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.

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$475,000

11421 BROWNSTONE STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
36Picture(s)
1,743Sqft
Immaculate Windermere Townhome with luxury upgrades, Move-In Ready-In the beautiful established community of Lake Burden, with mature trees and landscaping. Furnishings available. The TILE ROOF, TWO STORY front elevation is grand and inviting, with a Brick Paver walkway leading to the front door.

$647,000

11440 RAPALLO LANE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
57Picture(s)
2,675Sqft
One or more photo(s) has been virtually staged. Welcome to this beautifully maintained, single owner home, in the sought after gated community of Belmere Village! Upon entering through the grand entrance that opens to tiled living areas, with views of the pool from every room.

$999,900

7775 CONROY WINDERMERE RD
ORLANDO, Florida

3Bedroom(s)
1Bathroom(s)
52Picture(s)
1,827Sqft
3 bedroom pool home with pond frontage located on Conroy Windermere Rd. This gorgeous lot features a tall brick facade wall with metal detailing and lions protecting the massive entry gate. 2.15 acres situated on a busy traffic corridor that spans from Metro West to Windermere. The land is mostly level with a slight slope to 150' frontage on Phillips Pond to rear of property.

$2,100,000

13161 LAKE BUTLER BOULEVARD
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
34Picture(s)
3,977Sqft
Extraordinary lake front opportunity in Windermere on 1.75 acres! PRIVATE GATES! NO HOA! SPECTACULAR LAKE VIEWS, PRIVACY, SPORTS COURT, AND GAZEBO ON LAKE ROPER - A WATER SKI FRIENDLY LAKE! A grand entryway leads you to magnificent two story ceilings and welcomes you into a separate living and family room.

$1,395,000

3606 LAKE BUYNAK ROAD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
48Picture(s)
3,300Sqft
LIVE THE FLORIDA LIFESTYLE you’ve a dreamed of! Situated on private Lake Buynak and featuring almost TWO ACRES of land, this STUNNING home has it all. A light and bright oversized foyer welcomes you inside this METICULOUSLY cared for property. The brick and stone front fireplace is the focal point of the living room, a set of sliders from this area leads to expansive open deck.

$1,499,000

13718 LAKE CAWOOD DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
38Picture(s)
4,118Sqft
Welcome home to Lake Cawood Estates, gated community at most desirable Windermere. This beautiful custom-built estate features 5 bedrooms, 5 full baths, and a 3 car garage all while nestled on almost of an acre (.98) lot. Upon entering the home, you are greeted into a foyer with a formal dining room to the right with large windows to allow for natural light.

$625,000

12813 CRAGSIDE LANE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
25Picture(s)
2,925Sqft
Welcome 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. The kitchen features everything you need and more! A large island, breakfast area, solid countertops, newer stainless steel appliances, and an oversized butler’s pantry.

$420,750

14114 BRIDGEWATER CROSSINGS BOULEVARD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
27Picture(s)
1,642Sqft
Exquisitely maintained three bedroom, two and a half bathroom townhouse in Orlando's most sought after zipcode, Windermere 34786. Located in Edens Hammock you do not want to miss out on this property, especially with a brand new 2022 roof. Past the gorgeous mature Oak tress, and through the covered front patio with partial views of Walsh pond, an open and airy layout greets you.

$7,775,000

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.

$1,950,000

1569 LAKE WHITNEY DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
64Picture(s)
5,225Sqft
Talk about LAKE HOUSE!! This rare CORNER LOT, LAKEFRONT estate sits on just under an ACRE and is tucked away in the fine 24 hour guard gated community of The Reserve at Belmere. Almost 6,000 sqft of beautifulness 5 bedrooms, 5 bathrooms.

$1,500,000

11402 CAMDEN LOOP WAY
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
50Picture(s)
3,880Sqft
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. This 5 bedroom, 4 1/2 bath home with a full in-law apartment has everything you would want and expect from a home in the beautiful country club community of Keene’s Pointe.

$1,595,000

1214 ESTANCIA WOODS LOOP
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
41Picture(s)
4,396Sqft
Estancia is one of Windermere's newest and most sought after communities. Located just a short walk or golf cart ride to downtown Windermere’s shops dining options and new brewery. Residents of the town also enjoy access to multiple parks, playgrounds, Tennis courts and keyed private access to Butler Chain boat ramps.

$750,000

9597 WESTOVER CLUB CIRCLE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
34Picture(s)
2,744Sqft
Welcome home to this 4 Bedroom / 3 Full Bathroom home in an established, quiet gated community of Westover Club. Nestled on over 1/3 + of an acre lot with Pond views, no Rear Neighbors, manicured landscaping & mature trees. Home features an attached 3 car garage, roof replaced 2021, new paint inside, new appliances and new carpet.

$730,000

12808 WESTSIDE VILLAGE LOOP
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
58Picture(s)
2,665Sqft
Brand new carpet for all second floor . energy-efficient home. This 4 beds and 3.5 baths. There is a den in the first floor that it can be library or an office. The open concept floor plan makes it great for entertaining and family gatherings. One suite bedroom in the first floor and the master suite bedroom upstairs with a nice master bathroom with dual sinks and a large walking closet.

$1,850,000

6100 BLAKEFORD DRIVE
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
100Picture(s)
4,532Sqft
Custom Built Parade of Homes Winner (WJ Sauerwine Homes) situated on just under ½ acre.

$360,000

12736 LANGSTAFF DRIVE
WINDERMERE, Florida

2Bedroom(s)
2Bathroom(s)
3Picture(s)
1,380Sqft
Calling ALL Investors! Here is your chance to own a beautiful townhome right at the back door of Disney with tenants already in place! Make money from the first day of closing! Highly desirable townhome in the Lakes of Windermere, Lake Reams Townhome Community. Low HOA fees includes all outside maintenance and community pool. Fenced courtyard and detached two car garage.

$1,449,000

11757 HAMPSTEAD STREET
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
46Picture(s)
4,676Sqft
Luxury Mediterranean Style home situated in the highly sought-after Enclave community of Windermere located near excellent schools, entertainment, and shopping. This stunning 5 bedroom/4.

$485,000

5237 LEMON TWIST LANE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
32Picture(s)
2,196Sqft
Spacious two story house at the PERFECT community - Summerport in Windermere. Great location. A grade school zone. 4 bedrooms & 1 den/office(french door) & 2.5 baths. Well maintained wood flooring in first floor and Master Bedroom and Den/Office! Master bedroom and den/office downstairs. Screened lanai. Sizable back yard, long driveway for additional parking space.

$599,900

12832 HOLDENBURY LANE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
10Picture(s)
3,025Sqft
Competitively priced Lakes of Windermere beauty. Over 3,000sf of living space with four bedrooms and 2.5 bath. Two car garage accessed from the rear service street. Don't delay viewing or the chance to live in this beautiful home could pass you by.

$810,000

6706 THORNHILL CIRCLE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
88Picture(s)
3,233Sqft
The best of old and new are blended in this Victorian style home in Windermere! The former Ashton Woods model is truly move-in condition with the charm of Victorian elegance but with the benefits of modern technology. Recent updates to this pristine home include, a new roof, new A/C unit, seemless gutters, and new paint for the exterior, lanai and pool areas, and many interior areas.

$1,300,000

11348 SHANDON PARK WAY
WINDERMERE, Florida

6Bedroom(s)
4Bathroom(s)
58Picture(s)
4,059Sqft
Your Windermere dream home awaits! This semi-custom built, 5/6 bedroom, 4 full baths, 4000+sqft luxury home includes a spacious bonus room and gorgeous pool/spa with a water view. After entering the 24hr guard-gated community located in the affluent Reserve at Belmere community, passing the community pond, you will immediately look across and see this stunning home.

$530,000

6340 GOLDEN DEWDROP TRAIL
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
55Picture(s)
2,139Sqft
The home features 3 bedrooms and 2 full bathrooms with a loft/ study upstairs. Upon entering the home you are greeted with a large open living space with ample natural lighting. Some additional features of the home are the closed cell spray foam in the attic paired with the high-efficiency windows that dramatically reduce the heat in the attic, translating to a cooler and energy-efficient home.

$589,900

9485 WOODBREEZE BOULEVARD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
10Picture(s)
1,723Sqft
You don't want to miss this BEAUTIFUL home with private pool located in a BEST and LUXURIOUS cityrnof WINDERMERE!! This home is located in a convenient area, 1 mile from the Grove where Publix,rnBurgerfi, the famous asian Hawkers and some other food chains are situated. If you love golf, thisrnsubdivision is next to the famous Arnold Palm Bay Hill. This HOME is 1.

$3,700,000

1733 HEMPEL AVENUE
WINDERMERE, Florida

7Bedroom(s)
6Bathroom(s)
77Picture(s)
6,514Sqft
This will be a once in a lifetime opportunity to own a truly custom home that will meet all of your family’s needs and be the place everyone wants to hang out * There are 3 Floors in the Main home that offer plenty of privacy for large families or when the Inlaws visit * There is also a Detached Cottage with Full Bath and Kitchenette that is a great place for Guests * The Backyard Pool with
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