Skip to navigationSkip to main contentSkip to footer
Zumper

Cheap Houses for Rent in Winter Park, FL

25 rentals

200 Saint Andrews Blvd #1803 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

200 Saint Andrews Blvd #1803, Winter Park, FL 32792

Affordable | On-site laundry | Assigned parking

2 beds

1.5 baths

$1,499

House for rent

Available Jan 7

Top amenities
Assigned Parking
Ceiling Fan
Concierge Service
On-Site Management
Package Service
Wheelchair Accessible
607 Faber Dr - Photo 1 of 1

36m ago

Our team has verified this company

Verified

607 Faber Dr, Azalea Park, FL 32822

Affordable | On-site laundry | On-site management

3 beds

1 bath

$1,980

$1,850

Price drop

House for rent

Available May 14

Top amenities
On-Site Laundry
On-Site Management
7454 Wynnewood Sq #188 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

7454 wynnewood circle - 188

7454 Wynnewood Sq #188, Winter Park, FL 32792

Affordable

3 beds

2.5 baths

$1,950

House for rent

Available Apr 1

450 Iris Rd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

450 Iris Rd Casselberry, FL 32707

450 Iris Rd, Casselberry, FL 32707

Affordable | Outdoor space

4 beds

2 baths

$2,090

House for rent

Available Mar 4

717 Denton Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

717 Denton Rd, Winter Park, FL 32792

Affordable | On-site management | Package service

4 beds

2 baths

$2,099

House for rent

Available May 19

Top amenities
On-Site Management
3036 Patel Dr - Photo 1 of 1

14h ago

Cheap house for rent in Winter Park

3036 Patel Dr, Winter Park, FL 32792

Affordable

3 beds

2 baths

$2,100

House for rent

Nearby rental good for eco-living

$2,285

Goldenrod

Nearby rental good for pet owners

$2,355

Orlando

1931 Carrigan Ave - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1931 Carrigan Ave, Winter Park, FL 32792

Affordable | Dishwasher | Central heat

3 beds

2 baths

$2,150

House for rent

Top amenities
Oven
409 Sandlewood Cv #3 - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

Condominium - WINTER PARK, FL

409 Sandlewood Cv #3, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

3 beds

3.5 baths

$2,200

House for rent

Top amenities
Ceiling Fan
Fireplace
High Ceilings
In-Unit Laundry
Swimming Pool
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.
1407 Chilean Ln - Photo 1 of 1

28m ago

Our team has verified this company

Verified

1407 Chilean Ln, Goldenrod, FL 32792

Affordable | On-site laundry | On-site management

3 beds

2 baths

$2,315

$2,215

Price drop

House for rent

Available May 8

Top amenities
On-Site Laundry
On-Site Management
2617 Drake Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

2617 Drake Dr, Orlando, FL 32810

Affordable | On-site laundry | On-site management

3 beds

2 baths

$2,270

House for rent

Available Apr 30

Top amenities
On-Site Laundry
On-Site Management
Advertisement

Find sweet deals near Winter Park

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

$1,499

Winter Park

$2,100

Winter Park

$2,150

Winter Park

$2,200

Winter Park

5484 Park Vale Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

5484 Park Vale Blvd, Goldenrod, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,285

House for rent

Available May 11

3091 Crane Strand Dr - Photo 1 of 1

32m ago

Our team has verified this company

Verified

3091 Crane Strand Dr, Winter Park, FL 32792

Affordable | On-site laundry | On-site management

3 beds

2 baths

$2,440

$2,330

Price drop

House for rent

Available May 18

Top amenities
On-Site Laundry
On-Site Management
3021 Dikewood Ct - Photo 1 of 1

32m ago

Our team has verified this company

Verified

3021 Dikewood Ct, Winter Park, FL 32792

Affordable | On-site laundry | On-site management

3 beds

2.5 baths

$2,600

$2,345

Price drop

House for rent

Available May 5

Top amenities
On-Site Laundry
On-Site Management
7934 Winter Song Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7934 Winter Song Dr, Orlando, FL 32825

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$3,960

$2,355

Price drop

House for rent

Available Apr 10

Top amenities
High Ceilings
7952 Soft Pine Cir - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

7952 Soft Pine Cir, Orlando, FL 32825

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,370

House for rent

Available Jun 8

Top amenities
Ceiling Fan
Fireplace
Garage Parking
High Ceilings
713 Fenwick Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

713 Fenwick Dr, Orlando, FL 32825

Affordable | Garage parking | Outdoor space

3 beds

2.5 baths

$2,405

House for rent

Available Apr 4

Top amenities
Garage Parking
2316 Dunbury Ct - Photo 1 of 1

13h ago

Our team has verified this company

Verified

2316 Dunbury Ct Winter Park, FL 32792

2316 Dunbury Ct, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,495

House for rent

Available Apr 23

2029 Taylor Ave - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

2029 Taylor Ave, Winter Park, FL 32792

Affordable | On-site laundry | On-site management

4 beds

3 baths

$2,710

$2,525

Price drop

House for rent

Available Mar 7

Top amenities
On-Site Laundry
On-Site Management
Advertisement
6877 Jackman Blvd - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

6877 Jackman Blvd Winter Park, FL 32792

6877 Jackman Blvd, Goldenrod, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,625

House for rent

Available Mar 16

1891 Aster Dr - Photo 1 of 1

1d ago

Our team has verified this company

Verified

1891 Aster Dr, Winter Park, FL 32792

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,640

House for rent

Available Apr 9

Top amenities
Garage Parking
High Ceilings
1813 E Cheryl Dr #1 - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

1813 East Cheryl Drive - 1

1813 E Cheryl Dr #1, Winter Park, FL 32792

Affordable

4 beds

2 baths

$2,650

House for rent

Available Feb 26

2141 Ridge Dr - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

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

2141 Ridge Dr, Winter Park, FL 32792

Affordable | Swimming pool

4 beds

2 baths

$2,670

House for rent

5219 Ardmore Dr - Photo 1 of 1

4d ago

Our team has verified this company

Verified

5219 Ardmore Dr, Goldenrod, FL 32792

Affordable | Garage parking | Outdoor space

4 beds

2 baths

$3,610

$2,810

Price drop

House for rent

Available Jun 11

Top amenities
Garage Parking
High Ceilings
524 Byron Rd - Photo 1 of 1

5d+ ago

Cheap house for rent in Winter Park

Single Family Residence - WINTER PARK, FL

524 Byron Rd, Winter Park, FL 32792

Affordable | In-unit laundry | Garage parking

4 beds

3 baths

$2,890

House for rent

Top amenities
Ceiling Fan
Garage Parking
In-Unit Laundry
2513 Tuscaloosa Trl - Photo 1 of 1

13h ago

Our team has verified this company

Verified

2513 Tuscaloosa Trl Winter Park, FL 32789

2513 Tuscaloosa Trl, Winter Park, FL 32789

Affordable | Garage parking | Outdoor space

3 beds

2 baths

$2,995

House for rent

Available Apr 24

Top amenities
High Ceilings
Showing 1 - 25 of 25 results
Home > House Rentals in Winter Park > Winter Park Cheap Houses For Rent
Updated: April 16, 2026

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 deal200 Saint Andrews Blvd #1803
⭐Popular amenities, ,
🔌Utilities included
🏠With photos