Windermere Real Estate

Windermere Real Estate

Windermere, located in Orange County, Florida, is a charming town known for its picturesque landscapes and luxurious real estate offerings. Nestled among the Butler Chain of Lakes, Windermere offers residents a serene and upscale lifestyle just a short drive away from Orlando's bustling city life.

The town of Windermere is highly sought after for its top-rated schools, family-friendly atmosphere, and exclusive communities. With tree-lined streets and stunning waterfront properties, Windermere provides a tranquil escape while still being conveniently located near major highways, shopping centers, and entertainment options.

Home to beautiful parks, golf courses, and a quaint downtown area, Windermere offers a variety of recreational activities for residents to enjoy. Whether you're looking for a waterfront estate, a luxury mansion, or a cozy family home, Windermere's real estate market has something to offer for everyone.

Experience the perfect blend of luxury living and small-town charm in Windermere, where every day feels like a retreat in paradise.

Newest Listings in Windermere

$950,000
5 Beds 4 Baths Windermere Isle Ph 2 SubDv. 34786 Zip Code
Welcome to 8243 Procida Isle Lane — where luxury meets comfort in every detail. This expansive residence with 5-bedrooms, 4-bathrooms, a stunning pool, and a three car garage, is a true blend of luxury and sophistication, boasting high-end finishes and an enviable outdoor space perfect for entertaining or relaxation. As you approach the home, you are greeted by a striking façade featuring elegant stone accents and towering cypress trees, setting the stage for the sophisticated design that awaits inside. Step through the inviting arched entryway into a world of refined living. The heart of this home is the chef’s kitchen, a culinary masterpiece adorned with top-of-the-line stainless steel appliances, gleaming granite countertops, and a large central island that provides both functionality and a gathering place for family and friends. The adjacent living area is bathed in natural light, thanks to large windows that perfectly frame views of the meticulously designed outdoor space. Step outside to your private oasis—a resort-style pool surrounded by lush greenery and tall hedges, ensuring your privacy. The pool area features elegant water features and ample deck space, making it the perfect spot for entertaining or unwinding after a long day. The covered lanai, with ceiling fans and room for outdoor dining, extends your living space outdoors, allowing you to enjoy Florida’s beautiful weather year-round. Retreat to the luxurious primary suite, a haven of tranquility with a spacious layout that includes a sitting area, custom walk-in closets, and a spa-inspired en-suite bathroom complete with a soaking tub, separate shower, and dual vanities. The additional bedrooms are equally well-appointed, each offering en-suite bathrooms and generous closet space, making this home ideal for both family and guests. Additional highlights of this property include a three-car garage, high ceilings, coffered ceilings, elegant lighting fixtures, and a well-manicured front yard that adds to the home’s stunning curb appeal. HOA includes lawn care and fertilizer, a community pool, a cabana, a playground, and park benches by the fountain and discounted Spectrum TV and internet services - the complete package! Located in a sought-after Orlando community, this home offers convenient access to top-rated schools, shopping, dining, and the best attractions Central Florida has to offer. This home is the epitome of high-end living in Orlando, offering a perfect blend of luxury, privacy, and convenience. Don’t miss your chance to make this extraordinary property your forever home!

8243 Procida Isle Lane, Windermere

$1,680,000
6 Beds 5 Baths Reserve At Belmere Ph 2 SubDv. 34786 Zip Code
Absolutely Fabulous Luxury Home Nestled on a picturesque tree-lined street within the prestigious RESERVE AT BELMERE, a Guard Gated Community. This exceptional residence epitomizes elegance and sophistication. From the moment you step into the grand entryway, you’re greeted by a stunning ambiance highlighted by a coffered ceiling, neutral walls, rich hardwood flooring, plantation shutters, and exquisite crown molding. The high ceilings and open-concept layout seamlessly connects indoor and outdoor spaces, creating a harmonious flow throughout the home. The Primary Suite, situated adjacent to the living room, boasts a tray ceiling and French doors that open onto the expansive outdoor pool and entertainment area. The luxurious en-suite features a glass-enclosed shower with a state-of-the-art shower system, deep soaking tub, double-sink quartz vanity, and a spacious, professionally designed closet. The formal Living and Dining rooms offer large windows with picturesque views of the pool. A grand staircase ascends to the second floor, where you’ll find an oversized Bedroom #2 with custom-designed closets and a private en-suite bathroom. Bedroom #3, located off the Family room, also features an en-suite and custom closet. Bedroom #4 and Bedroom #5 (which can alternatively serve as an excellent office), share a recently remodeled bathroom and both include walk-in closets. A separate guest suite, Bedroom #6, is accessible via the patio deck and includes large glass sliders, walk-in closet, and private en-suite bathroom. All bedrooms are equipped with ceiling fans for added comfort. The gourmet Kitchen is a chef’s dream, featuring quartz-topped island and countertops, cooktop with an overhead hood, wine refrigerator, and subway tile backsplash. Abundant cabinetry with pull-out shelves, large walk-in pantry, and a Laundry room with wash tub and cabinets provide ample storage and convenience. The Family room which is the heart of the home, has a stone-faced gas fireplace and built-in media/entertainment center, offering a cozy yet sophisticated space. Large windows provide views of the pool and patio, while easy access to these outdoor areas makes entertaining a breeze. Step outside to discover a resort-like oasis with a saltwater heated Pebble Tech pool, complete with spray jets and a spa. The fully equipped outdoor kitchen is perfect for alfresco dining, and the patio area, illuminated by abundant market and panel lighting, features space for chaise lounges, tables, and firepit. A newly added tongue-and-groove ceiling with fans and lighting enhances the outdoor ambiance. The meticulously landscaped garden is a tranquil retreat, featuring a diverse array of fruit trees lovingly cultivated including lemon, lime, mango, banana, curry, kumquat, avocado, as well as raised herb beds. The garden’s curvaceous design ensures privacy with its 10 ft. tall hedge providing seclusion around the expansive corner lot. The home includes circular sealed paver driveway and walkway, three-car side-entry garage with durable epoxy flooring, overhead racks, garage cabinet system, and bike racks. 3 Security Cameras and a wireless sprinkler system will provide safety and efficiency. Convenient access to downtown Windermere, Winter Garden, shopping, dining, and major highways. Community amenities; 24-hour guard gate, tennis and pickleball courts, gym, playground. scenic walk-out dock. Experience this luxury lifestyle by scheduling a private tour today.

11313 Shandon Park Way, Windermere

$875,000
5 Beds 3 Baths Manors At Butler Bay SubDv. 34786 Zip Code
Pro pics coming very soon but do not wait. Incredible opportunity in the established neighborhood of The Manors at Lake Butler. Enjoy a peaceful drive through majestic oaks to your custom home on over half acre lot. Incredible curb appeal, long driveway for parking and massive back yard. Enter to elegant formal living and dining room with soaring ceilings, crown molding and Florida sunshine glistening off the wood floors. A timeless floor plan of predominantly 1 story living with a bonus room and 5th bedroom above the garage will check all your must haves. The heart of the home is the open kitchen with custom cabinetry, fully vented gas cooktop and island overlooking the family room with prefect views of your pool and back yard. The custom built ins and gas fireplace are the focal point of the family room. The owners suite is HUGE with tray ceiling and french doors leading to the covered lanai. The owners retreat covers all your needs... 2 walk in closets, his/her vanities, large jacuzzi jetted tub and large shower. the 3 way split floor plan gives everyone their own space and the 5th bedroom and bonus room above the garage has additional mini split ac unit too. You will truly benefit from the oversized side entry 2 car garage complete with additional 220 amp service, perfect if you have EV vehicles or like love wood working. Incredible back yard with SCREENED SALT WATER pool & spa. Massive back yard is an open canvas to put your personal touches on. Kinetico Filtration System on well is 3 years new (no water bills here !!!) , Roof is 2016, AC is 2015 and all duct work has recently been replaced in the home too. Sought after K-12 school district, Windermere Elementary is directly next door to the community. A huge plus to owning this home is the DEEDED ACCESS to the Town of Windermere Chain of Lakes private boat ramps ... plus the tennis courts next to community. The Manors at Lake Butler is an established neighborhood and very rare to have a home of this quality become available – Close to the 408, 429, Turnpike and a short drive to Winter Garden Village, Restaurant row, international drive, Sea World, Universal Studios and Disney. – 2 major hospitals within 5 miles and endless dining and shopping options in every direction. Golf Cart friendly & miles of sidewalks for getting exercise by walking or riding your bike . Access to Basketball, Tennis & Pickle Ball Courts. Do not forget the Friday Farmers market down the road. You will not find a better value in the entire zip code.

2544 Carter Grove Circle, Windermere

$830,000
6 Beds 3.5 Baths Windermere Sound SubDv. 34786 Zip Code
Seller may consider buyer concessions if made in an offer ~ Welcome to Windermere Sound, a vibrant community just miles from Magic Kingdom for a view of Disney fireworks every night, and this expansive executive home offering 6-bedrooms, 3-full and 1-half baths, formal, family and flex space and a screened lanai and patio complete with a Summer kitchen! The paver driveway, manicured landscaping and covered front porch exude curb appeal while welcoming you home. Step through the front door and info a light and bright split bedroom floor plan with a formal dining room to your left and a natural flow into the kitchen and great room. Designed with the home chef in mind the kitchen delivers rich cabinetry for ample storage, including a butler’s pantry, STAINLESS STEEL APPLIANCES, crown molding, GRANITE COUNTERS and breakfast bar seating on the large ISLAND. The kitchen is open to a casual dining space and the family room beyond where a wall of windows looks out onto the lanai and lets the natural light pour in. Before heading upstairs tour the MAIN FLOOR PRIMARY SUITE, a true escape for the homeowner with a lovely tray ceiling, WALK-IN CLOSET and private en-suite bath. Start and end your day in the well appointed en-suite boasting DUAL/SPLIT VANITIES, a SOAKING TUB and separate glass enclosed shower. Upstairs you will find a versatile LOFT space perfect for a second living area, media room, game room or anything else you or your family might need. There are also five sizable bedrooms all featuring walk-in closets! Outside the covered lanai has been extended and screened for maximum enjoyment and includes the perfect OUTDOOR KITCHEN making gathering with family and entertaining friends a breeze. The yard is fenced for added privacy when you want to stay home and the community amenities are located just across the street when you want to venture out and meet your neighbors! For those that love the park hop this home is ideally located close to all the attractions Central Florida is known for with the Magic Kingdom in your backyard for a nightly view of fireworks throughout the year! If that weren’t enough Windermere Sound also offers residents a community pool, tennis and basketball courts plus easy access to local shopping, restaurants and so much more. With flexible space and room to grow, there is something for everyone to love about Penkridge Lane. Call today to schedule a showing!

7336 Penkridge Lane, Windermere

$540,000
3 Beds 2.5 Baths Windermere Lndgs Ph 02 SubDv. 34786 Zip Code
This is your chance to own a stunning 3-bedroom, 2.5-bath home in the highly desirable Windermere Landing community. Located on a premium corner lot, this spacious two-story property offers modern living with the option to purchase fully furnished—perfect for those seeking a move-in-ready home or those wanting to bring their own style. Upon entry, you'll find a flexible space at the front of the home, ideal as a formal living room or den. The heart of the home is a bright, open-concept kitchen, featuring granite countertops, custom 42" cabinets, stainless steel appliances, and a large pantry. The kitchen overlooks the dining area and the expansive family room, making it ideal for entertaining or everyday living. A half bath on the main floor adds convenience for guests. Upstairs, the master suite offers a serene retreat with ample space for a king-sized bed, a large walk-in closet, and a luxurious ensuite bathroom with dual vanities and a step-in shower. The second bedroom is perfect for family or guests, while the third bedroom can be easily transformed into an office, gym, or additional sleeping quarters. A second-floor loft provides extra living space, perfect for a media room, home office, or play area. The laundry room is also conveniently located upstairs, with room for full-sized machines. Step outside to enjoy the covered and screened lanai, perfect for outdoor relaxation. The lanai leads to a private paver patio and breezeway that connects to a detached 2-car garage. This outdoor space is ideal for hosting friends and family or simply enjoying peaceful Florida evenings. Windermere Landing offers resort-style amenities, including a pool and playground, and easy access to SR 429 and major roadways for commuting. Plus, you're just minutes from Westside Shoppes and historic downtown Winter Garden, where you'll find plenty of dining and shopping options. If you enjoy golf, you'll love the proximity to numerous golf courses, and if theme parks are your thing, you're only minutes away. With the option to purchase this home fully furnished or unfurnished, you can move in and enjoy luxury and comfort right away—or make it your own. Don’t miss this rare opportunity to own in one of Windermere’s most sought-after communities!

11668 Black Rail Street, Windermere

$775,000
4 Beds 3 Baths Windermere Trails SubDv. 34786 Zip Code
Windermere Trails! ADORABLE MODERN FARMHOUSE GEM! 4 Bedroom 3 Bath home over 3500 sq ft of living space! The answer is YES, you can see the DISNEY fireworks every night! You are just minutes from Disney, zoned for top rated schools including Windermere High School! As you step in you will love this open floorplan with NEWER laminate Wood flooring throughout the entire downstairs. NO CARPET on first floor! Formal dining has a gorgeous coffer ceiling and is currently being used as an office/den area with sliding door can be easily converted back to dining room to fit your needs! The kitchen was completely remodeled in 2022 it has GRANITE countertops, modern backsplash & large walk-in pantry. On the first floor you will find a bedroom with an ensuite bathroom. As you head up stairs you will see your HUGE BONUS ROOM with a storage closet. The LARGE Primary Suite has TRAY ceilings and French doors that give access to a spa-inspired bath, complete with soaking tub and a LARGE walk-in closet. Tucked away down the hall you'll find the 3rd and 4th bedroom with a bath nestled next to them. HOME UPGRADES: New flooring (carpet & laminate in July 2021), NEW laminate on first floor bedroom 2024, NEW fence installed 2024, New A/C in August 2021, Interior paint 2021, Exterior paint 2022, Gutters 2022, Completely re-done landscaping (Sod & plants) in 2022, New ceiling fans downstairs, New water heater April 2023, Re-leveled and sealed the driveway pavers in 2022, Kitchen remodeled in October 2022, Epoxied countertops in guest bathroom downstairs & upstairs guest bathroom, Updated faucets in bathrooms, New kitchen garbage disposal in 2023. In Windermere Trails, you have a resort style pool with a view of Lake Reams, splash pad, two-cabanas, playground, and walking trail around the beautiful lake, two separate dog parks (large and small dogs). Lakeside Village center is walking distance, with Publix, Windermere Medical Center and many delicious restaurants.

9016 Reflection Pointe Drive, Windermere

$3,200,000
6 Beds 6 Baths Kelso On Lake Butler SubDv. 34786 Zip Code
Welcome home to Windermere's hidden gem community of Kelso on Lake Butler where quiet, tree-lined streets lead to this beautiful secluded custom estate offering luxury living with gorgeous water views! Situated on over an acre this elegant home is uniquely sited between two ski lakes offering 20 feet of private shoreline on CYPRESS LAKE and access to the renowned BUTLER CHAIN OF LAKES with a private community boat ramp located right across the street from this home! Enjoy gorgeous sunsets and private Disney fireworks every night from the privacy of your own backyard! You’ll be captivated the moment you arrive, with the home’s stunning curb appeal showcased by a massive brick-paver driveway and 4-car garage! Step through the custom mahogany double-entry doors into a space where soaring ceilings, polished travertine stone floors, and floor-to-ceiling windows welcome in Florida's natural light and showcasing breathtaking lake views all through out the home. Experience resort-style outdoor living to the fullest! The private backyard oasis features a sparkling pool and spa, spacious covered lanai with remote-controlled retractable screens, outdoor summer kitchen, wood-burning fireplace, adjacent fire pit, brand-new outdoor sauna and a stone pathway with landscape lighting leading you to your private dock makes this home the perfect place to unwind and enjoy Florida living. The Chef’s kitchen is complete with custom cabinetry, a large prep island, granite countertops, walk-in pantry, and stainless steel appliances. The kitchen flows seamlessly into the casual family space, inviting friends and family to gather with an adjacent wet bar space for easy entertaining. The downstairs master suite offers privacy and elegance, featuring its own gas fireplace, two walk-in closets, and an ensuite with a garden tub, large shower and separate dual vanities. Two additional ensuite bedrooms are conveniently located on the first level. One of the home's most unique features is the stone turret staircase, which leads to three additional ensuite bedrooms and to a huge bonus room with unlimited possibilities of a playroom, home theater or teen hangout. This home is conveniently located to the 429 Expressway, downtown Windermere and Winter garden, shopping, restaurants, zoned for top rated schools and several nearby private schools and very close to Disney! Call today to schedule your private showing!

1140 Kelso Boulevard, Windermere

$9,998,500
6 Beds 6.5 Baths Lake Butler Estates SubDv. 34786 Zip Code
Located in the prestigious Town of Windermere, this spectacular 1.2-acre property on the renowned Lake Butler Blvd. offers the rare chance to build a truly custom estate home that defines luxury. This stunning two-story modern architectural masterpiece will feature over 14,000 SF of exceptional living and entertaining space, designed with both comfort and elegance in mind. With six spacious bedrooms and nine luxurious bathrooms, the estate is designed to impress. Three primary suites ensure the utmost in privacy and sophistication, including a grand first-floor suite that boasts dual walk-in closets, a sauna, and your very own Turkish Hammam. Each bedroom is designed with en-suite bathrooms and private balconies, providing breathtaking views and tranquil retreats. The guest suite also offers an expansive outdoor entertainment deck with gorgeous lake views. Entertainment is endless in this home. The main floor will house a custom game room, while the upper level will feature a state-of-the-art 14-seat theater room. The outdoor space is equally spectacular, with over 1,000 SF of alfresco living areas, including a summer kitchen, overlooking a private pool and spa paradise. Imagine your own custom-designed water and fire features, creating an oasis more enchanting than the fountains of Bellagio. Designed and built by the esteemed Supreme International Construction, this estate will be constructed with the finest materials, featuring solid concrete and steel for unmatched durability. Every finish, from the flooring to fixtures, will be high-end and tailored to your preferences, making this home a true one-of-a-kind sanctuary. Additional highlights include a glass elevator leading to an elevated floating catwalk, a magnificent great room with soaring ceilings, an office/library, a 5-car garage, and water fountain features. The estate will be fully furnished with exquisite high-end furniture and finishes, personally curated to create an atmosphere of luxury and comfort. You’ll even receive a luxury vehicle to match the style of this magnificent home, making your move completely stress-free. Simply bring your clothes, and you’ll be ready to indulge in this unparalleled lifestyle from day one. This exquisite home offers unobstructed views of Lake Butler and exclusive access to the Town of Windermere's resident boat ramp. If you’re seeking unparalleled luxury, modern design, and a lifestyle of elegance, look no further. Your dream home is waiting. Contact us today for more details.

11947 Lake Butler Boulevard, Windermere

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