Houses for Rent in Winter Park, FL

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ABOUT THIS HOME
House for Rent in Winter Park:
Welcome to 1807 N Park Ave, a beautifully maintained 3-bedroom, 3-bathroom home offering 1,747 sq. ft. of bright, open living space in the heart of desirable Winter Park.This charming home features a

$3,295/mo

3 beds2 baths1,747 sq ft

1807 N Park Ave, Winter Park, FL 32789

Pets welcome • Parking • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
Beautifully updated home in a perfect location in the heart of Winter Park. Brand new stainless steel appliances, new custom countertops, modern ceiling fans, lighting and medicine cabinets. Freshly p

$3,400/mo

3 beds2 baths1,460 sq ft

1817 Loch Berry Rd, Winter Park, FL 32789

Available 12/13 • Dogs welcome • Laundry in unit

ABOUT THIS HOME
House for Rent in Winter Park:
Step into timeless style and everyday comfort in this beautifully maintained mid-century modern home, featuring 3 spacious bedrooms, 2 updated bathrooms, and an inviting backyard heated pool perfect f

$2,995/mo

3 beds2 baths1,488 sq ft

2809 Bower Rd, Winter Park, FL 32792

Available 02/15 • Pets welcome • Parking

ABOUT THIS HOME
House for Rent in Winter Park:
SCHEDULE A SHOWING ONLINE AT: showmojo.com/lrt/c202ac4060 ---- AVAILABLE NOW: Great move-in ready 3 bedroom, 2 bath updated Winter Park home. Large open great room with vaulted ceiling. Updated kitche

$2,795/mo

3 beds2 baths1,313 sq ft

2502 Fifeshire Dr, Winter Park, FL 32792

Laundry in unit • Dishwasher • Car-dependent

ABOUT THIS HOME
House for Rent in Winter Park:
Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as

$2,510/mo

4 beds2.5 baths1,970 sq ft

2843 Riddle Dr, Winter Park, FL 32789

Pets welcome • Parking • A/C

ABOUT THIS HOME
House for Rent in Winter Park:
Adorable home by Dubsdread Golf Course! This 3 bedroom. 1 bathroom home has been nicely updated throughout. The kitchen has been renovated with new cabinetry, mosaic tile backsplash, stainless steel a

$2,049/mo

3 beds1 bath1,381 sq ft

770 Baffie Ave, Winter Park, FL 32789

Available 12/01 • Pets welcome • Parking

Property at 300 Killarney Dr, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$8,500/mo

4 beds3 baths2,476 sq ft

300 Killarney Dr, Winter Park, FL 32789

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

$2,500/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 1350 Lyndale Blvd, Winter Park, FL, 32789, 4 beds, 3.5 baths, [object Object]

$9,000/mo

4 beds3.5 baths3,478 sq ft

1350 Lyndale Blvd, Winter Park, FL 32789

Property at 3136 Patel Dr, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$1,725/mo

3 beds2 baths1,300 sq ft

3136 Patel Dr, Winter Park, FL 32792

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

$2,079/mo

3 beds2 baths1,136 sq ft

3028 Patel Dr, 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 3107 Ash Park Loop, Winter Park, FL, 32792, 3 beds, 2.5 baths, [object Object]

$2,395/mo

3 beds2.5 baths1,518 sq ft

3107 Ash Park Loop, Winter Park, FL 32792

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 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

Property at 1730 Oneco Ave, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,150/mo

3 beds2 baths1,408 sq ft

1730 Oneco Ave, Winter Park, FL 32789

Property at 931 Cypress Ave, Winter Park, FL, 32789, 3 beds, 1 bath, [object Object]

$2,050/mo

3 beds1 bath977 sq ft

931 Cypress Ave, Winter Park, FL 32789

Property at 1513 Harmon Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,500/mo

2 beds2 baths1,375 sq ft

1513 Harmon Ave, Winter Park, FL 32789

Property at 2011 Cornell Ave, Winter Park, FL, 32789, 2 beds, 1.5 baths, [object Object]

$2,100/mo

2 beds1.5 baths1,091 sq ft

2011 Cornell Ave, Winter Park, FL 32789

Property at 4087 Waterview Loop, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,445/mo

3 beds2 baths1,788 sq ft

4087 Waterview Loop, Winter Park, FL 32792

Property at 1112 Chichester St, Orlando, FL, 32803, 4 beds, 3 baths, [object Object]

$4,499/mo

4 beds3 baths2,252 sq ft

1112 Chichester St, Orlando, FL 32803

Property at 3260 Lake Shore Dr, Orlando, FL, 32803, 5 beds, 7.5 baths, [object Object]

$22,500/mo

5 beds7.5 baths6,709 sq ft

3260 Lake Shore Dr, Orlando, FL 32803

Property at 2128 Sycamore Dr, Winter Park, FL, 32789, 3 beds, 2 baths, [object Object]

$3,300/mo

3 beds2 baths1,760 sq ft

2128 Sycamore Dr, Winter Park, FL 32789

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 632 Gaines Way, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$2,100/mo

1 bed1 bath550 sq ft

632 Gaines Way, Winter Park, FL 32789

Property at 1530 Via Tuscany, Winter Park, FL, 32789, 4 beds, 3.5 baths, [object Object]

$9,000/mo

4 beds3.5 baths3,341 sq ft

1530 Via Tuscany, Winter Park, FL 32789

Property at 2020 Venetian Way, Winter Park, FL, 32789, 4 beds, 3.5 baths, [object Object]

$8,990/mo

4 beds3.5 baths4,188 sq ft

2020 Venetian Way, Winter Park, FL 32789

Property at 7973 Pleasant Pine Cir, Winter Park, FL, 32792, 4 beds, 3 baths, [object Object]

$3,150/mo

4 beds3 baths2,479 sq ft

7973 Pleasant Pine Cir, Winter Park, FL 32792

Property at 1622 Arbor Park Dr, Winter Park, FL, 32789, 3 beds, 1.5 baths, [object Object]

$2,500/mo

3 beds1.5 baths1,351 sq ft

1622 Arbor Park Dr, Winter Park, FL 32789

Property at 1641 Chestnut Ave, Winter Park, FL, 32789, 3 beds, 3 baths, [object Object]

$3,295/mo

3 beds3 baths1,750 sq ft

1641 Chestnut Ave, Winter Park, FL 32789

Property at 2627 Verona Trl, Winter Park, FL, 32789, 4 beds, 3 baths, [object Object]

$4,400/mo

4 beds3 baths2,422 sq ft

2627 Verona Trl, Winter Park, FL 32789

Property at 7350 Swallow Run, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,650/mo

2 beds2 baths774 sq ft

7350 Swallow Run, Winter Park, FL 32792

Property at 1442 Palm Ave, Winter Park, FL, 32789, 4 beds, 5 baths, [object Object]

$8,900/mo

4 beds5 baths3,611 sq ft

1442 Palm Ave, Winter Park, FL 32789

Property at 2667 Rook Cv, Winter Park, FL, 32792, 2 beds, 1.5 baths, [object Object]

$1,795/mo

2 beds1.5 baths1,050 sq ft

2667 Rook Cv, Winter Park, FL 32792

Property at 2458 Grand Teton Cir Unit 1, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,200/mo

3 beds2 baths1,457 sq ft

2458 Grand Teton Cir Unit 1, Winter Park, FL 32792

Property at 1734 Willa Cir, Winter Park, FL, 32792, 3 beds, 2 baths, [object Object]

$2,399/mo

3 beds2 baths1,603 sq ft

1734 Willa Cir, Winter Park, FL 32792

Property at 147 S Interlachen Ave Unit 250, Winter Park, FL, 32789, 3 beds, 5 baths, [object Object]

$9,500/mo

3 beds5 baths3,320 sq ft

147 S Interlachen Ave Unit 250, Winter Park, FL 32789

Property at 130 N Center St Unit 2, Winter Park, FL, 32789, 1 bed, 1 bath, [object Object]

$1,600/mo

1 bed1 bath1,000 sq ft

130 N Center St Unit 2, Winter Park, FL 32789

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Based on information submitted to the MLS GRID as of Sun Nov 30 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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