Serendipity Homes with Sidewalk Amenities

Welcome to Serendipity, a charming subdivision nestled in the heart of Naples, Florida, where the sun shines bright and the lifestyle is nothing short of extraordinary. This picturesque community in Collier County offers a delightful blend of serenity and vibrancy, making it an ideal place for families, retirees, and everyone in between.

Serendipity is designed with a focus on community and connectivity. Each home is thoughtfully situated along tree-lined streets, complete with well-maintained sidewalks that invite leisurely strolls and friendly chats with neighbors. The sidewalks not only enhance the aesthetic appeal of the neighborhood but also promote an active lifestyle, encouraging residents to explore the area on foot or bike.

The homes in Serendipity are as diverse as the residents themselves, featuring a range of architectural styles and sizes to suit every taste and need. Whether you’re looking for a cozy single-family home or a spacious villa, you’ll find options that exude warmth and charm. Many properties boast modern amenities, open floor plans, and private outdoor spaces, perfect for enjoying the Florida sunshine.

Beyond the alluring homes, Serendipity is conveniently located near Naples’ pristine beaches, upscale shopping, and gourmet dining options. Residents can enjoy the best of both worlds—peaceful suburban living with easy access to the vibrant cultural scene that Naples is known for.

Discover the magic of Serendipity, where every day feels like a vacation, and the community spirit makes you feel right at home. Come experience the joy of living in this enchanting subdivision!

Newest Serendipity Homes with Sidewalk Amenities

$499,000

2 Beds ⋅ 2 Baths ⋅ 226025689 MLS ⋅ Serendipity BLDG.

Enjoy the exceptional coastal lifestyle of Pelican Bay, Naples’ premier beachfront community, from this inviting first-floor residence in Serendipity. Renowned for its nearly three miles of pristine private beach, scenic mangrove preserves, and miles of picturesque walking and nature trails, Pelican Bay offers an unmatched collection of amenities designed around an active, effortless lifestyle. Residents enjoy private beachfront restaurants with beach service, tennis courts and pro shops, a state-of-the-art fitness center, wellness studios, sailing, canoes and kayaks, community and lifestyle events, and comprehensive health and nutrition services. Ideally located in the heart of Naples, Pelican Bay places world-class shopping, fine dining, and cultural attractions just moments away, while also offering convenient access to everyday essentials, top-rated schools, healthcare, and Southwest Florida International Airport (RSW). Within this sought-after community, experience effortless first-floor living in this inviting two-bedroom, two-bath garden condominium in Serendipity at Pelican Bay. Freshly painted and ready for your personal touch, this residence presents the perfect opportunity to create your ideal Naples retreat. Designed with privacy in mind, the split-bedroom floor plan provides each bedroom with its own en-suite bath. The bright, spacious kitchen is an inviting place to enjoy your morning coffee, while the open-concept living and dining areas create an ideal setting for both everyday living and entertaining. Sliding glass doors extend the living space to a screened lanai overlooking lush tropical landscaping and one of the community's sparkling pools. Abundant storage, an exterior storage closet, a covered carport, and convenient bike racks add to the home's appeal. A new roof (2025) and newer air conditioning system provide added comfort and peace of mind. Residents of Serendipity enjoy exclusive access to two community pools and spas, outdoor grilling areas, a clubhouse, and a neighborhood library—adding another layer of convenience and enjoyment to the exceptional Pelican Bay lifestyle.

583 Serendipity DR Unit 583, Naples

$839,000

3 Beds ⋅ 2 Baths ⋅ 226030023 MLS ⋅ Serendipity BLDG.

Tucked along a quiet drive in Serendipity, this three-bedroom, two-bath end-unit offers the ease of single-level living within one of North Naples' most coveted coastal enclaves. A full renovation and a thoughtful run of recent improvements leave little to do but move in. Tile flows throughout the split-bedroom plan, and the crisp white kitchen with quartz counters opens gracefully to the great room and a screened lanai framed by lush, landscaped grounds. This home is in an X-Zone so no hurricane worries here. The care shows in the details that matter most. A new tile roof and electric storm shutters were added to the lanai in 2024, and a top-of-the-line Romeo Air Infinity system with an Air Knight UV air purifier was installed in 2022. A whole-house reverse osmosis system from Aztec Plumbing followed in 2025. The primary suite is finished with dual sinks and a walk-in shower, and the second bath offers both a tub and shower. A private storage unit and an assigned covered carport add everyday ease. Beyond the door lies the full rhythm of Pelican Bay living, with private beach access, beachfront dining, attended fitness, tennis and pickleball, and miles of bike and jog paths winding through the mangroves. The community pool and spa sit just steps away, while Artis Naples, Waterside Shops, and the shoreline are all moments from home.

599 Serendipity DR Unit 599, 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.