Homes for Sale with a Pool in Naples, FL

Welcome to 6161 Waxmyrtle Way—a beautifully refreshed pool home in one of Naples’ most sought-after neighborhoods. Freshly painted inside and out, this residence offers impact-resistant windows and doors, combining style with storm-ready peace of mind. The home features a spacious, light-filled layout centered around a private courtyard-style pool, providing the perfect backdrop for entertaining or relaxing in total privacy. High ceilings, oversized windows, and skylights invite natural light into every corner of the living space. This open floor plan includes generous guest rooms, a versatile den, and a large laundry room. The primary suite is its own retreat, complete with custom walk-in closets, dual vanities, a walk-in shower, and a freestanding soaking tub. An oversized garage offers extra space for storage or hobbies. Enjoy a fenced backyard ideal for pets, a newer roof and A/C system, and a low HOA of just $72/month. Perfectly situated just minutes from top-rated schools, Naples’ world-class beaches, fine dining, and shopping, this home is ideal for families, seasonal residents, or investors seeking long- or short-term rental potential. Homes in this quiet, centrally located community rarely hit the market—don’t miss your opportunity to own a move-in-ready home in the heart of Naples. No history of hurricane damage.

6161 Waxmyrtle WAY, Naples

$574,900

3 Beds ⋅ 3 Baths ⋅ 225082048 MLS

Enjoy breathtaking canal views right from your backyard. Relax in the pool or spa, perfect for relaxing evenings or entertaining guests. Every bedroom features its own private bathroom for ultimate comfort and convenience. Generously sized living areas and bedrooms are perfect for families or hosting guests. New roof, new septic tank, new well system, new pool and spa pump, new water heater, new pool cage, complete kitchen renovated, new floors, new bathrooms, this is a must see! One or more photos has been virtual staged.

3090 52nd ST SW, Naples

$11,995,000

6 Beds ⋅ 7.5 Baths ⋅ 225081700 MLS

At 142 Eugenia Drive, the experience begins long before you reach the front door. Beyond a gated entrance, a beautifully landscaped approach introduces an extraordinary private estate set on 1.37 acres in Pine Ridge Estates. Mature trees, lush tropical gardens, and thoughtfully layered landscaping create a remarkable sense of seclusion, where the outside world seems to quietly fall away. The expansive grounds offer both the freedom to entertain on a grand scale and the intimacy of a personal retreat, while an upstairs balcony captures unobstructed views of Mockingbird Lake. Completed in 2021 and thoughtfully refined in the years since, the estate offers 7,331 square feet of total living space, including the detached guest residence. Soaring ceilings, generous gathering areas, and an effortless connection between interior and exterior spaces create an atmosphere of understated grandeur. Designed to accommodate both everyday living and memorable occasions, the home balances architectural presence with a genuine sense of comfort. At the heart of the residence, a beautifully appointed kitchen is anchored by an oversized Cristallo stone island, complemented by Sub-Zero and Wolf appliances and custom cabinetry. Nearby, a jewel-like wine room wrapped entirely in gold introduces an unexpected moment of drama and artistry. Two private home offices offer flexibility for work or quiet reflection, while a separate 660-square-foot guest residence, complete with its own bedroom and bathroom, provides an inviting poolside retreat for family and friends. The outdoor living experience is equally compelling. Expansive terraces transition naturally to a resort-inspired pool and an extraordinary entertaining environment, where an illuminated onyx bar, adjustable louvered pergola, and sculptural fire feature create spaces equally suited to lively gatherings and peaceful evenings. Carefully considered landscaping surrounds these areas, preserving the sense of privacy that defines the estate. Throughout the residence, exceptional craftsmanship and thoughtfully selected materials reflect a commitment to quality without excess. Advanced Control4 smart home automation integrates modern convenience, allowing the home to function as effortlessly as it lives. More than an impressive residence, Eugenia is a fully realized private estate where architecture, landscape, and lifestyle come together with uncommon care. A place designed not simply to be admired, but to be lived in and enjoyed. Furnishings are negotiable, subject to seller exclusions.

142 Eugenia DR, Naples

$3,250,000

4 Beds ⋅ 4.5 Baths ⋅ 225081518 MLS

Exclusive multi-million dollar lake front home with picturesque lake views and private lake access. This elegant residence offers a rare blend of privacy, natural beauty and refined living—a true hidden gem in a tropical paradise. Enjoy amazing lake views from this cozy home featuring 4 bedrooms + Den and 4.5 baths. Tile flooring and attention to modern detail. The gourmet kitchen is a statement of contemporary luxury, featuring custom-designed cabinetry, and high-end finishes curated for the discerning chef. The opulent primary suite is a sanctuary of comfort and sophistication, complete with dual rainfall showers, a deep soaking tub, and refined lighting design to evoke a spa-like experience. Expansive sliding doors lead to a stunning outdoor oasis, where a heated pool and spa with wireless controls overlook the lake. The lanai also includes an enclosure for a seamless resort-style experience. Additional highlights include hurricane-impact windows and doors, custom lighting throughout, a paver driveway, and a gated entrance for enhanced privacy and security. Ideally located just minutes from CREW Bird Rookery Trails, Audubon Corkscrew Swamp Sanctuary, Big Corkscrew Island Regional Park, and everyday conveniences—this estate offers an unmatched lifestyle immersed in nature and luxury. PERFECT FOR WEEKEND GETAWAYS OR RETIREMENT LIVING.. 60,000+ ACRE LAND BACKYARD IS A NATURAL RESERVE. BIRD ROOKERY SWAMP IS PRESERVED AND PROVIDES A SANCTUARY FOR AT LEAST 45 KINDS OF BIRDS, INCLUDING SOME PROTECTED AND THREATENED SPECIES. BEAUTIFUL, PEACEFUL AND QUIET AREA.

515 Shady Hollow BLVD W, Naples

$7,995,000

4 Beds ⋅ 4 Baths ⋅ 225080881 MLS

Turnkey and truly spectacular, this waterfront estate offers 126 feet of pristine water frontage and an oversized dock! This is the opportunity you’ve been dreaming of—an elegantly updated, prestige Mediterranean-style residence featuring 4 bedrooms plus a den, 4 baths, and over a story and a half of luxurious living space. Enjoy scenic western water views and an exceptional outdoor lifestyle with a lighted wrap-around walkway, 16,000 lb. boat lift, and quick, direct access to the Gulf of Mexico—just minutes away by boat. Enter through wrought-iron gates to a paved circular driveway and 3-car garage. Double doors lead into an elegant foyer flowing into sophisticated living and dining rooms. The superb island kitchen is appointed with Taj Mahal Quartzite countertops, brand-new Café appliances, a wet bar, dining buffet, and modern soft-close wood cabinetry. Luxurious finishes continue throughout: the master and guest baths feature Cristallo Quartzite, while the family bath highlights stunning Agate precious stone. Additional upscale amenities include COREtec luxury vinyl flooring, a Lumitron lighting system, tray ceilings, crown molding, and impact-resistant windows throughout. Private membership to the Moorings Beach Club is available, and with quick access to the world-class dining and boutique shopping of 5th Ave. S—plus the beach less than a mile away—you’ll experience the best of Naples living at your doorstep.

216 Spring Line DR, Naples

$630,000

2 Beds ⋅ 2 Baths ⋅ 225081090 MLS

FRESHLY UPDATED & READY TO IMPRESS. Welcome to 3134 Santorini Ct, a beautifully refreshed 2-bedroom + den, 2-bath villa with a private screened pool in the gated Santorini enclave of Olde Cypress. Recently transformed with High-End LVP Flooring throughout and a complete interior repaint in Sherwin-Williams Greek Villa, this home now offers the fresh, light and sophisticated feel today’s Naples buyers are looking for. Step inside and the difference is immediate. The new flooring flows seamlessly throughout the home, while the warm, soft-white interior complements soaring ceilings, architectural details and an open-concept floor plan filled with natural light. The spacious great room opens directly to the screened lanai and pool, creating effortless indoor-outdoor living with a peaceful green backdrop. At the heart of the home, the kitchen features abundant cabinetry, generous counter space, stainless steel appliances and breakfast seating while remaining open to the main living areas—ideal for both everyday living and entertaining. The private primary suite offers direct lanai access, a spacious walk-in closet and ensuite bath with dual sinks and a walk-in shower. A separate guest bedroom provides privacy for visitors, while the spacious den with closet, custom built-ins and plantation shutters offers exceptional flexibility as a home office, media room or additional guest space. Outside, the private screened pool and lanai create your own Florida retreat. Enjoy morning coffee, an afternoon swim or evenings outdoors surrounded by tropical landscaping and tranquil green views. Olde Cypress offers an exceptional North Naples lifestyle with a beautifully appointed clubhouse, fitness center, tennis, pickleball and bocce, along with the P.B. Dye-designed championship golf course with OPTIONAL GOLF MEMBERSHIP. Ideally located with convenient access to shopping, dining, I-75 and Naples’ renowned Gulf beaches, 3134 Santorini Ct combines location, lifestyle and the advantage of major interior updates already completed. New floors. Fresh paint. Private pool. A fresh opportunity in Olde Cypress. Come see the transformation for yourself.

3134 Santorini CT, Naples

$1,195,000

3 Beds ⋅ 2.5 Baths ⋅ 225081037 MLS

THE PERFECT 1031 EXCHANGE.. ASK ME HOW!!! Experience timeless Olde Florida charm blended seamlessly with the refined coastal aesthetic of today in this beautifully curated cottage-style pool home. Situated on the desirable Woodside Avenue—just south of Thomasson and steps from Bayshore Drive—this property offers exceptional walkability to the Naples Botanical Gardens, making it a dream location for outdoor enthusiasts. A classic Southern-style front porch, complete with a charming porch swing and white picket fence, sets the tone for the warmth and character found inside. Thoughtfully designed landscaping enhances privacy while adding to the home’s inviting curb appeal. Enjoy the SOUTHERN EXPOSURE pool side, you won't be disappointed. Could be a great place to park money for investment purposes, as the sellers could have interest in renting it long term until they decide where they would like to go! Rare opportunity! Inside, an open-concept layout creates effortless flow between the living room, dining area, and chef-inspired kitchen—perfect for entertaining or relaxing with family and friends. The main level features a serene primary suite, a versatile office or fourth bedroom, a stylish powder room, and a spacious walk-in laundry room with valuable storage beneath the staircase. Upstairs, a Jack-and-Jill bedroom configuration (with one room currently serving as a second office) provides generous closet and storage space. Luxury vinyl flooring spans the entire home, complemented by custom detailing on the staircase for both beauty and durability. The garage has a private door and can be converted into a fabulous office space for 2, letting you use all the bedrooms, for well bedrooms. The pool area is a true highlight—this custom-designed above-ground “walk-in” pool eliminates the need for stairs and offers immediate access to a sun shelf for effortless enjoyment. An impact-glass banister adds a touch of modern elegance, while Azek decking and lush, low-maintenance landscaping create a private, resort-style retreat. The saltwater pool features both heating and cooling systems for year-round comfort. The property’s outdoor layout has been carefully planned with functionality in mind, including a long brick-paved driveway that extends from the front to the rear of the home—ideal for additional secure parking, a boat, or a golf cart. A detached garage provides even more storage and flexibility to perhaps create your office space there vs in the office. Great use of space... Beautifully maintained, thoughtfully upgraded, and ideally located, this coastal cottage offers the perfect blend of character, comfort, and contemporary luxury.

3060 Woodside AVE, Naples

$5,745,000

6 Beds ⋅ 6.5 Baths ⋅ 225079573 MLS

Extraordinary New-construction estate with NO HOA.... designed for multigenerational living. This private gated home offers more than 5,411 sq ft of AC living space over 10,000 total living space, delivering the perfect blend of seclusion & sophistication. Thoughtfully designed, the residence features 6 private ensuites, ensuring exceptional comfort for family and guests alike. A standout feature is the 548-square-foot private poolside casita, offering a rare level of independence and flexibility. Complete with its own full kitchen, living room, bedroom, bathroom, & laundry, the casita is ideally suited for in-laws, adult children, multigenerational living, extended family, who desire privacy and a fully self-contained living environment—all while remaining just steps from the main residence. The home has 4 kitchens—including a show-stopping gourmet chef’s kitchen, a fully equipped butler’s kitchen, and a luxurious outdoor kitchen—creating an unmatched environment for both daily living and large-scale entertaining. The kitchen is outfitted with elite appliances such as a Wolf range, Sub-Zero and Cove refrigeration, and Bosch systems, complemented by stunning Crystallo Quartzite waterfall countertops. Throughout the home, the builder crafted custom handmade inverted masterpiece ceilings, beautifully accented with both uplighting & downlighting to create a dramatic, high-end ambiance. Furnished by Robb & Stucky, the interior exudes luxury at every turn, showcasing two expansive living areas, a dedicated office, and a striking glass staircase. Soaring 12.5-foot ceilings enhance the main living spaces, while a breathtaking 25-foot ceiling in the grand foyer makes an unforgettable first impression. Contemporary water vapor fireplaces provide the visual sophistication of traditional fireplaces while offering a serene, maintenance-free experience indoors and outdoors. The resort-style outdoor oasis includes a stunning pool & spa, beautiful water features, fire bowls, a built-in fire-pit seating area, hurricane-impact windows and doors, and an impressive generator to ensure uninterrupted comfort. 3 laundry rooms—along with a 4-car garage, elevator, and expansive outdoor living spaces designed for both entertaining and quiet relaxation. The primary suite is on the main level, while the separate casita offers an exceptional solution for buyers seeking true multigenerational flexibility without sacrificing privacy or luxury. Whether accommodating aging parents, adult children, extended family, or guests, this thoughtfully designed space functions as a private residence within the estate. Perfect for the luxury buyer who demands the very best, this estate offers unparalleled elegance, privacy, flexibility, and craftsmanship in one of Naples’ most sought-after neighborhoods. An exceptional opportunity for a large family that loves to entertain and for those seeking the rare combination of luxury living and independent multigenerational accommodations.

2272 Oakes BLVD, Naples

$8,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225080095 MLS

Timeless elegance meets comforting warmth in one of Naples’ most exclusive waterfront communities. This rarely occupied, like-new residence feels instantly intimate, modern, sophisticated, and thoughtfully designed without being too overwhelming. With four spacious bedrooms and four full bathrooms, plus a private guest suite complete with its own den, bedroom, and bath, offering access from both inside and outside the home, this property provides exceptional flexibility for families and guests. Perfectly positioned on a wide canal with a large private dock, boat lift, and floating dock. With a desirable eastern exposure, the property welcomes each day with cheerful morning sun. Here, luxury living meets unmatched Gulf access, with deepwater canals and minutes to the public beach. Enjoy quiet, tree-lined streets, custom estate homes, and a true boating lifestyle, only a short distance to Third Street South’s dining and boutiques. A truly inviting coastal retreat where luxury feels personal, effortless, and undeniably timeless.

1935 7th ST S, Naples

$699,000

3 Beds ⋅ 3 Baths ⋅ 225079693 MLS

Beautifully Renovated Single-Family Pool Home in one of the most desirable neighborhoods - Quail Crossings in North Naples with EXTREMELY LOW HOA FEES! This is a perfect home for entertaining, inside and out! The exterior of the home has a new roof 2021, impact rated garage door, and provides for natural light and true Florida living with the french doors leading out to your own backyard oasis with gazebo and built in kitchen/bar area. The interior offers a split floorplan 3 Bedroom + Den/Office/3 Bathroom layout, featuring stunning Travertine flooring, updated bathrooms a built-out bar area off the formal dining room and custom built-in cabinetry throughout the home. You will look forward to pure relaxation each evening enjoying the Gulf Coast's stunning sunsets.

431 Ibis WAY, Naples

$1,950,000

3 Beds ⋅ 3 Baths ⋅ 225073028 MLS

Discover the finest of Florida living. Some homes simply have it all — and 4964 Andros Drive is one of them. Nestled within the coveted Isles of Collier Preserve, this meticulously maintained Jasmine Grande showcases 3 bedrooms, a den, and 3 full bathrooms across nearly 3,000 square feet of thoughtfully designed living space, all wrapped in the kind of quality and elegance that defines Naples at its best. Step inside and be immediately greeted by soaring ceilings and an open, airy floor plan that draws your eye straight through to the outdoors. The 10-foot pocketing impact sliding doors and pocketing kitchen window create a seamless transition between indoor and outdoor living — a hallmark of the Florida lifestyle. The dream kitchen is a culinary enthusiast’s haven, featuring a Viking cooktop, refrigerator, and a spacious island perfect for both meal prep and entertaining. Refined finishes throughout — including plantation shutters, crown molding, and ceramic tile in the bathrooms — elevate every room with timeless coastal elegance. Outside, the screened lanai with pool and spa invites you to unwind in your own private resort, whether you’re hosting a sunset gathering or simply soaking in the warm Naples air. The lush surroundings of the Isles of Collier Preserve provide the perfect natural backdrop. The Isles of Collier Preserve is a beautiful gated community positioned on the edge of Rookery Bay Reserve, surrounded by unparalleled natural beauty. Resort-style amenities include a magnificent clubhouse with fitness center, men’s and women’s saunas, a resort-style pool, separate lap pool, tennis, pickleball, bocce, canoeing, kayaking, and the poolside Overlook Bar & Grill restaurant. And the location is unbeatable — just five minutes from the Naples Botanical Gardens and four miles from Old Naples’ internationally acclaimed restaurants, fine shopping, and white sugar sand beaches on the Gulf. This is more than a home — it’s a lifestyle. Welcome to 4964 Andros Drive.

4964 Andros DR, Naples

$1,645,000

4 Beds ⋅ 3 Baths ⋅ 225078987 MLS

Located in the upscale and highly sought-after community of The Classics Plantation Estates, this residence perfectly embodies the Florida lifestyle. From the moment you drive through the gates, you’ll notice lush landscaping, tree-lined sidewalks ideal for morning walks, and architecturally distinct homes. This property stands out—situated on a large corner lot with a rare side yard that can be fenced, perfect for a spacious dog run. The exterior has been freshly painted, enhancing its curb appeal against the vibrant green landscape. A three-car side-entry garage and an oversized paved driveway create an impressive front elevation. Step inside this stunning courtyard-style home, offering approximately 600 sq. ft. of outdoor living space. The custom pool with cascading waterfalls serves as the centerpiece, surrounded by multiple seating areas ideal for relaxing or entertaining. Featuring 4 bedrooms and 3 en-suite baths, this home ensures comfort and privacy for family and guests. The open-concept floor plan seamlessly connects the kitchen, dining, and family rooms. The kitchen showcases newer stainless steel appliances, granite countertops, a walk-in pantry, and a wraparound breakfast bar. The cabana suite offers exceptional privacy with its own entrance, full bath, and morning kitchen—perfect for guests or multigenerational living. Additional highlights include wood flooring in the primary bedroom, den, and cabana suite, and tile throughout the main living areas. Zero-edge sliders in the living and family rooms open fully to the courtyard, blending indoor and outdoor living. Dining options abound—casual dining in the custom banquette, extended breakfast bar, formal dining area, or al fresco by the pool. The home features impact windows throughout and three HVAC zones, all replaced within the last four years, for energy-efficient comfort. Ownership includes automatic membership to the award-winning Players Club & Spa, where residents enjoy a 3,600 sq. ft. fitness center, resort and lap pools, indoor and outdoor dining, 12 lighted Har-Tru tennis courts, 4 pickleball courts, bocce courts, indoor & outdoor restaurants and a wide variety of social activities and clubs. At The Classics Plantation Estates, you’re not just buying a home—you’re embracing a lifestyle of leisure, community, and resort-style living.

7749 Classics DR, Naples

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