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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$318,000

8256 MARITIME FLAG STREET
WINDERMERE, Florida

2Bedroom(s)
2Bathroom(s)
30Picture(s)
1,161Sqft
Welcome to your new haven at 8256 Maritime, nestled in the sought after Windermere zip code and located in Lakeside of Windermere community. This is an incredible opportunity to secure an affordable piece of paradise in one of Orlando’'s most desirable locations, Windermere.

$385,000

8271 MARITIME FLAG STREET
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
9Picture(s)
1,349Sqft
Come enjoy the Windermere lifestyle (it’s all about location!) in this cozy 3 bedroom, 2.5 bath condo. The kitchen features granite countertops, tall cabinets and a corner walk in pantry. All bedrooms are upstairs; has a laundry closet as well. All kitchen appliances are included, washer and dryer are also included! There is tile throughout the first floor.

$520,000

13347 OVERSTREET ROAD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
30Picture(s)
2,058Sqft
MOVE IN READY HOME in Windermere’s desirable Windermere Terrace! This City Homes built “Hampton” floor plan features 3 beds/2 baths, a flex space that can be used as an office/playroom/man cave or formal living space, an open floor plan, spacious kitchen open to the dining room and family room and a screened in patio! You will love the neutral colors, the ceramic tile floors in t

$1,250,000

8457 TIBET BUTLER DRIVE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
57Picture(s)
3,234Sqft
PRICE REDUCTION! Welcome to a truly exceptional home nestled in the sought after country club golf community of Keene's Pointe. This exquisite residence boasts 5 bedrooms, 4 bathrooms and 3234 square feet of meticulously designed living space, offering an extraordinary lifestyle in a premier location.

$1,400,000

5933 CAYMUS LOOP
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
45Picture(s)
2,766Sqft
This newly renovated masterpiece boasts 4 bedrooms, 4.5 bathrooms, and is perfectly positioned overlooking the breathtaking Hole 14 of the renowned Golden Bear golf course. Step into a world of elegance as you enter the meticulously designed interiors featuring high-end finishes, stunning floors, and an abundance of natural light.

$2,395,900

11131 CONISTON WAY
WINDERMERE, Florida

5Bedroom(s)
5Bathroom(s)
48Picture(s)
5,753Sqft
This custom-built home exudes elegance and luxury at every turn and is located in one of the most sought after communities of guard gated Reserve at Lake Butler Sound. Boasting a seamless blend of travertine, wood, and granite, this residence epitomizes refined living. Step into a world of sophistication where every detail has been meticulously curated.

$349,999

11446 JASPER KAY TERRACE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(s)
1,442Sqft
**PRICE REDUCTION** 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.

$378,000

8156 BOAT HOOK LOOP
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
36Picture(s)
1,455Sqft
Welcome to 8156 Boat Hook Loop, Unit 614. This Amazing Residence has open/split floor plan. Bright, neutral color painting throughout and high ceilings. Spacious Kitchen with 42” Wood Cabinetry, eat at the breakfast bar, pantry, and extra storage closet in kitchen. Primary bedroom is bright and airy with a view of the pool from your window. Plenty of room in the walk-in-closet.

$3,148,000

325 MAGNOLIA STREET
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
44Picture(s)
3,975Sqft
Your future home on the Butler Chain of Lakes beckons! Nestled in the heart of the Town of Windermere on Lake Down, this expansive 3975 sq ft 4 bedroom 3 bathroom residence is a testament to the desirable Windermere Lifestyle. As you step inside the foyer, the scenic view of Lake Down greets you. The large formal dining room provides a pleasurable dining experience with lake views.

$2,850,000

12102 MONTALCINO CIRCLE
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
60Picture(s)
4,296Sqft
Welcome to your dream home nestled in a quiet, gated Windermere neighborhood. This stunning residence boasts luxury living at its finest, offering unparalleled privacy and serene surroundings. Situated at the end of a cul-de-sac with no neighbors to the left, this home is the ultimate retreat. Upon arrival, you're greeted by a beautifully landscaped front yard creating a picturesque scene.

$684,900

11531 CHARNOCK DRIVE
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
55Picture(s)
2,214Sqft
A must-see magnificent home! The highly sought Emerson Model with 4 bedrooms and 2.5 bathrooms located in Westside Village close to everything! An open concept, two (2) car garage, and countless upgrades! Here are just a few of the upgrades that make this home nothing less than amazing. 1. Full Solar with Battery backup completely paid for. 2.

$930,000

6526 SAWYER SHORES LN
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
36Picture(s)
1,842Sqft
Embark on a serene Floridian lifestyle in this captivating 4-bedroom, 2-bathroom canal-front pool home nestled in the sought-after vicinity of Windermere, moments away from the enchanting world of Disney. Set on a splendid parcel just over a quarter-acre, this delightful residence enjoys a tranquil canal setting that offers direct access to the shimmering waters of Lake Sawyer.

$366,000

8180 BOAT HOOK LOOP
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,442Sqft
One or more photo(s)may have been virtually staged. Welcome to 8180 Boat Hook Loop, Unit 103, a captivating residence in Windermere, FL. This must-see unit boasts upgraded tile in living areas and laminate wood in bedrooms. The kitchen is a highlight, featuring beautiful Silestone counters, a large pantry, and 42" natural maple cabinets with crown molding.

$550,000

4977 WINDERMERE AVENUE
KISSIMMEE, Florida

4Bedroom(s)
3Bathroom(s)
61Picture(s)
1,914Sqft
.A gorgeous turnkey townhome that is a retreat home to stay at during vacations that can also generate a good annual income with short term rentals revenue! This home features 4 bedrooms and 3 full baths, there is a bedroom downstairs and a huge master suite and 2 more bedrooms on the second floor.

$2,999,000

6132 PAYNE STEWART DR
WINDERMERE, Florida

3Bedroom(s)
3Bathroom(s)
45Picture(s)
2,848Sqft
Located within the gates of the 24-hour attended Isleworth Golf and Country Club community. Charming best describes this quaint villa within walking distance of the Club. Featuring 3 bedrooms and 3 1/2 baths, this home boasts Spanish Mediterranean details throughout with hand carved wood doors, Saltillo tile, wood beam ceiling and brick arches and accents.

$649,000

11512 ASHLIN PARK BOULEVARD
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
36Picture(s)
2,337Sqft
Be nestled in lovely Ashlin Park. Come see this awesome 3 bedroom 2/1 bath, this single-family home includes a fully equipped kitchen with Stainless steel appliances with a modern look! full size washer/dryer. Features a spacious open floor plan with a living-dining room combo and a walk-in closet in the bedrooms. Easy access to the main roads and highways, Minutes from Disney.

$2,875,000

3037 SEIGNEURY DRIVE
WINDERMERE, Florida

6Bedroom(s)
5Bathroom(s)
57Picture(s)
6,601Sqft
Ideally situated on 1.02 acres within the private gated community of HARBOR ISLE in WINDERMERE, presenting this luxurious NEWLY RE-MODELED 6,601 sqft custom-built estate with main house spanning 5,961 sqft (5 bedrooms, 4/2 bathrooms) and a detached 640 sqft two story GUESTHOUSE (1/2 bedrooms, 1 full bathroom).

$699,900

11526 VIA LUCERNA CIRCLE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
38Picture(s)
3,084Sqft
Discover the epitome of luxury living in this exquisite 5-bedroom, 4.5-bathroom home situated in the prestigious gated community of Belmere Village in Windermere. A grand first impression is made with a charming brick-paved driveway leading to a captivating turret entryway.

$820,000

13124 ORANGE ISLE DRIVE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
52Picture(s)
3,201Sqft
Gorgeous 2022 4 bedroom, 3.5 bath, 3-car garage home in the Sanctuary at Lakes of Windermere. On a premier lot, this north-facing home has sparkling pond views in the backyard with your own private Disney fireworks show every night. Hang out on the covered lanai and entertain guests with a custom outdoor kitchen area.

$1,399,999

1608 LAKE RHEA DRIVE
WINDERMERE, Florida

4Bedroom(s)
4Bathroom(s)
47Picture(s)
3,747Sqft
Welcome to a haven of sophistication and exclusivity! Nestled in the highly sought-after community of "Reserve at Belmere," this stunning residence exudes elegance and charm. Situated on a premium lot, this magnificent home, built in 2005, with brand new floors, boasts a commanding presence and unparalleled waterfront views with a private pool.

$1,899,000

3000 BIRD LANE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
70Picture(s)
3,848Sqft
Seeking privacy and location? Look no further! This impeccably remodeled estate home is nestled in one of Central Florida’s most coveted neighborhoods, Windermere—a picturesque town within the Butler Chain of Lakes.

$15,500,000

9306 BLANCHE COVE DRIVE
WINDERMERE, Florida

6Bedroom(s)
6Bathroom(s)
54Picture(s)
14,856Sqft
Unsurpassed lakefront luxury custom built from the ground up to exude elegance that you will not find at any other address.

$2,275,000

3014 PORTO LAGO COURT
WINDERMERE, Florida

6Bedroom(s)
7Bathroom(s)
57Picture(s)
6,419Sqft
Ideally situated on a CUL DE SAC and CORNER LOT in the highly desirable MARBELLA, a private gated community of just six homesites in WINDERMERE, this 6,419 sqft, 6 bedrooms and 7 bathrooms, property sits on OVER AN ACRE.

$537,800

13874 SUMMERPORT TRAIL LOOP
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
33Picture(s)
2,233Sqft
4/3.5 homes in the Summerport area of Windermere. Beautiful spacious house The house has a rear entrance garage for 2 cars. The house is located near a Publix shopping plaza, a winter garden village, schools, etc. Community amenities include a clubhouse, big community pool, fitness center, tennis courts, huge swimming pool, BBQ area and basketball courts.
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