Oyster Bay Homes with Water Avail at Dock Exterior Features

Welcome to Oyster Bay, an enchanting neighborhood nestled in the heart of Naples, Florida. This picturesque community, part of Collier County, is known for its serene waterfront views and charming ambiance, making it a coveted destination for those seeking a tranquil yet vibrant lifestyle.

Oyster Bay is characterized by its lush landscapes, winding canals, and proximity to the stunning Gulf of Mexico. Here, residents enjoy a unique blend of natural beauty and luxury living. The area is renowned for its beautiful homes, many of which boast direct access to water. Imagine stepping out of your back door onto your private dock, ready to embark on a day of fishing, boating, or simply soaking in the sun. With water access at your fingertips, Oyster Bay is a paradise for water enthusiasts and nature lovers alike.

In addition to its stunning homes, the neighborhood offers a tight-knit community feel, with friendly neighbors and local events that foster connections. Spend your weekends exploring the nearby parks, indulging in gourmet dining experiences, or shopping at the upscale boutiques that Naples is famous for.

Families will appreciate the excellent schools and recreational facilities, while retirees will find a peaceful haven to enjoy their golden years. With its perfect blend of luxury, leisure, and community spirit, Oyster Bay stands out as one of Naples’ most desirable neighborhoods. Whether you’re looking for a vacation retreat or a permanent residence, Oyster Bay promises a lifestyle rich in beauty and relaxation. Come discover your dream home in this idyllic waterfront community!

Newest Oyster Bay Homes with Water Avail at Dock Exterior Features

$7,995,000

5 Beds ⋅ 5.5 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 whole-house backup power 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 ST, Naples

$425,000

2 Beds ⋅ 2 Baths ⋅ 226018784 MLS ⋅ Casa Granada BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Experience exceptional waterfront living in this fully renovated condominium offering direct Gulf access and panoramic canal views. Completely rebuilt from the studs during an extensive 2025/2026 renovation, this highly sought-after residence combines modern luxury with premier boating convenience in the heart of Naples. The open-concept floor plan features wide-plank luxury vinyl flooring, LED recessed lighting, and impact-resistant sliders, windows, and front door throughout. The chef’s kitchen serves as the centerpiece of the home with quartz countertops, custom white shaker cabinetry, an oversized island, and stainless steel appliances. The spacious living and dining areas flow seamlessly to a private screened lanai with desirable southern exposure, providing abundant natural light and peaceful views of the deeded boat docks and navigable canal. Enjoy immediate deep-water, no-bridge access to the Gulf directly from your residence. Both the primary and guest suites feature upgraded en-suite bathrooms with frameless glass showers and thoughtful cross-ventilation design. This is not a cosmetic renovation. Major upgrades include new electrical, plumbing, air ducts, walls, bathrooms, flooring, lighting, foundation improvements, water main, and additional substantial interior system updates. Ideal for boating enthusiasts, seasonal residents, or investors seeking a waterfront property just minutes from Fifth Avenue South shopping, dining, and Naples’ world-famous beaches.

1379 Chesapeake AVE Unit A4, Naples

$3,899,000

3 Beds ⋅ 3.5 Baths ⋅ 226013587 MLS

Premier waterfront residence at 1510 Chesapeake Ave with direct, no bridge boating access to Naples Bay and the Gulf via Gordon Pass. Set along one of the widest and most navigable canals in Oyster Bay and Royal Harbor, this custom built concrete block home offers a true boater’s lifestyle with distinctive lighthouse inspired architecture and a striking presence. A large double entrance circular driveway and herringbone brick paver entry create a strong first impression. Inside, the home offers three bedrooms plus a den, three and a half baths, soaring ceilings, custom millwork, hand applied trompe l’oeil detail, and abundant natural light that showcases every inch of the interior. The den can easily function as a fourth bedroom. The primary suite and one guest bedroom open directly to the pool, while the additional guest room and den each feature covered outdoor sitting areas, creating a seamless connection to the waterfront setting. From there, the home flows naturally to the dock and spa, extending the living experience outdoors. The custom Ipe hardwood dock, widely regarded as the gold standard in waterfront decking, offers exceptional durability, low maintenance, timeless aesthetic appeal, and a premium gateway to the Gulf. The large garage includes an oversized storage closet, ideal for organizing fishing tackle, rods, boating gear, and other coastal lifestyle essentials. Never flooded and ideally located just minutes from Tin City, Bayfront, Cabana on the Bay, and Downtown Fifth Avenue, this property combines architectural character, premier canal frontage, and exceptional access by both land and water.

1510 Chesapeake AVE, Naples

$779,000

2 Beds ⋅ 2.5 Baths ⋅ 226008835 MLS ⋅ Escondido Marina BLDG.

Stop dreaming and start living location, elegance and boater's paradise are converged in this 1,960-square-foot Royal Harbor gem! This isn't just a condominium, it's a direct Gulf-access lifestyle with no bridges standing between you and open water. Whether you're guiding your boat from your private 28-foot dock to Keewaydin island or enjoying sunset views of Naples Bay from your south-facing balcony, the Gulf is practically your backyard. Outside, new docks and a recently renovated heated pool are featured. Inside, the two-floor condominium features travertine flooring, elegant tray ceilings, and a spacious kitchen complete with stainless steel appliances and granite countertops. Upstairs, you'll find two oversized primary en suites with their private balconies. Whether you're biking to the sugar sand beaches or dining on 5th Avenue South, this is the permanent vacation you've been waiting for.

1400 Blue Point AVE Unit 202, Naples

$995,000

2 Beds ⋅ 2 Baths ⋅ 226008397 MLS ⋅ Chesapeake Point BLDG.

A rare opportunity of a one-of-one property in the highly sought-after Oyster Bay enclave of Naples. Perfectly positioned on the shimmering waters of Naples Bay, this exceptional waterfront residence captures truly breathtaking, unobstructed bay views, modern elegance, and direct boating access to the Gulf. Completely renovated and thoughtfully reimagined, the home offers stunning vistas from nearly every living space — including the main living area and both bedrooms — creating a seamless and constant connection to the tranquil coastal setting. Tucked away at the end of a peaceful cul-de-sac, the property includes a deeded boat dock with immediate Gulf access, making it a boater’s dream. Coveted Southern and Western exposures flood the residence with natural light throughout the day and provide a spectacular backdrop for Naples’ renowned sunsets, best enjoyed from the comfort of two private balconies. Inside, a refined contemporary aesthetic defines the fully updated interior. Luxury flooring flows throughout the residence, complemented by a stylish chef’s kitchen featuring stainless steel KitchenAid appliances, quartz and quartzite surfaces, soft-close cabinetry, and modern designer lighting. Motorized blinds and impact-resistant windows and doors offer both convenience and peace of mind. Both bathrooms have been beautifully renovated with spa-inspired finishes, sleek vanities, and spacious walk-in showers, delivering a true retreat experience. Outdoor living is equally captivating, with two private balconies offering peaceful spaces to relax and take in the ever-changing waterfront scenery. The energy of Naples Bay comes alive daily — from dolphins and manatees gliding through the water to the mesmerizing parade of passing boats — creating a dynamic yet tranquil coastal backdrop that is uniquely Naples. Located within the intimate waterfront community of Chesapeake Point, residents enjoy a quiet and private atmosphere just minutes from the vibrant energy of downtown Naples. World-class dining, boutique shopping, and cultural attractions along Fifth Avenue South are easily accessible by foot or bicycle. Whether as a full-time residence or seasonal coastal escape, this extraordinary bayfront property embodies refined waterfront living in one of Naples’ most desirable locations.

1302 CHESAPEAKE AVE Unit A3, Naples

$685,000

2 Beds ⋅ 2 Baths ⋅ 225019016 MLS ⋅ Granada BLDG.

A BOATER’S HAVEN!! Includes an assigned 26 Foot Boat Slip with a 10,000 lb. Lift - no bridges to Gulf and just 4 steps off Lanai to your boat This completely renovated 1.5 bdrm./2 bath condo is a truly must see for the most discerning buyer. Some upgrades and renovations include, porcelain tile flooring throughout, impact resistant windows and door, Quartz countertops with full size backsplash, superior full wall cabinets with pull-outs and lazy susan, quartz kitchen island with cabinets and overhead fan, newer upgraded stainless steel appliances, plantation shutters on all windows, expansive master bedroom offers 20 feet of closet space. Both bathrooms have been exquisitely refinished, and the list goes on and on. A complete list of improvements and upgrades can be provided. Location is everything and you are a mile from downtown, beaches and all that Naples has to offer.

1405 Curlew AVE Unit 3, Naples

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