Orange Homes with Lake Privileges Frontage

Orange Homes with Lake Privileges Frontage

Welcome to Orange County, Florida—an enchanting blend of natural beauty and vibrant community living! Nestled in the heart of Central Florida, Orange County is renowned for its sunny weather, lush landscapes, and a plethora of recreational opportunities. With its charming neighborhoods, top-notch schools, and a rich tapestry of cultural attractions, it’s no wonder that Orange County is a sought-after destination for homebuyers.

One of the most appealing features of this area is the availability of homes with lake privileges. Imagine waking up to breathtaking views of serene waters and enjoying the gentle sounds of nature right in your backyard. Properties with lake frontage offer not just a home, but a lifestyle—perfect for those who appreciate outdoor activities like fishing, kayaking, or simply relaxing by the water’s edge. Whether you’re looking for a cozy cottage or a luxurious estate, Orange County has a diverse selection of homes that cater to all tastes and budgets.

In addition to its stunning waterfront properties, Orange County boasts an array of amenities. From world-class dining and shopping to vibrant parks and recreational facilities, residents enjoy a balanced lifestyle where leisure and convenience go hand in hand. Plus, with easy access to major highways and attractions like Walt Disney World and Universal Studios, adventure is always just around the corner.

Discover your dream home in Orange County, where lakefront living meets the charm of Florida's most inviting communities. Embrace the tranquility and beauty that awaits you!

Newest Orange Homes with Lake Privileges Frontage

$5,999,000
5 Beds 5 Baths Aladar On Lake Butler SubDv. 34786 Zip Code
Set beneath a canopy of majestic live oaks along the shores of the Butler Chain of Lakes, this timeless estate has been comprehensively reimagined to blend enduring architecture with modern luxury. Rebuilt with uncompromising attention to detail, every major component of the home has been replaced, including the roof, windows & doors, HVAC systems, water heaters, pool equipment, dock, and landscaping. The home is also complete with a professionally curated furnishing package by Wassers. A refined palette of natural materials and exceptional craftsmanship defines every space, including custom Italian cabinetry, a premium SKS appliance suite, Taj Mahal quartzite countertops and full-height backsplashes, imported Portuguese limestone extending seamlessly from the interior to the pool terrace, and wide-plank light oak flooring throughout the upper level. Arched impact-rated windows and doors frame picturesque lake views while filling the home with natural light. Privately positioned to maximize the home's spectacular waterfront setting, the primary suite serves as a luxurious retreat featuring its own fireplace, a spacious sitting area, and a private balcony overlooking the lake. The spa-inspired bath rivals those found in the world's finest resorts, showcasing a dramatic wet room with a hand-carved marble soaking tub, handcrafted marble vanity, exquisite limestone, and an extraordinary custom Italian wardrobe system. Designed for effortless indoor-outdoor living, the private courtyard is inspired by timeless Mediterranean estates and framed by graceful arcades, tapered stone columns, restored architectural lanterns, and custom lighting. A freeform pool and elevated spa create a tranquil focal point, while the fully equipped summer kitchen, multiple covered terraces, and expansive entertaining spaces provide an exceptional setting for lakeside gatherings. Beyond the courtyard, beautifully landscaped grounds lead to a restored private dock and covered boathouse with direct access to the renowned Butler Chain of Lakes. No detail was overlooked, with additional highlights including a private elevator, custom wine room, designer lighting, thoughtfully restored architectural details, and curated finishes that create a timeless residence balancing warmth, elegance, and seamless indoor-outdoor living. Situated on renowned 2nd Avenue just moments from downtown Windermere, this remarkable residence establishes an entirely new benchmark for luxury renovation. Meticulously executed, flawlessly designed, and unlike anything else available today, this is more than a home it is a legacy property destined to become one of Central Florida's most iconic waterfront estates.

800 W 2nd Avenue, Windermere

$2,125,000
5 Beds 5 Baths Hickory Hammock Ph 1d SubDv. 34787 Zip Code
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!

16038 Johns Lake Overlook Drive, Winter Garden

$7,500,000
6 Beds 8 Baths Windermere SubDv. 34786 Zip Code
Welcome to an extraordinary lakefront estate on the prestigious shores of Lake Butler with 182 feet of water frontage, where timeless architecture, exceptional craftsmanship, and resort-style amenities come together in one of Windermere's most coveted locations. Built in 2024 and spanning approximately 6,900 square feet under air (10,400 total square feet), this custom residence sits on a rare one-acre homesite along the iconic, paved Second Avenue, renowned for its festive holiday displays, spectacular sunsets, and unmatched charm. Designed for both everyday luxury and grand scale entertaining, this 6 bedroom, 7.5 bathroom home offers en-suite bedrooms with walk-in closets, including a private first floor guest suite. The stunning primary retreat features a spa inspired bathroom and a private balcony overlooking the lake, creating the perfect setting to enjoy breathtaking sunsets and nightly Disney fireworks. The heart of the home is a designer chef's kitchen featuring exquisite Cristallo countertops, premium Miele appliances, and seamless flow into the expansive living and entertaining spaces. A dramatic floating wood staircase with a striking stone accent wall serves as an architectural centerpiece, while an elevator provides effortless access to every level. Additional highlights include a custom onyx sink in the powder bath, elegant 8-foot solid wood core doors throughout, motorized blinds, and laundry rooms on both the first and second floors. Step outside to experience a true private resort. The heated infinity edge saltwater pool features a unique acrylic glass viewing wall, allowing swimmers to enjoy underwater lake views unlike anything else. The expansive summer kitchen is equipped with two oversized Big Green Egg grills, a hibachi grill, and generous entertaining areas perfect for hosting unforgettable gatherings. A spacious game room with a full bar, dedicated fitness room, and professionally designed dog run complete the home's exceptional lifestyle offerings. Boating enthusiasts will appreciate the impressive two story private dock with multiple lifts, providing direct access to the famed Butler Chain of Lakes. Car collectors will love the oversized four car garage with an automotive lift, an additional golf cart garage, and an exceptionally long driveway offering abundant guest parking, a rare luxury on Second Avenue. Constructed with impact-rated windows and doors, spray foam insulation, and energy-efficient systems, this home was thoughtfully built to provide superior comfort, security, and efficiency. Combining impeccable design, world-class amenities, spectacular waterfront views, and one of the finest addresses in Central Florida, this remarkable Lake Butler estate represents a rare opportunity to own a nearly new custom home in one of Windermere's most sought after neighborhoods. Be sure to click on the virtual tour links.

724 W 2nd Avenue, Windermere

$599,000
3 Beds 2 Baths Vizcaya Heights Condo Or 6575 1315 SubDv. 32836 Zip Code
Experience luxury lakefront living in the heart of Dr. Phillips at the highly sought after Vizcaya Heights Condominiums. This exceptional third floor end unit offers over 2,300 square feet of beautifully designed living space with breathtaking panoramic views of Big Sand Lake and nightly Disney fireworks from your private covered balcony. Designed with both comfort and elegance in mind, this spacious 3 bedroom, 2 bath residence features a desirable split bedroom floor plan, oversized bedrooms, formal living and dining rooms, a family room, and an abundance of natural light pouring through numerous windows that showcase spectacular sunrises, sunsets, and serene water views. Move in ready, the home is enhanced with tile flooring throughout, coffered ceilings, custom architectural niches, plantation shutters, elegant chandeliers, generous storage, custom closet systems, and a spacious laundry room. The centrally located kitchen is equipped with stainless steel appliances, offering an ideal layout for everyday living and entertaining. The private primary suite serves as a true retreat, featuring direct balcony access, expansive his and hers closets, double vanities, a soaking tub, and a large walk in shower. This exclusive building offers added privacy with only 16 residences, compared to many neighboring buildings with 24 or more units. The home also includes an assigned underground garage parking space with a private storage room, elevator access directly to the third floor, and ample guest parking. Vizcaya is one of Central Florida's premier Mediterranean inspired, 24-hour guard gated communities, surrounded by the beauty of Big Sand Lake, Little Sand Lake, and Lake Serene. Residents enjoy resort style amenities including two swimming pools, spa, fitness center, tennis and pickleball courts, two clubhouses, a brand new playground, scenic walking paths, and beautifully maintained landscaping. The HOA provides exceptional value by covering exterior building maintenance, roof maintenance, landscaping, water, trash, cable, and internet, allowing for a truly maintenance free lifestyle. Perfectly located just minutes from Orlando's renowned Restaurant Row, upscale shopping, major attractions, International Drive, Universal Orlando, SeaWorld, Walt Disney World, and Orlando International Airport, this home offers the ideal combination of tranquility, luxury, and convenience. Whether you're enjoying peaceful lakefront mornings, spectacular sunsets, or fireworks from your balcony, this remarkable residence offers a lifestyle that is simply unmatched.

8767 The Esplanade Unit 40, Orlando

$15,900,000
7 Beds 9 Baths Keene's Point SubDv. 34786 Zip Code
Experience luxury lakefront living on a grand scale in this exquisite estate on Lake Tibet, part of the pristine Butler Chain of Lakes in Windermere. This custom-built masterpiece by Goehring & Morgan is inspired by Andrea Palladio, one of the most influential architects in history, celebrated for his elegant country houses and villas. The design draws inspiration from the diverse regions of Italy, with the finest imported materials hand-selected to ensure authenticity. Every finish and detail was thoughtfully curated, showcasing refined craftsmanship, exquisite design elements and seamless indoor-outdoor living enhanced by stunning water views. Offering 14,068 square feet of living space with an elevator on more than four acres, this remarkable residence enjoys one of the most breathtaking lake views in the area. Thoughtfully designed with Palladian principles, the rear elevation is every bit as impressive as the front, maximizing the beauty of its exceptional waterfront setting. With six bedrooms and eight-and-a-half baths plus guest house, this home offers every luxury amenity imaginable. The floor plan includes formal living and dining rooms, an open-concept kitchen and family room that flow effortlessly into the outdoor living spaces, a climate-controlled wine room, an office, a library, two bonus rooms, a fitness room and a private attached guest suite. The backyard retreat evokes the feeling of Lake Como, with picturesque sightlines, expansive lake views and covered outdoor living areas featuring fireplaces that surround the resort-style pool. Mature landscaping provides exceptional privacy while enhancing the ambiance of this extraordinary outdoor oasis. Artistry is evident throughout every space, highlighted by exposed wood beams with hand-painted details, frescoed ceilings, Old World tumbled brick floors and ceilings, inlaid marble and wood accents, barrel-vaulted ceilings, Venetian plaster finishes and countless other custom architectural elements. Within the guard-gated community of Keene's Pointe, this estate enjoys access to an exceptional lifestyle. Lake Tibet is one of the largest lakes on the Butler Chain, offering privacy and connectivity through the navigable canal system. The Butler Chain of Lakes, also known as the Windermere Chain of Lakes, consists of 13 interconnected lakes encompassing more than 5,000 acres of spring-fed water. Residents of Keene's Pointe enjoy access to the renowned Golden Bear Club, featuring a 250-acre Jack Nicklaus Signature Golf Course, a resort-style pool, tennis courts, a fitness center, multiple playgrounds and a clubhouse for private events. Combining small-town charm with unparalleled convenience, Windermere is just minutes from downtown Orlando and offers easy access to fine dining, world-class shopping, championship golf courses, top-rated schools, international and private airports, and world-famous theme parks. The Butler Chain of Lakes spans more than 4,900 acres of crystal-clear, spring-fed water and is renowned for its pristine sand bottoms, exceptional water quality and designation as an "Outstanding Florida Water."

6119 Grosvenor Shore Drive, Windermere

$420,000
2 Beds 2 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
Welcome to Lake Maitland Terrace, where this beautifully renovated condominium offers a rare opportunity to enjoy Chain of Lakes living. Included with the property is a leased boat dock on the Winter Park Chain of Lakes, paid through 7/31/2027, with the lease transferable to the new owner and renewable. This stunning 2-bedroom, 1.5-bath residence features picturesque lake views from both bedrooms as well as the screened front porch. The screened-in front porch is the perfect place to relax while overlooking the expansive lakefront campus, complete with a sparkling pool, fishing dock, putting green, and shuffleboard courts. From the moment you step inside, you'll appreciate the exceptional quality of the modern renovation, thoughtfully designed with both style and function in mind. The beautifully updated kitchen is ideal for entertaining, featuring premium finishes, generous workspace, and a party-size ice maker. It flows seamlessly into the dining area, where abundant built-in storage provides both convenience and organization. The spacious primary suite serves as a private retreat, complete with a walk-in closet, an updated half bath, and tranquil lake views to wake up to each morning. Whether you're looking for a full-time residence or a weekend escape, this move-in-ready home offers an exceptional lifestyle in one of Winter Park's most desirable waterfront communities. This is a rare opportunity you won't want to miss.

1140 S Orlando Avenue Unit K15, Maitland

$1,550,000
4 Beds 3 Baths J H Livingstons Sub SubDv. 32809 Zip Code
Virtually Staged. Welcome home to this beautifully renovated 4-bedroom, 3-bathroom lakefront retreat, perfectly set on a private 1-acre lot off the main road with breathtaking views of Little Lake Conway. Beautifully reimagined this year from top to bottom, this 2,700 sq ft home sparkles! With an open-concept layout and gorgeous lake views that take center stage from nearly every room, this home encapsulates modern finishes with the timeless charm of the sought-after Conway area. The upgrades run throughout: a brand-new roof, spray foam insulation, new baseboards and trim, and fresh paint inside and out. At the heart of the home, a huge gourmet kitchen features quartz countertops and backsplash, stainless steel appliances, and a 36-inch stove made for entertaining, while the dining room's built-in serving bar is perfect for hosting family and friends. The bathrooms are beautifully updated with quartz, new cabinetry, truly spa-inspired showers with groutless wall panels for a luxurious look and easy upkeep. LVP flooring flows throughout the open living spaces, complemented by a cozy fireplace for relaxed evenings at home. Step outside to your private pool and paver deck — a lovely spot to soak in those unforgettable sunset views. Water sports enthusiasts will love the private dock offering direct access to the Lake Conway Chain, ideal for boating, water skiing, wakeboarding, and fishing right from your backyard. Complete with a 2-car garage, indoor laundry room, gated and newly updated private driveway, and no HOA, this rare combination of privacy, space, and lakefront access is hard to find so close to downtown Orlando. Spacious rooms, updated finishes, and a lakefront setting that feels like a getaway every day — this is a lakefront dream!

1225 Hoffner Avenue, Orlando

$2,500,000
3 Beds 2 Baths Cypress Shores First Add SubDv. 32836 Zip Code
Welcome to an exceptional lakefront opportunity on the highly sought-after Butler Chain of Lakes. A major recent value enhancement has transformed this property through a completed lot reconfiguration, adding approximately 14,500 square feet and creating a true 0.80-acre lakefront homesite with direct frontage on beautiful Lake Tibet. Nestled within the desirable Cypress Shores community, this custom-built 3-bedroom, 2-bath residence offers an exceptional blend of timeless craftsmanship, contemporary comfort, and an unparalleled waterfront lifestyle. Enjoy direct access from Lake Tibet through the connecting canal to Lake Sheen and the remaining lakes of the world-renowned Butler Chain. Inside, the home showcases remarkable custom millwork, extensive built-in cabinetry, rich hardwood finishes, and clean architectural lines. Vaulted and cathedral ceilings, skylights, and expansive windows fill the open-concept living and dining areas with natural light while framing picturesque lake views. The thoughtfully designed split-bedroom floor plan provides privacy for the spacious primary suite, complete with custom built-ins and a beautifully appointed en-suite bath. The kitchen combines elegance and functionality with stunning Grigio Carnico Italian marble countertops, soft-close custom cabinetry, stainless steel appliances, a Samsung touchscreen refrigerator, built-in microwave, and an under-counter wine cooler—perfect for everyday living and effortless entertaining. The adjoining family room offers breathtaking views of the professionally landscaped backyard and Lake Tibet, creating a warm and inviting space to relax while enjoying the tranquil waterfront setting. Both bathrooms are beautifully finished with Italian marble and custom stainless-steel fixtures, reflecting the exceptional quality and attention to detail found throughout the home. Step outside to your private outdoor oasis, where an expansive covered lanai overlooks the tranquil waterfront. The resort-style outdoor living area features a stunning infinity-edge pool, relaxing spa, and a fully equipped summer kitchen, creating the perfect setting for entertaining or enjoying spectacular sunsets over Lake Tibet. The newly expanded 0.80-acre lakefront homesite also offers exceptional potential for future expansion, including the possibility of enlarging the residence to approximately 5 bedrooms and 4 bathrooms, subject to buyer verification and applicable approvals. Additional features include an oversized two-car garage, mature professional landscaping, and no HOA. Located on one of Central Florida's most coveted lake chains, the Butler Chain offers more than 5,000 acres of interconnected waterways renowned for boating, water skiing, fishing, paddleboarding, and year-round recreation. Conveniently located just minutes from Bay Hill, Dr. Phillips' renowned Restaurant Row, championship golf courses, upscale shopping, Disney Springs, Disney Parks, Orlando International Airport, and Downtown Orlando. This is a rare opportunity to own a beautifully crafted home on an expanded lakefront homesite in one of Central Florida's most excepcional waterfront communities, offering exceptional lifestyle, long-term value, and endless possibilities.

10129 Lone Tree Lane, Orlando

$2,285,000
5 Beds 3 Baths Conway Shores SubDv. 32812 Zip Code
Welcome to your contemporary Mediterranean waterfront estate on the prestigious Lake Conway Chain of Lakes, where timeless architectural elegance meets sophisticated modern design. This stunning 5-bedroom, 3-bathroom estate offers 3,625 feet of thoughtfully designed living space. The moment you walk through the front door, you'll notice the beautiful white oak hardwood flooring that flows throughout the entire home. Completely remodeled inside and out, this exceptional residence has been reimagined from top to bottom with extensive high-end upgrades, thoughtful design, and an ideal split floor plan. Designed for both everyday living and entertaining, the main living areas are filled with natural light, while the chef-inspired kitchen and breathtaking Lake Conway views serve as the home's focal points. The kitchen features solid wood soft-close cabinetry, quartz countertops, a large custom island, and high-end appliances with manufacturer warranties. All new front windows and sliding glass doors, custom mahogany front doors, designer lighting and fans, and select smart lighting features further enhance the home. The spacious primary suite offers lake views, direct access to the pool area, and a luxurious spa-inspired bathroom featuring custom vanities, frameless glass showers, and a high-end soaking tub. On the opposite side of the home, you'll find three additional bedrooms and two beautifully updated bathrooms, including a convenient pool bath with direct access to the outdoor living area. An additional flex room provides endless possibilities and can easily serve as a fifth bedroom, private office, gym, or hobby room. Upstairs, the bonus loft opens to a private balcony overlooking the lake, offering the perfect place to enjoy your morning coffee or unwind while taking in the incredible water views. Outdoor living is equally impressive, featuring a resurfaced pool patio, cedar-covered lanai, custom outdoor built-in grill, updated lighting, and a beautifully maintained beach area overlooking the lake. A newly installed dock in 2025, complete with a covered boat lift, provides direct access to the Lake Conway Chain for boating, skiing, fishing, and making memories on the water. Conveniently located near Downtown Orlando, Orlando International Airport, world-famous theme parks, premier dining, and entertainment, this exceptional property offers the perfect blend of luxury, location, and waterfront living. Schedule your private tour today and experience everything this extraordinary Lake Conway waterfront estate has to offer.

2501 Trentwood Boulevard, Orlando

$1,289,000
4 Beds 3 Baths Sand Lake Cove Ph 01 SubDv. 32836 Zip Code
**NEW PRICE! Exceptional opportunity to own direct Big Sand Lake frontage in the heart of Dr. Phillips.** (Big Sand Lake, a 1,000+ acre private ski lake) Offering breathtaking water views, a private dock with boathouse, and an exceptional outdoor living experience, this property captures the very best of Florida waterfront living. Ideal for boating, waterskiing, wakeboarding, paddleboarding, fishing, and sunset cruises, Big Sand Lake provides endless opportunities for recreation right from your own backyard. The backyard is a true retreat, featuring a spacious screened patio, sparkling pool, and expansive pool deck overlooking the tranquil waters of the lake. Whether you're enjoying a peaceful morning sunrise, entertaining guests, or spending the day on the water, this outdoor oasis provides the perfect setting. Nature lovers will appreciate the nearby trail with direct access to Dr. Phillips Community Park, offering playgrounds, sports fields, picnic areas, and a popular dog park. Inside, you'll find a bright and inviting open-concept split floor plan designed for both comfortable living and effortless entertaining. The welcoming foyer opens to the formal living room, where sliding glass doors frame beautiful lake views and provide access to the outdoor living space. Just off the foyer, the formal dining room flows seamlessly into the kitchen and family room. The well-appointed kitchen features stainless steel appliances, a center island, stunning new granite countertops, abundant cabinetry, and a sunny breakfast nook overlooking the pool and lake. The adjacent family room offers built-in shelving and sliding glass doors to the pool deck, creating an ideal gathering space for family and guests. The private primary suite is situated on the right side of the home and features a beautifully updated en-suite bathroom with a freestanding soaking tub, large walk-in shower, and dual walk-in closets. Connected to the primary suite is a private office with sliding glass doors leading directly to the patio, providing a peaceful workspace with inspiring lake views. On the opposite side of the home, two secondary bedrooms share a full bathroom. Toward the rear of the home, a fourth bedroom and third full bathroom offer additional privacy and flexibility for guests, extended family, or multi-generational living. The third bathroom also provides convenient access from the pool area. Additional features include a two-car garage, an interior laundry room, and abundant storage throughout the home. Luxury vinyl flooring extends through all bedrooms and most living areas, while ceramic tile enhances the kitchen, family room, and bathrooms. Recent updates include a NEW HVAC system, fresh interior paint, refinished kitchen and primary bathroom cabinetry, a new refrigerator, new dishwasher, upgraded granite countertops, and numerous additional improvements. Ideally located near world-class shopping, dining, and entertainment, this exceptional home also offers convenient access to I-4, making commutes to Downtown Orlando, the Walt Disney World Resort area, Universal Orlando, Orlando International Airport, and Florida's beautiful beaches quick and convenient. Whether you're seeking a peaceful waterfront retreat, a home designed for entertaining, or a property that embraces an active boating and watersports lifestyle, this rare Big Sand Lake opportunity delivers the very best of Central Florida lakefront living.

10273 Cove Lake Drive, Orlando

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