Tall Pines Real Estate

Tall Pines Real Estate

Welcome to Tall Pines, a picturesque subdivision nestled in the heart of Florida, where natural beauty meets modern living. This charming community is designed for those who appreciate the serene ambiance of nature while enjoying the conveniences of contemporary life. Tall Pines is characterized by its lush, towering pine trees that provide a stunning backdrop for a variety of homes, each uniquely designed to complement the landscape.

Residents of Tall Pines enjoy a tranquil lifestyle, with spacious lots that allow for privacy and outdoor enjoyment. The neighborhood features well-maintained streets, vibrant gardens, and an array of amenities that cater to families, retirees, and everyone in between. With nearby parks, walking trails, and recreational facilities, outdoor enthusiasts will find plenty of opportunities to explore the beauty of Florida’s flora and fauna.

Conveniently located, Tall Pines offers easy access to major highways, making commutes to nearby cities and attractions a breeze. Just a short drive away, you’ll discover the vibrant culture of Florida, from pristine beaches to lively entertainment venues and shopping districts. Whether you’re looking for a weekend getaway or a place to call home, Tall Pines provides the perfect balance of tranquility and accessibility.

Join a community that embraces the best of Florida living. With its enchanting surroundings and welcoming atmosphere, Tall Pines is more than just a subdivision; it’s a place where memories are made and cherished. Come and experience the charm of Tall Pines—your dream home awaits!

Newest Listings in Tall Pines

5631 Waxmyrtle Way, Naples
$939,900
3 Beds ⋅ 2 Baths ⋅ Tall Pines SubDv.
Welcome home! This quaint single family home is located within the wonderful neighborhood of Tall Pines. Built in 1984 this home has been meticulously maintained while still holding onto its vintage charm. The family/dining area features a vaulted ceiling with three windows to allow the morning sun to shine in. The adjacent spacious eat-in kitchen offers the perfect entertaining space. Split bedrooms with the main bedroom having its own en-suite w/walk-in closet. Home is located on a cul-de-sac providing little traffic & a large lot. The potential for the backyard is limitless in bringing your vision to life! Updates made include vinyl siding, newer roof, hurricane impact windows, freshly painted inside, LVP throughout the entire home & new hot water heater within a low HOA of $79.00/monthly. Tall Pines is located 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 rental potential within an established neighborhood and a move in ready home. Schedule your appointment to see this home today!

5631 Waxmyrtle Way, Naples
5700 Waxmyrtle Way, Naples
$1,800,000
3 Beds ⋅ 4 Baths ⋅ Tall Pines SubDv.
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 ⋅ Tall Pines SubDv.
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
3150 S Pines Drive Unit 84, Largo
$234,000
2 Beds ⋅ 2 Baths ⋅ Tall Pines SubDv.
Major upgrades include a new AC system (2025) and a roof replaced in 2018. Step into this beautifully renovated townhome where everything feels fresh, bright, and ready for its next owner. The home features brand-new flooring throughout, giving every room a clean, modern feel. The kitchen has been completely updated with new cabinets and sleek countertops, making smart use of the space while still offering plenty of functionality. Both bathrooms have been fully refreshed with contemporary finishes that add comfort and style to everyday living. This home blends thoughtful updates with stylish finishes from top to bottom, making it a great opportunity for buyers seeking a move-in-ready property without the work.

3150 S Pines Drive Unit 84, Largo
2811 S Pines Drive Unit 18, Largo
$159,900
2 Beds ⋅ 2 Baths ⋅ Tall Pines SubDv.
Short Sale. This one is for buyers who would rather create the value than pay for someone else’s updates. Newly price-reduced, this 2-bedroom, 1.5-bath townhouse offers a functional layout with an open living and dining area, generous closets, upstairs laundry, and a large screened patio opening to a small fenced yard. The interior needs updating, making it a strong candidate for an investment property, renovation project, or affordable home improved over time. No HOA, no rental restrictions, and no flood zone add valuable flexibility. Conveniently located near major roadways and just minutes from the Gulf beaches. Bring your plans and take a fresh look at the possibilities!

2811 S Pines Drive Unit 18, Largo
2811 S Pines Drive Unit 15, Largo
$199,000
2 Beds ⋅ 2 Baths ⋅ Tall Pines SubDv.
PRICE IMPROVEMENT *NO HOA • NO Deed Restrictions • NO Short-Term Rental Restrictions! CASH ONLY1 Welcome to your next home—or investment opportunity! This charming 2-bedroom, 1.5-bathroom townhome offers unbeatable flexibility and value with zero HOA fees and no limitations on leasing or short-term rentals like Airbnb. Whether you're a first-time homebuyer, savvy investor, or looking to downsize, this is the kind of rare find that checks all the boxes. Step inside to discover a bright and open layout featuring a spacious living and dining area, a convenient half bath on the main floor, and a kitchen perfect for cooking and entertaining. Slide open the doors to your private fenced patio with a peaceful garden, ideal for morning coffee, evening relaxation, or letting the dog roam freely. Upstairs, you’ll find two generously sized bedrooms—each with ample closet space, including a walk-in closet in the primary—and a full bath with private access from the primary bedroom. Tucked away on a quiet street, this home offers the perfect blend of privacy and accessibility—just minutes from beaches, restaurants, shopping, and an easy commute to downtown Tampa or St. Pete. No restrictions, no worries, just opportunity. Schedule your private showing today before it’s gone!

2811 S Pines Drive Unit 15, Largo
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