- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
- 1
- 2
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- Any
- 1
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- Any
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912 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![9362 BOLSHOI ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276272/7b5e9bfa/1738375276/w600_original_BMBRDsIgDADQE0GZQgEP4J8_3qClDc5Yt9glJp7e9ziO3S8Afo5k9Nve9PU4NgN7-fysAqvRVIfb9V4zZsS0dJBlYNFTCoVVQk4NA3duobY6EvYiLBqfu85_AAAA__8-jpg.webp)
$479,990
9362 BOLSHOI ALY, Winter Garden, FL 34787
Listed by KELLER WILLIAMS ADVANTAGE REAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![15203 STARLEIGH RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276438/162c4794/1738698373/w600_original_BMBdDsIwCADgE1Hc-jPxAL754g0otHVG3CJLTDy93-M4dr8gegxs_Nve_PUgm6G9fHxWxdV4NMfb9b6kkucTZULpPStFgokSQyolQm1C0CfWMy1V6qzhubfxDwAA__8-jpg.webp)
$394,900
15203 STARLEIGH RD, Winter Garden, FL 34787
Listed by PROPERTY LOGIC RE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![430 SOUTHERN PECAN CIR #207, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275780/d2b8e1be/1738329371/w600_original_BMBRDsIgDADQE0GH4Fo8gH_-eIN2dDhj3WJJTDy97zHG4RcAz5GNf_ubvx6X3cBe3j9bg824q8PtescynyohEQjJKtxyyG3CUHBOgfNZQxGaMCVd61Lj89D-DwAA__8-jpg.webp)
$225,000
430 SOUTHERN PECAN CIR #207, Winter Garden, FL 34787
Listed by KELLER WILLIAMS ADVANTAGE REAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8162 SAYINGS DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276174/44b0b7b9/1738331171/w600_original_BMBRDsIwCADQE1HYwFU9gH_-eAMspM6IW6SJiaf3PcbY84yYXDT0t731m6VtgfHK_lkN19DuidfLrcoiLESEvLCp1wO00yQgOjuo-QwmfrzzZLWRlOfu_R8AAP__-jpg.webp)
$4,950
8162 SAYINGS DR, Winter Garden, FL 34787
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)
![4230 REX DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6274608/1f885a54/1738274472/w600_original_BMBRDsIgDAbgE0FRQKwH8M0Xb9B1vzhj3WJJTDz9vucYm1-IPEcx-a8f-XnU1cje3r_LTItJh9Ptem-lckmHnKi2k55r0gAwh3IsEhjTIwBzxQTOTVt8beh7AAAA__8-jpg.webp)
$4,000,000
4230 REX DR, Winter Garden, FL 34787
Listed by WEMERT GROUP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1175 CELADON ST, Oakland, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6274743/78c72a06/1738251972/w600_original_BMBRDoIwDADQE3V10K7UA_jnjzfoYE6MFWJJTDy973Ece5wRY0zm9tve9o00b47-iv5ZF1zdegu8Xm5CrKJSBJeqo9HQoFrJQDIxTDUr8Mx3KqdBMlN67q3_AwAA__8-jpg.webp)
$1,035,000
1175 CELADON ST, Oakland, FL 34787
Listed by COMPASS FLORIDA, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![931 KYLEE ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6271175/48a77e54/1738251972/w600_original_BMBdDsIwCADgE7X0B7viAXzzxRtQIXVG3CJLTDy93-M4dj8DeI1s_Nve_PV43wzs5fOzCqzGUx2ul9uCSLXlhFBLol6Khtq5B5SRA-E4hSI56RBqbcH43HX-AwAA__8-jpg.webp)
$999,900
931 KYLEE ALY, Winter Garden, FL 34787
Listed by PREMIER SOTHEBYS INT'L REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![914 SHADOWMOSS DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6274927/9126f52c/1738702875/w600_original_BMBdDoIwDADgE21lP7DVA_jmizdoSjsxVoglMfH0fo_zPPwC4CWS0W9_09cj7wb28vHZVtiMhjjcrvdWl6mWhjOUnLh31qAr9VBbwoCLcqAmifI8oWiOz0PGPwAA__8-jpg.webp)
$664,900
914 SHADOWMOSS DR, Winter Garden, FL 34787
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)
![15239 FIRELIGHT DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275572/30fd3e04/1738277170/w600_original_BMBRDsIgDADQE0E3WmTzAP754w1qKThj3WJJTDy97zHG4WcAx8jGv_3NX4-yG9jL-2ersBl3dbheboVOiaZ5yXCX3GaiGrQgBspaw7rwGhJKa1SmJMjxeWj_BwAA__8-jpg.webp)
$619,900
15239 FIRELIGHT DR, Winter Garden, FL 34787
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)
![880 SUMMER OAKS RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRS5119641/8c61b010/1738372570/w600_original_BMDRDYJADADQiXqltCngAP754wbNUU6MFWIvMXF636P3My-IycXCfsfbvlnqERivbJ99xT2seeLtep9EZeBhYlQjrm4Es5CBsCosNM6wugovY91o0_I8vf0DAAD__w-jpg.webp)
$575,000
880 SUMMER OAKS RD, Winter Garden, FL 34787
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)
![17006 CLEAR MIND ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRG5092250/4504fcd9/1738782971/w600_original_BMBRDsIgDADQE0G3ilQ8gH_-eIMCLc5Yt9glJp5-77nvm18B_BTZ-L9--OexrQb29vFdOizGQxzutwelnMqc8QJMiiJzDdgQQ1LtoRbqYcJaNMu58UTxtck4AgAA__8-jpg.webp)
$574,990
17006 CLEAR MIND ALY, Winter Garden, FL 34787
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)
![8013 NAVEL ORANGE LN, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276185/6a80df17/1738271777/w600_original_BMBRDsIgDAbgE0EZ_Ir1AL754g0qRZyxbrFLTDz9vue2rX4m8hLF5L985OexLUb29vGdlWaT0Z2ul1vFEaUyQIqKlh45aJ2mgKyHcGdu4dQlsRRklRRfax97AAAA__8-jpg.webp)
$569,000
8013 NAVEL ORANGE LN, Winter Garden, FL 34787
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)
![16518 SEA GLASS ST, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275715/f5ca4f2f/1738371672/w600_original_BMBRDsIgDAbgE0GVVmAewDdfvMHPOnHGusWSmHh6v8cYu5-JnCMMv-2Nr8d5M7KX98-qtBr64nS93IrkVFLNiSCnSVk5SJ0lCDNCg05BD5qPfC-tosXnvvR_AAAA__8-jpg.webp)
$545,000
16518 SEA GLASS ST, Winter Garden, FL 34787
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)
![9273 GRAN TEATRO DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276243/194db834/1738271777/w600_original_BMBRDsIgDAbgE0E3YfzUA_jmizeoWHHGusWSmHh6v8cYux-JPEUx-W1v-Xpsm5G9vH_WG60mXZ3OpwtyyQuAStwOU0szAopoyCmVwJznwMtVca86MWp87tr_AQAA__8-jpg.webp)
$444,990
9273 GRAN TEATRO DR, Winter Garden, FL 34787
Listed by KELLER WILLIAMS ADVANTAGE REAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![16926 RESEDA ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275359/7a8dc389/1738877472/w600_original_BMDRDcJACADQiTiUo73iAP754wYo9KwR20gTE6f3PfZ9yxNi1qKhv_Wt3yz3NTBe2T-L4RLaPfFyvjYej43aQGgmlXwWOBgJ8DQ56CgMQyVjs5v6TOW5ef8HAAD__w-jpg.webp)
$430,000
16926 RESEDA ALY, Winter Garden, FL 34787
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)
![7387 DUXBURY LN, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6276081/b54bdb2f/1738372570/w600_original_BMBdDsIwCADgE7Us9IfgAXzzxRvQyuqMuEWamHj6fc85D78AeIpi8t8_8vPYdwN7-_huD9hMhjrcrnfKNXFOhUH7ilxrC6iEISNx4LL0wLWJaqO1LBhfh44zAAD__w-jpg.webp)
$425,000
7387 DUXBURY LN, Winter Garden, FL 34787
Listed by KELLER WILLIAMS ADVANTAGE REAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![128 TILDENVILLE SCHOOL RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275991/55feaabb/1738257372/w600_original_BMDRDcJACADQie6ghXLVAfzzxw0I1LNGbCNNTJze9ziOPc8ASVVDf9tbv1ltC4hX9s_qsIb2JeF6uTUWkgGRYJjEfJyl4H22wjRxOUlrRXE0InZy8frcl_4PAAD__w-jpg.webp)
$374,000
128 TILDENVILLE SCHOOL RD, Winter Garden, FL 34787
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)
![142 WINDTREE LN #202, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRS5119655/16142058/1738254671/w600_original_BMBRDsIgDADQE0EHNEA9gH_-eINaKs5Yt9glJp7e9ziO3U8AXiIb_7Y3fz3KZmAvn591wGo81eFyvjasmGteMjQdVCRpEFruAXOn0EvjIL3i6JJuSCk-d53_AAAA__8-jpg.webp)
$1,650
142 WINDTREE LN #202, Winter Garden, FL 34787
Listed by TRANSCEND REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![15863 BURCH ISLAND CT, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275073/114622be/1738186275/w600_original_BMBdDsIwCADgE1FkY7bzAL754g2gf86IW6SJiaf3e4xx-AXR5yAmv_0tXw95N7SX989WcDPp1fF2vUc-n9K6EmNOyjQtBVKhCVhaBF1qA2oSVYnyLBqeR-3_AAAA__8-jpg.webp)
$2,500,000
15863 BURCH ISLAND CT, Winter Garden, FL 34787
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)
![15550 AVENUE OF THE ARBORS, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6275121/14703cfe/1738190772/w600_original_BMBRDoIwDADQE22FtQzqAfzzxxuUuU6MFWKXmHh63rP3wy8AjlFM_vtHfh7LbmBvb9_tAZtJqw63632mPA7zkhF0ZSTUKawDlUBFNLDmGjilhCPjMrHG11HbGQAA__8-jpg.webp)
$1,999,999
15550 AVENUE OF THE ARBORS, Winter Garden, FL 34787
Listed by REGENCY REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![15005 LAKE BESSIE LOOP, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6271780/735fa03a/1738150268/w600_original_BMDRDQIxCADQiVqkxeI5gH_-uAFSUs-Id5EmJk7ve8y5xxkgahaX3_aWb2TdHPwV47N2WF2GBVwvN6YjImNFwMJMB-PUtFmiRks6LVST3bsWK92qSn7uNv4BAAD__w-jpg.webp)
$675,000
15005 LAKE BESSIE LOOP, Winter Garden, FL 34787
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)
![12754 BRODLOVE LN, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6273677/ae03544b/1738169175/w600_original_BMBRDoIwDAbgE22FbazoAXzzxRv8dWVirBBLYuLp_R7HsfuZyHOE4be98fV434zs5f2zNloNXZ2ulxuXqdaxjIkSppy1LEGGlEM5zSkA3AIqCy9NZR4kPnft_wAAAP__-jpg.webp)
$629,000
12754 BRODLOVE LN, Winter Garden, FL 34787
Listed by TALENT REALTY SOLUTIONS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)