Island Pointe Sub Homes with HOA Yes/No

Welcome to Island Pointe Subdivision, an idyllic community nestled in the heart of Winter Garden, Florida, in beautiful Orange County. This charming neighborhood offers a perfect blend of tranquility and modern living, making it an ideal choice for families, professionals, and retirees alike.

Island Pointe is renowned for its picturesque surroundings, featuring lush landscapes and serene waterways that create a peaceful atmosphere. The community is thoughtfully designed, showcasing a variety of stunning homes that cater to diverse lifestyles and preferences. Whether you’re seeking a cozy single-family home or a spacious residence perfect for entertaining, you’ll find it here.

One of the standout features of Island Pointe is its Homeowners Association (HOA), which works diligently to maintain the community’s aesthetic appeal and ensure a high quality of life for all residents. With the HOA in place, homeowners can enjoy well-kept common areas, beautifully landscaped parks, and a sense of security that comes from living in a well-managed community. The HOA also organizes events and activities that foster neighborly connections and a sense of belonging.

Located just minutes away from Winter Garden’s vibrant downtown, residents of Island Pointe have easy access to a variety of shopping, dining, and entertainment options. The area is also known for its excellent schools and recreational opportunities, including nearby parks and trails for outdoor enthusiasts.

Discover the charm and convenience of Island Pointe Subdivision, where community spirit and a beautiful environment come together to create the perfect place to call home. Experience the best of Florida living in this enchanting neighborhood!

Newest Island Pointe Sub Homes with HOA Yes/No

$587,000

4 Beds ⋅ 3 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code

Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden’s most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle—hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.

1085 Chase Drive, Winter Garden

$625,000

4 Beds ⋅ 2 Baths ⋅ Island Pointe Sub SubDv. ⋅ 34787 Zip Code

Welcome to 1075 Chase Drive-located in downtown Winter Garden, just minutes from the charm and energy of Plant Street. This rare, newer-construction single-story home offers a blend of modern comfort and timeless style that’s sure to impress. As you enter, custom tile in the foyer sets the tone, with a versatile flex room to the right—perfect for a home office, formal dining room, playroom, or whatever suits your lifestyle.The open-concept design seamlessly connects the kitchen, dining, and family areas, creating an ideal space for entertaining. The large kitchen island is perfect for cooking, casual meals, or hosting friends and family. Sliding glass doors open to create an effortless indoor-outdoor living experience—perfect for those quintessential Florida days. The split floor plan offers privacy, with the primary suite serving as a true retreat, complete with high ceilings, a double vanity, and a spa-like shower. On the opposite side of the home, you’ll find three additional spacious bedrooms, each with plantation shutters and high end laminate flooring. After a long day, unwind on your fully screened back porch with space for multiple seating areas, or head to the side yard to tend your garden. The thoughtfully designed outdoor living space offers plenty of room for grilling, dining, and relaxing—an entertainer’s dream. Just minutes from your front door, Winter Garden’s vibrant Plant Street awaits, offering an award-winning farmer’s market, local dining, boutique shopping, art galleries, Crooked Can Brewery, the West Orange Trail, and year-round festivals.This is a rare opportunity to own a beautifully crafted home in one of Winter Garden’s most desirable neighborhoods—where modern living meets small-town charm. Call for your private showing today.

1075 Chase Drive, Winter Garden

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