Courtesy: SERENDIPITY REALTY LLC
407-790-1473
Back on the Market! Lakefront Living in the Heart of Windermere – A Rare Opportunity for Multigenerational Luxury Situated along the tranquil, open waters of Wauseon Bay—part of the world-renowned Butler Chain of Lakes—this expansive estate on prestigious Lake Butler Boulevard is more than just a home: it’s a lifestyle destination, purposefully designed to inspire connection, relaxation, and recreation. With its flexible layout, multiple living spaces, and resort-style amenities, it offers the perfect setup for multigenerational living without compromise. From the moment you arrive, you’ll sense the pride and care that has gone into crafting this one-of-a-kind residence. Meticulously expanded and improved over decades, the home features five generously sized bedroom suites, including a luxurious owner’s retreat with fine finishes and boutique-style custom closets. Whether accommodating extended family, live-in help, or guests, everyone enjoys their own private space. For culinary enthusiasts and entertainers alike, two full gourmet kitchens—one upstairs and one downstairs—provide unmatched convenience and versatility. Host formal holiday gatherings, casual poolside brunches, or multiple family dinners with ease. Both kitchens are thoughtfully appointed with high-end appliances and stylish finishes that reflect the home’s refined character. The garage is a masterpiece in itself, built to accommodate your most ambitious lifestyle. Store your 45-foot Prevost RV with full hookups—sewer, water, cable, and power—or tuck away your 50-foot center console, classic cars, or workshop equipment in the four additional bays. Whether you’re an adventurer, collector, or weekend explorer, this space is a rare find in residential real estate. Outdoor living takes center stage. A private beach invites sunbathing and quiet reflection by day, while the oversized gas fire pit becomes a natural gathering point at night for family, friends, and unforgettable moments. The resort-style pool area includes a gas fireplace and summer kitchen, perfect for year-round entertaining. Speakers are integrated throughout both indoor and outdoor spaces, creating a seamless atmosphere of leisure and luxury. Inside, modern comforts abound: three zoned A/C units with Nest thermostats, two tankless gas water heaters, and a finished storage area above the garage offer functionality and peace of mind. Located in the highly coveted Town of Windermere, residents here enjoy more than just natural beauty—they cherish a community rooted in tradition, charm, and quality of life. Walk to the Farmer’s Market, explore local parks, or attend beloved events like food truck nights, craft festivals, and holiday parades. The town library, family-owned shops, and quaint cafes further enhance the walkable lifestyle. Minutes away, you’ll find world-class golf, upscale shopping, fine dining, and easy access to highways leading to Orlando’s top attractions, excellent schools, and international airport. As an added value, completed architectural plans by Dirk Arace of Arace Designs are available, offering an exciting opportunity to customize or expand the estate with one of Central Florida’s most respected designers. Whether you’re seeking a private lakeside sanctuary, a home for generations, or a place to live your dream by the water, this Windermere gem is truly extraordinary. Listing agent is owner of the property.
Courtesy: OLYMPUS EXECUTIVE REALTY INC
407-469-0090
One or more photo(s) has been virtually staged. Under Construction. Sample Image Experience the perfect blend of elegance, comfort, and practicality with this beautifully crafted new home in Windermere. Every element of this residence has been thoughtfully designed to create a space that feels both luxurious and inviting. With soaring ceilings—up to 10 feet on the first floor and 9 feet on the second (as per plan)—and luxury ceramic tile flooring in key areas, this home exudes a sense of spaciousness and sophistication.
Courtesy: STOCKWORTH REALTY GROUP
407-909-5900
Presenting Sunset Isle: an iconic waterfront estate compound capturing timeless elegance on Windermere’s largest and most prestigious Lake Butler, offering captivating unobstructed views from its 700 feet of lake frontage, a private island with moat and drawbridge, sandy beaches, two story double residence guest house, and a majestic and stunning grand mansion with additional guest retreat, all spanning more than 14,444 square feet of living space and 11 bedrooms across both residences. Welcome to this one-of-a-kind haven of privacy and prominence showcasing the best of Central Florida living. Set on a rare 3.75 acres commanding enviable views on the northern shore of Lake Butler, every detail has been thoughtfully designed to celebrate both refinement and tranquility. The impressive palatial main residence boasts 10,649 square feet of living space with 6 bedrooms plus a one-bedroom guest retreat and an array of curated spaces. The Spanish Eclectic interior fuses classic craftsmanship with modern sophistication, creating an inviting and awe-inspiring escape from the ordinary. On entrance be greeted by sweeping floor to ceiling windows to allow breathtaking water vistas, double-sided gas fireplace, a grand colonnade hallway, and architectural details throughout. The gourmet chef’s kitchen features top of the line appliances, gas range with multiple burners, ovens, island with second sink, and walk-in pantry. A sports bar games room and showstopping home theater provide an abundance of entertaining options. Other notable amenities include a Castilian wine cellar, bay windows, two wet bars, private salon, elevator, gym, steam room and sauna. Outdoors, a generous summer kitchen with automatic roller screens provide an outdoor oasis for al fresco dining, cooking, or relaxing. The zero-entry infinity pool and vast resort decking provide a breathtaking vantage point for panoramic views of Lake Butler’s radiant sunsets, while the shaded Zen garden and white sandy beach offer a tranquil retreat for quiet reflection. With many distinct outdoor venues, serenity is never far away. The estate’s private island, accessed by an electric drawbridge, and a boat ramp provide unmatched exclusivity to Lake Butler and the world-famous Butler Chain of Lakes. The two-story detached guest house offers 3,795 sq feet of living space across two, 2-bedroom apartment homes, each with kitchens, laundry rooms, an elevator, and attached two-car garage. Built for a large multi-generational family, guest quarters, or on-site caretakers, the possibilities are endless. Truly a picture-perfect unmistakable showplace offering the very best for the most discriminating buyer. ** HOME SALE COMES WITH A 2-YEAR LEASE ON A 2026 ROLLS-ROYCE WITH ACCEPTABLE OFFER. ASK FOR DETAILS. **
Courtesy: PREMIER SOTHEBYS INT'L REALTY
407-581-7888
In the gated Bellaria community, featuring six expansive bedrooms, including two primary suites and four en suites, this residence is an ideal blend of privacy and convenience with a beautiful lake view. Enjoy your private cinema, this Toll Brothers estate blends luxury and comfort with dramatic ceilings, an open floor plan, and travertine marble flooring on main areas. The chef's kitchen features top-tier appliances, custom cabinetry, and an oversized island flowing into a spacious great room with a statement fireplace and abundant natural light. The resort-style lanai boasts a summer kitchen, covered seating and a sparkling pool surrounded by lush landscaping. The primary suite offers a spa-like bath with a soaking tub, oversized shower and dual vanities. Additional highlights include custom built-ins, high-end finishes, and a thoughtfully designed layout. Minutes from world-class golf, fine dining and luxury shopping. Schedule your private tour today!
Courtesy: JWJ REALTY LLC
407-808-8899
Luxury HOME 8 Bedroom (all Suite) - with One acre lot in exclusive Lake Cawood Estates in Windermere. Built from ICF insulated concrete blocks for superior energy efficiency and hurricane protection with foam roof insulation, barrel tile roof and $25k whole house generator included. this home features the latest in technology and designer trends-whole house zoned audio system, multi point camera security system, 4 tankless energy efficient hot water heaters, three top of the line American Standard a/c units, designer light fixtures, wood plank effect ceramic tile flooring to all common areas, luxury bathrooms to ALL bedrooms. Triple attached garage and attached carport for plenty of parking spaces and storage. The huge block paved driveway at the front of home leaves plenty of space for guests too. The home features multiple living spaces-the formal sitting room to the front of house with faux fireplace, the large family room that acts as the hub of the home and den off the kitchen as an ideal informal hang out or playroom. The formal dining room features a custom ceiling with LED lights, silver tile feature wall and plenty of space to seat 12 in comfort. Butler’s pantry just off the dining room has sink, beverage fridge and cabinets. The kitchen is a chef’s dream with GE Monogram appliances throughout including a built-in pizza oven, two dishwashers, gas range and electric double wall oven. Huge kitchen island with waterfall edge granite worktop. The informal breakfast area has a custom table with matching granite top included in the sale. Large walk-in pantry with separate ‘mud room’ with dual beverage fridges, washer and dryer and ample storage as well as access to car port. All 6 bedrooms have private baths, walk-in closets-Two bedrooms have custom closets by California Closets. Large guest suite downstairs with direct pool access, all other bedrooms upstairs. Multipurpose room also features its own bathroom upstairs and currently used as a playroom and movie theater with screen and projector included. Could be used as a 7th bedroom. Huge loft area with bar including two refrigerators, dishwasher, ice machine, and sink is a great entertaining space. Access to the south balcony where you can view Disney fireworks from the comfort of your home. Second laundry room upstairs with washer, dryer, ample cabinets and Belfast sink. Outside the home really wows-A huge lanai houses a custom built summer kitchen with waterproof cabinets-48” DSC grill, separate teppanyaki cooking surface, multiple fridges including a beer tap, ice maker and so much more. Undercover dining space and seating area. Leading from the lanai is the fantastic pool, custom designed and built by well-respected Artisan Pools. Water feature powered by separate pump, LED lighting, separate raised spa and waterproof TV included in sale. Top of the line electric and gas water heaters installed. Separate gym / multipurpose room accessed via courtyard with rubber flooring and mirrored wall. The level acre lot affords a huge yard for anything you can dream of. Located less tha a mile from Publix and multiple restaurants the location cannot be beat and zoned for Windermere High School. Too many features to mention in this beautiful home.
Courtesy: ORLANDO BROTHERS REAL ESTATE LLC
407-925-2221
This stunning 6-bedroom Park Square home in Windermere combines elegance and functionality. The first floor features formal living and dining areas, a gourmet kitchen with stainless steel appliances and a gas stove, and a custom-designed patio garden with a water fountain and remote-controlled fans. Upstairs, enjoy luxury vinyl flooring, an oversized master suite with a walk-in closet, and spacious additional bedrooms. Located in the gated Belmere Village, residents benefit from low HOA fees and exceptional amenities, including a clubhouse, fitness center, resort-style pool, playground, basketball, volleyball courts and newly added pickleball courts. Conveniently near major highways and Orlando's theme parks, this home offers the perfect blend of luxury and location. Don't miss this opportunity—schedule a showing today!
Courtesy: QUATTRO R E SOLUTIONS LLC
407-929-6120
Welcome to this beautiful, unique and modern home. Recently built in 2023. Secluded in a great sized lot and within the sought-after and exclusive City of Windermere, known for its lush nature landscape trails, recreation parks, restaurants, cozy stores, beautiful lakes, great schools and much more!!! This luxury property also has a HOA 1/24th private deeded land with lake access, dock and ramp directly across the street with a nice view from the desirable Lake Butler Chain of Lakes. As you go trough this stunning house you will find the integrated formal living and dining rooms in a very open concept as well the kitchen with upgraded appliances, flush cabinetry and a spacious walk-in pantry. This one-of-a-kind house has 5 bedrooms and 4 are suites with private bathrooms with one main suite in each floor, the upstairs main suite features a large balcony to relax with a beautiful lake view. Another advantage of tis amazing home is that it has 2 laundry facilities, one full laundry room downstairs and a laundry closet upstairs. The property features cutting edge modern design with upgraded finishes throughout, like Lighting features throughout the home, all on smart switches that you can control from your phone, floating staircase, TPO roofing, foam insulation, huge premium Jeld-Wen windows and PGT sliding doors. Stop looking, you have found your dream home among the lakes!!! **Video available/Please text Listing agent**
Courtesy: STOCKWORTH REALTY GROUP
407-909-5900
Exquisitely appointed home being sold fully furnished. Nestled within the highly coveted Reserve at Lake Butler Sound community, this meticulously crafted residence epitomizes luxury living. Boasting classical architecture and spanning 4,257 square feet, this property offers a sophisticated retreat with unparalleled amenities. Upon entry, a raised travertine and marble foyer sets the tone for the residence, leading to the grand salon and dining room adorned with sculptured ceilings and columns. Beyond French doors, a private study offers a serene escape. The family room features a coffered ceiling and French doors opening to the covered veranda, seamlessly blending indoor and outdoor living. Elegant travertine, marble, and wood flooring flow seamlessly throughout, enhancing the ambiance of every space. A sprawling 30x12 ft. pool and spa are the focal point of outdoor entertainment and relaxation. The heart of the home lies in its gourmet kitchen, where a center island, built-in double ovens, walk-in pantry and granite countertops provide the perfect backdrop for culinary endeavors. The master suite is a sanctuary unto itself, boasting a morning kitchen, French doors to the veranda, dual walk-in closets, and a luxurious spa-style master bath with a dual-head shower and separate whirlpool tub. Ascending to the second floor, a versatile fifth bedroom suite awaits, complete with a full bath, walk-in closet, and wet bar. This space offers endless possibilities, whether as a home theater, game room, or private retreat. Luxury appointments abound, including travertine and exotic Kenpass hardwood flooring, an additional bonus space off the master, currently used as an exercise room, and an oversized three-car garage. Lavish landscaping completes the allure of this exceptional residence, offering a tranquil oasis in a prestigious community.
Windermere is located in Florida. Windermere, Florida 34786has a population of 1,793. Windermere 34786 is more family-centric than the surrounding county with 39.09% of the households containing married families with children. The county average for households married with children is 31.51%.
The median household income in Windermere, Florida 34786 is $36,701. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Windermere 34786 is 29.5 years.
The average high temperature in July is 91.5 degrees, with an average low temperature in January of 40.9 degrees. The average rainfall is approximately 52.6 inches per year, with 0 inches of snow per year.
