Pine Bay Homes with Pool View

Welcome to Pine Bay, a hidden gem nestled in the heart of South Sarasota, Florida. This charming subdivision offers a tranquil retreat, perfectly blending the serenity of nature with the vibrant lifestyle of coastal living. With its lush landscaping and friendly community atmosphere, Pine Bay is a place where you can truly feel at home.

One of the standout features of Pine Bay is the stunning homes that boast picturesque pool views. Imagine waking up each morning to the gentle sound of water lapping against the pool's edge, or enjoying a warm evening under the stars with the shimmering water as your backdrop. These homes are designed to enhance your living experience, providing a seamless indoor-outdoor flow that encourages relaxation and entertaining alike.

The architectural styles in Pine Bay are as diverse as its residents, offering something for everyone—from cozy single-family homes to spacious retreats perfect for families or those looking to downsize. Each property is thoughtfully designed, with large windows that frame the breathtaking views of the pool and surrounding greenery, allowing natural light to flood the interiors.

Beyond the beauty of the homes, Pine Bay is conveniently located near South Sarasota’s best amenities, including shopping, dining, and pristine beaches. Whether you’re taking a leisurely stroll through the community or enjoying a sunny day by the pool, Pine Bay offers a lifestyle that is both relaxed and enriched by the beauty of Florida’s Gulf Coast.

Discover your perfect haven in Pine Bay, where every day feels like a vacation!

$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

Pine Bay Homes with Pool View

Newest Pine Bay Homes with Pool View