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.
$8,650,000
5507 WORSHAM COURT
WINDERMERE, Florida
5Bedroom(s)
7Bathroom(s)
97Picture(s)
10,200Sqft
Presenting one of Isleworth’s most iconic mansions: magnificent and grand, impressively positioned along the 14th fairway of the Isleworth golf course, behind the secured and guarded gates of one of the world’s most prestigious private golf club communities.
$560,000
13832 SUMMERPORT TRAIL LOOP
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
32Picture(s)
2,150Sqft
4/3.5 Home in the area of Windermere. Beautiful spacious house, The house has a rear entrance
garage for 2 cars. The house is located near a shopping plaza, a winter garden village and near
multiple schools. Community amenities include a clubhouse, community pool, fitness center, tennis courts, and basketball courts. Attention investors rented for $3200 monthly.
$749,000
8595 CRESCENDO AVENUE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
38Picture(s)
1,864Sqft
**LOCATION** Welcome to this beautiful home that was built in 2016 being sold by the original owner. Enter from the charming covered porch into the open floor plan with 3 bedrooms, 2.5 baths and a bonus room upstairs. The kitchen features granite countertops and stainless steel appliances and opens to the family room for easy entertaining.
$599,900
7885 BERKSHIRE OAK ALLEY
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
31Picture(s)
2,214Sqft
4 bedroom, 2 1/2 bathroom home in Windermere, Contemporary move-in-ready two-story home in the community of Westside Village in Windermere. Wood-look tile throughout the first floor. The kitchen has quartz countertops with an oversized island and stainless steel appliances.
$4,950,000
5410 MONTERREY CLUB COURT
WINDERMERE, Florida
6Bedroom(s)
7Bathroom(s)
81Picture(s)
6,665Sqft
PRICE ENHANCEMENT!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an even more enticing price! Your family simply must see this heavenly retreat! Nestled on a tranquil cul-de-sac, this Isleworth estate will steal your heart. From every corner of the house, you'll be captivated by the breathtaking views of Hourglass Pond.
$2,350,000
6130 BLAKEFORD DRIVE
WINDERMERE, Florida
4Bedroom(s)
5Bathroom(s)
49Picture(s)
4,802Sqft
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 rooms.
$349,000
8168 BOAT HOOK LOOP
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,442Sqft
One or more photo(s) has been virtually staged.
$1,249,900
8745 LOOKOUT POINTE DRIVE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
40Picture(s)
3,483Sqft
Welcome to Windermere Trails a waterfront community conveniently located to Disney, Universal Studios, popular attractions, shopping, and interstate travel. As a homeowner you’ll enjoy the waterfront community pool and water park, cabanas, playground, numerous parks, ponds and lakes, and a walking/biking trail, which has some breathtaking views of nature and water.
$3,300,000
11617 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
63Picture(s)
4,957Sqft
One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with mature cypress trees going all the way to Lake Cypress where your lot touches. This 4 bedroom, 4 1/2 bath home with an office, bonus, pool and spa is move-in ready with the most updated style and design features.
$415,000
14025 OASIS SPRINGS LANE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,786Sqft
Introducing Oasis Cove, an exclusive gated community nestled in the sought-after Windermere neighborhood within Horizon West. Discover the charm of this immaculately kept end unit townhome, with no neighbors on one side and convenient proximity to the clubhouse and pool directly across the street.
$2,849,000
11012 ULLSWATER LANE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
41Picture(s)
6,909Sqft
Stunning Mediterranean masterpiece located in the 24-hour guard gated community of Reserve at Lake Butler Sound. This exquisite residence features almost 7,000 square feet of luxury living space, most of which is on a single level. As you step through the front door your eyes are immediately drawn to the fine details and rich finishes of this one of a kind home built by Konkol Custom Homes.
$350,000
8179 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
50Picture(s)
1,442Sqft
***BEST VALUE IN WINDERMERE & MOVE-IN-READY*** FIRST FLOOR - END UNIT 3/2 CONDOMINIUM . ***BRAND NEW LENNOX 2.5 TON AIR CONDITIONING SYSTEM(Feb 2024)**** Nestled in “Lakeside at Lakes of Windermere”, one of Windermere’s most vibrant Communities. Outstanding Building Construction, Concrete built! This Amazing Residence has open/split floor plan with custom touches throughout.
$2,500,000
12514 SUMMERPORT BEACH LANE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
47Picture(s)
2,168Sqft
ALMOST AN ACRE! LOCATED ON LAKE BUTLER, THE CHAIN OF LAKES! Very beautiful property and amazing lakefront lot with a cute quaint home. Tall mature pine trees and oaks on the large property. Enjoy the Butler chain and Bird Island. Have fun with your family and friends skiing, wakeboarding, tubing and fishing right in your backyard.
$1,460,000
6008 GOLDEN DEWDROP TRAIL
WINDERMERE, Florida
8Bedroom(s)
5Bathroom(s)
94Picture(s)
4,751Sqft
Realtors, bring all your buyers! Seller is very motivated and will consider every single offer!
$2,350,000
12012 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
69Picture(s)
4,715Sqft
Introducing A Rare and Luxurious Find in Waterstone
Welcome to a remarkable opportunity in the sought after guard-gated community of Waterstone. This cozy Windermere home, located on the most coveted street where properties reach upwards of $15 million, presents a unique blend of elegance and comfort.
$13,900,000
4200 DOWN POINT LANE
WINDERMERE, Florida
6Bedroom(s)
7Bathroom(s)
61Picture(s)
14,435Sqft
Nestled along almost 1,000’ of the highly sought after Butler Chain of Lakes in Windermere, this exquisite Mediterranean estate beckons with unrivaled opulence. Beyond a private gate, a 2-acre peninsula reveals a masterpiece of architectural brilliance designed by Nasrallah and built by Ray Coudriet.
$2,399,999
9025 BALMORAL MEWS SQUARE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
58Picture(s)
4,463Sqft
*The furnishings are SOLD SEPARATELY and are NOT included in the listing price ASK REALTOR FOR MORE INFO. Step into contemporary elegance inside and out. This Remodeled 5 Bedroom 3.2 bath oversized two car garage pool home is located in the exclusive private gated community of Balmoral. The entire home has been completely remodeled with a contemporary touch.
$974,999
1512 BELFIORE WAY
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
42Picture(s)
3,825Sqft
Private/gated Tuscany Ridge neighborhood of Windermere, Florida. Featuring 4 bedrooms and 4.5 baths, this home has 4 bedrooms located on the first floor. Leading up the hardwood staircase you will find the second floor media and bonus/storage room with full bath which can also be used as a fifth bedroom suite.
$1,559,000
6336 CARTMEL LANE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
52Picture(s)
3,931Sqft
LOCATION LOCATION LOCATION! This 5 bedrooms, 4 full bathrooms and 1 half bath pool home, is located on a peaceful street and overlooks the conservation area in guard gated, gorgeous Reserve at Lake Butler Sound. The front of the home welcomes you with a formal living and dining area as well as an office/library.
$549,000
4960 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
47Picture(s)
1,914Sqft
Elegantly furnished, this 4-bedroom, 3-bathroom townhouse with a private pool is a gem nestled within the spectacular gated resort community at Storey Lake. Boasting a prime location and allowing short-term rentals, this beautiful home welcomes guests with an open floor plan.
$2,695,000
5186 VARDON DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
27Picture(s)
4,739Sqft
Nestled along the front nine of Isleworth’s renowned championship golf course overlooking Hole 3, this beautiful estate offers a lovely location featuring golf course views.
$1,650,000
6228 ROSEATE SPOONBILL DRIVE
WINDERMERE, Florida
8Bedroom(s)
5Bathroom(s)
64Picture(s)
4,751Sqft
Luxurious and spacious tiled roof 2 story home with 8 bedrooms and 5 bathrooms. The Primary and 2nd bedrooms are located on the first floor. The Primary bedroom overlooks the inviting pool. On the 2nd floor, there are 6 bedrooms and 3 full bathrooms. The Theater/Media room includes 6 ceiling speakers with multi-leveled flooring which is also on the upper floor.
$2,950,000
4704 JOANNA GARDEN CT
WINDERMERE, Florida
3Bedroom(s)
3Bathroom(s)
48Picture(s)
4,261Sqft
This beautiful home site is positioned within the Gardens of Isleworth –an intimate enclave of custom homes surrounded by lush gardens, water features, bridges, and walking paths. Built by Wyatt Anderson Construction, the single-story home spans more than 4,200 square feet and has been meticulously maintained.
$6,950,000
6462 DEACON CIRCLE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
53Picture(s)
7,178Sqft
This exquisite lakefront estate has been fully updated creating a stylish, modern haven along the waterfront. Designed by renowned architect Mark Nasrallah, the lakefront retreat is an exceptional estate of more than 7,100 square feet with rich detail and luxurious finishes throughout.
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.