How much is the average rent in Winter Park, FL for 1-bedroom and 2-bedroom apartments?

Winter Park's 2025 rental market shows one-bedroom apartments averaging around $1,400 per month, while two-bedroom units average around $1,700 monthly. Both apartment types experienced year-over-year decreases, with one-bedrooms declining 6.1% and two-bedrooms dropping 4.4% from 2024 levels.

When is the best time to look for an apartment in Winter Park, FL?

October stands out as the optimal month for apartment hunting in Winter Park, offering both the lowest seasonal rents and reduced competition among renters. The city sees an 8% difference between peak July pricing and October's off-peak rates, making fall timing particularly advantageous for budget-conscious searches.

Are there pet-friendly apartments in Winter Park, FL?

Winter Park offers solid options for pet owners, with 48% of rental listings welcoming pets. This represents a substantial portion of the city's average 258 monthly apartment listings, providing pet owners with multiple housing choices across different property types.

Are utilities usually included in rent in Winter Park, FL?

Utilities are rarely included in Winter Park rental agreements, appearing in less than 1% of total listings. Among the limited options, one-bedroom apartments show the highest rate at 0.08% of listings, while studios currently show no utility-included options available.

Apartments for Rent with Move In Special in Winter Park, FL

25 rentals available

Liv at Winter Park Apartment Homes - Photo 1 of 1

Rent special

2h ago

9.2

Excellent

Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Goldenrod, FL 32817

Rent special | In-unit laundry | Swimming pool

Studio–3 beds

1–2 baths

$1,071–$4,783

Price drop

Apartment for rent

Available Jun 22

Top amenities

Ceiling Fan

Fitness Center

Hardwood Floor

In-Unit Laundry

On-Site Management

Swimming Pool

Call

Rent special

2h ago

9.9

Excellent

Verified

The Park at Rialto

2174 Sharp Ct, Fern Park, FL 32730

Rent special | In-unit laundry | Swimming pool

1–2 beds

1 bath

$1,179–$1,379

Apartment for rent

Available May 1

Top amenities

Business Center

Fitness Center

In-Unit Laundry

On-Site Management

Call

Rent special

6h ago

Excellent

Verified

Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814

Rent special | In-unit laundry | Air conditioning

1–3 beds

1–3 baths

$1,923–$3,714

Apartment for rent

Top amenities

Business Center

Elevator

Fitness Center

Garage Parking

In-Unit Laundry

Package Service

Call

Rent special

10h ago

9.6

Excellent

Verified

The Hudson

464 S Kirkman Rd, Orlando, FL 32811

Rent special | Air conditioning | Swimming pool

1–3 beds

1–2 baths

$1,441–$2,575

Apartment for rent

Available May 8

Top amenities

Air Conditioning

Fitness Center

Swimming Pool

Call

Rent special

1d ago

9.6

Excellent

Verified

Alvista West Vue

5915 Raleigh St, Orlando, FL 32835

Rent special | Swimming pool | Fitness center

1–3 beds

1–2 baths

$1,453–$3,193

Price drop

Apartment for rent

Top amenities

Ceiling Fan

Controlled Access

Microwave

On-Site Management

Package Service

Swimming Pool

Call

Rent special

New construction

1d ago

9.6

Excellent

Verified

The CenterPointe

425 Centerpointe Cir, Altamonte Springs, FL 32701

Rent special | In-unit laundry | Air conditioning

Studio–3 beds

1–2 baths

$1,722–$3,614

Price drop

Apartment for rent

Available Jan 22

Top amenities

Business Center

Elevator

In-Unit Laundry

On-Site Management

Package Service

Swimming Pool

Call

Nearby rental good for eco-living

$1,923–$3,714

Baldwin Park

Nearby rental good for pet owners

$1,405–$2,399

2015 New Stonecastle Ter

Rent special

1d ago

8.5

Very good

The Baldwin

800 Lombard St, Orlando, FL 32807

Rent special | Furnished | Air conditioning

1–3 beds

1–2 baths

$1,575–$2,453

Price drop

Apartment for rent

Top amenities

Air Conditioning

Business Center

Garage Parking

On-Site Management

Package Service

Swimming Pool

Highly rated

Rent special

1d ago

9.9

Excellent

Verified

Talia at Maitland

6750 Woodlake Dr, Lockhart, FL 32810

Rent special | Furnished | Air conditioning

1–2 beds

1–2 baths

$1,248–$1,720

Price drop

Apartment for rent

Top amenities

Air Conditioning

Ceiling Fan

Fitness Center

Furnished

Hardwood Floor

On-Site Management

Call

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The Preserve at Spring Lake - Photo 1 of 1

Highly rated

Rent special

1d ago

8.3

Very good

The Preserve at Spring Lake

895 Wymore Rd, Altamonte Springs, FL 32714

Rent special | In-unit laundry | Air conditioning

2–3 beds

1–2 baths

$1,406–$2,036

Apartment for rent

Top amenities

Fitness Center

In-Unit Laundry

On-Site Laundry

On-Site Management

Residents Lounge

Stonecastle Apartment Homes - Photo 1 of 1

Rent special

1d ago

8.8

Very good

Stonecastle Apartment Homes

2015 New Stonecastle Ter, Winter Park, FL 32792

Rent special | In-unit laundry | Air conditioning

1–2 beds

1–2 baths

$1,405–$2,399

Price drop

Apartment for rent

Top amenities

Garage Parking

In-Unit Laundry

On-Site Management

Package Service

Residents Lounge

Storage

Find sweet deals near Winter Park

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

$1,455–$2,205

Winter Park

$1,093–$1,636

Winter Park

$1,199–$2,395

Winter Park

$1,195–$1,470

Winter Park

The Tiffany at Maitland West - Photo 1 of 1

Rent special

1d ago

9.7

Excellent

Verified

The Tiffany at Maitland West

9301 Summit Centre Way, Orlando, FL 32810

Rent special | On-site laundry | Swimming pool

Studio–3 beds

1–2 baths

$1,495–$2,945

Apartment for rent

Top amenities

Business Center

Fitness Center

On-Site Laundry

On-Site Management

Package Service

Storage

Call

Rent special

3D tour

2d ago

Excellent

Verified

Rosehill Preserve

5870 Sundown Cir, Orlando, FL 32822

Rent special | In-unit laundry | Balcony

1–2 beds

1–2 baths

$1,299–$2,017

Apartment for rent

Top amenities

Fireplace

Fitness Center

In-Unit Laundry

Package Service

Residents Lounge

Call

Summerlin at Winter Park Apartments - Photo 1 of 1

Rent special

2d ago

8.8

Very good

Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792

Rent special | In-unit laundry | Furnished

1–2 beds

1–2 baths

$1,199–$2,395

Price drop

Apartment for rent

Top amenities

Business Center

Carpet

In-Unit Laundry

On-Site Laundry

On-Site Management

Swimming Pool

Highly rated

Rent special

2d ago

8.8

Very good

Modera Creative Village

505 Chatham Ave, Orlando, FL 32801

Rent special | In-unit laundry | Swimming pool

Studio–3 beds

1–2 baths

$1,586–$4,286

Apartment for rent

Available Jun 22

Top amenities

EV Charging

In-Unit Laundry

Package Service

Residents Lounge

Storage

Swimming Pool

Rent special

New construction

2d ago

9.6

Excellent

Verified

Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751

Rent special | Garage parking | Swimming pool

1–3 beds

1–2 baths

$2,406–$3,857

Apartment for rent

Top amenities

Controlled Access

Fireplace

Garage Parking

Package Service

Roof Deck

Swimming Pool

Call

Rent special

2d ago

9.6

Excellent

Verified

Alvista Winter Park

3935 Sutton Place Blvd, Winter Park, FL 32792

Rent special | In-unit laundry | On-site laundry

1–2 beds

1–2 baths

$1,291–$3,403

Apartment for rent

Top amenities

Carpet

In-Unit Laundry

On-Site Laundry

Package Service

Storage

Swimming Pool

Call

Central Place At Winter Park - Photo 1 of 1

Rent special

3d ago

9.7

Excellent

Verified

Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792

Rent special | Air conditioning | On-site laundry

1–3 beds

1–2 baths

$1,240–$1,530

Apartment for rent

Top amenities

Air Conditioning

Dishwasher

Fitness Center

On-Site Laundry

Swimming Pool

Call

The Taylor at Winter Park - Photo 1 of 1

Rent special

3d ago

8.8

Very good

The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792

Rent special | Air conditioning | On-site laundry

1–2 beds

1–2 baths

$1,256–$1,824

Apartment for rent

Top amenities

Air Conditioning

Business Center

Fitness Center

On-Site Laundry

On-Site Management

Swimming Pool

The Beacon at Seminole Lakes - Photo 1 of 1

Rent special

3d ago

8.8

Very good

The Beacon at Seminole Lakes

7120 Forest City Rd, Lockhart, FL 32810

Rent special | On-site laundry | Swimming pool

1–3 beds

1–2 baths

$1,040–$1,639

Apartment for rent

Top amenities

On-Site Laundry

On-Site Management

Swimming Pool

Newport Colony Apartments in Casselberry - Photo 1 of 1

Rent special

3d ago

8.8

Very good

Newport Colony Apartments in Casselberry

1166 1166 Pointe Newport Terrace Drive, Casselberry, FL 32707

Rent special | In-unit laundry | Air conditioning

1–3 beds

1–2 baths

$1,375–$2,135

Apartment for rent

Top amenities

Carpet

Ceiling Fan

Hardwood Floor

In-Unit Laundry

Package Service

Roof Deck

Rent special

4d ago

9.2

Excellent

Verified

480 N. Orange Ave.

480 N Orange Ave, Orlando, FL 32801

Rent special | Furnished

1–2 beds

1 bath

$2,200–$2,825

Apartment for rent

Rent special

4d ago

9.4

Excellent

Melina at Maitland

7618 Forest City Rd, Lockhart, FL 32810

Rent special | On-site laundry | Swimming pool

2–3 beds

2 baths

$1,414–$1,662

Apartment for rent

Top amenities

On-Site Laundry

The Julian Orlando Apartments - Photo 1 of 1

Highly rated

Rent special

4d ago

8.8

Very good

The Julian Orlando Apartments

480 N Terry Ave, Orlando, FL 32801

Rent special | In-unit laundry | Furnished

Studio–3 beds

1–2 baths

$1,503–$2,950

Apartment for rent

Top amenities

Air Conditioning

Fitness Center

Furnished

In-Unit Laundry

Rent special

4d ago

9.6

Excellent

Verified

Marvera Casselberry

3851 Grandpine Way, Casselberry, FL 32707

Rent special | In-unit laundry | Garage parking

1–3 beds

1–2 baths

$1,629–$2,512

Apartment for rent

Top amenities

Fireplace

Garage Parking

In-Unit Laundry

On-Site Management

Roof Deck

Swimming Pool

Call

Highly rated

Rent special

5d+ ago

Excellent

Verified

Dover Gardens

1448 Adriel Ln, Orlando, FL 32812

Rent special | Swimming pool | Fitness center

1–2 beds

1–2 baths

$1,275–$1,550

Apartment for rent

Available Oct 6

Call

Showing 1 - 25 of 25 results

Home > Apartments in Winter Park > Winter Park Move in special Apartments For Rent

Updated: June 22, 2026

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Apartments for Rent with Move In Special in Winter Park, FL

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