Pine Bay Homes for Sale

Pine Bay Homes for Sale

Welcome to Pine Bay, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision offers an idyllic blend of tranquility and convenience, making it the perfect place to call home. With its lush landscapes and serene surroundings, Pine Bay is designed for those who appreciate the beauty of nature while still enjoying easy access to the vibrant lifestyle that Sarasota has to offer.

Pine Bay is known for its diverse selection of homes, catering to a variety of tastes and lifestyles. Whether you’re searching for a cozy single-family residence or a spacious family home, you’ll find an array of options to suit your needs. Many properties boast stunning architectural designs, modern amenities, and beautifully landscaped yards, providing the perfect backdrop for both relaxation and entertaining.

The community itself is friendly and welcoming, fostering a sense of belonging among residents. Enjoy leisurely strolls through tree-lined streets, or take advantage of nearby parks and recreational facilities. With Sarasota's beautiful beaches just a short drive away, residents can indulge in sun-soaked days along the Gulf Coast, while also benefiting from the cultural richness of the city, including art galleries, theaters, and gourmet dining options.

Homes for sale in Pine Bay are in high demand, thanks to the area's appealing lifestyle and prime location. Whether you’re a first-time buyer or looking to upgrade, now is the perfect time to explore the possibilities in this enchanting community. Discover your dream home in Pine Bay, where comfort meets convenience in sunny South Sarasota!

Newest Pine Bay Homes for Sale

$1,915,000
4 Beds ⋅ 4 Baths ⋅ Pine Bay SubDv. ⋅ 34231 Zip Code
A rare opportunity within the coveted West of Trail enclave of Pine Bay, this beautifully renovated residence is nestled on a quiet dead-end street near the historic Field Club and offers the perfect blend of privacy, sophistication, and convenience. Designed for effortless Florida living, this 4-bedroom, 3.5-bath home is filled with natural light, soaring vaulted ceilings, clerestory windows, and dramatic walls of glass. Twelve sets of sliding doors blur the line between indoors and out, wrapping around a stunning screened courtyard with a heated pool and spa to create a private resort-like setting rarely found at this price point. The thoughtfully redesigned interior showcases quartz countertops, custom cabinetry, designer finishes, induction cooking, rich engineered hardwood flooring, custom built-ins, and integrated smart home technology. Every space has been curated for both comfortable daily living and elegant entertaining. Outside, mature tropical landscaping surrounds the renovated pool and spa, featuring new tile, resurfacing, 2026 pump, expanded deck areas, upgraded drainage, landscape lighting, irrigation, and a remote-controlled privacy screen, creating an extraordinary outdoor retreat for gatherings, relaxation, or movie nights under the stars. Peace of mind comes with substantial recent improvements including 2020 renovated kitchen and baths, 2020 tile roof on the main residence, Miami/Dade hurricane-rated glass and doors, 2024 Kohler whole house generator, Savant smart home system with electric blinds, whole house Puronics water purification system, seamless gutters with gutter guards, updated electrical panel, and a 3 car garage with an air conditioned bay. Just minutes from Siesta Key Beach, Downtown Sarasota, Southside Village, Sarasota Memorial Hospital, and world class dining, shopping, and cultural attractions, this exceptional West of Trail residence delivers the privacy of a hidden enclave with the convenience of Sarasota’s most desirable destinations at your doorstep.

1428 Pine Bay Drive, Sarasota
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