luxury houses with terrace for sale Winter Garden, 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.

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.

Price Improvement! Located behind the gates of the prestigious Reserve at Belmere in sought-after Windermere, this exceptional Mediterranean-inspired estate offers a rare blend of timeless architecture, modern luxury and thoughtful custom enhancements. Built in 2004 by the original owners and expanded during construction, the residence offers more than 3,427 square feet of refined living space and over 4,528 total square feet, creating a larger footprint than many comparable homes within the community. Extensively upgraded with more than $250,000 in recent improvements, this meticulously maintained home showcases true pride of ownership. Significant updates completed within the last three years include three new Trane HVAC systems, replacement windows, premium appliances, pool renovations, designer lighting and numerous interior and exterior enhancements. From the moment you enter, soaring 24-foot ceilings and elegant architectural details set the tone. Crown molding, coffered ceilings, engineered hardwood flooring, custom window treatments and a marble wood-burning fireplace create a sophisticated yet inviting atmosphere. Expansive glass sliding doors frame the outdoor living spaces and provide seamless indoor-outdoor flow ideal for everyday living and entertaining. The chef's kitchen has been thoughtfully curated with luxurious quartzite countertops, custom pullout cabinetry with rotating shelving systems and an impressive suite of premium German appliances, including a Miele built-in coffee system, convection oven, dishwasher and refrigerator. A professional-grade 48-inch chef gas range with six burners and a griddle, custom lighting and a built-in three-stage water filtration system complete the space. Privately on the main level, the primary suite offers a tranquil retreat with coffered ceilings, newly installed commercial-grade carpeting, serene pool views and direct patio access. The spa-inspired primary bath is appointed with marble and travertine finishes, a soaking tub, a separate shower and custom walk-in closet built-ins. Upstairs, generously sized secondary bedrooms and a spacious loft overlook the formal living and dining areas below. Designed for elevated outdoor living, the resort-style backyard features a resurfaced saltwater pool and spa, an updated pool heater, decorative fountains, remote-controlled pool systems and multiple entertaining areas surrounded by lush European-inspired landscaping, stone pathways and manicured grounds. Canary palms and mature landscaping create a private, luxurious setting. Additional highlights include a new front entry door, an oversized three-car garage, an upgraded security system, a partial roof replacement and designer chandeliers and lighting throughout. Ideally located in one of Windermere's premier gated communities, residents of Reserve at Belmere enjoy convenient access to top-rated schools, dining, shopping, golf, major roadways and the area's renowned luxury lifestyle offerings.

**NEW PRICE** This recently constructed estate is behind private gates on an oak-canopied compound, presenting a masterclass in clean-lined modern luxury. Spanning an impressive 5,772 square feet, the professionally designed interior delivers a dramatic statement of scale, light and high-caliber finishes through a floor plan ideally crafted for families. Crossing the threshold through towering double doors, the entry makes an unforgettable impact, transitioning into a breathtaking great room. Here, soaring ceilings accented by rustic, yet chic, exposed timber trusses draw the eye upward, while a sleek, wide-format 46-inch Montigo DelRay gas fireplace serves as the room's focal point, creating an atmosphere that feels simultaneously commanding, warm and elegant. A subtle yet transformative touch throughout the home is the integration of custom LED uplighting, which projects a soft, ambient glow. The gourmet kitchen will delight the chef of the house, offering a culinary experience that reads like a design showroom. Featuring rift oak custom cabinetry, double-thick mitered edges of marble-style quartz counters cascade over a sprawling island, beautifully complemented by dual washing stations with industrial-grade matte fixtures. This culinary powerhouse is anchored by a massive 48-inch Thermador Pro commercial gas range with an integrated Brizo pot filler, two Thermador stainless steel dishwashers and an oversized 66-inch Frigidaire Professional side-by-side refrigerator and freezer. Tucked behind the main kitchen is a butler's pantry featuring custom millwork, elegant stone countertops, a built-in microwave drawer and a towering wine chiller. The primary retreat is a masterfully secluded main-level wing, offering an uncompromised escape focused on wellness and renewal. The bath is anchored by Carrara marble mosaic stone flooring and features a seamless, zero-entry shower with overhead rainfall plumbing, therapeutic wall sprays and intricate mosaic tiling. This private oasis is completed by dual vanities, statement lighting and an oversized walk-in closet that feels less like a wardrobe and more like a retail boutique. An upper-level junior suite is complete with a private en suite, perfect for guests' separate living space, while those working from home will find absolute focus in the commanding executive office space outfitted with floor-to-ceiling lighted shelving and color-drenched design. Indoor entertainment and outdoor leisure collide through walls of disappearing glass that open to a seamless indoor/outdoor living experience. A dedicated game room and media lounge features integrated surround sound and a sleek cocktail bar with Samsung smart refrigeration, looking out across a massive, shimmering swimming pool and heated spa. The meticulously manicured grounds feature a dedicated short-game putting turf, motorized weather shades, a fully equipped outdoor kitchen, a detached storage pavilion and a four-car garage complex equipped with dedicated climate control and full-home Generac generator backup for absolute operational independence. The fitness enthusiast in your home will marvel at the climate-controlled, state-of-the-art home fitness pavilion. Ideally minutes to downtown Windermere, Disney, Orlando International Airport, and major shopping and restaurants.

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.

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.

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

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.

***ADJACENT LAND TO SOUTH IS ALSO FOR SALE (7625 Clarcona Ocoee Road) under MLS O6337044.*** A generational family home sits on this expansive 18.35 acre estate. Built in 1950, this custom-built home boasts one bedroom and one bathroom under 616 square feet is surrounded by rolling landscape with mature trees. The front patio takes you into the kitchen which is adjacent to the family room. The primary bedroom features a walk-in closet while the bathroom includes a shower with a door to the side patio. And there is a back patio as well. Older structures on the property include two pole barns. As you could imagine, there was a time where the family enjoyed not only this home, but the potential in this unique northwest Orlando property lies in the vast mostly cleared pastures and fields. It was a working farm back in the day with horses and cattle and currently zoned A-1 Agricultural where swimming in the pond was a regular activity on hot summer days. While the home is in need of a lot of work or it may be a teardown and you built your dream home, the potential in this property lies with the land. Build your custom-built dream home or re-establish the homestead as a farm, nursery or equestrian center. Farm animals are permitted subject to county guidelines. Custom built homes, accessory dwelling units and setbacks subject to building codes. The potential is huge for rezoning as well as for city or county government development opportunities like a community complex. Ideal for mixed-used, retail, institutional and nonprofit projects and the possibility for residential development and various real estate ventures. Easy access to major highways, infrastructure and local amenities. Everything needed to live, shop and play is minutes away. You've got country-living in a great location with privacy and access to big city amenities to enjoy all central Florida has to offer. Less than 20 minutes away from schools, hospitals, the YMCA as well as parks, golf and other outdoor activities. DOWNTOWN ORLANDO and its amenities including professional sports, festivals and concerts among other events are also a short drive. And Orlando International Airport and Universal Studios, SeaWorld and Disney World are a 30-minute drive. It's just 60 minutes to the East Coast and if you fancy a day trip in just two hours you can be on the beautiful beaches of the Gulf of America!! Prime location and great investment to buy and hold or build and develop with solid growth potential. You don't want to miss this rare opportunity to make this substantial plot of central Florida real estate your own!!

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.

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.

Introducing 5333 Greenside Court, a rare opportunity to own one of Dr. Phillips' most versatile and thoughtfully designed private estates. Rarely does an estate of this scale, flexibility and long-term vision come available in this coveted community. Situated on a beautifully landscaped .71-acre homesite, this timeless Colonial-inspired residence offers over 8,000 square feet of thoughtfully designed living space where classic architecture and extraordinary versatility come together. Expanded with long-term functionality in mind, the home features significant capital improvements including a newer roof, 44 hurricane impact windows installed in 2022, fresh exterior paint, and a new roof with an impressive 110 panel solar system installed in 2021. That keeps average monthly electric costs at approximately 50 dollars, which is remarkable given its size. Separate septic systems serve the primary living areas, with the rear system intentionally oversized to support future expansion, including the potential conversion of portions of the garage into additional living space. Designed to evolve alongside your family's needs, this is far more than a luxury residence. It's a true legacy estate built for generations. The multi family compound offers the flexibility to function as approximately 6 to 11 bedrooms (according to your needs), 9 full bathrooms, and 3 complete kitchens, with every addition intentionally designed to create independent yet connected living spaces. The original residence offers the warmth and functionality of a traditional family home, featuring an expansive first-floor primary suite with an adjoining flex room. Upstairs, three bedrooms and two full baths provide an ideal layout while multiple living rooms, a formal dining room and an oversized kitchen create exceptional spaces for both everyday living and entertaining. The kitchen is complemented by a butler's pantry with second refrigerator and oversized laundry. At the heart of the estate, a beautifully designed heated pool and spa courtyard seamlessly connects the separate living wings while preserving privacy, creating an inviting retreat for gatherings or quiet evenings. Connecting the residences, a fully equipped gym, complete with a full bath, offers exceptional flexibility as either a private wellness center or guest suite. The secondary residential wing dramatically expands the possibilities with Spectacular 1500-square-foot executive office with its own kitchen and full bath, creating an incredible work-from-home environment or an opportunity for another luxurious primary suite, if you preferred. Adjacent is an expansive 1700+ sq. ft game room with another full kitchen, massive recreation space, additional full bath, and another private suite, providing essentially limitless options for future owners. Whether your vision includes extra bedrooms, studios, media rooms, or expanded family living. Below, an exceptional 9-car garage divided into separate four-car and five-car garages with extensive built-in storage caters to collectors, entrepreneurs, hobbyists alike. Behind the residence, an enormous motor court provides parking for roughly 25 additional vehicles, offering unmatched flexibility. Opportunities to own an estate offering this level of versatility and future potential are extraordinarily rare. 5333 Greenside Court is far more than a luxury home. It's a legacy estate where generations gather, grow, and create lasting memories for decades to come.

Under contract-accepting backup offers. Virtually Staged. Welcome to an exceptional opportunity in the heart of Bay Hill, situated directly on the green of Hole 4-one of the community's most sought-after golf course locations. This homesite offers sweeping views of manicured fairways, mature trees, and pristine landscape, delivering the privacy, prestige, and scenery that define the Bay Hill lifestyle. This spacious single-story, 4-bedroom, 3-bath home features 2,528 sq ft of living space and a smart, well-designed layout centered around golf views and indoor-outdoor living. High ceilings, large architectural windows, and multiple sets of French doors fill the home with natural light and frame tranquil views of the pool and course. Tile flooring runs throughout, and the home includes multiple living and dining areas, a wood-burning fireplace, and a large indoor laundry/mudroom with built-in cabinetry. The expansive kitchen offers tremendous potential with abundant cabinetry, a peninsula with bar seating, a breakfast nook overlooking the pool, a skylight, and direct access to the lanai. The thoughtful split-bedroom layout includes two bedroom suites-one ideal for guests and one serving as the primary-with pool access, a large walk-in closet, dual vanities, soaking tub, and separate shower. Outdoor living is the highlight: the oversized screen-enclosed pool and lanai create the perfect setting for entertaining, relaxing, and enjoying uninterrupted golf views with no rear neighbors. The full-length covered patio is ideal for year-round use. Whether you're seeking to renovate a home with incredible bones, invest in a premier golf community, or create a custom residence with unmatched views, this property represents a rare chance to secure a trophy location in the world-renowned Bay Hill community, home of the Arnold Palmer Invitational and minutes from dining, shopping, schools, and Dr. Phillips amenities. Bring your vision and make this standout Bay Hill address your own.

Some homes are simply places to live. This one is a lifestyle. Positioned directly on the 12th fairway of Arnold Palmer's Bay Hill Championship PGA golf course, this fully reimagined golf-front residence is among the most coveted offerings in all of Central Florida. Set within the gated enclave of Bay Hill Village, it delivers the rarity buyers truly seek: brand-new luxury finishes, single-level living, and an address that speaks for itself. The Residence: Spanning approximately 2,500 square feet with a commanding 125 feet of direct golf course frontage, this home was stripped down to its concrete walls and foundation and rebuilt from the ground up, resulting in a finished product that rivals new construction in every way. The gourmet kitchen is anchored by custom cabinetry, striking marble countertops, and top-of-the-line appliances. Porcelain tile flows seamlessly through the main living areas, while the spacious family room, complete with a built-in bar and wine refrigerator, sets the stage for effortless entertaining. A versatile bonus room adapts beautifully to a home office, media room, or additional living space. The primary suite is a true retreat, featuring a generous walk-in closet, dual vanities, and a spa-inspired walk-in shower. With everything replaced and rebuilt, including the roof, A/C, bathrooms, fixtures, finishes, and landscaping, this is as close to a brand-new home as you will find in one of Orlando's most iconic communities. Smart Home & Outdoor Living: A fully integrated Control4 smart home system puts lighting, climate, audio, security, and entertainment at your fingertips, whether you're home or away. Outside, a private sanctuary awaits: a tranquil waterfall fountain, hot tub, and lounge area invite you to unwind in style. The 300-square-foot screened-in patio is climate-controlled, making it fully enjoyable even through Florida's hottest summer months and the perfect vantage point for the fairway and the world-renowned Arnold Palmer Invitational. The Community: Bay Hill Village is more than a neighborhood. It's a standard of living. This gated, well-established community of approximately 120 homes offers low-maintenance lots, privacy walls, tree-lined streets, and a park-like atmosphere. Amenities include a clubhouse, resort-style pool and hot tub, tennis and pickleball courts, and a fitness center. A private rear gate opens directly to Bay Hill Club, where membership unlocks 27 holes of Championship Golf, Tennis & Pickleball, Fine Dining, Lounge, Pro Shop, 66-Room Lodge, Marina, and more! The Location: Situated in the heart of the Dr. Phillips corridor, you're steps from Restaurant Row and minutes from Walt Disney World, Universal Orlando Resort, and SeaWorld, placing the best of Orlando's dining, culture, and entertainment at your doorstep.

*Seller is Motivated* Welcome to elevated luxury, situated on the 11th green of one of the world's most iconic golf courses: Arnold Palmer's Bay Hill Club and Lodge, home of the PGA Tour's Arnold Palmer Invitational since 1979. Located at the end of a private, gated cul-de-sac, this newly constructed six-bedroom, seven-bath estate is designed for high-end entertaining. Melding a clean, modern aesthetic with a highly functional floor plan, this steel-reinforced estate redefines luxury living on the fairway. Carrara porcelain tile flows seamlessly throughout the entire first floor, offering timeless beauty with effortless durability. Dramatic 22-foot soaring ceilings and double-height glazing frame uncompromised vistas of the golf course and shimmering infinity pool. A symphony of light and leisure, the sprawling floor plan is meticulously engineered for fluid indoor-outdoor living. Massive 9-foot glass walls slide away to merge the sleek, open-concept family spaces with a resort-caliber outdoor oasis. Boasting a coveted northern and northwestern rear orientation, the panoramic pool deck catches the breathtaking colors of Central Florida's sunsets. Built for the ultimate host, the main gourmet kitchen features dual islands, two dishwashers, Sub-Zero refrigeration and a Wolf gas oven, complemented by an adjacent 534-bottle, climate-controlled glass wine display. A fully equipped back kitchen with an additional full-size catering refrigerator ensures seamless, discreet event prep away from your primary living space. Enter the double doors to the exclusive owner's retreat for the ultimate sanctuary featuring dual custom closets, a dedicated lounging area with a private lanai, a spa-like bath with a soaking tub, a seamless glass smart shower and LED light inlay mirrors above the double vanities. The residence transitions effortlessly to warm engineered hardwood on the second level, beautifully bridging structural minimalism with residential warmth. This upper floor functions as a complete private sanctuary, offering an additional kitchen, living room and ensuite bedrooms perfectly suited for family or guests. No detail in luxury or efficiency was overlooked. This custom-engineered estate features a state-of-the-art tankless propane gas hot water system flawlessly supplying all baths, high-efficiency thermal windows and an aerobic water treatment system. An expansive covered lanai creates the ultimate backdrop for year-round entertaining, overlooking a mosaic-tiled infinity pool with a heated spa, dancing fire, water and light features, a full outdoor summer kitchen and a detached pool house complete with its own private en suite. Car enthusiasts and active golfers will appreciate the expansive 4-car garage, complete with a dedicated golf cart bay. Secluded behind this property offers supreme privacy, set on nearly an acre, yet just minutes from fine dining along famed Restaurant Row, high-end shopping, Universal Studios, Walt Disney World and Orlando International Airport, a short 20-minute drive. Optional private membership to Bay Hill unlocks premier resort amenities, including championship golf, tennis, pickleball, a state-of-the-art fitness center, a full-service marina, fine dining and dynamic social events, all right in your backyard.

Located in the desirable Windermere Trails and less than 15 minutes from Magic Kingdom, this immaculate four-bedroom 3.5-bath pool home offers an exceptional combination of style, comfort and Central Florida convenience. Unwind beside your own heated saltwater pool and spa while enjoying views of the Disney fireworks. Inside, tile flooring extends throughout the home, creating a clean and cohesive look that is both attractive and easy to maintain. Fresh interior paint in 2026 enhances the bright, welcoming atmosphere. The formal dining room makes a beautiful first impression with its gorgeous coffered ceiling, providing an elegant setting for holiday dinners, celebrations and evenings with friends. The kitchen is designed for anyone who appreciates generous workspace and exceptional storage. A substantial amount of cabinetry is complemented by expansive granite countertops, a tiled backsplash and an oversized walk-in pantry. Pendant lighting highlights the breakfast bar, creating a natural place for casual meals and conversation. Built-in stainless steel appliances and a Bosch Dacor refrigerator installed in 2022 complete this impressive space. A drinking water filtration system and a whole-house water softener add everyday convenience. The kitchen opens naturally to the spacious family room, where a stacked stone accent wall adds warmth, texture and architectural interest. Views of the pool create a beautiful backdrop and keep the indoor living areas connected to the outdoor setting. Whether hosting a crowd or enjoying a quiet evening at home, the open arrangement allows everyone to remain part of the conversation. Go outside to the heated saltwater pool and spa. With the propane heater, the pool can be enjoyed well beyond the traditional swimming season, while the space offers plenty of room for lounging, dining and entertaining. The pool filtration equipment was replaced in 2024. The thoughtfully planned four-bedroom, 3.5-bath layout provides flexibility for a family, guests or a home office. The washer and dryer (2022) are also included. A complete Bosch HVAC system, including interior and exterior equipment, was installed in spring 2024 and carries a 10-year parts/labor warranty w/required annual maintenance. The water heater is from 2019, and the exterior and tile roof were professionally power washed in 2024. An interior ADT security system and exterior CCTV camera system provide additional peace of mind. A separate two-car (with epoxy floor in 2023 and one-car garage epoxy in 2026) provides three total spaces for vehicles, storage or hobbies. Just inside one of the garages, a drop station features areas for phone charging, along with space for packages, bags and daily essentials. Windermere Trails offers a resort-style community pool, walking trails, playgrounds, pavilions, a dog park and fitness areas. Surrounded by the natural beauty of the Butler Chain of Lakes, the community is close to highly regarded A-rated schools, Lakeside Village, Hamlin Town Center, Winter Garden Village, Horizon West and the renowned dining of Dr. Phillips. Nearby SR 429 provides convenient connections to the Turnpike, SR 408 and I-4, while Walt Disney World, Disney Springs, shopping, golf, boating, restaurants and medical services are all nearby. Beautifully maintained and ready now, this home combines inviting interior spaces, a private pool retreat, recent improvements and a location that places the best of Central Florida at your doorstep.

Under contract-accepting backup offers. Pre-Construction. To be built. This is a rare opportunity to build a new construction custom home within an established, gated neighborhood - and the last available lakefront lot in the prestigious Cypress Point community. Konkol Custom Homes, one of Central Florida’s premier luxury builders, and MJS designed plans for a 7,000-square-foot lakefront masterpiece on nearly one acre along Lake Tibet, part of the world-renowned Butler Chain of Lakes. The proposed design includes five bedrooms, seven bathrooms, a pool, and a six-car garage, all fully customizable to your vision. From your backyard, enjoy breathtaking sunsets every evening and Disney fireworks each night - without the noise or the lines. From the front view of the home, enjoy a beautiful, well-maintained pond with a fountain, taken care of by the community - so you have water ON BOTH SIDES of the home. Nestled within Cypress Point, residents enjoy lush landscaping, 24-hour manned security, and exclusive community amenities including a clubhouse, playground, and walking paths. Located in the heart of Dr. Phillips, close to the Bay Hill area, this property offers the ultimate blend of luxury, privacy, and convenience - just minutes from Restaurant Row’s world-class dining, Bay Hill Country Club, and top-rated schools. Build not only your dream home, but your legacy, in one of Central Florida’s most exclusive lakefront enclaves. Don't miss this incredibly rare opportunity to fully customize your home that suits your needs, on one of the most premium lot sites available in Central Florida. The land itself is also available for purchase separately, offering endless potential to craft your dream home in one of Dr. Phillips’ most exclusive lakefront communities. Schedule a showing today!

Why wait to build when you can move right into this beautifully upgraded Weston model in Wellness Ridge? No longer available to build, this spacious 3,062-square-foot home offers four bedrooms, three full baths and a versatile three-way split floor plan designed for today's lifestyle. The first floor features a private primary suite along with a secondary bedroom and full bath—ideal for guests, multigenerational living or a home office. At the heart of the home is an impressive open-concept kitchen featuring an oversized island, quartz countertops, abundant workspace and upgraded finishes, all flowing seamlessly into the main living and dining areas. Upstairs, two additional bedrooms share a full bath and are complemented by a generous loft/bonus room—perfect for a media room, playroom, home office or additional gathering space. Ceramic tile and hardwood flooring throughout add warmth and style. Step outside to the extended paver patio with no rear neighbors, creating a private setting for relaxing, entertaining and enjoying Florida's outdoor lifestyle. Located in amenity-rich Wellness Ridge, residents enjoy a resort-style pool, clubhouse, fitness center, tennis, pickleball and basketball courts. Even better, the HOA includes lawn service and internet/Wi-Fi, giving you more time to enjoy everything the community has to offer. Wellness Ridge is also ideally positioned near the highly anticipated Olympus development in Clermont, a planned 250-acre destination focused on health and wellness, sports, hospitality and recreation. Plans include an extensive multimodal trail system connecting residential areas with medical, wellness and recreational amenities. Don't miss the opportunity to make this move-in ready Clermont home your own - schedule your private showing today!

As you enter through the gate into your private courtyard, this stunning 2 car garage townhome in move-in ready condition awaits. Upgraded with a brand new kitchen, brand new stainless steel appliances, brand new engineered hardwood floors in the Great Room and bedrooms, new carpet on the stairs and the interior of the home has been freshly painted. Plantation shutters in two bedrooms upstairs and Great Room. Garage floors are pristine and painted with garage door opener. This home is perfectly located, close to The Mall at Millenia, Premium Outlets, restaurants, Universal Studios and major highways.