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 tranquil retreat just moments away from the vibrant energy of the Gulf Coast. With its lush landscapes and serene waterways, Pine Bay is the perfect blend of natural beauty and modern living.

As you explore this inviting community, you’ll discover a variety of homes for sale that cater to diverse lifestyles and preferences. From cozy single-family residences to spacious waterfront properties, Pine Bay boasts an array of architectural styles designed to suit anyone's taste. Each home is thoughtfully crafted, featuring open floor plans, contemporary finishes, and ample outdoor space, ideal for entertaining or simply enjoying the Florida sunshine.

Living in Pine Bay means embracing a laid-back lifestyle while still being close to all the amenities South Sarasota has to offer. Residents can take advantage of nearby parks, walking trails, and recreational facilities, making it easy to stay active and connected with nature. Plus, with the stunning beaches of Siesta Key just a short drive away, you'll have endless opportunities for sun-soaked adventures.

Whether you're looking to downsize, invest, or find your dream home, Pine Bay presents an exceptional opportunity in the Sarasota real estate market. Discover the charm of this delightful subdivision and see why so many are eager to call Pine Bay home. Don’t miss out on the chance to find your perfect slice of paradise in South Sarasota—explore our listings today!

Newest Pine Bay Homes for Sale

$1,915,000
4 Beds 4 Baths Pine Bay SubDv.
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, South Sarasota

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