Oyster Bay Homes with Yes Pets

Welcome to Oyster Bay, an enchanting subdivision nestled in the heart of Naples, Florida, within the picturesque Collier County. Known for its lush landscapes and serene waterways, Oyster Bay offers a tranquil retreat that perfectly balances luxury living with the charm of coastal life.

As you meander through the tree-lined streets of this delightful community, you’ll discover a variety of beautifully designed homes that cater to diverse tastes and lifestyles. From contemporary masterpieces to classic Floridian architecture, each residence in Oyster Bay is a testament to quality craftsmanship. With spacious layouts and modern amenities, these homes are perfect for families, retirees, or anyone looking to enjoy the vibrant Naples lifestyle.

One of the standout features of Oyster Bay is its pet-friendly policy, allowing residents to share their homes with their beloved furry companions. This welcoming attitude towards pets makes it an ideal community for dog lovers and pet owners, ensuring that every member of the family feels at home. Picture yourself strolling along the scenic pathways with your four-legged friend or enjoying the lush green spaces that invite outdoor play and relaxation.

Living in Oyster Bay means embracing the best of Naples—close proximity to stunning beaches, world-class dining, and upscale shopping. Whether you’re an avid golfer, a beach enthusiast, or someone who simply enjoys the finer things in life, this community has something for everyone. With its blend of natural beauty, luxurious living, and a welcoming atmosphere, Oyster Bay is truly a hidden gem in Naples, Florida. Come and discover your dream home in this idyllic subdivision today!

Newest Oyster Bay Homes with Yes Pets

$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

$3,295,000

3 Beds ⋅ 2 Baths ⋅ 226030870 MLS

MUST-SEE FULLY REMODELED WATERFRONT HOME — DESIGNED TO THE MAX! Prepare to be impressed by this extraordinary, fully remodeled home where luxury, sophistication, and the ultimate Naples lifestyle come together. Every detail has been thoughtfully designed and beautifully executed, creating a truly exceptional residence that is partially furnished and move-in ready. The stunning chef’s kitchen is the heart of the home, featuring high-end appliances, designer fixtures, custom finishes, and an impressive 14-foot island that provides the perfect gathering space for family and guests. The open, sophisticated design seamlessly connects the kitchen to the main living areas, creating a spectacular setting for both everyday living and entertaining. Step outside to the expansive marble front patio, where breathtaking views of the bay create an unforgettable backdrop. With two boat slips, this property offers an incredible opportunity for boating enthusiasts to enjoy the waterfront lifestyle right from home. The large backyard patio is an entertainer’s dream, complemented by a heated saltwater pool perfect for relaxing, dining, and hosting guests. Whether enjoying a quiet afternoon by the pool or entertaining friends and family, this outdoor space is designed to make the most of the beautiful Naples lifestyle. Additional upgrades include a new roof and new custom wrought-iron doors, adding timeless elegance and peace of mind. No detail was overlooked in this exceptional renovation. Ideally located in the heart of Naples, this remarkable property puts you close to the best the area has to offer while providing the luxury, waterfront setting, and boating lifestyle you've been searching for. This is more than a home — it’s a Naples lifestyle. Truly a must-see!

1095 Sandpiper ST, 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

$989,000

2 Beds ⋅ 2 Baths ⋅ 226012455 MLS

New Metal Roof! No HOA fees! Private location 1 mile to downtown! Tucked away on a private street in the Royal Harbor area. Boat slips available for lease nearby! Beautiful Old Florida multi-level home with double garage, bonus ground-floor guest/mother-in-law suite with spacious open area, private bath and screened lanai. Spacious and sunny great room design with island kitchen, screened lanai and open deck. The top-quality finishes, open layout and exceptional location near upscale shopping dining and the white sandy Gulf beaches make this home the perfect opportunity to live the Naples lifestyle.

1225 Sandpiper ST, 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.