Tall Pines Houses Sold

Q: What is included in the Tall Pines monthly association dues?

The single_family_home dues at Tall Pines cover: None, Street Lights, Manager, See Remarks, Street Maintenance, Master Assn. Fee Included, Other, Master Assn. Fee Included, Security, Cable, Insurance, Internet/Wi Fi Access, Irrigation Water, Lawn/Land Maintenance, Pest Control Exterior, Pest Control Interior, Security, Trash Removal, Water, Lawn/Land Maintenance, Legal/Accounting, Manager, .

Q: What are Tall Pines Pet Policies & Restrictions?

Tall Pines Tall Pines is a pet-friendly “Dogs and Cats OK” subdivision for both owners and tenants. Please note that pet policies may change at the discretion of management and/or the Homeowners' Association (HOA) and may not apply to renters. Restrictions may apply to certain breeds, and size and weight limits may be in place.

Q: What are the interior features of the residences?

Tall Pines Interior features include: Built-In Cabinets, French Doors, Vaulted Ceiling(s), Window Coverings, Pantry, Foyer, Laundry Tub, Pantry, Pull Down Stairs, Smoke Detectors, Volume Ceiling, Walk-In Closet(s), Closet Cabinets, Foyer, Closet Cabinets, Fireplace, Smoke Detectors, Custom Mirrors, Tray Ceiling(s), Cathedral Ceiling(s), Coffered Ceiling(s), Cathedral Ceiling(s), Exclusions, Zero/Corner Door Sliders, Bar, Built-In Cabinets, Vaulted Ceiling(s), Wired for Sound

Q: What are the available unit views from Tall Pines?

Tall Pines unit views: Lake, Landscaped Area, Trees/Woods, Trees/Woods, Water Feature, Landscaped Area, Pool/Club, Water Feature

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Sold - Sep 8, 2026

Tall Pines, 5761 Waxmyrtle Way, Naples, Florida 34109, image 1

$950,00025K

3 Beds
2¹/₂ Baths
2,452 SqFt
$387/SqFt

House sold in Tall Pines5761 Waxmyrtle Way, Naples, FL 34109

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

Sold - May 28, 2026

Tall Pines, 5900 Cypress Hollow Way, Naples, Florida 34109, image 1

$938,000

3 Beds
2 Baths
2,600 SqFt
$361/SqFt

House sold in Tall Pines5900 Cypress Hollow Way, Naples, FL 34109

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.

Sold - May 4, 2026

Tall Pines, 6260 Waxmyrtle Way, Naples, Florida 34109, image 1

$1,700,000295K

4 Beds
3¹/₂ Baths
3,152 SqFt
$539/SqFt

House sold in Tall Pines6260 Waxmyrtle Way, Naples, FL 34109

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.

Sold - Jan 30, 2026

Tall Pines, 6260 Cypress Hollow Way, Naples, Florida 34109, image 1

$795,000

5 Beds
3 Baths
2,641 SqFt
$301/SqFt

House sold in Tall Pines6260 Cypress Hollow Way, Naples, FL 34109

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.

Sold - Dec 5, 2025

Tall Pines, 2761 Ardisia Ln, Naples, Florida 34109, image 1

$1,775,000

4 Beds
3¹/₂ Baths
2,943 SqFt
$603/SqFt

House sold in Tall Pines2761 Ardisia Ln, Naples, FL 34109

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.

Tall Pines, 6100 Cypress Hollow Way, Naples, Florida 34109, image 1

$749,000

4 Beds
2¹/₂ Baths
2,581 SqFt
$290/SqFt

House for sale in Tall Pines6100 Cypress Hollow Way, Naples, FL 34109

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!

Tall Pines, 5701 Waxmyrtle Way, Naples, Florida 34109, image 1

$930,000

3 Beds
3 Baths
2,635 SqFt
$353/SqFt

House for sale in Tall Pines5701 Waxmyrtle Way, Naples, FL 34109

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.

Tall Pines, 5891 Cypress Hollow Way, Naples, Florida 34109, image 1

$1,350,000

4 Beds
3 Baths
2,320 SqFt
$582/SqFt

House for sale in Tall Pines5891 Cypress Hollow Way, Naples, FL 34109

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.

Tall Pines, 5901 Cypress Hollow Way, Naples, Florida 34109, image 1

$850,000

4 Beds
3 Baths
2,756 SqFt
$308/SqFt

House for sale in Tall Pines5901 Cypress Hollow Way, Naples, FL 34109

Located on a .36-acre corner lot, this spacious 4-bedroom, 3 full bath, 2 car side garage home with 2, 756 sq. Ft. Of living space offers a separate private entrance to a lovely and spacious mother-in-law suite, ideal for a guest suite or a college student returning home. The charming front porch is complete with a two-person swing for lounging in the warm florida breeze enjoying a glass of iced tea or a fine cocktail. Best of all the owner’s suite leads out to a stunning newly re-screened western facing lanai filled with ample relaxing space, and a sparkling blue sun-shelf pool. Tall pines is a non-gated, highly sought out community with low yearly hoa fee of only $750. Do not miss this fine opportunity to make this magnificent house your home, because truly, this is where you want to live!

Tall Pines, 6161 Waxmyrtle Way, Naples, Florida 34109, image 1

$1,100,000

3 Beds
2 Baths
2,652 SqFt
$415/SqFt

House for sale in Tall Pines6161 Waxmyrtle Way, Naples, FL 34109

Welcome to a truly unique, fully renovated entertainer’s delight home in the heart of naples. You will love the abundance of natural light flowing through huge floor-to-ceiling windows, doors and skylights. Spacious floor plan wraps around the courtyard with the pool offering tons of privacy. Completely renovated wood burning fireplace to create cozy memories gathering with friends and family. Desirable split floor plan: courtyard pool is visible from almost every part of the house, large bedrooms and a den, large laundry room and the oversized garage. Master suite features his and hers custom walk-in closets, stand alone tub, dual sinks and shower. No-stress living with newer roof, a/c, impact windows and doors, fenced in backyard perfect for pets! Centrally located in the heart of naples: walking distance to shopping, fine dining, biking distance to the white sand beaches, and top rated school zone. Hoa is 63/month! Don't miss out on this opportunity to own this beautiful home in one of the most desirable locations either for your family and/or short term/long term rental investment in a family friendly neighborhood where homes rarely come to the market. No hurricane damage!

Tall Pines, 6150 Cypress Hollow Way, Naples, Florida 34109, image 1

$995,000

4 Beds
3¹/₂ Baths
3,179 SqFt
$313/SqFt

House for sale in Tall Pines6150 Cypress Hollow Way, Naples, FL 34109

Well-maintained, traditional 2-story home offering 4 bedrooms + office + sunroom in very desirable tall pines. Privately tucked into a corner 1/2+ acre wooded lot make it a gardener’s paradise, on a low-traffic cul-de-sac street. Upgrades include wood flooring in main areas, french doors, plantation shutters, crown moldings, skylights, wine cooler, built-in bookcases, fireplace, track lighting and designer niches. First-floor owner's suite with private, walled courtyard off the owner's bath. Eat-in kitchen with stainless kitchen appliances including double oven, whole-house carbon water system with ro at kitchen sink. Sunroom with impact sliding doors lead out to an oversized, shaded, bi-level deck area for outdoor entertaining or relaxation. Separate office with complete built-in cabinets, counters and closets. Second floor offers three guest bedrooms, one with a sitting area, 2 full baths and walk-in attic storage. New roof in 2019. Tall pines offers a very convenient location, great school district and low hoa fees.

Tall Pines, 5960 Cypress Hollow Way, Naples, Florida 34109, image 1

$889,000

4 Beds
3 Baths
2,304 SqFt
$386/SqFt

House for sale in Tall Pines5960 Cypress Hollow Way, Naples, FL 34109

Centrally located to all that naples has to offer! This well-maintained two-story gem in the desirable tall pines neighborhood is perfect for raising a family, entertaining guests and living in paradise. Step in through the decorative glass entry, featuring high-planked wood ceilings open to the upstairs hallways. The layout seamlessly flows from the large living room with bay windows and french doors leading out to the expansive screened lanai. The bright, well-equipped kitchen features granite countertops, a pantry, recessed lighting, breakfast bar and plenty of storage. The ground-floor master suite boasts a walk-in closet with built-in drawers and shelving, dual sinks and oversized shower. There’s a functional utility room and 2nd en-suite bedroom downstairs, and upstairs are 2 more bedrooms, shared bath and screened balcony to enjoy the sunrise. Other notable features include hickory hardwood floors, new carpet in the bedrooms, new roof and 2-car garage. Shopping and dining are directly across the street from the neighborhood entrance, and the beach is only a 10-minute drive. There are outstanding public schools nearby, as well as quality private school options.

Tall Pines, 5600 Waxmyrtle Way, Naples, Florida 34109, image 1

$618,000

3 Beds
2 Baths
2,332 SqFt
$265/SqFt

House for sale in Tall Pines5600 Waxmyrtle Way, Naples, FL 34109

Talk about a great location! This property is located in the highly desirable community of tall pines. With such close proximity to airport and pineridge, there is an abundance of shopping/ dining options, beach access only 4 miles away, and walkability to barron collier highschool. The home is located at the end of a quiet cul-de-sac and offers a .35-acre corner lot. Upon entering the home you'll notice the spacious great room with vaulted ceilings, laminate floors throughout, and plenty of natural light through the multiple south facing sliding doors. The kitchen offers granite countertops, a pass-through window to the lanai, and wood ceiling treatments. The private backyard offers plenty of room for a pool and mature bamboo and native trees.

Tall Pines, 6080 Cypress Hollow Way, Naples, Florida 34109, image 1

$1,377,000

3 Beds
3 Baths
2,733 SqFt
$504/SqFt

House for sale in Tall Pines6080 Cypress Hollow Way, Naples, FL 34109

Location, location, location! Welcome to tall pines, a quiet yet socially friendly community. Children playing, lemonade stands, dog walking, and ball practices are normal sights in this hidden gem. Just a few miles to the beach, mercato and downtown 5th ave, you can even walk down the street to the ice cream shop. Step inside this beautiful home and discover all of the fantastic upgrades: new white oak wood floor, expanded family room/den, new roof (2021), 2 new ac's w/wifi control, new water heaters, new outdoor bar and a built-in tv with an electric fireplace for cozy evenings, resurfaced pool and spa, new drywall, re-textured walls, paint inside and out, white kitchen with beautiful marble counters and built-in shelving, new bathrooms with quartz counters and new vanities, new landscaping, irrigation & more. Timeless colors and high volume ceilings create a cozy ambiance with plenty of natural light. Truly the perfect home to entertain or enjoy yourself with two separate living areas and 3 large outdoor areas! Enjoy sun on your pool deck all day. Large lot, spacious backyard, ideal for buyers looking for privacy and space. Low hoa fees only $750/year, a+ rated school district!

Tall Pines, 6190 Waxmyrtle Way, Naples, Florida 34109, image 1

$1,250,000

3 Beds
2¹/₂ Baths
2,626 SqFt
$476/SqFt

House for sale in Tall Pines6190 Waxmyrtle Way, Naples, FL 34109

Beautifully charming, lakefront home situated on .34 of an acre in the highly desired neighborhood of tall pines. From the moment you walk in you are taken by all the natural light beaming through the french doors, & grand open layout in the great room, sun room & gourmet, chef inspired kitchen.... Serene lake views from every room. Impressive & spacious lushly landscaped front & back yard, perfect for family entertainment. Coastal meets traditional with a modern flair is the decor of this tastefully remodeled property. Move right in: newer roof ( 2018) ac (2018) kitchen, flooring & bathrooms (2020).Impact doors & windows. This special & inviting family home is a must see to appreciate all the charm, custom details & style. Ideal location: close proximity to shopping, dining, i-75, & 3 miles to beach. A rated school district.

$1,000,000

4 Beds
2 Baths
2,230 SqFt
$448/SqFt

House for sale in Tall Pines5891 Cypress Hollow Way, Naples, FL 34109

Tall pines 4 bedroom plus den pool home!! With a partial lake view, this home was completely remodeled in 2015, with flooring, kitchen, bathrooms. This fabulous home features a formal dining area, breakfast area, open kitchen with island, and great room. The living room features a fireplace, built-in entertainment center, & sliding glass doors to the screened lanai/pool area! The master bedroom also has 2 sets of french doors to the screened lanai/pool area, a walk-in closet, & a private master bath. Conveniently located just off airport pulling rd. Being sold as-is.

$810,000

3 Beds
2 Baths
2,238 SqFt
$362/SqFt

House for sale in Tall Pines5900 Cypress Hollow Way, Naples, FL 34109

This beautiful property is located in one of naples's most desirable, family-oriented neighborhoods. Two-story, spacious house with master suite upstairs complete with a balcony that includes a private outdoor shower, as well as indoor shower with a creative stone and rain flair. Downstairs includes two large bedrooms and an adjoining bath, with plenty of living space and cathedral ceilings that keep the space light and bright. The backyard boasts a beautiful wooden deck spanning the length of the house, complete with a fire pit for entertaining and enjoying the balmy florida evenings. Tall pines is one of the rare deed-restricted, non-gated, single-family-home communities with very low hoa fees, located within walking distance to a-rated osceola elementary and barron collier high, 1 mile from pine ridge middle school and only 4 miles to gulf coast beaches. The house itself has a different style than traditional florida homes, has a recently replaced metal roof, top-of-the-line ac unit, and new ductwork. Tall pines is one of a kind neighborhood with a great sense of community and no-through traffic. Perfect place to raise a family!

$899,900

3 Beds
3 Baths
2,641 SqFt
$341/SqFt

House for sale in Tall Pines6260 Cypress Hollow Way, Naples, FL 34109

Nestled in the desirable tall pines community, this pool home on a cul-de-sac is just minutes away from beautiful beaches, shopping, dining, and top-rated schools. This stunning single-family home features a perfect blend of comfort, style, and outdoor living. This home is thoughtfully designed and boasts an open-concept living space with high ceilings and abundant natural light, creating a warm and inviting atmosphere. It is rare to find a home in a non-gated community in north naples with a convenient location, sidewalks, no through traffic, and low hoa fees.

$1,100,000

3 Beds
2 Baths
2,600 SqFt
$423/SqFt

House for sale in Tall Pines5900 Cypress Hollow Way, Naples, FL 34109

Experience a total transformation in this stunningly renovated home! Step through the sleek, impact-rated front doors and be greeted by lustrous wood-plank tile flooring that flows seamlessly throughout. The spacious main living area is an entertainer's delight, with every window framing a lush, tropical vista straight out of a naples fantasy. The kitchen dazzles with chic, modern cabinetry, pristine quartz countertops, and premium appliances—including a double oven with air fryer and an induction cooktop. Adjacent, the charming laundry room shines with clever storage, playful tile accents, and abundant natural light. Across from the living room, discover two generously sized bedrooms and a stylishly updated bathroom. Ascend to the new upper-level addition: a grand family room with soaring ceilings and a versatile loft—ideal as a home office or play space. The master suite is a treetop retreat, offering serene tropical views and a fully reimagined ensuite with a regal, custom-tiled walk-in shower. Downstairs, slide open the new impact-rated doors to reveal a two-story lanai, seamlessly blending indoor and outdoor living. The sparkling new pool with integrated spa steals the show, surrounded by ample space—both covered and sunlit—for year-round enjoyment.

$1,295,875

4 Beds
3 Baths
2,635 SqFt
$492/SqFt

House for sale in Tall Pines5701 Waxmyrtle Way, Naples, FL 34109

Lush, tropical oasis on a quiet, low traffic street by the cul-de-sac. Perfect for families looking for a prime location within walking distance of many top area schools. This exceptional family-centric floor plan in the highly desired tall pines community, is in the center of naples. A private, extended paver driveway leads to a side-facing garage (especially coveted due to privacy and appeal of not seeing an open garage door) of this 4 bedroom/den luxury home. Curb appeal is further accentuated by custom, functional hurricane plantation shutters in luxury black trim. These are hurricane rated and can be deadlocked for additional security. The oversize hurricane 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: a new ac in '23, tile roof inspected and re-certified in excellent condition '24, new dishwasher '24, new double oven '22. Tall pines is a highly desired neighborhood due to the location, proximity to schools, the beach 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 2.5 mile walk within the community (as many do) or easily walk to barron collier high school, osceola elementary and community school. Enjoy cycling around the neighborhood or on weekends 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. Chick-fil-a, regal movie theatre and ice cream are all a short walk across the street from the community entrance.

$1,200,000

3 Beds
2 Baths
2,600 SqFt
$462/SqFt

House for sale in Tall Pines5900 Cypress Hollow Way, Naples, FL 34109

Total renovation!! As soon as you walk through the new, impact-rated front doors, you’ll appreciate the gleaming wood-plank tile throughout. The main living space is perfect for entertaining and the lush tropical view out every window is truly a naples dream come true. The kitchen features modern cabinetry with clean lines, quartz countertops, and top-of-the-line appliances including a double oven with air fryer feature and induction cook top. The charming laundry room is located just off the kitchen and has a clever catch-all space, whimsical tile features, and plenty of natural light. On the opposite side of the living room you’ll find two over-sized bedrooms and a well-appointed bathroom. Moving upstairs you’ll find the new addition – a huge family room with soaring ceilings and a bonus loft space perfect for an office or dedicated play area. The master suite boasts tropical treehouse views and a completely renovated ensuite bathroom with a custom walk-in tile shower fit for a king. Back downstairs you can extend your living space by simply sliding open the new, impact-rated slider doors to the two-story lanai, bringing the outside in. The new pool with integrated spa is the focal point but there is plenty of additional space both under cover and in the sun to make this the perfect all-weather outdoor living area. The hvac and metal roof are only 9 years old, with an expected lifespan of 40-70 years on a metal roof. The water heater is less than 1 year old. 2-car garage features built-in custom cabinets and a rear garage door for pull-through access.

Tall Pines, 5660 Cypress Hollow Way, Naples, Florida 34109, image 1

$1,099,800

3 Beds
2 Baths
2,337 SqFt
$471/SqFt

House for sale in Tall Pines5660 Cypress Hollow Way, Naples, FL 34109

Tropical oasis in your backyard… imagine your beautiful pool & spa surrounded by rock formations, waterfalls & palm trees. Swim under the waterfall into your own private grotto! Very rarely does a home of this caliber become available in the popular community of tall pines. Centrally located, close to many restaurants, shopping experiences & beaches plus walking distance to top rated schools of every level of education. This home boasts of block construction & it’s completely remodeled from its custom solid wood cabinetry that soars to the ceiling & its gorgeous quartz countertop w/ a continuous matching backsplash. This kitchen is a chef‘s dream which includes a thermador induction cooktop, monogram double ovens, warming draw plus an amazing pantry w/ pullouts. From it’s fabulous split floor plan & spacious rooms, like the den w/ it’s bamboo wood floor, large enough to host your own dance party or retreat to your generous primary suite & spa like bathroom w/ a separate soaking tub. But that’s not all…this home has an oversized 2 1/2 car garage w/ epoxy floor, new tile roof 2019, new ac 2023, new concrete driveway, tile & wood floors thru-out home, custom closets, custom landscaping & lighting plus 2 huge, producing mango trees! Don’t miss out on this unique home & entertainers dream!!!

3 – 6 BR

Bedrooms

1988

Year Build

Total Floors

Subdivision Amenities

Basketball

Car Wash Area

Internet Access

Pickleball

Sidewalk

Streetlight

Underground Utility

Bike And Jog Path

Bike Storage

Internet Access

None

See Remarks

Sidewalk

Streetlight

Underground Utility

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What is included in the Tall Pines monthly association dues?

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3300 Gulf Shore Naples

Condos in Naples, FL 34103

Starts at
$3M
Units
51
Stories
8

3300 GULF SHORE NAPLES' MOST Anticipated Waterfront Address

Perfectly positioned between the Gulf of Mexico and Outer Doctors Bay, these exclusive residences redefine coastal luxury with dual water views, private boat docks, and effortless access to downtown Naples. Each residence captures the essence of Gulf Shore Blvd living; serene, sophisticated, and distinctly Naples.

Crafted for discerning homeowners seeking both refinement and ease, 3300 Gulf Shore offers expansive floor plans, modern architecture, and world-class design. Every detail from panoramic glass walls to designer finishes celebrates waterfront tranquility. Enjoy private lobbies, concierge services, and exclusive marina access just steps away.

Located minutes from 5th Avenue and 3rd Street South, 3300 Gulf Shore connects residents to Naples’ finest dining, culture, and boutiques while maintaining the calm of a private coastal retreat. Enjoy the best of both worlds, sophisticated downtown proximity and the peaceful rhythm of the bay. Discover the rare opportunity to own along Gulf Shore Blvd. Complete the form below to request floor plans, availability, and exclusive details about Naples’ premier new waterfront condominium community.

Discover the art of coastal living at 3300 Gulf Shore, a boutique collection of waterfront condos in Naples, Florida. Each residence is designed with open-concept layouts, private outdoor terraces, and refined interior finishes that blend luxury and livability. Explore detailed floor plans to find your perfect retreat; from elegant two-bedroom residences to expansive Gulf-view penthouses.

RESIDENCE Features

Expansive 51 Two- to Five-Bedroom Residences
Residences from 2,000 to 7,500 sq. ft.
Seamless Indoor and Outdoor Living
Gracious Terraces with Panoramic Views
Residences Overlooking the Bay and Gulf
Outdoor Gas Grills with Dining Areas on Terraces
Ceiling Heights up to 11 ft. in Main Living Areas & Owner’s Suite
Sub-Zero and Wolf® Panel-Ready Appliance Suite
Oversized Kitchen Island with Cascading Stone Waterfall Edge
Custom Luxury European-Style Cabinetry
Dornbracht® Rainfall and Hand Shower with Built in Floating Bench
Spa-Inspired Baths with Soak Tubs and Toto® Neorest bidet toilets

At 3300 Gulf Shore, every detail has been curated for an effortless waterfront lifestyle. Residents enjoy a private marina on Outer Doctors Bay with 16 boat slips, a sunrise resort-style pool with lap lane, and direct access to paddleboarding and waterfront recreation.

3300 WELLNESS CLUB

A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.A spa terrace with cold plunge and daybeds is complemented by a state-of-the-art fitness center, flexible training and yoga spaces, a multisensory experience shower, steam and sauna rooms, and a private treatment suite designed for restoration. Just steps away, a second resort-style pool awaits on the sunset terrace, surrounded by serene lounge seating.

CONCIERGE & SERVICES

Designed for relaxation and connection, the marina-front lounge features outdoor trellis seating, summer kitchen, and private dining rooms with a chef’s catering kitchen. Residents can unwind in the exclusive club lounge and tasting bar or host gatherings overlooking Venetian Bay.

AMENITIES & Services

Private lobbies in each tower
On-site property management services
24-hour front desk concierge
Mail room and delivery services
Private marina on Outer Doctors Bay with 16 boat slips
Watersport launch for paddle boarding and waterfront activities
Sunrise resort-style pool with lap lane overlooking the marina
Marina front lounge and trellis for entertaining
Outdoor lounge with a summer kitchen, lounge & dining seating
Residents-only bar, club kitchen, and lounge with tasting table
Private dining or conference room with chef’s catering kitchen
Sports and gaming lounge with multi-sports simulator
Stylish and well-appointed game and card room
Hospitality station providing water and coffee daily

Details

Encore At Naples Square

Condos in Naples, FL 34102

Starts at
$3.6M
Units
15
Stories
3

Details

Epique At Pelican Bay

Condos in Naples, FL 34108

Starts at
$6.5M
Units
68
Stories
19

Celebrated as one of the most desirable residential communities in Florida, Pelican Bay, in Naples, is a sophisticated and cosmopolitan enclave lined by pristine sugar-sand beaches framed by the gentle currents of the Gulf of Mexico. Epique Pelican Bay is ideally positioned to offer the most spectacular waterfront and sunset views.

Epique Pelican Bay offers residents a rarified and all-encompassing lifestyle on the Gulf. Enjoy a host of sporting amenities including tennis, boating, paddleboarding, canoeing and biking surrounded by 88 acres of parks and recreation. As a resident of Pelican Bay, owners have access to chauffeured golf cart beach tram service and the opportunity to join Club Pelican Bay with 27 holes of championship golf.

Every service. Every amenity. Delivered to Epique owners flawlessly. From the Private Dining Club to the full floor of indoor and outdoor social and wellness amenities, Epique is dedicated to addressing the needs of every resident. The concierge oversees the wealth of benefits and opportunities available to the 68 owners, including 24/7 staffing and monitoring, greeting residents and guests, and offering a suite of conveniences.

The beautifully landscaped Pool Deck, surrounded by lush tropical foliage, is an inviting retreat for exercise or relaxation. Reinvigorate with laps or luxuriate on a chaise lounge. Enhance your rejuvenation with a private training session in the Health and Fitness Club or wind down in the adjacent steam room.

Stone and wood-paneled galleries, displaying a significant art collection, lead to an impressive array of thoughtful amenities. Business meetings and social gatherings can take place in the Board Room or Salon. The Club Room, Card Room/Solarium, state-of-the-art Private Screening Room, Golf Simulator and Game Room provide inviting escapes. The professionally equipped Health and Fitness Club overlooks the landscaped Pool Deck.

The Private Dining Club allows residents to entertain effortlessly. Exclusively reserved for Epique owners and their guests, the impressively designed indoor and outdoor spaces offer masterful mixology, inspired menus and a private room that can be reserved for intimate events.

Soaring 19 stories above Pelican Bay, Epique offers the best views in Naples. The striking façade is encased in floor-to-ceiling windows capturing the technicolor splendor of the sunsets over the Gulf.

The grandly scaled Estates, which range in size from 4,001+/- to 5,213+/- air conditioned square feet, offer a level of bespoke finishing and detailing that raises the benchmark in Naples. Estates feature 10’ ceiling heights and a SmartEstate™ integrated home technology system.

The four Penthouse residences will be the most prized and desired residences in Naples. Designed for expansive entertaining, the homes are richly appointed in millwork and the finest finishes with elevated 12-foot ceiling heights. Each Penthouse offers a private resort-style rooftop pool deck overlooking the Gulf.

Details

Olana Naples Residences

Condos in Naples, FL 34102

Starts at
$30M
Units
12
Stories
6

Olana introduces a limited collection of twelve estate scale residences on one of the most coveted stretches of Gulf Shore Boulevard in Naples. The property combines direct Gulf frontage, expansive architectural volume, and a private residential experience shaped for a discerning global audience. This is a place designed for long term significance, quiet sophistication, and a level of beachfront exclusivity rarely seen in Southwest Florida.

The design of Olana reflects a studied balance of modern coastal architecture and refined interior living. Every line, proportion, and material choice is shaped to enhance light, privacy, and the connection to the Gulf. The architectural and interior elements work together to create spaces that feel both contemporary and enduring, with scale and detail that support a true estate level living experience.

Olana’s residences offer the space and exclusive amenities to create the experience of life in a mansion, but beautifully suspended in the sky. Owners arrive via private elevator either from the lobby or from their individual parking garage. An expansive wellness suite with spa and fitness features brings well-being home.

CHEF KITCHENS INCLUDE PROFESSIONAL-GRADE STAINLESS STEEL CABINETRY AND COUNTERTOPS AS WELL AS SUB-ZERO® AND WOLF® APPLIANCE SUITE
CLIMATE-CONTROLLED WINE ROOM WITH GLASS-ENCLOSED DISPLAYS
CUSTOMIZED WET BAR WITH BUILT-IN UNDER-THE-COUNTER SUB-ZERO® BEVERAGE CENTER AND ICE MAKER FOR ELEGANT ENTERTAINING
GLASS-ENCLOSED FIREPLACE CONNECTING THE GREAT ROOM
FITNESS CENTER WITH CUSTOM RESISTANCE FLOORING DESIGNED FOR FITNESS EQUIPMENT, PERFECT FOR CORE, PILATES, AND WEIGHT TRAINING
WELLNESS CENTER WITH A FULL HYDROTHERAPY SUITE
OWNER’S SUITES INCLUDE DUAL WALK-IN CLOSETS AND LUXURIOUS SPA-LIKE RETREATS
THEATER ROOM FEATURING ACOUSTICALLY DESIGNED WALLS FOR SUPERIOR SURROUND SOUND
TECHNOLOGY-READY INFRASTRUCTURE FOR EASY-OWNER CUSTOMIZED HOME AUTOMATION

Details

Palazzo At Bayfront

Condos in Naples, FL 34102

Starts at
$1.7M

This is it – the rare opportunity to live where the pulse of downtown Naples meets the privilege of a waterfront community lifestyle. With only 35 luxury condominiums available, Palazzo Bayfront Naples is a rare opportunity to surround yourself with everything the most livable city in America has to offer, right here in Florida.

Palazzo Bayfront Naples stands at the gateway to the iconic 5th Avenue South. Stepping outside your door offers immediate access to world-class dining, designer shopping, captivating art galleries, and stunning natural beauty. Palazzo’s luxury condominiums also sit just steps away from the newly opened Gulfshore Playhouse.

Palazzo’s resort-style amenities provide exactly what residents need to enjoy a relaxed and walkable Naples lifestyle. From the tropical oasis of the pool deck to the intimate clubhouse space, every detail ensures a refined lifestyle that feels like an endless vacation.

Palazzo Bayfront Naples will feature 35 spacious condominiums highlighted by the latest innovations and exquisite finishes. Every residence features three bedrooms and extraordinary designer touches that exceed expectations. Private terraces invite residents to unwind and enjoy the indoor/outdoor Florida lifestyle in style.

Featuring four unique floor plans ranging from 2,100 to over 3,100 total square feet, this assortment of elegant residences combines waterfront living with downtown offerings like never before.

Each condominium has been designed with three bedrooms and three bathrooms and offers spa-like amenities, top-of-the-line finishes and convenient covered parking as you enjoy the shops, restaurants and entertainment steps from your front door.

Palazzo perfectly embodies the Naples Bay waterfront lifestyle with amenities designed for ultimate enjoyment. Residents of this pet-friendly community will relish the uniqueness of Palazzo’s location, within easy reach of Bayfront’s excitement, yet set in a more tranquil private setting. Here, every day feels like a vacation getaway.

The resort-style pool and spa are ideal for relaxing in true Florida fashion. Surrounded by inviting cabanas and comfortable loungers, this oasis is ideal for lounging or enjoying a good book. Outdoor barbecue areas invite residents to savor delicious meals with friends and family in a relaxed setting.

The poolside clubhouse serves as a sophisticated social hub for residents. With inviting lounging spaces, it’s the perfect place to celebrate sunset with friends before embarking on a memorable evening out. The indoor chef’s kitchen is ideal for entertaining and creating engaging experiences with neighbors.

The Fitness Room offers all the essentials to enhance your wellness journey from cardio workouts to strength or stretch training. Whether residents aim to build strength, boost endurance, or maintain an active lifestyle, this well-equipped space makes it effortless to prioritize health from the comfort of home.

Palazzo’s standout amenity is its unbeatable location, with everything you need just steps away. Bayfront Naples offers residents a vibrant selection of shopping, dining, and design services, all surrounded by its private marina lifestyle.

Boat slips for the on-site marina are available for Palazzo residents, providing direct access to Naples Bay and the Gulf of Mexico. Boating enthusiasts can join the Freedom Boat Club for easy boat reservations for sunset cruises, fishing trips, or day outings. Ready for something more invigorating, venture out on a kayak or paddle board to explore the local waterways.

Details

Park Place On Gulf Shore

Condos in Naples, FL 34102

Starts at
$7.5M
Units
15
Stories
4

Park Place On Gulf Shore
Luxury Condos With Beach-to-Bay Views in Naples, FL
Once described as "a beautiful little city on the west coast of Florida," Naples has emerged from a tiny fishing village home for esteemed winter residents to a modern coastal city alive with arts, culture, recreation and the best beaches in Southwest Florida. Park Place on Gulf Shore presents a rare opportunity to become part of the small enclave of luxury condominiums along the famed Gulf Shore Boulevard and the only one offering beach-to-bay "thru" views.

The Naples Lifestyle
Park Place on Gulf Shore is poised to present an unparalleled lifestyle amidst the captivating backdrop of Southwest Florida. Perfectly positioned along the tranquil bay, this enclave provides a haven for water enthusiasts with the added luxury of private boat slips.

Proximity to acclaimed dining and upscale boutique shopping destinations such as Venetian Village, Waterside Shops, Fifth Avenue South and Third Street South solidifies its status as one of the most exclusive developments in the area.

With a myriad of white sand beaches, just steps from these luxury condominiums, residents and their guests will certainly enjoy all the nearby tropical offerings Naples has become famous for.

A Sophisticated Resume
Led by prestigious developers Golub & Company and Barron Collier Companies, Park Place on Gulf Shore is expected to exceed all expectations for the luxury condominium market. Building upon their illustrious track record of past achievements, this development promises to set a new benchmark for excellence.

Crafted with meticulous attention to detail, Park Place on Gulf Shore will feature 15 exclusive residences, each with breathtaking views of the Gulf of America and Moorings Bay. Here, you will discover a luxury living experience in a location that stands unrivaled.

Park Place on Gulf Shore will boast two eye-catching mid-rises with luxurious amenities including a bayfront pool and pool deck, private boat slips, hospitality-inspired rooftop bar and seating areas, fire pit, under building parking, storage areas and much more.

For the utmost in elegance and privacy, Park Place on Gulf Shore’s luxury condominiums will feature six exceptional residences across three floors, in the west building, and in the east building, nine equally impressive residences, also across three floors. Each condominium will also have direct elevator access. With 10’ ceilings, luxury finishes and boat slips available, Park Place on Gulf Shore will indeed offer elegance from floor to ceiling.

Details

Rosewood Residences Naples

Condos in Naples, FL 34102

Starts at
$12.8M
Units
42
Stories
7

Rosewood Residences Naples is a luxurious destination that exudes sophistication and elegance. Our beachfront residences provide a premium luxury experience with refined interiors and abundant amenities surrounded by lush tropical foliage with direct access to pristine beaches. And with Naples’ internationally renowned golf courses, upscale designer shopping, world-class art galleries, exceptional culinary offerings, and enticing outdoor excursions to soak up the region’s natural beauty, there is always more to discover and experience.

Indulge in a wealth of luxurious amenities. Exceptional indoor and outdoor facilities offer the perfect blend of tranquility and entertainment, a hallmark of the Rosewood Enriched Living experience. All residents and their guests have exclusive access to a sun deck with resort-style pool, zero-edge lap pool, multiple spas and shaded areas, terrace, game rooms, lounges and more. At Rosewood Residences Naples superior accommodations, amenities and services are always within reach.

Created in collaboration with the esteemed and favored developer in Southwest Florida, Ronto Group, Rosewood Residences Naples is the epitome of beachfront living perfected. Surrounded by white sandy beaches, turquoise blue waters, lush vegetation and an oasis of premium resort-style amenities, every day is filled with luxurious possibilities.

At A Glance

42 private residences with unobstructed Gulf of Mexico views
Beachfront access at multiple entry points
Elegant and elevated interior design by Lillian Wu Studio, NYC
Spacious floor plans and private terraces
Lush landscaping throughout the property and amenities deck
Resort-level outdoor amenities deck plus stylish indoor lounges and social spaces
Exceptional feature and finishes selections

Arrival Experience

Porte cochère with valet services for residents and guests
Enchanting commissioned sculpture of polished steel
Graceful framing of lush coconut palms and fragrant wax jasmine upon entry
Grand staircase and custom chandelier in main lobby
Secure access to one private and one service elevator per residence

Building Features

Gated entry
Controlled perimeter access
24/7 security
Parking spaces with 40 amp power: two spaces for typical units, four spaces for penthouse units
Association-owned golf carts
Bicycle storage
Long term storage

Details

The Ritz-Carlton Residences Naples

Condos in Naples, FL 34108

Starts at
$4.8M
Units
128
Stories
12

A Once-In-A-Lifetime Address

From the very first moment you encounter The Ritz-Carlton Residences, Naples, it is clear this is a destination that transcends the typical coastal lifestyle. Here, the gulf is yours like never before with a prestigious marina-front location that also overlooks one of the most beautiful beaches on Florida’s west coast. This boutique collection of 128 residences is made all the more desirable by spacious layouts, captivating seaside and sunset views, a secluded park, and The Vanderbilt Club — a 28,000-square-foot residents’ retreat. It is a one-of-a-kind lifestyle made even more rewarding with the legendary service of The Ritz-Carlton.

Sophisticated Enjoyment in Every Moment

Welcome to a world where all you love is at your fingertips. A private library, upscale restaurant with water views, coffee lounge, theater room, golf simulator, billiards and game room, and business café are just a few of the many options available at the Clubroom. Outdoors, an elevated terrace, pool with sun shelf, jetted spa, cabanas, a putting green, covered grilling areas, a secluded neighborhood park, and full-service marina await. Special areas are devoted to children and teens, fitness, pets, and sensory relaxation. If it brings you joy, you’ll find it at The Ritz-Carlton Residences, Naples.

Details