Windermere Luxury Homes for Sale

Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake fronta...

Sophisticated elegance masterfully packaged into a custom-crafted lakefront mansion built specifically for the ultimate sports enthusiast, situated behind the secured man...

Stunning modern masterpiece situated in Windermere's Reserve on Lake Butler Sound's most coveted waterfront lot. Known as "Overjoy" for its location on the sparkling wate...

UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 S...

Pre-Construction. To be built. Where Art Meets Architecture! Build your Custom Dream Home with state of the art energy efficiency engineering in the tranquility of the so...

A home designed for entertaining and intimate gatherings focused on comfort, convenience, and functionality. Welcome to the guarded gated community of Reserve at Lake But...

With a fabulous location along the front nine of Isleworth’s renowned championship golf course overlooking Hole 3, this expansive estate showcases just under 14,000 squar...

Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. Herein l...

Pre-Construction. To be built. Featuring an exceptional setting along the shores of beautiful Lake Bessie with gorgeous sunset views, this five-bedroom estate will be bui...

Stunning water views and **captivating sunsets** will take your breath away at this exquisite lakefront Estate. Perfectly situated on the shores of Lake Butler and the 1...

Pre-Construction. To be built. Your contemporary work of art awaits. Located in the Town of Windermere on the famed Lake Butler Blvd. is a beautiful 1.2-acre plot of land...

Majestic Lake Butler lakefront, Sunset views, Disney fireworks and the 15th hole of Isleworth's renowned championship golf course. As far as location goes, this home has ...

This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly pos...

Windermere Lakefront on Butler Chain of Lakes in guard-gated Keene’s Pointe Neighborhood. Entertainer’s paradise featuring over 10,000 square feet of Mediterranean luxury...

Windermere - Lakefront - Butler Chain of Lakes, Lake Tibet - Keenes Pointe - 24 Hr Guard Gated Golf Course Community... Explore this Stonebridge Custom Homes, 7 bedroom...

This Akers custom built estate is beautifully sited on over two elevated acres with over 550 feet of frontage on the famed Butler Chain of Lakes. The formal proportions a...

Pre-Construction. To be built. The unique and splendid house is Call THE LAKE HOUSE! Under Construction. The most anticipated Listing to hit the market in Orlando this y...

Beautiful lakefront views of Lake Louise set along the renowned Butler Chain of Lakes provide the backdrop for the stunning, modern, newer golf villa. This open concept f...

Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury...

New Price. Step into this updated waterfront estate situated along the shores of the famed Butler Chain of Lakes. The airy Mediterranean-style two-story is an ideal lak...

Windermere Lakefront living at its finest on the shores of private Lake Olivia. This 5.4 acre estate of ultra luxury over 8500 heated sqft with private gates, include 9 b...

Under Construction. COME HOME TO A DREAM!! This Beautiful Modern Castle is being built in the lovely Lake Down Reserve neighborhood in Windermere, Florida. This home is d...

Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminatin...

Stunning Lake Louise views abound from this perfectly-sized Isleworth lakefront residence, perched above a protected cove on the famed Butler Chain of Lakes. Just unveile...

Set within one of the most coveted streets in all of Windermere, awaits an incredibly rare opportunity for your enjoyment of living. Upon entering the home, an impressive...

Welcome home to your magnificent custom estate poised on an acre lot on one of the most prominent streets in Central Florida. Nicknamed Moon Shadow, by the award-winning ...

Sensationally Luxurious and Fully Furnished Home with Outdoor Poolside Oasis! Nestled on a spacious 0.88-acre lot in an exclusive gated community, this 5BR/6.5BA, 5,362sq...

Keene's Pointe, highly desired gated/24-hour attended community featuring The Golden Bear Club, a private/member's only club with 18-hole golf course designed by Jack Nic...

Spectacular and captivating custom-built courtyard-style home on the 17th hole of the Golden Bear Golf Course in exclusive guard-gated Keene’s Pointe. Style, elegance, an...

Beautiful Windermere Chain of Lakes Estate.. This Lake Down waterfront two story custom home consists of (4 Bedrooms plus Office). Located on two incredible acres of lak...

Pre-Construction. To be built. PRE-CONSTRUCTION!!!!BUILDER'S SPEC!!! The Oakland by ELement Home Builders is a gorgeous modern farmhouse-style home that is a real show st...

Fabulous casually elegant French country estate in Keene's Pointe. Situated on the 18th fairway of The Golden Bear Club. This six bedroom, five bath home has unmatched cu...

$25K PRICE REDUCTION - VERY MOTIVATED SELLERS!! Welcome to the exquisite and elegant Reserve At Belmere. A true luxury Tuscan style luxury home with spectacular views of ...

Lake Butler Sound, 24 hour gated/attended community - From the moment you enter through the stunning 12 ft arched glass and iron doors you will be impressed with this cus...

JUST LISTED – 6005 Down Point Lane, Windermere – Offered at $2,450,000. Exquisite estate home in Windermere’s private Sunset Bay community, adjacent to Lake Down and Isl...

One or more photo(s) has been virtually staged. Luxurious custom built estate in the beautifully gated Chaine du Lac community, built by Tom Coudriet, and featured on CNB...

Welcome to the IMMACULATE 7431 Lake Albert drive on a "ONE OF A KIND" 1.1 ACRE LOT with tons of upgrades throughout, stunning pool with jacuzzi spa and fenced patio for l...

BEAUTIFUL CUSTOM HOME , WATERSTONE SUBDIVISION WITH SECURITY GUARD , AMAZING FLOOR PLAN. an amazing oversized kitchen with island, huge laundry downstairs , top of t...

Enchanting sunsets, spectacular water views and NO HOA. Perfectly situated home in the desirable downtown Windermere on the Butler Chain of Lakes. This semi-custom home i...

This beautiful David Weekley Custom Classic home is a MUST-SEE! You will fall in love when you see this beautiful landscape in the front yard. As you walk into the foyer,...

Estate home located in Old Windermere on Lake Butler Boulevard. This beautiful property sits on one acre of lush landscape and aged oaks. Offering 5 bedrooms, 5 baths, an...

Under Construction. DESIRABLE DOWNTOWN WINDERMERE LOCATION by LAKE DOWN. This Luxurious Custom Residence is Under Construction on a rare hard-to-find premium corner lot i...