Properties For Sale in Windermere
165 results
Under Construction. Extraordinary new construction, located just steps from Downtown Windermere. Set on a sprawling 0.44-acre lot in the heart of Windermere, this 5,277-square-foot residence offers an elevated lifestyle just moments from everything Windermere has to offer. A grand two-story cover...
PRICED BELOW APPRAISAL VALUE. 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 Windermere. Less than half a mile from your front door and in walking distance is Windermere Main ...
Set along the lush fairways of Isleworth’s exclusive golf course, this Mediterranean-inspired villa blends timeless elegance with an incredible opportunity to create something truly special. Freshly updated with a new roof, newer air conditioning units, most of the windows have been replaced. The...
Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 SF, this magnificent pool residence graced by soaring ceilings and a tranquil lake view. The grand entryway with two sweeping staircases draws you into a voluminous layout made f...
Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butler Chain of Lakes. This charming villa is in walking distance to Isleworth Golf & Country Club. Updated and boasting hardwood flooring throughout the main areas, and profess...
Never Lived In Since Completely Remodeled and Expanded - Total of 6 Bedrooms - 5 Full Baths - 1 Pool or Guest Bath - Primary Suite & Guest Suite on 1st Floor - 4 More Bedrooms & 3 Bathrooms on 2nd Floor - Huge Bonus Room / Theatre / Game Room with Full Bathroom Over Garage - Separate Offi...
Stunning Mark Nasrallah designed residence, located in the prestigious gated enclave of Chaine Du Lac. Set on an expansive 1.29 Acre lot, this stunning home boasts 4,712 square feet of impeccably designed living space and an impressive 8,590 square feet under roof. Step inside and you are immedi...
Majestic and stately castle-style home set on a 1.2-acre lot in privately gated Lake Down Crest. This dramatic residence stands supreme for its commanding curb appeal accentuated by patterned stone and brickworks, gable roof, shimmering grand estate floor fountain, wooden beams, garage overhangs,...
Welcome to Second Avenue, a serene peninsula in the heart of Old Windermere. This recently remodeled home offers 5 bedrooms, 4.5 baths, including a detached poolside Guest House, seamlessly blending sleek architectural lines with the warmth of natural light. Designed for both comfort and sophist...
Welcome to this beautiful, unique and modern home, built less than 3 years ago. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and mu...
Beautiful & unique Home in one of the most charming streets of Keene's pointe "Valhalla Way". Offering stunning views of the 17th hole of the Golden Bear Club golf course, designed by Jack Nicklaus. Great floor plan and breathtaking surroundings. Upon entering through its elegant wooden doubl...
THIS IS IT! THE RARE GEM YOU HAVE BEEN WAITING FOR! ALL BEDROOMS ARE ON FIRST FLOOR! COME TOUR THIS GUARD GATED MAJESTIC WINDERMERE ESTATE ON THE BEST AND MOST LUXURIOUS STREET IN WATERSTONE WHERE ESTATES ARE SELLING FOR UPWARDS OF $12 MILLION DOLLARS. HOMES RARELY COME ON THE MARKET ON THIS STRE...
One or more photo(s) has been virtually staged. Back on market — buyer’s home sale contingency did not clear. Inspection and appraisal were completed satisfactorily, no fault of the seller or property. Welcome to an extraordinary lakefront retreat on the prestigious Butler Chain of Lakes in Winde...
Welcome to 3413 Lilas Court, a stunning residence located in the well renowned community of Chaine Du Lac. This exceptional home blends modern luxury with timeless elegance, offering a perfect combination of comfort and style. Upon arrival, you’re greeted by a beautifully landscaped front yard an...
NEW CONSTRUCTION! Welcome to your dream home on the serene banks of Lake Sawyer! Experience lakefront living at its finest in this stunning 5-bedroom, 4.5-bathroom home on the peaceful shores of Lake Sawyer. Built by Davila Homes, this exquisite property offers 3,685 sqft of luxurious living spac...
Welcome to 4279 Isabella Cir, Windermere, FL 34786. This 5-bedroom, 4/2-bathroom home has been completely remodeled and upgraded, perfectly marrying luxury with comfort. As you enter, you are greeted by an impressive formal living room with 30’ ceilings and two stories of windows that offer a stu...
IMPROVED PRICE — (Reduced $625,0000: The price adjustment is generating strong interest. Acting now ensures you don’t miss out on this unique Butler Chain of Lakes opportunity.) Welcome to 4108 Downeast Ln., Windermere, FL 34786, a rare lakefront estate on Lake Down, part of the prestigious Butle...
Welcome to your WATERFRONT oasis on Lake Butler, one of Central Florida's most coveted CHAIN OF LAKES locations. NO HOA and nestled on a serene dead-end street, this home offers tranquility and privacy without the hassle of heavy traffic. Step inside to discover a meticulously upgraded interior f...
If you are searching for the perfect golf front home, inside the country club community of Keene’s Pointe, then look no further. This immaculate custom home is laid out in the extremely desirable floor-plan of 4 bedrooms, 5 full bathrooms, office (or 5th bedroom), home theater, and two bonus room...
Welcome to 6550 Cartmel Ln – a stunning, fully renovated home ready for you to move in! This beautifully updated property features 4 spacious bedrooms, 2 full bathrooms, and an open-concept layout perfect for modern living. The home boasts a brand-new kitchen with quartz countertops, stainless st...
Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer’s paradise and tech-lover’s haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated ...
Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer's paradise and tech-lover's haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated o...
Welcome to your dream home in the heart of Windermere! This beautifully updated 4-bedroom, 4.5-bathroom residence is an entertainer's paradise and tech-lover's haven, offering a thoughtful blend of modern convenience and timeless charm. Step inside to discover spacious living areas, a dedicated o...
Your private gated estate home awaits, now with a NEW ROOF installed in February 2025. Almost a full acre (.89) and NO HOA means you have the freedom and room for RV/boat parking or to build your own pickle ball court. An expansive paver motor court with decorative fountain and side entrance thre...

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