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Though tiny in population with just over 3,000 residents, this size allows for greater community and atmosphere for the small town. With schools like Windermere Elementary, Gotha Middle School, and Windermere High School, Windermere gives your children ample opportunity to receive a great education. Only 20 minutes out of Orlando, the town is the perfect distance from the city for commuters. 

Windermere Community

Though small in population size, Windermere makes up for it with a strong sense of community! It fosters this through frequent community events, such as the farmer's market, food truck night, parades, and more. Be sure to bring your family for a fun night out for all, no matter the event! With its logo as "Among the Lakes," it's no surprise that Windermere has a plethora of natural beauties for its residents to explore. It's most known for the Butler Chain of Lakes, which includes 11 lakes -- all of which with exceptional water quality, as noted by Florida's Department of Environmental Regulation. Take your family here for a nice day on the water or a wonderful day of sunbathing!

See more Windermere Events on their website!

Brand Windermere Listings

$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

$900,000
5 Beds 4.5 Baths Manors At Butler Bay Ph 02 SubDv. 34786 Zip Code
One or more photo(s) has been virtually staged. Experience the small-town charm of this 5-bedroom, 4.5-bathroom, 3,027 SqFt pool home, nestled in the highly sought-after community of Manors at Butler Bay, within the coveted town limits of The Town of Windermere. Situated on a spacious 0.62-acre corner lot, this Mediterranean-style home offers a functional layout, lush landscaping, and impressive amenities—perfect for anyone seeking both comfort and style. Upon arrival, you’re greeted by towering palm trees and an oversized circular driveway, leading you through a lush landscaped walkway. As you step through the double front doors, the terracotta tile flooring immediately draws your attention, enhancing the home's Mediterranean charm. To the right, the formal dining room seamlessly flows into an open, gourmet kitchen equipped with stainless steel appliances, including double ovens, granite countertops, a wine fridge, an island, and ample cabinet space. The kitchen overlooks the classic living room which is anchored by a fireplace and offers serene views of the pool through large windows that flood the space with natural light. The primary suite, located on the main floor, features an attached office, ideal for remote work, and a spacious ensuite bathroom with a walk-in closet complete with custom shelving. The main level is further enhanced by an additional full bathroom, a powder room, a laundry room, and a versatile fitness room—with its own private entrance. Ascend the grand staircase to discover four more generously sized bedrooms and two additional full bathrooms. The upstairs hallway overlooks the living room below, creating a wonderful open feel throughout the home. Step outside into the partially covered, fully screened lanai, perfect for entertaining or relaxing by the sparkling pool. Despite the large pool area, the backyard remains expansive, with mature trees providing shade and privacy. The property also has a variety of fruit trees, including avocado, lime, lemon, and passion fruit. Recent updates, such as a full interior and exterior repaint, add fresh touches to this property while still leaving room for you to personalize and make it your own. Beyond the home's incredible features, living in the exclusive Town of Windermere offers many perks, including access to private parks, top-rated schools, tennis and basketball courts, and a boat launch with deeded access to the renowned Butler Chain of Lakes. With low HOA fees, this gem perfectly combines luxury and value.

2563 Carter Grove Circle, Windermere

$1,495,198
4 Beds 3.5 Baths Reserve At Lake Butler Sound SubDv. 34786 Zip Code
Step into timeless elegance with this stunning Neoclassical executive home on a half-acre+ cul-de-sac lot in the 24-hour guard gated premier neighborhood of the Reserve at Lake Butler Sound. Featuring grand columns, symmetrical facades, palladium windows, intricate moldings and architectural details, this residence exudes sophistication and classical charm. Outside, you’ll find lush landscaping and exterior accent lighting that enhances the home’s curb appeal, a dramatic front façade with 3 sets of French doors, a paver drive, and a carriage entry garage. The spacious interiors are a perfect blending of historic grandeur with an efficient modern layout for today’s way of life. As you enter, you’ll be greeted by an open foyer flanked by a formal living room and dining room, each space adorned with elegant columns, double trey ceilings with crown molding, arched doorways, wood floors and elegant chandeliers. Before you take two steps down to discover the rest of the home, stop for a moment to take in the view of the tropical pool area through the French doors just beyond the family room. The family room has wood floors and a fireplace with triple art niche detail above. The home office is perfectly located just off the living room to allow for the quiet needed for concentration when working. The kitchen and breakfast area have great views to the lanai and pool areas too. The screened heated spa & pool and large lanai are “must haves” for true Florida luxury living. Kitchen features include solid wood cabinets with granite counters, center island, breakfast bar, large pantry closet, recessed ceiling lighting, newer stainless-steel appliances including the refrigerator, double wall ovens, gas cooktop and a dishwasher that is slightly raised to a level for more comfortable loading of dishes. You enter the master bedroom through a “bonus” room that could be your private sitting area, a workout space or even a nursery. Both this room and the spacious master bedroom have French doors to the lanai. The ensuite and the bathroom features two walk-in closets, two vanities with sinks, a jetted corner tub and a shower with two separate showerheads, a private toilet room and a morning coffee bar. All the bedrooms have been updated with travertine floors. The left wing of the house is where you will find all of the secondary bedrooms. There are two bedrooms with a Jack and Jill bathroom between them and another bedroom which is located next to a full bathroom which is also easily accessed from the pool area. This side of the home is also where you will find the laundry room and the entry to the oversized 3 car garage. Other updates and upgrades include interior and exterior painting, pool equipment, A/C, the roof, central vacuum, an irrigation well, pool screening and sprinkler pump. This Windermere community is located on the shores of Lake Butler and has a fishing pier and a beautifully landscaped garden park for the residents. The home is zoned for excellent, high performing public schools and has nearby private school options. It has convenient access via various major roadways to everything you are looking for including plentiful dining, shopping, popular attractions and theme parks. Come discover the luxury living this home offers you.

6533 Cartmel Lane, Windermere

$1,095,000
4 Beds 3.5 Baths Glenmuir Un #2 SubDv. 34786 Zip Code
Experience the ultimate in luxury living with this extraordinary 4-bedroom, 3.5-bath, 3-way split plan home, set on over half an acre of land backing onto serene conservation in the exclusive gated community of Glenmuir, nestled in the desirable Windermere area. This home is distinguished as having one of the largest and most impressive lots in the neighborhood. From the moment you arrive, the recently painted exterior, brand new roof with gutters, extended paver front patio, and new front doors create an inviting first impression that carries throughout the home. Step inside to a spacious foyer with beautiful wood laminate floors that flow seamlessly through the office, formal rooms, and primary suite. The home is adorned with elegant wood details, including crown molding throughout and wainscoting in the entry and dining room. A dedicated office with double door entry, located at the front of the house, features transom windows that, along with those above the front doors, fill the home with natural light. The open kitchen is a chef’s dream, offering an abundance of cabinet and counter space plus a built-in desk, a central island with additional storage, and modern appliances, all replaced within the last five years. A large dinette area overlooks the lanai and pool area, while a Butler’s pantry can serve as the perfect coffee bar or drop zone when entering from the garage. The kitchen opens to the family room, where sliding doors lead out to the pool area on one side, while an en-suite bedroom offering a private retreat for guests is located off the back. Two additional bedrooms are tucked away behind the kitchen, sharing a full bath. The primary suite, designed for maximum privacy, features a spacious bedroom with sliding door access to the lanai, and an en-suite bath with double door entry, a sizable double sink vanity with a makeup area, a garden tub, a glass-enclosed shower with beautiful stone details, and a large walk-in closet with custom built ins. The interior is completed with a large utility room, equipped with a built-in folding table and utility sink. Two new air conditioning systems ensure efficient cooling, with one system zoned for optimal energy use, while a new hybrid water heater and new windows and doors adds further energy savings. Outside, the home truly shines with a recently added stone front fireplace on the lanai, a newly resurfaced solar-heated pool featuring custom stack stone waterfalls and LED lighting, and an oversized paver pool deck perfect for lounging or entertaining. The expansive backyard, a rarity in this area, boasts a paver deck with a built-in fire pit with LED lighting, a concrete slab ideal for basketball, and plenty of yard space for your personal touch. You’ll love living in this beautiful, gated neighborhood, just five minutes from the Lake Butler public boat ramp and conveniently close to restaurants, shopping, and top-rated public and private schools. Glenmuir also features a playground and pavilion with grills for residents to enjoy. This home has even more updates to offer. For a complete list of upgrades, please see the attached document. Don't miss the opportunity to own this exceptional property.

11085 Ledgement Lane, Windermere

$790,000
5 Beds 4 Baths Providence Ph 01 50 03 SubDv. 34786 Zip Code
Welcome to this exquisite two-story home boasting 3,365 square feet of elegant living space! With a brand-new roof and two new HVAC systems, a newly updated kitchen, brand new hardwood flooring, new carpet and fresh paint, this residence perfectly blends elegance and style. As you enter you are welcomed into a grand foyer with a soaring cathedral-style ceiling, leading to a thoughtfully designed three-way split floor plan. The front door is adorned with leaded glass, adding a touch of elegance. Tray ceilings, subtle arches, crown molding, and recessed lighting further emphasize the home’s voluminous and sophisticated design. The newly renovated, open-concept kitchen is a chef's dream, equipped with granite countertops and backsplash, stainless steel appliances, a large island with under counter storage, and a breakfast bar. Downstairs, you’ll find four spacious bedrooms, including the primary suite, which opens up to the rear screened in patio. The large primary bathroom is a true retreat with his and hers sinks, a luxurious garden tub, a stand-up shower, and a generous walk-in closet. Upstairs, a large mother-in-law suite awaits, complete with its own living area, bathroom, bedroom, and dedicated HVAC system, making it ideal for guests or extended family. Enjoy Florida evenings in the screened patio or watch Disney fireworks from the comfort of your own home. Additional features include a formal living and dining room combination, an indoor laundry room with a convenient utility sink, and a three-car garage that can also accommodate a boat, jet skis, a golf cart, or a variety of outdoor sporting equipment. Community pool, children's playground and a dog park are right down the road! Located just minutes from world-famous theme parks, Winter Garden Village for shopping, the Butler Chain of Lakes, the 429 expressway, Orange County National golf center, and many other attractions, this home is in a prime location. Top-rated public schools including Windermere Prep School, the turnpike, tons of restaurants and shops, and more are conveniently nearby. Don't miss the chance to own this beautiful home that offers luxury, convenience, and the perfect Florida lifestyle!

13121 Zori Lane, Windermere

$3,195,000
4 Beds 4.5 Baths Windermere SubDv. 34786 Zip Code
Awake to a breathtaking sunrise in this beautiful Key West Style custom-designed house. ALMOST AN ACRE WITH 130 FEET DIRECT LAKEFRONT PROPERTY LOCATED ON PRESTIGE LAKE BUTLER, THE CHAIN OF LAKES! Enjoy the lakefront lifestyle in the Butler Chain, which consists of 13 interconnecting lakes renowned for swimming, fishing, boating, and all water sports. As you enter this property, you will be in awe of the spectacular newly designed lawn surrounded by a ranch-style fence and illuminated tall, mature pine and oak trees on the private, quiet, dead-end street. A front porch leads to the entry door. Vaulted ceilings and expansive windows expose the great room to spectacular lake views. A large island kitchen with custom cabinets, quartz countertops, and a spacious dining area is open to the covered lanai. Three bedrooms, including the main suite, are on the second floor. A second stairway off the kitchen leads upstairs to the second main suite. Hardwood flooring and tasteful marble bathrooms are present throughout the house. The large screened-in pool with an outdoor bar, grill, and oversized terrace is ideal for entertainment. Among the many recent updates, it has a newly built dock with a boathouse, AC units, and fresh interior and exterior paint, making it a Move-in-Ready home. It is in a private and peaceful setting with no HOA dues, close to shopping, dining, golf, and more!!

12428 Summerport Lane, Windermere

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