98 Properties Available In Winter Park
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- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![543 WARRENTON RD #543, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6251997/53227428/1736446574/w600_original_BMBRDsIgDADQE0HFYss8gH_-eIMWBs5Yt9glJp5-77nvm18BHKOY_NeP_DzW1cDePr5Lg8VkzA7324NxQsrMJ-jI5yaphi6ZQi5FQ0nK4TIRSddWFVN8bfM4AgAA__8-jpg.webp)
$299,000
543 WARRENTON RD #543, Winter Park, FL 32792
Condo
Listed by LA ROSA REALTY ORLANDO LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1818 MONDRIAN CIR, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6248828/7059ea2c/1728907269/w600_original_BMBRDoIwDADQE22lUkbnAfzzxxu0rkyMFWJJTDy973Ece5wBYszi8tve8o183xz8Ff2zNlhdugVcL7d55KlUJAKdaTA0S9wKJ9JlSFVPSxIsaqwTVmv5uVv_BwAA__8-jpg.webp)
$775,000
1818 MONDRIAN CIR, Winter Park, FL 32789
Townhouse
Listed by COLDWELL BANKER RESIDENTIAL RE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2929 ANTIQUE OAKS CIR #54, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6248601/0ea03fd0/1728655273/w600_original_BMDLDcIwDAbgiRL3x0mxGIAbFzZwyYMiTCscCYnp-z3H2P1C5BzV9L999OfxsRnZ2_t3LbSa9up0u97PLBlIEMqME5Y5h8aQkMrMQSQvoZSEplNDbVN87bUfAQAA__8-jpg.webp)
$1,250
2929 ANTIQUE OAKS CIR #54, Winter Park, FL 32792
Condo
Listed by INNOVATIVE REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1001 TUSCANY PL, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6245474/88324c50/1727904686/w600_original_BMBdDoIwDADgE2212U87D-CbL96gMDoxVoglMfH0fM_j2P0K4CmKyX_7yM_jvBnY28d37bCajMXhfntQoporlQtow4aa5pAK9ZAn5cCIJUyYWZlrkdbja1_GGQAA__8-jpg.webp)
$1,069,000
1001 TUSCANY PL, Winter Park, FL 32789
Single Family Home
Listed by FANNIE HILLMAN & ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1917 S LAKEMONT AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6238835/7711956b/1726670774/w600_original_BMBRDsIgDAbgE0GHpRM8gG--eIN_SnHGusWSmHh6v8cYu5-InCMMv-2Nr8fbZmQv75_1TquhN6fL-XpkKZLTVCkv2jTNHFCnJeSCQ6iZEaSiiCYpynN87q3_AwAA__8-jpg.webp)
$899,000
1917 S LAKEMONT AVE, Winter Park, FL 32792
Townhouse
Listed by KELLER WILLIAMS WINTER PARK
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5170 LAZY OAKS DR #5170, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6230538/14426d6e/1726246871/w600_original_BMBdDsIwCADgE7XYX8ED-OaLNyBS6oy4RZaYePp9z33f_ALgJbLxf_3wz-NjNbC3z-8isBjP4XC73s-ltIY5Z-hIOE4ioSfkUIlSQOk9IGttSjUn1fjaxjwCAAD__w-jpg.webp)
$274,000
5170 LAZY OAKS DR #5170, Winter Park, FL 32792
Condo
Listed by THE PROPERTY PROS REAL ESTATE, INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5210 POINSETTA AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6240219/09c71da8/1726245071/w600_original_BMBRDsIwCADQE1GWFVf0AP754w3oBnVGXCNNTDy97zFGjwti5CQuv-Mt30jr4eivaJ99w92laeDtei95mYmYGFUWXtUMik0ZyOQEzGeFaludK1mxidOza_sHAAD__w-jpg.webp)
$422,500
5210 POINSETTA AVE, Winter Park, FL 32792
Single Family Home
Listed by MLSB THE BUREAU POWERED BY CAROM REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1915 S LAKEMONT AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6226388/fa995b09/1725657381/w600_original_BMDLDcIwDAbgiRIHp3nAANy4sMEvuw1FmFa4EhLT8z2OY_cLkecIw2974-tRNiN7-fisSqthzE63671lzufEpZMuTWrHFMC1hqmVU-i6IKgkSaIVzCU-93n8AwAA__8-jpg.webp)
$878,500
1915 S LAKEMONT AVE, Winter Park, FL 32792
Townhouse
Listed by KELLER WILLIAMS WINTER PARK
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![274 N RANGER BLVD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6222908/9e6eae9e/1724714172/w600_original_BMBRDoIwDAbgE22164DMA_jmizf4YWVirBC7xMTT8z17P_xK5BJh-O8f_Dwuu5G9vX23SpuhqdP99piE85g4MxVe1mGdUriUqiGLzgF1TEEKBhVOFZjj69B2BgAA__8-jpg.webp)
$610,000
274 N RANGER BLVD, Winter Park, FL 32792
Single Family Home
Listed by NETWORTH REALTY OF ORLANDO, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![648 BRECHIN DR, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6235113/c0c759d4/1737465370/w600_original_BMBRDsIwCADQE7XYwUrmAfzzxxvAinVG3CJNTDy97zHGEWeAwCwuv_0t38jr7uCv6J-twebSLeB6uTESL8gzAZaTYSVNcldLNPGSFKmkUpvqXG2dasvPw_o_AAD__w-jpg.webp)
$819,900
648 BRECHIN DR, Winter Park, FL 32792
Single Family Home
Listed by RAZZANI INTERNATIONAL REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1811 WINTER GREEN BLVD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6230728/0fe87d48/1729550770/w600_original_BMBRDsIwCADQE7XQ0BX1AP754w2A1TojbpElJp5-77nvW1wAgrK4_NeP_CLb6uDvGN9lhsVl9IDb9c5EDStSATxNxFjnpFhKqlPXpKKUHtyUz9zMrOTX1scRAAD__w-jpg.webp)
$295,000
1811 WINTER GREEN BLVD, Winter Park, FL 32792
Single Family Home
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3782 KINSLEY PL, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6230503/50374179/1736214597/w600_original_BMBRDoIwDADQE22ldLXDA_jnjzeo0E2MFWJJTDy973Ece5wBgrK6_ra3fiPPm4O_on_WBVbXbgHXy02IuEyMAnUwRZ5bkjrWVApqup-sJWrCNtqEw2L5uVv_BwAA__8-jpg.webp)
$6,750
3782 KINSLEY PL, Winter Park, FL 32792
Single Family Home
Listed by FLORIDA PRESTIGIOUS HOMES INC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3291 OAK LAKE #125, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6229247/d99617f5/1732126573/w600_original_BMBRDsIwCADQE7XYQSnxAP754w3I2OqMuEWamHj6vecYR1wBArO6_veP_iLPu4O_o383g821LwH326MhThdCRDAuRVbRJEhrIp5q0mKSWGtjE25U5_w6ln4GAAD__w-jpg.webp)
$190,000
3291 OAK LAKE #125, Winter Park, FL 32792
Condo
Listed by FANNIE HILLMAN & ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1650 LAKEHURST AVE, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6225250/1f1eaeba/1738416670/w600_original_BMBRDoIwDAbgE23FDrLhAXzzxRt04-_EWCGWxMTT8z2PY_crkacoJv_tIz-PbTOyt_fvutBq0uF0vz1y4qFMeZ6p4DJwyy1UHUsYp4QgqBzAKqhZdQHH145-BgAA__8-jpg.webp)
$1,625,000
1650 LAKEHURST AVE, Winter Park, FL 32789
Single Family Home
Listed by KELLY PRICE & COMPANY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1905 S LAKEMONT AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6210889/8d8c4246/1736190971/w600_original_BMBRDsIwCADQE7W0tRP0AP754w0QsM6IW2SJiaffe27bGmeAOGR2_i8f_kWWxcHfMb6zwuw8LOB6uWGjQtjbCWpjfGhtqbJh6mWSRPejJCPSCVmll5pfq409AAD__w-jpg.webp)
$849,900
1905 S LAKEMONT AVE, Winter Park, FL 32792
Townhouse
Listed by KELLER WILLIAMS WINTER PARK
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![508 W SWOOPE AVE, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6208366/e1ad10c7/1736214056/w600_original_BMDBDcJQCADQifjUggEcwJsXN0BpvzViG2li4vS-x75vdUIsap7-W9_-rXZfE_NV_bMELul9KrycrzIKkSkzjgNzhDKEzQJsLuCuCjbc5qOQxSGiPbep_wMAAP__-jpg.webp)
$1,775,000
508 W SWOOPE AVE, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![460 CAMBRIDGE BLVD #B, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6208110/ffc48130/1737997273/w600_original_BMBRDsIgDADQE0E7xgp6AP_88QYtVpyxbrEkJp5-7znG7mcAnyMb_7cP_zy2zcDe3r_rHVbjrg7Xy62kkgrStADKTHhCDVkrhcxNQkV6hFyEFkpS24TxtWs_AgAA__8-jpg.webp)
$2,300
460 CAMBRIDGE BLVD #B, Winter Park, FL 32789
Single Family Home
Listed by 4 ACRE REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![626 BAFFIE AVE, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6204887/123500dd/1736213093/w600_original_BMBRDoIwDAbgE22FdtnAA_jmizf4U-rEWCGWxMTT8z2PY48LUUiG47998Iusm5O_o3_XhVZHt6Db9d64FmkyMAGTlsKWRpuRysSS5roMqYlKxdgexppfu_UzAAD__w-jpg.webp)
$2,500
626 BAFFIE AVE, Winter Park, FL 32789
Single Family Home
Listed by GRACE REALTY, INC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2955 LOLISSA LN, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6202663/322a15d5/1729879570/w600_original_BMBRDoIwDAbgE20NY22nB_DNF2_wg3VirBBLYuLp-Z77vsWZKMYMx3_94Bd5Xp38Hf273GlxdAu6Xm5auA2Vm9BUMKtYS2wPpKoyJXA9JRNoBQYdueTXZv0IAAD__w-jpg.webp)
$849,000
2955 LOLISSA LN, Winter Park, FL 32789
Single Family Home
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3651 N GOLDENROD RD #E205, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6202969/d565d721/1730385071/w600_original_BMBRDoIwDAbgE21lbOxfPYBvvniDonVirBBLYuLp-Z77vvmJyHMUk__6kZ_H22pkb-_f5U6LSVeny_mKcWoNGaCRH9owcBi4zqFUpMBpliClQVGmmpDja9N-BAAA__8-jpg.webp)
$185,000
3651 N GOLDENROD RD #E205, Winter Park, FL 32792
Condo
Listed by COLDWELL BANKER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5481 PARK VALE BLVD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6189475/4f9f1443/1730307678/w600_original_BMBRDoIwDAbgE22d-IcVD-CbL96g2DIxVohdYuLp-Z6973EhinMWl__2kV_kx-bk72jfVWl1aRZ0u97rcCojuDAZZK48aTKxJWFcOHFBTQoMMJ0wW8mv3doRAAD__w-jpg.webp)
$350,000
5481 PARK VALE BLVD, Winter Park, FL 32792
Single Family Home
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1908 CARRIGAN AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6175899/690cc932/1729631776/w600_original_BMBRDsIwCADQE7UU2MrmAfzzxxuQSuqMuEWamHj6vecYR1wAgrO6_veP_iK33cHf0b_bAzbXbgG3612QV-ayCqBRFcYpFcI5TfOyJKXKqZRqJNTUpOXXYf0MAAD__w-jpg.webp)
$337,000
1908 CARRIGAN AVE, Winter Park, FL 32792
Single Family Home
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1101 KENWOOD AVE, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6172852/9cf4d936/1734463615/w600_original_BMBRDsIgDADQE0GBkoIewD9_vEFrGc5Yt9glJp7e9ziO3c8AjpGNf9ubvx7vm4G9fH5WhdV4Dofr5dYyplITIaBo56VhoCIa6kISTtQodJU6Suqac43Pfcx_AAAA__8-jpg.webp)
$1,495,000
1101 KENWOOD AVE, Winter Park, FL 32789
Single Family Home
Listed by CORCORAN PREMIER REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1000 HOWELL BRANCH RD, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6255875/9730b7d0/1731026769/w600_original_BMBRDoIwDAbgE22l29zAA_jmizf4KWxirBC7xMTT8z17P-xKZNFD8d8_-JmXXUnf1r7bQpuirUb326OkIcWcmaksFVLl4rjI4JIkuHHC6EINPHOIecLsX8fazgAAAP__-jpg.webp)
$1,020,000
1000 HOWELL BRANCH RD, Winter Park, FL 32789
Vacant Land
Listed by CENTRAL FLORIDA PRIME REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)