Homes for Sale with a Pool in 34108, Naples, FL

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Welcome to your dedicated resource for homes for sale with a pool in 34108, 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 local 34108, Naples, FL agents, The Fortune Group 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 34108, Naples, FL

$1,549,000

5 Beds ⋅ 5.5 Baths ⋅ 226037153 MLS

The rarest opportunity in Naples Park! A true multi-asset play positioned 0.8 miles from Vanderbilt Beach, delivering scale, flexibility, and immediate income in one of North Naples’ most active rental corridors. This offering centers on a well-composed triplex spread across an oversized parcel, thoughtfully configured with a 2BR + den, 2BA primary residence, a two-level 2BR, 2.5BA unit, and a separate 1BR, 1BA suite. Each residence benefits from recent interior improvements, updated mechanicals, and a new roof, all tied together by a shared pool environment that elevates short-term rental performance. A two-car garage and generous off-street parking solve one of the area’s most common constraints. The true advantage lies in optionality. The seller is prepared to package this asset with the adjacent duplex at 549 94th Ave N creating a five-door configuration with a stabilized long-term tenant already in place. Operate as a hybrid income model, transition fully to short-term rentals, or establish a primary residence while maintaining consistent cash flow from the remaining units. The layout, lot configuration, and shared access provide operational efficiency without sacrificing tenant privacy. Set within a walkable grid west of US-41, the location consistently outperforms due to its proximity to beach access, Mercato, and the broader North Naples lifestyle infrastructure. Demand remains durable across both seasonal and annual tenancy, supporting strong occupancy and rate resilience. Opportunities with this level of unit diversity, location quality, and expansion potential are seldom available in Naples Park. This is not just a property acquisition; it is a scalable income platform in a supply-constrained coastal submarket.

541 94th AVE N, Naples

$10,750,000

5 Beds ⋅ 6.5 Baths ⋅ 226037215 MLS

Grand architecture, a superior interior remodel and exceptional outdoor entertaining distinguish this five-bedroom plus den offering in the Estates at Bay Colony Golf Club. Featuring approximately 8,355 square feet under air, the residence welcomes guests with a sweeping staircase, soaring ceilings and beautifully appointed gathering spaces. A fireplace anchors the formal living room, where expansive windows frame the pool setting. A separate dining room, spacious kitchen, morning room, family room and wet bar accommodate both intimate evenings and larger celebrations. Dedicated media, game and wine rooms add to the home’s extensive entertaining options. The main-level primary suite occupies its own wing with a separate retreat, multiple walk-in closets and an expansive bath. A study and second bedroom complete the main-level accommodations, while three upstairs bedrooms, a loft and balconies provide privacy for guests. An elevator connects the two levels. Outdoor living unfolds across more than 2,000 square feet of covered lanais surrounding the pool, spa, sun shelf and sun deck. The outdoor kitchen features a wood-fired/gas pizza oven, wood-pellet smoker, Fire Magic gas grill, warming drawer and power burner, complemented by two outdoor-rated Sub-Zero refrigerators. The pool house offers a swim-up bar, gas fireplace, television, sink, two additional outdoor-rated Sub-Zero refrigerators and a cube ice maker. An outdoor-rated U-Line nugget ice maker adds convenience, while hurricane-rated shutters allow the pool house to close securely. Whole-house streaming audio and a recently installed outdoor sound system extend the experience throughout the property. Significant updates include a new roof installed in September 2024, exterior painting in 2024, updated exterior lighting, a redone driveway and new pool controls in 2026. A 125-kW generator, two 1,000-gallon propane tanks, mature tropical landscaping and two separate garages with four-car capacity complete this thoughtfully equipped Naples estate.

9880 Brassie BEND, Naples

$3,475,000

5 Beds ⋅ 4.5 Baths ⋅ 226037228 MLS

Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to the open waters of the Gulf. Just steps from the sand, the location delivers the ultimate Naples waterfront lifestyle. Designed with architectural intention and a clean coastal aesthetic, the home showcases smooth white walls, soaring ceilings, dramatic half circle arches, and refined designer finishes throughout. The layout flows effortlessly, creating a serene indoor outdoor experience ideal for both entertaining and everyday living. The main level features a spacious great room, an expansive dining area that connects seamlessly to the gourmet kitchen, and a first floor primary suite offering privacy and comfort. A guest bedroom with French doors opens directly to one of two oversized patios, while a full guest bath completes the level. Outdoor living is equally impressive with a resort style pool and spa, outdoor shower, and convenient powder bath designed for seamless entertaining. Upstairs, a flexible landing area serves as a bonus lounge or media space. Three additional bedrooms and two baths, including one ensuite, provide ample space for family or guests. A generous balcony captures coastal breezes, and additional storage enhances functionality. Conners offers the rare advantage of no HOA fees while placing you in the heart of North Naples. Fine dining, upscale shopping, and daily conveniences are moments away, making this property a true blend of luxury, location, and lifestyle.

494 Seagull AVE, Naples

$1,999,999

7 Beds ⋅ 226036391 MLS

RENOVATED NAPLES PARK FOURPLEX ON A RARE DOUBLE LOT—OFFERED FURNISHED. Just minutes from Vanderbilt Beach, this exceptional residential-income property combines four beautifully updated residences, a private resort-style pool and spa, and an irreplaceable Naples Park location near the Ritz-Carlton, LaPlaya Beach & Golf Resort, Delnor-Wiggins Pass State Park, Mercato, Waterside Shops, Whole Foods, dining, and entertainment. Completed in 2023, the extensive renovation includes a new roof, hurricane-impact windows and doors, and a stunning new pool and spa. Two separate buildings encompass four furnished residences with a combined 7 bedrooms and 7 baths, thoughtfully arranged around a private central courtyard. The result is a rare property that offers both the flexibility of a multi-family investment and the appeal of a private coastal compound. The centerpiece is the beautifully designed outdoor living space: a sparkling pool and spa, expansive paver deck, outdoor shower, and multiple areas to gather, dine, relax, and enjoy the Naples sunshine. Whether spending the day at the beach, lounging by the pool, or entertaining beneath the palms, the setting delivers the indoor-outdoor lifestyle buyers want in Naples. Set on approximately 13,504 square feet across Lots 5 and 6, this oversized double-lot property offers privacy, space, and versatility that are increasingly difficult to find in Naples Park. Seven open parking spaces add convenience for residents and guests. Offered furnished, this is a ready-to-enjoy opportunity for an investor, a buyer seeking a multi-generational retreat, or anyone wanting a distinctive property close to the beach. More than a fourplex, this is a fully renovated Naples's lifestyle property where location, land, resort-style outdoor living, and income-producing potential come together.

683 100th AVE N, Naples

$1,000,000

2 Beds ⋅ 2.5 Baths ⋅ 226036087 MLS ⋅ Hyde Park BLDG.

A stunning, comprehensive renovation sets the stage for sophisticated coastal living in this exceptional Hyde Park residence, where expansive views across the Pelican Bay Golf Course create a serene backdrop from nearly every angle. Reimagined from the studs with raised ceilings, impact-resistant windows and doors, and a refined contemporary aesthetic, the residence blends clean architectural lines with warmth, texture and effortless elegance. French white oak flooring by Legno Bastone flows throughout the interiors, while a sleek linear fireplace creates a striking focal point within the open living space. Designed for both everyday living and entertaining, the beautifully appointed kitchen showcases crisp white high-gloss cabinetry, quartz surfaces and a streamlined open design. Beyond the interiors, an enormous open-air deck extends the living space outdoors, offering an extraordinary setting for relaxing or entertaining while enjoying the tranquil, wide-open golf course views. The primary suite is equally impressive, highlighted by an exceptional spa-inspired bath and remarkably generous walk-in closet rarely found this close to the beach. Every element of the residence reflects thoughtful attention to design, quality and functionality, resulting in a sophisticated retreat that feels both luxurious and inviting. Hyde Park enjoys an outstanding location directly across from the Pelican Bay beach tram, placing the Gulf and Pelican Bay’s renowned beachfront lifestyle within effortless reach. Residents enjoy private beach access, beachfront dining with full attendant service including chairs and umbrellas, kayaking, nature trails, wellness and fitness offerings, and an active tennis program. Just moments from Waterside Shops, Artis—Naples, Mercato and the celebrated dining, shopping and entertainment of Fifth Avenue South, this beautifully transformed residence offers an exceptional combination of contemporary design, sweeping golf course views and one of Naples’ most coveted coastal lifestyles.

6350 PELICAN BAY BLVD Unit 302B, Naples

$11,975,000

4 Beds ⋅ 4.5 Baths ⋅ 226035865 MLS

From the moment you turn onto Seagull Ave, the promise of waterfront living comes into view-leading you to your own private fortress nestled at the end of the quiet, picturesque cul-de-sac! A remarkable combination of architectural presence & piece of mind, plus refined coastal luxury, this extraordinary residence offers an elevated living area situated an impressive 18.5 FEET above sea level, complimented by a Kohler whole-home generator! Built in 2025, this astonishing tri-level waterfront estate showcases cutting-edge architecture, remarkable craftmanship, and thoughtfully selected natural materials, all set on a distinctive pie-shaped homesite w/wide, exceptionally long unobstructive water views & coveted western exposure for Naples' legendary sizzling sunsets! Inside, dramatic floor to ceiling glass walls fill interiors with natural light while framing sweeping water vistas evolving beautifully throughout the day. Beyond its striking aesthetics and dynamic water views, this residence offers exceptional structural integrity, featuring solid precast concrete floor slabs reinforced with steel for added strength & stability! An exceptional blend of luxury, design and the ultimate SW Florida boating lifestyle! Featuring direct Gulf access & a covered boatslip accommodating a present 33 ft Boston Whaler Outrage plus a large deck which continues to 2 jet-ski slips, this home is designed for those who appreciate the freedom of life on the water! Inside, dual primary suites with balconies, breakfast bars, a private elevator, premium finishes, and a rare 5 car garage plus ample flex spaces provide an exceptional level of convenience & functionality. An expansive floorplan offers multiple en-suite bedrooms...designer bathrooms impress with textured shower walls, decorative glass cabinet panels plus view oriented soaking tubs! Outdoors, discover a resort inspired retreat with a sparkling pool & spa, boasting mood-relaxing fire features, a fully equipped outdoor kitchen w/ a Wolf grill & bar, & captivating Western facing water views which provide a beautiful Naples sunset backdrop! The chef inspired kitchen is a showpiece in its own right featuring custom Chicago-crafted cabinetry, exquisite/abundant Cristallo quartzite countertops AND backsplash, Wolf appliances, Sub Zero beverage drawers, an icemaker, dual dishwashers, an eye-opening spacious pantry, and an expansive island w/breakfast bar. Italian luxury porcelain wood flooring and several thoughtfully placed private seating areas throughout along with a dramatic living area fireplace which flickers beneath a modern, sculptural chandelier further enhance this home's sophisticated aesthetic! A temperature-controlled wine showcase provides the finishing touch to this extraordinary waterfront residence! Enjoy a nearby private beach club membership @ Paraiso! Elevated living, architectural substance, boating convenience & extraordinary waterfront entertaining all create an irresistible place to call home!

348 Seagull AVE, Naples

$530,000

2 Beds ⋅ 2 Baths ⋅ 226031482 MLS ⋅ Glencove BLDG.

This 2nd-floor, west-facing condo offers breathtaking sunset views and a peaceful living environment with no units above. The fully-furnished unit features high ceilings, stainless steel appliances, and an in-unit washer and dryer. The spacious primary suite includes a double vanity and a walk-in closet. Additional features include an exterior storage unit, assigned carport parking, and plenty of guest parking. Enjoy the community’s pool and spa, and take advantage of the short walk to the Pelican Bay berm. There is only one Pelican Bay! The premier luxury community in north Naples, Pelican Bay offers residents exclusive access to unrivaled amenities that include two Gulf-front restaurants, two tennis facilities, a 27-hole golf course, two boardwalks, a Fitness and Wellness Center, and three miles of private beaches. Pelican Bay is adjacent to Waterside Shops and within walking distance of Artis–Naples, Southwest Florida’s top tier performing arts center, which is currently planning a $150 million renovation. You’ll never be far from fine dining, luxury shopping, and world class entertainment.

5817 Glencove DR Unit 405, Naples

$845,000

2 Beds ⋅ 2 Baths ⋅ 226036630 MLS ⋅ Breakwater BLDG.

Fabulous new renovated open kitchen with gorgeous soft-close wood cabinetry, quartz counters and all new stainless appliance package in this sought-after Breakwater at Pelican Bay beauty. New impact windows were installed in 2026. Sundrenched mornings, spacious open layout, soaring cathedral ceilings and elevator to your private oversize two-car garage are signatures of this second-floor residence with a fabulous location in Pelican Bay, offering just a short distance to The Pavilion, Mercato and Pelican Bay Community Center with fitness, tennis, social activities and more. The flexible space includes a large open den, easily enclosable to become a third bedroom. Other features include new glass shower doors in both baths, glass-enclosed lanai with electric hurricane shutters, extra storage room and large laundry room in residence. The Breakwater community is gated and offers a beautiful newly renovated clubhouse and has become known for its terrific new building renovations, including new roofs and exterior paint and no flood damage to buildings during Ian, according to the owner. Pelican Bay residents also benefit from a myriad of five-star amenities including two fabulous newly renovated beachfront restaurants, tennis courts, biking and recreational trails, and a state-of-the-art fitness and life center with a full gym, spin classes, yoga and more. Indulge in a lifestyle of elegance and sophistication in this Pelican Bay gem, which is being offered turnkey furnished (excluding the original artwork).

790 Bentwater CIR Unit 203, Naples

$3,950,000

3 Beds ⋅ 3 Baths ⋅ 226036441 MLS ⋅ Cap Ferrat BLDG.

Imagine arriving home to sweeping views of the Gulf, the Naples coastline and Pelican Bay's lush tropical landscape, where the changing colors of the sky provide a captivating backdrop to everyday living. Positioned in Cap Ferrat's desirable 01 stack, this exceptional end residence embraces its coastal setting with expansive western and southern exposures, three outdoor lanais and abundant natural light. A private elevator opens directly into the residence, creating an intimate sense of arrival and introducing interiors where refined finishes and furnishings complement the beauty beyond the windows. Offering three bedrooms, a study and three full baths, the thoughtfully designed floor plan unfolds through generous living spaces featuring marble and wood flooring, designer wallcoverings and carefully curated finishes. Three lanais extend the living experience outdoors, inviting you to enjoy the Gulf breeze, admire the coastline and watch the sun descend over the water. The beautifully updated kitchen pairs solid-wood cabinetry and professional-grade appliances with gas cooking and leathered quartzite countertops and backsplash. The expansive primary suite is a retreat unto itself, with floor-to-ceiling bay windows framing mesmerizing Gulf and coastline views. Two spacious walk-in closets with custom built-ins and an elegantly appointed primary bath with water views complete the suite. Privately situated guest bedrooms offer generous accommodations, walk-in closets and en-suite bath access, while a separate glass-front study never sacrifices your view, yet provides a versatile space for work or relaxation. Additional features include two new HVAC systems, electric storm shutters on the west-facing lanais and two oversized garage parking spaces. Inspired by timeless European architecture, Cap Ferrat offers a distinguished residential setting with a 24-hour front desk attendant, resort-style pool and spa, fitness center, sauna and steam facilities, tennis courts, beautifully appointed gathering spaces, guest suites, and more. Beyond the building, Pelican Bay's coastal lifestyle awaits with private beach access, beachfront dining, convenient tram transportation, tennis, fitness and recreational amenities amid preserved natural surroundings. From peaceful mornings overlooking the Gulf to never again missing the famed Naples sunsets, this residence captures the essence of refined coastal living.

6597 Nicholas BLVD Unit 601, Naples

$16,495,000

4 Beds ⋅ 6.5 Baths ⋅ 226034314 MLS ⋅ Windsor At Bay Colony BLDG.

Rare opportunity: only two penthouses have sold at The Windsor in the last seven years, the last in 2023. Full-floor Penthouse 17 in the highly regarded Windsor at Bay Colony high-rise. Two high-speed, secured elevators open directly into the residence, which spans the entire 17th floor with 8,550 sq. ft. under air and more than 1,500 sq. ft. of expansive private lanais and terraces. Enjoy 180° panoramic views of the Gulf of Mexico and the beach. Four bedrooms, five full baths, and two half baths, including a huge primary wing with his and hers closets and baths. Additional spaces include a huge kitchen with a morning kitchen and wet bar, an exercise room, an office, and a den/library, all finished with solid burl wood interior doors. The residence includes a private garage and a private pool cabana. Residents also enjoy the Bay Colony Beach Club next door. Newly transformed, The Windsor delivers amenities designed to elevate every aspect of daily life. A 24-hour concierge desk is always at your service, while the resort-style pool, state-of-the-art fitness center, and elegant social lounge invite you to relax and connect. Offered unfurnished. We anticipate the next owner will want to do some renovation work, and the residence is priced accordingly. Private showings by appointment

8477 Bay Colony DR Unit PH17, Naples

$3,250,000

4 Beds ⋅ 3 Baths ⋅ 226036284 MLS

211 Flamingo Ave offers a substantial waterfront residence with an exceptionally spacious and functional floor plan, extensive recent upgrades and remodeling, and an outstanding location in the heart of Vanderbilt Beach. A new October 2026 Elevation Certificate confirms the main living level at 10.0 feet NAVD, approximately one foot above the 9.0 foot Base Flood Elevation. Set on an 80 by 121 foot Gulf access lot, the property is uniquely positioned with no homes directly across the canal, creating added privacy and a peaceful waterfront setting, along with some of the quickest Gulf access in Conners Vanderbilt Beach Estates. The home features 2,732 square feet of living area with four bedrooms, including one ideally suited as a private office or den with direct access from the primary suite, multiple living spaces, a pool and spa, and an oversized two car garage. The interior is open and bright, with a formal dining area, secondary family room, eight foot sliders and distinctive corner mitered windows. The updated kitchen features Bosch appliances, extensive cabinetry and storage, pantry space, and a built in wet bar with beverage cooler. A brand new additional freezer and ice maker have also been added in the garage. The primary suite stands out for its scale and unique layout, offering direct access to the office or den (4th BR), a large walk in closet with two entrances, a spacious bath with separate soaking tub and walk in shower, and direct access to the pool and lanai. A full bath is also accessible from the pool area while serving as a centrally located guest bath. The waterfront has recently undergone significant improvements with a new seawall and substantial dock system featuring a 20,000 pound boat lift plus a separate 7,000 pound lift with a beautiful Trex deck platform, ideal for an additional boat or personal watercraft. The pool and spa overlook the canal and are complemented by refreshed landscaping and Zoysia grass. Additional improvements include a tile roof completed in 2014. With generous interior space, substantial recent improvements, excellent boating infrastructure, added privacy and exceptionally convenient Gulf access, 211 Flamingo Ave offers a compelling waterfront opportunity in one of North Naples’ most desirable boating neighborhoods.

211 Flamingo AVE, Naples

$3,950,000

2 Beds ⋅ 3 Baths ⋅ 226035141 MLS ⋅ Brighton At Bay Colony BLDG.

EXCEPTIONAL BAY COLONY LIVING. A BEAUTIFUL RESIDENCE. AN ICONIC ADDRESS. AN EXTRAORDINARY LIFESTYLE. Imagine waking to the beauty of Naples' Gulf Coast, beginning your morning with a refreshing swim in the pool or a dip in the azure waters of the Gulf, with sugar-white sandy beaches just steps from your door. This is the extraordinary coastal lifestyle awaiting at Brighton, ideally situated within Bay Colony, the exclusive, private gated enclave of prestigious Pelican Bay. Beautifully refreshed with newly refinished floors in a stunning natural finish, Residence 602 offers approximately 2,760 square feet of gracious coastal living, breathtaking Gulf views, and the exciting opportunity to create the coastal retreat you've always envisioned. Featuring two bedrooms plus a den and three full bathrooms, this spacious residence offers an inviting, flowing floor plan designed for effortless entertaining and relaxed everyday living. The gorgeous natural flooring introduces warmth and contemporary sophistication throughout, creating a beautiful foundation for your personal design vision. The excitement extends beyond the residence, as Brighton has undergone significant enhancements to its common areas and pool deck, showcasing beautifully revitalized spaces that elevate the building's ambiance and resident experience. Enjoy the beachfront setting, beautifully appointed amenities, and effortless convenience of luxury condominium living. Beyond Brighton, discover the exceptional privileges of Bay Colony, including its private Beach Club, beachfront dining, tennis facilities, and an extraordinary coastal setting. Residents also enjoy the renowned amenities of Pelican Bay, including additional beachfront dining, fitness, tennis, scenic walking paths, and an abundance of recreational opportunities. Naples' celebrated shopping, fine dining, and cultural attractions are just minutes away. Beautiful today, with extraordinary potential to create a coastal retreat that is uniquely yours tomorrow. Residence 602 presents a rare opportunity to embrace the privacy, prestige, and exceptional lifestyle of Bay Colony. Your dream coastal retreat begins here!

8231 Bay Colony DR Unit 602, 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.

Homes for Sale with a Pool in 34108, Naples, FL

All Homes for Sale with a Pool in 34108, Naples, FL

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