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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)
![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)
![12023 GOLD CREEK TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6261968/ee067dc4/1733343380/w600_original_BMBRDsIwCADQE7VMpB3zAP754w2QYp0Rt0gTE0_ve4yxxwkgjllcfttbvpF1c_BX9M_aYHXpFnA5X2dCJC68QCtLwYk1EdZbIm2WxA5TqoWZUOt8t5qfu_V_AAAA__8-jpg.webp)
$ 1,500,000
12023 GOLD CREEK TRL, Windermere, FL 34786
Single Family Home
Listed by BUILD 2 RENT DIRECT, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7321 BRIGHTLAND ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6262112/72918d69/1733319074/w600_original_BMBRDsIgDADQE0FZraV4AP_88QZlEJyxbrEkJp7e95jz8AuAn6Ka_va3fj2uu4G9fHy2Bpvp6A636z0TovBCDK2esebCgduaApVFgmLnkLJQ0qLCqcbn0cc_AAD__w-jpg.webp)
$ 440,000
7321 BRIGHTLAND ST, Windermere, FL 34786
Townhouse
Listed by CENTURY 21 CARIOTI
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1003 OAKDALE ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6261656/75ad4e83/1737833472/w600_original_BMBRDoIwDADQE22FUVrmAfzzxxt0s0yMFWKXmHh63rP3wy8APkUx-e8f-Xmsu4G9vX23B2wmTR1u1ztjGhdM4wxKvNZCGgiHEnCZOUiehlASZcmyKmONr0PbGQAA__8-jpg.webp)
$ 2,950,000
1003 OAKDALE 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)
![729 MAIN STREET, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5116063/17d2c607/1733184972/w600_original_BMBRDsIgDAbgE0FhwCoewDdfvMGfCjhj3WJJTDy932POw85EljwUv_2Nr3nZlfRl47PdaVOMZnS93DjHEgqvhXpYkmTAccziMhBdrafkAselC0ptffXPo41_AAAA__8-jpg.webp)
$ 2,295,000
729 MAIN STREET, 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)
![12015 OTTERBROOKE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6261208/2bfd1fb7/1733018473/w600_original_BMBBDoIwEAXQE7Vj668DHsCdG2_wW6FiHCEOiYmn9z32ffOziB8jjb_1za_HtprYy_tnucti7JPL9XJT5MMJOY2iGJK2iqCFKaDMCFQOoc4JBSOYW43Pber_AAAA__8-jpg.webp)
$ 3,290
12015 OTTERBROOKE TRL, Windermere, FL 34786
Single Family Home
Listed by SHINING OAK REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6245 LITTLE LAKE SAWYER DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6260736/9cbb225f/1736214574/w600_original_BMBRDoIwDADQE3UtFe3qAfzzxxuUbUyMFWJJTDw977nvW1wR45TM7b9-7BeprI7-jv5dKi5uvQXebw8ZB6WswkgXOmsVBTYWGHMdQIsozDLNjaZMhS29ttaPAAAA__8-jpg.webp)
$ 2,497,000
6245 LITTLE LAKE SAWYER DR, Windermere, FL 34786
Single Family Home
Listed by LAKEFIELD REALTY GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7608 BILLINGHAM ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6260031/fd2815e8/1736214553/w600_original_BMDRDQIhDADQiaDIAbUO4J8_blBLxTPWu1gSE6f3Pebc_QTgS2Tj3_bmr0fZDOzl47N2WI2HOlzOVywHTDm3Bnpr9ypaQl4ShdIFA3fJgfBIqRasSDU-dx3_AAAA__8-jpg.webp)
$ 409,000
7608 BILLINGHAM ST, 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)
![10726 REAMS RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6260638/c3451a2f/1738692184/w600_original_BMBRDsIgDAbgE0FBkA0P4Jsv3uCndjhj3WJJTDz9vucYu12ILHko_tsHP_O8Kenb-nd90KroYnS73qcc5zmEKVBuS-N4ro4LkssQuMqLOC6nFFqNEa341y79CAAA__8-jpg.webp)
$ 549,000
10726 REAMS RD, Windermere, FL 34786
Single Family Home
Listed by EPIC REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5892 SOTER LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6259990/bae65f89/1735277471/w600_original_BMBRDsIgDADQE0HB4goewD9_vEFZO5yxbrFLTDy973Ecu18AHCMb_7Y3fz3Om4G9fHxWgdV4qMPteqeSp4q5EqjW3Bst4bTMJRRqPbQpcRBMks7YhTnH567jHwAA__8-jpg.webp)
$ 478,900
5892 SOTER LN, Windermere, FL 34786
Townhouse
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)
![12983 WESTSIDE VILLAGE LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6259749/4821c93b/1738297871/w600_original_BMBRDsIgDADQE0FbxK54AP_88QYdQ5yxbrEkJp5-7znG7hcAP0U1_W8f_Xmsm4G9vX_XBVbT3hxu1_uUiZGIE0iTM0qdA1NNIZfHEkqe5iCUCrEgK1J87a0fAQAA__8-jpg.webp)
$ 997,000
12983 WESTSIDE VILLAGE LOOP, 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)
![14042 SPARKLING COVE LN #606, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5116116/54ae8721/1736525772/w600_original_BMBRDoIwDAbgE21lrmOZB_DNF29QKP_EWCGWxMTT8z2PY_crkecoJv_tIz-P82Zkb-_fVWk16YvT_faonMZUWhuolqoT0hyQBIEVOUzjZQjgDAYrWinxtS_9DAAA__8-jpg.webp)
$ 399,990
14042 SPARKLING COVE LN #606, Windermere, FL 34786
Townhouse
Listed by REALTY HUB
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8267 PROCIDA ISLE LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6258256/c4d8cb81/1732302074/w600_original_BMBRDsIwCADQE7XIZCN4AP_88QaE0TojbpEmJp7e9xjjyAtAnquG_va3frPaHhCv7J9thS20e8LtemdCXFAIQSf2RmaFRLhQ87Wotbmw8Ml1mmVBrs_D-z8AAP__-jpg.webp)
$ 715,000
8267 PROCIDA ISLE LN, 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)
![9109 LEGADO DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6259395/31cb7175/1736214425/w600_original_BMBRDoIwDAbgE21lbrbMA_jmizf4GXVirBBLYuLp-Z77vvmFyHOE4b9-8PPYViN7e_8uMy2Grk63611KKlVSZap5VMWkgUcMobQHByRtQSYWDCc5lzzH16b9CAAA__8-jpg.webp)
$ 469,000
9109 LEGADO DR, Windermere, FL 34786
Townhouse
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)
![3278 DOWNS COVE RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6259279/c9133580/1736214355/w600_original_BMBRDsIgDAbgE0EzS2F4AN988Qb_gOGMdYslMfH0-55jHHYlMvZQ_PcPfubLrqRv69-t0qbozeh-e6QwBcmRmVJpbYpFXMWluoDEDnPObpF1rRIXmcH-dbR-BgAA__8-jpg.webp)
$ 4,500
3278 DOWNS COVE RD, 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)
![7508 LAKE ALBERT DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6258207/bc5262ca/1732133779/w600_original_BMBRDsIgDAbgE0Fp1gF6AN988QY_dcMZ6xZLYuLp_R5jHH4m8inC8Nvf-HrU3che3j_bnTZDX5yul1sRZil8EpJVW1lzCrWhBkk1hYZcQ0aaVSedwRyfx9L_AQAA__8-jpg.webp)
$ 905,000
7508 LAKE ALBERT DR, Windermere, FL 34786
Single Family Home
Listed by MS LAND & BUILDING LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11415 WATERSTONE LOOP DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5115897/2c4702fd/1732060872/w600_original_BMBRDsIgDADQE0HpYAE8gH_-eINCO5yxbrEkJp7e95jztAuARU9Kv-NNX_P9UNCXjc_OsCsNMbhd7znhUrGWDFsXLIG7w7gFlzI213hNLmNcWVIoS23-ecr4BwAA__8-jpg.webp)
$ 10,500
11415 WATERSTONE LOOP DR, Windermere, FL 34786
Single Family Home
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)
![4012 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6258654/0ebfd7c0/1731966374/w600_original_BMDRDYJADAbgie5KuZoaB_DNFzf4K-XEWCGWxMTp-Z77vuWFKFtF4L9-8Mv6WIPinf27TLQEuifdrncVHlWbNgKcB9ipCLMXMZViwlLmcTqrDAabvb4270cAAAD__w-jpg.webp)
$ 16,000
4012 ISABELLA CIR, Windermere, FL 34786
Single Family Home
Listed by METROPOLITAN R.E SOLUTIONS INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9036 ARBORS EDGE TRL, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6257970/b30f6621/1731712572/w600_original_BMBRDsIgDAbgE0GlEKAewDdfvMGfUXHGusUuMfH0fo_j2P1M5DnC8Nve-HpcNiN7-fysg1bDVKfr5dZKOtXWmYlLg3YeIQMaSq8piEgLqJqRJPFY7vG56_wHAAD__w-jpg.webp)
$ 997,000
9036 ARBORS EDGE TRL, Windermere, FL 34786
Single Family Home
Listed by ON ME REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6963 NORTHWICH DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6258194/44c852f1/1732569372/w600_original_BMBRDsIwCADQE1FGSzP0AP754w1wY3VGXCNNTDy97zFGjzNilKSuv-Ot30jL4eivaJ99xd21WeD1cpuZqNSaGaVamcwU8iYTcN4UZKYFWJhXOZnQndKzW_sHAAD__w-jpg.webp)
$ 638,000
6963 NORTHWICH DR, Windermere, FL 34786
Single Family Home
Listed by U KEY REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7426 BENTONSHIRE AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6255312/75814be3/1731718871/w600_original_BMBRDsIgDADQE0G7jlnmAfzzxxsUijhj3WJJTDy97zHG4WcAn6OY_Pa3fD3W3cBe3j-bwmbSm8P1cuOExJynBYS4SZYpaC1zSEgUVq0a1uVU7iVlZKT4PFr_BwAA__8-jpg.webp)
$ 390,000
7426 BENTONSHIRE AVE, Windermere, FL 34786
Townhouse
Listed by ON ME 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/MFRO6257813/4daf73e7/1736273772/w600_original_BMBRDoIwDADQE22ltBbmAfzzxxt0s0yMFWJJTDy973Ece5wBgrK6_ra3fiO3zcFf0T_rHVbXbgHXy21iHJBEELCUOttSEzWSxItamscmydik6shTOQ35uVv_BwAA__8-jpg.webp)
$ 12,000
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)
![4236 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6255112/e0203485/1736214165/w600_original_BMBRCsIwDAbgE7UxaUvQA_jmizf4aWOdGDfMQPD0-577vsWFKEqG479-8IvcVyd_x_wugxbHtKDb9a71JIVVlLSf-1BrSSq3VEfnBBtI0kqBgk0enF-bzSMAAP__-jpg.webp)
$ 3,500,000
4236 ISABELLA CIR, Windermere, FL 34786
Single Family Home
Listed by ON ME REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4011 ISABELLA CIR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6257592/4c76d9eb/1736214160/w600_original_BMBRDsIgDADQE0EZ7ah4AP_88QadKzhj3WJJTDy97zHG4WcAxygmv_0tX4_33cBe3j_bCptJV4fr5caUKvF8mgCRs2KrIemsgVopYaGcQ5oq5dJ05bTE56H9HwAA__8-jpg.webp)
$ 2,895,900
4011 ISABELLA CIR, 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)