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.
$598,000
5005 WINDERMERE AVENUE
KISSIMMEE, Florida
5Bedroom(s)
4Bathroom(s)
24Picture(s)
2,168Sqft
BEAUTIFUL TOWNHOME NEAR THE ATTRACTIONS, EXCELLENT OPPORTUNITY TO INVEST...This is a 5 Bedroom, 4 Bath townhome with pool is located in the desired & gated "Storey Lake" Resort. A few minutes away from Walt Disney World, Universal Studios, Seaworld, shops and restaurants. Professionally decorated, with open floor plan with a large breakfast bar separating kitchen, great room and dining area...
$550,000
7648 BILLINGHAM STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
23Picture(s)
2,400Sqft
Located across from the park and community pool this well maintained Townhome has black appliances and open kitchen/family room. All three bedrooms are on the second floor with the master suite overlooking your fenced courtyard that is perfect for outdoor barbecues and soaking up the Florida sun.
$2,100,000
11503 LAKE BUTLER BOULEVARD
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
56Picture(s)
4,336Sqft
Estate home located in Old Windermere on Lake Butler Boulevard. This beautiful property sits on one acre of lush landscape and aged oaks. Offering 5 bedrooms, 5 baths, and a gorgeous outdoor covered living space with a private pool. This is your opportunity to live among the lakes. rnApproaching the home, you will notice the large circular paver driveway with 3-car garage.
$5,995,000
11049 BRIDGE HOUSE ROAD
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
57Picture(s)
10,112Sqft
Exquisite Mediterranean masterpiece, located in the 24-hour guard-gated community of Lake Butler Sound. This stunning residence features over 10,000 square feet of luxury living space and is perfectly positioned along the shores of Lake Butler on the famed Butler Chain of Lakes.
$3,199,000
6839 VALHALLA WAY
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
58Picture(s)
5,606Sqft
Keene's Pointe, highly desired gated/24-hour attended community featuring The Golden Bear Club, a private/member's only club with 18-hole golf course designed by Jack Nicklaus, offering golf, tennis, swimming, fitness and dining. Beautiful, completely remodeled home on highly sought after Valhalla Drive.
$1,250,000
12025 LAKE BUTLER BOULEVARD
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
3Picture(s)
2,588Sqft
Tenant occupied property. Property to convey AS IS. Owner has never occupied home. Shown byrnappointment only. Location! Location! Location! This home is located in Old Windermere on over one acre homesite. This home features 4rnbedrooms, 2.5 baths, Perfect for a renovation project or start from scratch and build your dream estate home. New homes on street are being built valued over 4M.
$2,799,000
6234 GREATWATER DRIVE
WINDERMERE, Florida
6Bedroom(s)
5Bathroom(s)
65Picture(s)
6,857Sqft
Fabulous casually elegant French country estate in Keene's Pointe. Situated on the 18th fairway of The Golden Bear Club. This six bedroom, five bath home has unmatched custom detailing inside and out. This is truly a must see home to understand the quality of finish throughout. The grand two story entry drives your attention through a wall of rear glass with expansive golf views.
$2,899,000
9525 LAVILL COURT
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
21Picture(s)
4,097Sqft
Beautiful Windermere Chain of Lakes Estate.. This Lake Down waterfront two story custom home consists of (4 Bedrooms plus Office).rnLocated on two incredible acres of lakefront with spectacular views of the fabulous Lake Butler Chain of Lakes.
$6,750,000
5020 DOWN POINT LANE
WINDERMERE, Florida
8Bedroom(s)
8Bathroom(s)
38Picture(s)
9,621Sqft
This stunning estate is the epitome of luxury Windermere lakefront living. Designed by legendary architect John Henry, this exquisite lakefront residence is perfectly positioned on Lake Down, part of the renowned Butler Chain of Lakes.
$2,875,000
2505 WINDERMERE RESERVE COURT
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
4Picture(s)
5,160Sqft
Pre-Construction. To be built. PRE-CONSTRUCTION!!!!BUILDER'S SPEC!!! The Oakland by ELement Home Builders is a gorgeous modern farmhouse-style home that is a real show stopper. it offers 5 beds, 5 full, 2 half baths, office, loft, game room, pool, and oversized 3 car garage.
$714,000
426 6TH AVENUE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
57Picture(s)
1,698Sqft
Town of Windermere Gem !!! The one you've been waiting for has just hit the market, this UNIQUE opportunity won't last. This is a Gorgeous and Charming home in the Heart of Downtown Windermere.
$439,000
7482 BENTONSHIRE AVE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
50Picture(s)
1,428Sqft
PRICE REDUCTION! You are going to love this beautiful corner unit townhome in desirable Windermere, with excellent schools and close to the sought out Chain of Lakes. This house has a 3 bedroom, 2 bathroom home with 2 cars garage. This home is just a short drive from Disney World and is surrounded by several golf clubs, including Golden Bear, Four Seasons, and Orange County National.
$8,250,000
11940 LAKE BUTLER BOULEVARD
WINDERMERE, Florida
5Bedroom(s)
6Bathroom(s)
41Picture(s)
6,549Sqft
UNIQUE ESTATE HOME SET ON 300 FEET OF LAKE BUTLER SHORELINE WITH 300’ SEAWALL. This private, gated lakefront home is set on 2.4 acres in old Windermere, with over 6,500 SF heated and over 10,600 SF covered and under roof; 5 bedrooms, 6.5 bathrooms, a resort style pool overlooking serene Lake Butler.

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.