98 Properties Available In Winter Park
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![690 OSCEOLA AVE #308, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRR4908663/2865e06f/1737996371/w600_original_BMBRDsIgDADQE0EpVBkewD9_vEGBgjPWLXaJiaf3PY5jtwuAJc_Kv-3NX_NtU9CXzc_aYVWeYnC73jNRzPlMCDHFEqglN-oyHFUsroQgrrcT4SIBax_-ucv8BwAA__8-jpg.webp)
$329,900
690 OSCEOLA AVE #308, Winter Park, FL 32789
Condo
Listed by STRAWBERRY FIELDS FOREVER REALY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![669 GRENADINE CT #S, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6270007/e37df720/1736451980/w600_original_BMBRDoIwDAbgE23d4GcUD-CbL96gYJkYK8QuMfH0fM_WDr8QeR_F5L9_5Odx2Y3s7fW7PWgzqep0u95HoCRgZOqQUynahSGtSwDnPjBDwwSd04xpzUOOr0PrGQAA__8-jpg.webp)
$230,000
669 GRENADINE CT #S, Winter Park, FL 32792
Condo
Listed by RE/MAX EXCLUSIVE COLLECTION
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3035 GEORGE MASON AVE #C, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6269720/b3952ff1/1736439372/w600_original_BMBRDsIgDADQE0FX2pXhAfzzxxs0DnDGusWSmHj6vecYh18AnKKa_veP_jw-dgN7e_9uK2ymvTrcrvfMPGNOPMHSREQKB51mDNy0hoUkBS5pJdSSCVt8HbWfAQAA__8-jpg.webp)
$1,250
3035 GEORGE MASON AVE #C, Winter Park, FL 32792
Condo
Listed by REAL PROPERTY MANAGEMENT SUNSTATE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![151 N ORLANDO AVE #207, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6269318/00308a53/1736360172/w600_original_BMDdCQIxDADgidJUzA91AN98cYPUxnpivMMcCE7v99j3LU-IeSwW9lvf9s1yWwPjlfOzDFzCpidezlcloiqsip2cvTKDtKFA7gJGvcPgKo0Opo3v5bn5_AcAAP__-jpg.webp)
$2,200
151 N ORLANDO AVE #207, Winter Park, FL 32789
Condo
Listed by PALMANO GROUP RE BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1695 LEE RD #B102, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6269228/65347b58/1736290872/w600_original_BMBRDoIwDADQE3VltDj0AP754w1qVybGCrFLTDw979n7HhfEoCQu_-0jv0i6Ofo72netuLo0C7xd74WZ5sJ5QpWJHqezgumswDRWkGExGKiMlHXhmim9dmtHAAAA__8-jpg.webp)
$1,950
1695 LEE RD #B102, Winter Park, FL 32789
Condo
Listed by LA ROSA REALTY PREMIER LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1655 N PARK AVE, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6267205/a6c6d9bc/1735841774/w600_original_BMBRDsIgDAbgE0HhhzD1AL754g3aUXHGusUuMfH0-577vvmFyEtk4__64Z_HeTWyt4_v0mkxHup0u96nWqaWEwohQQSnc0DKPdTKEhho4SEK9LlobTm-Nh1HAAAA__8-jpg.webp)
$895,000
1655 N PARK AVE, Winter Park, FL 32789
Single Family Home
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)
![1422 TIERRA CIR, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6267207/e98b4954/1737139572/w600_original_BMBRDsIwCADQE7VYQKEewD9_vAGdtc6IW2SJiaffe27bGmeAoGxu_-Vjv8jT4uDvGN_5DrPb6AHXy02Y5FQIKxyoqhxLS2rGiYvUpOXREjIxKnecuOXX2sceAAD__w-jpg.webp)
$529,900
1422 TIERRA CIR, Winter Park, FL 32792
Single Family Home
Listed by CHARLES RUTENBERG REALTY ORLANDO
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7309 DANIEL WEBSTER DR #O-3a, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6264889/00784be4/1735825573/w600_original_BMBRDsIgDADQE0GhNEg8gH_-eINupThj3WJJTDz93nPOw68AXiIb__cP_zyuu4G9fXw3gc14dIf77XGhkillbJBaUl1zDxm5BhKi0FRr0IJIWklkWeLr6OMMAAD__w-jpg.webp)
$99,900
7309 DANIEL WEBSTER DR #O-3a, Winter Park, FL 32792
Condo
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)
![1860 LINDEN RD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6267381/4d87d755/1738380669/w600_original_BMBRDsIgDADQE5VurFrwAP754w0KZThj3WJJTDy97zHG4RdEX4KY_Pa3fD3U3dBe3j-b4mbSm-Ptemda0sQ5MRLPLZc1Qo20AjEXSJpnUKXzpHwqGmt4Hq3_AwAA__8-jpg.webp)
$668,900
1860 LINDEN RD, Winter Park, FL 32792
Single Family Home
Listed by COMPASS FLORIDA LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2827 EUSTON RD, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6261905/8ebd9f61/1736887572/w600_original_BMBRDsIgDADQE0GxUBo9gH_-eIPCOpyxbrEkJp7e95jz8AuA5ygmv_0tX499N7CXj8-2wGYy1OF2vXNBzBUxQ6eeVmrnkE6yhtKYQ5OaAqFSXqRoqhyfh45_AAAA__8-jpg.webp)
$415,000
2827 EUSTON RD, Winter Park, FL 32789
Single Family Home
Listed by REGENCY REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1776 MONDRIAN CIR, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6267282/e98a277c/1735562769/w600_original_BMBLDgIhDAbgE0EHClY9gDs33uDnIY6xzsSSmHh6v8ecu52JjD0Uv-2Nr_m6KenLxmdttCpGN7pebpJYjlGYaamZ770VF4HqkvDBIWa4fAphaaEkjsU_9z7-AQAA__8-jpg.webp)
$5,300
1776 MONDRIAN CIR, Winter Park, FL 32789
Townhouse
Listed by COMPASS FLORIDA LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3358 CEDAR SPRINGS PL #159, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6265374/926e36d6/1735495269/w600_original_BMBRDsIwCADQE7U4isF6AP_88QalsDojbpElJp5-77nvW1wBouTm7b9-2i9yXx38HeO7KCzehgXcbw-mgucJK4Gy8SSXmpROmgi5JhEqqXfCmSuazJpfm40jAAD__w-jpg.webp)
$185,000
3358 CEDAR SPRINGS PL #159, Winter Park, FL 32792
Condo
Listed by REALTY HUB
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3054 GEORGE MASON AVE #6, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6265359/eb2daac3/1735669871/w600_original_BMBRDsIgDADQE0E32kLnAfzzxxs0DHHGusWSmHj6vecYh18AHKOa_veP_jzW3cDe3r_bCptpbw63670QJpKMBMp1eTBK0FQk0CwalglL4JamzCvmmWt8Ha2fAQAA__8-jpg.webp)
$109,000
3054 GEORGE MASON AVE #6, Winter Park, FL 32792
Condo
Listed by REALTY HUB
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7507 CRANES CREEK CT, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRS5117551/332a355c/1735323371/w600_original_BMBRDsIgDADQE0GBVjo9gH_-eIOCHc5Yt9glJp5-77nvm18AHKOY_NeP_Dz21cDePr7LAxaToQ63650Ja-FcT4BaeZZeQi5EgZR6aIU5YDrn1qY0S5ria9NxBAAA__8-jpg.webp)
$315,000
7507 CRANES CREEK CT, Winter Park, FL 32792
Townhouse
Listed by MARRERO'S HOMES REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2774 BRIGHT BIRD LN, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6266098/7c96c0bd/1734723080/w600_original_BMDLDcIwDAbgiRKTxH2EAbhxYYO_xoQiTCscCYnp-z173_1M5CXC8N8--HmUzcje3r7rnVZDU6fr5TZx4SHVlKlOpea6aMCY5sAMCfNjLCENEBFdThkcX7u2IwAA__8-jpg.webp)
$570,000
2774 BRIGHT BIRD LN, Winter Park, FL 32792
Townhouse
Listed by FLORIDA CONNEXION PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2310 CADY WAY, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6265551/efcba871/1734628576/w600_original_BMBdDsIgDAfwE0HDx8r0AL754g3-AsUZ6xZLYuLp_T3mPOxMZMlD8dvf-Jqvu5K-bHy2RptidKPr5VZyiqfIeaEcQuWyikOp3eXG4sCSHMKaYl8aQ-7-efTxDwAA__8-jpg.webp)
$617,500
2310 CADY WAY, Winter Park, FL 32792
Single Family Home
Listed by ROSANNA REAL ESTATE GROUP LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1444 CHILEAN LN, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6265981/bf44490d/1734667270/w600_original_BMBRDsIgDAbgE0EFGkY8gG--eIO_dOKMdYslMfH0fo85Dz8TeYkw_PY3vh77bmQvH59NaTOM1el6uS1cOOWamVhEVEsOtWsO3O4SIEsKJ3BrYPSkNT6PdfwDAAD__w-jpg.webp)
$1,900
1444 CHILEAN LN, Winter Park, FL 32792
Single Family Home
Listed by RE/MAX TOWN & COUNTRY REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7484 CANFORD CT #8, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6264178/cbb70bb6/1737229573/w600_original_BMDdDQIhDADgiaBiy08dwDdf3KCBBs9Y72JJTJze77HW4RcAxygmv_0tX499N7CXz882YDOZ6nC73iudORG2DNhzV201EIsGooKBS8IwtNSU2ikjj_g8dP4DAAD__w-jpg.webp)
$284,900
7484 CANFORD CT #8, Winter Park, FL 32792
Condo
Listed by REGENCY REAL ESTATE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![225 SCOTTSDALE SQ #225, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6263923/3e22673d/1737309670/w600_original_BMBRDoIwDAbgE22d6watB_DNF2_wM3BirBBLYuLp_R7HsfuZyDnC8Nve-Hpsm5G9vH_WmVZDX5yul9tYspTEA9Ocm1ZIChNyDaVUDWDWMEDlPjXImE7xuS_9HwAA__8-jpg.webp)
$125,000
225 SCOTTSDALE SQ #225, 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)
![411 SYLVAN DR, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6263469/607a28f0/1734116471/w600_original_BMBRDsIwCADQE1HCtlLmAfzzxxtgqXVG3CJNTDy97zHGESfEmJO6_va3fiPV3dFf0T-b4ebaW-DlfC3LVGglYuRqk8w3Aa5KsJCtILkp3EVyFi3CbOl5tP4PAAD__w-jpg.webp)
$849,000
411 SYLVAN DR, Winter Park, FL 32789
Single Family Home
Listed by RE/MAX 200 REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![7340 DANIEL WEBSTER DR #6, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRTB8327713/50fe65a9/1733947280/w600_original_BMBRDoIwDAbgE22l9IeqB_DNF2_QCZsYK8SSmHh6vue-b3EhCsnm9l8_9ov8WJ38He27TLS4tTnodr0reugJzFSLsGIsqVOpCSxjOgNDqoWH3sS0w5Rf29yOAAAA__8-jpg.webp)
$139,000
7340 DANIEL WEBSTER DR #6, Winter Park, FL 32792
Condo
Listed by KELLER WILLIAMS SUBURBAN TAMPA
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![1749 HARVEST CV, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6262469/f1d78218/1733571972/w600_original_BMBRDsIgDADQE0EZUGo9gH_-eIPOEpyxbrEkJp7e95jz8DOAlygmv_0tX4_33cBePj6bwmYyusP1cqOaC1M9EaxICXvhwJw11ERLEE0cuCJmTa0tbY3Po49_AAAA__8-jpg.webp)
$2,599
1749 HARVEST CV, Winter Park, FL 32792
Single Family Home
Listed by HOME WISE REALTY GROUP, INC.
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2113 ALBERT LEE Pkwy, Winter Park, FL 32789](https://img.chime.me/imageemb/mls-listing/586/MFRO6262945/960c529a/1736278278/w600_original_BMBRDoIwDADQE20V2q6rB_DPH2_QDJgYK8SSmHh63vM49rgCBGZz-28f-0Vum4O_o3_XCVa3Pgfcbw-hkbniZYBSJxamJRWpJZGoJEUa0qioqg2XxpJf-9zPAAAA__8-jpg.webp)
$2,350
2113 ALBERT LEE Pkwy, Winter Park, FL 32789
Single Family Home
Listed by WATSON REALTY CORP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h40_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)