tomo logo
See all homes in Windermere

Luxury Homes for Sale in Windermere, FL

95 homes
mls-logo

2523 Tryon Pl, Windermere, FL 34786

WELCOME HOME TO THE MANORS AT BUTLER BAY! This STUNNING Pool home is located in the HEART of Windermere and BOASTS 5 Bedrooms, 4 FULL/2 HALF Baths, an OVER-SIZED .65-acre lot with NO REAR Neighbors, ...
mls-logo

11227 Macaw Ct, Windermere, FL 34786

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 hom...
Price drop
mls-logo

5926 Blakeford Dr, Windermere, FL 34786

Keene's Pointe - 24-hour gated/attended community in Windermere, Florida. Location! Location! Location! This well maintained home is located on the 11th fairway of The Golden Bear Club a private gol...
Price drop
mls-logo

9111 Outlook Rock Trl, Windermere, FL 34786

Seller is offering a closing cost credit or contribution to rate buy down with acceptable offer, please consult your agent for more information. Welcome to 9111 Outlook Rock Trail, Windermere, FL in ...
mls-logo

11357 Preserve View Dr, Windermere, FL 34786

Perfectly located on a corner lot in the highly sought-after, 24-hour guard-gated community of Keene's Pointe, this luxury property offers an incredible investment opportunity. With long-term tenants...
mls-logo

6324 Deacon Cir, Windermere, FL 34786

Once upon a time a Disney Executive fell in love with the beautiful Snow White and built a home that dreams are made of on the shores of the Butler Chain of Lakes. The home was named “Puesta del So...
Price drop
mls-logo

11721 Camden Park Dr, Windermere, FL 34786

Discover luxury living in the heart of Keene's Pointe, Windermere. Home to the renowned Golden Bear Golf Club. This meticulously designed 4-bedroom, 3-bathroom , 3-car garage residence offers over 3...
mls-logo

4011 Isabella Cir, Windermere, FL 34786

This beautiful home, built by Toll Brothers in 2019, is located within CASABELLA, one of the more sought-after communities in Central Florida Located in Windermere, this community offers privacy, exp...
mls-logo

1927 Watermere Ln, Windermere, FL 34786

Luxury living in one of Central Florida's most sought-after neighborhoods, Windermere Grande. This 5 bedroom, 3.5 bath single-family home offers .85 acres of land and a sprawling 3,053 square feet of...
Price drop
mls-logo

1404 Kelso Blvd, Windermere, FL 34786

Welcome to Kelso on Lake Butler! Situated on over an acre with approximately 100ft of lake front, this stunning lakefront property offers the perfect blend of luxury and uniqueness with DISNEY FIREWO...
Price drop
mls-logo

904 Main St, Windermere, FL 34786

This property includes an Incredibly Rare Air Conditioned Boathouse that is completely renovated with Apartment, Kitchen and Bathroom. A Custom Platform Boat Lift with overhead garage door lends secu...
mls-logo

6719 Valhalla Way, Windermere, FL 34786

Keene's Pointe - 24-hour gated/attended community in highly desired Windermere, Florida. This completely renovated home features formal living and dining rooms, great room, spacious and well-equippe...
Price drop
mls-logo

11313 Shandon Park Way, Windermere, FL 34786

Absolutely Fabulous Luxury Home Nestled on a picturesque tree-lined street within the prestigious RESERVE AT BELMERE, a Guard Gated Community. This exceptional residence epitomizes elegance and sophi...
mls-logo

5056 Isleworth Country Club Dr, Windermere, FL 34786

Experience luxury living in this stunning, modern estate situated on the renowned Isleworth Country Club Golf Course, overlooking the scenic hole 6. This exquisite home offers the finest in contempor...
mls-logo

11947 Lake Butler Blvd, Windermere, FL 34786

Located in the prestigious Town of Windermere, this spectacular 1.2-acre property on the renowned Lake Butler Blvd. offers the rare chance to build a truly custom estate home that defines luxury. Thi...
Price drop
mls-logo

6533 Cartmel Ln, Windermere, FL 34786

Step into timeless elegance with this stunning Neoclassical executive home on a half-acre+ cul-de-sac lot in the 24-hour guard gated premier neighborhood of the Reserve at Lake Butler Sound. Featurin...
Price drop
mls-logo

11085 Ledgement Ln, Windermere, FL 34786

Experience the ultimate in luxury living with this extraordinary 4-bedroom, 3.5-bath, 3-way split plan home, set on over half an acre of land backing onto serene conservation in the exclusive gated ...
Price drop
mls-logo

325 Magnolia St, Windermere, FL 34786

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 m...