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

1 Beds ⋅ 1 Baths ⋅ 226003580 MLS ⋅ Olde Naples BLDG.

Park Terrace Club – Olde Naples Gem: Exceptional Location! Welcome to Park Terrace Club, one of Olde Naples’ most desirable condominium communities, showcasing classic Florida living just moments from pristine Gulf beaches, world-class dining, boutique shops, and cultural attractions. This inviting 1-bed, 1-bath condo lives large with a well-designed 712 square feet of living space — ideal for seasonal escapes or full-time Southwest Florida living. Highlight Features: • Prime Olde Naples Location: Ideally situated just minutes from the sugar-sand beaches of the Gulf of Mexico, historic 5th Avenue South, and vibrant 3rd Street South shops and restaurants. Enjoy effortless walkability to shopping, dining, theaters, parks, and community amenities. • Spacious & Functional Layout: Comfortable floor plan optimized for the Florida lifestyle, featuring bright living spaces, a generous bedroom suite, and thoughtfully planned interiors. • Kitchen features a black SMEG 50’s-style refrigerator (2025), offering a stylish blend of vintage charm and modern appeal. • Equipped with a Kinetico water filtration system (2025) in the kitchen for enhanced water quality. • Recently installed dishwasher (2025). • Impact Sliding Door & Bedroom Window: Impact-rated sliding glass door and primary bedroom window provide peace of mind, energy efficiency, and storm protection. • Second-Floor, Top-Floor Residence: Elevated positioning offers pleasant views and coastal breezes from the balcony — an ideal spot for morning coffee or evening relaxation. • Modern Systems: Building mechanicals and major systems are well maintained, including an AC system replaced approximately six years ago for year-round comfort. Community Features: • Low-Rise, Quiet Building: Boutique condominium community emphasizing privacy and relaxed coastal living. • Heated Community Pool: Inviting pool and sun deck perfect for socializing, relaxing, or unwinding after a beach day. • Elevator Access & Common Laundry Facilities (2nd Floor): Added convenience for everyday living. • Reserved Parking & Storage (3rd Floor): Assigned parking space plus a private storage locker. Lifestyle & Walkability: Live where others vacation. Stroll to the Naples Public Library, Cambier Park and tennis courts, Baker Park, the Gordon River Greenway, gourmet markets such as Wynn’s, and nearby top-tier healthcare. Approximately one block from Naples Community Hospital and just steps from the vibrant energy of downtown Olde Naples.

72 7th S St Unit 206, Naples

$29,500,000

6 Beds ⋅ 5.5 Baths ⋅ 226001239 MLS ⋅ Olde Naples BLDG.

An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf frontage, delivering an unparalleled combination of privacy, scale, and a prime location just blocks from the world-class boutiques, galleries, and dining of Fifth Avenue South and Third Street South. Designed by acclaimed architect Richard Morris, the art deco–inspired residence was masterfully conceived to frame sweeping Gulf views and sunsets, showcase fine art and create a seamless indoor–outdoor living experience that feels grand and intimate. A dramatic arrival unfolds into a soaring 22-foot foyer, where a sweeping staircase and private elevator lead to an elevated art gallery, immediately establishing the home’s architectural presence and refined elegance. The light-filled great room serves as the heart of the residence, flowing effortlessly into the dining area, expansive lanai and a sophisticated lounge highlighted by custom millwork and a wet bar, ideal for entertaining against a backdrop of endless blue horizons. A sculptural spiral staircase ascends to a private observation deck, offering breathtaking panoramic views of the Gulf and unforgettable sunsets. The generous kitchen suite is designed for effortless hosting, featuring an open-concept layout with indoor and outdoor dining counters, a walk-in pantry and high-end stainless-steel appliances. The primary suite is a secluded beachfront retreat with direct access to a Gulf-front balcony, pool and lanai, complemented by a spa-inspired bath with a glass-enclosed walk-in shower and mesmerizing water views. Just a short distance away, a private bedroom or den offers flexibility as a refined home office or serene sanctuary. The east wing of the home hosts four spacious en-suite bedrooms and a dedicated laundry, while the northeast bedroom, bathed in exceptional natural light with abundant storage, lends itself beautifully as an artist’s studio or creative space. Outdoors, an elevated screened courtyard and lushly landscaped gardens create a tranquil oasis for year-round enjoyment, while the expansive covered lanai, complete with a kitchenette and dining area, invites relaxed coastal entertaining. Built with exterior block construction, a first-floor elevation exceeding 19 feet above NGVD and electric storm shutters, the home offers exceptional peace of mind along with enduring quality. Professional landscaping, architectural lighting, and iconic outdoor sculptures complete this remarkable setting. Beyond its immediate beauty, the property also presents an extraordinary future opportunity, with the potential to create a 10,000–15,000 square-foot custom beachfront estate, making this a once-in-a-generation offering that blends luxury, lifestyle and limitless possibility in one of Naples desired beachfront locations.

30 3rd S Ave, Naples

$12,500,000

5 Beds ⋅ 7.5 Baths ⋅ 226002046 MLS ⋅ Olde Naples BLDG.

A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,500 square feet of refined AC-living with timeless architecture and exquisite craftsmanship. Features include a grand two-story foyer, coffered ceilings, rich millwork, library, formal dining, and expansive living spaces filled with natural light. The chef’s kitchen boasts Wolf and Sub-Zero appliances, dual islands, marble prep areas, butler’s pantry, and wine cellar. The luxurious master suite offers a sitting area, dual walk-in closets, spa bath, and private balcony. Outdoor living includes a heated, salt system pool and spa, outdoor kitchen, fireplace, lush landscaping, and shaded entertaining areas. Rare, air-conditioned garage for 10+ vehicles, impact windows and doors, private elevator, and generator. High and dry, moments to beaches, dining, and shopping—this is Old Naples luxury at its finest.

140 3rd S Ave, Naples

$6,950,000

4 Beds ⋅ 4.5 Baths ⋅ 225077814 MLS ⋅ Olde Naples BLDG.

Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designed through the collaboration of Integral Builders, Lotus Architecture, and L1 Design, this two-story masterpiece spans over 4,100 square feet of sophisticated living space. A grand entry introduces the home’s light-filled interior, where soaring 22-foot ceilings and expansive glass walls create an effortless indoor-outdoor flow. The open-concept design centers around a dramatic great room with a striking feature wall and fireplace, seamlessly connected to a dining area and an elegant chef’s kitchen. Outfitted with Wolf and Sub-Zero appliances, an impressive waterfall-edge island, and a spacious walk-in pantry, the kitchen combines beauty and function in perfect harmony. The first floor features two serene bedroom suites, including a luxurious primary suite with shiplap ceiling detail, a spa-like bath, dual closets, and private access to a sunlit terrace. A dedicated study with sliding barn doors provides an ideal work-from-home retreat. Upstairs, guests are treated to two additional en suite bedrooms, a comfortable loft lounge, and a balcony overlooking the pool. Outdoors, the home’s resort-inspired design continues with a covered lanai, outdoor fireplace, full summer kitchen, and a sparkling pool and spa—an entertainer’s dream. Completing the property is a 4 bay garage, ideal for car enthusiasts or extra storage. Originally crafted as a model residence, this home showcases elevated design elements and thoughtful architectural details throughout—a stunning statement of coastal luxury just two blocks from the beach.

405 7th N Ave, Naples

$9,900,000

5 Beds ⋅ 5.5 Baths ⋅ 225078983 MLS ⋅ Olde Naples BLDG.

One block from the beach and two blocks from the fine dining and boutiques of historic Third Street South. An exceptional all-concrete custom home crafted by Grand Bay Development that embodies the best of Naples' luxury living. Built to a 15 foot elevation for peace of mind. Featuring 5 bedrooms, 2 dens, plus a flex room off of the pool area and 5 & 1/2 bathrooms. Every detail reflects a commitment to world-class design and craftsmanship, from the curated global finishes to the tropical connection between indoor and outdoor living. Updated in 2021 with new HVAC's, beautiful wall coverings and finishes as well as a gourmet kitchen adorned with Cristallo Quartzite serving as the heart of the home, with beautiful hardwoods that are increasingly rare, and surrounded by spectacular greenery that creates a sense of privacy and retreat. A custom wet bar with agate stonework opens to the elegant great room, where walls of glass frame western facing terraces. The primary suite offers an elevated sense of serenity with a private balcony. A rooftop deck not to be rivaled provides panoramic views of the coastline, breathtaking sunsets, and the Naples skyline. The southern facing lanai features a vanishing-edge saltwater pool, expansive covered entertaining areas protected by screens and shutters, and meticulously designed tropical landscaping. Combining architectural integrity, global inspiration, and an unmatched location, this residence defines a warm and inviting luxury along the Naples coast.

1441 Gulf Shore S Blvd, Naples

$10,999,000

4 Beds ⋅ 5.5 Baths ⋅ 225077098 MLS ⋅ Olde Naples BLDG.

This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&E Builders and the celebrated Ruta Menaghlazi of Theory Design—this one-of-a-kind property effortlessly blends impeccable craftsmanship with modern elegance. Located just moments from the pristine sugar-sand beaches and within walking distance to the world-class shopping, dining, and entertainment of 5th Avenue South, 3rd Street, and the highly anticipated Naples Beach Club, it offers an unparalleled lifestyle. Upon entering, you are greeted by an breathtaking floating staircase that serves as a striking focal point of the home. The open-concept floorplan is bathed in natural light, with soaring ceilings adorned with wood beams that create a beautiful contrast against the sleek ebony accents throughout the home. This is no ordinary new construction—it's a masterpiece that balances warmth and sophistication in a way that feels uniquely refined and inviting. The heart of the home is its exquisite chef’s kitchen, where luxurious marble countertops and backsplashes provide a breathtaking backdrop to an expansive center island—perfect for entertaining and casual dining alike. This culinary haven features top-of-the-line Miele and Sub-Zero appliances, a dream for any gourmet chef, while the tastefully concealed butler’s pantry enhances the kitchen’s functionality, providing ample space for prep and storage. The primary suite is a retreat, curated for relaxation and comfort. The spa-like master bathroom features stunning marble tile, a luxurious soaking tub, and an oversized shower with multiple showerheads for a true resort experience. Step outside to the tranquil pool area, surrounded by lush landscaping. Designed for entertaining, this home boasts an exceptional indoor-outdoor flow. The outdoor space is adorned with a custom-built fireplace, a summer kitchen, and stunning marble accents, creating the perfect environment for alfresco dining or lounging by the pool. Upstairs, an additional living area serves as a versatile loft complete with a full wet bar—ideal for guests or family members to enjoy their own private space separate from the main living area downstairs. The upper level also features the VIP guest suite, equipped with a full kitchenette, making it the perfect in-law or au pair suite for extended stays. With over 5,000 square feet of thoughtfully designed living space, this home represents the pinnacle of indoor-outdoor living in Naples. The blend of European white oak wood flooring, elegant architectural details, and a sophisticated color palette sets the tone for a residence that is both timeless and contemporary. This custom-built masterpiece is more than just a home—it’s a testament to the finest in Naples living, where every detail has been carefully designed for those with discerning taste.

349 2nd N Ave, Naples

$17,950,000

5 Beds ⋅ 7.5 Baths ⋅ 225073939 MLS ⋅ Olde Naples BLDG.

Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Designed by Stofft Cooney Architects, built by Equinox Construction Group, and styled by Freestyle Interior Design, this residence blends timeless elegance with modern functionality. The spacious great room floor plan invites seamless indoor-outdoor living, ideal for both relaxed family life and sophisticated entertaining. A chef’s kitchen equipped with premium appliances and a separate prep kitchen offers versatility for everyday meals or catered gatherings. The home features five bedrooms, five full baths, and three half baths, including two luxurious master suites, one on each level, providing privacy and flexibility for family and guests. Additional spaces include a club room, two laundry rooms, and thoughtfully designed living areas throughout. A three-car garage with alley access preserves the classic charm of the front facade while adding convenience. With white oak wood flooring, high-end finishes, a whole-house generator, and an unbeatable location in one of Naples’ most coveted neighborhoods, this property presents a rare opportunity to enjoy brand-new luxury living just moments from the Gulf of Mexico.

285 Central Ave, Naples

$11,995,000

5 Beds ⋅ 6.5 Baths ⋅ 225068377 MLS ⋅ Olde Naples BLDG.

Just minutes from the world class shopping and dining on 3rd Street South & Fifth Avenue South, this brand new, never lived in residence embodies refined living in the heart of the highly sought after Olde Naples neighborhood. Blending natural textures with contemporary elegance, the home offers five bedrooms + study, light-filled interiors, and a seamless connection to the outdoors. Walls of sliders open the flexible outdoor living area & kitchen to the pool, creating a harmonious flow between inside and out. Unwind as the sun sets, a glass in hand, embraced by the privacy of your own retreat. At the heart of the gourmet kitchen, a dramatic Calacatta Lasa quartzite island anchors the space, complemented by custom SOHO cabinetry and Wolf appliances, while a striking counter to ceiling window bathes the room in natural light. Multiple stone and wood selections throughout create a warm yet modern atmosphere, while the open design makes everyday living and special occasions effortless. The main level wet bar with chilled wine storage is detailed with a romantic blue Quartzite setting the scene for evenings of gathering, while the upstairs morning bar invites guests to begin each day with ease and elegance. Additional details of note include a built-in generator, motorized screens, Control 4 automation, three car garage and quality of construction to last a lifetime. This Olde Naples gem is the perfect balance of luxury, comfort, and location—steps from the Gulf and curated for the ultimate Naples lifestyle.

273 10th S Ave, Naples

$4,950,000

6 Beds ⋅ 4.5 Baths ⋅ 225064774 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 square feet of luxurious living space, this exceptional Olde Naples residence features 6 bedrooms, 4.5 bathrooms, a private den, library, and an impressive third-floor bonus room ideal for entertaining, a media room, game room, or private retreat. Designed for both everyday living and grand-scale entertaining, the gourmet kitchen is a chef's dream, appointed with Sub-Zero and Wolf appliances, dual dishwashers, and an oversized walk in pantry. A dramatic two story foyer, illuminated by an imported chandelier, welcomes you inside and leads to an elegant second floor mezzanine, complemented by a grand staircase and solid mahogany doors throughout. The private backyard oasis features a heated saltwater pool with a tranquil water feature, surrounded by lush tropical landscaping and mature trees for exceptional privacy. From the expansive third floor terrace, enjoy spectacular bird's eye views while watching the City of Naples Fourth of July fireworks, an unforgettable experience from the comfort of your own home. Perfectly positioned in the heart of Olde Naples, this fully remodeled residence is just a short walk to world-class beaches, renowned dining, boutique shopping, and boating. Additional highlights include garage ceiling height designed to accommodate a future vehicle lift, plus multiple flexible living spaces including an exercise room, family room, media room, and bonus room to suit a variety of lifestyles. This is an exceptional opportunity to own one of Olde Naples' largest and most versatile homes at an outstanding value. Combining remarkable size, luxury finishes, and an unbeatable location, this move-in-ready residence is priced to attract immediate interest. Don't miss this rare opportunity, A must see!

1160 8th S St, Naples

$10,499,000

4 Beds ⋅ 6.5 Baths ⋅ 225056392 MLS ⋅ Olde Naples BLDG.

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.

581 14th S Ave, Naples

$10,895,000

5 Beds ⋅ 7.5 Baths ⋅ 224028308 MLS ⋅ Olde Naples BLDG.

Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning deClare Interiors. Open-floor plan w hardwood floors, Wolf/Subzero gourmet kitchen, 2 Cove dishwashers, refrigerator drawers, & wine trough in oversized island. Glass wine display, Solar Innovations folding doors to outdoor entertaining w covered fireplace & outside firepit. Built in grill, pool bath, sun shelf, & large pool. First-floor primary suite w Euro shower/tub, 3 additional en-suite guest bedrooms, separate guest suite, full bath off study. Electric screens & hurricane shutters, whole house generator. Features include built in benches, extensive custom milled wall & ceiling details, 2 laundry rooms, loft/game room, 3 car garage, elevator, Lutron lighting, landscape lighting, walking distance to beaches and upcoming Four Seasons Resort.

690 7th N Ave, Naples

$2,980,000

2 Beds ⋅ 2 Baths ⋅ 224018674 MLS ⋅ Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches.This expansive 2-bedroom, 2-bathroom residence defines elevated living. Unit 303 features a thoughtfully designed open layout, a private one-car garage, and a generous balcony that overlooks the oversized rooftop pool, offering stunning views of downtown Naples. The Cayden offers more than just beautifully crafted homes—it elevates everyday living with exceptional amenities, including a dog run, fitness center, community room, and a secure mailroom. For those seeking a truly personalized touch, this property presents a rare opportunity to work directly with builders to customize the interior features and reflect your unique style.

180 9th S St Unit 303, Naples

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

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

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