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.
$975,000
2527 RIDGEWIND WAY
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
57Picture(s)
2,837Sqft
One or more photo(s) has been virtually staged. CLICK THR VIRTUAL TOUR LINKS FOR VIDEO WALK-THROUGH AND INTERACTIVE FLOORPLAN. Professional Photos Coming Soon!! Welcome to your dream home nestled in the gated community of Windermere. This 5 bedroom, 3 bathroom, 3-way split floor plan with pool and spa offers privacy and space.
$4,000,000
9648 MCCORMICK PLACE
WINDERMERE, Florida
3Bedroom(s)
3Bathroom(s)
62Picture(s)
4,889Sqft
Breathtaking lake and golf views abound from this majestic residence, perched on the #2 hole of Isleworth’s championship golf course with the backdrop of Lake Chase just beyond, inside the secured and guarded gates of one of the world’s most prestigious private golf club communities.
$504,800
4964 WINDERMERE AVENUE
KISSIMMEE, Florida
4Bedroom(s)
3Bathroom(s)
31Picture(s)
1,914Sqft
GREAT POOL TOWNHOUSE. There are 4 bedrooms, 3 bathrooms, with 1 bedroom downstairs.This beautiful home is located in Storey Lake, where Central Florida's major attractions are just minutes away. Walt Disney World is located just 5 miles West, Lake Buena Vista and Disney Springs are just 3 miles North, the Loop is just 2.5 miles East and the Orlando International Airport is just 15 miles away.
$529,000
8566 CRESCENDO AVENUE
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
25Picture(s)
2,047Sqft
Welcome to the Windermere Trail, the highly sought community, the beautiful 4/2.5 plus loft with bungalow style home offers an open floor plan, a formal dining room, half bath down stairs. 4 bedrooms and 2 bathrooms, up stairs, attached 2 car garage. Grocery, dining, banks and walk distance to the Bay Lake Elementary School, short drive to middle school and Windermere High School.
$2,400,000
98 10TH AVENUE
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
76Picture(s)
3,650Sqft
Stunning, thoughtfully designed, contemporary pool home, NEW (completed in 2024). Bright, open floor plan boasting 4 spacious bedrooms, two with ensuite bathrooms, and an office or 5th bedroom. Step through the impressive cast iron/glass front door into the spacious foyer and the home opens up in front of you revealing upgrades galore.
$1,950,000
8130 TIBET BUTLER DRIVE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
70Picture(s)
4,475Sqft
This exceptional two-story custom-built (Stonebridge Homes) residence is now available for new ownership. The original owner has meticulously maintained the property. The first floor features a spacious office/den, while the second floor offers a media room with a balcony that overlooks a sparkling pool, serene water view, and the golf course beyond.
$1,899,900
3606 LAKE BUYNAK ROAD
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
39Picture(s)
3,083Sqft
One or more photo(s) has been virtually staged. Experience lake front luxury living in this fully renovated home on nearly two acres in Windermere. This home also has a separate oversized garage with an upstairs mother-in-law suite/guest suite complete with a full bathroom, new split unit AC which is perfect for accommodating guests or extended family.
$1,650,000
12002 MCKINNON ROAD
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
57Picture(s)
3,473Sqft
One or more photo(s) has been virtually staged. Welcome to a stunning private estate on a picturesque lakefront property on Lake Crescent, in the sought-after town of Windermere. As you arrive, a long, private drive leads you to this tranquil retreat, featuring a circular driveway on just under 1.
$1,175,000
11684 HAMPSTEAD STREET
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
40Picture(s)
3,897Sqft
This stunning 5-bedroom, 4-bathroom home in Windermere is the perfect blend of luxury and comfort. The modern kitchen is a highlight, boasting stainless steel appliances, quartz countertops, and updated light fixtures that create a bright and welcoming atmosphere. The spacious family room, with an adjoining media room, is ideal for both relaxing and entertaining.
$999,999
6607 CRESTMONT GLEN LANE
WINDERMERE, Florida
5Bedroom(s)
3Bathroom(s)
48Picture(s)
3,199Sqft
Welcome to your new home located in the coveted gated community of Glenmuir in Windermere. This pool home features 5 bedrooms, 3.5 bathrooms, a tile roof, and walk-in closets in every bedroom.
Upon entering, you'll find the formal dining room to your right and the staircase to your left. As you proceed, you'll enter the spacious living room with a clear view of the pool through the French doors.
$589,999
9143 WOODBREEZE BOULEVARD
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
47Picture(s)
1,723Sqft
Welcome to this gorgeous Windermere home, completely updated and truly move-in ready. Selling completely furnished. Located in the sought-after Silver Woods Windermere neighborhood, with top-rated schools and just five minutes from the famous Dr. Phillips' Restaurant Row.
This property has been meticulously renovated from top to bottom in 2022, leaving no detail overlooked.
$11,999,999
6149 GROSVENOR SHORE DR
WINDERMERE, Florida
6Bedroom(s)
6Bathroom(s)
68Picture(s)
6,783Sqft
Keene's Pointe - Stunning lakefront home on Lake Tibet of the famed Butler Chain of Lakes. No detail was spared in this completely renovated home boasting formal living and dining rooms, family and media room, 2 offices, 6 full/2 half baths and 6 bedrooms - one of which could serve as a in-law suite with separate entrance from the outside.
$415,000
14450 DESERT HAVEN STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
38Picture(s)
2,067Sqft
One or more photo(s) has been virtually staged. Welcome to your dream home! This property features a stylish neutral color scheme that adds elegance to every room. The kitchen, equipped with stainless steel appliances, is a chef's delight. The primary bedroom offers a spacious walk-in closet, while the primary bathroom includes double sinks for convenience.
$525,000
7673 RIPPLEPOINTE WAY
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
25Picture(s)
2,212Sqft
Beautiful townhouse located in the sought after community of Lake Burden, Windermere. Property has tons of upgrades including wood floors, quartz counter tops in the kitchen, walk in pantry, 42" cabinets, stainless steel appliances, seperate garage in back that has private entry via the back door, private fenced courtyard, french doors, corner unit, bedroom with full bathroom downstairs.
$387,000
12998 KEGAN STREET
WINDERMERE, Florida
2Bedroom(s)
2Bathroom(s)
36Picture(s)
1,360Sqft
Beautiful Townhome 2 Beds / 2 full baths / 1 half bath on the ground floor. Splendid water view and green park area right in front. Corner property with left side neighbor only. Being very close to subdivision amenities. This home is special for an owner who wants a quiet environment and a wonderful residence at Wickham Park at Windermere.
$400,000
8031 ENCHANTMENT DRIVE
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
48Picture(s)
1,826Sqft
Welcome to your new home in the GATED Windermere Community of Oasis Cove. This beautiful property backs up to the preserve, has a fenced in patio area, 2-Stories, 3-bedroom, 2.5-bath and features a Loft and Flex Room Upstairs with the Primary Suite Downstairs. Downstairs you will find an inviting Open Floor Plan with tile and bamboo flooring.
$3,150,000
11617 WATERSTONE LOOP DRIVE
WINDERMERE, Florida
4Bedroom(s)
4Bathroom(s)
63Picture(s)
4,957Sqft
One or more photo(s) has been virtually staged. Incredible turn-key Silliman Custom Home in the guard gated community of Waterstone on a private one acre homesite with mature cypress trees going all the way to Lake Cypress where your lot touches. This 4 bedroom, 4 1/2 bath home with an office, bonus, pool and spa is move-in ready with the most updated style and design features.
$1,025,000
11823 OTTERBROOKE TRAIL
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
90Picture(s)
3,454Sqft
"Just Appraised" This home shows better than a model with lots of upgrades, this is a Meritage energy efficient home, the Thoreau features a tile roof, spacious Kitchen with huge island, granite counter tops,
walk in pantry and eat in Kitchen all open to the large Great Room.
$1,245,000
2557 MEADOWVIEW CIRCLE
WINDERMERE, Florida
7Bedroom(s)
4Bathroom(s)
98Picture(s)
4,497Sqft
Indulge in your very own slice of Paradise in highly desirable Windermere Downs, where this Multi-Generational Home, featuring a Main House and sizable Semi-Attached Guest/In-Law Cottage, beckons with its seamless blend of luxury and comfort, coupled with exclusive access to the Windermere Chain of Lakes.
$1,100,000
9541 HEMPEL COVE BOULEVARD
WINDERMERE, Florida
4Bedroom(s)
3Bathroom(s)
54Picture(s)
3,191Sqft
*** Motivated seller***
Nestled in the heart of the beautiful Windermere, FL, lies a luxurious haven that seamlessly blends elegance with modern comfort. This stunning home boasts a grand presence on 1.13 acres of meticulously landscaped grounds, offering the perfect blend of privacy and convenience.
$2,185,000
6241 HAMPSHIRE COURT
WINDERMERE, Florida
5Bedroom(s)
4Bathroom(s)
55Picture(s)
4,373Sqft
Experience luxury living in this stunning golf front home located in Windermere's prestigious Keene's Pointe, one of Central Florida's premier 24-hour guard-gated communities. Situated on a cul-de-sac, at first glance, you'll be impressed by the curb appeal of this home. As you step inside, you'll be welcomed by an expansive open floor plan combined with modern touches.
$2,999,900
11048 BRIDGE HOUSE ROAD
WINDERMERE, Florida
5Bedroom(s)
5Bathroom(s)
32Picture(s)
6,972Sqft
The vision for a remodel has already been achieved and all of the major demo is now complete. This gorgeous property just needs final touches and will be ready for move-in. Once complete, this sprawling estate on 1 acre will feature 5 bedrooms, 6 full- and 2-half baths. The great room plan is a wide-open design with tons of large windows welcoming natural light.
$679,000
721 MAGNOLIA STREET
WINDERMERE, Florida
4Bedroom(s)
2Bathroom(s)
20Picture(s)
1,737Sqft
This is a rare opportunity to own a two-home parcel in the highly sought-after community of Windermere. This property is ideal for use as a rental or to tear down and make the lot the new location of your custom-built dream home! As rental units, these bungalow-style homes are ideally located close to the center of downtown Windermere and Lake Bessie.
$1,050,000
57 OAKDALE STREET
WINDERMERE, Florida
3Bedroom(s)
2Bathroom(s)
28Picture(s)
1,637Sqft
Artist bungalow in the Town of Windermere on the Butler Chain of Lakes. You'll enjoy the tranquil sunrise views of Lake Down or a walk "Among the Lakes" in the heart of Windermere. This 3 bedroom 2 bath block home on .42 acre is positioned at the mouth of the canal leading into Lake Down.
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.