CommunityWindermere

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For luxury living at its best, look no further than the town of Windermere. Pristine sand bottom lakes surround this small West Orange community. The boating enthusiast will revel in the system of canals that connects eight lakes known as the Butler Chain of Lakes.



Community credit & Research to OCGF

Listings Windermere


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Residential For Sale

5145 LATROBE DRIVE, WINDERMERE, Florida 34786

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 modern finishes creating a true golfer’s paradise. Beyond the motor court, French entry doors reveal an open foyer with volume ceiling leading past the formal dining room and wine bar to the formal living room.

Residential For Sale

9927 GIFFIN COURT, WINDERMERE, Florida 34786

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 3.94 acres with 700 feet of lakefront on the famous Butler Chain of Lakes, this mansion comes complete with a Ludowici clay tile roof, 12 bedrooms, 11 baths and four half baths among 35,550 total square feet.

Residential For Sale

3013 SEIGNEURY DRIVE, WINDERMERE, Florida 34786

Stylish and elegant with contemporary touches, welcome home to a magnificent and expansive retreat situated on a 1-acre lot, with full-size lighted sport court for tennis or basketball, set inside the gated enclave of Harbor Isle. This spectacular residence is unduplicated for its secluded setting – yet so close to everything – while offering an abundance of amenities, right at home.

Residential For Sale

5010 AUTUMN RIDGE COURT, WINDERMERE, Florida 34786

Come see this beautiful home in the highly desirable Windermere neighborhood of Butler Ridge! It is located in one of the best school district and is close to great restaurants, shops, parks, lakes and medical centers. Even though it's close to everything, it still feels like home on your PRIVATE 1 ACRE LOT.

Residential For Sale

9288 BLANCHE COVE DRIVE, WINDERMERE, Florida 34786

Under Construction. Under construction, with a small window of time to still make it your own.

Residential For Sale

11531 CLAYMONT CIRCLE, WINDERMERE, Florida 34786

An absolutely gorgeous home located in the desirable guard-gated community of Keene’s Pointe, home of the Golden Bear Club golf course in Windermere! This beautiful home features a three-way split plan, with formal dining room, a formal living room with tray ceilings, and 4 bedrooms with 3 full bathrooms on the first floor.

Residential For Sale

6842 TRELLIS VINE LOOP, WINDERMERE, Florida 34786

Welcome Home! You have to see this beautiful 6 bedroom 4 1/2 bath home located in Windstone, a Windermere development perfectly situated close to shopping, high rated public and private schools as well as Walt Disney World®. This amazing former model home is awaiting its new owners.

Residential For Sale

13459 GORGONA ISLE DRIVE, WINDERMERE, Florida 34786

Why wait to build, when you can move into this stunning home now! This 2019 built, like new Townhouse with $45,000 in upgrades is ready for you immediately. This completely remodeled and upgraded end unit will blow you away! Nothing else in the community compares to this beautiful home.

Residential For Sale

20 MAIN STREET, WINDERMERE, Florida 34786

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, Florida are available on sought after Main Street.

Residential For Sale

415 BUTLER STREET, WINDERMERE, Florida 34786

Come see this beautiful home just 2 blocks from the heart of downtown Windermere. This house is combining the ultimate craftsmanship with the warmth and comfort of home.

Residential For Sale

8050 WHITFORD COURT, WINDERMERE, Florida 34786

Beautiful Osprey Custom home w/ Guest House just steps from the Golden Bear Clubhouse at Keene’s Pointe! Welcome home to this courtyard style pool home; where all the indoor living spaces face the outdoor living area to host family & friends in true Floridian style! The spacious paver lanai features plenty of space to splash, gather and dine.

Residential For Sale

4612 RIVER GEM AVENUE, WINDERMERE, Florida 34786

This is a beautiful 4 bedroom 3 bathroom single story home in the highly desirable Windermere neighborhood of SUMMERPORT. This stunning, move in ready, home is designed with an open 3 way split floor plan and sits on a 0.27 acre lot with a fully fenced backyard. All through the house, lots of natural light comes in through the large windows throughout.
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