Lake Maitland Winter Park Chain of Lakes

Experience the expansive majesty of the Winter Park Chain’s largest and most famous premier body of water.

SURFACE AREA

451 Acres

WATER CLARITY

Highly Clear Spring-Fed

KEY HIGHLIGHT

Kraft Azalea Garden & Dog Island

DIRECT CONNECTIONS

Lake Osceola & Lake Minnehaha

Lake Maitland

Spanning 451 acres, Lake Maitland is the undisputed heavyweight and crown jewel of the Winter Park Chain. It offers magnificent, wide-open expanses that make it the ultimate destination for active recreation, including sailing, water skiing, and pontoon cruises. The shoreline is an incredible showcase of old-world charm blended with modern luxury, featuring some of Central Florida’s most prestigious historic custom estates and sprawling properties.

The lake is also home to unique local landmarks. On its public shores sits Kraft Azalea Garden, a stunning park framed by towering, moss-draped cypress trees. In the center of the basin, boaters frequently gather near Dog Island, a famous local sandbar destination that highlights the active, social lifestyle of this historic waterfront community.

Dynamic Recreation

As the largest pool in the system, Lake Maitland provides ample room for high-speed water sports. It is highly favored for afternoon wakeboarding, competitive sailing, and scenic weekend pontoon cruising across the open basin.

Historic Lakefront Shores

The beautiful perimeter features a seamless blend of luxury estates, private boathouses, and pristine parks. Incredible architectural showcase framed by stunning, ancient cypress trees and manicured lawns.

Social Sandbar Hubs

Home to the famous Dog Island sandbar, the lake serves as a vibrant weekend gathering spot. Boaters regularly anchor here to socialize, swim, and enjoy the premier Central Florida sunshine with friends and family.

Lake Maitland Featured Listings

Where vibrant, upscale living meets the breathtaking expanses of world-class waterfront real estate on Lake Maitland.

Central Florida’s Premier Lakefronts

Real estate deals can be daunting. With over 20 years of experience, we make the process seamless. No matter what you’re in the market for, Davich Lohr is here to assist you, freeing up your time, and letting you focus on whats most important to you!

URBANISTA BROKERS, INC.

ALL RIGHTS RESERVED © 2026 DAVICH LOHR