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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

$1,849,000
4 Beds ⋅ 3 Baths ⋅ 226029121 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. MOVE IN READY NEW CONSTRUCTION IN NAPLES PARK. No HOA and no rental restrictions. This completed luxury residence by The Glendale Group of Southwest Florida offers immediate occupancy and strong income potential, with comparable homes generating $1,500 plus per night in peak season and time to capitalize on the upcoming 2027 rental season. Built to an elevated standard, this 4 bedroom, 3 bath pool home offers 2,024 square feet under air with premium materials, refined architectural details, and curated designer selections throughout. Highlights include a stem wall foundation, PGT impact windows and doors, 11 foot ceilings, 8 foot solid core doors, Level 5 smooth finish walls, and engineered hardwood flooring throughout. The chef’s kitchen features Fisher & Paykel appliances and Taj Mahal quartzite countertops, while the primary suite offers a spa inspired bath with Crystallo stone counters and a frameless glass shower. Outside, enjoy a private resort style backyard with marble decking, heated pool and spa, sun shelf, full screen enclosure, expansive lanai, NatureKast outdoor kitchen, DCS grill, and dramatic 36 inch gas fireplace wall. Additional features include a 26kW Generac whole house generator, Navien tankless water heater, and buried 500 gallon propane tank. Just minutes to Vanderbilt Beach, Delnor Wiggins Pass State Park, and Mercato dining and nightlife, this home is ideal as a primary residence, luxury vacation retreat, or high performing short term rental.

786 107th AVE N, Naples
$1,899,000
4 Beds ⋅ 3 Baths ⋅ 226029123 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Discover an extraordinary new luxury home in Naples Park, crafted by The Glendale Group of Southwest Florida, an esteemed builder known for exceptional quality, innovative design, and refined finishes. Setting a new benchmark for luxury living, this residence is part of an exclusive collection of four custom homes redefining one of Naples' most desirable neighborhoods. Now completed and move in ready, this home offers the rare opportunity to enjoy brand new construction without the wait. Thoughtfully designed through extensive research and real world feedback from Naples Park vacation renters, every detail has been carefully considered to maximize space, functionality, and long term value for both homeowners and investors. Offering 2,024 square feet under air, this four bedroom, three bathroom residence features an open concept floorplan with soaring 11 foot ceilings and eight foot interior doors that create a bright and spacious atmosphere. Warm hardwood flooring flows throughout the home, while the chef's kitchen is appointed with quartzite countertops, premium appliances, and a gas cooktop supplied by a 500 gallon propane tank. A whole home generator provides added comfort and peace of mind. The desirable southern exposure fills the home with natural light throughout the day. The private primary suite serves as a luxurious retreat with a spa inspired bathroom, generous walk in closets, and abundant natural light. Three additional bedrooms offer flexibility for family, guests, or rental accommodations. Designed for true Florida living, the expansive covered lanai spans the full width of the home and features an outdoor kitchen, a striking electric fireplace feature wall, and generous space for dining and entertaining. The private fenced backyard showcases a custom pool with an integrated spa, sun shelf, and outdoor shower, creating the perfect setting for relaxing or hosting guests year round. Located just minutes from Vanderbilt Beach, Delnor Wiggins Pass State Park, and the shopping, dining, and entertainment of Mercato, this home places the very best of Naples within easy reach. With no HOA fees and no rental restrictions, Naples Park continues to be one of Southwest Florida's most sought after destinations for both fulltime residents and investors. Luxury vacation homes in the neighborhood command impressive seasonal rental income, making this property an exceptional opportunity as a primary residence, second home, or income producing investment.

708 100th AVE N, Naples
$2,049,000
4 Beds ⋅ 3 Baths ⋅ 226029124 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Location, location, location! This brand-new luxury home is perfectly situated on the coveted 600 block of 93rd Avenue in Naples Park, less than a mile from Vanderbilt Beach. Enjoy world-class sunsets, pristine sand, and close proximity to Mercato’s upscale dining, shopping, and nightlife, along with golf courses and cultural attractions. Designed and built by The Glendale Group of Southwest Florida, this residence is part of an exclusive collection of four homes that redefine upscale living in Naples Park. The home offers 4 bedrooms, 3 bathrooms, and 2,024 square feet under air. The open-concept floor plan features 11-foot ceilings, 8-foot doors, rich hardwood flooring, and a chef’s kitchen with quartzite countertops, high-end appliances, and a gas cooktop powered by a 500-gallon propane tank. A whole-home generator provides additional peace of mind. The spacious primary suite includes a spa-like bath, walk-in closets, and abundant natural light, while three additional bedrooms offer flexibility for family, guests, or rental potential. Outdoor living is designed for year-round enjoyment, with a covered lanai spanning the width of the home, complete with an outdoor kitchen, electric fireplace feature wall, and ample space for entertaining. The private, fenced backyard includes a custom pool with spa, sundeck, and outdoor shower, enhanced by desirable southern exposure. With no HOA fees or rental restrictions, Naples Park is highly sought-after by both homeowners and investors. Short-term vacation rentals in this area can command up to$1,500 per night in peak season, making this property an excellent choice as a primary residence, vacation retreat, or income-producing investment. Only four of these exclusive homes will be built, offering a rare opportunity to own a brand-new luxury home in one of Naples’ most desirable neighborhoods.

638 93rd AVE N, Naples
$2,049,000
4 Beds ⋅ 3 Baths ⋅ 226029126 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Location, location, location! Welcome to one of Naples Park's most desirable addresses on the coveted 600 block of 93rd Avenue, less than one mile from Vanderbilt Beach. Enjoy world class sunsets, pristine white sand, and effortless access to Mercato's premier dining, shopping, nightlife, Whole Foods, championship golf, and countless entertainment options. Built by The Glendale Group of Southwest Florida, this newly completed luxury residence is move in ready and represents one of only four exclusive homes in this highly sought after collection. Offering 4 bedrooms, 3 bathrooms, and 2,024 square feet under air, the thoughtfully designed open concept floor plan features soaring 11 foot ceilings, 8 foot interior doors, engineered hardwood flooring throughout, and a stunning chef's kitchen with Taj Mahal quartzite countertops, premium appliances, and a gas cooktop fueled by a 500 gallon propane tank. A whole home generator provides added comfort and peace of mind. The spacious primary suite serves as a private retreat with a spa inspired bathroom, abundant natural light, and a custom built in owner's closet designed for both style and functionality. Three additional bedrooms provide flexibility for family, guests, or a home office. Designed for the Southwest Florida lifestyle, the expansive covered lanai spans the width of the home and features a fully equipped outdoor kitchen, an electric fireplace feature wall, and generous space for relaxing or entertaining. The private fenced backyard offers desirable southern exposure and showcases a custom pool with spa, sun shelf, and outdoor shower. Located in the preferred X500 flood zone, this property does not currently require flood insurance by most lenders, offering added peace of mind and potential long term savings. With no HOA fees or rental restrictions, Naples Park remains one of Naples' most desirable communities for both homeowners and investors. Strong demand for luxury vacation rentals makes this property equally attractive as a primary residence, vacation getaway, or income producing investment. Opportunities to own a brand new luxury home on the coveted 600 block of 93rd Avenue are exceptionally rare. This home is complete and ready for immediate enjoyment.

658 93rd AVE N, Naples
$999,000
2 Beds ⋅ 2 Baths ⋅ 226028197 MLS ⋅ San Marino BLDG.
Now offered at an exceptional new price improvement, this beautiful Naples property presents an incredible opportunity to own in Pelican Bay one of Southwest Florida’s most desirable locations. Welcome to Pelican Bay— Naples’ most iconic address for those who expect nothing but the exceptional. Privately tucked within the prestigious enclave of San Marino at Pelican Bay this exquisite two-bedroom, two-bath corner residence embodies elevated coastal refinement and distinguished American design. Framed by manicured tropical landscaping and a secluded garden setting, this sun-drenched, south-facing home captures sweeping golf course vistas and an atmosphere of understated grandeur. Spanning 1,635 square feet, this first-floor condominium lives like an elegant villa. The expansive chef’s kitchen is beautifully appointed with upgraded appliances and generous space for refined entertaining. Recent enhancements —Adding even greater value, the community-wide polybutylene plumbing replacement has been fully completed in 2026, providing confidence and long-term integrity for homeowners. including a new A/C system and hot water heater (2024), electric storm shutters, and a private attached garage — provide effortless comfort and peace of mind. San Marino offers an intimate, resort-style experience with its sparkling pool and spa, sophisticated clubhouse, fitness center, and beautifully refreshed exterior presentation — all curated to complement an elevated lifestyle. And then there is Pelican Bay itself — unrivaled in North Naples. Residents enjoy exclusive access to two private Gulf-front restaurants, premier tennis facilities, a 27-hole golf course, scenic nature boardwalks, a state-of-the-art Fitness & Wellness Center, and three miles of pristine, sugar-sand beach reserved solely for residents. Perfectly positioned, this residence is adjacent to the renowned Waterside Shops, minutes from the upscale boutiques and dining of North Naples, and just moments from the vibrant shopping and nightlife of Mercato. Nearby, Artis—Naples continues to elevate its reputation as a premier cultural destination with significant enhancements designed to enrich the performing arts experience for years to come. This is more than a residence. It is legacy, luxury, and an extraordinary coastal lifestyle — seamlessly intertwined.

6830 San Marino DR Unit 711A, Naples
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 226027975 MLS
GRAND BAY AT PELICAN BAY — PRIVATE POOL VILLA — SPACIOUS TWO-ROOM GUEST CABANA! Welcome to one of Pelican Bay’s most coveted addresses. Nestled within the exclusive gated enclave of Grand Bay, this exceptional property blends timeless elegance, modern comfort, and effortless Florida indoor-outdoor living. Spanning over 3,000 square feet of refined living, this expansive residence offers a beautifully designed main house with two bedrooms plus a versatile den, along with one of only three cabanas in the development featuring two rooms, providing exceptional additional space and flexibility for hosting family and guests. As one of Grand Bay’s larger private guest cabanas, this unique feature further distinguishes the residence. Grand double-entry doors set the tone from the moment you arrive, opening to soaring vaulted ceilings and an abundance of natural light. At the heart of the residence, a spacious family room flows seamlessly through sliding glass doors to the screened lanai and sparkling private pool, creating a setting that feels both resort-like and inviting. Custom built-ins throughout add distinctive character and a sophisticated, curated aesthetic. The chef’s kitchen is designed for both everyday living and entertaining, featuring a professional cooktop, double ovens, ample cabinetry, and a new refrigerator. The dining area is beautifully framed by lush landscaping views and a striking built-in mirrored feature wall that adds glamour and depth. The living room with direct access to the screened outdoor area provides another inviting space to relax or entertain. The primary suite is a private sanctuary with sliding glass doors opening directly to the patio, generous walk-in closets, dual vanities, a walk-in shower, and elegant marble bathroom flooring. Two additional well-appointed bathrooms complement the residence. Step outside to your own screened oasis, where beautifully refreshed landscaping surrounds the private pool, creating the perfect setting for morning swims, relaxing afternoons, or evening entertaining. Thoughtfully updated and beautifully maintained, the home features a new roof (2020), updated air handlers (2023/2024), a new water heater (2025), refreshed flooring throughout the main living areas and bedrooms (2025), and Sonos sound system. Ideally positioned just steps from Tram Station 8, the residence offers convenient access to Pelican Bay’s renowned private beach clubs, boardwalks, tennis, fitness facilities, and extensive Pelican Bay Foundation amenities. This is Grand Bay living at its finest—private, polished, and perfectly positioned to enjoy one of Naples’ most sought-after lifestyles. Schedule your private showing today! THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER, INQUIRE FOR MORE DETAILS**

7976 Grand Bay DR Unit 5, Naples
$3,695,000
3 Beds ⋅ 2.5 Baths ⋅ 226028640 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. 700 Hollybriar Lane presents a rare opportunity to create a custom home on a premium homesite in the heart of Pelican Bay, one of Naples’ most coveted communities. Ideally positioned on a .33 acre lot in a serene cul-de-sac, this property is perfectly suited as a tear-down and new-build opportunity, offering an exceptional setting for a thoughtfully designed luxury home. The homesite features direct western exposure, expansive golf course views, and remarkable privacy, providing the perfect backdrop for spectacular Naples sunsets. Its orientation lends itself beautifully to a custom residence designed around indoor-outdoor living, with generous entertaining spaces, a resort-style pool and expansive glass capturing the surrounding views. With impressive newer homes on both sides, the property sits within an area experiencing significant luxury redevelopment. Ownership in Pelican Bay offers an unparalleled Naples lifestyle, highlighted by approximately three miles of pristine Gulf beaches and exclusive access to two private beachfront restaurants and beach clubs. Residents enjoy convenient tram service through the community’s natural preserves to the beach, where dining, cocktails, beach chairs and Gulf sunsets await. Additional amenities include tennis, fitness, kayaking, sailing, walking and biking paths, along with the beautiful green spaces and golf course setting for which Pelican Bay is known. Just minutes from Waterside Shops, Artis—Naples, fine dining and world-class shopping, 700 Hollybriar combines an exceptional building opportunity with one of Naples’ most desirable coastal lifestyles.

700 HOLLYBRIAR LN, Naples
$6,995,000
4 Beds ⋅ 5.5 Baths ⋅ 226029062 MLS
Where timeless elegance meets endless possibilities. On a beautifully landscaped homesite within the exclusive gates of Bay Colony Shores, this gracious residence offers over 5,000 square feet of refined living with four bedrooms, a private den and six baths. Soaring ceilings, generous gathering spaces, and seamless indoor-outdoor living create the ideal setting for grand entertaining and relaxed Florida living. The tranquil screened lanai, sparkling pool, and lush tropical surroundings offer exceptional privacy and year-round enjoyment. Begin your mornings with a match at the renowned Bay Colony Tennis Club, spend your afternoons enjoying the unparalleled amenities of Pelican Bay and end each day taking in breathtaking Gulf sunsets from the private Bay Colony Beach Club. With optional membership to the exclusive Bay Colony Golf Club and Naples finest shopping, dining and cultural attractions just minutes away, this is more than a home, it's a lifestyle. Whether enjoyed today or thoughtfully reimagined for tomorrow, this is an exceptional opportunity to own in one of Southwest Florida's prestigious communities.

7326 Tilden LN, Naples
$1,075,000
2 Beds ⋅ 2 Baths ⋅ 226028976 MLS ⋅ Vanderbilt Surf Colony BLDG.
Experience elevated coastal living in this exquisitely redesigned corner residence, where timeless design meets an exceptional waterfront setting. Recently completed and issued a new Certificate of Occupancy in July 2026, this residence offers the quality and feel of new construction within one of Vanderbilt Beach's most desirable waterfront communities. Encompassing 1,480 square feet under air and 1,835 square feet of total living space, the thoughtfully reimagined two-bedroom, two-bath floor plan is bathed in natural light and captures panoramic water views from every room. A spacious wrap around screened lanai, accessible from both the great room and the primary suite, creates a seamless transition between sophisticated interiors and the tranquil waterway beyond. Designed for both everyday living and effortless entertaining, the custom kitchen showcases European cabinetry, an oversized island, quartz countertops, premium Bosch appliances, an integrated wine bar with wine refrigerator, and refined designer finishes throughout. Natural wood flooring flows gracefully through the living spaces, complemented by porcelain tile baths, custom closet systems, spa-inspired glass-enclosed showers, and quartz vanities. A tankless water heater, storm-rated aluminum shutters, and a covered end parking space further enhance the home's exceptional quality and convenience. Curated Arhaus and Z Gallerie designer furnishings beautifully complement the residence and are available for purchase, creating a turnkey opportunity for buyers seeking an effortless move to the Naples waterfront. Residents enjoy a beautifully renovated lobby, fitness center, guest parking, and access to a private marina where boat slips may be leased, offering direct access to the boating lifestyle that defines Vanderbilt Beach. Perfectly positioned just steps from Vanderbilt Beach and Delnor-Wiggins Pass State Park, and only minutes from Mercato's acclaimed shopping, dining, and entertainment, the location is second to none. For investors, the community presents a compelling opportunity by allowing up to nine rentals per year, providing exceptional flexibility while maintaining an exclusive residential atmosphere. Equally important, the association has completed its required building reports, and all current assessments have been paid, offering buyers added confidence and peace of mind. An exceptional waterfront residence where timeless design, panoramic views, boating, investment flexibility, and the Naples beach lifestyle converge in one extraordinary offering.

11 Bluebill AVE Unit 606, Naples
$850,000
2 Beds ⋅ 2.5 Baths ⋅ 226028800 MLS ⋅ Vanderbilt Towers BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience luxury coastal living in this stunning two-story penthouse offering breathtaking gulf water views and unforgettable year-round sunsets. The 2 bed, 2 ½ bath residence is perfectly positioned with a southwest exposure. Located so close to the beach you can hear the waves. The bathrooms and kitchen have been remodeled to include tile floors, new lighting, and elevator access to both levels of the residence. Step outside to enjoy a gulf facing lanai, direct beach access, private heated pool, beach and a marina with boat docks to lease. This gated community offers direct gulf access with no bridge restrictions. Enjoy being minutes from premier dining, shopping and entertainment on Gulf Shore Drive, Mercato and the world-famous 5th Avenue South. Great investment opportunity with low condo fees in a desirable waterfront gated community.

5 Bluebill AVE Unit 702 + 802, Naples
$429,000
226028712 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Exceptional opportunity to build a custom home in the heart of Naples Park. This 50' x 113' homesite is ideally positioned just minutes from Vanderbilt Beach, Delnor-Wiggins Pass State Park, Mercato, The Ritz-Carlton, and an array of premier dining, shopping, and entertainment destinations. Located in one of North Naples' most desirable beachside communities, the property is surrounded by a blend of newly constructed luxury homes and beautifully renovated residences, reflecting the neighborhood's continued growth and appeal. Mature trees provide natural privacy and character while offering a beautiful setting for your future home. Whether you're looking to build a full-time residence, a seasonal vacation home, or a short-term rental investment, Naples Park remains one of the most desirable and strategically located communities in North Naples. With no HOA fees, close proximity to world-class beaches, golf, boating, parks, and everyday conveniences, it offers the ideal combination of lifestyle, flexibility, and long-term investment potential. Don't miss this rare opportunity to secure a homesite in one of Naples' most sought-after neighborhoods.

686 111th AVE N, Naples
$749,900
2 Beds ⋅ 2 Baths ⋅ 226028608 MLS ⋅ Stratford BLDG.
STRATFORD REMARKS Welcome to the desirable Stratford at Pelican Bay, a beautifully maintained Pelican Bay building offering exceptional amenities and an outstanding lifestyle. From your coveted 12th-floor residence, enjoy breathtaking panoramic views of the sparkling city lights and tranquil lake. This inviting home features a desirable split-bedroom floor plan with two spacious bedrooms and two full baths. Stunning wood flooring throughout adds warmth and elegance. Beach transportation stops at the building (you can call for pickup) Under building parking #67 Stratford offers an impressive array of amenities, including a beautifully appointed social room, fitness center, tennis and pickleball courts, outdoor gathering areas with grills and a fire pit, an oversized resort-style pool, under-building assigned parking, an on-site manager, and an electric vehicle charging station. Living in Pelican Bay means enjoying one of Naples’ most sought-after beachfront communities. Hop on the private tram right outside Stratford for a quick ride to the beach, where attentive beach staff provide complimentary chairs and umbrellas for residents. Enjoy three private beachfront dining venues, scenic nature trails, kayaking, wellness and fitness programs, and an exceptional tennis program. Ideally located just minutes from upscale shopping, fine dining, and entertainment, this is your opportunity to experience the very best of the Pelican Bay lifestyle.

5601 Turtle Bay DR Unit 1203, 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.