Orange Homes with Boatable Water Water Frontage

Orange Homes with Boatable Water Water Frontage

Welcome to Orange County, Florida—a vibrant gem nestled in the heart of the Sunshine State! Renowned for its picturesque landscapes, thriving communities, and an abundance of recreational opportunities, Orange County is the perfect place for those seeking a blend of urban amenities and natural beauty. With its stunning lakes, lush parks, and a rich cultural scene, this county is a haven for outdoor enthusiasts and families alike.

One of the standout features of Orange County is its impressive selection of homes with boatable water frontage. Imagine waking up to the gentle lapping of water against your private dock, where you can launch your boat for a day of adventure on the shimmering lakes. Whether you’re an avid angler, a water sports enthusiast, or simply someone who enjoys serene evenings by the water, these waterfront properties offer an unparalleled lifestyle.

The real estate market in Orange County boasts a diverse range of homes, from cozy waterfront cottages to luxurious estates with expansive views. Many properties come equipped with modern amenities, spacious layouts, and outdoor living spaces designed for entertaining. Plus, with easy access to nearby attractions such as Disney World, Universal Studios, and a plethora of shopping and dining options, you’ll find that life in Orange County is as exciting as it is relaxing.

Discover the charm of Orange County, where the allure of waterfront living awaits you. Whether you’re looking to buy your dream home or invest in a vacation property, the enchanting lifestyle by the water is just a heartbeat away!

Newest Orange Homes with Boatable Water Water Frontage

$19,500,000
6 Beds 10 Baths Isleworth Amd 03 SubDv. 34786 Zip Code
Timeless elegance and extraordinary privacy define this magnificent lakefront estate within the renowned Isleworth Golf & Country Club. Gracefully positioned on Lake Blanche along the coveted Butler Chain of Lakes. This exceptional residence is designed for the most discerning buyer seeking luxury, exclusivity, and resort-style living on approximately 2.5 acres. Encompassing over 13,494 square feet of refined living space and more than 20,476 total square feet, the estate features six luxurious bedroom suites, eight full baths, and two half baths. Every bedroom offers oversized walk-in closets, while the primary suite is a private sanctuary complete with a sitting room, hidden passage access to the study, private morning kitchen, and direct stairway access to the lower-level fitness retreat. Designed for both grand entertaining and intimate living, the home showcases vanishing glass sliders that seamlessly connect the living room, family room, and bar area to expansive outdoor living spaces and screened terraces overlooking breathtaking sunset views across Lake Blanche. The resort-inspired outdoor setting features a heated saltwater infinity-edge pool and spa, summer kitchen, outdoor shower, and tranquil waterfront ambiance. Exceptional amenities include a full theater room with private bath, elevator servicing all three levels, extensive storage throughout, lower-level gym with steam shower and sauna-ready space, dual laundry features including a dog shower and dog door, and a separate guest house complete with living room, kitchenette, and full bath. Equipped with all-new smart-home technology and integrated systems. The gourmet kitchen is thoughtfully appointed with dual ovens, six-burner gas range, steamer, warming drawer, freestanding refrigerator and freezer, two refrigerator drawers, dual full-size dishwashers, and two microwave ovens. Completing this remarkable offering is a five-car garage, private boat dock with electric lift and jet ski slip, and an unmatched combination of sophistication, comfort, and privacy in one Of Central Florida's most prestigious golf and country club communities along the Butler Chain of Lakes.

5192 Vardon Drive, Windermere

$2,700,000
5 Beds 5 Baths Cranes Point SubDv. 32839 Zip Code
Welcome to Crane's Point, one of Central Florida's most private lakefront enclaves, a gated community of just eight estate homes. This home alone commands nearly two acres with 186 feet of private frontage on 294-acre Lake Jessamine, one of the region's premier ski lakes. This is a community you have to be invited into, and a lifestyle you have to see to believe. From the moment you arrive, majestic oak trees and manicured landscaping welcome you home. Bring the boat, the jet skis, and your favorite people. This is the lakefront lifestyle you've been waiting for. At the water's edge, a private dock is outfitted with a boat lift and a double drive-on jet ski lift, putting boating, skiing, wakeboarding, and sunrise paddles just steps from your back door. Just beyond, a custom lagoon-style heated pool and spa with a telescoping fountain unfolds beneath a three-ton Tennessee stone waterfall, framed by travertine and Italian porcelain decking. An outdoor kitchen with a built-in grill, a Perlick refrigerator, and a fully wired Sonos sound system make the pergola and patio an everyday destination, not just a weekend one. Inside, 14-foot ceilings with hand-hewn wood beams, rich hardwood floors, custom millwork, and walls of windows keep the lake in view at every turn. A dedicated downstairs office and an inviting sitting room offer flexible living space, while a relaxed dining room, warmed by its own fireplace and built-in bookcases, sets an easy tone for gathering. The living room flows seamlessly into the kitchen, creating one connected, comfortable space for everyday life and entertaining alike. At the center of it all is a fully remodeled chef's kitchen built for entertaining. A 6' x 10' island topped in a single seamless slab of quartzite anchors the space, surrounded by custom maple cabinetry, a Thermador appliance suite with induction cooktop, a Rachiele workstation sink, and a dedicated beverage station with its own wine refrigerator and sink. The split floor plan offers rare flexibility. A first-floor primary suite with a spa-inspired bath and zero-entry shower is tucked away for privacy, with walk-out access directly to the pool and outdoor living space and amazing lake views. Upstairs, a second primary suite captures panoramic lake views and includes a sitting room, an expansive walk-in closet connected to your private gym that could also be extended for your dream closet with an additional private dressing space, along with a luxurious en-suite bath. Two primary suites make this an exceptional fit for multigenerational living, extended family, or long-term guests. Every major system has already been addressed, from a new commercial-grade water heater and irrigation pump to an updated septic system, French drains, all-new electrical, and an epoxy-floored three-car garage, so the only thing left to do is move in and enjoy it. Just minutes from Downtown Orlando, Orlando International Airport, and the Mall at Millenia, Crane's Point offers true lakefront seclusion behind private gates without sacrificing convenience. Homes here rarely come available. Schedule your private showing today.

5115 Cranes Point Court, Orlando

$2,685,000
5 Beds 7 Baths Keenes Pointe SubDv. 34786 Zip Code
Expansive golf course and water views abound from this impressive Keene’s Pointe estate residence, located on the 3rd green of the renowned Jack Nicklaus Signature Golf Course. Be welcomed by a grand foyer that flows seamlessly into a formal dining room: a refined, inviting space that blends timeless architectural character with luxury finishes. Framed by exposed wood beams, arched wall details, and wrought iron accents, the room feels warm yet grand. Nearby, the living room offers a more relaxed ambiance that elevates everyday living while providing a sophisticated backdrop for entertaining. An expansive primary bedroom and bathroom suite, office, and pool bath are located off the foyer. The chef’s kitchen feature stainless steel appliances—including a double oven and built in refrigerator—that create a seamless, upscale workflow, while the adjacent breakfast nook provides a sunlit place to enjoy morning coffee. A secondary suite on the first floor is perfect for visiting guests. Three upstairs bedroom suites share a common space for homework or socializing and a large bonus room with bar and balcony is a favorite place to entertain friends. A designated home theater is perfect for relaxing while enjoying favorite shows. Outside is a summer kitchen, fireplace, and lounge area for enjoying the Florida weather. The large resort-style pool and spa with waterfall complete the setting. Home is located across the street from the golf course driving range. Residents of Keene’s Pointe enjoy a sought-after country club lifestyle, with optional membership to the Golden Bear Club offering championship golf, tennis, dining, and a vibrant social calendar—making this one of Central Florida’s most desirable places to call home.

8142 Tibet Butler Drive, Windermere

$7,200,000
5 Beds 6 Baths Isleworth SubDv. 34786 Zip Code
Impressively elegant NEW CONSTRUCTION Isleworth estate, prominently positioned on the 17th fairway of the championship golf course, with sweeping Lake Louise vistas beyond. This home was completely gutted and rebuilt with everything masterfully crafted to create a shimmering grand statement of luxury living on one of the most premier lots in the community. The spectacular 10-foot tall, 6-foot wide swinging front door sets the stage for a residence of distinction. A grand, light filled entry welcomes with soaring ceilings, polished marble floors, and a dramatic glass railed staircase that create an immediate sense of scale and sophistication. The open layout flows seamlessly through the dramatic great room toward a wall of floor to ceiling windows and accordion folding glass doors, inviting natural light and showcasing picturesque views of the just-completed saltwater pool and hot tub, golf course, and lake beyond. An elegant chandelier anchors the space, while the upper level glass balcony adds architectural interest and a modern, gallery style feel. Two bedroom suites on the first floor include an extraordinary primary retreat with double closets - one with a stackable washer and dryer - sitting room, and spa-like bath with glassed wet room with enclosed shower and tub. The stunning chef’s kitchen blends modern elegance with exceptional functionality, showcasing a stunning waterfall edge island wrapped in premium marble. Sleek, custom white cabinetry pairs with professional stainless steel appliances – which include WOLF 6-burner plus griddle cooktop, dishwasher, ice maker, and double ovens - create a clean, architectural aesthetic, while the rich wood flooring adds warmth and contrast. Designer pendant lighting highlights the generous prep and gathering areas, making the kitchen equally suited for intimate mornings or elevated entertaining. The open layout flows seamlessly into the surrounding living spaces, including a formal dining room with butler’s pantry, family dining room and secondary gathering space, enhancing the home’s sense of scale and sophistication. Every detail—from the integrated hood to the refined hardware—reflects a commitment to luxury craftsmanship and timeless style. Upstairs are three additional bedroom suites including one that could be a second master. Outdoor entertaining is inviting and refined with a sparkling pool and spa, expansive pool deck, and just-built cabana with summer kitchen. Full-house generator. The 600-acre Isleworth community is surrounded by the pristine Butler Chain of Lakes and is an exclusive residential enclave that sets the standard of excellence for Central Florida living, with 24-hour manned gates, a full security force, and available on-site home services for carefree living. Isleworth Golf & Country Club is located within the community offering optional golf and social membership opportunities.

5373 Isleworth Country Club Drive, Windermere

$1,395,000
5 Beds 4 Baths Harbour Oaks Pointe SubDv. 32809 Zip Code
Virtually Staged. Experience an exceptional waterfront lifestyle in this beautifully appointed two-story home, ideally situated on a wide canal with direct access to the highly sought-after Conway Chain of Lakes. Located in the desirable Harbour Oaks Pointe community just off Lake Conway Drive and minutes from South Orange Avenue, this property offers the perfect blend of elegance, privacy, convenience, and year-round Florida living. From the moment you enter, the impressive two-story living room creates a dramatic first impression, complemented by a warm gas fireplace and an abundance of natural light. The open and spacious floor plan flows effortlessly into the beautifully upgraded kitchen, featuring granite countertops, top-of-the-line appliances, and a custom mosaic backsplash accented with hand-dipped brick for a distinctive designer touch. Throughout the home, upgraded high-end light fixtures add elegance and character, while Italian floor tile in both the primary suite and guest bedroom elevates the interior finishes. One of the bedrooms offers a truly unexpected feature—a hidden secret room, providing a fun and versatile space that can be transformed into a playroom, gaming room, media space, creative studio, or private retreat. Additional features include rich wood and travertine flooring, central vacuum, two built-in entertainment centers, an interior laundry room with utility sink and cabinetry, and a spacious loft ideal for a media room, office, playroom, or additional living space. The outdoor living experience is equally impressive. A screened and enclosed pool overlooks the peaceful canal, creating a private setting for relaxing, entertaining, or enjoying the Florida sunshine. Just beyond the pool, a private boat dock and boathouse provide direct access to the Conway Chain of Lakes—an exceptional opportunity for boating, fishing, watersports, and sunset cruises right from your own backyard. Conveniently located near major roads, shopping, dining, downtown Orlando, and Orlando International Airport, the Conway area is prized for its established residential character and rare combination of lakefront living and urban convenience. Offering generous living space, custom finishes, unique architectural details, a private pool, and direct canal access to one of Orlando's most desirable boating destinations, this exceptional residence delivers a truly distinctive Florida lifestyle—with a few surprises waiting to be discovered. Contact today for your private showing.

438 Harbour Oaks Pointe Drive, Orlando

$2,950,000
5 Beds 4 Baths Down Point Sub SubDv. 34786 Zip Code
Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers nearly 7,000 square feet across three levels and presents a rare opportunity to renovate a true chain-of-lakes property to your own style and standards. Home retains much of its original character and is priced accordingly, creating strong value for buyers seeking premier waterfront frontage, square footage, and long-term upside in one of Windermere’s most desirable locations. Main level includes kitchen, dining area, secondary bedrooms, full baths, oversized laundry room, and sliding doors opening to covered outdoor living and lake views. A few steps down, the sunken living room features a bar, fireplace, storage, and direct water views. Upstairs, the primary suite includes a fireplace, large walk-in closet, dual vanities, tub, separate shower, and screened balcony overlooking the lake. This level also includes a private office. The lower level is a standout feature, offering a full basement living space with its own kitchen, living room, bedroom, full bath, and direct pool access, ideal for extended family, guests, or multigenerational living. An additional reinforced interior room provides flexible use as a secure safe room, storm shelter, private storage room, or secluded flex space. Outdoor features include a screened pool, covered entertaining area, fenced yard, and private dock with space for two boats and two jet skis. Garage space accommodates up to 6 cars, plus a 2-car carport and a large circular driveway that provides additional parking for guests, larger households, or recreational vehicles. Additional storage areas and the lower-level garage create excellent space for boat gear, kayaks, paddle boards, trailers, and lakefront equipment. Home is priced in line with its recent appraisal, with the value reflecting both its current condition and the renovation investment a future owner may choose to make. For buyers seeking a large lakefront footprint, multigenerational layout, extensive parking, and the ability to modernize to today’s standards, this property offers a rare value on the Butler Chain. Located minutes from downtown Windermere, Restaurant Row, golf, shopping, and major attractions.

4301 Down Point Lane, Windermere

$3,300,000
4 Beds 6 Baths Windermere Town SubDv. 34786 Zip Code
Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of frontage on the renowned Butler Chain of Lakes, This home offers a rare combination of luxury, privacy, space, and direct access to one of Central Florida's most coveted boating destinations. This beautifully appointed custom residence offers nearly 4,000 square feet of living space with four bedrooms, soaring ceilings, elegant formal living and dining areas, a spacious kitchen and family room, game room, wet bar, and a thoughtfully designed split-bedroom floor plan. Rich wood and travertine marble flooring, refined architectural details, generous windows bath the main living areas with natural light, and multiple gathering spaces create an atmosphere that is both sophisticated and inviting. A whole house natural gas generator and city water provide peace of mind knowing your family is porotected during the worst Florida storms The primary suite is a private retreat, featuring a luxurious bath with spa-style amenities, a generous walk-in closet, and a serene connection to the surrounding grounds. The home's open living spaces are designed for effortless entertaining, while the separate formal areas provide an elegant setting for more intimate occasions. Outside, the property becomes a private resort. Enjoy the pool and spa surrounded by mature landscaping and expansive outdoor living areas. The private boathouse has a covered boat lift with a "Touchless" Canvas Boat cover that protects your boat from animals and the elements , 2 Jet Ski lifts, Sitting area with fan and mood lighting, Garden hose with city water for cleaning, seawall that has a small beach carved in to allow for playing in the sand of the crystal clear lake, and direct lake access make this an exceptional opportunity for boating, water sports, fishing, and sunset cruises throughout the Butler Chain. Life here extends beyond the property itself. Located on one of Windermere's most desirable paved streets, the home is just moments from the charm of historic downtown Windermere, with its tree-lined streets, local shops, restaurants, parks, community amenities, and small-town atmosphere. Residents enjoy the unique privilege of living among the lakes while remaining conveniently connected to Central Florida's premier dining, shopping, entertainment, and attractions. The Town of Windermere describes its lakes as a beloved community privilege, with the Butler Chain comprising a remarkable network of interconnected waterways. Whether you're enjoying coffee overlooking the water, entertaining beside the pool, stepping aboard your boat for an afternoon on the chain, or returning home to the peaceful canopy of mature trees, this home embodies the very best of Windermere lakefront living. Original house was built in 1961 but completely expanded and remodeled in 2000 - present owner made upgrades in 2023 - call for details

515 W 2nd Avenue, Windermere

$1,290,000
4 Beds 3 Baths Conway Lakes SubDv. 32812 Zip Code
Virtually Staged. Welcome to 3625 Waters Edge Drive in Belle Isle, a rare opportunity to own a spacious 4-bedroom, 3-bathroom, ONE-STORY WATERFRONT HOME on a beautiful 0.39-acre lot with direct CANAL ACCESS to the Conway Chain of Lakes. Offering approximately 2,813 square feet, this home combines comfortable living spaces with exceptional outdoor and boating features in one of Belle Isle’s most desirable locations. The open floor plan creates an inviting flow between the kitchen, dining, and living areas, while large windows overlook the beautifully landscaped backyard and tranquil WATER VIEWS. The updated kitchen features granite countertops, a large island with seating area, cooktop, built-in oven and microwave, and stainless-steel appliances, making it ideal for both everyday living and entertaining. The spacious primary suite offers a beautifully upgraded bathroom featuring marble tile finishes and a smart-control shower. Major renovations and upgrades were completed in 2020, including windows replacement. The NEW roof was replaced in 2026. Step outside to enjoy the COVERED PORCH with brick pavers, beautifully maintained landscaping, and a COVERED PERGOLA featuring a custom-built Argentine-style WOOD-FIRE GRILL, creating an incredible space for outdoor gatherings and entertaining. The property also offers a PRIVATE BOAT DOCK with a covered boat area, providing plenty of space for your boat and water toys. The canal leads directly to the CONWAY Chain of Lakes, offering endless opportunities for boating, fishing, and enjoying the Florida waterfront lifestyle. The optional HOA is only $150 per year, providing flexibility while still offering access to community amenities. The community also offers a boat ramp. A spacious 2-car garage offers plenty of room for vehicles and storage, while the oversized U-SHAPED paver driveway provides abundant parking for guests, recreational vehicles, and your boat. Ideally located in BELLE ISLE, just minutes from Downtown Orlando, Orlando International Airport, shopping, dining, and major roadways, this home offers the perfect combination of waterfront living, privacy, convenience, and location. Bring your boat and enjoy the best of Central Florida lake living! Schedule your private showing today.

3625 Waters Edge Drive, Belle Isle

$6,495,000
4 Beds 6 Baths Willis R Mungers Land Sub SubDv. 32836 Zip Code
A Rare Waterfront Estate on the Butler Chain of Lakes offering a once-in-a-lifetime opportunity to own an extraordinary custom-built home on 1.2 private acres with no HOA, surrounded by serene nature and breathtaking water views. Situated on a coveted dead-end setting with water on surrounding the property on two sides, this remarkable property offers an unparalleled sense of privacy and tranquility while showcasing the very best of lakefront living. With over 9,000 square feet of total living space, this exceptional residence seamlessly blends grand architecture, elegant design, superior craftsmanship, and everyday comfort. Soaring ceilings, expansive windows, and thoughtfully designed living spaces bring the beauty of the surrounding landscape indoors, creating a home that feels both impressive and inviting. The heart of the home is an extraordinary great room that connects seamlessly to the chef's kitchen, both spaces are flooded with natural light and panoramic views that are captivating and grand in scale. The kitchen features custom cabinetry, abundant storage, and high-end appliances make this space as functional as it is beautiful—perfect for intimate family meals or fabulous for entertaining. The luxurious primary suite is a true private retreat, designed with a sense of calm sophistication. A stunning designer-inspired custom boutique closet complements the spa-like primary bathroom, creating an elevated experience that rivals the finest luxury resorts. A spacious guest suite on the main level offers exceptional privacy and convenience with its own private access. Entertainment comes naturally here. The home features a dedicated theater room, expansive indoor and outdoor gathering spaces, complete with an impressive three-car garage equipped with an auto lift, comfortably accommodating four vehicles. Outside, the property truly comes to life. Sweeping green spaces provide room to relax and play, while the backyard is designed for effortless entertaining with a heated pool and spa, summer kitchen, expansive covered patio, and multiple outdoor living areas. Whether hosting a gathering, enjoying a quiet afternoon by the pool, or simply taking in the peaceful surroundings, every element is designed to embrace the Florida lifestyle. For boating enthusiasts, the waterfront setup is exceptional, featuring a private boat dock with boat lift, jet ski lift, and large platform, providing direct access to the renowned Butler Chain of Lakes. The home's unique position offers the luxury of waterfront living while being tucked into a more peaceful portion of the chain with less boat traffic—ideal for those seeking both recreation and serenity. A bonus to its secluded, nature-preserve-like setting, the location is remarkably convenient. Just minutes from Sand Lake Road and Restaurant Row, with easy access to major highways, world-class dining and shopping, and Orlando's renowned theme parks, this estate offers the best of both worlds: complete privacy and tranquility at home with everything you need just moments away. A rare combination of scale, privacy, waterfront access, architectural excellence, and resort-style outdoor living—this is more than a home. It is an extraordinary lifestyle and an opportunity that may not come again.

9226 Charles E Limpus Road, Orlando

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