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- $ 100,000
- $ 150,000
- $ 200,000
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- $ 800,000
- Any
- $ 200,000
- $ 300,000
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330 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)
![12830 PENSHURST LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5120170/d87ccd2d/1738863075/w600_original_BMBdDsIwCADgE7X0h3TiAXzzxRtgwTojbpEmJp5-33PO3c8AXiMb_7cP_zz2zcDePr6rwGo81OF6uS245EzYEEp61M7tFJIoBmTCQCWnwPVepCtpE4yvXccRAAD__w-jpg.webp)
$3,000
12830 PENSHURST LN, Windermere, FL 34786
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)
![14014 EDEN ISLE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6278089/28d547ae/1738852272/w600_original_BMBRCsIwDAbgE7WZTeVPPYBvvniDbA11YtwwA8HT-z2OY48LUXBW19_21m_kZXPyV4zP2ml1HRZ0u95RMXE7FxCg1XiZU5GGVAtLkjZxkj432ElU0fNzt_EPAAD__w-jpg.webp)
$2,990
14014 EDEN ISLE BLVD, Windermere, FL 34786
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)
![8848 HERENCIA ALY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5120214/d9929ef1/1738881071/w600_original_BMBRDoIwDAbgE20F6VjmAXzzxRv8dN3EWCGWxMTT8z2PY_crkU8Rhv_2wc-jbEb29v5dK62Grk732yNzHvM8pJkKwJIkBUCmwE1qKK0OQduyKF9GLgnxtWs_AwAA__8-jpg.webp)
$2,550
8848 HERENCIA ALY, Windermere, FL 34786
Listed by FLORIDA REALTY RESULTS LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![13751 EDEN ISLE BLVD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277828/5828f54e/1738773983/w600_original_BMBRDoIwDADQE22ttSvDA_jnjzcorE6MFWJJTDw977nvW1wA4pzV9b9-9Bd5Xh38Hf27NFhcuwXcrveBZRx4ZAas0zQTnpKgUWJ51FSplVSwWVEmVOH82qwfAQAA__8-jpg.webp)
$579,900
13751 EDEN ISLE BLVD, Windermere, FL 34786
Listed by KELLER WILLIAMS WINTER PARK
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14261 CREST PALM AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRG5092462/09ceae73/1738787476/w600_original_BMBRDsIwCADQE7WkSNbhAfzzxxtAy-qMuEWWmHj6vedx7HEFiEsWl__2kV_ktjn4O8Z37bC6DAu43x6VJi6FZwZtrMhUEy4VE1mXpKiSZupYUKeGi-XXbuMMAAD__w-jpg.webp)
$1,130,735
14261 CREST PALM AVE, Windermere, FL 34786
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)
![17514 BLACK RAIL ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6277715/7c1e6fb3/1738723570/w600_original_BMBRDsIwCADQE7V0UsrwAP754w1QWZ0Rt0gTE0_ve4yxxxEgMKvrb3vrN_Jtc_BX9M96h9W1W8D5dOHaBGfiBnUSbLa0xEKU6oSUBK9LKjMWOrBRIcnP3fo_AAD__w-jpg.webp)
$819,990
17514 BLACK RAIL ST, Windermere, FL 34786
Listed by VONAC REALTY INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8148 TIBET BUTLER DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276927/2b1b27f2/1738625471/w600_original_BMBRDoIwDADQE3VdR1mrB_DPH29QGUyMFWJJTDy973Ece5wRY0jm9tve9o00bY7-iv5ZG65ufQ68Xm7CVcpQRTDriRelEahxAV6mDMYmYHrPxK1Q1TE997n_AwAA__8-jpg.webp)
$2,999,000
8148 TIBET BUTLER DR, Windermere, FL 34786
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)
![12814 WESTSIDE VILLAGE LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5119885/275534ab/1738629971/w600_original_BMBRDsIwCADQE7WsgnR6AP_88QZIaZ0Rt8gSE0_ve-z7FmeAwCwuv_Ut38i6OvgrxmdpsLgMC7hebpW4HrngAayz1blJkqKUCFtJJ7UpEd9tmntHUc7PzcY_AAD__w-jpg.webp)
$1,080,000
12814 WESTSIDE VILLAGE LOOP, Windermere, FL 34786
Listed by MAXIM REALTY ORLANDO
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8719 CRESCENDO AVE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276030/73da7c9d/1738617372/w600_original_BMBRDsIwCADQE7VMwDI9gH_-eAO6Yp0Rt0gTE0_ve4yxxxkgKKvrb3vrN_KyOfgr-mdtsLp2C7hebsKFhIgRELHU-SRJFmqJuViqRzwknO6zsVZsk-Tnbv0fAAD__w-jpg.webp)
$970,000
8719 CRESCENDO AVE, Windermere, FL 34786
Listed by FOLIO REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7752 RIGBY ST, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5119923/188444f2/1738618271/w600_original_BMBRDsIgDADQE0HBlnZ4AP_88QadMpyxbrEkJp5-7znG7mcAx6im_-2jP4_3zcDe3r_rA1bT3hyul5sQTzkRM2StyAk51EIS6NSmUBMuYeFcJKPKPJf42ls_AgAA__8-jpg.webp)
$2,850
7752 RIGBY ST, Windermere, FL 34786
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)
![13731 BRAVANTE ALY, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276027/c7949f6b/1738773972/w600_original_BMBRDoIwDADQE3VdaIXNA_jnjzcoa5kYK8SSmHh63vM49rgiBiVx-W8f-UVqm6O_o39XxdWlW-D99ph4pGkYLoxZtdamGUhNgRspyEwMM5dCS65jWSy9dutnAAAA__8-jpg.webp)
$2,600
13731 BRAVANTE ALY, Windermere, FL 34786
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)
![14422 DESERT HAVEN ST #GE, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5119898/1fdf6150/1738605681/w600_original_BMBRDoIwDAbgE20VWDf0AL754g1-1jIxVohdYuLp_R69H34h8inC8Nvf-Hqsu5G9vH02oc3Q1Ol2vZeUSymcM_Ew8yjrFGSsCOmUOIDXc5iXDFGkOiwan4e2fwAAAP__-jpg.webp)
$2,550
14422 DESERT HAVEN ST #GE, Windermere, FL 34786
Listed by MD3 HOMES LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11413 CAMDEN PARK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6275401/d8f8c373/1738513870/w600_original_BMBRDoIwDAbgE21FqOPXA_jmizfoSp0YK8QuMfH0fo_e9zgTxZTF5be95RtZNyd_RfusC60uzYKul9vM5QAUPhHUitigSTHWxNO4JOjAaeaKo96Bqpafu7V_AAAA__8-jpg.webp)
$1,595,000
11413 CAMDEN PARK DR, Windermere, FL 34786
Listed by KEENE'S POINTE REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6001 CAYMUS LOOP, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276790/897e5c7d/1738610172/w600_original_BMBRDsIwCADQE7Uoo2A9gH_-eAM6ap0Rt8gSE0_ve-z7FmeAmLK6_ta3fiPPq4O_YnwWg8V19IDr5SbELFgODCZWJlNLOmNLJMKpUq0JxZDa_XQsrefn1sc_AAD__w-jpg.webp)
$1,749,000
6001 CAYMUS LOOP, Windermere, FL 34786
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)
![11401 CAMDEN PARK DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6275408/c07767d8/1738376175/w600_original_BMBRDsIwCADQE7W0FlnnAfzzxxuAYJ0Rt8gSE0_ve-z7FieAaJmdf-ubv5Fvq4O_YnwWhcV5WMDlfJ2Q6lywEJgcqFekxKySUEVTb2VOlY5q9zbVLi0_Nxv_AAAA__8-jpg.webp)
$1,585,000
11401 CAMDEN PARK DR, Windermere, FL 34786
Listed by KEENE'S POINTE REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3302 JUST-A-MERE COURT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRS5118899/cf59c6c1/1738377089/w600_original_BMBRDsIwCADQE7VohNF6AP_88QaMsjojbpEmJp5-7znGHleAuGRx-W8f-UXWzcHf0b9rg9WlW8D99mAkLEgVgQvNlfGUtJomPCul0nhJxI3mOk2ki-XXbv0IAAD__w-jpg.webp)
$1,275,000
3302 JUST-A-MERE COURT, Windermere, FL 34786
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)
![13730 LENSDALE LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276466/2b017aed/1738335674/w600_original_BMBRDsIwCADQE7XQtQXjAfzzxxsgsjojbpElJp5-77nvW5wBomZx-a8f-UXW1cHfMb7LAxaXYQHXy40b9VoRGU5Ik2mxJF1Laoyc7k0xUafSpj7LbJxfm40jAAD__w-jpg.webp)
$429,000
13730 LENSDALE LN, Windermere, FL 34786
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)
![1650 ROBERTS LANDING RD, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276493/1360ce18/1738341072/w600_original_BMBRDsIgDAbgE0EnK2vxAL754g3-AOKMdYtdYuLp_R7HsfuZyOcIw2974-uxbkb28vFZG62G0Z2ul5vwkpmTCE33VmUpCLWUU2BIDqqphKZJOzBPrDk-9z7-AQAA__8-jpg.webp)
$5,750
1650 ROBERTS LANDING RD, Windermere, FL 34786
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)
![13912 CAYWOOD POND DR, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276546/fe9b0b6f/1738374375/w600_original_BMDRDcJACADQiTiOK2B1AP_8cQPakrNGbCNNTJze9ziOPS-IORQL-21v-2aZt8B4Zf-sC65h3RNv1_uJVXQQJdTGriYCVZiA_dxgNCaYqs-yVGs0jeW5e_8HAAD__w-jpg.webp)
$5,000
13912 CAYWOOD POND DR, Windermere, FL 34786
Listed by KYLIN PROPERTY MANAGEMENT LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4818 BREEZY PALMS CT, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6275406/ead37e29/1738250172/w600_original_BMBRDoIwDAbgE20t_JNlHsA3X7xBGWVirBC7xMTT8z17P_xK5Ihi8t8_8vNYdyN7e_tuC20mTZ3ut0dO01CYL0womQGMQaclhZRrDvM4c1BZS0XFOgDxdWg7AwAA__8-jpg.webp)
$579,000
4818 BREEZY PALMS CT, Windermere, FL 34786
Listed by KELLER WILLIAMS WINTER PARK
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11263 LEDGEMENT LN, Windermere, FL 34786](https://img.chime.me/imageemb/mls-listing/586/MFRO6276234/83d8e33c/1738269979/w600_original_BMBRDsIgDADQE0GzUmD1AP754w06qDhj3WKXmHj6vedx7H4B8BTF5L995OexbQb29vFdO6wmQx1u13ulQhlnrkBTQ6SFA06cAmmugftcwiKZVBs-Ui_xtes4AwAA__8-jpg.webp)
$4,999
11263 LEDGEMENT LN, Windermere, FL 34786
Listed by ALL COUNTY CFL PROPERTY MGMT
![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
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)