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 delightful blend of serene living and modern convenience, making it an ideal choice for families, retirees, and everyone in between. With its lush landscapes and picturesque surroundings, Pine Bay is more than just a place to live; it’s a community where neighbors become friends and memories are made.

The homes for sale in Pine Bay boast a variety of architectural styles, ensuring there’s something to suit every taste. From cozy single-family residences to spacious modern designs, each property is crafted with attention to detail and quality. Many homes feature open floor plans, gourmet kitchens, and inviting outdoor spaces perfect for entertaining or simply enjoying the beautiful Florida weather. With a range of prices and sizes, you’ll find the perfect home to fit your lifestyle and budget.

Living in Pine Bay means embracing the vibrant lifestyle of South Sarasota. Enjoy easy access to stunning beaches, world-class dining, and an array of recreational activities. The nearby parks and nature preserves offer opportunities for hiking, biking, and birdwatching, while the local shops and boutiques provide a unique shopping experience.

Whether you’re looking to settle down or invest in a vacation home, Pine Bay is the perfect place to call home. Discover your dream property today and experience the charm and tranquility that this lovely subdivision has to offer!

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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