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Apartments Under $1,000 in Winter Park, FL

1 - 3 of 3 Results
13
$840
W Webster Ave
Winter Park, FL
1 BR | Ask for Availability
Contact
23
$878
Eastbrook Blvd
Winter Park, FL
1 BR | Ask for Availability
Contact
20
$880 - 890
Sorrento
2400 Howell Branch Road Winter Park, FL
Studio | Ask for Availability
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Balcony/Deck/Patio
1 - 3 of 3 Results

All Apartments in Winter Park, FL

30 Results
18
$1,058
Biscayne Dr
Winter Park, FL
1 BR | Ask for Availability
Contact
16
$1,799 - 1,999
The Fisher Apartments, Winter Park | 1–2 Months Free
2001 Glenridge Way Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Surface Parking
Storage
1
$2,300
3br/2ba Single Family Home With Large Backyard In Winter Park!
2441 Fifeshire Dr Winter Park, FL
3 BR | Ask for Availability
Contact
Dog Friendly
Cat Friendly
House
Storage
Dishwasher
30
3D Tour
$1,253 - 1,763
Seabrook
3114 Terry Brook Dr Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
36
$1,564 - 4,621
Juno Winter Park
Deal
1305 Morgan Stanley Ave Winter Park, FL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Covered Parking
36
$1,279 - 2,881
Summerlin At Winter Park Apartments
Deal
3207 Rosebud Lane Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Air Conditioning
Balcony/Deck/Patio
Fitness Center
23
3D Tour
$1,105 - 2,075
Central Place At Winter Park
Deal
4.0
7000 University Blvd Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
43
3D Tour
$1,350 - 1,790
Whisper Lake Apartments
Deal
3250 Whisper Lake Lane Winter Park, FL
1 - 2 BR | Available Now
Contact
Furnished
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
16
$1,899
Tuscany Villas | 1 & 2 Bedroom Apartments In Winter Park, Fl
3656 N Goldenrod Rd Winter Park, FL
2 BR | Feb. 20, 2026
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
82
$1,318 - 1,999
Venue At Winter Park
5 Autumn Breeze Way Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Covered Parking
Fitness Center
Storage
12
$1,449 - 1,519
Indigo Winter Park
Deal
220 S Semoran Boulevard Winter Park Winter Park, FL
1 BR | Available Now
Contact
Heat Included
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
58
$1,249 - 1,899
Azure Winter Park
Deal
3650 Summer Wind Dr Winter Park, FL
Studio - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
In Unit Laundry
32
$1,349 - 1,949
Serena Winter Park
Deal
2890 Red Lion Sq Winter Park, FL
1 - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Luxury
Air Conditioning
10
$1,094 - 1,719
Advenir at Magnolia
210 Welcome Way Fern Park, FL
Studio - 2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Luxury
Air Conditioning
Surface Parking
34
$1,399 - 2,099
Sapphire Winter Park
Deal
1699 Semoran N Cir Winter Park, FL
1 - 3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Virtual Tour
Air Conditioning
Covered Parking
19
$1,249 - 2,085
Cranes Landing Apartments
3440 N Goldenrod Rd Winter Park, FL
1 - 3 BR | Feb. 17, 2026
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
29
$15,550
1860 Via Contessa
Winter Park, FL
8+ BR | Available Now
Contact
House
Balcony/Deck/Patio
Storage
Dishwasher
15
$1,320
3011 George Mason Ave
Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
18
$2,099
Undisclosed Address
Winter Park, FL
3 BR | Available Now
Contact
1
$1,690
First Month Free - Cozy 2 Bed 2 Bath In Winter Park
211 Stefanik Rd Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Disability Access
1
$1,600
2/2, 1st Floor, Fully Renovated, Winter Park Unit For Rent!
241 Lewfield Cir Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
House
Disability Access
Dishwasher
16
$1,950
7765 Fernbrook Way
Winter Park, FL
2 BR | Available Now
Contact
36
$4,950
1580 Oakhurst Ave
Winter Park, FL
4 BR | Available Now
Contact
1
$1,925
Cute 2/1.5 Quaint Bungalow With Single Garage In Winter Park Right Off Lee Road!
942 Gloriosa Ave Winter Park, FL
2 BR | Apr. 27, 2026
Contact
Dog Friendly
Cat Friendly
House
Balcony/Deck/Patio
Storage
19
$1,921 - 2,026
3 Bed 2 Bathroom Apartment In Prime Winter Park Location
3440 N Goldenrod Rd Unit 1222 Winter Park, FL
3 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Fitness Center
Dishwasher
30
$2,275
3055 Autumn Ct
Winter Park, FL
3 BR | Available Now
Contact
19
$5,500
1213 Formosa Ave
Winter Park, FL
3 BR | Available Now
Contact
House
Storage
Dishwasher
1
$1,450
Beautiful 1/1 Wood Floor Condo For Rent With Serene Trees View From Your Screened Balcony.
2948 Antique Oaks Cir #96 Winter Park, FL
1 BR | Available Now
Contact
Dog Friendly
Storage
Dishwasher
Pool
1
$1,750
Stunning All Upgraded 2/2 Condo X Rent @ Winter Park Village Next To Full Sail !
633 Trinidad Ct Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Fitness Center
Pool
1
$1,495
Great Location! 2 Bedroom/2 Bath, 1st Floor Condominium In Winter Park!
3651 N Goldenrod Rd #e106 Winter Park, FL
2 BR | Available Now
Contact
Dog Friendly
Cat Friendly
Storage
Disability Access
Dishwasher
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Frequently Asked Questions

How many apartments under $1,000 are available in Winter Park, FL on Rentable.co?

There are 3 apartments under $1,000 in Winter Park currently available for rent on Rentable.co.

How many studio apartments under $1,000 are available in Winter Park?

Rentable.co has 8 studio apartments under $1,000 available for rent in Winter Park.

How many one-bedroom apartments under $1,000 are available in Winter Park?

Rentable.co has 32 one-bedroom apartments under $1,000 available for rent in Winter Park.

How many two-bedroom apartments under $1,000 are available in Winter Park?

Rentable.co has 43 two-bedroom apartments under $1,000 available for rent in Winter Park.

Can I afford a apartment under $1,000 in Winter Park, FL?

To comfortably afford a apartment under $1,000 in Winter Park based on average rent prices, a household would need an annual income of $35,000.

Apartments Under $1,000 in Winter Park, FL: February Rental Information

Welcome to the Apartments Under $1,000 in Winter Park, FL monthly rent report. In this assessment of the local rental market, Rentable data scientists and rental experts break down the key findings and figures for the Winter Park rental landscape as of February 2026.

Our experts analyze the inventory trends for apartments under $1,000 — overall market rent-distribution, availability by bedroom count, and month-over-month comparisons — in Winter Park and surrounding areas. This summary also provides insights into available features and amenities, as well as location options for apartments under $1,000 in Winter Park. Whether you’re a student, a young professional, or looking to downsize, this report will help you find the perfect affordable apartment in Winter Park.
0 5 10 15 20 <$1,200 $1,220 $1,260 $1,300 $1,340 $1,380 $1,420 $1,460 $1,500 $1,540 $1,580 $1,620 $1,660 $1,700 $1,740 $1,780 $1,820 $1,860 $1,900 $1,940 $1,980
This month, the typical cost to rent a one-bedroom apartment in Winter Park stands at $1,360, with the majority falling between $1,030 and $1,900. Out of the 1,412 one-bedroom apartments currently on the market in Winter Park, 5 are priced below $1,000, accounting for 0% of the total available one-bedroom units in Winter Park.

Looking for Apartments Under $1,000 in Winter Park?

Available apartments under $1,000 90
Top amenities Air Conditioning, Balcony/Deck/Patio, On Site Laundry, Pool, Living Room
Pet friendly 4
Studio 2
1 Bedroom 2
2 Bedroom 1
Square footage 474 - 1,020
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