Eastbrook
Located in the heart of Winter Park, Eastbrook offers a prime location, charm, and convenience. This non-HOA community has two entrances—Howell Branch Road & Eastbrook Boulevard and Aloma Avenue (SR 426) & Eastbrook Boulevard—providing easy access to downtown Orlando, top-rated schools, shopping, and dining.
The community consists of approximately 900 single-family homes, built between the late 1950s and early 1970s, many of which have been beautifully updated. With homes ranging from 936 to over 4,000 sq. ft. and featuring 2–6 bedrooms, the floorplans often include spacious living areas, split floor plans, fenced yards, pools, and two-car garages.
Eastbrook is just minutes away from the vibrant Park Avenue district, known for its boutiques, outdoor cafes, and cultural attractions. The community also benefits from close proximity to major highways like I-4, SR 417, and SR 408, ensuring effortless commutes to downtown Orlando, area theme parks, and Orlando International Airport.
Community Highlights
Location: Howell Branch Road & Eastbrook Blvd. | Aloma Ave. (SR 426) & Eastbrook Blvd.
Homesites: Approximately 900 single-family homes
Year Built: Late 1950s – Early 1970s
Square Footage: 936 – 4,000+ sq. ft.
HOA: None
Nearby Shopping & Dining
The Shops at Howell Branch – 1 mile
Casselberry Commons – 1.5 miles
Publix at Aloma Shopping Center – 3 miles
Unigold Shopping Center – 3 miles
Downtown Orlando – 10 miles
The Mall at Millenia – 16 miles
Parks & Recreation
Winter Pines Golf Club – 3 miles
Phelps Park – 3 miles
Interlachen Country Club – 4 miles
Casselberry Golf Club – 5 miles
Walt Disney World Resort – 27 miles
Universal Orlando Resort – 19 miles
Top-Rated Schools
Eastbrook Elementary – 2 miles
Lakemont Elementary – 4 miles
Tuskawilla Middle – 4 miles
Maitland Middle – 4 miles
Lake Howell High School – 4 miles
Winter Park High School – 4 miles
Nearby Medical Facilities
AdventHealth Winter Park – 3 miles
Florida Hospital Rollins St. – 7 miles
Eastbrook offers a quiet, well-connected lifestyle in one of Central Florida’s most desirable areas. With no HOA fees, top schools, and unbeatable convenience, this community is a sought-after place to call home.

