Pine Bay Homes for Sale

Pine Bay Homes for Sale

Welcome to Pine Bay, a picturesque subdivision nestled in the heart of South Sarasota, Florida. This charming community offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and anyone seeking a serene lifestyle in sunny Florida.

Pine Bay is renowned for its lush landscapes and well-maintained properties, providing residents with a sense of pride in their community. The subdivision features a variety of homes for sale, ranging from cozy single-family residences to spacious modern designs, catering to diverse tastes and budgets. Each home is thoughtfully designed, showcasing beautiful architecture and inviting interiors that make you feel right at home.

Living in Pine Bay means enjoying the best of both worlds: a peaceful suburban atmosphere while being just minutes away from the vibrant attractions of South Sarasota. Residents can easily access stunning beaches, world-class dining, and exciting shopping options, ensuring that you never run out of things to do. Outdoor enthusiasts will appreciate the nearby parks and nature trails, perfect for leisurely strolls, biking, or picnicking with family and friends.

With an active community spirit, Pine Bay hosts various events and gatherings throughout the year, fostering connections among neighbors and creating lasting friendships. The warm Florida sunshine and friendly atmosphere make it easy to feel at home in this delightful subdivision.

If you’re in the market for a new home, Pine Bay offers an array of options that promise comfort and charm. Explore the homes for sale today and discover your dream residence in this idyllic South Sarasota community!

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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