- 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
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
- Any
- 1
- 2
- 3
- 4
- 5
76 Properties Available
- Default
- Price-High To Low
- Price-Low To High
- Newest Listings
- Beds (Most)
- Baths (Most)
- Year Built (Newest)
- Square Feet (Biggest)
![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)
$429,999
5210 POINSETTA AVE, Winter Park, FL 32792
Listed by MLSB THE BUREAU POWERED BY CAROM REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![8077 PLEASANT PINE CIR, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRS5116933/3d14051d/1733922361/w600_original_BMBRDsIgDADQE0GTFdbiAfzzxxt0FHDGusWSmHh632PO0y8AjlFMfsdbvh7rYWAvH59dYTcZzeF2vVNaKJWMBaQLr1o5bIoaEmIOvG49ZKKmlHjppcbn2cY_AAD__w-jpg.webp)
$3,900
8077 PLEASANT PINE CIR, Winter Park, FL 32792
Listed by FLORIDA LAKES REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4026 TENITA DR, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6262359/167a79b2/1733434272/w600_original_BMBRDoIwDAbgE22d_HUTD-CbL96gY2VirBBLYuLp-Z77vvmVyBHF5L9-5OdxWo3s7f27NFpMujrdb4_CAzJwyVSlYUJCqIlTYEk5jJXngPE0D1AtrZzja9N-BAAA__8-jpg.webp)
$555,000
4026 TENITA DR, Winter Park, FL 32792
Listed by OPENDOOR BROKERAGE LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2887 CLEVER LN, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6262333/11204de8/1733353275/w600_original_BMBRDsIgDADQE0EpHbR4AP_88QZ1mzhj3WJJTDy97zHG4ScAp6imv_2tX4_zbmAv759tgc20rw6X85WnTIWxItxvMmepFFqTFKbGNQjTEqhUzjlhKojxeaz9HwAA__8-jpg.webp)
$2,450
2887 CLEVER LN, Winter Park, FL 32792
Listed by INNOVATIVE REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4866 TANGERINE AVE #4866, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6260206/0daf0d11/1733243471/w600_original_BMBRDsIgDADQE0E31gbqAfzzxxsUaHDGusWSmHh632PO0y8AvkUx-R1v-Xpsh4G9fHz2DrvJUIfb9Z5xzRk3ImiV-0K1h8QqAWuSwIQYSltLWbISa4rPU8c_AAD__w-jpg.webp)
$1,700
4866 TANGERINE AVE #4866, Winter Park, FL 32792
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)
![1621 PURITAN AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6260883/555b7be9/1732738571/w600_original_BMBRDoIwDAbgE20ddrTDA_jmizf4ZTgxVohdYuLp-Z69734mco4w_LcPfh7nzcje3r5rpdXQFqfr5aZ5mHKRUSnVUoVVwvyoEjIkBahqAJ8G3KfCaeT42pd2BAAA__8-jpg.webp)
$499,000
1621 PURITAN AVE, Winter Park, FL 32792
Listed by PREFERRED REAL ESTATE BROKERS
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5201 LAKE HOWELL RD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6259460/eb370c26/1732725070/w600_original_BMBRDsIgDAbgE0GlBTY9gG--eIO_ynDGusWSmHh6v8cYu5-IXCIMv-2Nr8fbZmQv75_1TquhN6fL-TrlVFJhnkjAhSEIdWYNeUENR60pZG0q83KoYInPvfV_AAAA__8-jpg.webp)
$425,000
5201 LAKE HOWELL RD, Winter Park, FL 32792
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)
![2383 SUN VALLEY CIR #2383, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6259919/f086ac8b/1732818669/w600_original_BMBRDoIwDADQE221tEDxAP754w2abZ0YK8SSmHh63vM49rgCBGV1_W8f_UUum4O_o3_XCqtrbwH322NmnMbLMhGYIRuKJNGmiWnBJFzGNEi1gXiurCW_9tbPAAAA__8-jpg.webp)
$269,000
2383 SUN VALLEY CIR #2383, Winter Park, FL 32792
Listed by WEICHERT REALTORS HALLMARK PROPERTIES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![2816 CADY WAY, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6259777/09ed969b/1732295772/w600_original_BMBRDoIwDADQE2216yjiAfzzxxt02E6MFWJJTDw977nvW1wAgrK4_NeP_CLPq4O_o3-XBywuXQNu1_tYkU8TDgitKtsslOyMU6o4UmpMLbFaMRUuA5X82rQfAQAA__8-jpg.webp)
$2,850
2816 CADY WAY, Winter Park, FL 32792
Listed by INNOVATIVE REALTY, LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![200 SAINT ANDREWS BLVD #2008, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6259137/a8cb18fb/1732233673/w600_original_BMDdDcJACADgiTgkRa44gG--uAG9P2vENtLExOn9HsexxwUxpmRuv-1t30hlc_RXjM9acXUbLfB2vWcmJhGdULsI5XKGwqrATRnmkxH0uVo2Xir3JT33Nv4BAAD__w-jpg.webp)
$1,600
200 SAINT ANDREWS BLVD #2008, Winter Park, FL 32792
Listed by ZEN LIVING REALTY LLC
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![326 S RANGER BLVD, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFROM688636/9f15a869/1732214771/w600_original_BMBRDsIgDADQE0FhsDT1AP754w3awnDGusWSmHh632PO0y8AXiIb_443fz3qYWAvH5-9wW48usPtesdCiOuSCXKiVhepQbfSQpV1C5xTDZQFkTslFY3Ps49_AAAA__8-jpg.webp)
$644,900
326 S RANGER BLVD, Winter Park, FL 32792
Listed by FOUNDERS REALTY GROUP
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![667 MONTEGO BAY CT #S, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6257948/11c63c1b/1732138271/w600_original_BMBRDsIgDADQE0HtQGk9gH_-eIMOOpyxbrEkJp5-7znG7lcAT1FM_ttHfh7rZmBv79-1wWrS1eF-e5SMpzNnJJh1UqFcwqVhDRl5CZwmDgnnJERlqY3ja9d-BAAA__8-jpg.webp)
$225,000
667 MONTEGO BAY CT #S, Winter Park, FL 32792
Listed by RE/MAX TOWN & COUNTRY REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4965 ORANGE AVE, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6258848/7bbae663/1732041972/w600_original_BMBRDsIwCADQE7VEwMI8gH_-eAO6dnVG3CJLTDy973Ece1wAgrK5_ba3fSPPm4O_YnzWBqvb6AG36134RCSsCEhaZKYpLb2WxEvBVBtPyapiO5upCubn3sc_AAD__w-jpg.webp)
$2,150
4965 ORANGE AVE, Winter Park, FL 32792
Listed by ALPHA REALTY & ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![4786 TANGERINE AVE #4786, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6257765/baaa5fb2/1731686472/w600_original_BMBRDsIwCADQE7VsiCl4AP_88QY4sM6IW6SJiaf3PcbY8wSQh6qhv-2t36zLFhCv7J_VYA3tnnA5XxtNIoJtgpkZTdHKjRYs5M2K3OlYhJjcZyd2qc_d-z8AAP__-jpg.webp)
$247,400
4786 TANGERINE AVE #4786, Winter Park, FL 32792
Listed by FLORIDA REALTY MARKETPLACE
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3008 ANTIQUE OAKS CIR #106, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6257272/82dc8aef/1731514572/w600_original_BMBRDoIwDADQE21taQfTA_jnjzdoBp0YK8SSmHh63vM49rgCBGd1_W8f_UVum4O_o3_XGVbXvgTcb49JsBZkIdDBxloYEzYak5hN6VJnS8piSCRDoZZf-9LPAAAA__8-jpg.webp)
$1,345
3008 ANTIQUE OAKS CIR #106, Winter Park, FL 32792
Listed by REAL PROPERTY MANAGEMENT AND REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![5240 N LAKE BURKETT LN, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6254524/0e935c6f/1731988869/w600_original_BMBRDsIwCADQE1GYo-o8gH_-eANoWZ0R10gTE0_ve4zR44IYcxKX3_6Wb6SyO_or2meruLk0C7xd7yemiWjKCx4zFavMwAcjYFMDmTOB6sJlVTmvXNOzW_sHAAD__w-jpg.webp)
$535,000
5240 N LAKE BURKETT LN, Winter Park, FL 32792
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)
![3053 GEORGE MASON AVE #8, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6256375/d44add1d/1731867374/w600_original_BMBdDoIwDAfwE22FffQ_PIBvvniDBurEWCGWxMTT83sex-4XIs9RTP7bR34e583I3t6_60KrSVen2_WOMtTGqYLyxAWLIgCaQ3nUFBpXDhjHGbklngaOr137GQAA__8-jpg.webp)
$149,900
3053 GEORGE MASON AVE #8, Winter Park, FL 32792
Listed by GRAVES REALTY
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)
![3092 NICHOLSON DR, Winter Park, FL 32792](https://img.chime.me/imageemb/mls-listing/586/MFRO6255970/b4ff27da/1734028272/w600_original_BMBRDsIwCADQE7U4y7riAfzzxxugQJ0Rt0gTE0_ve4yxxwkgSmbn3_bmb-T75uCv6J9VYHXuGnA5Xxc8YD0u1KBUstpMk04oCXmW1Egtkc1SJuQbUs3PXfs_AAD__w-jpg.webp)
$429,900
3092 NICHOLSON DR, Winter Park, FL 32792
Listed by FANNIE HILLMAN & ASSOCIATES
![Stellar MLS](https://cdn.chime.me/image/fs/sitebuild/2019724/10/h80_original_2135182e-0cfe-4d4c-baf8-af78ae782892-png.webp)