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Homes for Sale with a Pool in Naples, FL

Welcome to your dedicated resource for homes for sale with a pool in Naples, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Naples, FL agent, Blair White specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Naples, FL

$2,999,999
3 Beds 3 Baths 225069719 MLS
WELCOME TO AN EXCEPTIONAL WATERFRONT OPPORTUNITY IN ROYAL HARBOR—WHERE MOVE-IN-READY COMFORT MEETS UNMATCHED FUTURE POTENTIAL. Perfectly positioned on an oversized pie-shaped homesite with approximately 115 feet of waterfrontage, this beautifully maintained residence offers DIRECT GULF ACCESS via Naples Bay and Gordon Pass, placing world-class boating just minutes from your private 48-foot dock. Offered at LOT VALUE, this property presents a rare opportunity to enjoy the home today while planning a custom waterfront estate in one of Naples' most sought-after boating communities. The existing residence features over 2,000 square feet under air, three en-suite bedrooms, an open-concept floor plan, updated bathrooms, new appliances, abundant natural light, and seamless indoor-outdoor living, all designed to embrace the waterfront lifestyle. Step outside to your private pool, expansive lanai, and generous backyard overlooking the tranquil canal—ideal for entertaining, relaxing, or simply watching boats cruise by. The oversized pie-shaped lot provides exceptional flexibility for future design while maximizing privacy and waterfrontage. Located just minutes from the white-sand beaches of the Gulf, Fifth Avenue South, Third Street South, and the City of Naples, you'll enjoy effortless access to award-winning dining, boutique shopping, arts, and entertainment, all while living in one of Naples' premier waterfront neighborhoods with NO HOA FEES. Whether you're searching for a move-in-ready waterfront retreat, a seasonal escape, or an extraordinary homesite to create your dream estate, this is a rare opportunity to own in Royal Harbor at land-value pricing and experience the very best of the Naples boating lifestyle.

2105 Sheepshead DR, Naples

$11,995,000
5 Beds 6.5 Baths 225068377 MLS
Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

273 10th AVE S, Naples

$1,699,000
5 Beds 4 Baths 2025007541 MLS
Experience Unmatched Luxury on 2.28 Acres of Pristine Canal-Front Property Welcome to this breathtaking estate, a fully turnkey retreat masterfully designed and furnished by Livingstyles Interiors. This canal-front haven offers an extraordinary blend of luxury, comfort, and functionality—ideal for refined living and effortless entertaining. The main residence features 3 spacious bedrooms, 2 elegantly appointed bathrooms, a generous 3-car garage, and a dedicated laundry room. Thoughtfully designed with soaring tray ceilings, all-new cabinetry, and sophisticated designer finishes, the home seamlessly connects open living spaces with a custom breakfast nook—perfect for both everyday living and special occasions. The expansive primary suite is a true sanctuary, complete with a spa-inspired bathroom and serene views. Two additional bedrooms offer comfort and versatility for family, guests, or a home office. The detached guest house offers privacy and flexibility, featuring 2 bedrooms, 2 bathrooms, a cozy living area, custom closets, a laundry room, and its own 2-car garage. Whether used for extended family, visitors, or income-generating rental potential, this self-contained residence is designed for complete independence and comfort. Set on 100% uplands and framed by tranquil canal views and a boat launch, the expansive lot provides unmatched privacy and endless outdoor potential. Enjoy the sparkling pool with a newly installed panoramic picture-frame lanai screen—an idyllic setting for relaxation or entertaining under the Florida sun. Fully furnished with Livingstyles Interiors’ signature touch, this property exudes timeless elegance and comfort in every detail. Ideally located near the new Vanderbilt Beach Road extension, it offers convenient access while preserving the peaceful ambiance of a private estate. This is a rare opportunity to own a luxurious multi-residence property in one of Florida’s most desirable locations. Schedule your private showing today and experience the lifestyle you’ve been dreaming of.

840 10th AVE NE, Naples

$8,000,000
5 Beds 6.5 Baths 225068766 MLS
Waterside Builders and MHK Architecture present an unrivaled new construction opportunity on a coveted corner lot in the heart of Park Shore. This thoughtfully designed 5-bedroom + study, 2-story residence spans 5,757 square feet and masterfully utilizes every inch of space - blending elevated luxury with the kind of livable warmth that makes a house feel like home from the moment you arrive. An inviting front porch welcomes you before entering an open, light-filled floor plan anchored by a stunning gourmet kitchen featuring a 48" range, 60" refrigerator, and a generous island made for gathering. A fully appointed Butler's Kitchen - complete with dishwasher, ice maker, and wine storage - ensures entertaining is effortless at any scale. The living room sets the tone with a 60" gas fireplace and two sets of pocketing sliding glass doors that open to the courtyard style pool/spa. A second floor family room offers the perfect retreat for younger residents or guests and also has sliding glass doors that open to a large covered outdoor living space. The master suite is a true sanctuary. Wake each morning and slide open the zero-corner sliders to reveal an unobstructed view of your negative-edge pool providing an effortless connection between indoor comfort and outdoor paradise. Outside, 434 square feet of covered living space delivers a fully outfitted outdoor kitchen with a 42" gas grill, refrigerator, alongside a gas fireplace, fire pit with built-in seating, and elegant glass pool railing, and roll-down shutters and screens. Additional features reflect the meticulous attention to detail throughout: a whole-home generator, 1,000-gallon propane gas tank, private elevator connecting the garage to both living floors, 2nd floor stacked washer/dryer in addition to the large first floor laundry that is connected to the huge master closet. Park Shore places you right in the middle of everything Naples has to offer. From world-renowned shopping and dining at Waterside Shops and Venetian Village, private beach access exclusively for residents and the white sands of Naples' top-rated beaches just minutes away. This is Naples luxury living without compromise.

506 Neapolitan LN, Naples

$6,495,000
4 Beds 5 Baths 225068183 MLS
Unmatched QUALITY and attention to DETAIL! This stunning McGarvey Custom Homes residence with interior design by Clive Daniels will appeal to the most discerning buyer. Located in Pine Ridge Estates, this luxury home offers nearly 4,700 square feet of sophisticated living space on a very private one-acre lot secured by a private gated entrance. From the moment you step inside, you’ll experience the WOW factor from the craftsmanship, attention to detail, timeless design, and expansive view of the outdoor living space. The open-concept great room with fireplace flows seamlessly into a chef’s kitchen with top-of-the-line Wolf and Sub Zero appliances, beautiful cabinetry, large island, wine bar, and breakfast nook leading out to the lanai. You’ll find four spacious bedrooms, each with its own ensuite bath and walk-in closet, plus a large den with french doors and elegant finishes throughout. The primary suite is truly a retreat, complete with a cozy sitting area with bay windows and a spa-inspired bath. One of the many highlights of this home is the indoor-outdoor living experience. The expansive lanai of nearly 700sf features a large covered sitting area with a fireplace, outdoor kitchen, retractable screens, and a resort-style heated saltwater pool and spa surrounded by lush landscaping—offering both privacy and the perfect backdrop for entertaining or just unwinding. The Crestron Home Intelligent Automation system allows you to control the entire home from anywhere - this along with impact glass throughout and a whole house generator give you peace of mind year-round. The Pine Ridge Estates neighborhood is one of the most popular in Naples for its rural aesthetic, abundant privacy, large lot sizes, and ideal location. Its close proximity to the beach, fine dining, shopping and entertainment provide the perfect blend of serenity and an active lifestyle . This home is a short stroll to the upscale and vibrant Mercato, a Naples go-to destination, as well as minutes from Waterside Shops, Vanderbilt Beach, and 5th Avenue downtown. Come experience the best of what Naples has to offer in this stunning home!

112 Hickory RD, Naples

$5,595,000
5 Beds 3.5 Baths 225066978 MLS
Grey Oaks Golf & Country Club – Premier Cul-de-Sac Estate This estate residence is perfectly situated on one of the most coveted cul-de-sac lots in all of Grey Oaks Golf & Country Club. With approximately 210 feet of rear frontage, it offers expansive, wide-angle views of shimmering water and the 6th green of the Palm Golf Course, all enhanced by highly desirable southern exposure. Designed for elegance and comfort, the home features soaring ceilings and serene views from the large master suite, great room, formal dining room, kitchen, and breakfast room. The private master wing includes a spacious office, oversized walk-in closets, and a luxurious master bath. The guest wing offers four spacious bedrooms and two full baths, ensuring privacy and comfort for family and friends. Ready for a new owner to put their own tastes and improvements to an estate home with an unreplaceable view. Grey Oaks is consistently ranked among the top private golf communities in the country—not only for its ideal Naples location and pristine course conditions, but also for its exceptional amenities, including three championship golf courses, world-class tennis and pickleball, state-of-the-art fitness facilities, and a stunning clubhouse. The community’s location is unmatched, just minutes from the white sand beaches of the Gulf of Mexico and the vibrant heart of downtown Naples, where an extraordinary selection of fine dining, boutique shopping, and charming walkable streets await.

2339 Alexander Palm DR, Naples

$11,995,000
5 Beds 6.5 Baths 225066221 MLS
Poised as a singular architectural statement within Pine Ridge, 208 Hickory Road transcends the expected, offering a level of design, scale, and presence that is rarely achieved and not easily replicated. Encompassing over seven thousand two hundred square feet under air, this newly completed estate is not simply a residence, but a carefully orchestrated living experience where every detail has been considered with intention. From the moment of arrival, the home reveals a quiet confidence—clean lines, voluminous spaces, and a seamless interplay of light and texture. The open-concept layout unfolds with purpose, creating an effortless flow between formal and casual living. Six bedrooms, a private office, and a fully equipped gym are integrated with a sense of balance, ensuring the home lives as beautifully as it presents. At its core, the kitchen is both sculptural and highly functional, anchored by bespoke cabinetry, premium appliances, and a design that invites gathering without compromise. Surrounding spaces are layered with refined materials, custom millwork, and thoughtfully selected lighting, creating an atmosphere that feels both modern and enduring rather than trend-driven. Walls of glass dissolve the boundary between indoors and out, revealing a resort-caliber outdoor setting designed for both scale and serenity. The pool and surrounding terraces are framed by lush landscaping, offering privacy while still embracing the openness that defines Pine Ridge living. Set on a prime homesite just minutes from Naples’ most coveted destinations, this property delivers a rare combination of location, craftsmanship, and architectural clarity. For those seeking something truly distinct—where design, livability, and presence converge—208 Hickory Road stands apart in a way that is immediately felt and not easily forgotten.

208 Hickory RD, 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.