Phillippi Shores Real Estate

Phillippi Shores Real Estate

Welcome to Phillippi Shores, a captivating subdivision nestled in the heart of Siesta Key, Florida, within the picturesque Sarasota County. This charming community is a hidden gem, offering residents the perfect blend of tranquility and coastal living.

At Phillippi Shores, you’ll find a diverse selection of homes, from cozy single-family residences to elegant waterfront properties, all designed to embrace the laid-back lifestyle that Siesta Key is renowned for. The lush landscaping and well-maintained streets create a welcoming atmosphere, making it an ideal place for families, retirees, and everyone in between.

One of the standout features of Phillippi Shores is its proximity to some of the most stunning beaches in the world. Just a short drive away, the powdery white sands of Siesta Key Beach await, inviting you to soak up the sun or enjoy water activities like kayaking, paddleboarding, and fishing. The nearby Phillippi Estate Park offers a serene escape with its scenic trails, picnic areas, and beautiful gardens, perfect for a leisurely afternoon stroll.

Residents of Phillippi Shores also enjoy easy access to local shops, restaurants, and cultural attractions in Sarasota, including the vibrant arts scene, farmers markets, and outdoor festivals. With a strong sense of community and a lifestyle centered around outdoor enjoyment, Phillippi Shores is not just a place to live, but a place to thrive.

Whether you’re seeking a seasonal retreat or a permanent residence, Phillippi Shores offers the ideal backdrop for a fulfilling Florida lifestyle. Come explore the charm of this delightful subdivision and discover your dream home today!

Newest Listings in Phillippi Shores

$12,900,000
5 Beds 7 Baths Phillippi Shores SubDv. 34242 Zip Code
Tucked on the coveted north end of Siesta Key, this extraordinary double-lot point estate is positioned at the tip of a protected peninsula, offering panoramic water views and unforgettable sunsets. Surrounded by water and set directly across from protected parkland, the setting feels like your own private island. The property features three separate structures: a main residence, a guest house, and a separate waterfront cabana with bath. In total, the compound offers six bedrooms and six bathrooms, with gourmet kitchens in both the main house and guest house — each outfitted with high-end appliances throughout — ideal for multigenerational living, guest accommodations, or an exceptional private retreat. Throughout both residences, the finish detail is exceptional. Designer-selected materials create a cohesive and elevated aesthetic carried seamlessly across the entire compound. Custom wood flooring with intricate stone inlays, handcrafted stairwells featuring wood and stone risers, extensive crown molding, and refined architectural millwork highlight the level of craftsmanship invested in every space. Specialty stonework and thoughtfully curated finishes blend warmth with sophistication, creating interiors that feel timeless, substantial, and unmistakably high-end. Outdoor living is nothing short of spectacular. A dramatic infinity-edge pool with swim-assist system overlooks the water, enhanced by a striking waterfall feature that spills elegantly into the pool. New pool equipment (2025) supports the system. Natural rock waterfront frontage and a sculptural rock formation lead down to the shoreline, creating a one-of-a-kind coastal backdrop. Two docks serve the property — one with a double lift — offering outstanding boating access and rare protection on both sides of the point, with additional lift capacity for multiple watercraft. An outdoor shower provides added convenience after boating or swimming. Perched at the edge of the peninsula, the waterfront cabana and adjacent hot tub create a private, spa-like retreat suspended over the water — an unforgettable setting to take in sweeping sunset views. The residences were renovated separately: main house (2009) and guest house (2012). All A/C units have been renewed recently, along with the electric unit, and a new transformer (2024) services both properties. Sonos surround sound extends throughout all structures. Located on the highly desirable north end of Siesta Key, the estate offers convenient on-and-off island access while remaining just minutes from Southside Village and downtown Sarasota.

3750 Bayou Louise Lane, Sarasota

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