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Lakefront Living

Central Florida contains more than 10,000 lakes and ponds with some incredible waterfront living opportunities.  Try out our Search bar below and click on Water Frontage, then select what type and see what’s available!

Below are some of the best known Chain of Lakes in Central Florida.

Just east of Orlando amongst downtown Winter Park lies the Winter Park Chain of Lakes. This chain covers 2,781 acres and includes Lake Virginia, Lake Osceola, Lake Maitland, Lake Mizell, and Lake Minnehaha. These five lakes are all interconnected with deep, narrow channels, allowing for navigation between lakes.  Winter Park has a rich and storied history that revolves to a great extent around its lakes.  Settled in the late 1800’s, Winter Park was originally developed around the lakes.

Winter Park Boat Tour showcases many of the grand homes – both new and historic – on the Winter Park Chain of Lakes.  On any given tour, participants may observe large cranes swooping waterside to snag a large fish or a lazy alligator languishing on a nearby bank. An occasional water skier or racing shell full of crew members from the areas private liberal arts college, Rollins, are also enjoyable sideshows for tour goers.  Every tour, guarantees plenty of swaying palms, towering cypress trees, lush ferns and a variety of flourishing sub-tropical flowers.  Breathtaking views of opulent private homes and exquisite estates sprawling along the shores are also a key feature of the scenic cruise.

Henkel circle
Manor Rd Lake

The Conway Chain of Lakes is located to the South and East of Downtown Orlando and is comprised of Lake Gatlin, Lake Conway, Big Lake Conway, and a number of canals that connect them.  The Conway Chain of Lakes’ close proximity to Downtown Orlando makes them truly unique.  Homes around the Conway Chain are just minutes from Downtown, Orlando International Airport, several major hospitals, and the very popular SODO shopping and dining district.

Many of the original homesteads along Lake Conway and Lake Gatlin were set up as fish camps back in the early 1900’s… today there are lovely bungalows and ranch style homes – all the way to large estate homes.  The Conway Lakes have, for the most part, remained extremely healthy.  Their clear green waters remain one of the top fishing spots in the area.  The lakes support a healthy fishery of largemouth bass, crappie, bream, catfish and even the occasional chain pickerel.


Located in the town of Windermere, the Butler Chain of Lakes is considered one of Florida’s most sought-after areas of lakefront property. The chain encompasses eleven lakes (Lake Butler, Lake Tibet, Lake Down, Lake Sheen, Lake Louise, Lake Chase, Pocket Lake, Lake Blanche, Wauseon Bay, Lake Isleworth, and Little Fish Lake), which have been recognized for their high water quality and animal habitats as “Outstanding Florida Waters” by Florida’s Department of Environmental Regulation.  Recreationally, the Windermere lakes offer phenomenal outlets both for waterskiing and fishing.  All but Little Fish Lake are greater than 50 acres in surface area, providing more than ample space for ski boats and Wave Runners.

Some of Central Florida’s most famous residents live on the Butler Chain of Lakes… in estates or private compounds, many of which are located in gated communities surrounding the lakes.  Old fish camps and historic homes can still be found on the Butler Chain of Lakes as well.  Conveniently located in South Orlando and fairly close to the attractions, the Butler Chain of Lakes has an appeal for many families.

Lakefronts near Disney