Oyster Bay Homes with Deck Exterior

Oyster Bay Homes with Deck Exterior

Welcome to Oyster Bay, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This stunning community is renowned for its tranquil waterways and lush landscapes, offering a serene escape from the hustle and bustle of everyday life.

Oyster Bay features an exquisite selection of homes that embody the essence of Florida living. Each residence boasts charming deck exteriors, perfect for soaking in the warm sunshine or enjoying a peaceful evening under the stars. Imagine sipping your morning coffee on a spacious deck, surrounded by the gentle sounds of nature and the breathtaking views of the bay. These outdoor spaces are designed for relaxation and entertaining, allowing you to create unforgettable memories with family and friends.

The homes in Oyster Bay are thoughtfully designed, blending modern amenities with timeless elegance. From open-concept living areas to gourmet kitchens, every detail has been carefully considered to provide comfort and style. The community is also conveniently located near Naples' world-class dining, shopping, and pristine beaches, making it an ideal place for both relaxation and recreation.

In addition to its stunning homes, Oyster Bay is known for its friendly atmosphere, where neighbors become friends and community spirit thrives. Whether you're looking for a permanent residence or a seasonal retreat, this charming neighborhood offers a unique lifestyle that truly captures the essence of coastal living.

Discover the beauty and tranquility of Oyster Bay, where your dream home awaits amidst the natural splendor of Naples, Florida. Embrace a life of luxury and leisure in this enchanting community!

Newest Oyster Bay Homes with Deck Exterior

1085 SANDPIPER Street, Naples
$7,995,000
5 Beds ⋅ 6 Baths ⋅ 226032953 MLS
Brand-new contemporary construction minutes from Fifth Avenue South, the heart of Naples. Designed by award-winning Greg Weber of South Florida Design, this three-story residence runs nearly 8,000 square feet under roof, including nearly 4,400 square feet of elevated living area. A dramatic three-story glass entry opens to five bedrooms, five full baths, a powder room and a private elevator serving every floor. The fifth bedroom is presently appointed as a private office, an elegant work-from-home retreat that reverts to a guest suite whenever needed. The living, dining and kitchen face west towards the water, placing the harbor and the sunset in view from the moment you step inside. Walls of glass, soaring ceilings, custom built-ins and exceptional lighting throughout. The chef's kitchen pairs custom cabinetry with an oversized island, a professional gas range, integrated appliances and a separate wet bar built for entertaining. The primary suite is a quiet sanctuary, with abundant natural light, a spa-inspired bath and custom boutique-scale closets. An east–west sightline runs to the outdoor living spaces, where an outdoor kitchen, relaxed seating, TV and fireplace overlook the elevated heated pool and spa for year-round enjoyment. Mature tropical landscaping and privacy screening make it feel enclosed and entirely private. The ground level offers what other homes do not: a climate-controlled four-car tandem garage alongside ~1,600 square feet of finished, fully conditioned storage with direct interior access — rare square footage in Naples. A reinforced perimeter landscape wall surrounds the property, with an integrated flood panel system and emergency generator for added peace of mind. The deeded boat slip is directly across the street, just out the front door, with a private lift, a City-maintained seawall and no-bridge access to Naples Bay and the Gulf. No canal turns, no clearance math, no bridge waits. Offered fully furnished. Fifth Avenue South dining, galleries, shopping and the beach are minutes away, with Naples and Fort Myers airports an easy drive. New, elevated, west-facing, downtown-adjacent, and boat-ready on day one.

1085 SANDPIPER Street, Naples
1510 Chesapeake Avenue, Naples
$3,899,000
3 Beds ⋅ 4 Baths ⋅ 226013587 MLS
Direct, no-bridge boating access to Naples Bay and the Gulf via Gordon Pass defines this waterfront home in Oyster Bay. A private Ipe dock with boat lift, screened heated pool and spa, and covered outdoor dining area make the canal setting central to everyday living. The custom concrete block home offers 3,062 square feet of living space with three bedrooms plus a den and three and a half baths. Distinctive lighthouse-inspired architecture, soaring ceilings, custom millwork, decorative painted details, and abundant natural light give the interior its character. The split-bedroom layout provides separation for guests, while the den offers space for a home office or additional sitting room. The primary suite and one guest bedroom open directly to the pool, while the additional guest bedroom and den each feature covered outdoor sitting areas. A circular paver driveway welcomes guests, and the attached two-car garage includes an oversized storage closet for fishing tackle, boating gear, and other essentials. Enjoy waterfront living close to Tin City, Bayfront, and the dining and shopping of Fifth Avenue South.

1510 Chesapeake Avenue, Naples
1390 Chesapeake Avenue Unit 1390, Naples
$1,499,000
3 Beds ⋅ 2 Baths ⋅ 226013181 MLS
Completely renovated 3 bedroom, 2 bath, TURNKEY furnished BY ARHAUS, waterfront condo on Naples Bay with Direct Gulf access & 26 ft Boat Slip, NEW ROOF JULY 2026. The interior has been COMPLETELY RENOVATED and NEVER LIVED-IN with luxury finishes and elegant Arhaus furnishings throughout creating a stylish and functional living space including impact windows and doors. Second floor end unit with additional windows flood the home with natural light and stunning bay views. Outdoor living is elevated with a lanai overlooking the water perfect for enjoying spectacular sunsets from this tranquil setting. This boutique community consists of only 6 residences with low Condo Fees, offering a private exclusive atmosphere minutes to 5th Avenue, 3rd Street, the city's world class shopping, dining, arts and white sandy beaches.

1390 Chesapeake Avenue Unit 1390, Naples
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