Cheap 2 Bedroom apartments for rent in Winter Park, FL

32 rentals

Sort:

Price (low to high)

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
NICE PRIVATE -Two BEDROOMS ONE BATH- GREAT SCHOOL DISTRICT IN WINTER PARK, FL - VERY CONVENIENT LOCATION- CLOSE TO MALL SHOPPING CENTER - CALL PROPERTY MANAGER Evelyn Ciprian ON SITE TO SEE APT AT: 68

$1,300/mo

2 beds1 bath900 sq ft

2617 Eastbrook Blvd Unit 137, Winter Park, FL 32792

Somewhat walkable

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
NICE PRIVATE -2 BEDROOM ONE BATH- GREAT SCHOOL DISTRICT IN WINTER PARK, FL - VERY CONVENIENT LOCATION- CLOSE TO MALL SHOPPING CENTER - CALL PROPERTY MANAGER ON SITE TO SEE APT AT: show contact info -

$1,300/mo

2 beds1 bath850 sq ft

2610 Eastbrook Blvd Unit 216, Winter Park, FL 32792

A/C • Somewhat walkable

NEW 35 HRS AGO

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
Move in special:$1,000 off! *Restricted units only* Honoring Heroes: $35 Monthly Discount for Military, Police, Teachers, and Nurses! In a prime location of Winter Park, you will find our small and g

$1,399+/mo

2 beds2-2.5 baths910-958 sq ft

The Vista at Winter Park

| 4704 Lucier Ct, Winter Park, FL 32792

12 units available • Pets welcome • Parking

1 MONTH FREE3D WALKTHROUGH

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
Welcome home to La Aloma Apartments, a vibrant community perfectly situated in the heart of beautiful Winter Park, Florida. Experience the charm of tree-lined streets, local boutiques, and award-winni

$1,400+/mo

2 beds1-2 bath930-1,140 sq ft

La Aloma Apartments

| 3040 Aloma Ave, Winter Park, FL 32792

13 units available • Pets welcome • Parking

$600 OFF

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
Seabrook Apartment Homes offer one bedroom and two bedroom apartments for rent in Winter Park, Florida. The Seabrook Apartment community is located near the 408 Expressway, close to shopping and dini

$1,400+/mo

2 beds2 baths981-1,061 sq ft

Seabrook

| 3114 Terry Brook Dr, Winter Park, FL 32792

7 units available • Pets welcome • Parking

$500 OFF

ABOUT THIS HOME
Cheap 2 Bedroom Apartments for Rent in Winter Park, FL
We're open & available by appointment only for an in-person or virtual tour of your new apartment home! Whether you are a resident or are looking for a new place to call home, we are available during

$1,405/mo

2 beds1 bath864 sq ft

7785 Branchwood Ln, Winter Park, FL 32792

9 units available • Pets welcome • Car-dependent

Property at The Taylor at Winter Park - 2000 Village Ln, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,419+/mo

2 beds1-2 bath812-1,095 sq ft

The Taylor at Winter Park

| 2000 Village Ln, Winter Park, FL 32792

Property at Summerlin at Winter Park Apartments - 3207 Rosebud Ln, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,446+/mo

2 beds2 baths980 sq ft

Summerlin at Winter Park Apartments

| 3207 Rosebud Ln, Winter Park, FL 32792

Property at Westmount at Winter Park - 1701 Lee Rd, Winter Park, FL, 32789, 2 beds, 1-2 bath, [object Object]

$1,449+/mo

2 beds1-2 bath997-1,047 sq ft

Westmount at Winter Park

| 1701 Lee Rd, Winter Park, FL 32789

Property at Liv at Winter Park Apartment Homes - 4755 N Goldenrod Rd, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,459+/mo

2 beds1-2 bath912-967 sq ft

Liv at Winter Park Apartment Homes

| 4755 N Goldenrod Rd, Winter Park, FL 32792

Property at Sovereignty at Winter Park - 7745 Brandywood Cir, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,465+/mo

2 beds1-2 bath850-950 sq ft

Sovereignty at Winter Park

| 7745 Brandywood Cir, Winter Park, FL 32792

Property at Central Place At Winter Park - 7000 University Blvd, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,495+/mo

2 beds1-2 bath911-987 sq ft

Central Place At Winter Park

| 7000 University Blvd, Winter Park, FL 32792

Property at Whisper Lake Apartments - 3250 Whisper Lake Ln, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,499+/mo

2 beds1-2 bath1,000-1,050 sq ft

Whisper Lake Apartments

| 3250 Whisper Lake Ln, Winter Park, FL 32792

Property at Signal Pointe - 2500 Howell Branch Rd, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,530+/mo

2 beds1-2 bath925-1,150 sq ft

Signal Pointe

| 2500 Howell Branch Rd, Winter Park, FL 32792

Property at The Park Apartments - 7528 Park Promenade Dr, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,550/mo

2 beds2 baths1,000 sq ft

The Park Apartments

| 7528 Park Promenade Dr, Winter Park, FL 32792

Property at 1565 Michigan Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$1,575/mo

2 beds1 bath900 sq ft

1565 Michigan Ave, Winter Park, FL 32789

Property at Winter Park Woods - 349 Scottsdale Sq, Winter Park, FL, 32792, 2 beds, 1.5-2 baths, [object Object]

$1,595+/mo

2 beds1.5-2 baths1,020-1,085 sq ft

Winter Park Woods

| 349 Scottsdale Sq, Winter Park, FL 32792

Property at POSTE Winter Park - 800 Semoran Park Dr, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,626+/mo

2 beds1-2 bath950-1,050 sq ft

POSTE Winter Park

| 800 Semoran Park Dr, Winter Park, FL 32792

Property at Solis at Winter Park - 7502 Sun Key Blvd, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,639+/mo

2 beds1-2 bath900-1,030 sq ft

Solis at Winter Park

| 7502 Sun Key Blvd, Winter Park, FL 32792

Property at ARIUM Winter Park - 3250 Bishop Park Dr, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,665+/mo

2 beds1-2 bath920-1,100 sq ft

ARIUM Winter Park

| 3250 Bishop Park Dr, Winter Park, FL 32792

Property at Azure Winter Park - 3650 Summer Wind Dr, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,699+/mo

2 beds2 baths1,049 sq ft

Azure Winter Park

| 3650 Summer Wind Dr, Winter Park, FL 32792

Property at Sapphire Winter Park - 1699 Semoran North Cir, Winter Park, FL, 32792, 2 beds, 1-2 bath, [object Object]

$1,749+/mo

2 beds1-2 bath1,112-1,200 sq ft

Sapphire Winter Park

| 1699 Semoran North Cir, Winter Park, FL 32792

Property at 2045 S Lakemont Ave Unit 3, Winter Park, FL, 32792, 2 beds, 1 bath, [object Object]

$1,750/mo

2 beds1 bath826 sq ft

2045 S Lakemont Ave Unit 3, Winter Park, FL 32792

Property at Calibre Bend Apartments - 3924 Calibre Bend Ln, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$1,898+/mo

2 beds2 baths1,106-1,198 sq ft

Calibre Bend Apartments

| 3924 Calibre Bend Ln, Winter Park, FL 32792

Property at 3656 N Goldenrod Rd Unit 3640106, Winter Park, FL, 32792, 2 beds, 2.5 baths, [object Object]

$1,899/mo

2 beds2.5 baths1,175 sq ft

3656 N Goldenrod Rd Unit 3640106, Winter Park, FL 32792

Property at Berkshire Winter Park - 1874 Harmon Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,316+/mo

2 beds2 baths1,064 sq ft

Berkshire Winter Park

| 1874 Harmon Ave, Winter Park, FL 32789

Property at Seven41 Winter Park - 741 Clay St, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,330+/mo

2 beds2 baths1,055-1,210 sq ft

Seven41 Winter Park

| 741 Clay St, Winter Park, FL 32789

Property at Rosalia Winter Park - 55+ Active Adult LIving - 3045 Aloma Ave, Winter Park, FL, 32792, 2 beds, 2 baths, [object Object]

$2,377+/mo

2 beds2 baths1,000-1,231 sq ft

Rosalia Winter Park - 55+ Active Adult LIving

| 3045 Aloma Ave, Winter Park, FL 32792

Property at 939 Aragon Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,725/mo

2 beds2 baths1,127 sq ft

939 Aragon Ave, Winter Park, FL 32789

Property at Juno Winter Park - 1305 Morgan Stanley Ave, Winter Park, FL, 32789, 2 beds, 2 baths, [object Object]

$2,760+/mo

2 beds2 baths1,010 sq ft

Juno Winter Park

| 1305 Morgan Stanley Ave, Winter Park, FL 32789

Property at 775 Maryland Ave, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$3,200/mo

2 beds1 bath900 sq ft

775 Maryland Ave, Winter Park, FL 32789

Property at 1307 Formosa Ave Unit 1250011P, Winter Park, FL, 32789, 2 beds, 1 bath, [object Object]

$4,144/mo

2 beds1 bath1,140 sq ft

1307 Formosa Ave Unit 1250011P, Winter Park, FL 32789

Viewing page 1 of 1

Based on information submitted to the MLS GRID as of Mon Dec 01 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

More to explore in Winter Park, FL

Property Types
Bedrooms
Amenities
Price

Apartments for rent near Winter Park, FL

Cities
Rental Buildings

Neighborhoods
Zip Codes

Popular rental markets in Florida

Rentals
Apartments

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

Cheap 2 Bedroom apartments for rent in Winter Park, FL

More to explore in Winter Park, FL

Rentals near Winter Park, FL

Cities

Apartments for rent near Winter Park, FL

Popular rental markets in Florida

Related searches in Winter Park, FL