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- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
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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)
![11954 PROVINCIAL WAY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6214196/b2975b78/1734283870/w600_original_BMBRDsIwCADQE1GMsAkewD9_vAEts86IW6SJiaf3PcbY84yYVCzst73tm6VtgfHK_lkd17C-JF4vt9NRVIVV0K1ORJVBZG7AVAWUvcFhUmVXkrvP5bkv_R8AAP__-jpg.webp)
$ 2,299,000
11954 PROVINCIAL WAY, Windermere, FL 34786
Single Family Home
Listed by CLOCK TOWER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2119 WILLOW BRICK RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6214365/d88253aa/1738441878/w600_original_BMBdDoIwDADgE3XtVmbBA_jmizfofjIxVoglMfH0fM_j2P2K6BzU9L999Oehbob29vFdG66mozvebw9JC2WKC-NMSajKBWLXApMoQ8nCMDWJc8slVabw2vs4AwAA__8-jpg.webp)
$ 899,000
2119 WILLOW BRICK RD, 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)
![1125 LASCALA DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6211004/6e25544a/1723484285/w600_original_BMBRDoIwDADQE21lZZbVA_jnjzcotU6MFWJJTDw977nvW5wBYszi8l8_8ousq4O_o3-XOywu3QKul9uErRTEgYDLrCNZS3xiSpVEEtOsaagP1CYVrUz5tVk_AgAA__8-jpg.webp)
$ 3,450
1125 LASCALA DR, Windermere, FL 34786
Single Family Home
Listed by BHHS FLORIDA REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![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)
![9832 LAUREL VALLEY DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6211352/41a1e1e5/1734629474/w600_original_BMDLDcIwDAbgiRKTPqjNANy4sMEf7IYiTCtcCYnp-z33fYsLUfQZjv_6wS_yY3Xyd7TvorQ4mgXdrvep4yJSppHKibsBOidGlTRUcBIzTWbjXEXRw875tVk7AgAA__8-jpg.webp)
$ 10,475,000
9832 LAUREL VALLEY 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)
![3036 SEIGNEURY DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6210683/6f43b635/1738260074/w600_original_BMBRDsIgDADQE0FLYV31AP754w3KIDhj3WKXmHj6vedx7H4F8BzV9L999Odx2Qzs7eO7NlhNR3e43x4zCWZEIkCeploEA4pwKJRaqMgceslzTdrScqH42vs4AwAA__8-jpg.webp)
$ 1,899,999
3036 SEIGNEURY DR, Windermere, FL 34786
Single Family Home
Listed by HOME WISE REALTY GROUP INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13712 SUMMERPORT VILLAGE Pkwy, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5105101/09df262a/1736214404/w600_original_BMBRDoIwDADQE221Y6XDA_jnjzeotE6MFWJJTDw977nvW5wBYsji8l8_8os8rw7-jv5dFBaXbgHXy43LyCMhIVTWic0wTcVKqtgo3RtK4pNWtWGmR5P82qwfAQAA__8-jpg.webp)
$ 475,000
13712 SUMMERPORT VILLAGE Pkwy, Windermere, FL 34786
Townhouse
Listed by AGENT TRUST REALTY CORPORATION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12010 OTTERBROOKE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6210407/3e46429e/1736214554/w600_original_BMBRDsIwCADQE7V0bRmpB_DPH29AgNQZcYssMfH0vsd5HnEBiJbZ-be_-RtZdgd_xfxsCpvztIDb9U6VRh1rKyAFu1KpiUR66oKcmG1JimUhtNWajvw8bP4DAAD__w-jpg.webp)
$ 3,700
12010 OTTERBROOKE TRL, 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)
![4029 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6205739/2a275044/1732717871/w600_original_BMBRDsIgDAbgE0GF_YHpAXzzxRu00OCMdYslMfH0fo85D78Q-RLZ-Le_-eux7Ub28vHZOm3GQ51u13vNpWScsVJbOktOHIBeAk6iQRIkKESAtddWU3weOv4BAAD__w-jpg.webp)
$ 3,999,000
4029 ISABELLA 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)
![9058 REFLECTION POINTE DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6208783/04558f58/1731227469/w600_original_BMBRDsIwCADQE7XUwlriAfzzxxsgI3VG3CJNTDy97zHnEWeAwCwuv_0t38i6O_grxmdbYXMZFnC93HrtxIx0goXuSm3BZKw1kSknxiKpKPfSlOraSn4eNv4BAAD__w-jpg.webp)
$ 709,990
9058 REFLECTION POINTE DR, Windermere, FL 34786
Single Family Home
Listed by LA ROSA REALTY KISSIMMEE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1126 KELSO BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6205965/ef4a2883/1738598471/w600_original_BMBRDsIwCADQE7WgAq4ewD9_vAEpo86IW2SJiaf3PfZ9ywtAnqqG_ta3frP2NSBeOT6LwRI65oTb9X4-ijSkicDYna1xQUIvdDApTaQXVO8TMjob1ec2j38AAAD__w-jpg.webp)
$ 1,398,000
1126 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)
![9502 HEMPEL COVE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5105459/4c62943c/1738285271/w600_original_BMDRDcJACADQiTgS4KQ6gH_-uAFFPGvENtLExOl9j33f6oRY3Cztt77tW83XxHzV-Cw3XNJGFF7OVyWlgzIxxr2rSjcIcQYhETjO1EEmnjzUjHxuzy3GPwAA__8-jpg.webp)
$ 1,250,000
9502 HEMPEL COVE BLVD, 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)
![1516 HEMPEL AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6206281/38705a7b/1736214614/w600_original_BMBRDoIwDADQE21dO6XgAfzzxxuUrk6MFWJJTDw977nvW1wAomZx-a8f-UXW1cHf0b9Lg8WlW8DtemcaeKxcJlAd2mRiqTxwTifBkuY2UmLDetZCSMj5tVk_AgAA__8-jpg.webp)
$ 4,990,000
1516 HEMPEL AVE, Windermere, FL 34786
Single Family Home
Listed by REALTY HUB
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11514 VIA LUCERNA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6202271/867b35ce/1738026970/w600_original_BMBRDoIwDADQE22F4WjxAP754w1K102MFWKXmHh63rP3w68APkU2_u8f_nmU3cDe3r5bgc24qcP99sCUcZgSEdQy6zBLCjIShkuVHNaCNawjIUtadMkYX4e2MwAA__8-jpg.webp)
$ 774,990
11514 VIA LUCERNA CIR, Windermere, FL 34786
Single Family Home
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)
![11113 LAKE BUTLER BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6195201/dd96fa93/1738185375/w600_original_BMBRDsIwCADQE7UstaPgAfzzxxvgYHVG3CJNTDy97zHGEWeAOGVx-e1v-UZedgd_Rf9sCptLt4Dr5dZKQWJEBJ2MVeyeSGpJdV3nRBVbmnRuTEQLa8vPw_o_AAD__w-jpg.webp)
$ 2,499,000
11113 LAKE BUTLER BLVD, Windermere, FL 34786
Single Family Home
Listed by QUATTRO R E SOLUTIONS LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9621 WINDY RIDGE RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6184943/6ce844b2/1736214616/w600_original_BMBRDsIwCADQE7XYdgjzAP754w1IIXVG3CJNTDy97zHnEReAaFlcfvtbvpH77uCvGJ9NYXMZFnC73qmcsZ2wEnTsVWtpaWW1tChiYtElFWwrsRUzpvw8bPwDAAD__w-jpg.webp)
$ 15,950,000
9621 WINDY RIDGE RD, Windermere, FL 34786
Single Family Home
Listed by REALTY HUB
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6443 CARTMEL LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6179128/e8482083/1730405786/w600_original_BMBRDsIgDADQE0FDgNF6AP_88QatrDhj3WJJTDz93nPOwy8AniMb__cP_zw-dgN7-_huHTbjsTrcrveWClak1KAvFVttJYjKEop0DZiohlxYSUREKcfXsY4zAAD__w-jpg.webp)
$ 1,475,000
6443 CARTMEL LN, 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)
![5507 WORSHAM COURT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6180706/c83b38df/1736213228/w600_original_BMBRDsIgDADQE0GpsNF4AP_88Qal63DGusWSmHj6vecYh18BPEc2_u8f_nmU3cDe3r_bAptxV4f77VFxylgwIcx4oVZXDVNjCYUWCixEocyUVpWUa6P4OrSfAQAA__8-jpg.webp)
$ 7,850,000
5507 WORSHAM COURT, 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)
![6130 BLAKEFORD DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6178616/81d04dee/1738282573/w600_original_BMBRCsIwDAbgE7VpZ8rfeQDffPEGcQl1YtwwA8HT-z2OY48zUZyyuPy2t3wjL5uTv2J8VqXVZVjQ9XJDZUyoMwitMbqUhA5NPC-cxLoloAnupRadND93G_8AAAD__w-jpg.webp)
$ 2,275,000
6130 BLAKEFORD 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)
![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)
![11617 WATERSTONE LOOP DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6177372/25ad35ed/1723996870/w600_original_BMBRDsIgDADQE0GBdhA8gH_-eIN2As5Yt1gSE0-_95zzsAuAoWfl__7hn_l1V9C3je_2gE15NIPb9V4iIeWAGUoNtZdALoaMjlJiVwUX15P0GNPaRBb_Oto4AwAA__8-jpg.webp)
$ 3,150,000
11617 WATERSTONE LOOP 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)
![6008 GOLDEN DEWDROP TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6176228/afad007f/1736213298/w600_original_BMBRDsIwCADQE7XASjrqAfzzxxswZXVG3CJNTDy97zHGESeAKFldf_tbv5Fvu4O_on-2O2yu3QIu5-tMjFxlRlBpq0kraanrlFiNUhOaEiEuTFXUrOTnYf0fAAD__w-jpg.webp)
$ 1,198,000
6008 GOLDEN DEWDROP TRL, Windermere, FL 34786
Single Family Home
Listed by GRINDSTONE REALTY & PROPERTY MANAGEMENT LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4200 DOWN POINT LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6176070/1e383882/1738350073/w600_original_BMBRDoIwDADQE21lbAzrAfzzxxu0tEyMFWKXmHh63rP3w68AniMZ_fcP_Twuu4G9vX03gc2oqcP99phTRqw4VFjTyELTHEYdJJQsGnhNJfAlVS44LSo5vg5tZwAAAP__-jpg.webp)
$ 12,900,000
4200 DOWN POINT LN, 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)
![14372 CREST PALM AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5078125/a3a8ef88/1736214120/w600_original_BMBRDoIwDADQE23tSmXMA_jnjzcorJsYK8SSmHh63vM4dr8C-BDF5L995Odx2Qzs7f27VlhNujrcb4-cGJnyBaGkllDHJVCbS-CapzBLw0BCUnTgCesYX7v2MwAA__8-jpg.webp)
$ 1,137,907
14372 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)