Butler Chain of Lakes

5 Beds ⋅ 5 Baths ⋅ Aladar On Lake Butler SubDv. ⋅ 34786 Zip Code

Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

800 W 2nd Avenue, Windermere

$7,500,000

6 Beds ⋅ 8 Baths ⋅ Windermere SubDv. ⋅ 34786 Zip Code

Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

724 W 2nd Avenue, Windermere

$1,450,000

5 Beds ⋅ 4 Baths ⋅ Harbour Oaks Pointe SubDv. ⋅ 32809 Zip Code

Experience waterfront living at its finest in this beautifully designed two-story home built in 2008, perfectly positioned on a wide canal with direct access to the sought-after Conway Chain of Lakes. Located just off Lake Conway Drive near South Orange Avenue, this property offers both convenience and an exceptional boating lifestyle. From the moment you step inside, you’ll appreciate the spacious open layout highlighted by a dramatic two-story living room, rich wood and travertine flooring, and a cozy gas fireplace that creates a warm focal point. The kitchen is thoughtfully appointed with granite countertops and top-of-the-line appliances, making it ideal for both everyday living and entertaining. Enjoy seamless indoor-outdoor living with a screened, enclosed pool overlooking the canal, along with a private boat dock and boathouse—perfect for launching out for a day on Lake Conway. Additional features include central vacuum, an interior laundry room complete with utility tub and cabinetry, two built-in entertainment centers, and a versatile loft space ideal as a playroom or media area. Offering generous space, quality finishes, and true canal-front access, this home presents an outstanding opportunity to enjoy the best of Florida waterfront living.

438 Harbour Oaks Pointe Drive, Orlando

$1,025,000

4 Beds ⋅ 3 Baths ⋅ Mandalay Shores SubDv. ⋅ 32809 Zip Code

High-end upgrades and meticulous pride of ownership. Welcome to Lake Conway. This fully renovated canal-front home sits on a quiet dead-end street in the heart of Orlando, offering direct access to the entire Conway chain of lakes — all the boating without the noise and traffic of living directly on open water. Launch from your own private boat ramp with a recently updated dock and new decking (2025) and a new boat lift motor (2024), and Touchless boat cover system, all anchored by a recently modernized seawall. A separate waterfront deck with a handsome metal-roof pavilion creates the perfect spot to relax and take in the water. Inside, the home lives bright and open with a spacious great-room concept and a gorgeous kitchen featuring granite countertops, stainless steel appliances, and beautiful cabinetry with under-cabinet lighting, all set off by luxury vinyl plank flooring throughout the downstairs. A convenient mudroom with indoor laundry and an adjoining half bath adds everyday function, one of the three downstairs bedrooms makes an ideal home gym, and the epically renovated guest bath is truly stunning. Upstairs, the oversized master retreat features warm wood accents, tongue-in-groove ceiling, and an elegantly remodeled bath with his & hers walk-in closets, an oversized shower and floating vanity, plus private access to a rooftop patio overlooking the canal. The master and one guest bedroom are finished with premium Karastan carpet. A standout separate air-conditioned flex space — currently a teen's bedroom and previously a home office — makes an ideal studio or guest retreat, fully modernized top to bottom with insulated paneling, luxury vinyl plank flooring and loft space for beds or storage (this is not included in the bedroom count). The current owner has meticulously upgraded the home throughout, including spray foam insulation on the underside of the roof and within the master bedroom walls. Major systems are newer and thoroughly documented (docs can be provided): a new AC with new ducting (2024), a whole-home re-pipe (2020), a water filtration system, updated interior and exterior electrical (2020), a high-efficiency water heater, and a roof in great condition. Additional improvements include an irrigation system with new pump, all-new Pella brand doors and windows, and updated lighting fixtures, doors, and hardware throughout. The oversized garage with RV hook-up adds an epoxy-sealed floor, its own mini-split AC, work-shop space with wet-bar sink and a modern opaque-front garage door, while the exterior is finished with gutters and gutter guards, landscape lighting, architectural window shutters, and modern accents throughout. A large paver driveway and patio deliver standout curb appeal, and the fully fenced backyard features upgraded horizontal-plank fencing with a steel-reinforced gate (2025) and a large screened paver patio with a well-maintained hot tub. Located close to A-rated schools and just a five-minute bike ride to Cornerstone Academy, the home also offers rare expansion potential — the seller has already assessed the oversized side yard for a future pool or home addition, both feasible thanks to the home being on sewer. The ultimate Florida lake lifestyle awaits — boat, relax, and entertain, all from your own slice of the Conway chain.

465 Mandalay Road, Orlando

$15,900,000

7 Beds ⋅ 9 Baths ⋅ Keene's Point SubDv. ⋅ 34786 Zip Code

Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half baths plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

$1,550,000

4 Beds ⋅ 3 Baths ⋅ J H Livingstons Sub SubDv. ⋅ 32809 Zip Code

Virtually Staged. Welcome home to this beautifully renovated 4-bedroom, 3-bathroom lakefront retreat, perfectly set on a private 1-acre lot off the main road with breathtaking views of Little Lake Conway. Beautifully reimagined this year from top to bottom, this 2,700 sq ft home sparkles! With an open-concept layout and gorgeous lake views that take center stage from nearly every room, this home encapsulates modern finishes with the timeless charm of the sought-after Conway area. The upgrades run throughout: a brand-new roof, spray foam insulation, new baseboards and trim, and fresh paint inside and out. At the heart of the home, a huge gourmet kitchen features quartz countertops and backsplash, stainless steel appliances, and a 36-inch stove made for entertaining, while the dining room's built-in serving bar is perfect for hosting family and friends. The bathrooms are beautifully updated with quartz, new cabinetry, truly spa-inspired showers with groutless wall panels for a luxurious look and easy upkeep. LVP flooring flows throughout the open living spaces, complemented by a cozy fireplace for relaxed evenings at home. Step outside to your private pool and paver deck — a lovely spot to soak in those unforgettable sunset views. Water sports enthusiasts will love the private dock offering direct access to the Lake Conway Chain, ideal for boating, water skiing, wakeboarding, and fishing right from your backyard. Complete with a 2-car garage, indoor laundry room, gated and newly updated private driveway, and no HOA, this rare combination of privacy, space, and lakefront access is hard to find so close to downtown Orlando. Spacious rooms, updated finishes, and a lakefront setting that feels like a getaway every day — this is a lakefront dream!

1225 Hoffner Avenue, Orlando

$6,700,000

8 Beds ⋅ 10 Baths ⋅ Keenes Pointe SubDv. ⋅ 34786 Zip Code

Virtually Staged. Welcome to an extraordinary new construction waterfront estate built by Element Home Builders, located in the prestigious 24-hour guard gated community of Keene’s Pointe. Situated on a private cul-de-sac, this one of a kind residence rests on a spectacular 0.78 acre homesite with 518 feet of combined waterfront overlooking a serene pond and the beautiful waters of Lake Burden. Offering 8,133 square feet under air and 10,971 total square feet, this exceptional home features 8 bedrooms, 7 full bathrooms, and 3 half bathrooms with unparalleled craftsmanship and luxury finishes throughout. A grand marble foyer welcomes you with soaring ceilings, designer lighting, wood beams, and rich solid oak flooring. The stunning chef’s kitchen features custom solid wood cabinetry, stunning countertops, Thermador paneled refrigerator and freezer with white wine refrigeration, Wolf range, built-in convection oven, microwave, and a custom exhaust hood. The expansive great room showcases a natural stone fireplace and wall to wall sliders that open to breathtaking views of the infinity edge saltwater pool, spa, backyard oasis, and Lake Burden. The luxurious primary suite offers panoramic water views, custom illuminated walk-in closets, a spa inspired bathroom with a massive shower, designer fixtures, and a freestanding soaking tub. Additional highlights include a temperature controlled wine cellar, hidden elevator, executive study with custom built-ins, five spacious main level bedrooms, and a spectacular second floor featuring a private gym with reinforced insulation, custom theater, loft with kitchenette, balcony overlooking the water, and three ensuite bedrooms. Outdoor living is designed for entertaining with your summer kitchen including a heavy duty grill and hood, motorized screens for the entire lanai, multiple gathering areas, fire pit, private putting green, and a nature path leading to your covered boat dock with boat lift for endless Lake Burden adventures on a 125 acre skiable lake. A four-car garage with built in ceiling lighting tracks and electric vehicle charging completes this exceptional residence. Keene’s Pointe offers an unmatched lifestyle with the Golden Bear Club, featuring a championship golf course, clubhouse, fitness center, tennis courts, resort-style pool, and numerous parks and recreation areas. Ideally located just minutes from Walt Disney World, world class dining, shopping, and top rated schools, with close proximity to Windermere Preparatory School. This rare never been lived in lakefront estate is being offered for the first time and represents a unique opportunity to own one of Central Florida’s finest custom homes. Be sure to click on the virtual tour links.

8342 Boyla Court, Windermere

$2,500,000

3 Beds ⋅ 2 Baths ⋅ Cypress Shores First Add SubDv. ⋅ 32836 Zip Code

Welcome to an exceptional lakefront opportunity on the highly sought-after Butler Chain of Lakes. A major recent value enhancement has transformed this property through a completed lot reconfiguration, adding approximately 14,500 square feet and creating a true 0.80-acre lakefront homesite with direct frontage on beautiful Lake Tibet. Nestled within the desirable Cypress Shores community, this custom-built 3-bedroom, 2-bath residence offers an exceptional blend of timeless craftsmanship, contemporary comfort, and an unparalleled waterfront lifestyle. Enjoy direct access from Lake Tibet through the connecting canal to Lake Sheen and the remaining lakes of the world-renowned Butler Chain. Inside, the home showcases remarkable custom millwork, extensive built-in cabinetry, rich hardwood finishes, and clean architectural lines. Vaulted and cathedral ceilings, skylights, and expansive windows fill the open-concept living and dining areas with natural light while framing picturesque lake views. The thoughtfully designed split-bedroom floor plan provides privacy for the spacious primary suite, complete with custom built-ins and a beautifully appointed en-suite bath. The kitchen combines elegance and functionality with stunning Grigio Carnico Italian marble countertops, soft-close custom cabinetry, stainless steel appliances, a Samsung touchscreen refrigerator, built-in microwave, and an under-counter wine cooler—perfect for everyday living and effortless entertaining. The adjoining family room offers breathtaking views of the professionally landscaped backyard and Lake Tibet, creating a warm and inviting space to relax while enjoying the tranquil waterfront setting. Both bathrooms are beautifully finished with Italian marble and custom stainless-steel fixtures, reflecting the exceptional quality and attention to detail found throughout the home. Step outside to your private outdoor oasis, where an expansive covered lanai overlooks the tranquil waterfront. The resort-style outdoor living area features a stunning infinity-edge pool, relaxing spa, and a fully equipped summer kitchen, creating the perfect setting for entertaining or enjoying spectacular sunsets over Lake Tibet. The newly expanded 0.80-acre lakefront homesite also offers exceptional potential for future expansion, including the possibility of enlarging the residence to approximately 5 bedrooms and 4 bathrooms, subject to buyer verification and applicable approvals. Additional features include an oversized two-car garage, mature professional landscaping, and no HOA. Located on one of Central Florida's most coveted lake chains, the Butler Chain offers more than 5,000 acres of interconnected waterways renowned for boating, water skiing, fishing, paddleboarding, and year-round recreation. Conveniently located just minutes from Bay Hill, Dr. Phillips' renowned Restaurant Row, championship golf courses, upscale shopping, Disney Springs, Disney Parks, Orlando International Airport, and Downtown Orlando. This is a rare opportunity to own a beautifully crafted home on an expanded lakefront homesite in one of Central Florida's most excepcional waterfront communities, offering exceptional lifestyle, long-term value, and endless possibilities.

10129 Lone Tree Lane, Orlando

$2,285,000

5 Beds ⋅ 3 Baths ⋅ Conway Shores SubDv. ⋅ 32812 Zip Code

Welcome to your contemporary Mediterranean waterfront estate on the prestigious Lake Conway Chain of Lakes, where timeless architectural elegance meets sophisticated modern design. This stunning 5-bedroom, 3-bathroom estate offers 3,625 feet of thoughtfully designed living space. The moment you walk through the front door, you'll notice the beautiful white oak hardwood flooring that flows throughout the entire home. Completely remodeled inside and out, this exceptional residence has been reimagined from top to bottom with extensive high-end upgrades, thoughtful design, and an ideal split floor plan. Designed for both everyday living and entertaining, the main living areas are filled with natural light, while the chef-inspired kitchen and breathtaking Lake Conway views serve as the home's focal points. The kitchen features solid wood soft-close cabinetry, quartz countertops, a large custom island, and high-end appliances with manufacturer warranties. All new front windows and sliding glass doors, custom mahogany front doors, designer lighting and fans, and select smart lighting features further enhance the home. The spacious primary suite offers lake views, direct access to the pool area, and a luxurious spa-inspired bathroom featuring custom vanities, frameless glass showers, and a high-end soaking tub. On the opposite side of the home, you'll find three additional bedrooms and two beautifully updated bathrooms, including a convenient pool bath with direct access to the outdoor living area. An additional flex room provides endless possibilities and can easily serve as a fifth bedroom, private office, gym, or hobby room. Upstairs, the bonus loft opens to a private balcony overlooking the lake, offering the perfect place to enjoy your morning coffee or unwind while taking in the incredible water views. Outdoor living is equally impressive, featuring a resurfaced pool patio, cedar-covered lanai, custom outdoor built-in grill, updated lighting, and a beautifully maintained beach area overlooking the lake. A newly installed dock in 2025, complete with a covered boat lift, provides direct access to the Lake Conway Chain for boating, skiing, fishing, and making memories on the water. Conveniently located near Downtown Orlando, Orlando International Airport, world-famous theme parks, premier dining, and entertainment, this exceptional property offers the perfect blend of luxury, location, and waterfront living. Schedule your private tour today and experience everything this extraordinary Lake Conway waterfront estate has to offer.

2501 Trentwood Boulevard, Orlando

$1,499,000

3 Beds ⋅ 3 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

Welcome to 20 Oakdale Street, an exceptional waterfront luxury residence in the highly sought-after Town of Windermere with direct access to Lake Down and the Butler Chain of Lakes offering an ideal blend of elegance, privacy, and Florida lifestyle, this beautiful home is perfectly positioned to enjoy the area's charming small-town atmosphere while remaining just minutes from world-class dining, shopping, golf, and attractions * Incredible backyard * Summer Kitchen with Pizza Oven * Firepit with Stone Seating * Boathouse * Viking 6 Burner Gas Cooktop * Viking Fridge * Built in 2004 * 2 Suites on 1st Floor * Step inside to discover spacious living areas filled with natural light, soaring ceilings, and thoughtfully designed spaces perfect for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into inviting gathering spaces, while the generous bedrooms provide comfort and privacy for family and guests. * Outside, enjoy your own private retreat with beautifully landscaped grounds, ample outdoor living space, and the opportunity to experience everything that makes Windermere one of Central Florida's most desirable communities. Whether relaxing by the pool, hosting friends, or taking advantage of nearby lakes and recreation, this home offers the lifestyle you've been searching for. * Located within close proximity to top-rated schools, renowned golf courses, the Butler Chain of Lakes, and just a short drive to downtown Orlando and major theme parks, this is a rare opportunity to own a premier property in one of Florida's most coveted addresses.

20 Oakdale Street, Windermere

$670,000

5 Beds ⋅ 3 Baths ⋅ Acreage SubDv. ⋅ 32839 Zip Code

A private dock with a covered boat slip and lift sits past the lawn, ready for the boat, the wakeboard, and every summer that follows. The lot runs wide and flat to the shoreline, with room to run, play, and spread out. Mature oaks and Spanish moss frame the view. Downtown Orlando sits on the horizon. Step inside and the lake follows you. Tile and wood run throughout the home. A brick wood-burning fireplace anchors the living room, flanked by built-in shelving. Light pours through wide windows all day long. The kitchen stays ready for the after-lake crowd, with stainless appliances and counter space to work. Sliding glass doors open off just off the dining room and lead out to the patio, with the water just beyond. Five bedrooms mean everyone gets room to spread out. But the real story is out back, where the lawn rolls down to your own stretch of shoreline. Out front, the circular drive parks the boats, the trailers, and the guests with room to spare. The dock stays ready. The water stays close. Live where the weekend starts at your own shoreline. Minutes to I-4, SR 528, and SR 417, with the Florida Mall, downtown Orlando, and MCO Airport all within easy reach.

5725 Padgett Circle, Orlando

$1,289,000

4 Beds ⋅ 3 Baths ⋅ Sand Lake Cove Ph 01 SubDv. ⋅ 32836 Zip Code

**NEW PRICE! Exceptional opportunity to own direct Big Sand Lake frontage in the heart of Dr. Phillips.** (Big Sand Lake, a 1,000+ acre private ski lake) Offering breathtaking water views, a private dock with boathouse, and an exceptional outdoor living experience, this property captures the very best of Florida waterfront living. Ideal for boating, waterskiing, wakeboarding, paddleboarding, fishing, and sunset cruises, Big Sand Lake provides endless opportunities for recreation right from your own backyard. The backyard is a true retreat, featuring a spacious screened patio, sparkling pool, and expansive pool deck overlooking the tranquil waters of the lake. Whether you're enjoying a peaceful morning sunrise, entertaining guests, or spending the day on the water, this outdoor oasis provides the perfect setting. Nature lovers will appreciate the nearby trail with direct access to Dr. Phillips Community Park, offering playgrounds, sports fields, picnic areas, and a popular dog park. Inside, you'll find a bright and inviting open-concept split floor plan designed for both comfortable living and effortless entertaining. The welcoming foyer opens to the formal living room, where sliding glass doors frame beautiful lake views and provide access to the outdoor living space. Just off the foyer, the formal dining room flows seamlessly into the kitchen and family room. The well-appointed kitchen features stainless steel appliances, a center island, stunning new granite countertops, abundant cabinetry, and a sunny breakfast nook overlooking the pool and lake. The adjacent family room offers built-in shelving and sliding glass doors to the pool deck, creating an ideal gathering space for family and guests. The private primary suite is situated on the right side of the home and features a beautifully updated en-suite bathroom with a freestanding soaking tub, large walk-in shower, and dual walk-in closets. Connected to the primary suite is a private office with sliding glass doors leading directly to the patio, providing a peaceful workspace with inspiring lake views. On the opposite side of the home, two secondary bedrooms share a full bathroom. Toward the rear of the home, a fourth bedroom and third full bathroom offer additional privacy and flexibility for guests, extended family, or multi-generational living. The third bathroom also provides convenient access from the pool area. Additional features include a two-car garage, an interior laundry room, and abundant storage throughout the home. Luxury vinyl flooring extends through all bedrooms and most living areas, while ceramic tile enhances the kitchen, family room, and bathrooms. Recent updates include a NEW HVAC system, fresh interior paint, refinished kitchen and primary bathroom cabinetry, a new refrigerator, new dishwasher, upgraded granite countertops, and numerous additional improvements. Ideally located near world-class shopping, dining, and entertainment, this exceptional home also offers convenient access to I-4, making commutes to Downtown Orlando, the Walt Disney World Resort area, Universal Orlando, Orlando International Airport, and Florida's beautiful beaches quick and convenient. Whether you're seeking a peaceful waterfront retreat, a home designed for entertaining, or a property that embraces an active boating and watersports lifestyle, this rare Big Sand Lake opportunity delivers the very best of Central Florida lakefront living.

10273 Cove Lake Drive, Orlando

$7,000,000

6 Beds ⋅ 8 Baths ⋅ Cypress Shores First Add SubDv. ⋅ 32836 Zip Code

CHAIN OF LAKES WATERFRONT ESTATE! Set on the Butler Chain of Lakes with direct boating access and no HOA, this 7,200+ SF custom waterfront luxury property delivers true resort living wrapped in bold architectural design. The home is anchored by a one-of-a-kind turquoise-stained white oak floating staircase with integrated LED illumination, while a three-story concrete block build with impact glass and a private elevator enhance both presence and peace of mind. With 6 ensuite bedrooms, a home theater, home gym, home office, dual lofts with kitchenette, 2 laundry rooms, and a 3-car garage, every level is designed for effortless everyday living and unforgettable entertaining. Luxury is evident in the specialty quartz countertops, high-end appliances, and spa-inspired baths with designer finishes. Multiple primary-suite-style retreats offer flexibility and the dedicated home theater with raised platforms, Seatcraft Serenity Italian leather power recliners, and Yamaha/MartinLogan/Klipsch audio bring cinematic nights home. Outside, this private Lake Sheen retreat offers a new seawall, private dock w/ boat lift, and a private boat ramp that lets you launch straight from home for wakeboarding, skiing, jet skiing, paddleboarding, or sunset cruises. A resort-style pool and oversized spa, covered lanai, and two-story screen enclosure frame panoramic water views, while the top level terrace and lounge create a rare, elevated escape complete with connections for a gas fire pit and grill. An extraordinary Chain of Lakes property where craftsmanship and recreation come together in spectacular fashion.

9940 Lone Tree Lane, Orlando

$6,900,000

5 Beds ⋅ 7 Baths ⋅ Down Acres Estates SubDv. ⋅ 34786 Zip Code

A rare architectural statement on Lake Down, this extraordinary contemporary waterfront estate redefines luxury living in the heart of Windermere. Positioned on the prestigious Butler Chain of Lakes, this stunning residence offers 5 bedrooms, 5 full baths, 2 half baths, and a private elevator, seamlessly blending sophisticated design with effortless lakefront living. Constructed to Miami coastal specifications, the home was engineered with exceptional attention to quality, durability, and structural integrity while maintaining its striking modern aesthetic. Floor-to-ceiling glass walls frame breathtaking water views and flood the home with natural light, while soaring ceilings and open-concept living spaces create a dramatic yet inviting atmosphere. Every detail has been thoughtfully curated, from the designer finishes and statement lighting to the seamless integration of indoor and outdoor spaces. Luxury wellness amenities, including a steam shower, further enhance the home's resort-inspired appeal. The outdoor living experience is equally impressive, featuring a spectacular pool, expansive covered entertaining areas, and a fully equipped outdoor kitchen designed for gatherings both intimate and grand. Above it all, the rooftop terrace offers panoramic views of Lake Down and the surrounding landscape, creating the perfect setting for morning coffee, sunset cocktails, or evenings under the stars. As night falls, enjoy a truly magical experience as Disney fireworks illuminate the horizon from the comfort of your private rooftop retreat. Whether spending the day on the Butler Chain, entertaining guests poolside, or relaxing while taking in the waterfront views, this residence delivers an unparalleled lifestyle defined by elegance, comfort, and connection to the water. Ideally located just minutes from Restaurant Row, Downtown Orlando, the Mall at Millenia, Disney, Universal Studios, Orlando International Airport, and major thoroughfares including SR-408, this exceptional property combines the serenity of premier lakefront living with unmatched convenience. From sunrise over Lake Down to Disney fireworks dancing across the night sky, this is a home designed to inspire, impress, and elevate everyday living.

9061 Ron Den Lane, Windermere

$13,995,000

6 Beds ⋅ 11 Baths ⋅ Lake Down Pointe 50 42 SubDv. ⋅ 34786 Zip Code

BRAND NEW ESTATE. A truly exceptional one-of-one on the shores of Lake Down, boasting over 12,000SF, 6BR's, 6/5BA's, and unmatched multigenerational flexibility. Designed by Mark Nasrallah and curated by Sorenson Construction, every inch of this estate was crafted with intention and the finest materials. Two 4-car garages flank either side of the oversized motor court, offering private entry to both the main house and the attached guest house. Off the main foyer, you'll find the formal dining room with Calacatta marble floors, and geometric coffered ceiling. Just beyond the elevator lies a 17x19 laundry room with an expansive island. The east wing is home to the gourmet kitchen, breakfast room, and family room. The chef's kitchen includes a Wolf six-burner gas stove with a built-in range hood, stacked double oven, and Sub-Zero double-wide refrigerator. Two Calacatta Macchia Vecchia marble islands create the ultimate statement. Beyond the main kitchen, behind a hidden door, is the prep/messy kitchen, with a Monogram 4-burner gas stove, Bosch refrigerator, walk-in pantry and butler's pantry. On the opposite side of the kitchen, the spacious breakfast room is bathed in natural light with access to the summer kitchen and pool deck through glass sliding doors. The open-concept layout flows effortlessly to the family room, where a backlit, custom media wall offers endless entertainment options. At the center of the main house is the expansive living room, the heartbeat of the estate. From the backlit coffered ceilings to the handcrafted millwork, and an overwhelming wall of glass, every part of this room feels larger than life. Rich hardwood flooring, built-in bookshelves, and a custom brass fireplace make it feel as charming as it is expansive. For guests, there is a first-floor ensuite bedroom complete with a separate generous lounge room, all overlooking spectacular lake views. Beyond the custom iron staircase on the first floor is the executive office, with built-in library, wood desk, and beautiful herringbone flooring. Adjacent is a stunning powder bath, followed by the interior guesthouse entry, which opens to a generous living room, a full-size kitchen with a Wolf 6-burner gas stove and a beautiful Arpell Azul mosaic backsplash, its own prep/messy kitchen, and full butler's pantry. The guest house's primary suite is its own oasis, with sweeping lake views, an ensuite bathroom, double vanity, clawfoot tub, and a huge walk-in closet. Two additional ensuite bedrooms — one designed for staff — a full-sized laundry room, and a flex room complete the guest house. Upstairs, the primary suite spans the entire east wing, with handcrafted coffered and backlit ceilings that are mesmerizing, plus panoramic views of Lake Down from the balcony. The master ensuite bathroom boasts a freestanding massage bath, his-and-hers vanities, and Walden Onyx designer wall coverings. The immersive primary walk-in closet will simply take your breath away, featuring designated his-and-hers areas, a center island, custom-built-in cabinetry, and an adjacent laundry room for the upper level. Directly next to the primary suite lies a spa retreat with a sauna room. A media room and entertainment den complete with its own kitchenette boast a flex room directly across the hall as well as an oversized ensuite guest suite. Outside, the limestone pool deck & covered summer kitchen, the disappearing-edge pool and spa with retractable screens provide the perfect retreat.

3057 Porto Lago Court, Windermere

$12,750,000

6 Beds ⋅ 10 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Virtually Staged. A true Lake Butler trophy estate. Set within the world-famous gates of Isleworth and commanding panoramic western sunset water views of Lake Butler from virtually every room, 9832 Laurel Valley Drive offers over 11,000 square feet of luxury lakefront living, situated upon 150 feet of expanded sandy beachfront, thoughtfully enlarged by the current owners, in one of Florida’s most well known communities. This statement home features six bedrooms, seven full bathrooms, and three half bathrooms, a newly installed bespoke theater room with custom seating, an infrared sauna and dedicated wellness and fitness area, two full bars, a private pub and game room, an elegant pool and spa, a fully equipped summer kitchen, and multiple levels of outdoor living and lounge space overlooking the lake. Complemented by countless additional spaces designed for both grand-scale entertaining and everyday enjoyment, every room exudes elegance and has been meticulously designed and expertly executed down to the finest detail. Beyond its unmatched location and architecture, the home has benefited from several million dollars’ worth of enhancements and upgrades, further elevating an already impressive estate into something truly magnificent. The result is a residence that blends timeless luxury with modern comfort while offering one of the most desirable waterfront settings in Central Florida. Not all lakefront homes are created equal, and Laurel Valley is a shining example of that. More than a home, 9832 Laurel Valley Drive is a statement. A trophy estate befitting a legacy. A rare opportunity to own one of Florida’s most compelling waterfront properties ever. The home may be negotiated to include select furniture, a brand-new pontoon boat, two new Sea-Doo jet skis, and a golf cart.

9832 Laurel Valley Drive, Windermere

$3,500,000

4 Beds ⋅ 4 Baths ⋅ Maitland Shores 1st Add SubDv. ⋅ 32789 Zip Code

Virtually Staged. Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef’s kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler’s pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you’ll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don’t miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*

2240 Venetian Way, Winter Park

$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

$2,375,000

4 Beds ⋅ 4 Baths ⋅ Kelso On Lake Butler SubDv. ⋅ 34786 Zip Code

Opportunities like this in Windermere rarely reach the open market and are often treasured for generations.Welcome to an extraordinary lakefront estate in the highly coveted community of Kelso on Lake Butler, where timeless architecture, unmatched privacy and the ultimate Florida lifestyle come together on over 2 pristine acres along the shores of private Lake Davis. This sprawling custom one-story estate offers almost 4000 square feet of thoughtfully designed living space with breathtaking sunset views, a private sandy shoreline,private boat ramp and covered boat dock on Lake Davis. Residents of Kelso on Lake Butler also enjoy exclusive access to a private community boat ramp, fishing pier and park on the world-renowned Butler Chain of Lakes,connecting you to 13 interconnected ski lakes and more than 5,000 acres of recreational paradise just moments from your front door. From the moment you arrive, the heavily landscaped grounds,massive brick paver driveway,lush tropical landscaping & mature oak trees create a commanding first impression.Oversized double entry doors open to soaring 14-foot ceilings and an incredible open-concept living space designed for both grand entertaining and everyday comfort.The impressive great room (34x25) is anchored by a dramatic wall of custom built-ins, stunning stonework and an electric fireplace that creates an incredible focal point. The chef’s kitchen is equally spectacular,featuring an oversized gathering island,separate Sub-Zero refrigerator and freezer,custom cabinetry and a showstopping Wolf freestanding range,vented hood and pot filler.This space was designed to bring people together and will quickly become the centerpiece of every gathering. The owner’s retreat is a true private sanctuary , massive custom walk-in closet with additional full sized W & D, massive spa and secluded outdoor shower. On the opposite side of the home, a bonus/flex room leads to an additional ensuite bedroom and two oversized secondary bedrooms connected by a Jack and Jill bath provide exceptional privacy and flexibility for family and guests. A secondary garage exit also allows this area to easily be converted into an in law suite. One of the home’s most captivating features is the massive pocketing glass wall that completely opens the interior to the enormous covered & screened lanai, creating a seamless indoor-outdoor living experience. Tongue & groove ceilings,a summer kitchen and panoramic lake views transform this space into the ultimate entertaining destination.Every evening feels special as you enjoy postcard-worthy sunsets over Lake Davis from the comfort of your own backyard. Additional highlights include a climate-controlled garage,irrigation sourced directly from the lake for reduced waterbill &a durable metal roof designed for decades of drama free ownership. Kelso on Lake Butler is one of Windermere’s most sought-after luxury lakefront communities,known for its canopy oak-lined streets,estate homes and unmatched access to the Butler Chain of Lakes.Tucked away in one of Windermere’s best-kept secrets,yet only minutes from top-rated schools, dining, shopping and major attractions,this location perfectly balances tranquility and convenience. This is more than a home,it is a rare legacy property and a true unicorn opportunity in the Windermere luxury real estate market. Opportunities like this are few and far between.Do not miss your chance to own one of Central Florida’s most special lakefront estates.

5624 W Lake Butler Road, Windermere

$7,900,000

5 Beds ⋅ 7 Baths ⋅ Tuxedo Estates SubDv. ⋅ 32806 Zip Code

Welcome to the jewel of the Lake Conway Chain of Lakes- a truly extraordinary lakefront estate nestled on over 2.5 acres along the highly coveted North Shore of Lake Conway. Boasting an impressive 258 feet of shoreline, this iconic property offers a rare opportunity to enjoy one of Orlando’s most premier waterfront lifestyles just minutes from downtown Orlando, yet worlds away in privacy and tranquility. The home was built in 1961 by T.G. Lee for his wife Elizabeth. This remarkable estate has remained within the T.G. Lee family ever since and is rich in both history and timeless elegance. Tucked away at the end of a quiet dead-end street surrounded by manicured lawns and stunning homes, the property offers exceptional privacy, charm, and presence. As the electric gates open, you are welcomed by a sprawling front lawn, circular driveway, and stately brick Colonial architecture complete with classic columns and an inviting front porch. Inside, the home is filled with natural light and showcases volume ceilings, extensive woodwork, original hardwood floors, crown molding, chair rail detailing, and breathtaking lake views from nearly every room. The spacious living room features a cozy fireplace and flows seamlessly into the formal dining area and stunning sunroom with French doors opening to the picturesque backyard and sparkling waters of Lake Conway. A richly appointed wood-paneled office with exterior access and a beautiful wood-paneled library featuring floor-to-ceiling built-ins with a rolling ladder create warm and sophisticated gathering spaces. The chef’s kitchen is thoughtfully designed with a dining nook overlooking the lake and includes premium features such as double freezers, an ice maker, wine refrigerator, and dry bar. Whether entertaining guests or enjoying quiet mornings at home, the home’s layout perfectly blends elegance with comfort. Step outside to your own private lakeside retreat featuring a swimming pool, expansive patio, private dock with boat lift and two jet ski lifts, and endless panoramic water views. Enjoy boating, fishing, paddleboarding, and weekends spent on Orlando’s most desirable chain of lakes. The yard is even large enough to allow for a helicopter to land. Upstairs, the spacious primary suite offers breathtaking lake views from the private balcony, an oversized bathroom, and a huge walk-in closet. Two additional upstairs bedrooms each feature their own en suite bathrooms. In addition to the four main bedrooms and four full bathrooms, the home includes a maid’s quarters, complete with its own laundry, bathroom, and optional private exterior entrance. Plus there is a full attic for more storage. Additional highlights include:• Elevator access to all three floors• Spacious basement- perfect for a game room and home gym• Large laundry room with cabinetry and sink• Three-car garage, including one bay with dual-sided doors ideal for boat storage or breezeway access• Block construction• Irrigation reclaimed from the lake• Security system• Two half bathrooms This exceptional property offers a rare blend of history, luxury, acreage, and premier lakefront living in one of Orlando’s most treasured neighborhoods. Conveniently located just minutes from downtown Orlando and and the vibrant shops and restaurants of the SODO district. Plus it offers easy access to the airport and attractions. This is truly a once-in-a-lifetime opportunity to own one of the finest estates on the Lake Conway Chain of Lakes.

1530 Waterwitch Drive, Orlando

$6,995,000

5 Beds ⋅ 8 Baths ⋅ Bay Point SubDv. ⋅ 32819 Zip Code

An exceptional opportunity to own a newly renovated luxury waterfront estate within the exclusive gated enclave of Bay Point at Bay Hill. This remarkable residence offers over 6,300 square feet of thoughtfully designed living space featuring 5 bedrooms, 5 en-suite full bathrooms, and 3 half bath. Perfectly positioned on coveted Bay Point Drive, the home captures tranquil water views at the front while offering direct Butler Chain access from the backyard, complete with a private boat dock for effortless boating, watersports, fishing, and sunset cruises. Designed to maximize its spectacular waterfront setting, the gourmet chef's kitchen, dining area, and main living spaces all overlook the water, creating a stunning backdrop for everyday living and entertaining. Expansive walls of glass, soaring ceilings, and elegantly designed architectural details fill the home with natural light and seamlessly connects the indoor and outdoor living spaces. The luxurious waterfront primary suite serves as a private retreat, featuring serene lake views, a spa-inspired bath, and oversized boutique-style walk-in closets designed to rival the finest luxury residences. Each secondary bedroom offers en-suite accommodations, providing exceptional comfort and privacy for family and guests. Elevating the lifestyle experience, the home features a dedicated wellness suite complete with a private gym, sauna, and custom juice bar, creating a true spa-inspired retreat. For entertaining on a grand scale, a spacious entertainment lounge with a built-in bar provides the perfect setting for hosting guests, enjoying game days, or creating a unique experience within your own home. With estimated completion in mid- August 2026, buyers have the unique advantage of acquiring a nearly completed custom residence while still having the opportunity to personalize select finishes and details, adding their own signature touch without the time and uncertainty of a ground-up build. Located within the sought-after Bay Hill community, home of the renowned Arnold Palmer Invitational, residents enjoy a private gated setting just minutes from Restaurant Row, championship golf, luxury shopping, fine dining, top-rated schools, and Orlando's world-class attractions. A rare offering that combines exceptional craftsmanship, resort-inspired amenities, Butler Chain waterfront living, and the opportunity to own a newly renovated luxury estate in one of Central Florida's most coveted communities. *Features, elevations and finishes are subject to change* *One or more photos has been virtually staged*

9117 Bay Point Drive, Orlando

$2,099,995

5 Beds ⋅ 5 Baths ⋅ Estancia/Windermere SubDv. ⋅ 34786 Zip Code

A Masterpiece of Luxury Living in Windermere Welcome to an extraordinary custom estate in the prestigious gated community of Estancia at Windermere, where timeless elegance meets modern luxury. Enhanced with over $400,000 in post-construction upgrades, this exceptional 2019 residence is a true showpiece. Offering more than 4,230 square feet of beautifully designed living space, the home features 5 bedrooms, 5 bathrooms, soaring ceilings, designer lighting, expansive walls of glass, and premium finishes throughout. Every detail has been thoughtfully curated to create an atmosphere that is both sophisticated and inviting. At the heart of the home is a spectacular chef's kitchen equipped with Sub-Zero and Wolf appliances, custom cabinetry, an oversized island, wine refrigerator, and seamless flow into the spacious living and dining areas—perfect for everyday living and effortless entertaining. The luxurious first-floor owner's suite serves as a private retreat, complete with a spa-inspired bath and oversized custom walk-in closet. Additional highlights include a private executive office, formal dining room, upstairs loft, media/flex room, oversized laundry room, and abundant storage. Step outside to your own private resort. The professionally designed backyard features a heated saltwater pool, elegant Travertine deck, covered lanai, fully equipped summer kitchen, lush tropical landscaping, and a fully fenced yard—creating the perfect setting for relaxing weekends or unforgettable gatherings. Luxury is matched by intelligent design with a $70,000 whole-home solar energy system and automatic backup generator, providing exceptional efficiency, long-term savings, and uninterrupted comfort during Florida's storm season. Completing the property are a three-car garage, concrete tile roof, impeccable landscaping, and striking curb appeal. Located within the Town of Windermere, residents enjoy exclusive amenities including private tennis courts, boating access to the Butler Chain of Lakes, parks, playgrounds, dog parks, walking trails, and year-round community events. Just minutes away are championship golf courses, premier private schools, upscale shopping, fine dining, major highways, and Orlando's world-famous attractions. Estancia at Windermere is one of Central Florida's most desirable luxury communities, known for its estate-sized homesites, beautifully maintained surroundings, and private atmosphere. This is more than a home—it's an exceptional lifestyle. Luxury residences of this caliber rarely become available. Experience one of Windermere's finest addresses and discover a home where every detail has been elevated beyond expectation.

1118 Estancia Woods Loop, Windermere

$30,000,000

7 Beds ⋅ 14 Baths ⋅ N/A SubDv. ⋅ 34786 Zip Code

Showcasing Central Florida’s most iconic lakefront estate: an 18-acre compound with 614 feet of pristine frontage on Lake Down on The Butler Chain of Lakes. The Windy Ridge Estate is comprised of multiple buildings spanning 51,000 square feet of space including an expansive 20,333 square-foot Georgian-style Plantation mansion that is a showplace residence with generous luxurious spaces, classic elegance, and the ultimate in security and serenity. The walled entry opens to a grand foyer with a floating mahogany staircase, marble floors, paneled walls, and Murano chandeliers. An art gallery leads to a spacious living room featuring rich mahogany millwork and expansive lake vistas. Gourmet kitchen: salamander, dual double convection ovens, commercial icemaker, full-size refrigerator, and freezer. The main level includes one of two owners' suites, plus a library-lounge or a possible sixth bedroom. Dual staircases or a Thyssenkrupp elevator provide access to the upper level, which features four-bedroom suites, including the primary retreat. An 85-foot parlor with 20-foot ceilings, built-in bookshelves, and a wet bar provide a dramatic entertaining space. Screened porch captures southern lake views and Disney fireworks. Breezeway connects to a 5,600 SF rustic lodge with a bar, catering kitchen, entertainment hall, and locker facilities. Outdoor amenities: Junior Olympic pool, spa, decorative fountain, architectural lighting, direct lake access. The vast and open water location offers an ideal space for seaplane arrivals and departures. Additional structures include a 4,000 SF paneled garage with 20-foot ceilings, an office, and a guest apartment; a 3,800 SF storage building; three separate garages accommodating motor coach and car collection; and staff quarters with a private courtyard. A rare fusion of Southern grandeur, lakefront serenity, and equestrian potential—without any interference of an HOA. Truly a legacy compound crafted for those who demand the extraordinary.

9508 Windy Ridge Road, Windermere

$12,350,000

7 Beds ⋅ 10 Baths ⋅ Isleworth 5th Amd SubDv. ⋅ 34786 Zip Code

Set along beautiful Lake Blanche within the gates of Isleworth, this extraordinary modern estate is a grand haven of remarkable scale and design. Spanning more than 11,000 square feet, the residence is thoughtfully positioned to capture sweeping views across the lakefront, with walls of glass framing the water from nearly every room and filling the interiors with natural light. Beauty and modernity define the home, where sleek architectural lines are complemented by elegant oak wood flooring throughout. The main living areas flow effortlessly, creating both an impressive setting for entertaining and a comfortable environment for everyday living. At the heart of the home, a striking kitchen features distinctive Viking appliances, a Miele espresso machine, two wine refrigerators, and a seamless connection to the family room, patio, and surrounding living and dining spaces.The estate offers 7 spacious bedrooms and 9.5 baths, with each suite designed for privacy and comfort. Multiple levels—including a rooftop terrace—provide an array of vantage points from which to enjoy the lake and surrounding grounds. Additional highlights of the estate include a private home theater; a versatile lakefront bonus room ideal for a game room, wellness studio, or creative space; and two adjoining offices with custom built-ins that can be closed off for quiet focus. A standout feature of the property is the expansive guest residence on the lower level, complete with its own full kitchen, living room, two en-suite bedrooms, laundry room, and private patio—perfect for extended family or long-term guests. Practicality meets luxury with three laundry rooms throughout the estate, an elevator servicing multiple levels, and a four-bay garage. Outdoors, the expansive grounds offer both privacy and possibility, anchored by a spacious yard that leads to a private dock along the shores of Lake Blanche. A covered lanai with summer kitchen and screened living area creates an inviting setting for year-round entertaining, seamlessly blending indoor and outdoor living. This is a home that delivers on every level—scale, setting, and sophistication—offering a truly exceptional lakefront lifestyle within one of the finest golf club communities in the world.

9312 Blanche Cove Dr, Windermere

$2,149,000

5 Beds ⋅ 4 Baths ⋅ Sand Lake Point SubDv. ⋅ 32836 Zip Code

Let’s be honest: half the homes claiming to be “lakefront” face a glorified neighborhood retention pond with a few confused ducks. If you can’t launch anything larger than a canoe, it doesn’t count. Welcome to 10094 Brandon Circle—where lakefront is a legitimate lifestyle, not a marketing exaggeration. This Turn-Key Luxury Lake Home is Yours, all you have to do is claim it. This is Big Sand Lake: 1,000+ acres of pristine, private playground in Dr. Phillips. With 110 ft of shoreline, a 100-ft composite dock, (Custom built 2024), a modern boathouse with a 7,000-lb lift, (2024) your only daily crisis is wakeboarding vs. a sunset cruise. Sip coffee as the sun rises, catch rocket launches from your dock, and watch the sunset from the bow of your boat. It’s peak Florida living, unfiltered. Fully renovated and reimagined, (2024) this ultra-modern estate offers 5 beds, 3.5 baths, and panoramic water views so dramatic they feel disrespectful to other houses. The layout features three distinct wings—the ultimate setup for multigenerational living, guests, or a remote work empire. It guarantees you won’t see a single soul until you’ve fully processed your morning espresso. Soaring ceilings, Italian porcelain tile, and a glass wall frame the lake the second you step inside. The new oversized chef’s kitchen anchors the space with custom cabinetry, top-tier appliances, and a walk-in pantry that could double as a storm shelter. It features dual dishwashers—because life is too short to argue about whose turn it is to do the dishes—and twin waterfall quartz islands. One island is for actual culinary prep; the other is explicitly designated for guests who only insist they are "helping" while they are only drinking a glass of your finest wine enjoying the lake views. The primary suite isn’t just a bedroom; it’s a 1,300-square-foot private sanctuary that practically needs its own zip code, and is quite larger than most Manhattan apartments. This massive retreat offers sweeping views, an entertainment lounge, private lakeside patio access, and a European spa bath with a freestanding soaking tub and an elite walk-in shower. Outside, enjoy a gas-heated saltwater pool, spa, and three distinct patios. Because the lake is strictly private-access for Sand Lake Point residents, your water lifestyle remains serene, uncrowded, and blissfully free of local boaters. Best of all, you can completely skip the HGTV-induced trauma and marital counseling of a fixer-upper. The expensive heavy lifting is done. Peace of mind comes standard with two new HVACs, (2024 & 2025), 4 TON TRANE 16 SEER AC UNIT, a new septic drain field, (2024), a freshly sealed roof, a newly paved driveway to the 3-car garage, fresh paint, and a custom interior redesign completed in 2024. No contractor waiting lists or "next summer" queues. Just turn the key, unpack, and lower the boat. Sand Lake Point residents enjoy tennis courts, a private boat ramp, and a clubhouse. You are minutes from the culinary crown jewel of Restaurant Row, top schools, world-class golf, the airport, and major corridors including I-4, SR-528, SR-408, and the Turnpike. For the discerning buyer seeking a re-engineered, turnkey lakefront estate with serious upgrades, high design, and views that refuse to be ignored—this is the one. Schedule your private tour today, before someone else claims your dock, your sunsets, and your bragging rights.

10094 Brandon Circle, Orlando

$1,825,000

3 Beds ⋅ 4 Baths ⋅ Un-Incorp Oc SubDv. ⋅ 32836 Zip Code

Set within one of Southwest Orlando's most desirable lakefront neighborhoods, Millionaires Row, known for its spacious homesites, location and access to the Butler Chain of Lakes, this waterfront property offers a rare blend of privacy, lifestyle, and unforgettable outdoor living. From the early morning ski run on Pocket Lake, to an afternoon cruise onto the Butler Chain, or ending the day watching Disney fireworks from your rooftop boathouse, life here revolves around enjoying the very best of Florida waterfront living. The outdoor spaces of this one-of-a-kind Florida Coastal Style property are truly what sets this apart. Completed in 2023, the impressive two-story boathouse with white sand beach and dock features a 25-foot boat slip and a rooftop entertaining deck with panoramic water views and unobstructed nightly views of Walt Disney World fireworks. The home's backyard has been thoughtfully transformed into a private resort-style retreat with expansive pool and entertaining terrace, landscape stone, artificial turf, extensive landscape lighting, removable child-pool fencing. Through panoramic glass sliders, the gorgeous A/C sunroom acts like a poolside cabana complete with a full bathroom, wet bar, refrigerator, ice maker, and gas fireplace. The two-tier poolside terrace with a spiral staircase connects a shady TV lounge and private sun deck, creating multiple spaces designed for gathering with family and friends or simply enjoying one of the property's peaceful spaces. Inside, the 3-bed, 4-bath residence offers approximately 3,287 square feet with a beautiful front door pergola to a formal entry, and beautiful renovated kitchen. Truly the heart of the home, this chef's kitchen is centered in the middle of it all, complemented by ample cabinet storage, a gas cooktop, and a full set of stainless-steel appliances, including dual ovens, two warming drawers, wine fridge and oversized refrigerator. The functional open floor plan was designed for everyday living and entertaining, creating a smooth flow between the kitchen, dining, and living spaces with welcoming natural light throughout. The ?double-door entry to the spacious primary suite and bathroom with large walk-in shower and soaking tub is a relaxing private retreat to unwind. Recent improvements extend beyond aesthetics, including a new HVAC system (2024) and a comprehensive whole-house water treatment system, updated pool pumps and septic mechanical equipment. South of Lake Sheen, Pocket Lake spans approximately 127 acres and is highly regarded among water sports enthusiasts for its well-maintained slalom course and direct access to the Butler Chain lifestyle. The location offers exceptional convenience, just minutes from Restaurant Row, area attractions, the Orange County Sportsman's Club, top-rated schools, and the most sought-after shopping destinations.

9958 Kilgore Road, Orlando

$6,750,000

10 Beds ⋅ 10 Baths ⋅ N\A SubDv. ⋅ 32836 Zip Code

Introducing Palazzo Vecchio a remarkable legacy estate situated on The Butler Chain of Lakes. Crafted by renowned luxury builder Akers Custom Homes, this Italian-inspired gated compound spans 4.37 acres of land, offering an unrivaled 275+ feet of direct lake frontage and a level of privacy and grandeur rarely seen in Central Florida. Beyond a private gated entrance, a long, sweeping drive winds down to an expansive porte-cochere, setting the tone for what awaits. The estate unfolds like a European retreat, complete with a four-car garage, manicured grounds, and a private tennis court. Inside, soaring 22-foot ceilings and dramatic walls of glass immediately frame panoramic lake views, flooding the interiors with natural light. The grand great room is anchored by a statement marble fireplace adorned with intricate detailing, an architectural focal point designed for both intimate evenings and elevated entertaining. The chef's kitchen is a masterpiece of scale and functionality, centered around an enormous island ideal for gathering, complemented by stainless steel appliances and generous prep space. Nearby, the formal dining room offers a grand and sophisticated setting with sweeping lake vistas and a custom mosaic tile floor. The primary suite occupies its own private wing, an elevated sanctuary designed for true retreat. Complete with a sitting lounge, dual private balconies, a private bar station, and a spa-inspired bath featuring a grand soaking tub, expansive walk-in shower, and separate bespoke his and hers walk-in closets, it is a residence within the residence. Four additional bedrooms which are all ensuite in the main home provide luxurious accommodation for family and guests alike. Elevated lifestyle amenities include a dedicated home office with custom built-in cabinetry, a private movie theater, and an expansive game room perfect for entertaining on a grand scale. Outdoors, the estate transforms into a private resort. A massive dual level covered lanai flows effortlessly to a resort-style pool and spa, while a 400-square-foot cabana, complete with a summer kitchen, bar, bathroom, and outdoor shower, offers the ultimate setting for lakeside entertaining. The wide, open backyard featuring scores of organic fruit trees such as mango, banana, fig, passionfruit, and guava as well as 300 feet of active vegetable garden rows leads to a private dock with dual boat slips, offering immediate access to the coveted Butler Chain and views of Disney fireworks at night. A thoughtfully designed mudroom also features extended custom built-ins, offering both elegant storage and everyday functionality for a beautifully organized entry space. Complementing the main residence, a fully appointed guest house offers four additional bedrooms, one currently used as a private gym, a full kitchen, living room, a full English bar/entertaining space with dual balconies, children's play are and its own private entrance ideal for extended stays, multigenerational living, or executive guests. Originally conceived as an extraordinary waterfront residence, the estate was further elevated in 2019 with the addition of an expansive 3,500-square-foot addition, thoughtfully designed to enhance both the scale and lifestyle experience. Opportunities of this magnitude are extraordinarily rare, Palazzo Vecchio is not simply a home; it is a once-in-a-generation offering destined for the most discerning buyer.

8866 Darlene Drive, Orlando

$6,499,999

5 Beds ⋅ 6 Baths ⋅ Isleworth SubDv. ⋅ 34786 Zip Code

Within the gates of Isleworth Golf & Country Club, along the shores of Lake Chase, this exceptional lakefront offers a refined and contemporary waterfront lifestyle. Ideally positioned near the driving range and just moments from Isleworth’s racquet center, clubhouse, fitness facilities, dining, and pool, the residence combines privacy with convenience.Designed by renowned architect Mark Nasrallah, the home spans more than 7,100 square feet and showcases sophisticated detailing and elevated finishes throughout. A grand foyer introduces the residence with a sweeping floating staircase and dramatic tiered crystal chandelier, leading into the formal living room where soaring ceilings, dual chandeliers, a fireplace, and expansive lake views create an impressive yet inviting setting.Marble flooring transitions seamlessly into the home’s primary living spaces, where rich hardwood floors enhance the warmth of the open-concept kitchen, casual dining area, and family room. The kitchen is both functional and elegant, featuring an oversized island, custom cabinetry, quarried quartz countertops, and professional-grade appliances by Wolf, Sub-Zero, and Bosch. A contemporary, temperature-controlled wine room accommodating over 100 bottles adds a distinctive touch. Architectural millwork in a diamond pattern defines the dining space, while custom media built-ins in the family room enhance the home’s cohesive design. Both areas open effortlessly to the lanai and pool deck.The primary suite serves as a private retreat, complete with a sitting area, designer lighting, and a spa-inspired bath featuring a soaking tub, expansive dual vanities, and a large walk-in shower. Additional interior highlights include a modern office with custom built-ins and private pool access, as well as a spacious game room with a full bar and captivating water views. Outdoors, the covered lanai extends to a resort-style pool and spa, surrounded by generous lounging areas and complemented by the private boat dock - creating an unparalleled setting for boating, entertaining, and year-round enjoyment in Florida's tropical climate.

6462 Deacon Cir, Windermere

$27,000,000

7 Beds ⋅ 10 Baths ⋅ Na SubDv. ⋅ 34786 Zip Code

A rare legacy estate of extraordinary scale and architectural significance, this magnificent lakefront compound spans over 22,000 square feet across more than 11 private acres with over 440 feet of pristine frontage on Cypress Lake. Masterfully designed to deliver the ultimate blend of grandeur, privacy, and resort-inspired living, the residence is statement of uncompromising luxury. Beyond the gated entrance, a sweeping motor court and dramatic porte-cochère introduce the home’s commanding Mediterranean-inspired architecture, where turreted wings, natural stone detailing, and elegant arched windows create an unforgettable arrival experience. Inside, a breathtaking 28-foot grand foyer unfolds beneath soaring ceilings, anchored by a spectacular double staircase with intricate custom ironwork that evokes the elegance of a world-class villa. Flooded with natural light through towering arched windows, the space immediately establishes the scale and sophistication that define the estate. Designed for intimate living and large-scale entertaining, the interiors blend timeless craftsmanship with modern refinement. The gourmet chef’s kitchen is a showpiece of its own, featuring custom wood cabinetry, expansive stone countertops, professional-grade appliances, a dramatic custom range hood, oversized center island, hidden pantry and richly detailed ceiling treatments that elevate the space into a culinary centerpiece. Adjacent gathering areas showcase exposed wood beams, designer lighting and seamless indoor-outdoor connectivity, creating warm yet grand living environments ideal for entertaining on any scale. Every amenity within the residence has been thoughtfully curated to rival the finest luxury resorts. Highlights include a state-of-the-art theater, golf simulator, multiple game rooms, an expansive wine room, private elevator, smart home automation system and a fully equipped fitness center. Elegant fireplaces and sophisticated entertaining spaces add warmth and intimacy throughout the home. A private guest wing with two bedrooms, its own living room, and separate entrance offers luxurious accommodations for extended family, guests or staff. The outdoor experience is nothing short of spectacular. The rear elevation unfolds around a breathtaking 125,000-gallon resort-style pool complete with cascading waterfalls, bordered by natural stones, a water slide, diving board and expansive terraces that rival five-star destinations. At twilight, the towering palms and illuminated architecture reflect across the shimmering water, creating a setting reminiscent of an exclusive private resort with intimate lounge settings that invite grand entertaining and quiet moments of retreat. For the automotive enthusiast, the estate includes a 10-car garage equipped with two vehicle lifts. Recreational amenities continue across the grounds with a private basketball court, boat dock and private community boat ramp, which provide effortless access to the desired Butler Chain of Lakes for world-class boating and waterfront living. Surrounded by expansive lawns, mature landscaping and unmatched privacy, this extraordinary residence represents a once-in-a-generation opportunity to own a waterfront legacy estate, a property designed not only to impress, but to endure for generations to come.

5603 Marleon Drive, Windermere

$1,575,000

4 Beds ⋅ 2 Baths ⋅ Davis Shores SubDv. ⋅ 34786 Zip Code

BUTLER CHAIN WATERFRONT Windermere 4/3 HOME WITH BOAT SLIP on a .37 acre Lot. Cypress trees line the beautiful serene canal leading directly to the 12 lakes of the Butler Chain. PRIVATE FINANCING IS AVAILABLE - (ask for terms and conditions). Access the Butler chain of lakes from your back yard to Lake Down or Lake Wauseon. Renovate or Build your own modern upscale dream home. Town of Windermere residents can access Fernwood Park and boat ramp 8/10 mile away. Drive your Golf Cart to downtown Windermere. Multiple possibilities for this property in the prime location of Windermere. Home needs major renovation or demolish and rebuild. Sold AS IS.

33 Main Street, Windermere

The Butler Chain of Lakes

Homes on the Butler Chain