Tall Pines Real Estate

Tall Pines Real Estate

Welcome to Tall Pines, a hidden gem nestled in the heart of Naples, Florida. This charming neighborhood is renowned for its lush landscapes, serene atmosphere, and a strong sense of community. Tall Pines offers a perfect blend of tranquility and convenience, making it an ideal place for families, retirees, and everyone in between.

As you stroll through the tree-lined streets, you’ll be captivated by the stunning homes that reflect a variety of architectural styles, from modern designs to classic Floridian charm. The spacious lots and well-maintained properties create an inviting environment that residents take pride in. With a mix of single-family homes and villas, there’s something for everyone in Tall Pines.

One of the standout features of this neighborhood is its proximity to Naples’ renowned beaches, upscale shopping, and exquisite dining options. Just a short drive away, you can indulge in the vibrant culture that Naples has to offer, from art galleries to farmers' markets. For outdoor enthusiasts, the nearby parks and nature preserves provide endless opportunities for hiking, biking, and enjoying the beautiful Florida sunshine.

Families will appreciate the excellent schools in the area, known for their commitment to academic excellence. Additionally, the community hosts various events throughout the year, fostering a friendly atmosphere that encourages neighbors to connect and engage.

Whether you’re looking to settle down or invest in a vacation home, Tall Pines promises a lifestyle filled with comfort, beauty, and community spirit. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Tall Pines

5731 Cypress Hollow WAY, Naples
$1,395,000
6 Beds ⋅ 3.5 Baths ⋅ 226022940 MLS ⋅ ACTIVE Status
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
5700 Waxmyrtle WAY, Naples
$1,800,000
3 Beds ⋅ 3.5 Baths ⋅ 2026019839 MLS ⋅ ACTIVE Status
Welcome to 5700 Waxmyrtle Way, a custom lakeside home on a 0.34-acre lot in Tall Pines, a non-gated North Naples neighborhood with individually designed homes. The property offers three bedrooms plus a den, 2.5 baths, 3,632 square feet, and a small detached guest studio with a full bath. The outdoor setting includes a NEW POOL AND SPA, screened lanai, LAKE VIEWS, mature landscaping, FRUIT TREES, an herb garden, and a pool bath. French doors connect the living areas to the lanai for easy indoor-outdoor living. Inside, tall ceilings, skylights, and consistent flooring create a bright, cohesive setting. The kitchen includes TWO ISLANDS, quartzite countertops, SUB-ZERO refrigeration, and a PROFESSIONAL GAS RANGE with dual ovens, along with a drink cooler, ice maker, and generous storage. The second-floor primary suite includes a flexible loft for a home office or sitting area, a private bath, and a walk-in closet. Additional features include IMPACT WINDOWS AND DOORS, and skylights, a newer METAL ROOF, whole-house GENERATOR with buried propane tank, whole-house water filtration, zoned air conditioning, tankless water heaters, two wood-burning fireplaces, an epoxy-finished garage, and attic storage. Set on a dead-end street near a cul-de-sac, this home also offers strong curb appeal, established landscaping, and a distinctive custom layout. Tall Pines is close to beaches, dining, shopping, Mercato, and everyday services, with LOW ANNUAL HOA dues and no gated-entry restrictions. ***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 Room/1 Bath in detached guest studio)

5700 Waxmyrtle WAY, Naples
6161 Waxmyrtle WAY, Naples
$1,099,000
3 Beds ⋅ 2 Baths ⋅ 225082383 MLS ⋅ ACTIVE Status
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
Start Your Search

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.