOK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277425/eedbcb94/1738873877/w600_original_BMBRDoIwDADQE20VWEv1AP754w1qWSfGCrFLTDw979n7HheAmLK4_LeP_CLr5uDvaN91gdWl1YDb9T4XYhqHkYHKqbINmJBNU1mYkohZIhV80HkynTG_9tqOAAAA__8-jpg.webp)
$ 490,000
13829 INGELNOOK DR, Windermere, FL 34786
Townhouse
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)
![4108 DOWNEAST LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6273954/260f7011/1738245672/w600_original_BMBRDsIgDADQE0HHRi14AP_88QZlrThj3WJJTDy97zHG4WcAXyIb__Y3fz2uu4G9vH82gc24q8P1cqOMtJRCE1RcqaikkOqJQ26YAqPM4a6tcZ60plni89D-DwAA__8-jpg.webp)
$ 3,300,000
4108 DOWNEAST LN, Windermere, FL 34786
Single Family Home
Listed by KELLY PRICE & COMPANY 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)
![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)
![8298 LOOKOUT POINTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6269011/89d1e5fa/1736366470/w600_original_BMBRDoIwDADQE22lacfAA_jnjzcoXZkYK8SSmHh63-M8j7gABGVx-e1v-UbW3cFf0T9bg82lW8Dteq_MxMNYEHCqWHRc0ooLJ8aJ0txIkw5GPJdqvLb8PKz_AwAA__8-jpg.webp)
$ 1,225,000
8298 LOOKOUT POINTE DR, 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)
![11615 SNAIL KITE WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6268219/8e416317/1735920974/w600_original_BMBRDoIwDAbgE20dW1eDB_DNF2_wU8bEWCGWxMTT8z2PY_crkZcIw3_74OdRNyN7e_-uM62G3pzut8eFOY2pZiYFSs6zhJqXIfCgEqaqGqQUAcaEpU3xtbd-BgAA__8-jpg.webp)
$ 550,000
11615 SNAIL KITE WAY, Windermere, FL 34786
Single Family Home
Listed by CREEGAN GROUP
![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)
![11740 WATER RUN ALY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6265361/45a1fb8b/1734522372/w600_original_BMBRDsIgDADQE0GhdBl4AP_88QYtA5yxbrEkJp7e95jztAuAJc_Kv-PNX_P1UNCXjc--wa48msHtel8pIeVSFujLhhgLudqoOAqBXJYubq09ShLMIaJ_nm38AwAA__8-jpg.webp)
$ 440,000
11740 WATER RUN ALY, Windermere, FL 34786
Townhouse
Listed by RE/MAX DOWNTOWN
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11446 JASPER KAY TER #306-1026, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6262334/f7b8d328/1733433372/w600_original_BMBRDsIgDADQE0FBxpp4AP_88QYttDhj3WJJTDz93nPOw68AXiIZ_fcP_Ty23cDePr5bh81oiMP99sDlUiqWmgGVuHCVkCVxWDRrYOwa0tq4I66pN4yvQ8YZAAD__w-jpg.webp)
$ 2,250
11446 JASPER KAY TER #306-1026, Windermere, FL 34786
Condo
Listed by AMERICAN ELITE GLOBAL LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5126 FAIRWAY OAKS DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5113369/864d9d4d/1738293373/w600_original_FMJRCsIwDADQE7XZmkkSD-CfP94g7do6MW6YguDpRXj3MQ4_AzhGNf3uL_14LLuBPb2_txU2014drpcbIcnfAhOeUBpOodXEYck4B-ZUQhGahdbMKbf4OGr_BQAA__8-jpg.webp)
$ 4,790,000
5126 FAIRWAY OAKS DR, 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)
![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)
![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)
![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)
![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)
![9313 Tibet Pointe CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/43/RX-10997166/f81b4a56/1725086011/w600_original_JMBhDoUgCADgEz1QfDHtNs5mrjSYcv_1o6-Z6Y5Yjge0icmCpXne2rNVmQOKDKwdydHfsY8--UiBeQvJfX4Cl55vAAAA__8-jpg.webp)
$ 7,999,000
9313 Tibet Pointe CIR, Windermere, FL 34786
Single Family Home
Listed by Metropolitan R.E Solutions Inc
![8738 IRON MOUNTAIN TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5106197/fc6892e7/1736214444/w600_original_BMBRDsIgDADQE0E7Cin1AP754w2KEJyxbrFLTDz93vM4dr8AOEU1_W8f_Xl8bAb29vldO6ymczjcrndOlRAXzlBFFs6iQXttIXNLQUQolDJ6Q6VUUOJrH_MMAAD__w-jpg.webp)
$ 899,000
8738 IRON MOUNTAIN TRL, Windermere, FL 34786
Single Family Home
Listed by CENTURY 21 BE3
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2107 WESTOVER RESERVE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6208107/93c73c7b/1736444777/w600_original_BMBRDsIgDADQE0FHgQIewD9_vEGVijPWLZbExNPvPefc7QRg0bPyf_vwz_x9U9C3je_aYVUeYnA5XwsWpFZygHaTBXsQx3VhlwjJ1UDZYWox1pxSf0T_2mUcAQAA__8-jpg.webp)
$ 1,250,000
2107 WESTOVER RESERVE BLVD, 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)
![8745 LOOKOUT POINTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6177463/b3d0d897/1738350073/w600_original_BMDRDcJACADQie7gCgp1AP_8cQOqeNaIbaSJidP3PbdtzRNAUrWw__KxX9bbEhDv7N_5DnNY94TL-SqNSQ6EA7Chi-tUGpkWRrWi43EsA0-I1OSh7vW1et8DAAD__w-jpg.webp)
$ 990,000
8745 LOOKOUT POINTE 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)