luxury house for sale Ocoee, United States

Along a charming brick street in one of the desirable areas of southwest Orange County, this beautifully updated 1938 cottage-style home offers a blend of historic character and modern convenience in the heart of downtown Winter Garden. On an oversized, fully fenced corner lot within the sought-after golf cart district, this rare gem is just blocks from historic Plant Street, the famed Plant Street Market, weekend farmers market, premier dining, shopping, entertainment and scenic West Orange Trail. This inviting three-bedroom, two-bath home features 1,273 square feet of thoughtfully updated living space with stylish laminate and ceramic tile flooring throughout, blending timeless charm with modern finishes. Inside, you'll find a functional layout with inside laundry, a warm and welcoming atmosphere, and a newer air-conditioning system for added peace of mind. Enjoy quiet mornings or relaxing evenings from the desired front and rear porches overlooking the fully fenced yard, ideal for entertaining, pets or simply enjoying the Florida lifestyle. The oversized double carport and extended driveway provide abundant parking, while the exterior storage room within the carport offers exceptional flexibility for hobbies, tools, golf cart accessories or additional storage needs. Homes with this level of charm, character and accessibility rarely become available in downtown Winter Garden. Combining an unbeatable location, oversized corner lot and the convenience of golf cart living just near everything Plant Street has to offer, this is a special opportunity to own a piece of one of Central Florida's beloved historic communities.

An exceptional opportunity to own an award-winning luxury home in Canopy Oaks, an intimate gated community in Winter Garden. At 706 Canopy Estates Drive, this Parade of Homes award-winning Delray model by A.R. Bailey Homes offers five en-suite bedrooms, seven baths, dual primary suites, a three-car garage and more than 4,000 square feet of thoughtfully designed living space. Inside, 10-foot ceilings, abundant natural light and wood-look porcelain tile complement an open, flexible floor plan designed for everyday living and entertaining. The gourmet kitchen features a natural gas cooktop with exterior vent, built-in wall oven, upgraded appliances, pot filler, oversized island, 42-inch cabinetry, walk-in pantry and designer finishes overlooking the coffered ceiling great room. A gated wine cellar adds a distinctive touch. The first-floor primary suite features a spa-inspired bath with dual vanities, oversized shower, freestanding soaking tub and walk-in closet. A separate first-floor en-suite bedroom offers flexibility for guests, extended family or a home office. Upstairs, a second primary suite, two additional en-suite bedrooms, spacious loft, powder bath and covered balcony provide additional privacy and versatile living space. Designed for Florida indoor-outdoor living, corner-opening glass doors and expansive stacking sliders connect the interior to a covered lanai with a motorized retractable screen. The private backyard offers ample room for a custom pool and outdoor kitchen. Additional features include dual tankless water heaters, dual HVAC systems with zoned climate control, motorized roller shades, mudroom and abundant storage. Residents of Canopy Oaks enjoy recreational trails and a community playground, just minutes from Historic Downtown Winter Garden, Winter Garden Village, Orlando Health, the Roper YMCA, Florida's Turnpike, SR 429 and other major Central Florida roadways. Combining award-winning design, five en-suite bedrooms, dual primary suites and an exceptional Winter Garden location, this beautifully maintained residence offers a distinctive opportunity in one of the area's desirable gated communities. Also available for lease (MLS #O6416527).

**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.

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.

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.

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.

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.

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.

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.

***ADJACENT LAND TO NORTH ALSO FOR SALE (7466 Vivian Lane) MLS O6337045.*** A generational family home sits on this expansive 36.32 acre estate. Built in 1953, this custom-built home boasts two bedrooms and two bathrooms under 3,170 square feet with an amply-sized indoor pool. Once through the gate and driving through the rolling landscape and a tunnel of mature trees you'll approach this home resembling a Spanish villa, where the gated entry way takes you to the living room with cedar ceilings and a masonry fireplace. Older structures on the property include a fenced-in basketball court, greenhouse, playset and horse stable.And there is a matching block and stucco 30'x'60' warehouse/workshop with two-car covered parking, rear and side garage doors, knotted oak rafters, bathroom with tub/shower combo (needs fully renovated) with electrical and plumbing to the entire structure.The primary bedroom features a walk-in closet (as does the second bedroom) where both bathrooms include a single vanity as well as tub and shower.Through the dining room you'll find the kitchen with bar seating. Adjacent to the kitchen as a second wood-burning stone fireplace and indoor grill made for cooking together with guests.When not entertaining, step into the indoor pool engulfed by an abundance of natural light through the many windows and sliding glass doors. The ceiling boasts tongue and groove cedar planks and beams.There are two dressing rooms and yet another stone-built fireplace that heats the pool with pipes built into the pool's foundation. 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. Swimming in the spring-fed pond was a regular activity on hot summer days. While the home has not only a lot of history and good bones, it could use some TLC and remodeling, 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. Country-living in a great location with privacy and access to all central Florida has to offer. 20 minutes to 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 a short drive.Orlando International Airport, Universal Studios, SeaWorld and Disney World are a 30-minute drive.It's just 60 minutes to the East Coast and 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!

***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!!

Tucked away on a quiet cul-de-sac within the gated community of Palma Vista, this impeccably maintained single-story residence offers the perfect balance of timeless elegance, everyday comfort, and effortless Florida living. Situated on an oversized corner lot, this thoughtfully designed home features nearly 2,900 square feet of living space with four bedrooms, three full baths, and a desirable split-bedroom floor plan that provides privacy for family and guests alike. Designed for both relaxed living and elegant entertaining, the home showcases soaring tray ceilings, expansive formal and casual living spaces, a gas fireplace, and a dedicated executive office ideal for working from home. At the heart of the home, the spacious kitchen flows seamlessly into the family room and outdoor living areas, creating an inviting space for gatherings both large and small. Step outside to your own private retreat where a solar-heated pool and spa, screened lanai, and beautifully landscaped backyard provide the perfect setting to enjoy Florida's year-round lifestyle. Whether hosting friends, enjoying a quiet evening by the pool, or simply relaxing in your own backyard oasis, this home was designed to be lived in and enjoyed. Ideally located just minutes from Restaurant Row, Dr. Phillips, Universal Orlando Resort, championship golf, world-class dining, premier shopping, and major highways, Palma Vista offers the convenience of Central Florida living within an established gated community. Meticulously cared for and move-in ready, this exceptional residence presents a rare opportunity to enjoy luxury, privacy, and resort-style living every day of the year.

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.

DRAMATIC PRICE IMPROVEMENT on this exceptional 5+ acre LAKE DOWN development opportunity, offering 300 feet of pristine shoreline on the coveted BUTLER CHAIN of Lakes and positioned on the best side of Windermere with unmatched convenience to SR-408 and downtown Orlando. This rare parcel, zoned R-CE, allows for the creation of up to three luxury lakefront homes or a single premier estate compound, all while enjoying the prestige of a WINDERMERE address with immediate access to Isleworth, Bay Hill, and downtown Windermere. The property includes an existing 5,000 sq ft home with five bedrooms, 3.1 baths, and an oversized four-car garage-ideal as a temporary residence or teardown for redevelopment. Beyond its development potential, the land itself is a natural sanctuary: mature trees and lush landscaping create a haven for native birds, passion flower vines attract vibrant butterflies, and natural Florida water plants along the shoreline provide a thriving nursery habitat for breeding wildlife and small fish. This is a rare chance for developers, custom builders, or investors to deliver exceptional lakefront homes in one of Central Florida's most desirable luxury corridors. Also listed as Residential MLS 6367852.

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.

Commanding stunning views of Johns Lake, 16038 Johns Lake Overlook Dr rests in the desirable Hickory Hammock community of Winter Garden a lakefront enclave where natural beauty meets elevated, everyday luxury. This is more than a home; it's a lifestyle designed for those who appreciate space, comfort, and the calming presence of water just beyond their windows. Inside, 4,139 square feet unfold across a thoughtful, flexible layout with five bedrooms and five bathrooms. The main level anchors the home with two generous suites, including a refined primary and an oversized guest suite. Each offers serene water views, spa-inspired bathrooms, and a true sense of privacy that makes hosting effortless. Venture upstairs to discover a second secluded primary suite your personal sanctuary. Here, you can wake to panoramic lake views, relax in the garden bath, or step onto your private balcony to take in unforgettable sunsets over the water. The heart of the home is an open concept living area that flows seamlessly into a chef's dream kitchen. Premium appliances, gleaming granite countertops, and custom cabinetry create a space equally suited for quiet mornings and lively gatherings. When it's time to unwind, a dedicated theatre loft provides the perfect setting for movie nights and lazy weekend afternoons. Step outside, and the entertaining possibilities feel endless. The expansive outdoor living area boasts a full outdoor kitchen finished in Brazilian granite, a sparkling pool with an infinity edge hot tub, and multiple spaces for lounging and dining beneath the Florida sky. Just steps away, your covered private boat dock complete with boat and jet ski lifts opens the door to endless days of boating, fishing, and watersports on Johns Lake. For those who love to play, the backyard even includes a 5-hole putting green and a 2-hole chipping green, ideal for sharpening your short game without ever leaving home. Every detail here reflects a rare blend of craftsmanship, comfort, and connection to the water. Surrounded by natural beauty and premium amenities, this property delivers the kind of tranquil lakefront living that so many search for and so few ever find. Opportunities to own a home like this, in one of Winter Garden's most sought after communities, simply don't come along often. Come experience it for yourself, and imagine the life waiting here. Schedule your private showing today before this exceptional retreat is gone!

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.

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.

Modern functionality meets contemporary design. This private home was previously used by the home builder to showcase as an addition to their available model homes. Located in the award-winning Orchard Hills community, this Hayes II open-concept home with a bonus bedroom and bath has been generously upgraded with luxurious additions throughout. Upon entering the front door, you are greeted with a grand Swarovski crystal chandelier in the 20-foot ceiling foyer. Lower level bedroom/office and bath simplify convenience. A spacious formal dining room that can seat eight is ready for large gatherings. The chef-inspired kitchen is appointed with dual ovens, dual sinks, energy-efficient dishwasher, microwave, five-range electric cooktop and upgraded 42-inch solid wood cabinetry. A Kinetico reverse osmosis alkaline water filtration system allows you to be confident, knowing you have the healthiest and cleanest drinking and bathing water possible at your disposal. Entertaining guests is easy with seating for three at the large island, the breakfast nook or very spacious seating area in the great room. High-quality Oak Lodge laminate flooring lay the stairs and entire upper level. The primary bedroom fits a California king comfortably, has a large custom-built California Closet and an en-suite with a separate tub and shower. Three out of four bedrooms have walk-in closets. The laundry room is conveniently located upstairs. Completely turnkey with five bedrooms and four full baths, this home can accommodate a large family or guests with very little attention needed for maintenance. Natural light shines through the many tinted, double-pane windows during daylight hours. In the evening, 5,000K LED lights brighten the house throughout. Enjoy backyard gatherings while cooking in the outdoor kitchen under the covered lanai and enjoy picturesque sunsets due to true east/west facing. With no direct, rear-facing neighbors, the backyard commands added privacy. A finished garage with rack space storage adds plenty of storage. Cameras are inconspicuously placed indoors and outdoors that help protects your family and investment 24/7. Home exterior painted July 31, 2021. Outdoor kitchen bought July 2021. This home boasts one of the larger lots in the neighborhood at 7,000 square feet. The community has a pool, dog park, fitness center and clubhouse. A-rated schools. Call today for a tour.

Set on more than an acre amid the rolling hills of Bella Collina, this extraordinary custom estate by Primo Homes is a masterful expression of refined luxury, timeless architecture and resort-inspired living. Completed in 2023, the thoughtfully designed single-story residence encompasses 4,414 square feet of meticulously crafted living space, offering five bedrooms, five full baths and two half baths within one of Central Florida's most coveted private communities. A grand arrival introduces interiors defined by soaring ceilings, expansive gathering spaces and a seamless connection between indoor and outdoor living. Designed for both intimate everyday living and sophisticated entertaining, the estate showcases exceptional craftsmanship, designer finishes and a flowing floor plan that balances elegance with effortless functionality. Each of the five bedrooms features its own private en-suite bath, creating an exceptional level of comfort and privacy for family and guests alike. At the heart of the residence, the gourmet kitchen opens gracefully to spacious living and dining areas, creating an inviting setting for gathering and entertaining. The private primary suite serves as a serene retreat, complemented by a dedicated executive office that offers an ideal space for working from home or quiet reflection. Throughout the property, thoughtfully designed custom built-ins elevate both the aesthetic and everyday living experience, while a fully equipped laundry room, abundant storage and a four-car garage with dedicated golf cart parking further enhance convenience without compromising style. Designed to promote wellness and recreation, a versatile flex room overlooking the pool was originally envisioned as a private fitness and yoga studio. Whether transformed into a home gym, media lounge, art studio or additional gathering space, it offers remarkable flexibility to suit a variety of lifestyles. Beyond the interiors, an extraordinary outdoor sanctuary rivals the finest private resorts. Retractable patio screens create year-round comfort, while the expansive covered lanai and summer kitchen provide the perfect setting for effortless alfresco entertaining. A sparkling resort-style pool anchors the outdoor living spaces, complemented by a private beach volleyball court, soccer field and half basketball court, offering endless opportunities for recreation, relaxation and unforgettable moments with family and friends. Behind the private gates of Bella Collina, residents enjoy a lifestyle unlike any other in Central Florida. Anchored by a championship golf course masterfully designed by the legendary Sir Nick Faldo, the community also features an iconic Tuscan-inspired clubhouse, a full-service spa, a state-of-the-art fitness center, exceptional dining and breathtaking views of rolling hills and sparkling lakes. Every element has been thoughtfully curated to deliver an unparalleled private club experience. Offered fully furnished, this turnkey estate seamlessly unites contemporary construction, bespoke craftsmanship, resort-caliber amenities and one of Florida's most prestigious addresses with effortless sophistication. More than a home, this is an invitation to embrace a lifestyle defined by elegance, privacy, recreation and enduring luxury. Offered fully furnished.

Virtually Staged. Welcome to an exceptional luxury residence located within the incredible, guard-gated community of Bella Collina. This beautifully designed home sits on over one acre and offers a seamless blend of elegance, comfort, and refined living. Thoughtfully crafted with high-end finishes and attention to detail throughout, the home features expansive living spaces filled with natural light, creating a warm yet amazing atmosphere. The open-concept design is ideal for both everyday living and entertaining, while the private outdoor areas provide the perfect setting to relax and enjoy the serene surroundings. The primary suite offers a true retreat experience, complemented by spacious secondary bedrooms and well-appointed living areas. Every element of this home has been carefully designed to deliver both style and functionality. Residents of Bella Collina enjoy world-class amenities, including a private clubhouse, championship golf course, resort-style pool, spa, fitness center, and fine dining, offering an unparalleled lifestyle just minutes from Montverde Academy, Winter Garden, and major highways. Surrounded by multi-million-dollar estates, this is a rare opportunity to own a move-in-ready luxury home in one of Central Florida's most exclusive communities.

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.

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.

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.