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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$625,000

6826 MERRICK LANDING BLVD
WINDERMERE, Florida

4Bedroom(s)
2Bathroom(s)
30Picture(s)
2,126Sqft
Welcome to your dream home in the heart of Windermere! This stunning and newly updated property boasts unparalleled charm and tranquility with its picturesque large pond view, brand new Luxury Vinyl floors throughout, interior repainted 6 months ago and a brand new AC system. Nestled in a serene neighborhood, this 4 bedroom home offers the perfect blend of luxury and affordability.

$585,900

6556 GOLDEN DEWDROP TRAIL
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
46Picture(s)
2,260Sqft
"Price Adjustment" Welcome to 6556 Golden Dewdrop Trail! This beautiful Craftsman style remodeled SFH on a corner lot with a large Handsome front porch. Located in one of the best areas of Windermere convenient to great schools, shops and restaurants, Publix, pharmacy, and more. Newly painted inside and out. NO CARPET.

$369,999

11446 JASPER KAY TERRACE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
26Picture(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.

$349,900

8192 BOAT HOOK LOOP
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
18Picture(s)
1,332Sqft
Beautiful condo in the great community of “Lakeside at Lakes of Windermere”. Home with three bedrooms, two bath located on the ground floor (UNIT Number 404), The Resort style community includes huge pool, beach volleyball court, fitness center, tennis, clubhouse, BBQ grills and cabana. Large shopping center across the street, including Publix, medical offices and more.

$380,000

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.

$549,900

8542 ABBOTSBURY DRIVE
WINDERMERE, Florida

3Bedroom(s)
2Bathroom(s)
38Picture(s)
1,726Sqft
Now Available in The Preserve At The Lakes At Windermere! Disney in the Front. Privacy in the back. Enjoy the Magic Kingdom fireworks from your front yard and listen to the faint whistle of the Disney boats on the Seven Seas Lagoon from your quiet Lanai that backs to Preserves in the closest gated community to Magic Kingdom. This charming 3 bedroom, 2 bathroom home has been lovingly maintained.

$975,000

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.

$1,295,900

1942 HEMPEL AVENUE
WINDERMERE, Florida

5Bedroom(s)
3Bathroom(s)
48Picture(s)
4,780Sqft
Welcome to your gated country estate in the middle of Windermere and no HOA! Thinking of owning a horse and chickens? We have the home, the land and the zoning, 1.2 acres located behind your privately gated and fully fenced property to provide a unique level of privacy. The home was extensively renovated 2017/2018 and upgraded to include many modern features.

$372,000

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.

$400,000

6717 HELMSLEY CIRCLE
WINDERMERE, Florida

2Bedroom(s)
2Bathroom(s)
36Picture(s)
1,436Sqft
**Video Tour Available** Welcome to Preston Square! This townhome has a new roof (2023), new connected garage door opener, Nest thermostat, and includes all kitchen and laundry appliances plus a garage refrigerator and generator. Furnishings are available for sale too. Enjoy the breeze on the charming front porch and the screened-in paver patio.

$699,900

8712 CRESCENDO AVENUE
WINDERMERE, Florida

4Bedroom(s)
3Bathroom(s)
17Picture(s)
2,926Sqft
The Barrett features a spacious kitchen with Whirlpool SS appliances, 42" upper cabinets, large center island, walk in pantry, granite countertops open to the Family room and adjacent to your private den/study. Visitors will feel right at home in the main floor guest suite. The Master retreat boasts a walk in closet and luxurious bath with soaking tub, separate shower and his and hers vanities.

$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.

$3,199,000

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).

$724,900

11526 VIA LUCERNA CIRCLE
WINDERMERE, Florida

5Bedroom(s)
4Bathroom(s)
40Picture(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.

$880,000

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.

$1,499,999

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.

$2,375,000

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.
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