Oyster Bay Homes with Gulfview Middle School Middle school

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida. Known for its picturesque landscapes and serene waterways, this charming neighborhood offers an idyllic blend of coastal living and suburban comfort. With its lush greenery and stunning waterfront properties, Oyster Bay is a haven for those seeking tranquility while still being close to the vibrant lifestyle Naples has to offer.

One of the standout features of this community is its proximity to Gulfview Middle School, making it an ideal location for families. This highly-rated middle school is renowned for its commitment to academic excellence and nurturing environment, providing students with the tools they need to succeed. Parents can rest easy knowing their children are receiving a quality education just a stone's throw away from home.

Oyster Bay boasts a variety of beautiful homes, many of which offer breathtaking views of the Gulf of Mexico. Whether you’re looking for a cozy single-family residence or an elegant waterfront estate, there’s something for everyone in this picturesque neighborhood. Residents enjoy a laid-back lifestyle, with opportunities for boating, fishing, and outdoor activities right at their doorstep.

In addition to its natural beauty, Oyster Bay is conveniently located near Naples’ finest dining, shopping, and entertainment options. With its warm climate and friendly community, it’s no wonder that Oyster Bay has become a sought-after destination for those looking to embrace the Florida lifestyle. Come and discover the charm of Oyster Bay – your dream home awaits!

Newest Oyster Bay Homes with Gulfview Middle School Middle school

$3,095,000

3 Beds ⋅ 3 Baths ⋅ 226034349 MLS

A rare waterfront offering in Oyster Bay, 1420 Jewel Box Avenue captures the best of Naples living. With 160 feet of water frontage across two sides of the property, two private docks, two boat lifts, and bridge-free access to Naples Bay and Gordon Pass, this is an exceptional setting for those who want to spend their days on the water. Southern exposure brings natural light into the home and sets the stage for sweeping water views, sunrises, and sunsets. Inside, updated interiors and open living spaces offer an inviting setting for entertaining or a quiet retreat after a day on the boat. Meticulously maintained, the home is equally suited to year-round living, a seasonal escape, or the opportunity to create a new waterfront residence. Just minutes from downtown Naples, acclaimed dining, shopping, and the Gulf beaches, this distinctive property pairs a coveted boating location with remarkable possibilities.

1420 Jewel Box AVE, Naples

$399,000

2 Beds ⋅ 2 Baths ⋅ 225071695 MLS ⋅ Chesapeake Landings BLDG.

RENOVATED WATERFRONT CONDO – DIRECT GULF ACCESS – TURNKEY FURNISHED! Nestled on a picturesque street lined with majestic banyan trees, this fully renovated two-bedroom, two-bath residence offers modern luxury in the heart of Naples. The open-concept layout showcases brand-new finishes throughout, including 42-inch cabinetry, sleek flooring, and stylish contemporary details that create a bright, coastal feel. An oversized screened lanai overlooks a wide, tranquil canal—perfect for relaxing while watching boats pass by—with direct, no-bridge access to Naples Bay and the Gulf of Mexico. Each unit includes its own private dock slip, with boat dockage permitted for vessels up to 22 feet, making this an ideal retreat for boating enthusiasts who want quick and convenient access to open water. The condo is being sold turnkey furnished for immediate enjoyment or rental use. Washer and dryer hookups are available, with the option for future installation. Just a short stroll to iconic 5th Avenue South, you'll be immersed in Naples' vibrant downtown lifestyle with world-class dining, shopping, galleries, and entertainment at your fingertips. This prime waterfront setting combines the charm of Old Naples with unmatched boating access, making it an exceptional opportunity for a seasonal getaway, investment property, or personal coastal retreat in one of the city's most sought-after locations. Currently 3 Rental Inquiries for Jan, Feb, March, 2027, from $6800 - $8000 per month **THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER. INQUIRE FOR MORE DETAILS.**

1517 Chesapeake AVE Unit B3, Naples

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