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.
$685,000
12993 EMERSONDALE AVENUE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
32Picture(s)
2,057Sqft
This Home is located in the beautiful Wickham Park Community in Windemere on a corner premium lot at the end of a street, which will provide you with a maximum amount of privacy, located nearby are numerous shopping areas, financial institutions, restaurants and Themes Park.
$3,900,000
5373 ISLEWORTH COUNTRY CLUB DRIVE
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
12Picture(s)
5,372Sqft
Under Construction. (Renovation) An exceptional opportunity awaits to take over an existing property within the prominent Isleworth Country Club community. Situated gracefully along the 17th fairway, this residence spans over 5,300 square feet offering enchanting vistas of Lake Louise.
$475,000
7044 VENTNOR DRIVE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
37Picture(s)
1,980Sqft
Welcome home! This stunning four bedroom, three bathroom townhouse is situated on a premium corner lot in the desirable community of Preston Square in Windermere. From the moment you arrive, you'll be captivated by the beautiful landscaping and elegant columns with stone facade that adorn the paver pathway leading to the covered front patio.
$488,800
11818 WATER RUN ALLEY
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
21Picture(s)
1,588Sqft
Just reduced to sell. Seller motivated. Welcome to the luxurious townhome in Windermere, Florida. This exquisite residence offers a perfect blend of elegance, modernity, and comfort. Located in one of the most well know neighborhoods in Central Florida, this townhome provides a truly upscale living experience.
$598,000
10765 VILLAGE LAKE ROAD
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
38Picture(s)
2,317Sqft
FORMER MODEL HOME w/ tons of DESIGN ELEMENTS!!** MODERN & UPDATED 4BD/3.
$399,900
14324 DESERT HAVEN STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,840Sqft
End unit 3/2.5 Town home open floor plan with Kitchen featuring Stainless Steel appliances & granite counters, Living and Dining, half bath and access to the screen enclosed porch and brick pavered patio. Perfect for entertaining.
$2,199,000
81 OAKDALE STREET
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
55Picture(s)
4,284Sqft
Welcome to 81 Oakdale Street, a stunning lakefront home located along the famous Butler Chain of Lakes on the Lake Down Canal. This magnificent custom built estate offers the perfect blend of elegance, modern amenities, and exceptional craftsmanship. Situated on a peaceful and spacious corner lot with an adjoining pond.
$1,200,000
11019 LEDGEMENT LANE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
65Picture(s)
3,596Sqft
One or more photo(s) has been virtually staged. Welcome to the epitome of luxury living in Windermere's Glenmuir community. This exquisite home exudes beauty and craftsmanship, featuring 4 spacious bedrooms, 3 full bathrooms, and 2 half baths to ensure convenience for all.
$475,000
8430 GREENBANK BOULEVARD
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
43Picture(s)
1,649Sqft
Welcome to this lovely home in the gated Preserve at Lakes of Windermere. This freshly painted gem has only been used as a second home and is a haven of comfort and accessibility. The home is wheelchair accessible, featuring ramp access to both the front door and from the garage into the house. Perfectly maintained and thoughtfully designed, this home offers a truly exceptional living experience.
$4,500,000
225 MAGNOLIA STREET
WINDERMERE, Florida
7Bedroom(s)
10Bathroom(s)
42Picture(s)
5,735Sqft
Back on the market. Buyer's financing fell thru. Elegantly designed and custom-built in 2019, this Mediterranean-style home is located on the famed Butler Chain of Lakes. This beautiful property is for the discriminating buyer and is perfectly nestled directly on Lake Down. The home consists of seven bedrooms and ten and a half bathrooms.
$799,999
12061 WINDERMERE CROSSING CIRCLE
WINTER GARDEN, Florida
4Bedroom(s)
3Bathroom(s)
39Picture(s)
2,853Sqft
Welcome Home to Winter Garden’s Cambridge Crossing gated community! You’re greeted by soaring 14ft ceilings & beautiful view of the screened-in pool. 4-bed home sits on oversized corner lot with no neighbors to the east, offers 3 fully remodeled baths plus, office.
$525,000
12917 LANGSTAFF DRIVE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
20Picture(s)
1,480Sqft
LOVELY TOWNHOUSE IN THE HEART OF THE ONE STATE BEST LOCATIONS IN A VERY HIGH DEMAND COMMUNITY OF WINDERMERE, ** LOW $180 HOA, MAINTENANCE INCLUDED ** IT'S KNOWN FOR IT'S FAMILY ENVIRONMENT AND NEIGHBORLY APPEARANCE, THIS BEAUTIFUL 3 BEDROOM TOWNHOUSE HAS A VERY SPACIOUS AND BRIGHT LIVING AREAS, STAINLESS STEEL APPLIANCES WITH 4 DOOR REFRIGERATOR, LAMINATED WOOD FLOORING IN THE FIRST FLOOR, CEILING
$900,000
13858 CAYWOOD POND DRIVE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
44Picture(s)
3,070Sqft
Waterfront Windermere Gem. This unique 5 bedroom 4 full bath waterfront pool home, has been tastefully decorated with updates throughout. Some of the updates include a new roof about 2 years old, and all windows downstairs have been recently replaced.
$1,769,000
11603 VINCI DRIVE
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
58Picture(s)
3,672Sqft
Elegantly appointed home now available in highly sought after Keenes Pointe. Located in The Gardens of Camden Village and built in 2013, the single-story Cambridge Model from Centerline Homes offers a spectacular layout. The five-bedroom, four-and-a-half-bath home offers a three-way split plan plus office and three-car garage and is situated on nearly a half-acre.
$439,000
11685 WATER RUN ALLEY
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
38Picture(s)
1,584Sqft
"FIRST AND FINAL DROP BEFORE OWNER RENTS THE PROPERTY" Nestled in the Windermere community, this exquisite 3-bedroom, 2.5 bathroom townhouse redefines modern living with its unparalleled blend of contemporary design and luxurious amenities. Located in a prime location, this townhouse offers not just a home, but a lifestyle of sophistication and comfort.
$1,595,000
11351 PRESERVE VIEW DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
37Picture(s)
3,853Sqft
From the minute you enter this impeccably well-maintained Brentwood custom home. through custom double iron & glass entry doors, you’ll be impressed. This 3853 SF, 4 Bedroom/4 Bath home was built as a model. The spacious plan also includes a Bonus Room - with a vaulted, beamed ceiling & sliders leading to one of the outdoor entertaining areas, and an Office.
$420,000
14343 OASIS COVE BOULEVARD
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
33Picture(s)
2,028Sqft
BACK ON THE MARKET! financing falls through. Gated property at windermere is just waiting for you! Nice 4 bedrooms and 2 1/2 baths and a pond/walking trail in the backyard. The extra room (Bedroom 4) was built directly from the builder. The community offers a resort style pool, fitness center, playground and trails. HOA fee included Water/sewer, basic cable and internet.
$664,000
12754 BIDEFORD AVENUE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
79Picture(s)
2,889Sqft
The owners are offering an incentive of $5,000 in closing costs. Welcome to this classic, spacious, and inviting 4-bedroom, 3/1 bathroom two-story home located in the charming city of Windermere. As you step inside, you'll be greeted by a grand entry that leads to a beautiful living room and a separate dining area. The house boasts high ceilings and elegant porcelain tile flooring throughout.
$2,199,900
9907 BEAUFORT CT
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
55Picture(s)
4,658Sqft
Keene's Pointe - featuring The Golden Bear Club, an 18-hole golf course designed by Jack Nicklaus offering golf, tennis, fitness, dining and swimming. Enjoy country club living at its finest in this 4 bedroom/3.5 bath home located on a quiet cul-de-sac within walking distance of the clubhouse, tennis courts, pool and fitness facility.
$5,800,000
11217 BRIDGE HOUSE ROAD
WINDERMERE, Florida
6Bedroom(s)
8Bathroom(s)
39Picture(s)
6,755Sqft
This exquisite 1-acre property is situated on Lake Butler, widely regarded as the most sought-after lake in the Windermere chain. With almost 7,000 square feet of true luxury fully furnished, this beautiful estate boasts breathtaking views of Lake Butler from the moment you step through its double doors entrance.
$695,000
11631 VIA LUCERNA CIRCLE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
21Picture(s)
2,774Sqft
Seller is willing to CREDIT $45,000 towards new roof and air conditioner! Beautiful Mediterranean pool house in a sort after gated community in Windermere is ready to be your next home. This home has been well taken care of and will not disappoint. Kitchen comes with all stainless-steel appliances, granite countertop and 42" upgrade cabinets with plenty of storage for your everyday needs.
$370,000
8264 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
42Picture(s)
1,442Sqft
Welcome home to this beautifully upgraded condo located in the Lakeside at Lakes of Windermere. This CORNER UNIT on the THIRD FLOOR , featuring a building ELEVATOR, offers 3 bedrooms and 2 bathrooms on a single level.
$375,000
11564 MIZZON DRIVE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
18Picture(s)
1,442Sqft
Welcome Home! This beautiful, corner unit, 3rd floor 3 bed/2 bath condo is located in Lakeside at Lakes of Windermere. This unit features a spacious open design that combines the kitchen, dining and living room, yet with plenty of room to move around and entertain with large corner warp around balcony.
$370,000
8256 MARITIME FLAG STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
16Picture(s)
1,332Sqft
Welcome to Lakeside at Lakes of Windermere. This resort style community offers a clubhouse, pool, fitness room, onsite management, valet trash, and much more. The location is amazing, in the heart of Windermere, close to Publix, shops, restaurants, an easy drive to Walt Disney World, Downtown Winter Garden, major highways and other area attractions.

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.