Windermere Waterfront Homes for Sale

Welcome to your own slice of paradise in Florida! Nestled on 4.743 acres of pristine land, this one-of-a-kind family compound offers unparalleled luxury and breathtaking ...

Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a ...

One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three-level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boa...

Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living ...

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...

WELCOME TO PARK AVENUE. This tremendous opportunity offers 2.19 acres of sprawling possibilities with Southeastern exposure and sweeping lake views. Nestled on the gorgeo...

Welcome to a stunning professionally designed home nestled within the guard gates of Keenes Pointe in Windermere. This exceptional residence boasts 8,305 sq ft of luxurio...

This fully furnished masterpiece of a home is located within the luxurious golf gated community of Keene's Pointe in Windermere, this exceptional lakefront home offers an...

Experience the epitome of sophistication at this exquisite Park Avenue estate, cradled in a peaceful cove of Lake Butler. As you step inside, harmonious blends of transit...

Don't miss this rare opportunity to own the only new construction home currently available on the Butler Chain of Lakes. Just completed, this stunning transitional modern...

Rarely do you find VALUE and LUXURY in one place! At $527 a sq ft, this extraordinary custom-built estate provides both VALUE and LUXURY in this lakefront mansion locat...

Within the gates of the beautiful Waterstone community sits this expansive lakefront estate, spanning 5,895 square feet, boasting a fusion of modern elegance and sophisti...

This classic luxury estate is situated along the picturesque Butler Chain of lakes on Lake Butler, within the gates of the renowned Isleworth community. Spanning over 5,0...

PRICE REDUCTION!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an even more enticing price! Your family simply must see th...

Rare, coveted, and simply extraordinary. Majestic in every way, this Butler Chain of Lakes oasis boasts over one acre of landscaped beauty, exquisite design, extreme priv...

Welcome to 5000 Down Point Lane in Windermere, a luxurious retreat situated on 2 acres of pristine lakefront property. This entirely renovated home offers breathtaking su...

Awake to awe-inspiring sunrises from this unparalleled lakefront estate on LAKE DOWN, nestled within the renowned BUTLER CHAIN of LAKES. Experience the tranquility and ex...

Detached Guest Suite overlooking Pool with Fireplace has Private Entrance in Courtyard - Courtyard Pool with Waterfall from the Heated Spa has the feel of an Olde World E...

Get ready to enjoy the lake lifestyle in your custom estate poised on a cul-de-sac lot with 110 feet of pristine shoreline on Lake Burden. Recently underwent a $1 million...

Incredible Sunsets & Disney Fireworks Every Night - Open Water View of Lake Butler & the Pristine & Quiet Side of Bird Island - White Sand Beach - Crystal Clear Water - 3...

Exquisite Lakefront Estate on Lake Olivia Indulge in unparalleled elegance and refined living with this custom-built masterpiece, crafted by the esteemed Wyatt Anders...

Exquisite lakefront compound surrounding a spectacular custom-built 6-bedroom Mediterranean masterpiece with attached mother-in-law suite, sprawling 1.75 acres behind sec...

Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury li...

Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BU...

One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with ma...

Boasting a prime location in the Town of Windermere on Lake Down with access to the Butler Chain of Lakes, enjoy the perks of town and lake living being in the heart of W...

Just like brand new, fully renovated by Davila Homes, this gorgeous home on Wauseon Bay in the Lake Butler Chain is taking shape. Featuring 4 bedrooms and 3 bathrooms, th...

Video tour and 3D floorplan experience available. Indulge in ultimate luxury at this gated Lake Crescent retreat. Enjoy water-skiing on a private lake, fishing from your ...

Keene's Pointe - gated/24-hour attended community in Windermere, Florida. LAKEFRONT LOT IN THE VILLAGE OF GROSVENOR. Take advantage of this opportunity to build on one o...

Welcome to your dream home nestled in a quiet, gated Windermere neighborhood. This stunning residence boasts luxury living at its finest, offering unparalleled privacy an...

This spectacular, custom designed, 7 bed room, 4.5 bath lakeside retreat has everything! Located in the highly desirable Windermere, FL area with excellent schools. Metic...

Under Construction. UNDER CONSTRUCTION! Welcome to your dream home on the serene banks of Lake Sawyer! Crafted by Davila Homes, this magnificent property features 5 spaci...

Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER...

EXTRAORDINARY LAKEFRONT POOLS/SPA HOME IN GATED WINDERMERE FLORIDA COMMUNITY! Located in the popular Reserve at Belmere, this Arthur Rutenberg home sits on the shores of...

Prime vacant Land on Lake Down in beautiful Windermere, Florida. Located in a quaint gated community, this residential lakefront lot spans over 5.5 acres boasting unpara...

BACK ON THE MARKET! Seller will consider VERY ATTRACTIVE SELLER FINANCING at 4.5 Percent Interest Rate at Full Price. Please call Broker for Seller Financing Terms and Co...

This exceptional two-story custom-built (Stonebridge Homes) residence is now available for new ownership. The original owner has meticulously maintained the property. The...

Beautiful Keene’s Pointe custom Home built by well known builder GOEHRING & MORGAN, offering amazing pond views throughout the house. Offering 4 Bedrooms and 4 1/2 bathro...

Looking for a move-in ready lakefront custom home in Windermere? Then look no further. This 6 bedroom, 4 full bath home with huge bonus room, pool and spa, sits on tran...

One or more photo(s) has been virtually staged. Experience lake front luxury living in this fully renovated home on nearly two acres in Windermere. This home also has a ...

One acre of Windermere lakefront living, with no HOA! This home is situated on Lake Crescent, which is crystal clear and the largest private lake in Windermere. When the ...

Welcome to waterfront luxury living at its finest in Windermere! Designed by an award-winning architect in 2009, this captivating custom homeis a true masterpiece, showca...

One or more photo(s) has been virtually staged. Welcome to a stunning private estate on a picturesque lakefront property on Lake Crescent, in the sought-after town of Win...

Rare opportunity! KELSO ON LAKE BUTLER is one of the best kept secrets in Windermere. This quiet quaint community surrounded by lakes, consists of 65 homes sites. The com...

Welcome to your .58 acre dream home in the serene Willows at Lake Rhea community in Windermere! With a brand new 50+ year tile roof (8/2024) complete with gutters and dow...

BACK ON THE MARKET DUE TO BUYER PERFORMANCE! Priced below recent appraisal! Welcome to waterfront luxury living at its finest in the heart of Windermere, nestled along th...

Don’t miss your opportunity to own this elegant Windermere lakefront retreat. This captivating 4-bedroom, 3-bathroom home encompasses 4,036 square feet of living space an...

Sellers are MOTIVATED! Schedule your showing today. Upstairs and rooms have been freshly painted for a new look. NO flood zone Back on market because buyers financi...

Welcome to your waterfront paradise on the beautiful Windermere Chain of Lakes! This remarkable 0.29-acre lot at 3278 Downs Cove Rd offers the perfect canvas for your dre...

Artist bungalow in the Town of Windermere on the Butler Chain of Lakes. You'll enjoy the tranquil sunrise views of Lake Down or a walk "Among the Lakes" in the heart of W...

This spectacular multi-generational home offers expansive living spaces designed to accommodate families of all sizes. You will enter through the gate into a private cour...

This is the property you have been waiting for! Absolutely beautiful views, surround this private oasis. You have the creek, lush greenery and trees on the left side of y...

Immaculate, beautiful 6 bedroom 4 bath pool home is a dream come true. As you walk through the front door there is a grand entrance and a feeling of elegance. Impressed w...

One or more photo(s) has been virtually staged. ***A neighboring home recently sold for $3,100,000, making this a prime opportunity for you to build your own multimillion...