Tall Pines - Naples Florida Homes for Sale

One or more photo(s) has been virtually staged, AI generated or rendered. Rare opportunity to own a beautifully updated pool home in one of Naples’ most convenient locations. Nestled in the highly desirable Tall Pines community, this exceptional residence offers the perfect balance of privacy, convenience, and flexibility. Tucked away in a quiet, established neighborhood with a very low HOA, you’re just minutes from Naples’ world-famous white sand beaches, Mercato, Waterside Shops, Downtown Naples, top-rated schools, Costco, shopping, dining, and everyday conveniences. It’s the kind of location that simply can’t be replicated. Inside, you’ll find 3 bedrooms, 2 versatile dens, 2.5 bathrooms, and approximately 2,450 square feet of thoughtfully designed living space. The two dedicated dens set this home apart, providing the flexibility today’s buyers are looking for—whether you need home offices, a gym, media room, playroom, or additional guest space. Double French doors welcome you into a bright, open living area with soaring ceilings and abundant natural light. The beautifully remodeled kitchen is designed for both everyday living and entertaining, featuring stainless steel appliances, generous counter space, quality cabinetry, a large pantry, and a breakfast area overlooking the pool. The spacious primary suite provides a private retreat with a walk-in closet, dual vanities, an updated en-suite bath, and direct access to the lanai and pool. Step outside to your own tropical oasis featuring a heated, screened-in pool, expansive covered lanai, and lush landscaping—creating the perfect setting to relax or entertain year-round. Beautifully updated, exceptionally located, and offering a floor plan that’s as functional as it is inviting, this home delivers something increasingly rare in Naples: the ability to enjoy a peaceful neighborhood without sacrificing convenience

5761 Waxmyrtle Way, Naples

Courtesy of Marzucco Real Estate

Selling Office: .

$1,395,000

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

Courtesy of Premier Sotheby's Int'l Realty

$1,800,000

3 Beds ⋅ 4 Baths ⋅ 2026019839 MLS

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

Courtesy of Redfin Corporation

$938,000

3 Beds ⋅ 2 Baths ⋅ 225083898 MLS

In the heart of central Naples—minutes to the beach and located within one of the area’s most established neighborhoods and an X flood zone (no insurance required) — this fully renovated two-story pool home offers a rare combination of location, modern upgrades, and outdoor space. With over $400,000 in renovations in 2024, this move-in-ready property stands out as a unique offering in today’s market. The interior has been completely reimagined with a brand-new kitchen with induction cooktop, all-new bathrooms, updated flooring, upgraded lighting with LED accents, barn doors, and thoughtfully selected finishes throughout. Spacious bedrooms include new closet doors, custom built-ins, and closet organization systems. The main level features two guest bedrooms and a refreshed full bath, while the upper level offers a unique flex loft space, and a primary suite with tropical views and a spa-inspired bathroom with a custom walk-in shower. The home was updated with a brand new A/C system installed in 2026, new water heater (2025), new electric panel (2024), exterior paint (2024) and so much more! Outdoor living is highlighted by an east-facing, saltwater heated pool with sun shelf, overflow spa, and water features. Expansive impact sliders open to a two-story lanai, creating a seamless connection between indoor and outdoor spaces. The fully fenced, estate-sized yard and rear garage access enhance both privacy and functionality. The property is located in Tall Pines, a community known for its tight-knit community feel and calendar of resident-led neighborhood events held throughout the year. Conveniently situated in walking or biking distance to shopping, dining, and easy access to Naples beaches, this home offers an exceptional blend of location, upgrades, and lifestyle.

5900 Cypress Hollow Way, Naples

Courtesy of KW Elevate Luxury

Selling Office: .

$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

Courtesy of John R Wood Properties

$1,700,000

4 Beds ⋅ 4 Baths ⋅ 225080627 MLS

Beautifully renovated and set on an oversized 0.52-acre cul-de-sac lot with your very own private pickleball/basketball court, this fully furnished two-story estate blends high-end finishes, generous indoor-outdoor living, and an unbeatable central location. Inside, the open layout is filled with natural light and anchored by a coastal-inspired kitchen with teal shaker cabinetry, brass hardware, white quartz countertops, a farmhouse sink, and a rustic center island. Wide-plank, white oak floors flow throughout the living and dining areas, creating a warm, cohesive feel. The flexible floor plan includes two primary suites—one on each level. The first-floor suite offers a private exterior entrance ideal for guests or multigenerational living, while the upstairs suite enjoys a seating area and a balcony overlooking the peaceful, tropical yard. Outdoor living is a major highlight, with a full-length covered back porch, multiple seating and dining zones, and a hot tub overlooking the expansive backyard retreat. With its rare combination of privacy, location, and turnkey readiness, this home offers an exceptional lifestyle in one of Naples’ most coveted neighborhoods.

6260 Waxmyrtle Way, Naples

Courtesy of Coldwell Banker Realty

Selling Office: .

$1,775,000

4 Beds ⋅ 4 Baths ⋅ 225063406 MLS

Welcome to 2761 Ardisia Lane, an exquisite lakefront sanctuary nestled in the charming and centrally located neighborhood of Tall Pines, Naples, FL. This stunning 4-bedroom, 3.5-bathroom residence, rebuilt from the ground up in 2014, offers modern luxury and comfort on an oversized private lot. Step inside this custom-designed home and be captivated by its elegant features and thoughtful layout. The living and formal dining room are artfully separated by a custom gas double-sided stone fireplace, creating warmth and ambiance. Your chef's kitchen is a masterpiece with a gas cooktop, double oven, and gleaming granite countertops, complemented by high-end stainless steel appliances. The main floor boasts a spacious master suite with dual walk-in closets, providing a serene retreat while the adjoining master bath offers luxury and relaxation. A mud room and expansive laundry room add to the home's functionality and charm. Ascend to the second floor to find a large suite with an en-suite bath, along with two additional bedrooms featuring a Jack and Jill bathroom. The airy game room/loft area invites a space for entertainment. A unique walk-in attic offers an additional 431 square feet of accessible storage space. As you make your way outside, you'll be delighted with the lakefront view complete with a refreshing pool and a relaxing hot tub. Sit outside on cool nights by your outdoor firepit. Whether you're hosting a weekend barbecue or enjoying a quiet evening under the stars, this outdoor oasis is sure to be a favorite gathering spot.

2761 Ardisia Lane, Naples

Courtesy of Compass Florida LLC

Selling Office: .

$795,000

5 Beds ⋅ 3 Baths ⋅ 225052133 MLS

Welcome to this charming two-story pool home nestled in the sought-after community of Tall Pines. Featuring a newer roof (2017), tile flooring (2017), air conditioning units (2017), and hot water heater (2025). This home boasts a bright open living space with high ceilings creating a warm and inviting atmosphere as well as generous bedrooms for the whole family. Enjoy beautiful views of the sunset from the private lanai and large pool- ideal for relaxing or hosting gatherings year-round. Located on a quiet cul-de-sac in a community with low HOA dues, this home combines privacy-with convenience-just minutes away from top-rated schools, shopping, dining, and Naples' pristine beaches.

6260 Cypress Hollow Way, Naples

Courtesy of Realty One Group MVP

Selling Office: .

$930,000

3 Beds ⋅ 3 Baths ⋅ 225001781 MLS

Only CONCRETE BLOCK home for sale in Tall Pines (all others wood frame) Exceptional family-centric floor plan in centrally located Tall Pines community. Outstanding curb appeal is accentuated by side-facing garage. With out without your garage door up, your housefront looks impeccable. A long paver driveway and a facade accented by functional plantation shutters in luxury black add to the visual charm. The exterior plantation shutters are hurricane rated and can be deadlocked for additional security on the front facing windows. Oversize impact glass front doors further define the entry and opulence of this beautiful home. The den or 4th room is enclosed and sound deadened. This space could be used as an infants room with its proximity to the master, an office, a workout room (currently equipped with a professional pull-up bar that is bolted to the trusses and virtually bullet proof) or a 4th bedroom with an additional full bathroom directly across the hall. Another unique room is the Mudroom / Storage off of laundry room. This is an enclosed separate room. Many upgrades have been completed during the current owners tenure. Most recently: new double oven '22, new AC in '23 and new dishwasher '24. Tall Pines is a highly desired neighborhood due to the location, low annual fees. proximity to schools and especially for the diversity of home styles and designs. Each home has a custom look without the "cookie-cutter" homes you see in most neighborhoods. Take a 2 mile lap within the community (as many do) or easily walk to Barron Collier High School, Osceola Elementary or Community School. Walk, run or cycle around the schools behind the community as the roads there are virtually car free and you have at least 5 miles to bike without worrying about traffic. Perfect for Families looking for a prime location within walking distance of many top area schools or empty nesters looking for a unique community close to everything.

5701 Waxmyrtle Way, Naples

Courtesy of White Sands Realty

Selling Office: .

$749,000

4 Beds ⋅ 3 Baths ⋅ 224039774 MLS

Spacious Home in Tall Pines – No Flood Zone, Low HOA Fees, and Huge Potential! Nestled in the desirable Tall Pines community, this 90x165-foot lot offers a rare opportunity to own a home in a NO FLOOD ZONE, saving you up to $3,500 a year on insurance. The property boasts a low annual HOA fee of just $850, making it even more affordable. Key Features: 4 Bedrooms, 2 Dens (potential 5th bedroom), and 2.5 Bathrooms 2,581 Sq Ft of living space with cozy nooks for work or relaxation Remodeled Master Bedroom (2005) and updated PGT hurricane impact windows (2015) Roof (2007) with 30-year shingles and AC units replaced (2012-2014) Brand new water heater Located in an A-rated school district Septic system for low water bills and high elevation for added peace of mind The first floor features the master bedroom and two dens, while the second floor includes three additional bedrooms and a desk nook. This charming home offers endless potential for personalization with its spacious layout and thoughtful updates. Don’t miss this gem in Tall Pines!

6100 Cypress Hollow Way, Naples

Courtesy of VIP Realty Group, Inc.

Selling Office: .

$1,350,000

4 Beds ⋅ 3 Baths ⋅ 224030394 MLS

This stunning WATERFRONT POOL home was FULLY RENOVATED top to bottom with no expenses spared. One of a kind ENTERTAINER'S DREAM home with an open concept floor plan, tons of natural light, chef's dream kitchen & LUXURY OUTDOOR LIVING. Soaring ceilings and enormous light filled glass sliding doors, skylights, open great room with fireplace. Your divine and private master suite includes a walk-in shower, walk-in closet, dual sinks & a make-up counter. Master bedroom walks out to the lanai, perfect for your morning coffee. All is new: metal roof, outside and inside paint, impact windows & doors, cabinets, countertops, custom mirrors, designer light fixtures, custom made window treatments, landscaping, paver driveway... New epoxy flooring in freshly painted oversized 2-car garage with tons of brand-new shelving for extra storage. No detail was spared on the outdoor living: PANORAMIC pool cage, oversized new heated pool with spectacular waterfalls, new spa, new outdoor kitchen & fireplace. The amount of covered and uncovered outdoor space is unreal, allowing you to enjoy being outside all year round.

5891 Cypress Hollow Way, Naples

Courtesy of Waterfront Realty Group Inc

Selling Office: .

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Tall Pines - Naples, FL Homes for Sale

Are you looking to buy or sell a home in Tall Pines Naples Florida? Call or Text (239) 880-8850 to schedule a showing on any Tall Pines Naples, FL home for sale or to sell your Tall Pines Naples Florida home! As Realtors specializing in the Tall Pines Naples area, we can take care of all of your Tall Pines Naples FL real estate needs including buying pre-existing homes, new construction homes, condominiums, land, commercial and multi-family homes in Tall Pines Naples Florida. We can also help you find distressed properties in Tall Pines Naples including HUD Homes, Short Sales and REO Bank Foreclosures. If you need help financing a home in Tall Pines Naples, we have access to some of the best lenders that service the Tall Pines Naples Florida area, including lenders that offer credit repair to buy a home and work with home builders in and near the Tall Pines Naples area to help you build your home while building up your credit. If you are going to buy or sell a home in Tall Pines Naples Ohio, then be sure to Call or Text (239) 880-8850 Today! We are a real estate team specializing in the Tall Pines Naples, FL area! Displayed are homes for sale in Tall Pines Naples, FL, a Subdivision located in Naples Florida. These Tall Pines Naples Listings are updated every 15 minutes from the Naples MLS.

Tall Pines - Naples Florida Homes for Sale

Tall Pines - Naples, FL Homes for Sale

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