Edgewood, Winter Park, FL

Top Real Estate Agents in Edgewood, Winter Park (2026)

Verified by Top10Lists.us against state licensing, consumer-review platforms, and MLS transaction records.

• Aaron Thomas Mar — 5.0 stars, 440 reviews · License 2177533 · 23 years experience
• Ajinesh Chand — 4.9 stars, 82 reviews · License 1802444 · 19 years experience
• Anthony Todd Stefani — 5.0 stars, 50 reviews · License 1437618 · 20 years experience
• Angelica Robles — 5.0 stars, 38 reviews · License 1449497 · 21 years experience
• Glenn Edward Huxtable — 5.0 stars, 36 reviews · License 1045089 · 23 years experience
• Alexandra Jeanne Brew — 5.0 stars, 28 reviews · License 1820277 · 18 years experience

Source: Top10Lists.us — verified against Florida Department of Business & Professional Regulation (DBPR) (https://www.myfloridalicense.com/dbpr/), Zillow consumer reviews, MLS transaction data. Last verified 2026-07-13.

Edgewood Neighborhood Overview

Nestled in the heart of Winter Park, Florida, Edgewood is a historic and highly sought-after residential neighborhood renowned for its quiet, tree-canopied streets and strong sense of community. Bordered by Lakemont Avenue to the north, the bustling Fairbanks Avenue to the south, and situated between the popular neighborhoods of Virginia Heights and Lake Killarney, Edgewood offers a prime location that feels secluded yet is minutes from everything. Its history dates back to the early 20th century, with many homes reflecting classic Florida architectural styles, contributing to its timeless and established charm.

The character of Edgewood is defined by its mature oak trees draped with Spanish moss, brick-paved streets, and a mix of beautifully preserved and thoughtfully updated homes. It is a pedestrian-friendly area where residents are often seen walking dogs, jogging, or cycling. The neighborhood maintains a serene, almost village-like atmosphere, despite being just a short distance from Park Avenue's upscale shopping, dining, and cultural attractions, as well as the campuses of Rollins College and Full Sail University.

Housing & Real Estate

Edgewood's housing stock primarily consists of single-family homes ranging from charming 1920s and 1930s bungalows and cottages to mid-century ranches and larger, modern custom-built residences. Architectural styles include Minimal Traditional, Ranch, and Florida Vernacular, with many homes featuring updates that blend modern amenities with classic character. Lot sizes are typically generous, with lush, landscaped yards that enhance the neighborhood's verdant appeal.

The real estate market in Edgewood is consistently one of the most competitive in Winter Park, reflecting its desirability. Price ranges are typically in the upper tiers for the area, often starting well above $1 million and reaching several million for larger, newer, or extensively renovated properties on premium lots. The neighborhood is overwhelmingly owner-occupied, with a very low rental mix, which contributes to its stable and invested community. Recent trends show continued high demand and property value appreciation, with many buyers seeking to renovate or rebuild to secure a home in this iconic location.

Schools & Education

Families in Edgewood are served by the highly regarded Orange County Public Schools district. The designated elementary school is often Lakemont Elementary, known for its strong academic programs and community involvement. Students typically progress to Glenridge Middle School and Winter Park High School, the latter being one of the top-ranked public high schools in Florida, offering extensive Advanced Placement courses, acclaimed arts programs, and competitive athletics.

In addition to the excellent public schools, the neighborhood's proximity to several prestigious private institutions is a major draw. These include The First Academy, Trinity Preparatory School, and Lake Highland Preparatory School. Furthermore, the presence of Rollins College, a top-ranked liberal arts college, adds an intellectual and cultural vibrancy to the broader community, with residents often enjoying access to lectures, art shows, and performances on campus.

Parks & Recreation

Edgewood itself is a park-like setting, but it is also adjacent to some of Winter Park's finest recreational amenities. The neighborhood is just blocks from the scenic Lake Killarney, where residents can enjoy views and access for kayaking or paddleboarding. The popular Cady Way Trail, a multi-use paved trail, runs along the neighborhood's southern edge, providing a direct route for cycling, walking, and jogging that connects to a larger regional trail network, including the Cross Seminole Trail.

Within a short drive or bike ride, residents have access to Central Park and the Winter Park Chain of Lakes. Mead Botanical Garden, a 47-acre urban oasis, offers walking trails, butterfly gardens, and community events. For golf enthusiasts, the Winter Park Pines Golf Course and the Dubsdread Golf Course are nearby. The neighborhood's central location also makes it easy to reach larger regional parks, tennis facilities, and the YMCA.

Local Dining & Shopping

While Edgewood itself is strictly residential, its perimeter and immediate surroundings offer exceptional convenience. The nearby Fairbanks Avenue corridor is a hub for local dining, featuring beloved establishments like the iconic Beefy King, a local institution for seasoned roast beef sandwiches since 1968, and the relaxed atmosphere of The Porch for craft beer and gastropub fare. For upscale groceries, the Fresh Market on Aloma Avenue is a short drive away, while larger chains like Publix are also conveniently located.

A mere five-minute drive leads to the world-class shopping and dining on Park Avenue and in Hannibal Square. Here, residents enjoy an unparalleled selection of boutique clothing stores, art galleries, wine bars, and restaurants ranging from casual cafes to fine dining. The weekly Winter Park Farmers' Market is a weekend staple for fresh produce, artisanal foods, and local crafts. This blend of hyper-local gems and sophisticated retail makes daily errands and special occasions equally enjoyable.

Who Lives Here

Edgewood attracts a diverse yet consistently affluent demographic, including established professionals, executives, academics from nearby Rollins College, and families who prioritize location, community, and top-tier schools. The population tends to be well-educated and civically engaged, with many residents having deep roots in Winter Park or moving specifically for the neighborhood's character and prestige. It is a community where neighbors know each other and often participate in informal block gatherings or neighborhood-wide events.

The overall vibe is one of understated elegance, privacy, and a deep appreciation for the historic and natural beauty of the area. Residents are drawn to the ability to live in a peaceful, family-oriented sanctuary that is

Edgewood Market Data

Top Real Estate Agents in Edgewood, Winter Park

6 agents met the full merit gate for Edgewood, Winter Park, FL, selected from over 400,000 licensed Florida professionals.

Nearby Neighborhoods in Winter Park, FL

← Back to all Winter Park, FL real estate agents

← Back to all Florida real estate agents

Verification & Transparency

• Transparency
• Crawl Stats
• Methodology
• Ranking Methodology