Properties For Sale in Windermere
130 results
Keene’s Pointe – exclusive 24-hour gated/attended community in highly desired Windermere, Florida. This stunning FULLY REMODELED overlooks the third green/fourth tee box of The Golden Bear Club, an 18 hole golf course designed by Jack Nicklaus featuring golf, tennis, fitness, dining and swimming...
Nestled on an unparalleled lot within the exclusive, guard-gated Keene's Pointe community, this rare one-story custom residence by renowned builder Rick Watson offers the ultimate in luxury living. Overlooking the scenic 6th hole of the Jack Nicklaus-designed Golden Bear Club golf course, this ho...
Luxury Meets Comfort in This Stunning Custom Windermere Estate! Experience the pinnacle of Florida living in this immaculate home, designed with elegance and functionality in mind. Spanning an impressive 6,000 square feet, this single-story masterpiece boasts exceptional architectural details, i...
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 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...
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 Lorenc Lakeside Retreat, set on the exclusive and private Lake Sawyer chain of lakes in Windermere—where mornings are welcomed by sunrise over the dancing waters of the lake. Nestled along the western shoreline of Little Lake Sawyer within an enclave of custom-built lakefront homes, L...
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...
Under contract-accepting backup offers. Experience luxury living in this new contemporary home, located in exclusive gated community of Sawyer Sound featuring only 20 private estates. Set on half and acre, this 4 Bedroom, 4 full Bathroom and 2 half bathroom residence offers modern elegance with a...
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...
BRAND NEW ROOF 2025! LAKEFRONT! Prepare to be amazed by this exquisitely renovated estate home with a BRAND NEW HEATED Infinity Pool, perfectly nestled on the tranquil shores of Lake Cypress near downtown Windermere. Set on 1.2 acres with 100 ft of lake frontage, this luxurious residence boasts a...
This amazing residence in Keene's Pointe overlooking the picturesque 4th fairway of the Golden Bear Club has everything you could want or need in a custom home. This flexible floorpan allows the home to be a 6 bedroom with an office, or a 5 bedroom home with two offices. And even beyond that flex...
This amazing residence in Keene's Pointe overlooking the picturesque 4th fairway of the Golden Bear Club has everything you could want or need in a custom home. This flexible floorpan allows the home to be a 6 bedroom with an office, or a 5 bedroom home with two offices. And even beyond that flex...
This amazing residence in Keene’s Pointe overlooking the picturesque 4th fairway of the Golden Bear Club has everything you could want or need in a custom home. This flexible floorpan allows the home to be a 6 bedroom with an office, or a 5 bedroom home with two offices. And even beyond that fle...
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...
Newly renovated, this jewel on the Butler Chain of Lakes sits on over an acre within the golf cart zone of the sought-after Town of Windermere. In the mature community of Marina Bay Estates, this two-story home features a large circular driveway with a motor court, an oversized two-car garage, an...
Indulge in luxury with this exquisite 4-bedroom, 4-bathroom home in the prestigious, gated community of The Reserve at Lake Butler Sound. Perfectly situated on a serene conservation lot, this beautifully updated residence offers privacy, elegance, and security with a 24/7 guarded entrance. From t...
Presenting an exceptional 5-bedroom, 4.5-bathroom estate located in the prestigious 24-hour guard-gated community of Tilden’s Grove in Windermere, Florida. The residence seamlessly blends timeless Mediterranean charm with modern upgrades and resort-style living. Step inside to discover exquisit...

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