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34786 Zip Code Real Estate & Homes near Historic District

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$10,200,000
6 Beds 9 Baths Windermere Town SubDv. 34786 Zip Code
An extraordinary brand-new contemporary lakefront estate on prestigious LAKE BUTLER, part of the renowned Butler Chain of Lakes, offering an exceptional blend of architectural sophistication, modern luxury, and unparalleled waterfront living. Situated on approximately 0.83 acres with 114 feet of pristine lake frontage, this remarkable residence was designed to capture breathtaking panoramic water views, spectacular sunrises, and unforgettable sunsets from nearly every major living space. Encompassing 6,457 square feet of heated living area, the home seamlessly integrates architecture and landscape through expansive walls of glass, soaring ceilings, refined finishes, and an abundance of natural light. Every space was carefully oriented to maximize the connection between the interior and the surrounding waterfront setting. The designer chef’s kitchen showcases premium Sub-Zero and Wolf appliances, custom European cabinetry, an oversized waterfall island, Italian marble accents, and contemporary finishes, making it both a stunning focal point and an ideal space for entertaining. Designed for flexibility and comfort, the residence features six private bedroom suites, including two luxurious primary suites—one conveniently located on the main level and another on the second floor. Both primary retreats offer spa-inspired bathrooms with elevated finishes, expansive custom closets, premium TOTO fixtures, and living spaces that blend comfort and sophistication. The home also includes eight full bathrooms, one half bath, a dedicated wine room with elegant Italian marble detailing, wide-plank engineered hardwood flooring throughout, designer lighting, dual laundry rooms, a natural gas fireplace, and fully integrated Control4 smart home automation. Control4 home automation allows seamless control of lighting, audio, security cameras, pool equipment, and HVAC systems, creating a connected living experience. Outdoor living is equally impressive, featuring expansive covered lanais, a summer kitchen, saltwater pool and spa, and a private two-level covered dock equipped with water, electricity, and a boat lift. Designed for the ultimate waterfront lifestyle, the dock accommodates a 25-foot boat and two jet skis while providing direct access to the Butler Chain of Lakes, one of Central Florida’s most sought-after boating destinations. Constructed with exceptional attention to detail, the residence features concrete block construction on the main level, metal-frame construction on the second floor, DensGlass exterior sheathing for enhanced durability and weather resistance, energy-efficient TPO roofing, advanced spray foam insulation, four Daikin variable-speed HVAC systems with a combined 20-ton capacity, and natural gas tankless water heaters with recirculation technology. The garage is also equipped with dual 220V outlets for future EV charging capability. Located within the historic Town of Windermere, residents enjoy a unique golf-cart-friendly lifestyle with access to community parks, tennis courts, playgrounds, private lake amenities, and charming tree-lined streets, and the added benefit of no HOA, all while being just minutes from Orlando’s finest dining, shopping, world-class golf, and top-rated private schools. A rare offering on Lake Butler, where architectural excellence, luxury finishes, advanced technology, and one of Central Florida’s most coveted waterfront settings come together to create an exceptional living experience.

728 Forest Street, Windermere

$2,175,000
6 Beds 6 Baths Windermere SubDv. 34786 Zip Code
Architecturally refined and thoughtfully designed, this custom built Transitional Craftsman residence blends timeless craftsmanship with modern luxury in the heart of Historic Olde Windermere with excellent walkability. Rich wood detailing, exposed pecky cypress beams, and dramatic stonework create warmth and depth throughout. The chef’s kitchen is both functional and sculptural, featuring a stone-framed cooking alcove, premium JennAir® appliances, custom ceiling-height cabinetry, and a walk-in pantry designed for serious cooks and entertainers. The home offers six bedrooms and six bathrooms, with two main-level owner’s suites providing exceptional functionality and privacy. Multiple living spaces are anchored by a striking floor-to-ceiling stone fireplace and beautiful library with rolling ladder, while upstairs bedrooms and bonus room are thoughtfully designed for comfort and quiet, complemented by quality finishes throughout. Recent updates include a newly installed roof (2024) and windows (2025), enhancing both peace of mind and long-term value. A spacious three-car garage adds both convenience and functionality. Outdoors, the home transitions easily to an entertainer’s retreat with covered porches, fireplace, outdoor kitchen, circular firepit, cabana bath, Tiki hut and lush landscaping. The property also offers the opportunity to add a FRONT GATE for enhanced privacy and security, and allows for a FUTURE POOL ADDITION, giving buyers flexibility to further customize the outdoor living experience. Deeded town resident access to the Butler Chain of Lakes and a prime location within Windermere’s vibrant town center with its new redevelopment complete this rare offering where architectural integrity meets a fun and functional Florida lifestyle.

713 Main Street, Windermere

$825,000
3 Beds 2 Baths Windermere Town SubDv. 34786 Zip Code
Welcome to Historic Downtown Windermere. This stunning, fully remodeled mid-century-modern home is ready to welcome its new owner into a life like none other. Located in the golf cart district, you have convenient access to a private boat ramp and two public boat ramps, community parks, tennis courts, and a downtown district that boasts charm and exclusivity. Besides an idyllic lifestyle, this home offers something that many do not, completely renovated and move in ready. With no detail forgotten, every aspect of this home has been masterfully updated and upgraded. Upon entering you are greeted by immaculate new landscaping, new sod, new trees, and shrubbery - giving fantastic curb appeal. This concrete block home has been completely repainted, along with the addition of a new garage door. Your smart front door swings open to towering high Ceilings, floor to ceiling windows, and a stunning bright home. Centered in the middle of the home is a mid-century fireplace with dark porcelain tile offsetting your bright porcelain tile flooring and new interior paint. This chef's kitchen has been completely remodeled, and redesigned. With designer cabinets, beautiful quartz countertops, luxury cafe appliances, and a beautiful butcher block island, your hosting desires are a reality with additional bar top seating. From your kitchen you have a large open family room, walk in pantry and walk in laundry room. In your main living space, you have an optional formal sitting area along with a potential formal dining room that leads to a covered outdoor patio. This home offers several different potential room layouts depending on your needs. Off of this space you have two guest rooms with new lighting, new fans, and a completely new bathroom. Up the new staircase, you have your private master suite. Complete with new lighting, new fans, new his and her vanities, new shower, new stand-alone tub, and new walk-in closet. The theme of this home is modern mid-century modern with the added convenience brand new finishes, technology, and features. Apart from the brand-new interior, this home offers a new AC, new electrical fuses, a new well tank, a new well pump, new irrigation, new gravel, a 2022 roof, and new hot water heater. Windermere is a town nestled along the lakes. Peace and tranquility at every turn, 4 Chase Road is the perfect home for anyone looking for luxury living in this historic waterfront town.

4 Chase Road, Windermere

$2,200,000
6 Beds 6 Baths Marsh Sub SubDv. 34786 Zip Code
~ MOVE IN READY~DIRECT LAKE BUTLER CHAIN OF LAKES ACROSS FROM THE FAMOUS BIRD ISLAND PRESERVE~ READY TO MOVE IN ~ DISNEY FIREWORKS SHOW EVERY NIGHT~CUSTOM BUILT BY SAMUAL OGREN ~THIS FAMILY COMPOUND IS LOCATED IN THE HEART OF HISTORIC DOWNTOWN WINDERMERE ON THE QUITE SHADED STREETS OF LAKE BUTLER~STEPS AWAY FROM THE PRIVATE WINDERMERE BOAT SLIP.~ ALL THREE HOMES HAVE BEEN RENOVATED OVER THE YEARS AND ARE MOVE IN READY.~630 BUTLER ST IS THE MAIN RESIDENCE BOASTING 2700 SQ FT WITH NEW LAMINETE WOOD FLOORS~ NEW WINDOWS AND CUSTOM BLINDS LOOKING OUT ONTO THE LAKE BUTLER ACROSS FROM BIRD ISLAND~ THE HOMES COME WITH A BEAUTIFUL PONTOON BOAT AND TRAILER~ TO CRUISE THE CHAIN OF LAKES AT SUNSET~BOAT DOCK HAS STORTAGE AND ROOM TO BBQ ON THE FAMILY GRILL~HUGE MASTER SUITE ALSO HAS LAKEVIEW AND FRENCH DOORS OUT TO THE LARGE LIVING AREA~ CUSTOM MASTER BATH WITH LARGE WALK-IN CEDAR CLOSET~ RENOVATED KITCHEN WITH ALL NEWER APPLIANCES & BREAKFAST BAR~ SET UP LIKE A DOUBLE MASTER THE 2ND BEDROOM IS VERY LARGE WITH A SPA TUB AND SHOWER~ ALSO HAS APRIVATE ENTRY AREA THROUGH FRENCH DOORS~ THE 3RD BEDROOM IS ACROSS FROM FULL SHOWER BATH FOR FAMILY OR GUEST~ PAVER DRIVEWAY AND PARKING FOR RV AND CARS~ 628 BUTLER ST IS THE COTTAGE A TWO BEDROOM TWO BATH HOME WITH OPEN GREATROOM AND INSIDE LAUNDRY AS WELL~ MASTER BEDROOM HAS A SHOWER BATH AND PRIVATE PATIO EXIT FOR OUTSIDE VISITS~ 626 BUTLER ST THE STUDIO ONE BEDROOM ONE BATH AND LIVING AREA SEPARTE FOR GUESTS OR CARE TAKERS OF THE PROPERTY~ THE STUDIO AVAILABLE WITH FURNISHINGS & STORM SHELTER ~EXTREMELY UNIQUE PROPERTY HAS BEEN IN THE FAMILY SINCE 1950 MAKING IT ONE OWNER PERFECT WITH NO HOA~A SURVEY IS AVAILALBE UPON REQUEST~AUGUST MOVE IN~

628 Butler Street, Windermere

$465,000
3 Beds 2 Baths Gotha Town SubDv. 34786 Zip Code
Amazing Rare opportunity to own this Historic landmark home on its Centenial !! New roof, New AC system, large lot and NO HOA. Featured in many magazines ,this original craftsman built in 1927 by Mr Wilkening for one of his three daughters, Gertrude. Mr. Wilkening was one of the area's first citrus farmers. The home still holds much of its original charm, craftsmen moldings, hand blown glass windows with original weighted window systems, pine wood floors, and much more including the original door knobs! in addition to all the charm it is ready for modern living, completely updated kitchen with gas gourmet cook stove, granite counter tops, farm house sink, plenty of wood cabinet storage..Newer Ac system and newer roof have already been completed, aprox one year ago. Home has three full bedrooms two of which are large and can be the main bedroom, your choice. Bedrooms are split by a formal living and formal dining space. Front covered porch and nearly 1/3 acre of land, some of which was farmed during the great depression to feed the family. There is an additional out building which can be used as storage, converted to living space or changed into a garage. Due to size of the lot there is land to build should you choose to add living space or a pool. Location is walking distance to dining at the Yellow Dog Cafe, only 15 min drive to downtown Windermere or Downtown Orlando. Near the major attraction areas and No HOA which means you can even have chickens on this site!

9747 Gotha Road, Windermere

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