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Cheap Houses for Rent in Winter Park, FL

25 rentals

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

$1,749

House for rent

Available Jan 12

918 Gloriosa Avenue - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

918 Gloriosa Avenue, Winter Park, FL 32789

Affordable

3 beds

2 baths

$1,795

House for rent

931 Cypress Ave - Photo 1 of 1

5d+ ago

Cheap Garden Acres house for rent in Winter Park

931 Cypress Ave, Winter Park, FL 32789

Affordable

3 beds

1 bath

$1,995

$1,850

Price drop

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

$1,850

House for rent

728 Ellwood Ave #B - Photo 1 of 1

5d+ ago

Cheap College Park house for rent in Orlando

728 Ellwood Ave #B, Orlando, FL 32804

Affordable | Dishwasher | Outdoor space

1 bed

1 bath

$1,850

House for rent

7761 Country Pl - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

7761 Country Pl, Winter Park, FL 32792

Affordable

3 beds

2 baths

$1,945

House for rent

Nearby rental good for eco-living

$2,750

College Park

Nearby rental good for pet owners

$2,500

College Park

917 Fremont Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

917 Fremont Ave

917 Fremont Ave, Winter Park, FL 32789

Affordable | In-unit laundry | Carpet

4 beds

1 bath

$2,100

$1,975

Price drop

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
On-Site Laundry
275 N Capen Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

275 N Capen Ave, Winter Park, FL 32789

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$1,975

House for rent

Top amenities
Dishwasher
In-Unit Laundry
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3197 Crown Jewel Ct - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

3197 Crown Jewel Ct, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$1,995

House for rent

Top amenities
Carpet
Garage Parking
In-Unit Laundry
On-Site Laundry
Storage
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
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Find sweet deals near Winter Park

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

$1,945

Winter Park

$1,995

Winter Park

$1,995

Winter Park

3070 Autumn Ct - Photo 1 of 1

1d ago

Cheap townhouse for rent in Winter Park

3070 Autumn Ct, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
2553 Galliano Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse - WINTER PARK, FL

2553 Galliano Cir, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,000

House for rent

Top amenities
Dishwasher
In-Unit Laundry
On-Site Laundry
Storage
148 Oak Grove Rd #1 - Photo 1 of 1

1d ago

Cheap house for rent in Winter Park

(LO) 148 Oak Grove Road Winter Park, FL 32789 - 1

148 Oak Grove Rd #1, Winter Park, FL 32789

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,095

House for rent

Available Dec 26

Top amenities
Air Conditioning
Controlled Access
Garage Parking
High Ceilings
In-Unit Laundry
Microwave
7620 Cranes Creek Court - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

House for rent

1931 Carrigan Avenue - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1931 Carrigan Avenue, Winter Park, FL 32792

Affordable | Dishwasher | Central heat

3 beds

2 baths

$2,200

House for rent

Top amenities
Oven
2684 Galliano Cir - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

3 bed 2.5 bath Townhome w 1 car garage

2684 Galliano Cir, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,250

House for rent

Top amenities
Dishwasher
In-Unit Laundry
1871 Meadowgold Ln - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1871 Meadowgold Ln, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,420

$2,275

Price drop

House for rent

Available Nov 26

Top amenities
Ceiling Fan
Garage Parking
1557 Nottingham Drive - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1557 Nottingham Dr Winter Park, FL 32792

1557 Nottingham Drive, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,295

House for rent

Available Nov 25

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2045 Houndslake Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2045 Houndslake Dr, Winter Park, FL 32792

Affordable | In-unit laundry | On-site management

4 beds

2 baths

$2,620

$2,405

Price drop

House for rent

Available Jan 14

Top amenities
In-Unit Laundry
On-Site Laundry
On-Site Management
3531 Norwich Ct - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

3531 Norwich Ct, Casselberry, FL 32707

Affordable | On-site laundry | Garage parking

4 beds

2 baths

$2,845

$2,490

Price drop

House for rent

Available Dec 23

Top amenities
On-Site Laundry
1320 W Smith St #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

$2,500 - Super Cute old Florida Style Cottage 3 Bedroom 2 Bathroom House In College Park!

1320 W Smith St #NA, Orlando, FL 32804

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,500

House for rent

Available Jan 5

Top amenities
Air Conditioning
Assigned Parking
Central Heat
Dishwasher
In-Unit Laundry
On-Site Laundry
2913 Abbey Ct - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

2913 Abbey Ct, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$2,900

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
In-Unit Laundry
3102 Shady Pine Ave #NA - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

$3,000 - 4 Bedroom 2 Bathroom Updated House In Winter Park With Pool

3102 Shady Pine Ave #NA, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

4 beds

2 baths

$3,000

House for rent

Available Jan 1

Top amenities
Air Conditioning
Assigned Parking
Dishwasher
Fireplace
In-Unit Laundry
Swimming Pool
730 W Swoope Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

730 W Swoope Ave, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

5 beds

3 baths

$3,700

House for rent

Top amenities
In-Unit Laundry
728 Ellwood Ave #A - Photo 1 of 1

5d+ ago

Cheap College Park house for rent in Orlando

728 Ellwood Ave #A, Orlando, FL 32804

Affordable | Dishwasher | Outdoor space

3 beds

2 baths

$3,850

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Cheap Houses For Rent
Updated: January 14, 2026

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Discover cheap Winter Park, FL houses for rent

🌇Available cheap house rentals25 houses
💰Best rent deal123 Oak Grove Rd
⭐Popular amenities, ,
🔌Utilities included
🏠With photos