- Any
- $ 100,000
- $ 150,000
- $ 200,000
- $ 400,000
- $ 800,000
- Any
- $ 200,000
- $ 300,000
- $ 400,000
- $ 600,000
- $ 1,000,000
- Any
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212 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![14311 BRAEMAR ST, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6262643/c468b49e/1733429775/w600_original_BMBRDsIwCADQE7WEymR4AP_88Qaso3VG3CJNTDy97zHGEReAOGV1_e1v_Uauu4O_on-2FTbXbgG3652pEM0oBIWRmxoma0tNJIWTTihpOnPFebVFqOXnYf0fAAD__w-jpg.webp)
$2,950
14311 BRAEMAR ST, Winter Garden, FL 34787
Single Family Home
Listed by KAZA REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![10276 MERRYMEETING BAY DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6262155/8ee44a67/1733328971/w600_original_BMBRDoIwDADQE23t6CipB_DPH29QOpwYK8SSmHh63vM49rgABGV1_W8f_UW2zcHf0b9rg9W1LwG3632qA2HhIjCyKA1kqVG1VA05zQ-UxDMTapuKyJhf-9LPAAAA__8-jpg.webp)
$3,000
10276 MERRYMEETING BAY DR, Winter Garden, FL 34787
Single Family Home
Listed by SHINING OAK REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![16381 HAMLIN HILLS RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6262158/379f8347/1738177281/w600_original_BMDLDcIwDAbgiRK7SYQFA3Djwgbmz4MiTCscCYnp-z3n3P1C5Dmq6X_76M8jNiN7-_iulVbT0Zxu17uUlDmxLHSqDAgkMDeE0ksNWsGBcebcJT2Wjvja2zgCAAD__w-jpg.webp)
$2,750
16381 HAMLIN HILLS RD, Winter Garden, FL 34787
Townhouse
Listed by WRA BUSINESS & REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![15542 SUNQUAT DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6261276/a2bfb5e1/1733510772/w600_original_BMBRDoIwDAbgE21l0PEXD-CbL96gwpgYK8QuMfH0fM_WDr8Q-RDV9L9_9Odx3o3s7fW7LbSZ1uJ0u97BfTelBBC4F85jCdzpGngFB0GWkBeMGOQxTynF11HqGQAA__8-jpg.webp)
$535,000
15542 SUNQUAT DR, Winter Garden, FL 34787
Single Family Home
Listed by BAHIA INTERNATIONAL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1043 WOODSON HAMMOCK CIR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6260607/97e3e26f/1736470870/w600_original_BMBRDsIgDADQE5UW6QQ8gH_-eINuVJyxbrEkJp5-7znG7hdET0FM_ttHfh6WzdDe3r9rw9Wkq-Ptes8cSz4xJ6QpzZEfBWhWBT6TQC1VgCZpmTW2hWt47dqPAAAA__8-jpg.webp)
$2,900
1043 WOODSON HAMMOCK CIR, Winter Garden, FL 34787
Single Family Home
Listed by DAVID WEAVER, REALTOR
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![16659 BROADWATER AVE, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6257566/5112ab3c/1735668972/w600_original_BMBRDsIwCADQE7WsWEE8gH_-eAPSsjojbpElJp5-77nvW1wB4pTV9b9-9Be5rQ7-jvFdOiyuwwLutwfXSWrBStD4zDMSJUS0VGniJMUocW8orGXucsmvzcYRAAD__w-jpg.webp)
$2,150,000
16659 BROADWATER AVE, Winter Garden, FL 34787
Single Family Home
Listed by EXP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2081 NERVA RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6257572/90bf10fb/1732315571/w600_original_BMBRDsIgDAbgE0En_HPFA_jmizdAKDhj3WJJTDz9vucYu12ILPqs-b998s982ZT0bf27Vlo1dzG6Xe8LpoTAYDpzw1wAN6cTHMKjOV7C5GosSZrEGhn-tUs_AgAA__8-jpg.webp)
$744,990
2081 NERVA RD, Winter Garden, FL 34787
Single Family Home
Listed by EXP REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![423 N MAIN ST, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6259239/0d61c3f3/1735925476/w600_original_BMBdDoIwDADgE3Vlo7XMA_jmizco7EeMFWJJTDw93_M4dr8i-hjU9L999Odh2Qzt7f27FlxNe3W83x5CkYiHJDhHSiqlQGOqQHm5wDS1BjFnTsNMMgqH1177GQAA__8-jpg.webp)
$715,000
423 N MAIN ST, Winter Garden, FL 34787
Single Family Home
Listed by HOMEVEST REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![16354 GREY PINE DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6259632/caa2de30/1732234568/w600_original_BMBRDoIwDADQE3UNrrTFA_jnjzfoGJsYK8SSmHh63vM49rgiRk7m9t8-9os0b47-jv5dK65ufQm83x5Cw8iZdMIyDspkBrWJAjExFKUJGvOFJbe5FkmvfelnAAAA__8-jpg.webp)
$540,990
16354 GREY PINE DR, Winter Garden, FL 34787
Single Family Home
Listed by PULTE REALTY OF NORTH FLORIDA LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![11 E SMITH ST #Seville -102, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6241190/a40eb54b/1732133780/w600_original_BMBRDsIgDADQE0HLKKAewD9_vEGlgDPWLZbExNPvPefc7QJg0bPyf_vwz3zdFPRt47sKrMqjGdyu9xIzlZwQAbF06hxcJ2FHS0X34Ly4eE5BQjoJtupfextHAAAA__8-jpg.webp)
$1,890
11 E SMITH ST #Seville -102, Winter Garden, FL 34787
Condo
Listed by THE APARTMENT BROTHERS LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8066 BOWERY DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6258863/b0943032/1732056372/w600_original_BMBRDsIwCADQE7XIoGP1AP754w3IinVG3CJNTDy97zHGEWeAoKyuv_2t38jr7uCv6J-twebaLeB6uQkjMeIyw2RSpcyUKhVMPJ0kLU3WVFHYmhS-E-bnYf0fAAD__w-jpg.webp)
$659,900
8066 BOWERY DR, Winter Garden, FL 34787
Single Family Home
Listed by CT HOMES REALTY CORPORATION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7573 GREEN MOUNTAIN WAY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6257099/937a517a/1736214165/w600_original_BMDLDcIwDADQiRIHEteYAbhxYQPnSxGmFY6ExPR9zzl3uwJY9KLy3z7yM182BX3b-K4VVpXRDO63B6VAHENIUDifpHJ3GLG5lLI4zufqSl8IsS9I4eJfextHAAAA__8-jpg.webp)
$1,799,000
7573 GREEN MOUNTAIN WAY, Winter Garden, FL 34787
Single Family Home
Listed by PRISTINE INTERNATIONAL REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1468 SCARLET OAK LOOP, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6257336/a350cd92/1731625291/w600_original_BMDRDQIhDADQiaColIID-OePGxRL8Yz1LvYSE6f3PfZ98zOAnyIb_9Y3fz3eVwN7-fwsAovxHA7Xy41yqgVLSoA0UIty0EPHkGuT0LBL6CR61JYLYY3Pbcx_AAAA__8-jpg.webp)
$350,000
1468 SCARLET OAK LOOP, Winter Garden, FL 34787
Townhouse
Listed by CLOCK TOWER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9332 BOLSHOI ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6256270/d57ba3cb/1733255176/w600_original_BMDRDcJACADQiTis0Ct1AP_8cQPk8KwR20gTE6f3PfZ9yxNiUtHQ3_rWbxZbA-OV_bM0XEK7J17O14kP48hMFYejUBVpMIsbsFWB2yAG5ndynZrr7OW5ef8HAAD__w-jpg.webp)
$479,990
9332 BOLSHOI ALY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![9350 BOLSHOI ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6256258/28d602fb/1733255176/w600_original_BMBRDsIgDAbgE0HBFVc8gG--eIOfwXDGusWSmHh6v8cYh12IbPJQ_PY3vuaXXUlf1j9bpU3Rm9Htep85pBQlBloKYpUMN0tOjlmyKycUF7itiFxlOq_-ebT-DwAA__8-jpg.webp)
$454,990
9350 BOLSHOI ALY, Winter Garden, FL 34787
Townhouse
Listed by KELLER WILLIAMS ADVANTAGE REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![14739 GLADE HILL PARK WAY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6255272/50421464/1736214207/w600_original_BMBdDsIwCADgE7Vgf8bmAXzzxRuwgnVG3CJNTDy932OMw88AniMb__Y3fz223cBe3j-bwGbc1eF6uVHBNNVKCCvNUjm1kBK2UPK8huVeMehJJRMukxSNz0P7PwAA__8-jpg.webp)
$820,000
14739 GLADE HILL PARK WAY, Winter Garden, FL 34787
Single Family Home
Listed by WRA BUSINESS & REAL ESTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![6560 CANDIED PEEL ALY, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRS5115131/4fa61a34/1730926871/w600_original_BMBRDsIwCADQE7U0LWvBA_jnjzcgsNQZcYssMfH0vsd5HnEBiJbF5be_5RtZdwd_xfxsBpvLXANu1_vA0mpHJjAuZVSShJU1oaIlrm0kM9SlEy1Ne34e6_wHAAD__w-jpg.webp)
$476,000
6560 CANDIED PEEL ALY, Winter Garden, FL 34787
Townhouse
Listed by MD3 HOMES LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![112 SOUTHERN PECAN CIR #204, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRG5088967/42cecbb6/1736214014/w600_original_BMBRDsIwCADQE7U0rJPNA_jnjzdAoHVG3CJNTDy97zHGEWeAmDI7__Y3fyPL7uCv6J9NYXPuFnC93KgWLAsiQlnu2lqVZDpjqjZJWpUoaTkJVl5napyfh_V_AAAA__8-jpg.webp)
$2,275
112 SOUTHERN PECAN CIR #204, Winter Garden, FL 34787
Condo
Listed by THE FLORIDA PROPERTY SHOP SALE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![17017 MARSH RD, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6254855/7efe440b/1736214489/w600_original_BMBRDsIgDADQE0EHA0s9gH_-eIPKWpyxbrFLTDy973Ecu58BfI5s_Nve_PXYNwN7-fisC6zGQxyulxuWKSFmmqBrapqlhaUmCqVqD5SkhHyfVdtJM1aKz13GPwAA__8-jpg.webp)
$9,900,000
17017 MARSH RD, Winter Garden, FL 34787
Single Family Home
Listed by BERKSHIRE HATHAWAY HOMESERVICES RESULTS REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12572 WESTHAVEN OAKS DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6255076/ee694131/1736186472/w600_original_BMBRDsIgDADQE0FX6KjxAP754w0K63DGusWSmHj6vecYh18BPEcx-e8f-Xlsu4G9vX-3BTaTrg7324NpSinPFwZtjGWpc5A1t0CMKVTNGEotE1JamVDj69B-BgAA__8-jpg.webp)
$2,900
12572 WESTHAVEN OAKS DR, Winter Garden, FL 34787
Single Family Home
Listed by I BROKER REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![760 WALKERS GROVE LN, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRS5114979/be7b6ff8/1730753174/w600_original_BMBRDsIgDADQE0FXqGP1AP754w1KIThj3WKXmHj6vedx7H4F8BzF5L995OdRNwN7-_iuDVaT0R3ut0ehCUtOS4JLmlG5c1iUKRAqhpprDlTqRC3NyE3ia-_jDAAA__8-jpg.webp)
$3,900
760 WALKERS GROVE LN, Winter Garden, FL 34787
Townhouse
Listed by FLORIDA REALTY TEAM OF CENTRAL
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![16653 TOCCOA ROW, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6253807/38d2fa61/1730495781/w600_original_BMBRDsIwCADQE7W0hQDzAP754w2Ym3VG3CJNTDy97zHGESeAwGxuv_1t38i33cFf0T_bAptbXwMu56vgpMI0KSDR3FQ4mXFLNHNJKlISWl1qY8J6L_l5rP0fAAD__w-jpg.webp)
$700,000
16653 TOCCOA ROW, Winter Garden, FL 34787
Single Family Home
Listed by CORCORAN CONNECT LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12839 WESTHAVEN OAKS, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6253593/2502e4fe/1736214594/w600_original_BMBRDoIwDAbgE22dbIziAXzzxRsU-DsxVoglMfH0fM_j2P1K5DmKyX_7yM_jvBnZ29t3XWg1aXC63x5DHjlx4Y4UOuZa56BL6ULRhDBhGkIF96miv6givna0MwAA__8-jpg.webp)
$2,700
12839 WESTHAVEN OAKS, Winter Garden, FL 34787
Townhouse
Listed by EAST PEARL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![12620 CLEAR SAPPHIRE DR, Winter Garden, FL 34787](https://img.chime.me/imageemb/mls-listing/586/MFRO6252783/9ecf741f/1738960277/w600_original_BMDRDYJADAbgie5KS6XWAXzzxQ1-BE-MFWJJTJze77HvW56Isq8I_NY3vllva1C8sn2WiZZAm5Mu56v1PjCrDgSGqEpX7pOgqJkXHF3KaAd07KMxS31uc_sHAAD__w-jpg.webp)
$2,999
12620 CLEAR SAPPHIRE DR, Winter Garden, FL 34787
Single Family Home
Listed by TALENT REALTY SOLUTIONS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)