Apartments for Rent under $2,000 in Winter Park FL

1,191 Rentals

The Majestic at Downtown Baldwin Park

4828 New Broad St, Orlando, FL 32814
1 / 108

Videos

Matterport 3D Tours
Studio

$1,750+

1 Bed

$1,800+

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Controlled Access Elevator
Onyx Winter Park

100 Reflections Cir, Casselberry, FL 32707
1 / 34

Videos

Matterport 3D Tours
Studio

$1,230+

1 Bed

$1,355+

2 Beds

$1,545+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator In Unit Washer & Dryer
Berkshire Winter Park

1874 Harmon Ave, Winter Park, FL 32789
1 / 85

Videos

Matterport 3D Tours
Studio

$1,490+

1 Bed

$1,637+

1 Month Free

Pets Allowed Heat
Include Rooms for Rent in Your Search
Seabrook

3114 Terry Brook Dr, Winter Park, FL 32792
1 / 31

Matterport 3D Tours
1 Bed

$1,201+

2 Beds

$1,388+

Specials

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
Elon Winter Park

712 Nicolet Ave, Winter Park, FL 32789
1 / 28

Videos

Matterport 3D Tours
1 Bed

$1,574+

Specials

Pets Allowed Fitness Center Pool Dishwasher Kitchen Walk-In Closets Microwave
Oak Reserve at Winter Park

541 Oak Reserve Ln, Winter Park, FL 32792
1 / 110

Videos

Matterport 3D Tours
1 Bed

$1,475+

2 Beds

$1,600+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Cranes Landing Apartments

3440 N Goldenrod Rd, Winter Park, FL 32792
1 / 37

Videos

Matterport 3D Tours
1 Bed

$1,243+

2 Beds

$1,362+

3 Beds

$1,807+

Pets Allowed Fitness Center Pool Dishwasher Kitchen In Unit Washer & Dryer
Juno Winter Park

1305 Morgan Stanley Ave, Winter Park, FL 32789
1 / 93

Videos

Matterport 3D Tours
Studio

$1,859+

Specials

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Clubhouse High-Speed Internet Controlled Access
Vintage Winter Park Apartments

7490 Dwell Well Way, Winter Park, FL 32792
1 / 74

Videos

Matterport 3D Tours
1 Bed

$1,790+

2 Beds

$1,724+

1 Month Free

Pets Allowed Fitness Center Pool Dishwasher In Unit Washer & Dryer Gated
Bainbridge Winter Park

1400 Morgan Stanley Ave, Winter Park, FL 32789
1 / 75

Videos

Matterport 3D Tours
1 Bed

$1,443+

1 Month Free

Pets Allowed In Unit Washer & Dryer
Newport Colony Apartments in Casselberry

1166 Pointe Newport Ter, Casselberry, FL 32707
1 / 33

Videos

Matterport 3D Tours
1 Bed

$1,375+

2 Beds

$1,735+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Azul Baldwin Park

4460 Lower Park Rd, Orlando, FL 32814
1 / 109

Videos

Matterport 3D Tours
1 Bed

$1,795+

Specials

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
Aurora on the Trail

825 McCullough Ave, Orlando, FL 32803
1 / 18

Videos

Matterport 3D Tours
Studio

$1,897

1 Bed

$1,594+

2 Beds

$1,934+

Pets Allowed Fitness Center Pool Dishwasher Refrigerator In Unit Washer & Dryer
The Adeline

304 Lake Ave, Maitland, FL 32751
1 / 20

Videos

Matterport 3D Tours
1 Bed

$1,694+

Pets Allowed Fitness Center Pool Kitchen In Unit Washer & Dryer Walk-In Closets
The Ivy Residences at Health Village Apart...

2650 Dade Ave, Orlando, FL 32804
1 / 33

Videos

Matterport 3D Tours
Studio

$1,623+

1 Bed

$1,493+

2 Beds

$1,982+

Pets Allowed Fitness Center Pool Maintenance on site Package Service Online Services
400 North

400 N Orlando Ave, Maitland, FL 32751
1 / 47

Videos

Matterport 3D Tours
1 Bed

$1,630+

2 Beds

$1,835+

1 Month Free

Dogs Allowed Fitness Center Pool Dishwasher Refrigerator In Unit Washer & Dryer
Baldwin Harbor

1771-1887 Jake St, Orlando, FL 32814
1 / 46

Videos

Matterport 3D Tours
1 Bed

$1,833+

Pets Allowed Fitness Center Pool Dishwasher Kitchen In Unit Washer & Dryer
The Village at Lake Lily

925 S Orlando Ave, Maitland, FL 32751
1 / 53

Videos

Matterport 3D Tours
1 Bed

$1,798+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Cortland Lake Howell

1280 Vinings Ln, Casselberry, FL 32707
1 / 45

Videos

Matterport 3D Tours
1 Bed

$1,517+

2 Beds

$1,770+

Specials

Pets Allowed Fitness Center Pool In Unit Washer & Dryer Walk-In Closets Stainless Steel Appliances Granite Countertops
MAA Baldwin Park

4688 New Broad St, Orlando, FL 32814
1 / 34

Videos

Matterport 3D Tours
1 Bed

$1,720+

Specials

Pets Allowed Fitness Center Pool Dishwasher Refrigerator Kitchen
Maitland City Centre

160-190 Independence Ln, Maitland, FL 32751
1 / 55

Matterport 3D Tours
1 Bed

$1,827+
Infinity off Baldwin Park Apartments

4000 Maguire Blvd, Orlando, FL 32803
1 / 55

Matterport 3D Tours
1 Bed

$1,645+
Perla Gem Lake

100 Boucle Jeanne Cir, Maitland, FL 32751
1 / 37

Matterport 3D Tours
1 Bed

$1,940+

1 Month Free
Village at Baldwin Park

2055 Lake Baldwin Ln, Orlando, FL 32814
1 / 32

Matterport 3D Tours
1 Bed

$1,730+

Specials
Calibre Bend Apartments

3924 Calibre Bend Ln, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
1 Bed

$1,549+

2 Beds

$1,749+
ARIUM Winter Park

3250 Bishop Park Dr, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
1 Bed

$1,297+

2 Beds

$1,653+
Seven41 Winter Park

741 Clay St, Winter Park, FL 32789
1 / 50

Matterport 3D Tours
1 Bed

$1,800+

Specials
Summerlin at Winter Park Apartments

3207 Rosebud Ln, Winter Park, FL 32792
1 / 36

Matterport 3D Tours
1 Bed

$1,292+

2 Beds

$1,446+

3 Beds

$1,949+

Discounts
The Taylor at Winter Park

2000 Village Ln, Winter Park, FL 32792
1 / 40

Matterport 3D Tours
Studio

$1,210+

1 Bed

$1,335+

2 Beds+

$1,709+

1 Month Free
Central Place At Winter Park

7000 University Blvd, Winter Park, FL 32792
1 / 26

Matterport 3D Tours
1 Bed

$1,205+

2 Beds

$1,495+

3 Beds

$1,975

Specials
Sovereignty at Winter Park Apartments

7745 Brandywood Cir, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
1 Bed

$1,150+

2 Beds

$1,391+
Liv at Winter Park Apartment Homes

4755 N Goldenrod Rd, Winter Park, FL 32792
1 / 44

Matterport 3D Tours
Studio

$1,838+

1 Bed

$1,198+

2 Beds+

$1,514+

Specials
Winter Park Woods

349 Scottsdale Sq, Winter Park, FL 32792
1 / 50

Matterport 3D Tours
Studio

$999

1 Bed

$1,139+

2 Beds+

$1,269+

Specials
San Jose Apartments

2353 Winter Woods Blvd, Winter Park, FL 32792
1 / 39

Matterport 3D Tours
1 Bed

$903+

2 Beds

$1,089+

3 Beds

$1,261+

Specials
Enders Place at Baldwin Park

4220 New Broad St, Orlando, FL 32814
1 / 31

Matterport 3D Tours
Studio

$1,625+

1 Bed

$1,700+

2 Months Free
Vida at Health Village

2680 N Orange Ave, Orlando, FL 32804
1 / 50

Matterport 3D Tours
Studio

$1,784+

1 Bed

$1,799+

Specials
Birchwood Landing

1485 Ash Cir, Casselberry, FL 32707
1 / 13

Matterport 3D Tours
1 Bed

$1,119+

2 Beds

$1,395+
The Avenues of Baldwin Park

5800 Auvers Blvd, Orlando, FL 32807
1 / 50

Matterport 3D Tours
1 Bed

$1,294+

2 Beds

$1,480+

3 Beds

$1,883+
District On Baldwin Park

5590 Baldwin Park St, Orlando, FL 32807
1 / 50

Matterport 3D Tours
Studio

$1,110

1 Bed

$1,140+

2 Beds+

$1,525+

Specials
Sorrento

2400 Howell Branch Rd, Winter Park, FL 32792

Studio

$1,135+

1 Bed

$1,320+

2 Beds+

$1,425+
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Florida Orange County Winter Park

Helpful Rental Guides for Winter Park, FL

Texas Regulations for Rental Safety and Security

Texas Regulations for Rental Safety and Security

Understanding Your Rent

Understanding Your Rent

How to Handle Water Damage in Your Apartment

How to Handle Water Damage in Your Apartment

7 Tips for Dealing With a Difficult Landlord

7 Tips for Dealing With a Difficult Landlord

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