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 a unique blend of tranquility and convenience, making it the perfect place for families, retirees, and everyone in between to call home. Surrounded by lush greenery and scenic landscapes, Pine Bay provides a serene escape from the hustle and bustle of everyday life while still being just a stone's throw away from the vibrant city life that Sarasota has to offer.

Pine Bay boasts a variety of homes for sale, each uniquely designed to cater to diverse lifestyles and preferences. From cozy single-family homes to spacious residences, there’s something here for everyone. Many properties feature modern amenities, open floor plans, and beautiful outdoor spaces, perfect for entertaining or enjoying a quiet evening under the stars. The community is known for its friendly atmosphere, where neighbors become friends and lifelong memories are made.

Living in Pine Bay means you’ll have easy access to some of Sarasota's best attractions, including stunning beaches, top-rated schools, and an array of shopping and dining options. Whether you’re looking to soak up the sun on Siesta Key Beach or explore the cultural offerings of downtown Sarasota, everything you need is just a short drive away.

Discover the charm of Pine Bay and find your dream home today. With homes for sale in this sought-after subdivision, now is the perfect time to invest in your future and embrace the Florida lifestyle you’ve always desired!

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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