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Cheap Apartments for Rent in Winter Park, FL

49 rentals

1d ago

8.8

Very good

Winter Park Woods

115 Winter Way, Winter Park, FL 32792

Affordable | On-site laundry | Storage

Studio–3 beds

1–2 baths

$1,185–$1,715

Apartment for rent

Top amenities
On-Site Laundry
Storage
Swimming Pool
3651 N Goldenrod Rd #F205 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

Condo for rent

3651 N Goldenrod Rd #B109 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3651 N Goldenrod Rd #B109, Winter Park, FL 32792

Affordable | In-unit laundry | Storage

2 beds

2 baths

$1,349

Condo for rent

Available Oct 8

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
3271 Oak Lake Pl #130 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3271 Oak Lake Pl #130, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,395

Condo for rent

Top amenities
In-Unit Laundry
Microwave
3651 N Goldenrod Rd #C206 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3651 N Goldenrod Rd #C206, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,600

$1,450

Price drop

Condo for rent

Top amenities
In-Unit Laundry
3651 N Goldenrod Rd #F110 - Photo 1 of 1
3D tour

5d+ ago

Cheap condo for rent in Winter Park

3651 N Goldenrod Rd #F110, Winter Park, FL 32792

Affordable | Concierge service | Package service

2 beds

2 baths

$1,450

Condo for rent

Available Oct 20

Nearby rental good for eco-living

Nearby rental good for pet owners

260 Scottsdale Sq #260 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

260 Scottsdale Sq #260, Winter Park, FL 32792

Affordable | Oven

2 beds

1 bath

$1,450

Condo for rent

3007 George Mason Ave #H - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3007 George Mason Ave #H, Winter Park, FL 32792

Affordable | In-unit laundry | Assigned parking

2 beds

2 baths

$1,500

Condo for rent

Available May 2

Top amenities
Assigned Parking
Concierge Service
In-Unit Laundry
On-Site Management
Package Service
Swimming Pool
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7449 Wynnewood Sq #182 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Condominium - WINTER PARK, FL

7449 Wynnewood Sq #182, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,545

House for rent

Top amenities
In-Unit Laundry
2941 Antique Oaks Cir #79 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

Condo for rent

Advertisement

Find sweet deals in Winter Park

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$1,325

3651 N Goldenrod Rd #F205

$1,349

3651 N Goldenrod Rd #B109

$1,395

3054 George Mason Ave #C6

$1,395

3271 Oak Lake Pl #130

7328 Forest Hill Ct #238 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

7328 Forest Hill Ct #238, Winter Park, FL 32792

Affordable | In-unit laundry | Assigned parking

2 beds

2 baths

$1,597

House for rent

Top amenities
In-Unit Laundry
On-Site Laundry
2936 Antique Oaks Cir #71 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

2936 Antique Oaks Cir #71, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,699

$1,599

Price drop

Condo for rent

Top amenities
In-Unit Laundry
3651 N Goldenrod Rd #F208 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3651 N Goldenrod Rd #F208, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,600

Condo for rent

Available Jan 10

Top amenities
Air Conditioning
Central Heat
In-Unit Laundry
Swimming Pool
3651 N Goldenrod Rd #206A - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3651 Goldenrod Rd #206 Winter Park FL 32792

3651 N Goldenrod Rd #206A, Winter Park, FL 32792

Affordable

2 beds

2 baths

$1,600

Condo for rent

3651 N Goldenrod Rd #206 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3651 N Goldenrod Rd #206, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,600

Condo for rent

Top amenities
In-Unit Laundry
Swimming Pool
3267 Forest Oaks Ct #111 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

3267 Forest Oaks Ct #111, Winter Park, FL 32792

Affordable | Storage

2 beds

2 baths

$1,600

Condo for rent

Available Jul 16

851 Miles Ave #8 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

Condominium - WINTER PARK, FL

851 Miles Ave #8, Winter Park, FL 32789

Affordable | Hardwood floor | Swimming pool

2 beds

1 bath

$1,605

Condo for rent

2917 Antique Oaks Cir #17 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

2917 Antique Oaks Cir #17, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,625

Condo for rent

Top amenities
In-Unit Laundry
Advertisement
918 Gloriosa Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Affordable

3 beds

2 baths

$1,795

House for rent

758 Warrenton Rd - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

758 Warrenton Rd, Winter Park, FL 32792

Affordable | Dishwasher | Ceiling fan

3 beds

2 baths

$1,850

House for rent

2349 Inagua Way - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

2349 Inagua Way, Winter Park, FL 32792

Affordable

3 beds

2 baths

$1,995

House for rent

7473 Belle River Ct #16 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

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

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$1,995

House for rent

Top amenities
In-Unit Laundry
2717 Amsden Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

3 Bedroom Pet-Friendly Home in Winter Park, FL with Main Street Renewal

2717 Amsden Rd, Winter Park, FL 32792

Affordable | Storage | Swimming pool

3 beds

2 baths

$2,240

$2,090

Price drop

House for rent

3226 Crown Jewel Ct - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

3226 Crown Jewel Ct, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,100

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
1847 Bachman Way - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Affordable | Dishwasher | Microwave

3 beds

2 baths

$2,195

House for rent

2458 Grand Teton Cir #1 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

$3 Bedroom 2 Bathroom Condo In Winter Park

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

Affordable | In-unit laundry | Assigned parking

3 beds

2 baths

$2,250

Condo for rent

Available Oct 31

Top amenities
Assigned Parking
Dishwasher
Hardwood Floor
In-Unit Laundry
Residents Lounge
Storage
Advertisement
2619 Ambergate Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

2619 Ambergate Rd, Winter Park, FL 32792

Affordable | Garage parking | Fireplace

3 beds

1 bath

$2,350

House for rent

1148 Park Green Pl - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1148 Park Green Pl, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,395

House for rent

Top amenities
In-Unit Laundry
917 Fremont Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

917 Fremont Ave, Winter Park, FL 32789

Affordable | In-unit laundry | Carpet

4 beds

1 bath

$2,400

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
On-Site Laundry
2628 Passamonte Dr #7G - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

2628 Passamonte Dr #7G, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,400

House for rent

Top amenities
Garage Parking
In-Unit Laundry
3074 Riverbrook Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

3 Bedroom Pet-Friendly Home in WINTER PARK, FL with Main Street Renewal

3074 Riverbrook Dr, Winter Park, FL 32792

Affordable | Swimming pool

3 beds

2 baths

$2,410

House for rent

1310 Fairview Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1310 Fairview Ave, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

4 beds

2 baths

$2,995

House for rent

Top amenities
In-Unit Laundry
204 N Ranger Blvd - Photo 1 of 1
3D tour

5d+ ago

Cheap house for rent in Winter Park

204 N Ranger Blvd, Winter Park, FL 32792

Affordable | On-site management | Swimming pool

4 beds

3 baths

$3,199

House for rent

Available Oct 14

Top amenities
On-Site Management
Package Service
Showing 1 - 33 of 33 results
Home > Apartments in Winter Park > Winter Park Cheap Apartments For Rent
Updated: October 21, 2025

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Looking for cheap apartments in Winter Park, FL near you?

💸Lowest price$1,185
🔑Available apartment rentals49
💰Best rent deal115 Winter Way
✨Popular amenities, ,
🧦In-unit laundry
🏠With photos

For more in depth rent prices, check out our Winter Park, FL rent data, which covers average and median rents in Winter Park, FL.

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