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Cheap Apartments for Rent in Winter Park, FL

25 rentals

Oak Haven Villas - Photo 1 of 1

3d ago

8.3

Very good

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Verified

Oak Haven Villas

200 SW St #39, Eatonville, FL 32751

Affordable

1–2 beds

1 bath

$1,195–$1,295

Apartment for rent

Call

Alvista Winter Park - Photo 1 of 1

9h ago

9.6

Excellent

Our team has verified this company

Verified

Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792

Affordable | In-unit laundry | Storage

1–2 beds

1–2 baths

$1,206–$3,061

Apartment for rent

Top amenities
Controlled Access
Fitness Center
In-Unit Laundry
On-Site Laundry
Residents Lounge
Storage

Call

101 Lewfield Cir - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

101 Lewfield Cir, Winter Park, FL 32792

Affordable | In-unit laundry | Dishwasher

2 beds

2 baths

$1,500

Condo for rent

Top amenities
Dishwasher
In-Unit Laundry
1695 Lee Rd #B114 - Photo 1 of 1

5d+ ago

Cheap condo for rent in Winter Park

1695 Lee Rd #B114, Winter Park, FL 32789

Affordable | In-unit laundry | Dishwasher

2 beds

1 bath

$1,500

Condo for rent

Top amenities
Carpet
Dishwasher
In-Unit Laundry
Swimming Pool
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

$1,575

Condo for rent

Top amenities
In-Unit Laundry
The CenterPointe - Photo 1 of 1
Rent special
New construction

4d ago

9.6

Excellent

Our team has verified this company

Verified

The CenterPointe

425 Centerpointe Cir, Altamonte Springs, FL 32701

Affordable | In-unit laundry | Garage parking

Studio–3 beds

1–2 baths

$1,610–$4,260

Apartment for rent

Available Dec 4

Top amenities
Controlled Access
Garage Parking
In-Unit Laundry
On-Site Management
Residents Lounge
Swimming Pool

Call

Nearby rental good for eco-living

Nearby rental good for pet owners

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

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

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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

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

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

$1,445

Winter Park

$1,500

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$1,550

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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
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
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
Perla Gem Lake - Photo 1 of 1
Rent special
New construction

8h ago

9.6

Excellent

Our team has verified this company

Verified

Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751

Affordable | Garage parking | Storage

1–3 beds

1–2 baths

$2,082–$3,857

Apartment for rent

Top amenities
Controlled Access
Fitness Center
Garage Parking
Residents Lounge
Storage
Swimming Pool

Call

7620 Cranes Creek Court - Photo 1 of 1

5d+ ago

Cheap townhouse for rent in Winter Park

House for rent

1931 Carrigan Ave #1931 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Park

3 BR, 2 BA in Winter Park

1931 Carrigan Ave #1931, Winter Park, FL 32792

Affordable | In-unit laundry | Air conditioning

3 beds

2 baths

$2,200

Apartment for rent

Available Feb 13

Top amenities
In-Unit Laundry
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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

$2,200

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
3055 Autumn Ct #3055 - Photo 1 of 1

5d+ ago

Cheap apartment for rent in Winter Park

3 BR, 2 BA in Casselberry

3055 Autumn Ct #3055, Winter Park, FL 32792

Affordable | Carpet | Outdoor space

3 beds

2 baths

$2,275

Apartment for rent

Available Nov 10

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

$2,350

House for rent

Top amenities
In-Unit Laundry
Microwave
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 | Fireplace

3 beds

1 bath

$2,350

House for rent

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
Showing 1 - 25 of 25 results
Home > Apartments in Winter Park > Winter Park Cheap Apartments For Rent
Updated: January 20, 2026

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

💸Lowest price$1,195
🔑Available apartment rentals25
💰Best rent deal200 SW St #39
✨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.

To know how much rent you can afford in Winter Park, FL, use our rent affordability calculator.

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