Winter Park, FL rental listings

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ABOUT THIS HOME
Winter Park, FL Rental Listings
Located in the gated community of Aloma Pines in Winter Park, this town home features beautiful tile floors throughout, crown molding and motorized shades over an oversized sliding glass door. The kit

$2,500/mo

3 beds2.5 baths1,872 sq ft

7632 Aloma Pines Ct, Winter Park, FL 32792

Pets welcome • Laundry in unit • A/C

ABOUT THIS HOME
Winter Park, FL Rental Listings
Welcome to this charming bungalow located near the historic district of Winter Park, FL. This home boasts three spacious bedrooms and two fully renovated bathrooms, featuring beautiful tile finishes.

$3,225/mo

3 beds2 baths1,436 sq ft

1835 Edwin Blvd, Winter Park, FL 32789

Pets welcome • Laundry in unit • Parking

NEW 3 MINS AGO

ABOUT THIS HOME
Winter Park, FL Rental Listings
This 2 bedroom, 1 bathroom, 2nd floor unit is located in the heart of Winter Park. Enjoy all of Downtown Winter Park, Park Avenue's shops and restaurants, Winter Park Village, and an abundance of ente

$1,345/mo

2 beds1 bath600 sq ft

2183 Crandon Ave Unit 1/2, Winter Park, FL 32789

Pets welcome • Laundry in unit • A/C

ABOUT THIS HOME
Winter Park, FL Rental Listings
Prepare to be impressed by this beautiful two story home on a charming brick paved street in Winter Park! This 4 bed 2.5 bathroom home awaits you with recent interior and exterior paint updates, hard

$4,950/mo

4 beds2.5 baths2,406 sq ft

1580 Oakhurst Ave, Winter Park, FL 32789

Pets welcome • Parking • A/C

ABOUT THIS HOME
Winter Park, FL Rental Listings
1166 Palmer Ave Winter Park, Fl 32789 - Available December 1st - March 31st! Welcome home to this absolutely stunning property boasting an exceptionally open floor plan with loads of character! Locate

$4,695/mo

3 beds3.5 baths2,659 sq ft

1166 Palmer Ave, Winter Park, FL 32789

Parking • A/C • Dishwasher

ABOUT THIS HOME
Winter Park, FL Rental Listings
Winter Park- Prime 32789 Location!Live in style in this spacious 4-bedroom, 3-bath home with a private pool, just steps from Phelps Park and minutes from Park Avenue dining, shopping, and Rollins Coll

$5,400/mo

4 beds3 baths2,841 sq ft

1701 Palmer Ave, Winter Park, FL 32789

Parking • A/C • Car-dependent

Property at 3020 Antique Oaks Cir #132, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,650/mo

2 beds2 baths1,018 sq ft

3020 Antique Oaks Cir #132, Winter Park, FL 32792

Property at 447 N Phelps Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,595/mo

3 beds1 bath1,290 sq ft

447 N Phelps Ave, Winter Park, FL 32789

Property at 350 N Phelps Ave, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$3,973/mo

4 beds3 baths2,267 sq ft

350 N Phelps Ave, Winter Park, FL 32789

Property at 1525 Palmer Ave, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$4,995/mo

4 beds3 baths2,300 sq ft

1525 Palmer Ave, Winter Park, FL 32789

Property at 7620 Cranes Creek Ct, Winter Park, FL, 32792, 3 beds, 2.5 baths, [object Object]

$2,195/mo

3 beds2.5 baths1,429 sq ft

7620 Cranes Creek Ct, Winter Park, FL 32792

Property at 730 W Swoope Ave, Winter Park, FL, 32789, 5 beds, 3 baths, [object Object]

$3,700/mo

5 beds3 baths2,132 sq ft

730 W Swoope Ave, Winter Park, FL 32789

Property at 1807 N Park Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,295/mo

3 beds2 baths1,747 sq ft

1807 N Park Ave, Winter Park, FL 32789

Property at 1817 Loch Berry Rd, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,400/mo

3 beds2 baths1,460 sq ft

1817 Loch Berry Rd, Winter Park, FL 32789

Property at 115 Stefanik Rd, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,599/mo

3 beds2 baths1,020 sq ft

115 Stefanik Rd, Winter Park, FL 32792

Property at 101 S Lakemont Ave, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,799/mo

3 beds2 baths1,641 sq ft

101 S Lakemont Ave, Winter Park, FL 32792

Property at 690 Osceola Ave #405, Winter Park, FL, 32789, 1 bed, 1.5 baths, [object Object]

$2,795/mo

1 bed1.5 baths850 sq ft

690 Osceola Ave #405, Winter Park, FL 32789

Property at 2502 Fifeshire Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,795/mo

3 beds2 baths1,313 sq ft

2502 Fifeshire Dr, Winter Park, FL 32792

Property at 1681 Walnut Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,750/mo

3 beds2 baths1,499 sq ft

1681 Walnut Ave, Winter Park, FL 32789

Property at 316 Scottsdale Sq #316, Winter Park, FL, 32792, 2 beds, 1.5 baths, [object Object]

$1,550/mo

2 beds1.5 baths1,085 sq ft

316 Scottsdale Sq #316, Winter Park, FL 32792

Property at 139 Scottsdale Sq #139, Winter Park, FL, 32792, 1 bed, 1 bath, [object Object]

$1,125/mo

1 bed1 bath785 sq ft

139 Scottsdale Sq #139, Winter Park, FL 32792

Property at 2843 Riddle Dr, Winter Park, FL, 32789, 4 beds, 2.5 baths, [object Object]

$2,510/mo

4 beds2.5 baths1,970 sq ft

2843 Riddle Dr, Winter Park, FL 32789

Property at 1049 Aragon Ave, Winter Park, FL, 32789, 2 beds, 2.5 baths, [object Object]

$2,495/mo

2 beds2.5 baths1,632 sq ft

1049 Aragon Ave, Winter Park, FL 32789

Property at 313 Granada Dr, Winter Park, FL, 32789, 4 beds, 2 baths, [object Object]

$2,200/mo

4 beds2 baths1,593 sq ft

313 Granada Dr, Winter Park, FL 32789

Property at 240 Orange Terrace Dr, Winter Park, FL, 32789, 4 beds, 2 baths, [object Object]

$3,100/mo

4 beds2 baths1,718 sq ft

240 Orange Terrace Dr, Winter Park, FL 32789

Property at 2111 Biscayne Dr, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$2,300/mo

3 beds2 baths1,280 sq ft

2111 Biscayne Dr, Winter Park, FL 32789

Property at 2963 Upper Park Rd, Orlando, FL, 32814, 3 beds, 2.5 baths, [object Object]

$3,200/mo

3 beds2.5 baths1,800 sq ft

2963 Upper Park Rd, Orlando, FL 32814

Property at 3028 Patel Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,049/mo

3 beds2 baths1,136 sq ft

3028 Patel Dr, Winter Park, FL 32792

Property at 7337 Cedar Creek Ct #75, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,895/mo

2 beds2.5 baths1,031 sq ft

7337 Cedar Creek Ct #75, Winter Park, FL 32792

Property at 7473 Belle River Ct #16, Winter Park, FL, 32792, 3 beds, 2.5 baths, [object Object]

$1,995/mo

3 beds2.5 baths1,151 sq ft

7473 Belle River Ct #16, Winter Park, FL 32792

Property at 3197 Crown Jewel Ct, Winter Park, FL, 32792, 3 beds, 2.5 baths, [object Object]

$1,995/mo

3 beds2.5 baths1,442 sq ft

3197 Crown Jewel Ct, Winter Park, FL 32792

Property at 7412 Woodburn Ct #23, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,800/mo

2 beds2.5 baths1,031 sq ft

7412 Woodburn Ct #23, Winter Park, FL 32792

Property at 3074 Riverbrook Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,310/mo

3 beds2 baths1,376 sq ft

3074 Riverbrook Dr, Winter Park, FL 32792

Property at 3057 Aaron Burr Ave #1, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,700/mo

2 beds2 baths1,066 sq ft

3057 Aaron Burr Ave #1, Winter Park, FL 32792

Property at 3721 Pickwick Dr, Orlando, FL, 32817, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,323 sq ft

3721 Pickwick Dr, Orlando, FL 32817

Property at 7417 Daniel Webster Dr #3, Winter Park, FL, 32792, 0 beds, 1 bath, [object Object]

$1,100/mo

0 beds1 bath546 sq ft

7417 Daniel Webster Dr #3, Winter Park, FL 32792

Property at 851 Miles Ave #21, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,595/mo

2 beds1 bath808 sq ft

851 Miles Ave #21, Winter Park, FL 32789

Property at 1300 Michigan Ave, Winter Park, FL, 32789, 3 beds, 2.5 baths, [object Object]

$2,795/mo

3 beds2.5 baths1,700 sq ft

1300 Michigan Ave, Winter Park, FL 32789

Property at 633 Trinidad Ct #633, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,850/mo

2 beds2 baths1,120 sq ft

633 Trinidad Ct #633, Winter Park, FL 32792

Property at 1381 Canterbury Rd, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$4,200/mo

3 beds2 baths1,819 sq ft

1381 Canterbury Rd, Winter Park, FL 32789

Property at 1288 Michigan Ave, Winter Park, FL, 32789, 6 beds, 3 baths, [object Object]

$3,350/mo

6 beds3 baths2,722 sq ft

1288 Michigan Ave, Winter Park, FL 32789

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Based on information submitted to the MLS GRID as of Fri Dec 05 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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