Crescent & Oak

Local Expertise

A Guide to Orlando’s Neighborhoods

Every neighborhood in Central Florida has its own character. Here’s what to expect from the areas we know best.

Winter Park

$975K median list price

Winter Park

Brick streets, live oaks, and Park Avenue charm

Anchored by Rollins College and the boutiques of Park Avenue, Winter Park pairs historic character with some of Central Florida's most established tree canopy. Chain of Lakes boat tours, museum-quality galleries, and a walkable downtown make this one of the region's most enduring addresses.

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Lake Nona

$1.4M median list price

Lake Nona

Master-planned innovation on the southeast corridor

Lake Nona has become synonymous with new-construction design, drawing residents to its medical city, USTA National Campus, and a steady pipeline of architect-forward homes. Golf cart paths, town-center dining, and lakeside trails define day-to-day life here.

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Dr. Phillips

$1.6M median list price

Dr. Phillips

Golf-course estates minutes from Restaurant Row

Framed by Bay Hill and the Butler Chain of Lakes, Dr. Phillips delivers privacy and scale without sacrificing proximity to Orlando's dining and business core. Expect mature landscaping, larger lots, and a concentration of custom-built estates.

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Windermere

$2.1M median list price

Windermere

Private, gated, and built around the water

Windermere's identity is the Butler Chain of Lakes — protected, spring-fed, and lined with estate lots. Gated communities, deep setbacks, and boat-dock lifestyles have long made this Central Florida's quiet address for scale and privacy.

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Baldwin Park

$875K median list price

Baldwin Park

New-urbanist village living around Blue Jacket Park

Built on the footprint of the former Orlando Naval Training Center, Baldwin Park set the standard for walkable, front-porch neighborhood design in Central Florida. A village center, lakefront trails, and top-rated schools keep it in constant demand.

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Thornton Park / Downtown

$625K median list price

Thornton Park / Downtown

Skyline living steps from Lake Eola

For buyers who want their address to be the city itself, Thornton Park offers brick-lined streets, a walk score few Orlando neighborhoods can match, and high-rise residences overlooking Lake Eola and the downtown skyline.

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College Park

$525K median list price

College Park

Bungalow streets and an established, tight-knit core

College Park's tree-lined streets of Spanish Revival and bungalow-era homes sit minutes from Downtown Orlando, Dubsdread Golf Course, and Edgewater Drive's independent shops and cafes — a favorite for buyers who want character over scale.

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