Winter Park, FL Apartments & Houses For Rent
1-40 of 79 Homes
![$2,600 | 2107 Brookview Drive | Winter Park](http://www.compass.com/m/00aa6e25580ecb068fa905f8528635cc53152810_img_0_6f071/640x480.jpg)
3
Beds
2
Baths
1,392
Sq. Ft.
![$1,900 | 200 St Andrews Boulevard, Unit 1804 | Four Seasons](http://www.compass.com/m/90fc9feed6c27b1bc1d0e703593fff88aafd539f_img_0_a2fe9/640x480.jpg)
2
Beds
1.5
Baths
1,219
Sq. Ft.
![$2,200 | 145 Scottsdale Square, Unit 145 | Winter Park Woods](http://www.compass.com/m/2168eb07ed394c2c44342b766b1235ff3a7f9b49_img_0_98471/640x480.jpg)
2
Beds
2
Baths
1,020
Sq. Ft.
![$1,800 | 3651 North Goldenrod Road, Unit 102 | Lancelot at Winter Park](http://www.compass.com/m/966cacfe57084754f87cb772a053f6ce72bf5e38_img_0_1d568/640x480.jpg)
2
Beds
2
Baths
840
Sq. Ft.
![$2,200 | 3208 Parkside Court | Casselberry](http://www.compass.com/m/76a3c4ae0842a78fb1925b2b0d64554725017e8d_img_0_33480/640x480.jpg)
3
Beds
2.5
Baths
1,616
Sq. Ft.
![$2,750 | 626 Baffie Avenue | Dubsdread Heights](http://www.compass.com/m/e2e39f1b04fc713f3cae4675f3258daa0e2c8525_img_0_e57d5/640x480.jpg)
2
Beds
1
Bath
1,032
Sq. Ft.
![$4,295 | 1667 Mizell Avenue | Winter Park](http://www.compass.com/m/349b74c16e4e1e8eccb1d05e39d447fb99e713bf_img_0_3e7ce/640x480.jpg)
3
Beds
3
Baths
1,715
Sq. Ft.
![$1,475 | 2500 Lee Road, Unit 144 | Winter Park](http://www.compass.com/m/49249b1c935b785b0317a3ac7be3db35e81992c2_img_0_bda27/640x480.jpg)
1
Bed
1
Bath
645
Sq. Ft.
![$2,495 | 2336 High Street](http://www.compass.com/m/236d080bff2efd1a0b03305de602b29dc8e953c0_img_0_a1577/640x480.jpg)
4
Beds
2
Baths
1,925
Sq. Ft.
![$2,250 | 2021 Woodcrest Drive | Winter Park](http://www.compass.com/m/85241d746f8c1fc511e9cef3c8897d45add6cf3f_img_0_a67fa/640x480.jpg)
3
Beds
2
Baths
1,425
Sq. Ft.
![$1,695 | 223 Stefanik Road | Goldenrod](http://www.compass.com/m/bd6b7d51412295410c4b379d8a72eda2f439a4eb_img_0_00264/640x480.jpg)
2
Beds
2
Baths
1,191
Sq. Ft.
![$1,695 | 221 Stefanik Road | Goldenrod](http://www.compass.com/m/e2ee627c0e1964a354eb4e96a92be5eee6455237_img_0_cc5cf/640x480.jpg)
2
Beds
2
Baths
1,191
Sq. Ft.
![$2,695 | 2502 Fifeshire Drive | Brookshire Heights](http://www.compass.com/m/eea2945e22ceb3119567f7b9cebd70d4fb80e3d0_img_0_b70d2/640x480.jpg)
3
Beds
2
Baths
1,313
Sq. Ft.
![$1,325 | 1950 Killarney Drive, Unit 2 | Fairview Shores](http://www.compass.com/m/e4469ca093ee1f53ffae8ac8a113c134e03ea34d_img_0_c8fc9/640x480.jpg)
1
Bed
1
Bath
502
Sq. Ft.
![$2,695 | 2961 Clever Lane | Goldenrod](http://www.compass.com/m/dc99983a7006e62f7e20008639be28e8a47d39eb_img_0_f672b/640x480.jpg)
3
Beds
2.5
Baths
1,907
Sq. Ft.
![$3,500 | 1441 Harmon Avenue | Winter Park](http://www.compass.com/m/7305871d23ee411fe83e4f87d8a4a12fe419a1fd_img_0_2dcf4/640x480.jpg)
4
Beds
3.5
Baths
1,840
Sq. Ft.
![$2,695 | 1856 Erudite Way | Goldenrod](http://www.compass.com/m/b198b24473468787329b17cd3d31a007360292e1_img_0_1b5cf/640x480.jpg)
3
Beds
2.5
Baths
1,907
Sq. Ft.
![$2,550 | 1201 Park Green Place | Winter Park](http://www.compass.com/m/74e662a933919294e2504e6ca7aa9c6e9a2b226c_img_0_f546b/640x480.jpg)
2
Beds
2
Baths
1,272
Sq. Ft.
![$1,800 | 174 Scottsdale Square, Unit 174 | Winter Park Woods](http://www.compass.com/m/aae479392101fd21ab2399a37357120e6e490769_img_0_d5aa8/640x480.jpg)
2
Beds
2
Baths
1,085
Sq. Ft.
![$2,375 | 633 South Lakemont Avenue | Kenilworth Shores](http://www.compass.com/m/af0a119193741d26fd47b06e2b64442f93c379b5_img_0_092ba/640x480.jpg)
3
Beds
2
Baths
1,496
Sq. Ft.
![$2,075 | 3488 Seagrape Drive | Goldenrod](http://www.compass.com/m/d07dd309938e48dfcf2949064b5b9aabb3c47910_img_0_9b888/640x480.jpg)
4
Beds
2
Baths
1,280
Sq. Ft.
![$1,495 | 1434 Minnesota Avenue | Winter Park](http://www.compass.com/m/4fe7ada32f0cb5a81b306adb0af71aae93218763_img_0_bb09b/640x480.jpg)
2
Beds
1
Bath
1,500
Sq. Ft.
![$2,800 | 2957 Clever Lane | Goldenrod](http://www.compass.com/m/f96ced5dbababda6d337c38134dbfc4efbfadebc_img_0_76f53/640x480.jpg)
3
Beds
2.5
Baths
1,907
Sq. Ft.
![$2,750 | 1025 Dunraven Drive | Kenilworth Shores](http://www.compass.com/m/52e2243fcae793644c810828420ebf37b5ef6f02_img_0_40123/640x480.jpg)
3
Beds
2
Baths
1,308
Sq. Ft.
![$1,900 | 245 Sylvan Boulevard, Unit A | Winter Park](http://www.compass.com/m/f2c165dce08c3e2f40e1d035724743dd5ee83078_img_0_44e8e/640x480.jpg)
1
Bed
1
Bath
725
Sq. Ft.
![$2,800 | 1507 Clematis Lane | Goldenrod](http://www.compass.com/m/b99c5fc34a4f281bb38fd52d3267087a6bc15a0a_img_0_c1af7/640x480.jpg)
4
Beds
2
Baths
1,756
Sq. Ft.
![$2,700 | 2345 Shadowland Loop](http://www.compass.com/m/38b3b23c9f747e636007c5d5ee29269afa361c77_img_0_e92c0/640x480.jpg)
3
Beds
3
Baths
1,755
Sq. Ft.
![$1,225 | 4874 Tangerine Avenue, Unit 4874 | Wrenwood Condominiums](http://www.compass.com/m/cf5e3417170c14f1d4cb43fee106818b24751c68_img_0_97cfe/640x480.jpg)
1
Bed
1
Bath
763
Sq. Ft.
![$2,100 | 7765 Country Place, Unit I4](http://www.compass.com/m/41822de0fce2485f39a4b513472b1a88c7b15e1d_img_0_d113d/640x480.jpg)
3
Beds
2
Baths
1,230
Sq. Ft.
![$1,495 | 1431 Michigan Avenue, Unit A | Winter Park](http://www.compass.com/m/e1c3dea0fccc68dd4bff1ad67b3897af09fc5720_img_0_fc3bd/640x480.jpg)
2
Beds
1
Bath
1,150
Sq. Ft.
![$1,600 | 1000 South Semoran Boulevard, Unit 115 | Golfside](http://www.compass.com/m/194f5214be8fbf1056c71a9e25ab716e1990742b_img_0_80318/640x480.jpg)
2
Beds
2
Baths
1,003
Sq. Ft.
![$1,895 | 7337 Cedar Creek Court, Unit 75](http://www.compass.com/m/8f5e096e626565253f44f470fc7f8b4b687ae522_img_0_c4e4b/640x480.jpg)
2
Beds
2.5
Baths
1,031
Sq. Ft.
![$2,800 | 1927 Azalea Avenue](http://www.compass.com/m/7f008b5dea44ca6a2e39caf48e819240d83c4676_img_0_4ff80/640x480.jpg)
4
Beds
3
Baths
1,760
Sq. Ft.
![$1,625 | 1300 Indiana Avenue, Unit A | Winter Park](http://www.compass.com/m/416062eb1d80ba8d8dcba50a06e083a900074ade_img_0_71db4/640x480.jpg)
1
Bed
1
Bath
610
Sq. Ft.
![$6,500 | 860 North Denning Drive | Winter Park](http://www.compass.com/m/2556456ec8ef73bc5b850497f27a862701309ee0_img_0_eb2ef/640x480.jpg)
3
Beds
2.5
Baths
1,405
Sq. Ft.
![$2,500 | 3168 Dwarf Pine Avenue](http://www.compass.com/m/acfac8df0f943dd00b0a6e3fd3f423c38110891e_img_0_33696/640x480.jpg)
4
Beds
2
Baths
1,609
Sq. Ft.
Homes for Rent near Winter Park
Neighborhoods
- Beverly Shores
- Carver Town
- Charmont
- Chateaux Du Lac
- Cloisters Condominiums
- College Quarter
- Comstock Park
- Conwill Estates
- Dubsdread Heights
- Fairview Shores
- Interlachen Avenue Historic District
- Killarney Acres
- North Orange
- Olympia Heights
- Orwin Manor
- Parklando
- Park West Condominiums
- Virginia Heights
- Virginia Heights East Historic District
- Winter Park Downtown Historic District