Homes for Sale in Windermere
Windermere offers home buyers the exclusivity associated with some of Florida’s finest established communities, with a quaint historic downtown and easy access to Dr. Phillip’s world class dining and entertainment. The Erica Diaz Team offers tremendous insight into Windermere’s real estate market, offering unmatched knowledge and access to off-market homes.
$795,000
111 MAIN STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
15Picture(s)
2,272Sqft
Location! Location! Come check out This Beautiful home in the town of Windermere!! This home has 3 bedrooms, 2 baths, 2 fireplaces, spacious rooms and an oversized lot. The backyard is fenced and spacious.
This home is a Block home and is ready for your design ideas.
$755,000
13408 FOSSICK ROAD
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
79Picture(s)
2,813Sqft
Welcome to this exquisite 4-bedroom, 3-bathroom single-family residence with a 3 car garage nestled in the sought-after Providence community, situated within the desired Windermere High School district. Boasting a plethora of updates and modern amenities, this home is located on a corner lot with a fenced in backyard and upgraded landscaping.
$2,285,000
11817 VINCI DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
92Picture(s)
5,023Sqft
Absolutely stunning waterfront pool home built by Bill Sauerwine on a picturesque setting that has been meticulously maintained by the original owner located in the only private golf course community in Central Florida featuring a signature Jack Nicklaus designed golf course. There’s fireworks every night… literally with clear views to the show by Disney.
$1,195,000
2013 WILLOW LAUREN LANE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
11Picture(s)
3,264Sqft
Welcome to The Willows, where sprawling lot sizes and majestic, mature trees set the stage for this truly exceptional home. Nestled in this coveted community, this fabulous residence offers an unparalleled blend of spacious living, luxurious amenities, and convenient access to a host of recreational activities and A-RATED SCHOOLS.
$3,999,999
6760 VALHALLA WAY
WINDERMERE, Florida
5Bedroom(s)
6Bathroom(s)
65Picture(s)
6,055Sqft
Keene's Pointe - 24 hour gated/attended community featuring The Golden Bear Club offering golf, tennis, fitness, swimming and dining. This magnificent GOLF FRONT home has been fully renovated and boasts formal living/dining rooms, office, game room w/wet bar, great room and 4 bedrooms and 5.
$415,000
14264 DESERT HAVEN STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
29Picture(s)
1,840Sqft
This 3 bedroom 2.5 bath townhome is located in the tranquil neighborhood of Oasis Cove. With an open floorplan, tile and laminate flooring throughout, stainless steel appliances and quartz countertops this home offers a perfect blend of comfort and convenience with modern elegance! The large laundry room and closet space upstairs provide ample storage solutions.
$509,800
4929 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
29Picture(s)
1,914Sqft
GREAT POOL TOWNHOUSE WITH EXTENDED PATIO. There are 4 bedrooms, 3 bathrooms, with 1 bedroom downstairs.This beautiful home is located in Storey Lake, where Central Florida's major attractions are just minutes away. Walt Disney World is located just 5 miles West, Lake Buena Vista and Disney Springs are just 3 miles North, the Loop is just 2.
$949,900
1930 MAPLE LEAF DRIVE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,509Sqft
Presenting 1930 Maple Leaf Drive located in the sought after community of Windermere Downs. This stunning 4-bedroom, 3-bathroom pool home has been meticulously renovated to offer the epitome of modern luxury living. The spacious open floor plan welcomes you with new flooring and crisp baseboards, creating a fresh and inviting atmosphere throughout.
$1,550,000
6509 CARTMEL LANE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
60Picture(s)
3,739Sqft
Welcome to the picture perfect 6509 Cartmel Lane in the incredible 24 hour Guard Gated Reserve At Lake Butler Sound Community!!
This great home is stunning, formal and comfortable at the same time, arriving in the driveway is a pleasure, yes this home could be yours!
This beautiful upgraded home features four bedrooms, three and a half bathrooms, a very private office, soaring ceilings, rich tr
$2,995,000
4011 ISABELLA CIRCLE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
61Picture(s)
5,418Sqft
**PRICE IMPROVEMENT!**Welcome to CASABELLA, one of the more sought-after communities in greater Orlando area! Located in Windermere, this community offers privacy, expansive homes on spacious lots, and luxurious lifestyle. This home is sure to please, offering over 5400 square feet of indoor living.
$515,000
5019 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
47Picture(s)
1,914Sqft
Amazing opportunity! Located in the sought-after Storey Lake community, this fully furnished 4-bedroom, 3-bathroom pool home offers unbeatable value. With 1,914 square feet of living space and built in 2019, it's an incredible investment opportunity, priced lower than any other property in the neighborhood. Plus, it's already generating income with bookings for the coming months.
$2,490,000
11629 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
100Picture(s)
4,441Sqft
One or more photo(s) has been virtually staged. Come home to luxury in your own private oasis with this custom Silliman Home, located in the highly desired, guard gated community of Waterstone. Set upon a full acre, this hard to come by premier lot overlooks a wooded Cypress tree conservation area. With true Mediterranean style this "Villa Rosa" model is lined with sliding glass doors and windows.
$617,000
8606 POWDER RIDGE TRAIL
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
69Picture(s)
2,090Sqft
All Remodeled, new floor, new baths, Discover the ideal home nestled in the heart of Windermere. This vibrant community offers proximity to excellent schools, dining options, daycare facilities, and more. Boasting 4 bedrooms and 3 baths, this energy-efficient residence features a fully tiled ground floor.
$1,579,000
5825 CAYMUS LOOP
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
44Picture(s)
3,494Sqft
Keene's Pointe - 24 hour gated/attended golf course community in Windermere, Florida. This beautifully well-maintained home is move in ready. Overlooking the 13th tee box of The Golden Bear Club, this home boasts 4 bedrooms and 3 baths on the first floor with a private office, formal living and dining rooms and a spacious kitchen/great room.
$785,000
11689 SPRAWLING OAK DRIVE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
44Picture(s)
2,795Sqft
Welcome to your dream home in Ashlin Park, Windermere, FL! This stunning property offers unparalleled views of the serene Lake Story, providing a picturesque backdrop for your everyday life.
Situated in one of Windermere's most sought-after neighborhoods, this four-bedroom, three-and-a-half-bathroom home boasts modern elegance and comfort.
$365,000
8264 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,455Sqft
Welcome to your upscale oasis in the heart of Windermere! This stunning 3 bedroom, 2 bathroom condo offers the epitome of luxury living in a serene setting.
As you step inside, you'll be greeted by the elegance of granite kitchen counters complemented by the warmth of wood flooring that extends gracefully throughout the entire space.
$1,895,000
5409 TILDENS GROVE BOULEVARD
WINDERMERE, Florida
6Bedroom(s)
4Bathroom(s)
44Picture(s)
5,457Sqft
Located in the sought after, 24-hour guarded community of Tildens Grove in beautiful Windermere, this meticulously landscaped 6-bedroom, 4 full and 2 half bath home boasts over 5,457 SF of gorgeous living space on well over a half acre of land. As you enter this contemporary masterpiece, you are greeted by sweeping pond views just outside the formal living room.
$1,159,999
1439 BELFIORE WAY
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
57Picture(s)
3,789Sqft
NEW PRICE!!! Luxury Home located in the beautiful Tuscany Ridge gated community of Windermere. Conveniently located to shopping, eateries, and easy access to 408, 429 and turnpike.
$515,000
14252 CONFETTI DRIVE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,380Sqft
Welcome to your new home! Prepare to be captivated by this stunning townhome that offers not just a residence, but a lifestyle of luxury and convenience.
Step inside the main home and be greeted by 2000 sq ft of inviting living space, meticulously designed for comfort and functionality.
$4,750,000
4233 DOWN POINT LANE
WINDERMERE, Florida
6Bedroom(s)
6Bathroom(s)
100Picture(s)
6,478Sqft
Stunning LAKEFRONT estate on LAKE DOWN connected to the BUTLER CHAIN OF LAKES! Welcome to the cozy, quaint subdivision of Sunset Bay, all unique custom-built homes, located directly across the street from Isleworth Golf & Country Club affording you the conveniences of private golf membership opportunities nearby while residing in a community with NO HOA. This nearly 6,500 SF, 6 BR, 6.
$1,180,000
635 BUTLER STREET
WINDERMERE, Florida
3Bedroom(s)
3Bathroom(s)
61Picture(s)
2,353Sqft
Welcome to your dream home nestled in the heart of Downtown Windermere, just steps away from Main Street and directly across from the Fernwood Boat Ramp. This stunning three-bedroom, three-bath house blends traditional small town charm with modern conveniences. Enjoy picturesque views of the Butler Chain of Lakes from your front porch and the primary bedroom suite.
$2,285,000
11227 MACAW COURT
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
43Picture(s)
5,030Sqft
Offering amazing water views and overlooking the 4th fairway of the popular Jack Nicklaus designed golf course at the Golden Bear Club! A CUSTOM BUILT stunning home that offers an incredible floor plan coupled with a long list of recent improvements! Updated with modern transitional design in mind, this OPEN and airy concept features 5 bedrooms, 5 full bathrooms, 2 separate PRIVATE OFFICE SP
$2,550,000
3992 ISABELLA CIRCLE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
84Picture(s)
4,339Sqft
Welcome to your dream home! Situated in the esteemed gated community of Casabella, Windermere. The home is situated next to the beautiful community man-made landscaped lake. So always enjoy the peaceful water views from the house, pool, spa or on the rear deck.
$318,000
8256 MARITIME FLAG STREET
WINDERMERE, Florida
2Bedroom(s)
2Bathroom(s)
30Picture(s)
1,161Sqft
Welcome to your new haven at 8256 Maritime, nestled in the sought after Windermere zip code and located in Lakeside of Windermere community. This is an incredible opportunity to secure an affordable piece of paradise in one of Orlando’'s most desirable locations, Windermere.
Who’s Your Windermere Buyer’s Agent?
Every home shopper should have a Buyer’s Agent – it’s free to the buyer. The Erica Diaz Team Buyers can help you achieve your goals, and close faster and for less money on average than your average Windermere Realtor. Ask us about the best places to live, we’ll help you achieve your lifestyle within your budget.