Browse All Windermere FL 4 Bedroom Properties for Sale

4 Beds ⋅ 4 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Nestled within the gates of the renowned Isleworth Golf & Country Club, this beautiful four-bedroom estate offers nearly 5,000 square feet and showcases an elegant transitional style. The main level welcomes you with gracious formal living and dining rooms, each crowned with sparkling chandeliers and framed by oversized windows that capture elevated views of the resort-style pool and spa below. Travertine floors flow seamlessly into the gourmet kitchen appointed with stainless steel appliances, a sunlit casual dining space, and direct access to both the intimate family room and an outdoor balcony for effortless indoor-outdoor living. Also on the primary level, the serene master suite offers a separate access to the terrace along with a luxuriously updated bath, and dual closets. Completing the primary level is a richly detailed wood-paneled office and a well-appointed laundry room, adding both warmth and function. The home’s thoughtful layout places the secondary bedrooms on the lower level, ensuring privacy and comfort for family or guests. Here, glass doors open to the multi-level terrace that gracefully surrounds the sparkling pool and spa, featuring generous deck space for year-round lounging and entertaining under the Florida sun. Offering an exceptional combination of timeless design, resort-inspired grounds, and a premier location within the gates, this remarkable residence is truly a sanctuary to call home.

9731 Chestnut Ridge Drive, Windermere

$3,200,000

4 Beds ⋅ 5 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Discover the effortless blend of luxury, privacy, and modern design in this lovely Gardens of Isleworth villa. Featuring timeless elegance, this beautiful four-bedroom, four-bathroom custom villa, where every detail has been thoughtfully curated to create a refined sanctuary for everyday living and entertaining. Beyond the stately arched main entry door lies a secluded courtyard oasis—a private retreat centered around a sparkling pool, serene waterfall feature, and generous lounging areas. Whether basking in the sun or relaxing beneath the stars, this outdoor haven sets the tone for the extraordinary spaces within. Designed to embrace indoor-outdoor living, the oversized courtyard welcomes you with a seamless open-plan layout connecting the pool, summer kitchen, and a charming guest cabana. Perfect for hosting or escaping, the cabana offers a private retreat for guests or a peaceful haven for the homeowner. Inside the main residence, a sense of contemporary sophistication flows through the light-filled kitchen, elegant dining room—highlighted by a statement chandelier—and the spacious grand room. French doors throughout invite the outdoors in, offering lush views from nearly every space and extending the living area to multiple porches and verandas. The living room, centered around a calming fireplace, is the perfect spot to unwind after a long day, while the spa and cascading waterfall nearby add to the sensory appeal. Retreat to the expansive master suite, where a private porch overlooks vibrant greenery, offering a peaceful start and end to each day. Additional property highlights include a cozy morning room, a dedicated office with custom Burl wood built-ins, and a series of intimate outdoor and indoor spaces designed to inspire comfort and connection.

4819 Alexandra Garden Court, Windermere

$975,000

4 Beds ⋅ 4 Baths ⋅ Lake Buynak Estates SubDv. ⋅ 34786 Zip Code

Now offered at an exceptional value, this 1.3-acre property in Lake Buynak Estates presents a rare opportunity to enjoy acreage, privacy and flexibility in one of Central Florida's most desirable locations. Located within the highly sought-after Windermere ZIP code, this 4-bedroom, 3.5-bath residence offers more than 2,600 square feet of living space with a thoughtfully designed split floor plan, two ensuite bedrooms, multiple screened porches and a charming wood-burning fireplace. Whether you're seeking a primary residence, multigenerational living arrangement, investment opportunity or future custom estate, this property provides a versatile foundation for a wide range of possibilities. Some improvements include: energy-efficient double-pane windows and a dual septic system with an expanded drain field which add long-term functionality and value. The expansive 1.3-acre homesite offers abundant room to expand, create outdoor living spaces, accommodate recreational vehicles, add a guest house or accessory dwelling (subject to county approval) or reimagine the property entirely. One of the property's most compelling advantages is its location. Enjoy the prestige and convenience of a Windermere-area address while benefiting from county jurisdiction, providing a level of flexibility that is increasingly difficult to find. Optional HOA membership offers added choice without mandatory fees or oversight. Surrounded by luxury homes near Lake Butler and just minutes from Disney, Universal, premier shopping, dining and major roadways, this property combines convenience with the space and freedom that acreage buyers desire. With large homesites becoming increasingly scarce in the Windermere area, this unique offering presents an exceptional opportunity to create something truly special. Experience the space, flexibility and potential for yourself—call to schedule your private tour today.

3629 Lake Buynak Road, Windermere

$809,000

4 Beds ⋅ 4 Baths ⋅ Glenmuir SubDv. ⋅ 34786 Zip Code

Welcome to 6631 Crestmont Glen Lane, a beautifully maintained executive home in the gated community of Glenmuir. Set on a large and spacious, landscaped lot, this 4-bedroom, 3.5-bath residence offers an ideal blend of space, comfort, and everyday functionality. Step inside to soaring ceilings, abundant natural light, and an open-concept layout designed for both entertaining and relaxed living. The gourmet kitchen features granite countertops, ample cabinetry, and a breakfast nook that flows seamlessly into the inviting family room. Enjoy year-round Florida living in your private screened lanai—perfect for quiet mornings or hosting guests. The primary suite offers a true retreat with a spa-like bath, walk-in closets, and direct access to the outdoor living space. Residents of Glenmuir enjoy a peaceful, tree-lined setting with a private park, playground, and walking paths—just minutes from top-rated schools, golf, dining, shopping, and world-renowned attractions including Walt Disney World.

6631 Crestmont Glen Lane, Windermere

$560,000

4 Beds ⋅ 3 Baths ⋅ Lakes Windermere Ph 01 49 108 SubDv. ⋅ 34786 Zip Code

Under contract-accepting backup offers. Don't miss an Opportunity to own this Great Craftsman Home overlooking a serene Wooded View, located in the community of Lakes of Windermere. Impeccably maintained and Move-in ready, this 4-bedroom, 2.5-bath home offers numerous Upgrades and Touches throughout. Such as all new kitchen appliances, newly painted interior, new A/C, Hardwood flooring, Water Softener, Built-Ins, and Newer Roof. Three stylish transom windows located in the Living Room allow lots of Natural Light. Granite counters and solid wood cabinetry in the kitchen. Butler's pantry off the Dining Room. A relaxing spa is located on the screened-in Lanai with custom pavers. This home has paid attention to detail, finish, form, and function. The Lakes of Windermere community is known for promoting a well-maintained, safe, and family-friendly environment with many acres of natural beauty amidst great live oaks, pine trees, and beautiful natural habitats. The oak tree-lined community and combination of outdoor amenities rival the best of Orlando’s communities. Our neighborhood features include: A picturesque pier located on Lake Sawyer is perfect for fishing, relaxing, or nightly star gazing. This community features a large pool and sun deck perfect for those hot summer days. There is also a kitchen available for use by reservation. Tennis. Volleyball. Basketball. Gazebo. 3 Playgrounds. Whatever your favorite activity is, the Lakes of Windermere will have a place for you to enjoy the beautiful sunshine of Central Florida. (Room measurements are approximate, Buyer to verify) Home Warranty to be provided by Seller.

7011 Nobleton Drive, Windermere

Start Your Search

Prev
1
2
3
of 3
Next

4 Bedroom Windermere Real Estate

Our website features the best real estate search for 4 bedroom properties available in Windermere and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official Realtor®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in your neighborhood? You can create a custom market report to see what’s active, under contract, and sold in your neighborhood!

Considering selling or refinancing your home? Get an INSTANT property valuation now!