Tall Pines Real Estate

Welcome to Tall Pines, a hidden gem nestled in the heart of Naples, Florida, within the picturesque Collier County. This charming neighborhood is a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

Tall Pines boasts a serene, lush landscape dotted with towering pines and vibrant flora, creating a peaceful atmosphere that invites relaxation and outdoor enjoyment. The community is characterized by its spacious lots, well-maintained homes, and friendly neighbors who take pride in their surroundings. Here, you’ll find a variety of architectural styles, from classic Florida ranch homes to modern designs, offering something for everyone.

One of the highlights of living in Tall Pines is its prime location. Just minutes away, you’ll discover the stunning beaches of Naples, where you can soak up the sun or enjoy water activities like boating and fishing. The neighborhood is also conveniently situated near upscale shopping centers, gourmet dining options, and cultural attractions like art galleries and theaters, ensuring that residents have access to the best that Naples has to offer.

Families will appreciate the top-rated schools in the area, while nature enthusiasts can explore nearby parks and nature preserves, perfect for hiking, biking, and birdwatching. With its friendly community vibe and close-knit atmosphere, Tall Pines is not just a place to live; it’s a place to thrive. Come and experience the charm of Tall Pines, where your dream home awaits!

Newest Listings in Tall Pines

$1,395,000

6 Beds ⋅ 3.5 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 ⋅ 3.5 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

$1,099,000

3 Beds ⋅ 2 Baths ⋅ 225082383 MLS

Welcome to 6161 Waxmyrtle Way—a beautifully refreshed pool home in one of Naples’ most sought-after neighborhoods. Freshly painted inside and out, this residence offers impact-resistant windows and doors, combining style with storm-ready peace of mind. The home features a spacious, light-filled layout centered around a private courtyard-style pool, providing the perfect backdrop for entertaining or relaxing in total privacy. High ceilings, oversized windows, and skylights invite natural light into every corner of the living space. This open floor plan includes generous guest rooms, a versatile den, and a large laundry room. The primary suite is its own retreat, complete with custom walk-in closets, dual vanities, a walk-in shower, and a freestanding soaking tub. An oversized garage offers extra space for storage or hobbies. Enjoy a fenced backyard ideal for pets, a newer roof and A/C system, and a low HOA of just $72/month. Perfectly situated just minutes from top-rated schools, Naples’ world-class beaches, fine dining, and shopping, this home is ideal for families, seasonal residents, or investors seeking long- or short-term rental potential. Homes in this quiet, centrally located community rarely hit the market—don’t miss your opportunity to own a move-in-ready home in the heart of Naples. No history of hurricane damage.

6161 Waxmyrtle WAY, 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.