Oyster Bay Homes with Single Family Residence Building Design

Oyster Bay Homes with Single Family Residence Building Design

Welcome to Oyster Bay, an enchanting neighborhood nestled in the heart of Naples, Florida, within Collier County. This picturesque community is a hidden gem that perfectly blends the charm of coastal living with the conveniences of modern amenities. Known for its serene atmosphere and stunning natural surroundings, Oyster Bay is an ideal destination for those seeking a tranquil retreat while still being close to the vibrant life of Naples.

Oyster Bay boasts a collection of beautiful single-family residences that embody the essence of Florida living. These homes are designed with spacious layouts and contemporary finishes, providing an inviting space for families and individuals alike. Many properties feature lush landscaping, private pools, and outdoor entertaining areas, allowing residents to fully embrace the Florida sunshine. The architectural styles vary, offering a delightful mix of traditional and modern designs that cater to diverse tastes.

The neighborhood is conveniently located near some of Naples' finest attractions, including pristine beaches, upscale shopping, and gourmet dining. Residents can enjoy leisurely strolls along the waterfront or engage in various outdoor activities, from boating to biking along scenic trails. Families will appreciate the proximity to top-rated schools and community parks, making Oyster Bay a perfect place to raise children.

With its idyllic setting and welcoming community spirit, Oyster Bay is not just a place to live; it's a lifestyle. Experience the charm of this remarkable neighborhood and discover your dream home in one of Naples' most sought-after areas. Welcome to your new beginning in Oyster Bay!

Newest Oyster Bay Homes with Single Family Residence Building Design

1630 Chesapeake AVE, Naples
$2,700,000
4 Beds ⋅ 3 Baths ⋅ 226038819 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional waterfront opportunity at 1630 Chesapeake Avenue in desirable Oyster Bay, near Royal Harbor. Enjoy southern exposure on a wide, deep-water canal with direct Gulf access and no bridges. The private boat dock accommodates vessels up to about 40 feet, making it ideal for boating enthusiasts. The existing four-bedroom, three-bath home features a new roof, impact windows, and a large pool in a private waterfront setting. The home sustained flooding, and the interior has not been restored, offering an opportunity to renovate to your vision or explore building a new waterfront residence. Just minutes from downtown Naples, Fifth Avenue South’s shopping and dining, and the Gulf beaches, this property combines an outstanding location with exceptional potential.

1630 Chesapeake AVE, Naples
1420 Jewel Box AVE, Naples
$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
1085 SANDPIPER ST, Naples
$7,995,000
5 Beds ⋅ 5.5 Baths ⋅ 226032953 MLS
Experience the ultimate in Naples living with this new contemporary water view home, minutes from Fifth Avenue South, with a deeded boat slip, oversized four-car garage and generous storage. Offered fully furnished with a curated art package and a golf cart included — arrive with a suitcase. Completed in 2026 and never lived in, this three-story residence offers approximately 4,400 square feet of elevated living area — five bedrooms, five full baths, a powder room, and a private elevator serving every floor. The primary suite sits on the main living floor, with three guest suites and a loft club room above: a home that lives easily for two, with room for a few guests or a full house. A dramatic three-story glass entry opens to an open-concept living floor with soaring ceilings, contemporary custom built-ins, and walls of glass framing expansive western views over the water and stunning sunsets. The chef’s eat-in kitchen is replete with an oversized island, custom cabinetry, walk-in pantry, and high-end appliances including a professional gas range, plus a wet bar built for entertaining. An east–west sightline carries that light through the house to the outdoor living room, where a built-in kitchen, fireplace and relaxed seating overlook the elevated heated pool and spa. Mature tropical landscaping and privacy screening make it entirely private, and the elevated terrace stays usable year-round. The primary suite is a quiet sanctuary with a spa-inspired bath and dual walk-in closets with custom built-ins. The fifth bedroom is presently appointed as a private office, an elegant work-from-home retreat that reverts to a guest suite whenever needed. Upstairs, three spacious guest suites surround a loft-style club room with wet bar, ideal for morning coffee or an evening cocktail. The lower level adds approximately 1,600 square feet of finished, fully conditioned storage with direct interior access, alongside a climate-controlled four-car garage. A reinforced perimeter wall surrounds the property, with an integrated flood panel system and backup power for genuine peace of mind. The deeded boat slip sits 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. An ideal lifestyle location close to Fifth Avenue South and Third Street South, renowned worldwide for fine dining, galleries and shopping. The Bayshore Arts District, the Naples Pickleball Center and the Gulf beaches are all close at hand, 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
1510 Chesapeake AVE, Naples
$3,899,000
3 Beds ⋅ 3.5 Baths ⋅ 226013587 MLS
No bridges between your dock and the Gulf. This Oyster Bay home sits on a canal more than 120 feet wide with direct access to Naples Bay and Gordon Pass, and a private Ipe dock with boat lift, water and power. The rear faces south over a screened, heated pool and overflow spa and a covered outdoor dining area. Inside, 3,062 square feet on one level offer 3 bedrooms plus a den and 3.5 baths in a split plan: the primary suite and one guest bedroom open to the pool, while the second guest bedroom and the den each have their own covered sitting area. The lighthouse-inspired design brings vaulted ceilings, custom millwork, painted detailing and natural light throughout. For the boat owner, the 24 by 24 garage has a 12-foot ceiling with height for car lifts, its own mini-split air conditioning and an oversized closet for tackle and gear. Concrete block construction with vinyl siding, a metal roof, and electric and manual storm shutters, with central air conditioning replaced in 2019 and the water heater in 2025. Built in 2002 and kept in its original finishes, it gives the next owner a sound waterfront home to update to their own taste. Minutes to Tin City, the Bayfront and Fifth Avenue South. Floor plan and 3D tour attached.

1510 Chesapeake AVE, Naples
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The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

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