Oyster Bay Naples Real Estate - 3 Homes, 24 Condos For Sale

Offering spectacular waterfront living at it's finest is this crowning jewel of Jewel Box Avenue. Residing at the point of Chesapeake canal and Naples Bay stands this 4 bedroom en-suite estate with panoramic west facing water views from nearly every room. Owners will enjoy the first floor primary en-suite with 2 large walk in closets, huge primary bath with separate shower and soaking tub. Steps from the primary bed is a cozy outdoor sitting area with electric (remote controlled) retractable screens and shutters to enjoy the amazing sunsets over the bay. Guest will enjoy the second floor privacy with elevator access. Each en-suite has its own wrap around balcony access with spacious lounge areas and west facing water views. Additionally the second floor offers multiple en-suite wet bars, sitting area and media room that could easily be used as a 5th bedroom. Perhaps the star of the show is the nearly 8000 sq-ft of outdoor living space with waterfront infinity edge pool, 2 spas, outdoor kitchen, pool bath and multiple docks and boat lifts. Boaters will appreciate this section of Naples Bay is a no wake zone and the home resides well away from the channel marked area thus offering peace and quiet calm waters. Additionally the boat lifts have been strategically installed on the north canal side of the property offering further protection. The area has recently undergone extensive dredging and this property can dock larger vessels with a 24,000 lbs boat lift and 13,000 lbs jet ski/kayak platform lift. The list of upgrades to this home are extensive with a recent 7 figure renovation and refurnishing which WAS NOT a result of flooding or any storm damage. If you are looking for a well built turnkey waterfront property that lives like a high end resort 1340 Jewel Box should be considered.

This home is located on Jewel Box Avenue, a highly sought after quiet cul-de-sac street in Oyster Bay. Jewel Box Avenue has canals, water access, on the front as well as the back of the house. Includes a 12,000 Lb boat lift on the back dock and two (2) boat lifts (7,000 Lb and 27,000 Lb) plus a jet ski lift on the front dock across the street. Currently two (2) of the lifts are leased, adding to any rental income potential. Enjoy endless sunsets and fourth of July fireworks with southern views of Naples Bay from the second floor with corner pocket sliders leading out to the balcony. The two (2) corner pocket sliders on the first floor lead out to the infinity pool, waterfall spa and covered patio grill area with a gas grill and electric smoker. This home boasts four (4) bedrooms, four (4) full baths, monitored alarm system, tile throughout, bamboo floors in the den, hardwood floors on stairway and second floor, quartz countertops, stainless steel appliances, tin ceiling over dining area, coffered ceilings in living / family room and three (3) newer HVAC systems plus a split unit. Home is a stone's throw to the open waters of Naples Bay and minutes to world class beaches, shopping and dining. Due to elevation there were no issues with recent storms.

Investors - endless potential - prime investment opportunity on the water in Naples and close to downtown 5th Avenue, Naples. This well-maintained, solid concrete block construction quadruplex on the water offers four units with excellent income potential. Six ample parking spaces, a large shared heated pool, with a 6-foot privacy fence give the occupants a perfect getaway retreat. Each furnished unit has two full baths and two full bedrooms, a fully equipped kitchen with granite countertops, laundry room, dining room, open-concept living room (second-floor units have vaulted ceilings in living area) and a lanai overlooking the water. Each unit has wood/tile flooring, plantation shutters, custom glass shower doors and new ceiling fans. First-floor units offer a conjoining door that allows for the entire first floor to be shared as one unit. (Perfect for a large family.) Each unit can be rented individually. Boaters enjoy a brand new 60-foot boat dock with composite decking, boat slip equipped with bumpers to protect your vessel and quick, no-bridge access to Naples Bay and the Gulf. Your vision, your opportunity!

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.

Unparalleled Waterfront Luxury in Naples, FL – Completely and Recently Renovated, Exquisite Townhome with Private Dock Experience elevated coastal living in this opulent 3-bedroom, 3-bathroom waterfront townhome, nestled in the exclusive Oyster Bay community. This 2,144-square-foot residence seamlessly blends the elegance of a single-family home with the ease of townhouse living, offering breathtaking panoramic views of Naples Bay and an unmatched boating lifestyle. Upon entry, be captivated by the modern chef’s kitchen, impeccably designed with sleek, state-of-the-art appliances, pristine white cabinetry, and mesmerizing bay views. The expansive open-concept living area is bathed in natural light, creating an ambiance of serenity and sophistication—ideal for both intimate gatherings and grand entertaining. Each of the three spacious bedrooms serves as a private retreat, complete with luxurious en-suite baths, ensuring the utmost comfort and exclusivity. Enjoy two private terraces, where you’ll indulge in awe-inspiring sunrises and mesmerizing sunsets over the tranquil waters. For the discerning boating enthusiast, this residence offers your very own private dock, granting effortless access to the Gulf of Mexico. An attached two-car garage provides added convenience, while the home’s location in a boutique enclave of just eight meticulously crafted townhomes ensures a rare level of privacy and exclusivity. Just minutes from 5th Avenue shops, restaurants and Naples night-life! Immerse yourself in the pinnacle of waterfront luxury—schedule your private tour today!

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.

Expansive picturesque sunset and water views of Naples Bay. Situated at the Tip Lot in Bayview Estates this 3 Bed 3 Bath Townhome will impress you with the wall of windows overlooking the breathtaking water views! Offered partially furnished, the living area is open and inviting with lots of natural light and tile floors. The kitchen offers stainless steel appliances and granite counter tops. Beautiful water views from your primary suite opens up to a balcony overlooking the scenic bay. Located on a cul-de-sac in a private enclave of 8 residences. You will love the private pool area with the Tiki hut! Stunning bay views with a boat dock that will accommodate up to a 32ft boat and a private deck at the waters edge for entertaining. 2-car garage with A/C, close to Olde Naples. Optional purchase of kayak launch with two kayaks.

This exquisite villa, BUILT ABOVE BASE ELEVATION, HIGH & DRY DURING IAN, HELENE & MILTON, located in the highly sought-after neighborhood of Oyster Bay, enchants with breathtaking views of vibrant Western sunsets, a delightful entry courtyard and numerous gorgeous balconies throughout the home. The beautifully renovated kitchen showcases elegant custom cabinets paired with luxurious quartzite countertops, sleek stainless-steel appliances and a gas stove top. The living area radiates warmth and comfort, with incredible views of the outdoors and is centered around a fireplace inviting cozy gatherings. The thoughtfully designed two-story layout maximizes convenience, where each bedroom enjoys its own private balcony, including the in-law suite which even features a separate entrance, additional kitchenette and a cozy sitting area. Step outside onto the expansive main balcony, a tranquil oasis where you can unwind and enjoy the serene surroundings overlooking the private pool and spa, as well as an additional entertaining area with a firepit. Situated with scenic canal views, this home provides direct water access, complete with a dock tailored for fishing enthusiasts and a substantial 40-foot boat dock. The property includes a 2-car garage and is equipped with impact windows and doors, a new roof, high and dry from all recent hurricanes and is being sold furnished, making it truly move-in ready. Conveniently located just a short distance from the vibrant downtown 5th Avenue, the iconic Naples Pier, and 3rd Street, this villa offers effortless access to a variety of shopping and dining options. It perfectly balances comfort, elegance, and convenience, making it an ideal haven for those seeking an exceptional lifestyle.

SELLER MOTIVATED! HIGH & DRY Stunning Waterfront Condo with Breathtaking Naples Bay Views – 26 ft boat slip included. No bridges to the Gulf- Boat right out to Naples Bay out Gordon Pass to the Gulf of America! VIEWS... VIEWS... VIEWS... This designer waterfront condo nestled in a boutique complex of just 6 residences on a quiet, cul-de-sac street in downtown Naples on Naples Bay, offers the perfect blend of luxury, convenience, and natural beauty, with panoramic views of the bay and canal. Watch dolphins, eagles, and the splendor of nature from the comfort of your home, with painted sunset skies over the Bay and Canal. The condo is completely renovated, featuring wood and tile floors, stone countertops, and renovated bathrooms that maximize space. Enjoy direct boating access to the Gulf of Mexico from your private boat dock, making this an outdoor enthusiast's dream. Covered parking and a storage room add even more value to this home. The unit is available fully furnished – ready for you to move right in and enjoy a season of boating, fishing and everything the Naples lifestyle has to offer! With a light and bright interior this 2-bedroom 2 bath plus den/flex room condo features a chef's kitchen and ample outdoor living spaces – including a rear balcony and front covered lanai space perfect for both relaxation and entertaining. The pet-friendly community boasts low homeowner fees, and the location is unbeatable – just minutes from 5th Ave South, Third St S, Naples Bay Resort, Bayfront, Arts District, Tin City, White Sandy beaches and World class shopping, restaurants, marinas, and more. For added convenience, Naples Private airport is just minutes away. This home truly has it all: Stunning views, Private Dock and direct Gulf boating access, high-end renovations, and a Prime location... Don't miss out on this exceptional downtown waterfront opportunity!

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.

Looking for a home in Royal Harbor with deeded boat slip but don’t want an entire house? Enjoy maintenance free living in this thoughtfully updated 2 bedroom, 2 bath condo with sitting room/den. Four Winds is located within an easy walk, bike ride or golf cart ride to downtown’s Fifth Avenue renowned for its fine dining, shopping and gorgeous beaches. 26 foot deeded boat dock (#15) with floating boat lift affords direct access to the gulf is ideal for boat lovers! This rarely available 3rd floor unit with panoramic view of Naples Bay is a must see condo has been totally updated with exceptional style & design. The fabulous community offers full amenities with pool, clubhouse, & tennis/pickleball court. Enter inside to your light and airy top floor penthouse & immediately admire the open main living area with stunning western views of Naples Bay. Enjoy the seamless entertainment to the living room, den with fireplace plus dining area with built-in bar ideal for entertaining. Gorgeous custom kitchen features stainless steel applainces, shaker cabinetry, white quartz counters and chic backsplash plus open shelving. Watch endless sunsets while sitting on the enclosed lanai. The master suite has gorgeous view of the bay, spacious walk in closet, plus a large en-suite bath with dual sinks, & walk-in shower. You will find the additional guest bedroom also stunning views of the bay. The additional full bath is fully updated with a walk in shower. Other features include, all new impact hurricane doors and windows, laundry in unit, parking for guests. Truly exceptional home and views. Convenient location to downtown, I-75 and Naples and Fort Myers airports.

You will love this perfectly updated and situated residence for boating with your own deeded 20' dock! Lovingly updated end-unit boosts a fresh, current feeling for comfort and entertaining. Light and bright with windows and sliders to access what feels like your own private pool and spa. Unique quaint 4 residence building with an almost new roof. Seller has done a wonderful renovation of the kitchen and baths (see the professional floor plan with the updated configuration), along with light wood-look tile floors throughout. Fully furnished with exclusions. Direct Gulf or Inland waterway access through Naples Bay. No bridges! Boat to the beach, restaurants, or go fishing. Building updates include new roof 2022, pool and pool deck 2023, building exterior paint 2024.