Shady Hollow Real Estate

Welcome to Shady Hollow, an enchanting community nestled in the heart of Naples, Florida, within the picturesque Collier County. This hidden gem is not just a place to live; it's a lifestyle that embodies the essence of Florida's charm and tranquility.

Shady Hollow offers a unique blend of serene natural beauty and modern convenience. Surrounded by lush landscapes and mature oak trees, residents can enjoy the peaceful ambiance that makes this community a true retreat from the hustle and bustle of everyday life. The meticulously designed homes feature spacious layouts, contemporary finishes, and private outdoor spaces, perfect for entertaining or simply soaking in the warm Florida sunshine.

One of the standout features of Shady Hollow is its prime location. Just a short drive away, you’ll find Naples’ stunning beaches, renowned shopping districts like Fifth Avenue South, and an array of gourmet dining options. For those who appreciate the great outdoors, the nearby parks and nature reserves offer endless opportunities for hiking, biking, and exploring Florida’s unique ecosystems.

Families will appreciate the top-rated schools in the area, ensuring that children receive a quality education while living in a safe and nurturing environment. Shady Hollow is not just a neighborhood; it’s a community where friendships flourish and memories are made.

Whether you're looking for a peaceful retreat or an active lifestyle, Shady Hollow in Naples, FL, is the perfect place to call home. Discover the charm and warmth of this vibrant community today!

Newest Listings in Shady Hollow

$161,888

226021917 MLS

A 2.27-acre wooded homesite on Shady Hollow Blvd W in Golden Gate Estates, on an established street of custom estate homes with new construction ongoing. The land suits a custom main residence, guest house, pool, workshop, and room for horses - no homeowners association, no deed restrictions. Bird Rookery Swamp Sanctuary sits directly across the road, permanently protected, so the open view and the quiet stay as they are. This is not a raw lot. The environmental groundwork is in place: a TEC informal wetland determination rated Very Low quality, a completed FDEP pre-application, and a current boundary survey — putting a builder roughly three to four months ahead of starting from scratch. Site notes: the road is county-maintained limerock; the parcel carries wetland, though a standard home and driveway impact only about 0.13 to 0.28 acre. Water and sewer are private well and septic on construction, and electric is available via a utility line extension. Zoned Estates. Minutes to Winchester Center for shopping, dining, and healthcare, with a new Publix close by and Gulf beaches a short drive away.

720 Shady Hollow Boulevard W, Naples

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