Orlando/Conway / Belle Isle Homes with Waterfront

Orlando/Conway / Belle Isle Homes with Waterfront

Welcome to the beautiful region of Orlando, specifically the neighborhoods of Conway and Belle Isle. Located in Orange County, Florida, these areas offer a unique blend of natural beauty and urban convenience.

Orlando is renowned for its world-class attractions, vibrant entertainment scene, and sunny weather. The Conway and Belle Isle neighborhoods are nestled near the heart of the city, providing residents with easy access to all that Orlando has to offer. From theme parks and golf courses to shopping centers and restaurants, there is never a shortage of things to do in this bustling region.

One of the standout features of homes in Conway and Belle Isle is their waterfront location. Whether it's a serene lake or a winding canal, many properties in these neighborhoods offer stunning water views and direct access for boating and water activities. Imagine waking up to the sound of gentle waves or enjoying a peaceful evening stroll along the waterfront. Living in a home with waterfront access truly adds a touch of luxury and tranquility to everyday life.

In addition to the scenic surroundings, Conway and Belle Isle also boast excellent schools, family-friendly parks, and a strong sense of community. Whether you're a young professional, a growing family, or a retiree looking to enjoy the best of Florida living, these neighborhoods offer a wide range of housing options to suit your needs. From cozy bungalows to spacious waterfront estates, there is something for everyone in Conway and Belle Isle.

Come and experience the charm and beauty of Orlando's Conway and Belle Isle neighborhoods. With their prime location, waterfront homes, and a wealth of amenities, these communities truly offer the best of both worlds.

Newest Orlando/Conway / Belle Isle Homes with Waterfront

$2,285,000
5 Beds ⋅ 3 Baths ⋅ O6418107 MLS
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
$369,900
2 Beds ⋅ 2 Baths ⋅ O6421233 MLS
Fully Remodeled 2 Bed 1.5 Bath Lakefront half duplex with multiple balconies and large private backyard. Everything is Brand New and Fully Upgraded inside and out including the Kitchen with Quartz Countertops and Shaker Cabinets, Brand New Stainless Steal Appliances, New Doors, New Sliding Glass Doors, New Fixtures throughout, New Water Heater, New Roof, New A/C, Fresh Interior/Exterior Paint, Premium Commercial-Grade LVP Flooring, New Showers and Cabinetry including New Quartz in Bathrooms, Front loader washer/dryer, new hardware throughout, new baseboards and much more. This lakefront property has NO HOA and is centrally located in the Conway Area close to dining, shopping, and top-rated schools.

3058 Graceland Court, Orlando
$569,000
4 Beds ⋅ 2 Baths ⋅ O6419601 MLS
Tucked away on a quiet street in one of Conway’s most desirable neighborhoods, this lakefront home offers the perfect blend of calmness and convenience. Situated directly on Lake Inwood, one of the cleanest lakes in the area, the property’s timeless mid-century modern character is seen throughout, complemented by warm and inviting traditional touches. The kitchen features stone countertops, butcher block island, stainless steel appliances, a large sink and plenty of working space. Step down into the oversized family room - the heart of the home with a classic wood burning fireplace with its original, charming brick surround. Away from the other bedrooms, a generously sized spare room/office with large picture window overlooks the backyard and lake. On the back patio, a brand new covered, screened lanai invites you to enjoy the lakefront tranquility year-round, plus a fully fenced in yard. Don’t miss this rare opportunity to live on a quiet street with water views, while also being central to the airport, downtown, Orlando Health, Disney and the theme parks, major highways, and beautiful Lake Conway.

4533 Stilwell Drive, Orlando
$614,990
4 Beds ⋅ 2 Baths ⋅ O6411320 MLS
Virtually Staged. Welcome to 3417 Pershing Ave, a spacious 4-bedroom, 2-bath home located in the desirable Conway area of Orlando. This beautiful home sits on nearly half an acre, has been well-maintained and offers over 2,500 square feet of living space with a functional and inviting layout. The home features a bright and oversized family room with a cozy wood-burning fireplace and an adjacent indoor grill, perfect for relaxing and entertaining guests. The remodeled kitchen has brand-new appliances, waterfall granite countertops, a stylish pot filler, and opens to the main living area for seamless flow. Throughout the home, you'll find elegant Italian ceramic tile flooring and new lighting fixtures that elevate the space. The luxurious primary bath includes an 8-foot shower with multiple shower heads, and a new tankless water heater ensures energy efficiency. Step outside to a private backyard oasis complete with mature landscaping, a pergola with pavers and a lion's head fountain, and a large 9-foot-deep, 22' x 44' pool with new equipment—ideal for enjoying the Florida lifestyle. Additional highlights include a newer roof, fire-rated interior walls, UNDERGROUND POWER and close proximity to schools, parks, dining, and shopping. This charming home offers timeless appeal and an exceptional opportunity to enjoy space, comfort, and convenience in one of Orlando’s most sought after neighborhoods.

3417 Pershing Avenue, Orlando
$2,950,000
5 Beds ⋅ 5 Baths ⋅ O6390555 MLS
Pre-Construction. To be built. A rare opportunity to secure a large lakefront homesite on South Lake Conway, offering access to the entire Conway Chain of Lakes, with a custom pre-construction home planned for the property. Positioned on a spacious lot in the beautiful and highly desirable community of Belle Isle, this homesite sits directly on Lake Conway and is located on a very quiet dead end street. This custom pre-construction residence at 2815 Trentwood Blvd allows buyers to personalize finishes and selections while securing a premier lakefront setting with building permits and site preparations complete. Boasting over 4,800 square feet (4,200 in the main house, 600 above garage bonus space), this 5 bedroom, 4 bathroom home with a three-car garage is thoughtfully designed for both everyday living and elevated indoor and outdoor entertaining. The outdoor living space is a true highlight, featuring an expansive covered lanai and a fully equipped outdoor kitchen with gas grill and hood. A dramatic 12' x 8' rear sliding glass door creates a seamless indoor-outdoor connection, filling the home with natural light and allowing you to fully enjoy the lakefront setting. Whether hosting gatherings or enjoying quiet mornings overlooking the water, the design is centered around effortless Florida living. Inside, the home offers open-concept living areas, a dedicated work-from-home space, and an oversized bonus room ideal for a media room, game room, or guest suite. Every space has been planned to offer flexibility for a variety of lifestyles. Modern features include dual tankless water heaters, an optional whole-home generator panel, optional EV charging capability, optional landscape lighting, and 8-foot exterior doors throughout, all designed with Florida living and long-term durability in mind. Optional HOA access includes a private community boat ramp, lakefront parking, and a picnic area, adding additional convenience for those looking to fully enjoy the Conway Chain of Lakes lifestyle. Located just minutes from Orlando International Airport, Downtown Orlando, and the SODO District, this home also offers easy access to shopping, dining, and Central Florida’s world-renowned attractions including Walt Disney World. This location delivers both everyday convenience and long-term value. This is more than a home, it is an opportunity to create your place on the Conway Chain of Lakes with a custom residence designed around the way you want to live. Pre-construction opportunity. Renderings and plans available upon request.

2815 Trentwood Boulevard, Orlando
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