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luxury houses with pool for sale Oakland, United States

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10

House with garden and terrace Oakland (United States)

Virtually Staged. Some homes are defined by finishes. Others are defined by a setting that simply cannot be recreated. Tucked along the shoreline of Lake Apopka in historic Oakland, this 3,887-square-foot custom residence offers something increasingly difficult to find in Central Florida: substantial living space, privacy, mature surroundings, and expansive lake views, all just minutes from Winter Garden. The experience begins on the approach. Crest the hill toward Millholland Street, and Lake Apopka comes into view before the home settles into its private setting below. Step through the front door and your attention returns immediately to the water. A dramatic two-story living space, sweeping wood staircase, and expansive windows fill the home with natural light and lake views from nearly every room. The spacious floor plan features three bedrooms, three full baths, a dedicated office, and a spacious upstairs loft/bonus room. The first-floor primary suite offers privacy, custom closets, and stunning lake views. A second bedroom and full bath are also downstairs, offering flexibility for guests or multigenerational living. At the center of the home, the kitchen opens to the surrounding living spaces with a panoramic view of the lake. Portions of the interior retain their original character, presenting an opportunity to update the kitchen and baths to your own style while preserving the architecture and generous proportions of the home. The enclosed main-floor patio creates a comfortable living space extension overlooking the water. Both the upstairs bedroom and the loft with a wet bar lead to a large open-air deck with elevated views across Lake Apopka. Approximately 52 feet of natural shoreline provides privacy and a front-row seat to the area's native wildlife-ospreys, bald eagles, herons, and other birdlife. Intentionally maintained as a natural shoreline rather than a recreational waterfront, creating a peaceful buffer between the home and the lake. The oversized three-car garage is equally impressive. Designed as a serious workshop, it features built-in cabinetry and pegboard, numerous electrical outlets, a pneumatic system with quick-connect ceiling hose reels, and additional storage and a garage-attic winch. A large private driveway provides plenty of parking and easy turnaround. The property has also benefited from numerous improvements, including an architectural-shingle roof, replacement double-pane windows, French doors and sliding glass doors, an enlarged upper deck, a newer water heater, cooktop, microwave, and carpet, HVAC servicing, duct cleaning, electrical evaluation and corrective work, septic servicing, irrigation improvements, a restored drainage swale, and additional landscaping. The fireplace and chimney have also been serviced, along with extensive pest-exclusion work. Beyond the property, Oakland offers the oak-lined streets and small-town character that make this corner of Central Florida so distinctive. The West Orange Trail, Oakland Town Center, historic Downtown Winter Garden, and Plant Street are all nearby, along with convenient access to shopping, dining, and major roadways. Kitchens and bathrooms can be transformed. A private Lake Apopka setting, substantial custom architecture, two levels of outdoor living, and views like these are much harder to replicate. Modernize what you want. Preserve what you love. The lake, the views, and the setting are already here.

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$1,275,000
361m²
3bedrooms
3bathrooms

By Annonceur International

50

House with pool Oakland (United States)

Short Sale. ***SHORT SALE. ***ALL OFFERS MUST GO THROUGH SHORT SALE PROCESS WITH SELLERS LENDER FOR APPROVAL/DENIAL. MULTIPLE OFFERS RECEIVED AND ARE IN REVIEW. **BUYER MUST ASSUME 50K SOLAR PANEL LOAN- BANK WILL NOT CONSIDER ANY OFFERS ASKING FOR BANK TO PAY OFF SOLAR PANELS.

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$699,000
4bedrooms
3bathrooms
land 0.1ha

By Premier Sotheby's International Realty

49

House with pool Oakland (United States)

For your dream views and calm reflections, this rare front-and-rear waterfront property hosts a stunning pool home just for you. Approach your driveway overlooking two gorgeous sparkling bodies of water. Before entering your extraordinary home, you pause on the front porch to enjoy the beautiful view once more. Once inside, you are embraced by nearly 3,000 square feet of this open yet cozy floor plan. The first floor features gorgeous tile floors, a study, powder room, vivid living and dining rooms, a modern gourmet kitchen with stainless steel appliances, quartz countertops, a glass-top stove and a coffee bar. From the kitchen, living and dining rooms, you can experience the breathtaking saltwater pool and water views from the back of the property. Upstairs features a huge bonus room, four bedrooms, three baths and laundry room with added cabinets and sink. Make your way back downstairs to enjoy your private, soothing outdoor oasis. Be captivated by the massive heated pool/spa combination, pond and green space. Additional features include retractable screens on the lanai, overhead storage systems in the garage, added exterior electrical outlets and wireless Ring cameras. Enhancing this paradise even further, the prestigious Waterleigh community offers three large amenity parks with resort-style pools, two clubhouses, putt-putt golf, tennis courts, dog parks and more. Home is calling.

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$679,000
4bedrooms
4bathrooms
land 0.1ha

By Premier Sotheby's International Realty

30

House with pool and garden Oakland (United States)

Virtually Staged. Modern Luxury in the Heart of Winter Garden's Golf Cart District! Welcome to 1101 Eagles Pass Way, an exquisite 6-bedroom, 5-bathroom home situated on a desirable corner lot in the sought-after Oakland Park community-one of the few neighborhoods within Winter Garden's beloved golf cart district. Just one block from Lake Apopka and less than two miles from the historic downtown shops and restaurants, this home beautifully blends modern luxury with small-town charm. Step inside to discover designer finishes and thoughtful craftsmanship throughout. The gourmet kitchen features top-end Monogram appliances, including a 36 dual-fuel range, warming oven, and a 48 side-by-side refrigerator and freezer. Upgraded quartz countertops, a brick backsplash and hearth with built-in electric fireplace, and engineered hardwood floors elevate the open-concept main living areas. Additional luxury touches include Brizo faucets, custom plantation shutters, and floating shelving systems in every bedroom closet. The owner's suite offers a spa-inspired retreat with a 6-foot soaking tub, while the upgraded pantry with butcher block countertop, dimmer switches, and ceiling fans throughout enhance everyday comfort. An in-law suite featuring a full bath, family room, and a private staircase above the garage provides the perfect space for guests, extended family, or a private home office. Enjoy peaceful mornings and sunset evenings from the screened front and side porches, adding to the home's charm and livability. Located in Oakland Park, residents enjoy resort-style amenities including two community pools, multiple parks and playgrounds, scenic walking and biking trails, a clubhouse, and direct access to the West Orange Trail. With tree-lined streets, lake views, and friendly front-porch living, this award-winning community captures the very best of Winter Garden living.

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$1,625,000
381m²
6bedrooms
5bathrooms
land 0.1ha

By Annonceur International

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30

House with pool and terrace Oakland (United States)

Experience lakefront living on Hickorynut Lake with expansive water and sunset views, a private covered dock, resort-style pool and exceptional indoor-outdoor living. This 5-bedroom, 5-bath residence combines direct access to a skiable lake with an impressive outdoor setting designed to make the most of the Florida lifestyle. The backyard is a standout, featuring an oversized heated saltwater pool, 8-person spa, fire feature, complete outdoor kitchen and expansive covered lanai with retractable screens. Beyond the pool, the private covered dock provides direct lake access. Enjoy boating, paddleboarding, fishing and waterskiing-or simply enjoying the sunset over the water. Inside, abundant natural light and lake views complement an open, spacious floor plan. The kitchen features an oversized island, Wolf gas range, double ovens, abundant cabinetry and an open connection to the main living areas. The first floor includes a private guest suite with full bath and walk-in closet, along with a separate bonus room offering flexible space for an office, fitness room, media room or additional living area. Upstairs, a spacious loft opens to a private balcony overlooking the lake. The primary suite captures panoramic water views and features a spa-inspired bath, oversized walk-in shower and large custom closet. Additional features include surround sound inside and out, custom window treatments, upgraded stair railings, designer lighting, a fully fenced oversized homesite and new exterior paint in 2026. Located in Winter Garden with convenient access to dining, shopping, golf, Orlando attractions, Disney and Orlando International Airport, this property brings together lakefront recreation, extensive outdoor living and a spacious, flexible interior-all in one exceptional waterfront setting.

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$1,999,000
433m²
5bedrooms
5bathrooms
land 0.2ha

By Annonceur International

67 listings near Oakland

Nearby
30

House with pool and garden Montverde (United States)

Schedule a private tour today for this spectacular 5-bedroom, 4.5-bathroom home with a 3-car garage estate that seamlessly blends modern sophistication with everyday comfort. The expansive, light-filled open floor plan features striking floor-to-ceiling windows and custom zero corner sliding glass doors that frame views of your private outdoor living space. This masterfully updated estate offers a rare combination of community prestige, cutting-edge technology, and modern luxury. Premium Entertainment & Technology: Designed for the ultimate audiovisual experience, the home features professional-grade technology integrated inside and out:• Home Theater: A state-of-the-art entertainment room equipped with a premier JBL K2 Synthesis professional-grade home theater system.• Whole-Home Sound: A custom intercom and stereo system featuring high-performance Earthquake speakers throughout the interior.• Outdoor Audio: High-end Acoustical Resolution speakers seamlessly integrated into the patio design. Recent Upgrades & Turn-Key Refresh: The home has been meticulously updated with premium finishes and major mechanical improvements for ultimate peace of mind:• Systems & Appliances: New full HVAC system (both interior handler and exterior unit replaced in 2025 for the primary suite), a new tankless water heater dedicated to the primary suite, a new dishwasher (2 years old), and a brand-new washer and dryer set.• Primary Suite Retreat: Completely refreshed with new flooring in the bedroom and walk-in closet, new sinks and faucets, freshly painted white cabinetry, and a beautifully remodeled shower. The expansive closet features a new statement chandelier and newly added custom, lockable display cabinets perfect for secure storage, books, collectibles and wardrobe accessories.• Interior Updates: Fresh, modern interior paint spans across the family room, kitchen, hallways, entryway, dedicated home office (the 5th bedroom), sitting room, and four bedrooms.• Upgraded Flooring & Details: New, cohesive flooring installed in the private office (the 5th bedroom), sitting room, and two secondary bedrooms. Elegance is elevated throughout with new bathroom mirrors, dining room sconces, and updated exterior coach lights. The home comes with a Tesla car charger that has multiple attachments for different EV models. Storage aplenty throughout the home. Outdoor Living: Step outside into your personal paradise. The screen-free transition leads to a private pool and jacuzzi anchored by an outdoor fireplace, making it the perfect setting for year-round entertaining. The property's curb appeal is enhanced by newly updated, professional landscaping. Completing this remarkable property is an generous, fully fenced backyard ready for your personal touch. Experience Bella Collina lifestyle that has an exclusive gated 1,900-acres of rolling hills and pristine lakes. This premier community offers an unmatched gated resort lifestyle, complete with a Sir Nick Faldo championship golf course, luxury spa, fitness , pickleball, tennis facilities, and private clubhouse dining. The community is located approximately within 10 minutes of the prominent Montverde Academy, Florida Turnpike and 45 minutes of Theme Parks.

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$2,325,000
5,660m²
5bedrooms
4bathrooms
land 1m²

By Annonceur International

Nearby
50
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House with pool Montverde (United States)

Exquisite Bella Collina Estate. 16110 Pendio Dr, Montverde, FL Experience unparalleled luxury in this stunning 5-bedroom, 4-full and 2-half bath estate located in the prestigious Bella Collina Golf Subdivision. Designed for both elegance and comfort, this home features two master suites, two additional ensuite bedrooms, and one additional bedroom, providing exceptional flexibility for family and guests. Boasting 3,924 SF of living area and a total of 5,731 SF, this residence is perfectly situated on a 1.02-acre lot, offering privacy and serenity with sweeping views of the surrounding landscape. The home includes a spacious 3-car garage, high-end finishes throughout, and thoughtfully designed spaces ideal for entertaining and everyday living. The heart of the home is a MasterChef dream kitchen featuring state-of-the-art Fisher & Paykel appliances, a large countertop perfect for entertaining, and a hidden pantry for ultimate functionality. Enjoy the finest in Florida living with expansive living areas, luxurious master retreats, elegant bathrooms, and spaces designed for both relaxation and entertaining. Every detail has been meticulously crafted to provide comfort, style, and sophistication in one of the most coveted golf communities in Central Florida.

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$2,350,000
5bedrooms
6bathrooms
land 0.4ha

By Premier Sotheby's International Realty

Nearby
50

House with pool Oakland (United States)

Welcome to this beautifully upgraded five-bedroom, five-bath home in the gated community of Lakeview Preserve. Built in 2022 and offering 4,495 square feet, this impressive corner-lot home features a three-car garage, spacious living areas, thoughtful upgrades, and an incredible backyard designed for entertaining and enjoying the Florida lifestyle. The main level features an open and functional floor plan with luxury vinyl plank flooring throughout, a spacious living room, separate dining area and a beautifully appointed kitchen with quartz countertops, oversized island, soft-close cabinetry, under-cabinet lighting and a custom-designed pantry. The living room and kitchen open through multi-slide pocket doors to the covered lanai, creating an ideal indoor-outdoor living space. The backyard is a standout feature, with a stunning saltwater pool complete with five waterfalls, lighting, a sun shelf, Badu swim jets and an attached spa (not heated). The covered lanai includes two fans, surround sound, a full bath and is prepped for an outdoor kitchen. It is the ideal setting for relaxing, entertaining and enjoying beautiful Florida weather. The spacious primary suite is on the first floor and features a custom-designed walk-in closet, tray ceiling, and beautifully upgraded bath with dual shower heads and soft-close cabinetry. Two additional bedrooms are downstairs, including one with a private en-suite bath, along with a versatile flex room featuring a custom built-in wall unit that can easily serve as an office or additional living space. Upstairs offers even more room to spread out with a large loft, two additional bedrooms, a full bath and an impressive private theater featuring a 120-inch screen, projector, surround sound and motorized blackout shades. The home also offers an extensive list of upgrades and conveniences, including whole-home water filtration, hybrid water heater, recessed lighting, built-in TV wiring, Wi-Fi boosters, two air-conditioning units, security cameras, alarm system, and smart-home controls for many of the home's lights, air conditioner, garage doors and locks. The three-car garage features a durable polyaspartic floor. Lakeview Preserve offers residents an array of amenities, including a fitness center, resort-style pool, cabana, splash pad, playground, and direct access to Johns Lake with a kayak launch and dock. The community is conveniently near shopping, dining, golf, the West Orange Trail, Disney, Universal, Winter Garden, and major roadways including SR 50 and the 429. This is a home that offers the space, upgrades and outdoor living that make Florida living so enjoyable.

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$849,000
5bedrooms
5bathrooms
land 0.1ha

By Premier Sotheby's International Realty

Nearby
23

House with pool and terrace Windermere (United States)

Located in one of Windermeres most sought-after luxury GATED communities with 24-HOUR SECURITY-SCREENED ENTRY, Casabella, this exceptional custom-enhanced ESTATE showcases ultra-modern design, refined craftsmanship, and elevated INDOOR-OUTDOOR LIVING, offering impressive scale, custom design, and an exceptional lifestyle experience. Designed with both scale and functionality in mind, the home features an OPEN-CONCEPT floor plan with 7 BEDROOMS, including a beautifully appointed MAIN-LEVEL Primary Suite with a spa-inspired bath, freestanding soaking tub, expansive dual custom-designed walk-in closets, oversized glass-enclosed shower, and integrated STEAM SAUNA. The main floor also includes an additional GUEST SUITE and 2 HALF BATHS. Upstairs, 5 additional BEDROOMS, 2 FULL BATHROOMS, and a spacious LOFT create a well-designed secondary living retreat, offering flexibility for gathering, relaxation, and elevated everyday living. The expansive DESIGNER-ENHANCED GOURMET KITCHEN serves as a striking centerpiece of the home, showcasing imported custom cabinetry, architect-inspired detailing, premium JennAir APPLIANCES, and seamless flow into the GREAT ROOM, multiple dining areas, and surrounding living spaces. Additional interior highlights include a custom-designed EXECUTIVE OFFICE, luxury flooring throughout, ELECTRIC blackout shades. Across all 4 FULL BATHROOMS and 2 HALF BATHS, the home showcases floor-to-ceiling tilework, integrated bidet systems, and refined finishes throughout, while 1 HALF BATH offers direct OUTDOOR ACCESS, adding convenience for the POOL and surrounding outdoor living spaces. Designed for both relaxation and everyday enjoyment, the outdoor living experience features a HEATED SALTWATER POOL, SPA, SUMMER KITCHEN, FENCED BACKYARD, and mature PRIVACY LANDSCAPING. Set on approximately 0.63 ACRES, the property also includes a 5-CAR GARAGE with EPOXY FLOORING and AIR-CONDITIONED garage space, an estate-style driveway with exceptional space for car enthusiasts and guests, TESLA CHARGER, FULLY PAID SOLAR PANELS, WATER SOFTENER SYSTEM, and a WHOLE-HOUSE GENERATOR. With proximity to premier GOLF COURSES, scenic LAKES including the Butler Chain of Lakes, top-rated public and private schools, shopping, hospitals, and major roadways, plus convenient access to Disney and Orlandos premier attractions, Casabella offers privacy, security, and elevated luxury living in one of Windermeres most desirable communities. Take Conroy Windermere Rd, take the 1st exit onto Main St, take the 3rd exit onto Park Ave, continue onto Lake Butler Blvd, left onto McKinnon Rd, left onto Casabella Dr, right on Isabella Cir. Destination will be on the right

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$2,899,000
476m²
7bedrooms
4bathrooms

By Annonceur International

Nearby
50

House with pool and garden Windermere (United States)

Set behind the gates of Windermere Club, this extraordinary lakefront estate presents a rare opportunity to experience refined luxury on the shores of Lake Crescent. Situated on a pristine one-acre homesite, this custom-built residence was thoughtfully crafted in 2015 to blend contemporary sophistication with timeless architectural elegance. Fresh exterior and interior paint enhance the home's striking architectural presence and timeless appeal. Encompassing nearly 9,000 square feet of impeccably designed living space, the home features seven bedrooms, seven full baths and one half bath, offering an exceptional balance of grandeur and comfort. Soaring 12-foot ceilings on the main level, 10-foot ceilings upstairs and elegant eight-foot doors enhance the home's impressive architectural scale. Expansive windows and doors frame breathtaking panoramic lake views, flooding the interiors with natural light and creating a seamless connection between indoor and outdoor living. The dramatic great room showcases polished travertine flooring, designer lighting fixtures and stunning vistas at every turn. Designed to inspire culinary excellence, the gourmet kitchen is appointed with professional-grade appliances, a handcrafted wine display, an oversized granite island and an expansive walk-in pantry. Adjacent gathering spaces include an elegant dining room and a welcoming family room. Outdoor living is equally impressive, featuring a resort-style heated swimming pool with a new pool pump, a fully equipped summer kitchen and expansive entertaining areas overlooking the water. An automated mosquito misting system enhances year-round enjoyment of the outdoor spaces. The residence offers first-floor and second-floor primary suites, four additional en-suite guest bedrooms, a private office, a theater room, a sophisticated bar and spacious balconies that capture spectacular sunrise views across the lake. The luxurious primary bath offers a steam room in the shower, creating a spa-inspired retreat within the comfort of home. Thoughtfully equipped with modern efficiencies, the property includes a 25-kW solar energy system with bidirectional metering, two 80-gallon solar-assisted water heaters, a whole-home water purification system, four HVAC systems, a recently installed septic drain field, an underground propane tank and a three-car garage. A private dock provides direct access to Lake Crescent, completing this exceptional waterfront lifestyle. Spanning approximately 187 acres, spring-fed Lake Crescent offers an exceptional setting for boating, waterskiing, fishing and watersports. Unlike the busier Butler Chain of Lakes, Lake Crescent provides a more intimate waterfront experience, combining recreational freedom with the tranquility and privacy of an exclusive lakefront retreat. Ideally situated within reach of Windermere and Winter Garden's premier shopping, dining and recreational destinations, this remarkable estate embodies the very finest in Central Florida lakefront real estate.

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$3,995,000
7bedrooms
8bathrooms
land 0.4ha

By Premier Sotheby's International Realty

Nearby
50
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House with pool and garden Winter Garden (United States)

For one who is unwilling to compromise. This is luxury at its absolute best. From the moment you enter this modern paradise your eyes will travel through the wall of windows to the gorgeous pool and water views beyond. This Magnificent Custom build offers 5 bedrooms, 5 1/2 Bathrooms with convenient first floor master. The chef's kitchen showcases two oversized islands, quartz countertops and premium contemporary imported European cabinetry. Beautiful upscale finishes like the elegant marble floors and an automated surveillance system that allows control from anywhere you are around the globe. An outside deck, summer kitchen and covered lanai complete this awe-inspired residence located in Lake Hancock, where you can boat to the future new Hamlin Marina with shopping, movie theater and dining. Or relax in your outside porch every night to watch Disney fireworks. A home with spectacular views awaits you. Truly the Florida Lifestyle. Call to schedule a visit to this pristine property and expect to be impressed!

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$1,450,000
5bedrooms
6bathrooms
land 0.3ha

By Premier Sotheby's International Realty

Nearby
50
Video

House with pool and garden Windermere (United States)

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.

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$27,000,000
7bedrooms
10bathrooms
land 4.7ha

By Premier Sotheby's International Realty

Nearby
4

House with pool and garden Windermere (United States)

Nestled among the Butler Chain of Lakes in the charming Town of Windermere, this 4-bedroom, 3-bath pool home offers the perfect blend of comfort, space, and tranquility. Located within the sought-after Marina Bay community, the home features a warm and inviting atmosphere, a spacious floor plan designed for everyday living and entertaining, and an oversized lot that provides plenty of room to enjoy the Florida lifestyle. Step outside to your private pool oasis, ideal for relaxing or gathering with family and friends, all while enjoying the peaceful surroundings of one of Central Florida's most desirable communities.

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$1,500,000
327m²
4bedrooms
3bathrooms
land 0.4ha

By Annonceur International

Nearby
30

House with pool and garden Windermere (United States)

MULTI-GENERATIONAL LUXURY LAKEFRONT LIVING. Welcome to 1629 Hempel Avenue, a private lakefront retreat set on more than one gated acre along Lake Olivia, an approximately 88-acre, spring-fed lake with private access. Located in the desirable Gotha/Windermere area, this exceptional property offers rare peace and privacy while remaining convenient to Southwest Orlando's renowned theme parks, premier shopping, Downtown Orlando, Orlando International Airport, highly regarded schools, and the Florida Turnpike. Mature trees, lush gardens, and thoughtfully designed outdoor spaces create a setting that feels secluded, established, and distinctly Florida. An antique church door provides a memorable entrance, setting the tone for a residence that blends refined finishes, distinctive character, and comfortable everyday living. The main residence features four bedrooms, two full bathrooms, and an expansive open-concept living area designed for entertaining while showcasing beautiful lake views. The oversized great room offers multiple gathering spaces, including a billiards area, a large television and game-day space, a generous dining area, and an impressive chef-inspired kitchen. At the center of the kitchen is an abundant quartz-topped island offering extensive workspace, seating, and a natural gathering place where guests can connect while meals are prepared. High-end flooring throughout the main home includes polished ceramic tile, travertine, and solid wood, while newer energy-efficient windows and doors enhance comfort and efficiency. The primary suite is a magazine-worthy addition created as a private lakeside sanctuary. Cathedral ceilings, polished ceramic tile flooring, expansive lake views, and a flexible sitting or exercise area create an open and relaxing environment. Two oversized custom closets provide exceptional storage. The luxurious bathroom features floor-to-ceiling ceramic tile, quartz countertops, an oversized porcelain soaking tub, and a spacious walk-in shower room. Four distinctive outdoor living areas invite you to enjoy the property throughout the year. Gather around the fire in the stone-paver garden area, relax within the private walled courtyard surrounded by potted plants and the soothing sound of a water fountain, or spend the day along the expansive backyard and private boat dock. The recently updated infinity-edge pool and heated spa overlook the lake, creating a resort-style setting for relaxing, entertaining, and enjoying unforgettable sunsets. A separate guest residence adds tremendous flexibility and privacy. Complete with two bedrooms, two bathrooms, a kitchen, and a living area, it is ideal for multigenerational living, extended guests, or an on-site caretaker. A private gated driveway and abundant parking accommodate multiple vehicles with ease. Combining two complete residences, more than an acre of lakefront land, exceptional outdoor living, mature landscaping, and private access to Lake Olivia, this one-of-a-kind estate offers a lifestyle rarely available in Central Florida.

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$2,500,000
451m²
6bedrooms
4bathrooms

By Annonceur International

Nearby
40

House with pool Windermere (United States)

Lakefront living on the Butler Chain of Lakes in the heart of Windermere. This rare offering on Lake Down presents 100 feet of direct frontage, expansive water views and a private setting on a quiet cul-de-sac with no HOA. Set across 1.35 acres, this two-story pool home captures the essence of Windermere's enduring lakefront lifestyle, where space, privacy, and natural beauty come together in a setting that feels refined and relaxed. From sunrise to sunset, the backdrop is nothing short of extraordinary. Sweeping views stretch across Lake Down, where calm morning waters give way to vibrant evening skies, and a nightly Disney fireworks view adds a subtle sense of wonder to the horizon. The property is thoughtfully oriented to take full advantage of its surroundings, featuring a private beach area, a two-story dock and direct access to the Butler Chain, one of Central Florida's sought-after and interconnected lake systems, known for its recreational appeal and timeless value. Inside, the home offers a layout designed for everyday living and effortless entertaining. Spacious living and family rooms are complemented by an open kitchen appointed with granite countertops and stainless steel appliances, creating a central gathering space that flows naturally to the outdoors. A dedicated office or den provides flexibility for work or quiet retreat, while an upstairs loft captures elevated, panoramic views of Lake Down, an ideal setting for a secondary lounge, media space or creative studio. The outdoor experience is equally compelling. A resort-style pool anchors the backyard, accompanied by a screened porch and expansive lawn that extends toward the water's edge. The setting invites relaxed afternoons and large-scale gatherings, with ample room to further enhance or personalize the landscape. A greenhouse and additional storage add charm and functionality, supporting a variety of lifestyle needs. A second-story balcony offers yet another vantage point, where elevated lake views and evening fireworks create a memorable daily backdrop. Whether enjoying a quiet morning coffee or winding down at sunset, this space reinforces the home's seamless connection to its environment. Positioned in a peaceful and private location, yet just moments from renowned restaurants, shopping and everyday conveniences, the property offers a rare balance of seclusion and accessibility. Its location on one of the desirable stretches of Lake Down further underscores its long-term appeal. This is a compelling opportunity to enjoy the home as it exists today or to reimagine the site as an exceptional custom waterfront estate. In a setting defined by natural beauty, established luxury and enduring demand, properties of this caliber and positioning are increasingly rare.

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$2,275,000
4bedrooms
3bathrooms
land 0.6ha

By Premier Sotheby's International Realty

Nearby
50

House with pool and terrace Windermere (United States)

Exceptional waterfront living on the prestigious Butler Chain of Lakes. Discover an extraordinary expression of waterfront luxury in the charming Town of Windermere, where timeless Tuscan and Mediterranean architecture meets the elegance of refined Florida living. Ideally along the shores of Lake Down, part of the desired Butler Chain of Lakes, this exceptional residence offers a rare opportunity to experience breathtaking water views, sophisticated interiors and an unparalleled boating lifestyle. From moment you arrive, exquisite stone detailing and custom wrought-iron double entry doors establish a sense of architectural distinction. Beyond the grand entrance, soaring ceilings, expansive living spaces, and thoughtfully curated design elements create an atmosphere of understated elegance and effortless sophistication. Designed for grand-scale entertaining and intimate gatherings, the home's gracious formal dining room provides an elegant setting for memorable occasions. At the heart of the residence, an expansive great room seamlessly integrates a gourmet kitchen, casual dining area, custom bar and inviting natural gas fireplace. Framed by captivating waterfront views, this exceptional gathering space offers the ideal balance of luxury, comfort and functionality. The main-level primary suite serves as a private sanctuary, offering serene views of Lake Down and a beautifully appointed en-suite bath featuring dual vanities, two spacious walk-in closets, a luxurious jetted soaking tub and an oversized travertine shower. An additional main-level bedroom provides exceptional versatility, ideally suited for guest accommodations, a private executive office, fitness studio or creative retreat. Upstairs, two generously proportioned bedrooms provide additional privacy and comfort. Thoughtfully reconfigured from the home's original three-bedroom upper-level layout, one of these bedrooms has been transformed into an exceptionally spacious retreat, complete with its private balcony. Abundant storage throughout the residence, a spacious laundry room with a recently updated washer and dryer, and a three-car garage further enhance the home's everyday convenience. Beyond the interiors, an extraordinary outdoor oasis awaits. An expansive covered and screened lanai, custom swimming pool, lush, mature landscaping and picturesque waterfront surroundings create a private resort-inspired setting. Whether hosting elegant outdoor gatherings, enjoying a leisurely afternoon poolside, or simply taking in the tranquil beauty of the lake, every moment invites relaxation and enjoyment. For boating enthusiasts, the property's enclosed boathouse offers a distinctive waterfront amenity, featuring a protected boat area and an inviting screened retreat. With direct access to the 13 interconnected lakes of the Butler Chain, an exceptional lifestyle of boating, waterskiing, wakeboarding, paddleboarding and waterfront exploration awaits just beyond your doorstep. Adding to its appeal is the timeless charm of Windermere itself. Enjoy the town's celebrated weekly farmers market, boutique shops, inviting restaurants, local brewery, wine market and cherished community events. All this is complemented by convenient access to Orlando's premier shopping, acclaimed dining destinations, world-renowned attractions and Orlando International Airport.

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$3,450,000
4bedrooms
5bathrooms
land 1.5ha

By Premier Sotheby's International Realty

Nearby
10

House with pool and garden Windermere (United States)

Welcome to 12102 Montalcino Circle, an exceptional custom-built waterfront estate located in one of Windermere's most sought-after gated communities, Casa Del Lago. Perfectly positioned at the end of a quiet cul-de-sac on 1.41 acres along the shores of Lake Burden, this extraordinary residence is offered fully furnished and showcases breathtaking water views, nightly Disney fireworks from the backyard, and a private boat dock complete with water, electric, and a boat lift. Designed for year-round enjoyment, the outdoor living space features a heated pool and spa; a covered summer kitchen with a built-in grill, sink, refrigerator, and bar seating; along with a fire pit, creating the ultimate lakefront retreat from the moment you arrive. Inside, timeless craftsmanship and thoughtful design are showcased throughout. Just beyond the foyer, the formal dining room welcomes guests with a coffered ceiling and is complemented by a wet bar with a dedicated wine closet, creating an elegant setting for entertaining. Nearby, a private office or den offers a quiet retreat for work or relaxation. The spacious living room is highlighted by a matching coffered ceiling, a gas fireplace, and pocket sliding glass doors that disappear completely, creating a seamless transition between the indoor living areas and the outdoor entertaining spaces. The beautifully appointed kitchen blends style and function with granite countertops, stainless steel appliances, a natural gas cooktop, a tile backsplash, and a breakfast nook overlooking the pool and sparkling waters of Lake Burden. The first-floor primary suite is a private sanctuary with breathtaking lake views and direct access to the lanai. The primary bath features separate vanities, a soaking tub, an oversized walk-in shower with dual shower heads, and an expansive walk-in closet. A second first-floor bedroom with its own en suite bath, walk-in closet, and peaceful pond views provides an ideal space for guests or multigenerational living. Upstairs, a generous bonus room serves as the perfect gathering space, complete with a fireplace, wet bar, and sliding glass doors that open to a private balcony overlooking Lake Burden. One upstairs bedroom features its own en suite bath, while the second is conveniently located just steps from a full bath, providing comfortable accommodations for family and guests. Perfectly positioned just minutes from downtown Windermere, Winter Garden Vineland Road, Restaurant Row, Walt Disney World, and Orlando International Airport, this remarkable estate offers an exceptional combination of privacy, luxury, and convenience.

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$3,100,000
604m²
4bedrooms
4bathrooms

By Annonceur International

Nearby
37

House with pool and garden Windermere (United States)

Exquisite Isleworth residence overlooking the sixth fairway. Owners will love the convenience of single-level living with a detached guesthouse for your guests. This upgraded home features a dream kitchen with Wolf, Sub-Zero and Miele appliances, a huge center island, built-in wine cooler, warming and refrigerator drawers, custom cherry cabinetry, glass tile accents and stunning granite. The master suite features a separate sitting area and a spa bath with a waterfall-fill feature for the jetted tub, top-of-the-line Kohler fixtures, a large walk-in shower and a huge master closet. The main home features four bedrooms, three-and-a-half baths and an office that could be used as a fifth bedroom. There is also a detached guest house with a sixth bedroom and another bath. This home is all about outdoor Florida living with a huge covered lanai for entertaining, a summer kitchen/bar area and a sparkling pool with a hot tub overlooking Isleworth's championship golf course. The location simply can't be beaten. Just minutes from fine dining, world-class shopping and all of the major attractions, there will always be plenty to do. Members of the club will also enjoy all of the amazing amenities that the community has to offer, including golf, resort-style pool, tennis courts, fitness center, access to the famed Butler Chain of Lakes and unparalleled concierge service.

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$1,925,000
5bedrooms
5bathrooms
land 0.2ha

By Premier Sotheby's International Realty

Nearby
45

House with pool and garden Orlando (United States)

Welcome to your private lakefront retreat on beautiful Lake Rose. Nestled at the end of a quiet cul-de-sac, this stunning three-bedroom, two-bath home offers just under 2,000 square feet of thoughtfully designed living space, perfect for both relaxation and entertaining. The home features a spacious layout with comfortable living areas. A three-car garage provides ample space for vehicles, storage and all your lake toys. Outside you can experience the ultimate waterfront lifestyle with your own private concrete boat ramp, making launching effortless, along with two private docks, perfect for relaxing, entertaining, or securing multiple watercrafts. Boasting an impressive 159 feet of pristine lake frontage, this property delivers breathtaking water views and unmatched access to outdoor recreation. Whether you enjoy fishing at sunrise, boating across open water, or spending the day waterskiing, paddle boarding, or kayaking, this lake is a true playground right in your backyard. Additional peace of mind comes with a roof that was replaced four years ago, offering durability and long-term value. This rare lakefront gem combines privacy, functionality and year-round recreation, all in a highly desirable cul-de-sac location in Lake Rose Pointe. Whether you're looking for a full-time residence or a weekend escape, this property is ready to deliver the lifestyle you've been dreaming of.

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$860,000
3bedrooms
2bathrooms
land 0.4ha

By Premier Sotheby's International Realty

Nearby
30

House with pool and terrace Winter Garden (United States)

Welcome to an exceptional residence where luxury, lifestyle, and location converge in one of Winter Garden's most desirable communities. Situated on a hard to find oversized premium corner lot, this stunning 4-bedroom, 4-full bath home offers 3,424 square feet of thoughtfully designed living space, perfectly positioned to capture serene park views in the front and tranquil pond vistas in the rear. From the moment you arrive, the home's elevated presence and expansive setting set the tone. Inside, you are greeted by a light-filled, open-concept layout designed for both elegant entertaining and everyday comfort. The spacious floor plan flows seamlessly, enhanced by refined finishes and generous living areas. At the heart of the home, the kitchen and great room spaces connect effortlessly to the outdoors, where your private resort-style retreat awaits, outdoor living at its finest! Step outside to your private POOL (built in 2022)-a true showpiece designed for relaxation and entertaining. The fully fenced backyard with a sleek metallic fence offers both privacy and unobstructed views, creating the perfect balance of security and openness. Whether hosting gatherings or enjoying a quiet evening, the backdrop of the pond and open skies delivers an unparalleled sense of tranquility. And as the sun sets, prepare for a truly magical experience-nightly views of the MAGIC KINGDOM FIREWORKS right from your backyard create a one-of-a-kind ambiance that elevates everyday living into something extraordinary. INTERIOR HIGHLIGHTS: 4 Bedrooms | 4 Full Bathrooms. A spacious DEN located in the first floor is currently set as a guest room, with the convenience of a full bathroom in the first floor with access to the pool. A spacious BONUS ROOM located on the second floor- ideal for a media room, office, or playroom. Expansive GREAT ROOM and entertaining areas including a STUDY SPACE off of the kitchen and a DINETTE SPACE. A thoughtfully designed layout with functional flow! Recent Update:A/C UNIT REPLACED in late 2025, offering peace of mind and energy efficiency for years to come. Park views from the front - providing openness and privacy. Pond views from the rear - creating a serene and picturesque backdrop. Oversized corner lot enhances curb appeal and outdoor space. This is more than just a home-it's a lifestyle property that blends natural beauty, luxury amenities, and a prime location. From quiet mornings overlooking the pond to evenings watching Disney fireworks, every day here feels elevated.

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$1,198,000
318m²
4bedrooms
4bathrooms

By Annonceur International

Nearby
50

House with pool and garden Windermere (United States)

Set on 0.54 acre at the end of a quiet cul-de-sac in the Reserve at Lake Butler Sound, 6533 Cartmel Lane offers single-story living within one of Windermere's established guard-gated communities. Mature landscaping, a paver driveway and a substantial architectural entry frame the residence, while the private pool opens to an expansive backyard that gives the property a notable sense of space and privacy. Inside, high ceilings and generous natural light shape a thoughtfully arranged split-bedroom floor plan. The primary suite is positioned apart from the secondary bedrooms, creating a more private retreat within the home. Just beyond the bedroom, a bonus room offers a flexible extension of the suite, suited to a sitting room, study or quiet reading space. The principal living areas are distinct yet connected, allowing the home to feel open without sacrificing definition. Generous windows bring natural light throughout, while the formal dining area and multiple gathering spaces create an easy progression from one room to the next. Outdoor living is centered around the screened lanai and pool, both overlooking the broad rear lawn. The scale of the homesite gives the exterior a sense of openness, while the three-car garage provides additional parking and storage. A tile roof completes the home's architectural profile. Reserve at Lake Butler Sound was conceived as a gated residential community of luxury homes, shaped by consistent architectural and landscape standards intended to preserve a cohesive and harmonious setting. Controlled access established landscaping and a carefully maintained residential environment contribute to a sense of privacy, permanence and distinction. Approximately six minutes away, downtown Windermere offers a refined small-town setting defined by tree-lined streets, local parks, neighborhood dining and the popular Friday farmers' market. Just beyond the community, a public boat ramp provides access to Lake Butler and the interconnected Butler Chain of Lakes, while several of Central Florida's notable golf courses are within easy reach. Walt Disney World, Universal Orlando, Sand Lake Road, downtown Orlando and Orlando International Airport are approximately 20 to 30 minutes away. With its single-story design, generous homesite and setting within one of Windermere's established luxury communities, 6533 Cartmel Lane offers a refined expression of Central Florida living, defined by privacy, space and convenient access to the area's lakes, golf, entertainment and travel connections.

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$1,598,000
4bedrooms
4bathrooms
land 0.2ha

By Premier Sotheby's International Realty

Nearby
46
Video

House with pool Clermont (United States)

Gorgeous four-bedroom, three-bath home plus an office in a gated community on half an acre. This home is well priced and move-in ready. The welcoming beveled glass front doors lead you into a large foyer and your new home. The family room is a perfect size; look at the huge furniture that fits in here. The adjacent kitchen is situated perfectly to take advantage of the view out to the pool, and you can stay connected to family or guests both inside and out. Lots of granite countertops in the kitchen, a beautiful stacked stone backsplash and 42-inch custom cabinetry with crown molding and some with glass fronts. The white cabinets are set perfectly against the granite countertops and can accommodate any pop of color you want to make this your own. The formal dining room has transformed into a space that can be just as formal as it can be casual. Bench seating against the beadboard accented wall, and a large table can be situated under the cool light fixture. Enjoy meals overlooking the pool or bring the BBQ you made on your grill from the deck straight in. Need a home office? A perfectly designed organizational wall of cabinets, shelving and a desk area are all situated behind a French door, plus you have extra seating space. The master suite is very large, as the master bedroom has a sitting area overlooking the rear yard and pool area. Custom ceiling accent gives the room some dimension. There are two master closets; both have closet systems installed. Plenty of drawers, hanging space, plus shoe racks. Master bath has a nice soaking garden tub, separate glassed-in shower, plus dual vanities. A triple split bedroom plan means there is a rear bedroom that's separate from any other bedrooms, plus it has a full bath that serves as the pool bath. Perfect location for extended family or guests. Bedrooms two and three are nicely sized and have ample closet storage. The laundry room is equipped with cabinetry and a large sink. Side-entry oversized two-car garage has plenty of room for vehicles and extra storage. The home also has tons of upgrades, crown molding almost everywhere, oversized baseboards and plantation shutters on all the windows that let in natural light. AC installed in 2020. Great outdoor living space, covered lanai and open deck area around the pool for sun. The pool is surrounded by a nice privacy hedge, and there is a fenced rear yard area with a wrought-iron-style aluminum fence. The landscaping is perfection, St. Augustine sod with irrigation system, great shrubs and plants, all healthy but easy to maintain. Large shade trees also make this home feel a bit secluded on this cul-de-sac lot. Walk out to the community nature walk and get picked up at the end of the dock over Lake Minnehaha. This smaller gated community is conveniently located just off Lakeshore Drive and Hammock Ridge Road for easy access to Highways 50 and 27 but tucked away behind a brick wall and tons of trees. Central Florida living with easy access to Disney and attractions within 40 minutes. Shopping and restaurants within five minutes. Come see this amazing home with an appointment today.

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$599,900
4bedrooms
3bathrooms
land 0.2ha

By Premier Sotheby's International Realty

Nearby
30

House with pool and garden Windermere (United States)

Exceptional Keene's Pointe Pool Home with Rare Multi-Generational Layout with a Pond View! Welcome to this exceptional 5-bedroom, 4.5-bath residence nestled on one of the most peaceful cul-de-sacs in the Keene's Pointe community. Perfectly positioned on a stunning water-view homesite with an expansive backyard and exceptional privacy, this home offers an incredibly flexible floor plan rarely found in today's market. The thoughtfully designed layout places the main living areas, private office, and spacious primary suite all on the first floor, creating the perfect setup for everyday living. Upstairs, three generously sized bedrooms and a large bonus room are tucked away, providing an ideal retreat for family or guests. Adding even more versatility, a completely separate detached in-law suite features a spacious bedroom and full bath, making it perfect for extended family, guests, a private home office, or live-in accommodations. Major updates provide peace of mind for years to come, including a brand-new roof, new glass sliders and windows, new septic system and drain field, A/C in 2024, and 2021 water heater. Keene's Pointe is one of Central Florida's premier 24-hour guard-gated communities, set along the pristine Butler Chain of Lakes. Residents enjoy beautifully maintained parks, playgrounds, walking trails, private boat launch access to Lake Burden, fishing piers, and a vibrant community atmosphere. Optional membership to the renowned Golden Bear Club provides access to a Jack Nicklaus Signature golf course, tennis and pickleball courts, a resort-style swimming pool, fitness center, and more. Families will also appreciate the community's proximity to top-rated schools, upscale shopping, fine dining, world-famous attractions, and Orlando International Airport.

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$2,250,000
418m²
5bedrooms
4bathrooms
land 0.2ha

By Annonceur International

Nearby
30

Contemporary house with pool and terrace Winter Garden (United States)

Prepare to be awed by this stunning estate from the Toll Brothers executive collection in the renowned community of Lakeshore Preserve. This home presents an ultra modern layout bringing you an environment that caters to both entertaining and every day life. The first floor is open and has 2 sets of triple pane sliding glass doors that fully open to your personal oasis. Beyond the covered lanai is a beautiful pool, spa and cabana area, perfect for a mid day swim or watching Disney fireworks at night. The kitchens, indoor and outdoor, and sure to impress even the most fastidious of chefs with the natural gas cooktop, multiple mounted range hoods, quartz countertops and more. This property is not only a smart home but also environmentally conscientious with newly installed solar panels and an electric car charger. All furniture is included with the sale of this home, the only thing you need is the keys to begin living your best central Florida life. Virtual Tour Available.

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$1,950,000
402m²
5bedrooms
4bathrooms
land 0.1ha

By Annonceur International

Nearby
38
Video

House with pool and terrace Winter Garden (United States)

Direct Panther Lake frontage. Sunset views from your own screened lanai. Disney fireworks shimmering across the water after dark. Welcome to 15594 Shorebird Lane, an exceptional Toll Brothers Bavaro residence set on an oversized 0.34-acre homesite with approximately 93 feet of lake frontage in Lakeshore Preserve, one of Horizon West's most desirable communities. From the moment you enter, the home is designed around the water. A dramatic two-story foyer with stained shiplap and architectural beams opens to bright, expansive living spaces where oversized windows frame tranquil Panther Lake views. The open-concept great room, dining area and gourmet kitchen flow naturally together, creating an ideal setting for both everyday living and entertaining. The kitchen features a generous center island, stone countertops, upgraded appliances, built-in and convection ovens, a range hood and abundant storage. Designer lighting, additional recessed lighting, upgraded interior finishes, plantation shutters and ceiling fans throughout add warmth and refinement. The first-floor primary suite offers a peaceful lakefront retreat, complete with serene water views, a custom closet system and a spa-inspired bath. Upstairs, three additional bedrooms and a spacious bonus room provide flexibility for guests, a media room, home office, game room or second living area. But the heart of this property is outdoors. An approximately 1,250-square-foot screened lanai opens directly toward Panther Lake, creating a private waterfront setting for dining, entertaining or simply watching the colors change across the lake at sunset. A hot tub, fire pit, fountain and outdoor shower are surrounded by mature landscaping and thoughtfully designed outdoor spaces, while Disney fireworks provide a memorable backdrop after dark. The home also offers an important long-term advantage: an owned, fully paid solar system with no lease and no loan, conveying with the property. A tankless water heater, foam insulation and plantation shutters further support energy-conscious living. Additional features include custom garage cabinetry, epoxy garage flooring, an oversized two-car garage, upgraded landscaping and irrigation, gutters and downspouts, a built-in pest-control system and extensive storage solutions. With 4 bedrooms, 3.5 baths and 3,022 square feet of heated living space, this home combines Toll Brothers quality with a waterfront setting that is difficult to duplicate. Lakeshore Preserve residents enjoy resort-style amenities including a clubhouse, community pool, fitness center, yoga and wellness studio, playground, dog park, sand volleyball courts, walking and biking trails, community canoes, dock and lake access. The home is also conveniently located near Walt Disney World, Hamlin Town Center, Flamingo Crossings, Winter Garden Village, Orange County National Golf Center and downtown Winter Garden, with convenient access to SR 429, Florida's Turnpike and Interstate 4. Lakefront living. Sunset views. Disney fireworks. Paid solar. An oversized homesite and an extraordinary outdoor living space. This is not simply another home in Horizon West—it is a property designed around the experience of living on the water.

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$1,199,000
4bedrooms
4bathrooms
land 0.1ha

By Premier Sotheby's International Realty

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