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Oyster Bay Naples Florida Homes for Sale

Naples Florida Real Estate

Oyster Bay Naples Real Estate

Homes For Sale4$1.7M - $8.8M
Condos For Sale29$479K - $4M
Sold5$595K - $12M
Last updated at 7:30am 02/16/2025

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$8,800,000
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Oyster Bay

1100 Sandpiper St, Naples, FL 34102

Homes - 3,600 ft² / 7,000 ft² - 2 Car Garage

5 Bed / 5 Baths / 2 Half / Pool / Spa

Built 2025
Oyster Bay Naples Homes for Sale: Stoff Cooney Modern Masterpiece: A Trophy of Timeless Elegance. Located just one mile from Naples’ renowned 5th Avenue and 1.8 miles from pristine Gulf beaches, this architectural marvel boosting sophisticated luxury by star designer Tina Twigger sets a new standard for luxury living. With nearly 200 feet of direct Oyster Bay frontage, the property offers an unrivaled waterfront lifestyle, complete with the opportunity to build multiple docks and a nearly 60 ft existing dock, making it a dream for boating enthusiasts. Spanning almost 4,000 sq. ft. of interior space and over 7,000 sq. ft. of total living area, the home features five spacious bedrooms, five full baths, two half baths, and a bright office. There are two master suites, each with en suite bathrooms and double vanity sinks, one conveniently located on the first floor, the other offering a private retreat upstairs. At its heart, a 2,000 + sq. ft. wrap-around sun drenched terrace seamlessly blends indoor and outdoor living spaces, showcasing breathtaking panoramic water views. Nicknamed the Modern Taj Mahal, this residence stands as a first-of-its-kind masterpiece, celebrated for its exceptional design and meticulous craftsmanship. Boasting over 7,500 sq. ft. of marble finishes—including more than 40 full-size slabs—the home is a testament to timeless elegance. The striking glass-box architecture, with floor-to-ceiling sliders and expansive windows, floods every room with natural light. Built with durability and resilience in mind, the property features concrete Duroc walls, water-resistant custom cabinetry, and commercial-grade heavy-duty flood panels, which provide an additional 4 feet of storm protection. This cutting-edge construction has kept the home safe and dry during recent hurricanes, offering unmatched peace of mind. Sustainable Living: A high-power solar roof and Tesla Powerwalls deliver self-sufficient energy, drastically lowering electricity costs while serving as an instant backup generator during outages. Sophisticated Ambiance: The residence features a 30+ speaker high-fidelity sound system, three indoor fireplaces, and an oversized outdoor fireplace that beautifully frames the 12x14 hot tub, creating a luxurious and welcoming atmosphere. The custom light fixtures for the home from multiple famous design houses serve as jewelry throughout Outdoor Oasis: The meticulously landscaped grounds include three poolside fire bowls, six water features, and over 25 rare exotic palms illuminated by more than 100 warm landscape lights, creating a private tropical retreat. With its seamless integration of indoor and outdoor living, meticulous design, and thoughtful resilience, the home offers more than just a place to live—it provides an extraordinary lifestyle blending convenience, elegance, and innovation. This is more than a residence; it’s a one-of-a-kind statement of timeless modern luxury, redefining what it means to live beautifully by the water inside and outside.



$2,499,000
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Oyster Bay

1105 Sandpiper St, Naples, FL 34102

Homes - 2,773 ft² / 4,200 ft² - 2 Car Garage

4 Bed / 3 Baths / 1 Half / Pool

Built 1986
Oyster Bay Naples Homes for Sale: WELCOME TO 1105 SANDPIPER STREET, A CHARMING 4 BEDROOM, 3.5 BATH COTTAGE HOME WITH POOL + BOAT DOCK - SLIP. LOCATED IN HIGHLY DESIRABLE OYSTER BAY - ROYAL HARBOR. ENJOY WALKING DISTANCE TO BAYFRONT, TIN CITY, AND 5TH AVE. ONLY 1.25 MILES TO BEACH. THE BRIGHT AND SPACIOUS INTERIOR FEATURES AN OPEN FLOOR PLAN, DINING ROOM, YEAR-ROUND SUNROON, FIREPLACE AS WELL AND A POOL WITH SPA. FENCED IN AND WITH MANY TROPICAL TREES FOR EXCLUSIVE PRIVACY. A GREAT ARTIFICIAL TURF AREA. WALK ACROSS THE STREET TO YOUR PERSONAL BOAT DOCK W/ BOAT LIFT. A SPACIOUS ISLAND KITCHEN WITH MODERN APPLIANCES. GENEROUS-SIZED BEDROOMS AND BONUS SUITE WITH FULL BATH + SHOWER. PERFECT AS A YEAR-ROUND HOME, A VACATION RETREAT, OR INVESTMENT PROPERTY. THIS HOME IS IDEALLY LOCATED FOR THE BEST LIFE IN NAPLES. PLEASE CALL TO SCHEDULE A SHOWING TODAY.



$2,290,000
Decrease*
$160K
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Oyster Bay

1309 Chesapeake Ave, Naples, FL 34102

Homes - 2,144 ft² / 3,104 ft² - 2 Car Garage

3 Bed / 3 Baths

Built 1979
Oyster Bay Naples Homes for Sale: Welcome to the epitome of waterfront living! Nestled within an exclusive enclave of only 8 meticulously crafted townhomes, this picturesque community offers a lifestyle of luxury and serenity. Perched majestically along the tranquil waterside at the opening to Naples Bay, the residence boasts floor to ceiling hurricane windows with beautiful water views from every window. Features include 3 bedrooms each with a full ensuite bath, chefs kitchen with granite countertops and a double car garage. Step outside onto your waterfront terrace to savor morning sunrises and sunsets. For those with a passion for boating, a private boat dock awaits. Sophisticated elegance and coastal charm in this thoughtfully designed three bedroom townhome, where every detail has been curated to enhance your waterfront lifestyle. Welcome home to your personal oasis, where every day feels like a vacation.



$1,650,000
Decrease*
$50K
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Oyster Bay

1140 Sandpiper St, Naples, FL 34102

Homes - 1,559 ft² / 2,042 ft² - 2 Car Garage

3 Bed / 2 Baths / Pool

Built 1997
Oyster Bay Naples Homes for Sale: WATERFRONT PARADISE steps from vibrant 5th Ave. 3BR, 2BA home sits HIGH and DRY -- UNTOUCHED by Ian and Milton! NEWER metal roof (2017), tankless water heater (2018), A/C (2020) and new pool screen (2023). Open concept split floor plan with vaulted ceiling overlooking private pool deck-screened-in LANAI and WATERFRONT. Chef-inspired kitchen features stainless steel appliances, ample cabinetry, and sleek countertops. SPACIOUS master suite and an en-suite bath with dual vanities, soaking tub. Walk-in shower and large walk-in closet. Two additional guest BRs share a stylish second bath, providing plenty of space for family or visitors. The home also includes a 2-car garage with Tesla wall charger. PRIVATE DOCK with quick access to the GULF even for large boats. TRANQUIL WATERFRONT OASIS just a short walk or bike ride to shopping, dining, and entertainment on 5th Avenue. Whether you're seeking a primary residence, a seasonal getaway, or solid investment in a prime location, don’t miss this opportunity!!



$1,750,000
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Villa Ensenada at Oyster Bay

1150 Clam Ct # 4, Naples, FL 34102

Homes - 2,089 ft² / 2,500 ft² - 2 Car Garage

3+Den / 3 Baths / 1 Half / Pool / Spa

Built 2005
Villa Ensenada Oyster Bay Naples Homes Under Contract: Located along Clam Court's deep-water, direct-access canal, this two-story villa boasts a new boat dock and is just seconds from Naples Bay. An inviting courtyard entry leads to an open floor plan designed for comfortable living, seamlessly transitioning to a spacious outdoor area with a private pool, spa and boat dock. The western exposure offers stunning sunsets and refreshing Gulf breezes. Each bedroom features a dedicated bath and private balcony, while the VIP guest suite includes a morning bar and separate access. The property also includes an oversized two-car garage and is equipped with impact windows and doors, a new roof and new flooring. Freshly painted and fully furnished, this townhouse is ready for your personal touches.



$11,995,000
Sold Price:
$10,675,000
Sold Date:
09/16/2024
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Oyster Bay

1340 Jewel Box Ave, Naples, FL 34102

Homes - 5,619 ft² / 7,793 ft² - 3 Car Garage

4+Den / 5 Baths / 1 Half / Pool / Spa

Built 2018
Oyster Bay Naples Homes: Enjoy endless, unobstructed West facing, year-round sunsets from one of Naples most unique and special waterfront properties. Over 350 feet of direct Gulf of Mexico water access from your private peninsula setting. An exceptionally designed floor plan ensures spectacular water views from nearly every room/bedroom. Encompassing 5,619 sq ft under air, 4 en-suite bedrooms (2 w. morning kitchens and ALL with direct balcony/lanai access), 5th bed/den, 6 Bathrooms, plus an incredible amount of places to sit, gather, relax and entertain the entire family & friends. Built to the highest code/standards in 2018, the home is now better than new, with a long list of upgrades and enhancements to the already superior built, all concrete residence. Professional interior design and offered turn-key furnished (valued at $600K+)! Beautiful white oak wood and marble flooring throughout, Chef’s kitchen boasting Sub-Zero and Wolf appliances, built-in bar, wine refrigerator and an abundance of storage complete the warm, timeless decor and inviting space. There’s even a water view from your private elevator; or utilize the gorgeous staircase lined with glass railing and a stunning motorized chandelier (cleaning is a breeze). Convenient 1st floor primary suite has an impressive layout, large walk-in closets, dual sinks, bidet, and private lanai sitting area. Open the interior doors & enjoy bay views from the soaking tub. Outside you will discover a wealth of options for entertainment and leisure, epitomizing the luxurious Naples lifestyle. Bask in the sun-drenched stunning infinity edge pool with large spa or enjoy the separate bay front hot tub off the main living. Massive 2nd story balcony area is ideal to watch the colorful sky change from day to night. Architecturally designed landscaping areas have been curated to create a special ambiance of privacy and tranquility. Pool equipment has been automated and upgraded. Wall garden, water feature and custom California redwood tree door compliment the space. Multiple docks have been upgraded, including the enormous 900’ West facing fishing/relaxing pier and the 1,200' sq ft North side pier boasting 24,000 lbs boat lift & 13,000 lbs 4 jet-ski and kayak lift/platform! Inside and out of this estate home is an entertainer’s dream. Enjoy 270-degree views from the open outdoor summer kitchen (attached full pool bath); control the ambiance and comfort level with the press of a button, adjusting the Lutron lighting, electric roll down hurricane shutters and bug screens, security cameras, 7 Sonos zones. New HVAC systems installed in 2023 (7 zones including all garages are conditioned). Split 3 car garages, one w. a car lift, tons of built-in storage. Beautiful laundry area w. washer & 2 gas dyers. Short 1.6 mile walk/drive to the heart of Olde Naples & 5th Ave! Enjoy the sugary white sand beach and endless shopping and dining venues. Don’t miss this opportunity to own a nearly 1/2 acre direct Bayfront gem w. over 350' of frontage.




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*Just Listed: new properties that came on the market within the last 30 days.
*Decrease/Increase: listing values that are being recorded within the last 30 days.
*Foreclosures/Short Sale: Please note, all properties are subject to bank approval. Buyers must be pre-approved or show proof of funds before submitting an offer.

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