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Cheap Houses for Rent in Winter Park, FL

26 rentals

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
123 Oak Grove Road - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

123 Oak Grove Rd Winter Park, FL 32789

123 Oak Grove Road, Winter Park, FL 32789

Affordable | Garage parking

3 beds

2 baths

$1,749

House for rent

Available Sep 19

918 Gloriosa Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

918 Gloriosa Ave, Winter Park, FL 32789

Affordable

3 beds

2 baths

$1,795

House for rent

2606 Aloma Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

2606 Aloma Ave, Winter Park, FL 32792

Affordable | In-unit laundry | Storage

3 beds

2 baths

$1,849

House for rent

Available Oct 20

Top amenities
Ceiling Fan
Concierge Service
In-Unit Laundry
On-Site Management
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

$1,900

$1,850

Price drop

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

Nearby rental good for eco-living

Nearby rental good for pet owners

2553 Galliano Circle - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

2553 Galliano Circle, Winter Park, FL 32792

Affordable | Garage parking | Dishwasher

3 beds

2 baths

$2,000

House for rent

Top amenities
Dishwasher
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

$2,025

House for rent

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931 Cypress Avenue - Photo 1 of 1

3d ago

Cheap Garden Acres house for rent in Winter Park

931 Cypress Avenue, Winter Park, FL 32789

Affordable

3 beds

1 bath

$2,150

$2,050

Price drop

House for rent

1847 Bachman Way - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1847 Bachman Way, Winter Park, FL 32792

Affordable | Dishwasher | Microwave

3 beds

2 baths

$2,095

House for rent

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Find sweet deals in Winter Park

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

$1,995

7473 Belle River Ct #16

$2,000

2553 Galliano Circle

$2,025

7761 Country Pl

$2,095

1847 Bachman Way

917 Fremont Avenue - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

917 Fremont Ave

917 Fremont Avenue, Winter Park, FL 32789

Affordable | In-unit laundry | Carpet

4 beds

1 bath

$2,300

$2,200

Price drop

House for rent

Top amenities
Air Conditioning
Carpet
In-Unit Laundry
On-Site Laundry
1524 Florentino Lane #1524 - Photo 1 of 1

21h ago

Cheap townhouse for rent in Winter Park

1524 Florentino Lane #1524, Winter Park, FL 32792

Affordable | Carpet

3 beds

3 baths

$2,250

House for rent

Available Nov 19

1524 Florentino Lane - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

1524 Florentino Lane, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

3 beds

2 baths

$2,250

House for rent

Top amenities
Carpet
Dishwasher
Garage Parking
High Ceilings
In-Unit Laundry
2113 2113 Shadow View Circel #2113 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Townhouse, Tri Level - Winter Park, FL

2113 2113 Shadow View Circel #2113, Winter Park, FL 32751

Affordable | On-site laundry | Garage parking

3 beds

2 baths

$2,300

House for rent

Top amenities
Business Center
Fitness Center
Garage Parking
On-Site Laundry
3074 Riverbrook Drive - 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 Drive, Winter Park, FL 32792

Affordable | Storage | Outdoor space

3 beds

2 baths

$2,310

House for rent

1005 Bradford Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1005 Bradford Dr, Winter Park, FL 32792

Affordable | Garage parking | Dishwasher

3 beds

2 baths

$2,350

House for rent

Top amenities
Dishwasher
Garage Parking
Hardwood Floor
Oven
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

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

$2,365

House for rent

Available Nov 25

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1821 Carrigan Avenue - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

1821 Carrigan Ave Winter Park, FL 32789

1821 Carrigan Avenue, Winter Park, FL 32789

Affordable | Hardwood floor | Walk-in closets

4 beds

2 baths

$2,670

$2,375

Price drop

House for rent

Available Oct 9

2037 Canny Cv - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

2037 Canny Cv, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

3 beds

2 baths

$2,595

$2,395

Price drop

House for rent

Top amenities
In-Unit Laundry
1148 Park Green Place #1148 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

3 BR, 2 BA in Winter Park

1148 Park Green Place #1148, Winter Park, FL 32789

Affordable | In-unit laundry

3 beds

2 baths

$2,395

House for rent

Available Nov 1

Top amenities
In-Unit Laundry
3107 Ash Park Loop - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

3107 Ash Park Loop, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,395

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
Microwave
2045 Houndslake Drive - Photo 1 of 1

4d ago

Our team has verified this company

Verified

2045 Houndslake Drive, Winter Park, FL 32792

Affordable | On-site management | Swimming pool

4 beds

2 baths

$2,835

House for rent

Top amenities
On-Site Management
7973 Pleasant Pine Circle - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

7973 Pleasant Pine Circle, Winter Park, FL 32792

Affordable | Dishwasher | Outdoor space

4 beds

3 baths

$3,150

House for rent

Top amenities
Dishwasher
730 Swoope Avenue - Photo 1 of 1

4d ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

730 Swoope Avenue, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

5 beds

3 baths

$3,700

House for rent

Top amenities
In-Unit Laundry
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Showing 1 - 26 of 26 results
Home > House Rentals in Winter Park > Winter Park Cheap Houses For Rent
Updated: November 29, 2025

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Discover cheap Winter Park, FL houses for rent

🌇Available cheap house rentals26 houses
💰Best rent deal7328 Forest Hill Ct #238
⭐Popular amenities, ,
🔌Utilities included
🏠With photos