Windermere Homes with Three+ Story Property Description

Windermere Homes with Three+ Story Property Description

Welcome to Windermere, a charming town located in Orange County, Florida. Known for its picturesque landscapes and luxurious homes, Windermere offers a serene escape from the hustle and bustle of city life while still being conveniently located near all the amenities you could need.

If you're looking for a home with three or more stories, Windermere has a variety of properties that fit the bill. Whether you're drawn to the stunning lakefront estates or the elegant modern villas, you'll find that Windermere has something to offer for every taste and style.

Living in Windermere means enjoying a tight-knit community, top-rated schools, and plenty of recreational activities. From boating and fishing on the pristine lakes to exploring the local shops and restaurants, there's always something to see and do in Windermere.

If you're ready to experience the ultimate blend of luxury and tranquility, Windermere is the perfect place to call home. Let us help you find your dream property with three or more stories in this beautiful town. Reach out to us today to start your Windermere real estate journey!

Newest Windermere Homes with Three+ Story Property Description

$2,500,000
5 Beds ⋅ 5 Baths ⋅ Lake Down Crest SubDv. ⋅ 34786 Zip Code
Majestic and stately castle-style home set on a 1.2-acre lot in privately gated Lake Down Crest. This dramatic residence stands supreme for its commanding curb appeal accentuated by patterned stone and brickworks, gable roof, shimmering grand estate floor fountain, wooden beams, garage overhangs, and slate roof. Double front doors set the stage for a welcoming grand entrance with formal living and dining room spaces off the foyer plus a step-down showstopping home theater or den with dramatic wood paneling and custom built-ins. Kitchen with island and preparation sink are well-suited for entertaining and everyday living – plus, breakfast nook, pantry, stainless appliances, and gas cooktop. Inviting family room features fireplace, custom millwork, wood flooring, and French doors leading to a Travertine patio - plus pool, elevated spa with waterfall, iron fencing, and paver decking. Primary retreat is perfectly suited with separate entrance foyer, bedroom with ceiling niche, fireplace, alcove, separate den or nursery, and luxurious master bath with double-headed pass-through shower, jetted tub, double vanities with marble, and walk-in closet. Secondary guest bedroom suite is also located on the first floor. Upstairs are three additional bedrooms plus massive bonus retreat over the garage – which could be an ideal game room, theater, 6th bedroom, guest wing – so many possibilities. Downstairs from the main floor is a rarity for Florida: a finished basement! Could be a great game room or office space or enormous storage room. A four-and a half car drive-through garage with entrance and exits on both sides and ample storage. Situated in a private and gated enclave in East Windermere with just 32 homesites, offering the most sought-after schools and easy access to SR 408, downtown Orlando, I-4, Mall at Millenia, Walt Disney World, Universal Orlando, and all of Central Florida’s famed attractions.

9011 Pinnacle Circle, Windermere
$3,999,000
5 Beds ⋅ 4 Baths ⋅ Down Point Subdivision SubDv. ⋅ 34786 Zip Code
Awake to awe-inspiring sunrises from this unparalleled lakefront estate on LAKE DOWN, nestled within the renowned BUTLER CHAIN of LAKES. Experience the tranquility and exclusivity of Sunset Bay without the burden of HOA fees. Currently, this residence offers one of the most competitive prices per square foot for lakefront homes in Windermere of similar stature (6,000-7,000 sqft). Upon entry, be captivated by soaring ceilings and breathtaking lake views. This magnificent screened-in POOL home offers over 150 feet of lakefront and spans three floors, featuring 5 bedrooms, 4 baths, an expansive living room with stunning lake views, 3 garages accommodating 4 cars with ample storage, a BASEMENT, office, formal dining room, and a versatile bonus area with a kitchenette, ideal for a guest suite and game room. The estate boasts 3 fireplaces, a fenced yard, a private boat DOCK suitable for two boats and two jet skis, as well as a sundeck for added enjoyment. The main floor encompasses the gourmet kitchen, dining area, three bedrooms, two baths, two sets of collapsible sliders opening to a covered patio, French doors, and an oversized laundry room. Just a few steps down from the main level is the elegant living room, complete with a bar and additional storage. Remote-controlled hurricane shutters ensure safety and security in the living room. The kitchen is designed for entertaining, with an open layout that perfectly complements the home's ambiance. Upstairs, discover the office and the grand primary suite, featuring a spacious walk-in closet, dual vanity, a tub, shower, fireplace, and a screened-in patio with French doors. The lower level invites you to explore the basement, an additional bedroom, a pool bath, and the bonus area with a full kitchen, all with access to the pool and backyard. This section of the home would be perfect for guests or arranged as a MOTHER-IN-LAW suite. Outside, indulge in the covered entertainment space or relax in the heated pool, complete with a sun shelf and jets. One of the garages includes an air-conditioned workshop (~10x8) and the second garage is oversized (~23x31). The third garage, located under the living room, is equipped with a roll-up hurricane shutter and is perfect for storing small trailers, boat supplies, kayaks, and paddle boards. The front of home has an inviting courtyard where you can enjoy your favorite flowers. Recent updates include a NEW ROOF (2021), exterior paint and shutters (2021), a recently installed AC and water heater (2022 & 2024), screen enclosure (2016), and cool decking on the main level patio. The Butler Chain of Lakes, comprising 13 lakes, is celebrated for its pristine water quality and excellent fishing, as well as its popularity for boating and water sports. Lake Down alone spans around 900 acres, forming approximately 18% of the Butler Chain. Enjoy endless waterways for your sunset cruises. Sunset Bay is strategically located across from Isleworth and just minutes from downtown Windermere, Dr. Phillips' Restaurant Row, theme parks, golf courses, shopping, dining, and more. This lakefront gem offers limitless possibilities. With a touch of creativity and design, you can transform this estate into a masterpiece. Schedule your tour today and turn this dream home into your reality! ** Property video, 3D walk-through and a floor plan are available for this listing. **

4301 Down Point Lane, Windermere
$13,250,000
6 Beds ⋅ 7.5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code
One or more photo(s) has been virtually staged. Introducing an exquisitely remodeled three-level Isleworth home on Lake Butler in the renowned Butler Chain of Lakes. Boasting a spacious 11,100 square feet of luxurious living space, this magnificent residence features 6 elegant bedrooms, 7 full bathrooms, and 3 convenient half bathrooms. Designed for both comfort and entertainment, the home includes an array of premium amenities such as wellness and recreation; featuring a relaxing sauna, gym, and golf simulator. An entertainment and leisure lounge includes a full bar, spacious theater room and access to exterior lounge area. The outdoor oasis is complete with a sparkling pool and hot tub, along with a fully refurbished dock with a brand-new boat lift. Luxury finishes such as detailed millwork and crown molding throughout; a grand soapstone fireplace and premium quartz and marble surfaces round out the estates’ style and classy décor. This home is not only a haven of comfort but also offers convenience with an elevator and breathtaking lake views. Embrace the bright, open spaces and modern elegance. This stunning property is perfect for those who seek the finest in lakefront living.

9832 Laurel Valley Drive, Windermere
$4,895,000
6 Beds ⋅ 7.5 Baths ⋅ Isleworth 01 Amd SubDv. ⋅ 34786 Zip Code
PRICE REDUCTION!!! Step into the world of luxury living with this magnificent $5.1 million dollar home, now at an even more enticing price! Your family simply must see this heavenly retreat! Nestled on a tranquil cul-de-sac, this Isleworth estate will steal your heart. From every corner of the house, you'll be captivated by the breathtaking views of Hourglass Pond. As you step into the living room, your eyes will be drawn to the sparkling water and the lush greenery of the golf course. With six spacious bedroom suites and a half bath, this home is designed for both luxury and comfort. It's a haven for entertaining, with outdoor areas that boast an exceptional summer kitchen, an oversized pool, and even a state-of-the-art synthetic soccer field. Imagine the joy of spending your evenings on the spacious upper deck, surrounded by the serenity of the pond, the beauty of the golf course, and the hues of a glorious sunset. And that's not all! The lower-level is a haven of fun, with a billiard room, a cozy kitchenette, a TV room for movie nights, guest quarters, a full pool bath, and a convenient laundry room. This house is a dream come true.

5410 Monterrey Club Court, Windermere
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