Tall Pines Homes with Upper Level Primary Interior

Welcome to Tall Pines, an exquisite community nestled in the heart of Naples, Florida, where the sun-kissed landscapes meet luxurious living. Located in Collier County, Tall Pines offers a perfect blend of tranquility and modern convenience, making it an ideal haven for families, retirees, and anyone seeking a vibrant lifestyle.

The homes in Tall Pines are thoughtfully designed with an upper-level primary suite, providing a private retreat that enhances your living experience. Imagine waking up in your spacious primary bedroom, bathed in natural light, with panoramic views of the lush surroundings. These homes boast open floor plans, high ceilings, and elegant finishes, ensuring that every corner exudes comfort and sophistication.

Beyond the stunning interiors, Tall Pines is surrounded by Naples’ renowned amenities. Enjoy easy access to pristine beaches, world-class shopping, and gourmet dining options, all just a short drive away. The community is also in proximity to top-rated schools and recreational facilities, making it a perfect location for families.

Residents of Tall Pines can indulge in the serene outdoor lifestyle that Naples is famous for. Spend your weekends exploring nearby nature trails, golfing at premier courses, or simply relaxing by the pool in your backyard oasis.

Tall Pines isn’t just a place to live; it’s a lifestyle choice. Experience the best of Naples living, where comfort meets luxury, and every day feels like a vacation. Discover your dream home in Tall Pines today, and embrace the enchanting Florida lifestyle that awaits you!

Newest Tall Pines Homes with Upper Level Primary Interior

$1,500,000

6 Beds ⋅ 4 Baths ⋅ 226022940 MLS

Nestled beneath a canopy of mature trees in the desirable Tall Pines neighborhood, this expansive lakefront residence offers a rare combination of space, character and location. Situated on an oversized one-third-acre homesite with tranquil water views, the property is surrounded by lush tropical landscaping and enjoys a central Naples location within the highly rated Osceola Elementary, Pine Ridge Middle and Barron Collier High School zones. The home features seven bedrooms, three and one-half baths, multiple gathering spaces and a versatile upstairs bonus room, providing exceptional flexibility for guests, hobbies or home offices. Rich Brazilian hardwood floors add warmth and timeless appeal throughout much of the residence. From the moment you arrive, the home exudes a sense of charm and individuality that is increasingly difficult to find in today's market. Expansive lake views framed by mature trees create a picturesque backdrop, while the pool and outdoor living areas offer a peaceful setting for entertaining and everyday enjoyment. A long-lasting metal roof and three air conditioning systems provide a strong foundation for future enhancements. For buyers seeking something beyond the ordinary, this property presents a unique opportunity to own a home with personality, scale and enduring appeal. The setting, square footage and location combine to create exceptional long-term value in one of Naples convenient neighborhoods.

5731 Cypress Hollow Way, Naples

$1,950,000

3 Beds ⋅ 4 Baths ⋅ 2026019839 MLS

Experience Lakeside Luxury Living at Its Finest — Welcome to this stunning custom lakeside estate at 5700 Waxmyrtle Way in the desirable Tall Pines community of North Naples, Florida. This meticulously upgraded 1995-built home sits on a rare 0.34-acre waterfront lot and offers 3 bedrooms plus a den, 3.5 baths of sophisticated living space. Completely transformed into a private resort, this move-in-ready Naples home boasts a brand-new pool and hot tub, an expansive screened lanai with panoramic views, and a charming detached guest cottage perfect for visitors, a poolside cabana, home office, or art studio. Wake up to tranquil lake vistas, lush landscaping, fruit trees, and an herb garden right in your backyard — the ultimate Florida lifestyle. Step inside to soaring ceilings, abundant natural light, and beautiful new flooring throughout. The show-stopping chef’s kitchen features dual islands, quartzite countertops, Sub-Zero refrigeration, a commercial-grade gas range with dual ovens, a dedicated drink cooler, ice maker, and ample storage — ideal for entertaining family and friends. Relax in the private second-floor primary suite with a versatile loft (perfect for a home office or den), spa-like bath with separate tub and shower, and generous walk-in closet. Additional highlights include four sets of French doors opening to the backyard oasis, two wood-burning fireplaces, zoned HVAC, tankless water heaters, and an extended 2-car garage with epoxy flooring. Unmatched Resiliency & Peace of Mind — This home is built like a fortress with a newer metal roof, impact-resistant windows, doors & skylights, a whole-house generator with buried propane tank, and a whole-house water filtration system. Low HOA fees make it even more appealing for full-time residents or seasonal snowbirds. Located in Tall Pines, a peaceful, non-gated North Naples neighborhood with low assessments and easy access to everything: world-class beaches, fine dining, shopping at Mercato, and top-rated schools — all just minutes away. Whether you're seeking a luxurious primary residence, a vacation retreat, or an incredible investment property with strong rental potential, this lakeside Naples pool home delivers unparalleled luxury, resilience, and lifestyle. Don’t miss this rare opportunity — homes like this on oversized waterfront lots don’t last long in North Naples. Schedule your private showing today and imagine your new life in paradise at 5700 Waxmyrtle Way! ***Please note there is a detached guest studio which has it's own full bathroom and is separate, but steps from the main house.*** Perfect for guests, pool house, office, art studio, etc. (3 + Den/2.1 in main house + 1/1 in detached guest studio)

5700 Waxmyrtle Way, Naples

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