Homes for Sale with a Pool in Vanderbilt Beach, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in Vanderbilt Beach, 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 Vanderbilt Beach, 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 Vanderbilt Beach, Naples, FL

$2,799,000

3 Beds ⋅ 2 Baths ⋅ 226002862 MLS

This home truly checks all the boxes! Set on a triple-wide canal with direct southern exposure and expansive west views from the dock with lift, this elevated home in Conners/Vanderbilt Beach offers exceptional waterfront living at a compelling value. A gorgeous remodeled white kitchen flows into the living room, family room, and dining room. Bright, white interior and an open, airy floor plan with soaring ceilings and disappearing sliders create a true waterfront vibe. The primary suite features sliders to the screened pool and lanai, walk in closet, and a new spa-like bath with separate shower and freestanding tub. Wake up every morning to water views! Two additional bedrooms—one with sliders to the pool—plus a full bath with access to the pool and lanai complete the living space. Separate laundry room, two-car garage, new A/C, and a six-year-old roof. Effective year built on tax record is 2005 due to new piping and major improvements. Bike to the beach, tennis, and pickleball. Close to Mercato, Whole Foods, and Trader Joe’s. Boat, fish, kayak, paddleboard, and enjoy waterfront living.

396 Conners AVE, Naples

$3,900,000

4 Beds ⋅ 4.5 Baths ⋅ 225076143 MLS

This magnificent Gulf access waterfront home has been renovated and updated to like new status - kitchen, metal roof, bathrooms, flooring, pool and spa resurfacing, paint inside and out, garage doors, landscaping and lighting - all done! Almost 3700 sq. ft. under air, with the owner's suite on the first floor, a bedroom with ensuite bath and balcony on the second level, and two more bedrooms with a balcony on the third level and a breakfast bar, giving everyone their private space. Entering the foyer, you will be impressed by the sense of openness and luxury, the high tray ceilings, and views to the huge lanai, pool, and your dock beyond on the wide canal. Like new chef's kitchen with gas cooktop, custom cabinets, stainless KitchenAid appliances, and beautiful Pompeii Quartz countertops throughout the home. The owners suite, living area, family room and den/office all have water views, and the corner sliders open up for indoor/outdoor living. A 13000 pound lift with a new cover is ready for your boat, and the dock also has a jet ski lift and underwater lighting. Full hurricane protection with impact windows and electric roll down shutters. This home has been lightly used and perfectly maintained by the owner. Minutes to the Mercato and beaches, convenient to downtown Olde Naples. Less than 2 miles by boat to Wiggins Pass and the open ocean. Come see this home and you will fall in love.

447 Egret AVE, Naples

$2,295,000

4 Beds ⋅ 3 Baths ⋅ 2026002205 MLS

An exceptional waterfront opportunity on an 80-foot-wide lot with coveted southern exposure and a rare, extra-wide canal view that creates an expansive, open feel on the water. The existing single-family residence is not move-in ready, but offers a strong foundation for renovation. The home has been professionally remediated, and the property is in the reconstruction phase. All flooring is in place, and shower enclosures are installed, while select materials are already on site, including countertops in various materials, which have not yet been installed. The layout offers four bedrooms plus a den, with multiple en-suite bedrooms, providing an ideal framework to complete a high-end waterfront renovation. For buyers considering new construction, the property is equally compelling. Builder plans and preliminary pricing are underway for a new custom residence of approximately 5,000 square feet under air, along with existing proposals for house demolition and a new seawall, allowing an investor or end user to step directly into the process with meaningful planning already in place. The property also features an existing large pool, perfectly positioned to take advantage of the southern exposure and wide canal views, enhancing the ability to enjoy the home during a renovation or as part of a future custom build. Boaters will appreciate Gulf access via the pass and the presence of an existing boathouse, which may offer an opportunity for remediation and, subject to permitting and approvals, potential grandfathered replacement. Southern exposure delivers sun-filled days and glowing sunsets, making this a rare chance to secure a premier waterfront setting with flexibility, upside, and a clear path forward in one of Naples’ most desirable boating communities.

380 Conners AVE, Naples

$2,195,000

4 Beds ⋅ 3 Baths ⋅ 226001094 MLS

A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner lot with approximately 105 feet of canal frontage. Constructed of concrete block and designed as a single-story residence, the property features a primary home plus a separate guest apartment, creating a flexible layout ideal for personal use, income potential, or extended family living. A private dock is already in place and accommodates two boat lifts, including one lift with a boathouse, providing protected and convenient boating access. The wide canal offers open water views, excellent maneuverability, and a desirable setting within one of Naples’ most established boating communities. Outdoor living is a standout feature of the property, thoughtfully designed for both entertaining and relaxation. Enjoy the beautiful infinity-edge pool surrounded by an expansive paver deck, along with a canal-front tiki hut featuring a full bar, Bluetooth speaker system, and scenic water views—perfect for sunset gatherings. A pergola with integrated lighting creates an inviting space for evening dining or lounging, while a private 7-hole mini-golf course adds a distinctive and rarely found amenity that enhances both lifestyle enjoyment and guest appeal. Interior spaces are comfortable, stylish, and fully updated, featuring a split-bedroom floor plan, abundant natural light, and seamless indoor-outdoor connectivity. The entire interior has been completely renovated with modern finishes and improved functionality throughout. The single-level design enhances accessibility and everyday livability. The main residence includes three bedrooms plus a den and two full baths. A separately metered guest apartment with private entrance and dedicated parking offers one bedroom, one bath, kitchen, living area, laundry, and screened porch—allowing for independent use or rental flexibility. Recent improvements include a new roof, impact-resistant windows and sliders throughout, and storm surge protection, providing added peace of mind and long-term durability. With multiple living spaces, two boat lifts, and direct Gulf access, this canal-front property offers a level of flexibility rarely found in the Connors area and supports a wide range of ownership strategies. Ideally located near Vanderbilt Beach, the Ritz-Carlton, and Mercato, with convenient access to premier dining, shopping, and coastal amenities, this property presents a compelling opportunity in one of Naples’ most desirable waterfront neighborhoods.

493 Willet AVE, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 225076105 MLS

This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf access. Designed for those who appreciate exceptional craftsmanship and cutting-edge architecture, this residence blends glass, steel, and natural light into a breathtaking modern statement. Four levels of inspired design showcase panoramic bay views through walls of glass and expansive terraces that capture the essence of indoor-outdoor living. The exterior sets a bold tone with a granite paver driveway, a 3-car garage featuring frosted glass doors, stainless balcony railings, and a striking glass-and-steel staircase. Step inside through a 12-foot Tiffany-inspired stainless-steel entry door to discover a luminous interior wrapped in pure Thassos marble floors and anchored by a dramatic glass staircase framed in Macassar wood. The gourmet Allmilmo kitchen—crafted in Germany—is paired with Miele and Gaggenau appliances, dual dishwashers, dual laundry sets, and a temperature-controlled wine cooler, blending form and function seamlessly. Every detail reflects European precision and design, from the custom Bartels German interior doors to the Bisazza mosaic tile bathrooms in each ensuite. The primary suite elevates luxury with gold-leaf Bisazza tile and sweeping bay views. A state-of-the-art cinema room offers a 120” screen, 3D anamorphic projector, Bang & Olufsen sound, and Swarovski crystal lighting for an immersive experience. Additional features include an elevator with Swarovski accents, Crestron home automation, and a LightTouch lighting system throughout. The lower level provides a versatile living area with a steam room and direct access to the pool and dock—ideal for guests or a private wellness retreat. Perfectly positioned along the three finger streets in Connors off Gulf Shore Drive, this south-facing residence captures all-day sunlight and the rare combination of beachside convenience and boating luxury. Just steps to Vanderbilt Beach and LaPlaya Beach & Golf Club, and a short drive to The Ritz-Carlton, as well as the upscale shops and dining at Mercato and Waterside Shops, 260 Channel Drive delivers the ultimate Naples lifestyle—where modern design meets coastal serenity.

260 Channel DR, Naples

$7,499,000

4 Beds ⋅ 5.5 Baths ⋅ 225077829 MLS

LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits on desirable Bayview Avenue directly across from the beach, offering the ultimate coastal setting. Built in 2020, this coastal masterpiece blends modern elegance with timeless craftsmanship. The thoughtfully designed open floor plan with soaring volume ceilings creates an airy, light-filled environment ideal for both relaxation and entertaining. The luxurious ground-floor primary suite is complemented by three additional en suite bedrooms, providing comfort and privacy for family and guests. A dedicated study and sophisticated open kitchen with a large island enhance functionality and style. The home also includes a second laundry room conveniently located on the second floor, adding to its practicality. Designed for hosting or simply enjoying the Florida lifestyle, the outdoor living spaces are truly exceptional. The screened lanai and open patio feature multiple seating areas, a built-in grill, outdoor fireplace, and a full outdoor kitchen. The resort-style pool and spa complete this private retreat. For boat enthusiasts, a custom dock accommodates vessels up to 42 feet, offering direct access to the bay and beyond. Impact-resistant doors and windows, a whole-house generator, and electric shutters provide security and peace of mind. A generous three-car garage offers ample space for storage and parking. This remarkable residence represents the best of Naples waterfront living—where luxury, design, and location meet to create the quintessential coastal dream lifestyle. Bonus-in addition, this property offers an opportunity to be part of the newly formed Paraiso Beach Club. Enjoy two beautiful restaurants, multiple pools on the beach and luxury beach living.

103 Bayview AVE, Naples

$5,400,000

4 Beds ⋅ 4 Baths ⋅ 225072095 MLS

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a rare corner tip lot with more than 300 feet of pristine bay frontage, this extraordinary offering presents the chance to create something truly remarkable. Here, western exposure sunsets melt into the water, boats drift by in the golden light, and every view feels like a postcard. But beyond its beauty lies extraordinary investment potential—the opportunity to design a grand 11,000+ sq/ft waterfront estate, divide the parcel for dual residences, or reimagine the current home while planning your next masterpiece. A new seawall and dock (2019), along with a rare covered boathouse and sun deck, ensure this property is ready to enjoy today while holding immense value for tomorrow. Just two miles to the Gulf of Mexico via Wiggins Pass, the location offers seamless access for boaters and unbeatable proximity to Vanderbilt Beach, the Ritz-Carlton Resorts, LaPlaya, Mercato, and Naples’ finest dining and shopping. For the visionary investor or homeowner who understands that opportunity and beauty seldom converge—this is your moment. Endless views. Endless potential. Endless Naples waterfront lifestyle.

371 Bayside AVE, Naples

$11,950,000

5 Beds ⋅ 5.5 Baths ⋅ 225060444 MLS

WALK TO THE BEACH AND HAVE A BOAT IN YOUR BACKYARD! This brand new just completed and furnished! Experience the pinnacle of luxury waterfront living at 141 Channel Drive, a stunning new construction estate in the highly sought-after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by Stofft Cooney Architects, and finished with interiors by EDGE, this fully furnished residence is move-in ready and offers the very best of coastal elegance. Spanning 9,676 total square feet with 5,497 square feet under air, the home features five bedrooms, five full and one half baths, 12-foot beamed ceilings, a dramatic stone stair tower, naturally stained wood flooring, custom cabinetry, a bespoke range hood, and ornate shelving—all curated to perfection. The outdoor living spaces are equally impressive with a summer kitchen, spacious lounge and dining areas, resort-style pool and spa, and a private third-level balcony off the primary suite with breathtaking waterfront views. Just steps from the sand, this is one of the few places where you can dock your boat in the backyard and walk to the beach within minutes. With direct Gulf access and proximity to world-class dining, shopping, and entertainment, this home offers an unparalleled Naples waterfront lifestyle.

141 Channel DR, Naples

$5,975,000

4 Beds ⋅ 4.5 Baths ⋅ 225053847 MLS

Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just minutes from pristine beaches, upscale shopping, and fine dining. Step inside to soaring ceilings, expansive glass doors, and seamless indoor-outdoor flow designed for effortless entertaining. The gourmet chef’s kitchen features top-of-the-line Wolf appliances, flush Neff custom cabinetry, and a waterfall island. Retreat to the expansive primary suite with spa-inspired bath with rain shower, soaking tub and back lit touch lights. Main outdoor living area features outdoor kitchen, dining and see thru fireplace that leads to another space to enjoy conversation, cocktails and sunsets. In total, this home has 6900 square feet of living space of which 4273 is under air offering 4/5 bedrooms (3 ensuite) and 4.5 baths. On the ground level is a private guest suite that leads to a covered lanai, sparkling 55 ft heated salt water pool with spa, sun shelf, and deck. The dock includes a 16,000 lb boat lift and a 10,000 lb jet ski lift. For the car enthusiast, there is a garage for 6 - 7 cars as well as ample storage for your beach and boating equipment. Complementing these amenities is a whole house generator with 1000 gallon propane tank. This home is truly a must see to fully appreciate the uniqueness of its design and the lifestyle it offers.

432 Bayside AVE, Naples

$4,350,000

4 Beds ⋅ 4.5 Baths ⋅ 224101352 MLS

WOW, another price reduction- an incredible value you don't want to miss. This exceptional, high-quality home offers DIRECT GULF ACCESS and is just a short stroll from the BEACH. Included in the price is an impressive 30-FOOT BOAT and two JET SKIS, making this a dream opportunity for boating and sun enthusiasts. The property features a spacious dock, a powerful 28,000-lb boat lift, a secondary lift for a jet ski, a seawall, and a durable fiberglass deck board. This Southern-exposure residence has been meticulously designed with every detail in mind. Step through the stunning 10-foot arched mahogany front door and into a spacious, welcoming interior with an open floor plan ideal for both relaxing and entertaining. This quality, custom-designed home is being sold furnished with elegant pieces throughout. Showcasing exceptional craftsmanship and attention to detail, the residence offers 4 spacious bedrooms, a den with custom-built-in shelving ideal for a home office, and 4.5 bathrooms. The light-filled living and dining areas flow seamlessly into a welcoming family room, perfect for entertaining or relaxing. The formal dining and living areas are combined, featuring a fireplace with a wall of French doors leading to an outdoor covered terrace overlooking a wide canal. Notable features include extensive crown molding, high ceilings, hidden A/C vents, impact windows and doors, plantation shutters, and an elevator that provides access to all three levels. Energy efficiency meets modern living with 27 solar panels, Tesla power banks, spray foam attic insulation, and a 3-car garage. A specious family room offers large picture windows, a volume ceiling with wood beams, and is adjacent to a large kitchen. The gourmet kitchen is a chef's dream come true. It is equipped with a six-burner gas cooktop, warming drawer, Sub-Zero refrigerator, wine cooler, stainless steel appliances, a walk-in pantry, breakfast bar, and stunning granite countertops. The primary suite is a true retreat, accessed through double doors and offering a private seating area, two spacious walk-in California closets, and a private balcony for quiet moments outdoors. The luxurious en-suite bathroom features dual vanities, a Jacuzzi tub, a bidet, and a separate large walk-in shower. Each guest bedroom includes its private bathroom, with one bedroom conveniently located on the first floor, perfect for hosting guests. The outdoor space is just as impressive as the interior, featuring a spacious lanai, a fully equipped outdoor grill, ample lounging areas both covered and open, and a heated pool and spa to create a favorable entertaining space for family and friends or enjoying peaceful, private evenings. Conveniently located close to Marcatto Shopping Center, Whole Foods Market, Restaurants, Golfing, Boating, and many other attractions. This is more than a home-it's a lifestyle! Unbeatable Conners/Vanderbilt Beach Location!

280 Egret AVE, Naples

$7,995,000

5 Beds ⋅ 7.5 Baths ⋅ 224077274 MLS

This Conners Vanderbilt new construction 5 bedroom plus flex room, 6 full, and 2 half bath home offers it all: located on extra wide 92' canal lot with new taller sea wall and new dock will feature a boat house with 20,000lb lift and separate dock for two Jet Skis with easy access to the Gulf of Mexico, an easy walk or bike to Vanderbilt Beach, light coastal design with decorator furnishings available, open floor plan with kitchen, dining, great room and Master bedroom all with canal views, lives on one level with all guest rooms and flex room on second living level, large lanai with summer kitchen and fireplace with tv above, walk right out to swimming pool and deck on the water and enjoy th4e privacy of a mature Clusia hedge and coconut trees. All 5 bedrooms have en suite baths with the flex room also with a full bath for 6 bedrooms when/if needed. All concrete construction, elevator, 12' ceilings, 3 car garage and highest level of finishes. Collier County Building permit has been issued - work can begin immediately - purchase now and still make all interior selections. 5 equal 10% payments required during build with balance at closing.

489 Heron AVE, 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.