Courtesy: SOUTHERN REALTY GROUP LLC
407-217-6480
Welcome to 9259 Tibet Pointe Circle, an extraordinary lakefront residence nestled within the highly sought after guard-gated community of Keene’s Pointe. Completely renovated in 2025, this exquisite home combines timeless elegance with modern luxury, offering breathtaking views and direct frontage on the pristine waters of Lake Tibet. This meticulously updated estate showcases high-end finishes throughout, with no detail overlooked. Enjoy a brand-new gourmet kitchen equipped with top-of-the-line appliances, custom cabinetry, and designer fixtures. The open-concept layout flows seamlessly into spacious living and dining areas, perfect for entertaining or relaxing while taking in panoramic lake views. The home’s thoughtfully reimagined floor plan features luxurious bedrooms, spa-inspired bathrooms, and refined touches such as wide-plank hardwood flooring, quartz countertops, and designer lighting. Expansive windows and glass doors fill the home with natural light and lead to a private outdoor retreat with fireplace and summer kitchen - ideal for enjoying Central Florida sunrises over the water. Additional improvements include hardwood and porcelain flooring, tankless gas water heater, updated AC units (2), water softener, new pool heater, and much more. A 4-car garage completes this amazing property. Located in the heart of Windermere, Keene’s Pointe offers world-class amenities including the renowned Golden Bear Club with golf, tennis, fitness, swimming and dining. Don’t miss this rare opportunity to own a move-in ready, lakefront masterpiece on the Butler Chain of Lakes. Schedule your private tour today and experience luxury lakefront living at its finest.
Courtesy: OLYMPUS EXECUTIVE REALTY INC
407-469-0090
One or more photo(s) has been virtually staged. The Ellington II floor plan offers a modern, spacious two-story layout ideal for families and entertaining. It includes 4-5 bedrooms, 3 bathrooms, and expansive living areas. The main level features an open concept kitchen, dining, and great room, perfect for socializing. A private owner’s suite and an optional guest suite offer versatility. Upstairs, additional bedrooms, a loft, and a second-floor laundry room provide convenience. The Ellington II blends luxury and functionality, meeting the needs of contemporary lifestyles.
Courtesy: DR HORTON REALTY OF CENTRAL FLORIDA LLC
407-250-7299
Welcome to 3443 Wild Myrtle Court, a beautifully renovated executive home nestled on a serene 1.2-acre cul-de-sac lot in the esteemed Lake Butler Estates of Windermere, Florida. This expansive 5-bedroom, 3-bathroom residence offers 2,918 square feet of thoughtfully designed living space, combining modern updates with timeless charm. The home boasts a formal living room featuring a whitewashed brick wood-burning fireplace, a generous 26' x 23' family room, and a dedicated office space, providing ample room for relaxation and productivity. Recent renovations include updated bathrooms, new tiled floors, fresh interior paint, new ceiling fans, and LED lighting. The exterior received a new roof and paint in 2018, ensuring both aesthetic appeal and structural integrity. Enjoy the Florida lifestyle with a newly resurfaced and tiled screened-in pool, perfect for entertaining or unwinding in your private backyard retreat. Situated near Windermere Elementary School and the historic downtown area, this home offers convenient access to top-rated schools, shopping, dining, and entertainment options. Experience the perfect blend of luxury and comfort in this exceptional Windermere residence. Don't miss the opportunity to make this your dream home.
Courtesy: VINTAGE REALTY GROUP LLC
407-217-5458
Professional Pictures Coming Soon * Huge 5 Bedroom 6 Bath Multi-Generational Pool Home Has 1 Full Suite on 1st Floor & 2 Spacious Suites on the 2nd Floor * Open Floorplan * The Marina Bay Community Includes a Waterfront Marina for your boat that is directly connected to Lake Down and the Butler Chain of Lakes * Oversized 4 Car Garage with Drive Through Doors on Front & Rear of the 3rd Bay * Over 1 Acre * Fenced Back Yard * Mature Oaks give the Old Florida Feel * Plenty of Guest Parking and Circular Driveway * Home Theatre * Game Room * Outdoor Summer Kitchen * Large Pool * Privacy and Space between Neighbors * Golfcart Friendly * Windermere is a charming community offering plenty of walking and biking trails, Friday Famer’s Market, Monthly Food Trucks and the soon to open Marketplace on 6th & Main Street with a Wine Club & Italian Restaurant – Must see this Incredible Home to truly appreciate the Character and Quality
Courtesy: CASTLE REALTY PROFESSIONAL GROUP LLC
407-810-5279
JUST REDUCED!!!! Live just 2 miles from Magic Kingdom and enjoy nightly views of the fireworks from your own backyard! This beautifully maintained home offers 4 bedrooms, 3.5 bathrooms, and a spacious open-concept layout perfect for both everyday living and entertaining. The kitchen shines with 42” cabinets, granite countertops, stainless steel appliances, and a large island with a breakfast bar. Enjoy the flexibility of dual primary suites—one on the main floor and one upstairs—each featuring walk-in closets and private en-suite baths. Upstairs also includes a bonus loft space and convenient laundry room. The exterior has been freshly painted, giving the home a clean, updated look. Located in the desirable Windermere Sound community with access to a pool, tennis, and basketball courts—plus shopping, dining, and top-rated schools nearby. This home has it all, just minutes from the magic!
Courtesy: ERA GRIZZARD REAL ESTATE
352-394-5900
Welcome to this exceptional lakefront estate in the exclusive gated community of Weatherstone, ideally situated on the serene shores of Lake Olivia in Windermere, Florida. This beautifully appointed residence offers 7 bedrooms, 4 full bathrooms & a rare combination of timeless architecture & modern luxury. From the moment you arrive, the home's curb appeal is undeniable. The expansive wrap-around front porch invites you to relax & enjoy the lush landscaping - an ideal spot for morning coffee or evening gatherings. Once inside, discover a sun-filled interior with soaring ceilings, Anderson wood flooring, plantation shutters, crown molding & custom designer finishes throughout. You will be in awe of the bright & airy layout - seamlessly connecting living & dining spaces with lake views from every room! The heart of this home is the Kitchen - centrally located to all entertaining areas. Holidays & Family nights will be a breeze with ample counter space, large island with new stove (Nov 2025), SS appliances & large eating area w/new tile (Nov 2025) that seamlessly bring the outdoors inside. You will not be short of storage with the 42" cabinets & 2 oversized walk-in pantries, one with a hidden bar area! The Primary Bedroom is a true sanctuary, with lakefront views, an oversized custom closet & shutters for privacy. You will find peace & relaxation in your luxurious & newly remodeled (2023) en-suite bathroom appointed with custom Quartz dual vanities, soaking tub & luxurious walk-in shower. The main level of this property offers a generous Den/Study appointed with custom built-in's, a bedroom (that can be converted back to a formal Dining Room) & full size bathroom (remodeled 2023) conveniently located to the Living areas. As you make your way upstairs, note the gorgeous wood stairwell & upgraded LightStyle Crystal Fixtures! The 2nd floor is the HUB of family & yet offers privacy & space for all. A dedicated "work station" with custom built-in's & quartzite. You will also find 4 bedrooms - each set with newly remodeled Jack & Jill bathrooms (2023), brand new carpeting (2025) & walk in closets. On the other side of the landing you will find your 7th bedroom & oversized Bonus Room with closet. If 7 bedrooms aren't enough, this could also count as an additional one! This expansive residence shows pride of ownership & organizational conveniences with a dedicated Laundry Room on the 1st floor, ample storage areas, Newer Tile Roof (2023), Exterior Paint (2021) & Front porch ceiling & floors painted (Nov 2025). Let's not forget the 3-Car Garage w/dedicated storage & Epoxy Coating. Perfect for year-round entertaining, the outdoor living area boasts a covered lanai, summer kitchen, resort style pool (resurfaced 2023), Pool Pump (Nov 2025), Dog Run w/artificial turf (2024),Trex Boat Dock w/Lift (2019) & Fire Pit - all overlooking tranquil Lake Olivia. Weatherstone is an exclusive gated enclave of only 13 estate homes with a convenient private gate & walking distance to Yellow Dog Eats & Gotha Park. Conveniently located just minutes from Windermere’s charming town center, top-rated schools, and world-class golf, this home offers rare lakefront elegance in one of Central Florida’s most coveted communities.
Courtesy: JACK KELLER INC
727-586-1497
Nestled on a 5-acre lot with 320 feet of lakefront and a private beach on the skiable Lake Davis. This Contemporary 8-bedroom, 6 full bath home wrapped with open porches spans nearly 7000 sq ft. Grand foyer with spiral staircase which features a magnificent glass wine cellar below. Modern, open concept with water views from nearly every room. Master bedroom is located on 1st level along with a separate office. 2nd level features 4 bedrooms and a living room. Separate apartment above the 3-car garage attached by a breezeway. On opposite side of the house, attached by a breezeway, is a 2-bedroom, 1 full bath, living room, and full kitchen guest house with a large porch overlooking the water. Enjoy pool side entertaining complete with an outdoor kitchen and expansive back deck or bring your entertaining to the lake that features more than 1200 sq ft of outdoor living including a full outdoor kitchen/dining/living room area, boat lift and a private beach.
Courtesy: WRA BUSINESS & REAL ESTATE
407-512-1008
Tropical paradise in Windermere this 5+ bedroom dream home in the high-end community of Waterstone. Spanning over 6500 SF, this magnificent pool residence graced by soaring ceilings and a tranquil lake view. The grand entryway with two sweeping staircases draws you into a voluminous layout made for entertaining. Elegant formal dining room and living room, tremendous chef’s kitchen, media room with stacked stone accent wall and cherry hardwood floors. Custom built book case is the focal point of the study situated off the media room. The divine Primary suite with additional den presents tray ceilings, massive windows overlooking the custom designed pool, and an opulent ensuite bath will a soaking tub and separate glass shower. This home also offers a first-floor bedroom suite with hardwood floors. Soak in the sun and fresh air on the back patio with sprawling travertine pavers, gradual entry pool, built in barstools for enjoying poolside refreshments. Lush tropical foliage surrounds the entire backyard for added privacy and creates a serene atmosphere.
Courtesy: ISLEWORTH REALTY LLC
407-909-9000
One or more photo(s) has been virtually staged. Exceptional in both style and scale, this extraordinary Isleworth estate represents the pinnacle of luxury living in one of the finest golf club communities in the world. Designed by architect Terry Irwin and built by Ballard Construction, with interior designs by Faith Fournet, the property has been fully transformed and thoughtfully curated over the last three years to deliver exceptional comfort, sophistication and panache at every turn. The two-story estate is set on a pristine 1.02-acre golf-front home site along Isleworth's famed championship golf course and from the moment you enter, you'll be captivated by the artistry in design and modern innovation. The interiors span more than 9,500 square feet living and 13,000 under roof, blending 5 bedrooms, 5.5 baths and an array of indoor and outdoor living areas with uncompromisingly luxurious finishes designed for effortless entertaining and quiet moments alike. At the heart of the home, the showstopping glass-enclosed wine room—temperature-controlled and with more than 2,200-bottle capacity—is a collector's dream and the ultimate conversation piece. The primary suite is a sanctuary unto itself, featuring a magnificent two-story closet and dedicated dressing room with a bar. Indulge in true tranquility within the home’s private wellness suite, complete with exercise room, a rejuvenating steam room, dry sauna and invigorating cold plunge tub. Additional interior highlights include the grand kitchen with Cristallo quartzite lighted countertops; a fully custom lounge with full bar; an upper-level game room with bar; an oversized, air-conditioned garage accommodating up to 8 vehicles; two laundry rooms; and more. Outdoor spaces are equally impressive, with an expansive lanai and balcony, a custom swimming pool with fire pits, meticulously landscaped yard adorned with integrated lighting, sound and lush, native greenery and putting green —all overlooking panoramic views of Isleworth’s championship golf course. Whether hosting guests or enjoying a peaceful evening at home, this estate offers a rare opportunity to live a life of unmatched beauty, comfort, and distinction in one of Central Florida's most desirable enclaves.
Courtesy: HOME N OFFICES INTERNATIONAL
407-864-4590
Welcome to a rare opportunity in one of Windermere’s most exquisite communities where luxury living meets farmland feel. The Farms community consists of 12 properties of one or more acres each. The community also has a horse stable that homeowners can keep horses. Nestled at the end of a cul-de-sac, this gorgeous estate offers sophistication, premium finishes and a quaint feeling throughout.As you step up to the front entrance, you are greeted by beautiful water fountain. Once inside your living room with a wood burning fireplace welcomes you to your living room on the right. Continuing your way into the house, your inviting family room awaits with an eat in kitchen island completing the scene. The gourmet kitchen is a chef’s dream, outfitted with top-of-the-line appliances and plentiful cabinetry. Retreat to the oversized owner’s suite with double walk-in closets, a luxurious master bathroom and a private sitting area overlooking the pool area. Enjoy an enclosed pool area and expansive backyard. There is also a second master suite with private bathroom and walk-in closet. At the opposite end of the family room there is a hallway leading to another full bathroom and three additional bedrooms. Located just minutes from championship golf courses, downtown Windermere, Winter Garden Village, and top-rated schools, this home offers the perfect blend of tranquility and convenience. Don’t wait, schedule your showing today!
Courtesy: FLORIDA IN MOTION REALTY INC
407-947-2757
Welcome to this beautifully renovated 3-bedroom, 2.5-bathroom townhouse in Berkshire Park, a highly desirable community in the heart of Windermere, Florida. With 1,644 sq ft of meticulously maintained living space, this move-in ready home is perfect for anyone seeking comfort, style, and convenience—just minutes from Walt Disney World, top-rated schools, and all that Central Florida has to offer. Step inside and feel the care of the original owners, with brand-new carpet, fresh interior paint, new blinds, and professionally cleaned tile and grout throughout. The kitchen features modern appliances—including a refrigerator, dishwasher, and microwave—all less than two years old—plus a new faucet, garbage disposal, and updated fixtures for added convenience. The downstairs bathroom has been completely refreshed with a new vanity, toilet, and faucet, while the upstairs bathrooms feature new fixtures and faucets, and the primary bathroom includes newly upgraded exhaust fans for added comfort. The laundry room is upgraded for efficiency, with a high-performance exhaust fan, updated faucets, LED lighting, and thoughtful details that simplify daily routines. The garage is a standout feature, offering a new subpanel and GFCI-protected breakers, additional outlets, LED lighting, ceiling fan, and its very own AC unit—perfect for a home gym, workshop, or extra storage. Smart home touches include a Ring doorbell, Govee under-cabinet LED lighting, and an Aladdin smart garage door opener with keypad. Downstairs features sleek LED wafer lighting and dual ceiling fans in the living room for a stylish and energy-efficient vibe. Enjoy quiet evenings in your rear-facing backyard with peaceful conservation views, and hear the nightly Disney fireworks, and the nostalgic sounds of the Disney World Railroad —all from the comfort of home. Berkshire Park is part of an “A”-rated school district and known for its scenic walking trails, community pool, and proximity to everything—theme parks, shopping, dining, and major highways. This home is a rare find in one of Central Florida’s most coveted neighborhoods.
Courtesy: KELLER WILLIAMS REALTY SMART
863-577-1234
Welcome to your very own slice of Windermere paradise—where luxury meets laid-back country living and yes, HORSES are welcome! Nestled on over an ACRE with NO HOA or DEED RESTRICTIONS, this stunning 3-bedroom, 3.5-bath home is perfect for anyone craving space, style, and a little bit of saddle time. Step through the oversized double wood doors and you feel the openness with gable ceiling throughout the home. Breeze into the cozy living room, the ideal spot to unwind. From here, the split floor plan offers privacy and function: head left to the primary suite retreat, forward to the spacious recreation room, or right past the dining area and step into the heart of the home, the kitchen.The primary suite is truly a showstopper with a spa-like bathroom featuring a soaking tub and large glass shower- But wait til you see the custom walk-in closet that’s made for a fashionista—complete with ample hanging space for any type of closing, a jewelry display case and dedicated shoe storage. Head past the full pool bathroom towards the formal dining area to the gourmet kitchen-ideal for both cooking and entertaining, offering a center island, counter bar, and casual seating in the breakfast nook. With ample cabinet space, walk-in pantry, and tons of counter area, it seamlessly flows into the family room with a gas fireplace and backyard views. Hosting friends? You’ll love the grand recreation room- Don't let the name fool you! This room is ideal for whatever suits you, from casual entertainmentment, formal living space, or game room, this bright space has walls of sliding glass doors that flood the space with natural light and lead to your resort-style pool area. The pool features a waterfall and grotto, surrounded by a spacious paver-lined deck and covered patio—a true entertainer’s dream! Hidden side entry into an oversized garage with side entry and tall ceilings—great for cars, toys, or tools. The additional bedrooms are tucked on their own wing, offering comfort and privacy, with a shared full bath featuring a Roman shower and generous closet space. But the magic doesn’t stop inside!The backyard borders an undeveloped nature preserve—no rear neighbors! Semi-circle driveway with dual gates, extended side parking for an RV and/or boat, plus RV electric hookup. Detached custom stable featuring tack/feed room with a 12x12 Yoke-Top stall, ready for your four-legged friend. Enjoy riding all around the neighborhood! Bring your boat, Lake Butler is just around the corner and ready for all your water activities! Centrally located minutes away from SR-429, Fla Turnpike and FL-408. Located in charming Windermere, where the Centennial Celebration is in full swing. This home is your get-away from everyday life, step into this lifestyle, where you can work and play and never leave your home! RECENT UPDATES: Metal roof, gutters, exterior painted, pool resurfaced, new tile and pumps (pool and waterfall) matching wood accent ceiling entryway and rear covered patio, new landscaping, grass and irrigation. 2023: remodeled bathrooms (whole home) by designed Nathan Vangas, including primary upgrades of quartz countertops and imported Italian marble flooring,whole home luxury vinyl flooring and baseboards, mudroom refreshed with new sink, countertops, and decorative ceramic tile, whole home interior walls and ceilings painted. Custom luxury walk in primary closet. 2022-2022- Entire home new energy efficient double pane windows and custom shutters, new garage door.
Courtesy: ON ME REALTY
321-370-1474
HUGE PRICE IMPROVEMENT – SELLER MOTIVATED Welcome to Your Fully Automated Home in Casabella at Windermere Introducing a spectacular 7,561 sq. ft. estate home perfectly positioned on a half-acre lot with tranquil pond views at both the front and rear. This 5-bedroom, 5.5-bath masterpiece offers total privacy, elegance, and cutting-edge technology. Fully integrated with Alexa and smart home controls, manage the entire property via iPad or mobile device from anywhere in the world. As you enter, a grand double staircase and balcony make a striking first impression. The main floor features a luxurious oversized Primary Suite with serene water views, dual walk-in closets, and a spa-inspired bathroom. Upstairs are four generously sized bedrooms, each with its own ensuite bath, plus a large flex space ideal for a second living room or game room. The chef’s kitchen is equipped with top-of-the-line Jenn-Air appliances, extensive cabinetry, and gorgeous countertops. Entertain effortlessly in the expansive open-concept living area with two oversized wine coolers (holding 320 bottles), wet bar, and sleek ceramic porcelain flooring. Upstairs and throughout the staircases, rich hardwood floors bring warmth and charm. Step outside into a fully enclosed and climate-controlled summer kitchen—complete with BBQ grill, pizza oven, refrigerators, and hurricane-rated windows/doors—creating the perfect year-round entertainment space. The backyard is an oasis with a stunning 850 sq. ft. pool and jacuzzi, framed by lush landscaping. This home has been meticulously maintained and all improvements were permitted and inspected—no unpermitted additions. Located in the award-winning Casabella at Windermere, close to shopping, hospitals, top-rated schools, and just minutes from Disney parks. Enjoy luxury, technology, privacy, and convenience in a gated community.
Courtesy: PREMIER SOTHEBY'S INTL. REALTY
407-644-3295
Experience luxury lakefront living on a grand scale in this custom-built Modern Mediterranean estate on Lake Tibet, part of the pristine Butler Chain of Lakes. The three-story residence spans 9,571 square feet of living space on over 2.2 acres in the guard-gated community of Keene’s Pointe in sought-after Windermere. Built by Goehring & Morgan, this architectural masterpiece offers refined craftsmanship, exquisite details and seamless indoor-outdoor living with stunning water views from almost every space. The 26-foot grand entry sets the tone for soaring handcrafted coffered ceilings, travertine marble and mahogany wood floors, custom cabinetry, designer interior and exterior finishes and an open floor plan. Inside you'll find six bedrooms, five en suite, nine baths, formal living and dining rooms, wine cellar, family room, captivating saltwater aquarium, game room, lounge/loft, two offices, a mudroom, and a home theater constructed of concrete block to also serve as a safe room. The chef’s kitchen is outfitted with Sub-Zero and Dacor appliances, Esmeralda Brazil granite countertops, LED lighting, a large walk-in pantry, a prep kitchen with additional appliances and a built-in Miele coffee station with beverage refrigerator. The owner’s retreat features a private sitting room, fireplace, wet bar, oversized custom closet, spa-like bath and a covered balcony with breathtaking lake views. A spiral staircase leads to the third floor, the highest elevation in Keene’s Pointe, where you’ll find a private study and an observation deck. Massive sliding doors open to a spectacular outdoor living space with retractable screens, tongue-and-groove ceilings, fireplace, TV and a full summer kitchen with Viking gas grill, sink and refrigerator. The resort-style saltwater pool features a Beadcrete finish, sun shelf, lazy river, slide, grotto, swim-up table and stools, island planter with palm trees, spa and dramatic water, fire and lighting effects. A putting green and built-in trampoline complete the backyard oasis. One of only two, two-story docks in Keene’s Pointe, the home's private boathouse includes two boat slips with lifts and touchless covers, plus a floating dock for jet skis. Additional features include an elevator, in-floor vacuum system, attached in-law suite with private entry plumbed for a future kitchen, two garages with room for five cars and a gated dog run. The barrel tile roof, stone entry columns, motor court with fountains and professionally designed landscaping further elevate the estate. Keene’s Pointe offers access to the Butler Chain of Lakes, a 250-acre Jack Nicklaus Signature golf course, the Golden Bear Club, resort-style pool, tennis courts, fitness center, multiple playgrounds and a clubhouse for private events. Windermere offers small-town charm with proximity to downtown Orlando, fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and theme parks.
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 Arlington Bonus 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: COMPASS FLORIDA LLC
407-203-9441
LAKEFRONT GRANDEUR IN WINDERMERE A MASTERPIECE ON LAKE DOWN Unveiling a rare opportunity to own an architectural masterpiece on the famed Butler Chain of Lakes—a residence that redefines lakefront luxury in the exclusive town of Windermere. Custom-built in 2019, this Mediterranean-inspired estate is a sanctuary of sophistication, offering unparalleled waterfront living with direct frontage on pristine Lake Down.Set on over an acre of meticulously manicured grounds, this palatial residence spans nearly 6000 square feet under air, seamlessly blending timeless elegance with modern indulgence. The grand entrance welcomes you into a world of bespoke design, featuring imported Italian marble, a Turkish water fountain, and a handcrafted bar reminiscent of Tuscany. Designed for the discerning buyer, the estate boasts seven lavish bedroom suites, each with a private ensuite bath, plus a dedicated office with exquisite built-ins and a full bath—easily convertible into an eighth bedroom. A fully detached in-law suite offers luxurious privacy for guests or extended family. Indulge in a culinary experience like no other with top-of-the-line Sub-Zero appliances in a chef’s dream kitchen. Take the private elevator to the upper-level balconies, where you and your guests can savor the most breathtaking sunset views over Lake Down. Step outside to discover 1,600 square feet of stunning terraces, leading to a resort-style pool and spa, perfect for tranquil relaxation or grand entertaining. A detached casita, a boat house with a gazebo, and an outdoor summer kitchen elevate the alfresco lifestyle, while direct lake access invites you to explore the Butler Chain at your leisure. Perfectly situated in Windermere, just a golf cart ride to charming boutiques, gourmet dining, and one of Central Florida’s finest farmers' markets, this estate offers the ultimate lakefront lifestyle in one of Florida’s most coveted enclaves. This is more than a home—it’s a statement of prestige, refinement, and the art of waterfront living. Experience the pinnacle of Windermere luxury. Schedule your private tour today.
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 2025 ROLLS-ROYCE DAWN, WITH ACCEPTABLE OFFER. ASK FOR DETAILS. **
Courtesy: BEYCOME OF FLORIDA LLC
804-656-5007
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: EXP REALTY LLC
888-883-8509
2025 PARADE OF HOMES GRAND AWARD WINNING BUILDER 2017 PARADE OF HOMES WINNER CUSTOM CRAFTSMAN BUILT HOME HIGH QUALITY PRIME LOCATION PUTTING GREEN FENCED IN YARD SCREENED IN LANAI POND VIEW TANKLESS WATER HEATER Discover luxury and craftsmanship in this remarkable 2017 Parade of Homes Winner, built by the renowned Westmont Custom Homes. this 4-bedroom, 3.5-bathroom masterpiece spans 3,766 sqft. Custom-built by Westmont Custom Homes, with over 40 years of expertise, this residence showcases exceptional craftsmanship, including craftsman-style doors, wainscoting for an elegant home office ambiance, oversized bedrooms with ample closet space, engineered hardwood flooring, beamed ceilings in the family and bonus rooms, a game room with a balcony offering magical views of Disney fireworks, a wet bar with distressed glass and wine storage, and built-in jewelry storage in the primary closet and a cookbook/China closet in the hall close to the living room. The chef’s dream kitchen boasts a double French door oven with a warming tray, and a cooktop. The home also features a central vacuum system for added convenience and a laundry room with a fridge hookup. Designed for energy efficiency and modern convenience, the home features spray foam insulation in the attic, a durable tile roof, an updated AC system with a new downstairs handler (Dec 2024), a security system for peace of mind, and built-in shelves and roof racks in the garage. The home’s thoughtful details, modern touches, and luxurious finishes ensure broad appeal while maintaining timeless elegance. The backyard is a true retreat, featuring a screened-in lanai, a putting green, and a beach area, perfect for relaxation and outdoor enjoyment. This is your chance to own a truly award-winning home in a highly sought-after location. Located in a prime area near Windermere Prep and other top schools, world-famous attractions, and convenient travel routes, this home offers both convenience and luxury.
Courtesy: SOUTHERN REALTY GROUP LLC
407-217-6480
Isleworth - nestled in Windermere, this 600-acre community, is a prestigious residential enclave nestled along the Butler Chain of Lakes. This charming villa is in walking distance to Isleworth Golf & Country Club. Updated and boasting hardwood flooring throughout the main areas, and professional decorating, this functional and open floor plan has 4 ensuite bedrooms, kitchen with beautifully crafted cabinetry, formal dining, a spacious great room and office with an abundance of storage. Meticulously maintained and updated in 2011, there are newer AC units and tile roof, double-pane windows, new exterior painting, and much more. Also a spacious garage for cars and a golf cart. The back yard is private with block fencing. Perfect as a primary residence or vacation home. On-site home services are available for a carefree lifestyle. Isleworth Golf and Country Club, which is located within this gated/guarded community, offers various membership opportunities and is recognized as one of the Top 100 Platinum Clubs of the World. Also close to dining, shopping, top-rated public and private schools, expressways and tourist attractions making this the perfect choice to call home.
Courtesy: RE/MAX INNOVATION
407-281-1053
Welcome to 4089 Isabella Cir. A Home Like No Other, Exquisite Custom Luxury in Casabella, Windermere, FL Step into unparalleled luxury with this completely reimagined six-bedroom, six-bathroom estate in the prestigious Casabella community of Windermere. Every inch of this home has been custom-curated with the finest materials and designer touches, creating an ambiance of modern sophistication. At the heart of the home, a stunning Italian chandelier sets the tone for elegance, while a built-in fireplace with Calacatta finishes adds warmth and opulence. Expansive windows are dressed with custom window treatments, enhancing natural light and privacy. Throughout the home, you’ll find bespoke built-ins and fully outfitted custom closets, maximizing both beauty and functionality. The gourmet kitchen boasts top-of-the-line appliances, designed for both the casual cook and the professional chef. Step outside to an enclosed outdoor oasis with fully equipped and climated outdoor kitchen, where entertaining is effortless, set against the backdrop of a brand-new designer landscape and a state-of-the-art pool. For ultimate relaxation, retreat to the private home theater, equipped with top-tier cinematic technology for an immersive viewing experience. Adding to the home’s modern luxury, a state-of-the-art automation system allows you to control everything—from lighting and climate to security and entertainment—right from your phone. This estate is more than a home—it’s an experience, blending luxury, comfort, and cutting-edge design. The list of upgrades goes on. You will be impressed. Schedule your private tour today and see firsthand the unmatched craftsmanship and attention to detail in this Windermere masterpiece.
Courtesy: INT'L PROFESSIONAL REALTY INC
407-699-7718
Look this immaculate unit townhouse located in the gated community of Oasis Cove in Windermere is just what you have been waiting for! From the floors up, everything in this home is well maintained and has all the perfect upgrades you could ask for. Oasis Cove offers a maintenance free, resort-like lifestyle with a zero entry community pool, community clubhouse, fitness center, and a walking trail around the community pond. Included in your HOA fee are cable, water/sewer, pest control, exterior maintenance and landscaping, gated access and on-site management. This incredibly maintained townhome offering 2,028 sqft, 4 bedrooms, 2 full baths, and 1 half bath. Beautifully designed interiors boast an expansive open flow between the living and the dining rooms, that seamlessly lead to a relaxing enclosed porch. The well equipped and spacious kitchen is appointed with stainless steel appliance suite, granite counter tops and endless cabinetry for storage. A cozy first-floor owner's suite is designed for comfort and relaxation, a spacious closet, and an en suite bathroom. Upstairs you'll find 3 additional over-sized bedrooms, a full bath, and laundry room. There is a 2 car garage with plenty of room for storage and a paver driveway. Don't wait, call for a private showing today!
Courtesy: NOVA REAL ESTATE SERVICES INC
407-592-1744
Listed BELOW appraised value & PRICED TO SELL! With this brand new construction home, your dream lakefront lifestyle starts here!! Set along the tranquil waters of Lake Sawyer, this brand-new Davila Homes masterpiece blends refined luxury with the magic of everyday lake life. With 5 bedrooms, 4.5 baths, and 3,685 sq. ft. of beautifully designed living space, every element is crafted to impress. The 1st floor primary suite is a true sanctuary, designed for rest and rejuvenation. Its spa-inspired bath features a large herringbone-tiled shower, soaking tub, dual vanities, and a custom walk-in closet. At the heart of the home, the gourmet kitchen shines with luxury-brand appliances, a gas cooktop, and a built-in oven, all framed by breathtaking Taj Mahal natural stone countertops—a true showstopper that pairs elegance with function. A walk-in pantry with wine refrigerator and appliance station makes entertaining effortless, while the kitchen’s open flow into the living area ensures you’re always connected, whether hosting or enjoying quiet evenings at home. The family room welcomes you with a custom built-in, electric fireplace, and sweeping lake views that blur the line between indoor comfort and outdoor beauty. A separate dining space adds room for formal gatherings, while upstairs, a versatile loft with full wet bar becomes the perfect retreat for movie nights, game days, or casual get-togethers. Step outside and embrace the properties true highlight, living the lakefront lifestyle. Enjoy direct access to the skiable Lake Sawyer from your private dock with electric lift, making boating, wakeboarding, and sunset cruises effortless. From this dock, you can even watch the DISNEY FIREWORKS light up the night sky—a magical bonus for lakefront living. The backyard is equally designed for leisure and entertaining, featuring a pool with spa and sun-shelf, a summer kitchen, and a fire-pit with built-in seating. Surrounded by low-maintenance turf, the outdoor living space stays pristine while giving you more time to enjoy life on the water. With no HOA, centrally located and only minutes from Windermere Preparatory School, this home offers the rare balance of privacy, convenience, and true luxury. This isn’t just a house—it’s the lakefront lifestyle you’ve been waiting for. CALL NOW!
Windermere is located in Florida. Windermere, Florida has a population of 3,046. Windermere is more family-centric than the surrounding county with 31.63% 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 is $131,392. 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 is 52.9 years.
The average high temperature in July is 92 degrees, with an average low temperature in January of 48.8 degrees. The average rainfall is approximately 51.5 inches per year, with 0 inches of snow per year.
