Skip to navigationSkip to main contentSkip to footer
Zumper

Cheap Houses for Rent in Winter Park, FL

25 rentals

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
7328 Forest Hill Ct #238 - Photo 1 of 1

15h 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
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

123 Oak Grove Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

123 Oak Grove Rd Winter Park, FL 32789

123 Oak Grove Rd, Winter Park, FL 32789

Affordable | Garage parking

3 beds

2 baths

$1,825

House for rent

Available Sep 19

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 | High ceilings

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

Nearby rental good for eco-living

Nearby rental good for pet owners

Nearby rental good for social life

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 | Outdoor space

3 beds

2 baths

$2,240

$2,090

Price drop

House for rent

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
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

Advertisement

Find sweet deals in Winter Park

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

$1,545

7449 Wynnewood Sq #182

$1,597

7328 Forest Hill Ct #238

$1,995

2349 Inagua Way

$1,995

7473 Belle River Ct #16

2631 Ambergate Rd - Photo 1 of 1

1d ago

Our team has verified this company

Verified

2631 Ambergate Rd Winter Park, FL 32792

2631 Ambergate Rd, Winter Park, FL 32792

Affordable

3 beds

2 baths

$2,395

$2,295

Price drop

House for rent

Available Oct 21

7530 Cranes Creek Court - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

7530 Cranes Creek Court, Winter Park, FL 32792

Affordable | Assigned parking | Dishwasher

3 beds

2 baths

$2,300

House for rent

Available Sep 3

Top amenities
Assigned Parking
Dishwasher
630 N Lakemont Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

630 N Lakemont Ave, Winter Park, FL 32792

Affordable | Storage | On-site management

3 beds

2 baths

$2,600

$2,310

Price drop

House for rent

Top amenities
On-Site Management
Swimming Pool
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 | Outdoor space

3 beds

1 bath

$2,350

House for rent

2008 Nottingdale Ln - Photo 1 of 1

1d ago

Cheap house for rent in Winter Park

2008 Nottingdale Ln, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

$2,380

Price drop

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
Storage
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

1d 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
Advertisement
7757 Fox Knoll Pl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,415

House for rent

Available Oct 10

Top amenities
Ceiling Fan
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

$2,435

House for rent

2218 Winter Woods Blvd - Photo 1 of 1

14h ago

Our team has verified this company

Verified

2218 Winter Woods Blvd Winter Park, FL 32792

2218 Winter Woods Blvd, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

4 beds

2 baths

$2,515

House for rent

Available Oct 24

1821 Carrigan Ave - Photo 1 of 1

2d ago

Our team has verified this company

Verified

1821 Carrigan Ave Winter Park, FL 32789

1821 Carrigan Ave, Winter Park, FL 32789

Affordable | Hardwood floor | Walk-in closets

4 beds

2 baths

$2,960

$2,810

Price drop

House for rent

Available Oct 9

1310 Fairview Ave - Photo 1 of 1

2d 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

13h ago

Cheap house for rent in Winter Park

204 N Ranger Blvd, Winter Park, FL 32792

Affordable | On-site management | Outdoor space

4 beds

3 baths

$3,199

House for rent

Available Oct 14

Top amenities
On-Site Management
Package Service
Swimming Pool
1288 Michigan Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1288 Michigan Ave, Winter Park, FL 32789

Affordable

5 beds

3 baths

$3,550

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Cheap Houses For Rent
Updated: October 15, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Winter Park, and more.
Atlanta ApartmentsAustin ApartmentsBaltimore ApartmentsBoston ApartmentsCharlotte ApartmentsChicago ApartmentsDallas ApartmentsDenver ApartmentsDetroit ApartmentsHouston ApartmentsLas Vegas ApartmentsLos Angeles ApartmentsMiami ApartmentsMinneapolis ApartmentsNew York ApartmentsPhiladelphia ApartmentsPhoenix ApartmentsPittsburgh ApartmentsPortland ApartmentsSan Antonio ApartmentsSan Diego ApartmentsSan Francisco ApartmentsSeattle ApartmentsTampa ApartmentsWashington DC Apartments

Discover cheap Winter Park, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal7449 Wynnewood Sq #182
⭐Popular amenities, ,
🔌Utilities included
🏠With photos