East Bay Estates Real Estate

Welcome to East Bay Estates, an enchanting subdivision nestled in the heart of Winter Garden, Florida. This picturesque community is located in Orange County and offers a perfect blend of tranquility and modern convenience. With lush landscapes, charming architecture, and a vibrant neighborhood atmosphere, East Bay Estates is an ideal place for families, retirees, and everyone in between.

One of the standout features of East Bay Estates is its proximity to the stunning Lake Apopka and the scenic West Orange Trail. Residents can enjoy a myriad of outdoor activities, from biking and jogging along the trail to fishing and kayaking on the lake. The community is also just a short drive from the bustling downtown Winter Garden, where you can explore delightful shops, dine at local eateries, and experience the rich history of the area.

East Bay Estates boasts a variety of beautiful homes, each designed to cater to diverse lifestyles and preferences. Whether you’re looking for a cozy single-family home or a spacious property with ample yard space, you’ll find it here. The community is known for its friendly neighbors and a strong sense of belonging, making it an inviting place to call home.

Families will appreciate the highly-rated schools in the vicinity, as well as nearby parks and recreational facilities that provide endless opportunities for fun and relaxation. With its prime location, stunning surroundings, and welcoming community spirit, East Bay Estates is more than just a neighborhood; it’s a place where cherished memories are made. Come discover your dream home in this delightful enclave of Winter Garden!

Newest Listings in East Bay Estates

$450,000

2 Beds ⋅ 2 Baths ⋅ East Bay Estates SubDv. ⋅ 33771 Zip Code

More photos coming soon. Enjoy Florida living in this two-bedroom, two-bath home featuring a private backyard designed for outdoor entertaining. A sparkling pool, enclosed, expansive paver patio, mature palms, and lush landscaping create a relaxing tropical setting, while the fully fenced yard offers added privacy and space to unwind. Inside, tile flooring flows through the comfortable living area and into a bright enclosed patio overlooking the pool. Additional highlights include a 3-ton HVAC system, an approximately 7,140 sq ft lot, and the advantage of being located in a non-flood zone. The home’s central Mid-Pinellas location provides convenient access to Gulf beaches, St. Pete–Clearwater International Airport, and a wide range of nearby restaurants, shopping, and everyday services. This property may also appeal to buyers exploring short-term rental possibilities, subject to all applicable municipal, county, and state licensing and operating requirements.

3176 Stratford Dr., Largo

$414,000

3 Beds ⋅ 3 Baths ⋅ East Bay Estates SubDv. ⋅ 33771 Zip Code

Virtually Staged. Welcome to 2952 Webley Drive—a beautifully renovated 3-bedroom, 3-bathroom home where modern style, flexible living, and the relaxed Gulf Coast lifestyle come together. The inviting open-concept living area is anchored by a striking brick fireplace and flows effortlessly into a showpiece kitchen featuring contemporary cabinetry, stone countertops, stainless steel appliances, a spacious island, and designer lighting. Luxury vinyl plank flooring, recessed lighting, and three beautifully remodeled bathrooms give the home a fresh, cohesive feel throughout. What truly sets this property apart is its versatile split layout. Two front entrances and a privately positioned primary suite on the right side of the home create exciting possibilities for multigenerational living, extended-stay guests, a private work-from-home retreat, or potential rental-income use. The spacious primary suite includes its own full bathroom and offers added separation without sacrificing access to the rest of the home. Entertaining is just as effortless. A large enclosed porch expands the living space and provides the perfect setting for gatherings, game nights, or year-round indoor-outdoor relaxation. Beyond it, the fenced backyard offers room to unwind, garden, play, or create your own private Florida oasis. Ideally located near shopping, dining, parks, major roadways, and the beautiful Gulf beaches, this move-in-ready Largo home offers far more than a stylish renovation—it offers the freedom to make the space work for your lifestyle. Schedule your private showing and discover all the possibilities at 2952 Webley Drive.

2952 Webley Drive, Largo

Start Your Search