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

Exceptional turnkey investment opportunity in the heart of Naples Park where every detail has been thoughtfully designed to maximize rental performance and guest satisfaction. Built by LaGrasta Homes, one of Naples Park's premier custom builders since 1983, this quality constructed residence combines exceptional craftsmanship with a proven income producing rental history. Owned and operated by a professional short term rental investor, this property is offered fully furnished with all furniture, décor, housewares, and everything needed to continue operating as a successful vacation rental. Even better, all future rental reservations can be transferred to the new owner, allowing you to begin generating income from day one. The intelligently designed floor plan is one of this home's greatest strengths. All four bedrooms have direct access to a bathroom, a highly desirable feature for vacation renters seeking comfort and privacy. The true highlight is the exceptional outdoor living space. Enjoy coveted southern exposure, a full length covered lanai, oversized pool deck, and a salt water pool with hot tub that create multiple spaces for dining, relaxing, entertaining, and enjoying the Florida lifestyle. Unlike many Naples Park pool homes where the pool occupies nearly the entire rear yard, this thoughtfully designed outdoor space allows guests to comfortably move between the home and pool while enjoying abundant seating and shade, making the backyard a true extension of the living space. Built with both owner convenience and rental durability in mind, the home is packed with premium upgrades including a whole home Generac generator with automatic transfer switch and 500 gallon buried propane tank, commercial grade dehumidifier, whole home water filtration system, oversized washer and dryer, Bluetooth speaker system, WiFi and cellular booster systems, Level 2 EV charger, whole home surge protector, insulated garage and lanai, motorized lanai hurricane shutters and screens, gas grill with automatic safety timer, oversized driveway, additional refrigerator and freezer, wall mounted bicycles and stroller, dog run with awning, and countless additional owner focused enhancements that reduce maintenance while improving the guest experience. Naples Park continues to be one of Southwest Florida's premier investment destinations thanks to the rare combination of no HOA fees and no rental restrictions, providing owners with outstanding flexibility and income potential. Ideally located just minutes from Vanderbilt Beach, Delnor Wiggins Pass State Park, Mercato, Waterside Shops, Seed to Table, world class dining, shopping, golf, boating, and everything that makes Naples one of Florida's most desirable vacation destinations, this property offers an outstanding opportunity to own a proven income producing investment in one of the area's strongest rental markets.

828 100th AVE N, Naples

$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

$1,200,000

5 Beds ⋅ 3 Baths ⋅ 226026006 MLS

Indulge in Luxury Living in This Stunning Move-In Ready Home Step into effortless luxury in this beautifully appointed, move-in ready Pulte built residence where sophisticated design, and resort-style living come together. Thoughtfully designed for both everyday comfort and exceptional entertaining, this spacious home offers 5 bedrooms, 3 full bathrooms, a loft, a small office space, and an open-concept floor plan. From the moment you enter, you’ll appreciate the attention to detail, including plantation shutters, elegant crown molding, and ceramic tile flooring throughout the first floor. The open living spaces create an inviting flow from room to room, making this home ideal for relaxing with family or hosting guests. The resort-style pool is a showstopper, featuring a spacious sun shelf/beach area perfect for lounging, soaking up the Florida sunshine, or enjoying a refreshing drink poolside. Take in the peaceful water view through the picture window screen enclosure and enjoy your own private outdoor retreat. The flexible floor plan offers a primary suite and an additional bedroom on the main level, along with a den and dedicated office space. The open kitchen allows you to interact with your guests while entertaining. There is a large walk-in pantry and new gas stove!! Upstairs, you’ll find three additional bedrooms, and a spacious bonus living area, and convenient utility access, providing plenty of room for family, guests, hobbies, or a home office. This home is being offered turnkey, making your move as easy as possible. Several large-screen TVs are included, allowing you to settle in and start enjoying your new home from day one. The two-car garage features durable epoxy flooring and built-in storage cabinets, providing a clean, organized space for vehicles, recreation equipment, tools, and more. Located in a highly desirable area with great schools, this home is also conveniently close to shopping, Vanderbilt Beach, upscale dining, and nearby medical facilities. Whether you’re looking for a full-time residence, a Florida retreat, or a home designed for entertaining, this exceptional property offers the lifestyle you’ve been waiting for. Luxury. Comfort. Convenience. Resort-style relaxation. This is more than a home—it’s the Florida lifestyle, ready for you to move in and enjoy.

7209 Wilton DR, 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

$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

$3,100,000

3 Beds ⋅ 3.5 Baths ⋅ 226028688 MLS

Professionally designed and furnished by its interior designer owner, this distinctive courtyard residence in Terrabella at Pelican Marsh reflects a thoughtful balance of style, comfort and functionality. Offering 3,207 square feet of extensively updated living space, the home features three bedrooms, 3.5 baths, a private office and an attached two-car garage. A gracious entry introduces light-filled interiors with volume ceilings, rich wood flooring, arched architectural details and carefully curated furnishings, finishes and artwork. The spacious kitchen is designed for entertaining with abundant wood cabinetry, stone countertops, stainless steel appliances, double ovens, a generous island with seating and an adjoining family room with a gas fireplace. The primary suite offers direct courtyard access, two walk-in closets and a spacious bath with dual vanities, a soaking tub and glass-enclosed shower. Two guest bedrooms provide privacy, including a separate courtyard Casita with a morning bar, walk-in closet and full bath. At the center of the residence, the screened courtyard creates a private outdoor retreat with southern exposure, a pool and spa, lush tropical landscaping, multiple seating areas and expansive covered space for dining and relaxation. Pelican Marsh residents enjoy an amenity-rich North Naples lifestyle with a fitness center, spa services, tennis, pickleball, bocce, dining and an active social calendar. The private Pelican Marsh Golf Club offers separate membership opportunities. Conveniently near Naples beaches, upscale shopping and dining, and historic downtown Naples 5th Avenue.

9154 Torrefino CT, Naples

$749,900

4 Beds ⋅ 3 Baths ⋅ 226028694 MLS

Welcome to this beautifully maintained courtyard pool home in the highly sought-after gated community of Carlton Lakes. Lovingly cared for by its original owners and used primarily as a seasonal residence, this home offers exceptional privacy, thoughtful updates, and a versatile floor plan designed for comfortable Florida living. Centered around a screened courtyard, the saltwater pool and heated spa create a private outdoor retreat that's perfect for relaxing or entertaining year-round. A detached casita with its own bedroom and full bathroom provides the ideal space for overnight guests, a home office, fitness studio, or private accommodations for extended family. Inside, the bright split-bedroom layout is filled with natural light and offers an open, functional design that lives comfortably for both everyday living and entertaining. Recent improvements include a brand-new air conditioning system installed in July 2026, giving the next owner peace of mind, along with updated Lifeproof carpeting in the bedrooms. A roof inspection was completed in March 2026. Situated on an oversized homesite with mature landscaping and tranquil preserve views, this property offers a rare sense of privacy while being tucked away on a quiet street with minimal traffic. Carlton Lakes residents enjoy an impressive array of amenities, including a clubhouse, resort-style pool and spa, tennis courts, bocce, walking and biking paths, a fishing pier, and beautifully maintained lakes throughout the community. Ideally located in North Naples, you're just minutes from Mercato, Waterside Shops, Seed to Table, world-class dining, shopping, and the white sand Gulf beaches.

6116 Highwood Park LN, Naples

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