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.
$515,000
11906 SILVERLAKE PARK DRIVE
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
39Picture(s)
2,066Sqft
LOCATION, LOCATION, LOCATION!!! Beautiful and cozy residence located in the desirable WINDERMERE area. This single-family - bungalow style home offers four bedrooms, two-and-a-half baths and a two-car garage. There's a LOFT UPSTAIRS, perfect for a TV or office/study room.
$549,900
4949 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
35Picture(s)
1,914Sqft
LOCATION, LOCATION & LOCATION!! BUY THIS BEAUTIFUL 4 BEDROOMS, 3 BATHROOMS, POOL-TOWNHOUSE. COMPLETELY FURNISHED TO THE LAST DETAIL AT THE STOREY LAKE RESORT COMMUNITY. IT HAS 1914 SQUARE FEET OF CONSTRUCTION UNDER AIR CONDITIONING, BUILT IN 2018. THIS IS AN AMAZING INVESTMENT OPPORTUNITY WITH FUTURE BOOKINGS ALREADY IN PLACE, SO YOU WILL START GETTING INCOME FROM THE CLOSING DATE.
$756,300
13246 VENNETTA WAY
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
71Picture(s)
2,628Sqft
Welcome to one of the most desirable locations in Central Florida! This Windermere home has recently undergone a complete renovation and is situated on the peaceful shores of Lake Sawyer South.
$2,275,000
305 MAGNOLIA STREET
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
52Picture(s)
3,476Sqft
Enchanting sunsets, spectacular water views and NO HOA. Perfectly situated home in the desirable downtown Windermere on the Butler Chain of Lakes. This semi-custom home is located on the Lake Down waterfront and was recently remodeled with a large addition added. This house has been well-loved for over 25 years, however, the pool, the additional bedrooms and living areas were just built in 2017.
$1,840,000
11936 PROVINCIAL WAY
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
60Picture(s)
4,037Sqft
Nestled on the shores of Lake Whitney, this **LAKEFRONT** property is immaculately presented and ideally situated on a quiet peninsula within the guard gated community of RESERVE AT BELMERE.
$629,000
11225 VIA ANDIAMO
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
26Picture(s)
2,521Sqft
Check out this stunner! This home has updated flooring in some rooms as well as fresh interior and exterior paint. Windows create a light filled interior with well placed neutral accents. The kitchen is ready for cooking with ample counter space and cabinets for storage. You won’t want to leave the serene primary suite, the perfect space to relax.
$1,399,900
9025 BALMORAL MEWS SQUARE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
38Picture(s)
4,463Sqft
One or more photo(s) has been virtually staged. One or more of the photo(s) have been virtually staged. Welcome to this stunning 5-bedroom custom built, one-owner POOL ESTATE with a BRAND NEW ROOF on a large, private, manicured lot with no rear neighbors. Live like you’re on vacation every day in this exclusive, gated community of only 30 residences.
$600,000
12813 CRAGSIDE LANE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
25Picture(s)
2,925Sqft
Back on Market, owners put a NEW ROOF ON!!rnWelcome home to a beautiful 4 bedroom 3 bathroom home in Lakes of Windermere! This two-story home is perfect for a large family. New windows light up the large kitchen that overlooks the family room; ideal for entertaining.
$2,095,000
906 OAKDALE STREET
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
35Picture(s)
4,563Sqft
Under Construction. DESIRABLE DOWNTOWN WINDERMERE LOCATION by LAKE DOWN. This Luxurious Custom Residence is Under Construction on a rare hard-to-find premium corner lot in Downtown Windermere.
$6,495,000
6507 ROSELLA COURT
WINDERMERE, Florida
7Bedroom(s)
7Bathroom(s)
100Picture(s)
10,485Sqft
Windermere - Lakefront - Butler Chain of Lakes, Lake Tibet - Keenes Pointe - 24 Hr Guard Gated Golf Course Community... Explore this Stonebridge Custom Homes, 7 bedroom, 8 bathroom Estate, boasting over 10,000 square feet of Resort Style Entertainment, Solitude, and an abundance of Luxury Finishes.
$7,035,000
11947 LAKE BUTLER BOULEVARD
WINDERMERE, Florida
6Bedroom(s)
6Bathroom(s)
10Picture(s)
14,364Sqft
Pre-Construction. To be built. Your contemporary work of art awaits. Located in the Town of Windermere on the famed Lake Butler Blvd. is a beautiful 1.2-acre plot of land just waiting for this stunning two-story masterpiece. This custom estate home will be over 14,000 SF of luxury living and entertaining, with six bedrooms, and nine bathrooms.
$7,495,000
10988 DOWN YONDER LANE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
20Picture(s)
8,446Sqft
Pre-Construction. To be built. Rare, Exclusive Lakefront property in Windermere, Florida. Front and rear water views! Gated community with only three home sites. Herein lies an opportunity like no other to build your dream home on 6.82 acres of LAKEFRONT property in Windermere, FL. Shoreline comprising 524 feet fronting Lake Down on the Butler Chain of Lakes.
$4,900,000
9575 WESTOVER ROBERTS ROAD
WINDERMERE, Florida
9Bedroom(s)
8Bathroom(s)
88Picture(s)
8,464Sqft
Windermere Lakefront living at its finest on the shores of private Lake Olivia. This 5.4 acre estate of ultra luxury over 8500 heated sqft with private gates, include 9 bedrooms and 8 bathrooms, with 2 Ensuite master bedrooms and 2 residences on site with private access for onsite staff. with 5 additional bedrooms and 4 additional full bathrooms.
$595,000
14363 RED CARDINAL COURT
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,411Sqft
Perhaps thee primo lot in Summerport! This one is on the West Orange Country Club's Golf Course with land only on the west side of this ideal property! This Park Square deluxe home, with a great floor plan, just needs a new owner’s touches to make it super special.
$2,475,000
1238 LAKE WHITNEY DRIVE
WINDERMERE, Florida
4Bedroom(s)
5Bathroom(s)
46Picture(s)
5,514Sqft
$25K PRICE REDUCTION - VERY MOTIVATED SELLERS!! Welcome to the exquisite and elegant Reserve At Belmere. A true luxury Tuscan style luxury home with spectacular views of Lake Whitney is being sold furnished. Step into the grand entryway and you will be delighted with the enormous iron chandelier and breathtaking water views that will make you instantly fall in love.
$2,475,000
11155 CONISTON WAY
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
65Picture(s)
6,130Sqft
Lake Butler Sound, 24 hour gated/attended community - From the moment you enter through the stunning 12 ft arched glass and iron doors you will be impressed with this custom-built RL Vogel home. This 5 BR, 5.5 BA, 3-car garage estate home is perfectly positioned on a 3/4 acre lot, at the end of a private cul-de-sac street.
$24,995,000
9508 WINDY RIDGE ROAD
WINDERMERE, Florida
7Bedroom(s)
14Bathroom(s)
58Picture(s)
29,739Sqft
Perfectly positioned on 18 acres of lakefront property with meticulously manicured grounds, this walled and gated compound includes apprx 614 feet of pristine lake frontage and panoramic views on Lake Down of the Butler Chain of Lakes.
$4,699,995
1005 DOWN RESERVE COURT
WINDERMERE, Florida
6Bedroom(s)
7Bathroom(s)
43Picture(s)
9,754Sqft
Under Construction. COME HOME TO A DREAM!! This Beautiful Modern Castle is being built in the lovely Lake Down Reserve neighborhood in Windermere, Florida. This home is designed and built by Supreme International Construction a reputable builder in Central Florida, who is well known for Luxury Custom home construction with creative designs and quality Buildings.
$549,999
4987 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
33Picture(s)
1,914Sqft
LOCATION, LOCATION AND LOCATION. DON'T MISS THE OPPORTUNITY TO PURCHASE THIS BEAUTIFUL 4-BEDROOM, 3-BATHROOM, POOL HOME, COMPLETELY FURNISHED TO THE LAST DETAIL AT THE STOREY LAKE COMMUNITY. IT HAS 1914 SQUARE FEET OF LIVING SPACE UNDER AIR CONDITIONING, BUILT IN 2019.
$7,250,000
9832 LAUREL VALLEY DRIVE
WINDERMERE, Florida
6Bedroom(s)
7Bathroom(s)
62Picture(s)
11,100Sqft
Stunning water views and **captivating sunsets** will take your breath away at this exquisite lakefront Estate. Perfectly situated on the shores of Lake Butler and the 15th hole of Isleworth's prestigious championship golf course you will enjoy 150 feet of lake frontage of the famed Butler Chain of Lakes. rnrnInside, you will see what truly elevates this home.
$1,370,000
11402 CAMDEN LOOP WAY
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
49Picture(s)
3,880Sqft
One or more photo(s) has been virtually staged. If you are looking for a turn-key home that has been renovated top to bottom in Windermere, then this is your home. From roof to slab, almost everything in this home is brand new making it move-in ready for you today.
$4,950,000
6474 DEACON CIRCLE
WINDERMERE, Florida
6Bedroom(s)
5Bathroom(s)
84Picture(s)
5,859Sqft
New Price. rnStep into this updated waterfront estate situated along the shores of the famed Butler Chain of Lakes. The airy Mediterranean-style two-story is an ideal lakefront getaway for everyday living and to entertain family and friends. With three-bedroom suites, a pair of Jack-and-Jill suites and a studio loft with kitchenette, this estate accommodates most everyone.
$549,990
4913 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
21Picture(s)
1,914Sqft
New with Tiled Flooring and an Upgraded Furniture Package, this Townhome boasts both class and fun including Flat Screen TV’s with cable in all bedrooms and a private Splash Pool.rnrnThe downstairs open floor plan offers a Dining area with seating for 6, Breakfast Bar seating for 4, reclined sofa, 55” Flat Screen Smart Tv, modern kitchen.
$1,250,000
3443 WILD MYRTLE COURT
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
40Picture(s)
2,918Sqft
Newly renovated executive home on 1.2 acre homesite in Old Windermere. This charming 5 bedroom 3 bath pool home has it all. In addition to the formal living room with whitewashed brick faced wood burning fireplace this plan offers a generous 26’x23’ family room and office.

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