Windermere Waterfront Homes for Sale

Nestled in one of Central Florida’s most exclusive 24-hour privately gated golf communities, Isleworth, is a rare and unique sprawling lakefront mansion. Positioned on 3....

This stunning Georgian manor located within the gates of the renowned Isleworth community tastefully intertwines timeless old world charm with modern style. Upon entry, y...

Under Construction. Under construction, with a small window of time to still make it your own. Nestled behind the famed gates of Isleworth, one of the most exclusive pri...

Capturing majestic sunset views of beautiful Lake Butler, this fabulous lakefront estate is perfectly set between Lake Butler’s shoreline and the 15th hole of Isleworth’s...

NEW PRICE! MOTIVATED SELLER OFFERS A $500,000. PRICE REDUCTION! WONDERFUL OPPORTUNITY TO PURHASE IN EXCLUSIVE GATED GOLF AND COUNTRY CLUB COMMUNITY, FULL-TIME GUARD-GAT...

Nestled within the main gate of Isleworth Golf & Country Club along the back nine, this exquisite golf-front estate offers beautiful finishes and living spaces set agains...

Villa Constantia is the epitome of luxury Windermere lakefront living. Designed by legendary architect, John Henry, this exquisite lake front mansion is perfectly positio...

Elegantly appointed Mediterranean home built by Ray Coudriet located on the Butler Chain of Lakes. Beautiful property for the discriminating buyer nestle directly on Lake...

Exquisite Mediterranean Estate featuring 99' of panoramic views of Lake Butler in private gated community of Lake Butler Sound. Custom built in 2004, interior details in...

Unparalleled contemporary home within Windermere, Florida's distinguished Keene’s Pointe community featuring The Golden Bear Golf and Country Club. This home is currently...

Welcome to this Mediterranean enchanting and lavish Estate at the heart of Windermere in the upscale gated community THE RESERVE AT LAKE BUTLER. This stunning propert...

Discover the best of both worlds in this 4-bedroom, 5/1-bathroom lakefront masterpiece located on a tranquil bay off Lake Butler of the famed Butler Chain of Lakes! Built...

Check the video tour! https://youtu.be/fKz59yCwhzk Picture perfect living awaits you on the serene shores of Lake Butler. Dreams come true in the gated community of Chain...

Your Windermere dream lake front home is now available! Live the life you always wanted in THE BUTLER CHAIN OF LAKES! Very few homes in beautiful and exclusive Windermere...

Contemporary vision inside Isleworth Country Club. Welcome to this modern golf front estate, featuring high quality craftsmanship and built. Perfectly situated on the 5...

Welcome to 4260 Isabella Circle, a contemporary masterpiece located at Casabella. This exquisite residence features unparalleled details and upgrades throughout, from the...

Captivating and ideally located in virtual guard gated CasaBella community, this modern Transitional style home combines the finest finishes with classic timeless design....

A one-of-a-kind residence within the gates of the renowned Isleworth Golf & Country Club, this remarkable estate offers impeccably designed interiors spanning more than 3...

Nestled along Isleworth’s famed championship golf course overlooking Hole 4, this beautiful golf-front estate spans more than 4,500 square feet and has been updated with ...

The ultimate in entertaining and privacy; this custom built and one of a kind home is situated in a peaceful area on the 17th hole on the Golden Bear Golf course within s...

Amazing Custom Master piece in Keene's Pointe! Built by Stonebridge Homes with boat dock and access to Lake Burden's ski-able lake. This property features over 6000 sqft ...

This absolute immaculate 5,500 + square foot Unnerstall custom built home is located in the most desired Windermere community of Keenes Pointe! Perfectly situated overloo...

Welcome to 2730 Midsummer Drive in Windermere Florida on the Eastern shores of Lake Down 1 of 13 lakes in the famed Butler Chain of Lakes receiving the designation of Out...

24 hour man-gated entry to Reserve at Belmere provides prestige and security for this stunning residence on the shores of spring fed Lake Whitney. Updated and perfectly ...

Best value on one of the largest lakefront properties on famed The Butler Chain of Lakes within The Town of Windermere. Watch the most beautiful sunrise and sunsets over ...

Embrace the welcoming feeling you get upon entering this stunning golf course-front home, perfectly situated within the Jack Nicklaus Golden Bear Club community of Keene'...

Incredible French country home on the 16th Green and Lake Tibet. No expense was spared in the built of this solid home. Exposed stained beams, bricks and stone, and cath...

Back On the Market Due to Buyers’ Inability to Sell Their Home. Great opportunity available again! Welcome Home "VILLA MILANO" can be yours! Located at luxury gated CASA...

Just Listed--Elegant and Pristine!!! This Fantastic Golf Front Estate is MOVE IN READY! Located in the exclusive 24 hour guard gated -- Jack Nicklaus Signature golf commu...

Set along the front nine of Isleworth’s famed championship golf course, this beautiful estate is a true golf-front paradise overlooking the 4th hole and 5th tee. The int...

Spectacular home on the Butler Chain of Lakes! Located in the heart of Windermere, this custom gem will not disappoint; boasting well appointed finishes and offerings of ...

One or more photo(s) has been virtually staged. "Casa Amare," built by Master Custom Builder Castleworks who is most known for their unique style and quality construction...

Are you ready to experience the Keene’s Pointe Lifestyle from your Rick Watson custom built home? No expense was spared in the construction of this magnificent property. ...

Seller Motivations in your DREAM HOME can become reality. This spectacular residence will captivate you in every aspect. The view is amazing. Come and experience deep ric...

Nestled along the front nine of Isleworth’s renowned championship golf course, this lovely golf-front residence offers a backdrop of beautiful views of the 5th hole. The ...

Ideally located on a PRIVATE Cul-De-Sac, this ONE ACRE Lakefront Windermere home is the epitome of sophistication, timeless luxury, and unparalleled appointments. Finishe...

Captivating and ideally located this stunning lakefront home combines the finest finishes with classic timeless design. Sited on an oversized homesite with direct fronta...

One or more photo(s) has been virtually staged. Pre-Construction. To be built. To be built. BEWARE of the Termite Buffet, Fire Hazard, Mold Motel, Outdated Block and Wood...

*** PRICE IMPROVMENT*** Beautiful Lakefront Home with over 190ft on Lake Butler and located in the Historic Town of Windermere. This 4bedroom 3.5 bath home has been comp...

As you drive up to the stately two story lakefront traditional with it's mature oaks and lush lawn you know you're home. Situated in Kelso on Lake Butler this home offer...

BACK ON THE MARKET! Sellers took some time to make upgrades, including all new carpet in the bedrooms, game room and media room! Beautiful home with elegant finishes and ...

Welcome to one of the most sought out opportunities in Windermere! This beautiful home sits on almost a full acre, is fully fenced, and has NO HOA! Windermere Rural is a ...

Upon entering this luxurious Windermere home you will find amenities such as faux painting throughout the home, crown molding, custom stenciling, customs baths, beautiful...

Lakefront home on Lake Olivia in highly desired Windermere Florida. Picture yourself entertaining friends on your patio overlooking the lake or step down to your dock and...

A golfer's dream! This home has gone under a $100K plus total restoration with everything replaced but the sheetrock!! This 4 bedroom 3 bath house has all new bathrooms w...

GOLF FRONT ~ TROPICAL OASIS Welcome to the most desired Windermere community of Keenes Pointe! Where a Luxurious Golf Community blends with the Florida Lifestyle. As ...

In a word: Exquisite. This incredible EXECUTIVE POOL HOME is sure to impress. The home has over $100,000 in upgrades, including luxury-grade Italian Porcelain Tile thro...

Totally renovated UNIQUE 3,162 sf custom house within 16,821 sf lot located in the luxurious Windermere area. Steps away from Lake Down of the famed Butler Chain of Lakes...

THIS IS THE HOME YOU HAVE BEEN WAITING FOR! 5 BEDROOMS, BONUS ROOM with a first floor guest suite in an oversized corner lot. Fully upgraded with luxury finishes, you wil...

Keene's Pointe - 24 hour gated/attended community in highly desired Windermere, Florida. This charming and meticulously maintained home features a spacious Master Suite,...

5 bd, 4 1/2 bt, Office, 2 1/2 car garage. This house has tons of upgrades. Custom walking closets in all bedrooms, modern full renovation for the Kitchen cabinets, tv pan...

Beautiful family home in Eden Isle, gated community amazingly located in Windermere. When entering you enjoy the foyer that extends to the formal living and dining areas ...

Great for investor because this house has $2499 rent per month until 2022. Please take this prime location house before anyone else take it. Great school district, close ...

Stunning two story house with beautiful Pond in very desirable community of Summerport in Windermere. Great schools. Brand new carpet and freshly painted inside. Its fea...