4 Bedroom Homes for Sale in Olde Naples, Naples, FL

4 Beds ⋅ 4.5 Baths ⋅ 226032568 MLS ⋅ Olde Naples BLDG.

In the heart of Olde Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Homes in 2025, captures the timeless charm of a classic Naples cottage while delivering the craftsmanship, sophistication and conveniences of a modern luxury home. Offered beautifully furnished, the residence feels distinctly at home among the enchanting streets of Olde Naples, with coastal architecture and thoughtful details creating an elegant sense of place from the moment you arrive. Inside, every square inch has been thoughtfully maximized for effortless resort-style living. The light-filled great room is wrapped in windows and opens seamlessly to the outdoor living areas, while warm wood flooring, detailed millwork and a beautifully crafted ceiling bring character and dimension. At the center of the home, a chef's kitchen pairs timeless cabinetry with an expansive island, gas cooking and Thermador appliances. A dedicated coffee bar and impressive butler's pantry elevate everyday living with an ice maker, second dishwasher and refrigerated beverage drawers. The adjoining dining area is designed equally for intimate dinners and lively gatherings, anchored by a dramatic bar feature wall with a full-size wine refrigerator and separate beverage refrigerator. Nearly every main living space is connected visually and physically to the home's sparkling pool and spa, creating the relaxed indoor-outdoor lifestyle for which Naples is celebrated. A bright, inviting sundeck extends along the side of the residence, and a charming side yard with a turf putting green adds another unexpected element of recreation. The first-floor primary suite is a serene, light-filled retreat, beautifully finished with a luxurious bath featuring a freestanding soaking tub, oversized shower and generous walk-in closet. Upstairs, guests enjoy an exceptional level of privacy with two beautifully appointed en-suite bedrooms, a second primary suite with a spa-inspired bath, dedicated den and a charming bunk room with accommodations for four. A second-floor washer and dryer adds thoughtful convenience for family and guests. Completing the residence is an oversized two-car garage with generous ceiling height and room for vehicle lifts, plus a full-home generator. With its combination of classic Olde Naples architecture, nearly new construction, sophisticated furnishings, and incredible location, this exceptional residence offers the rare opportunity to enjoy the character of a timeless coastal cottage without compromising the luxuries of a thoughtfully designed modern home.

844 8th S St, Naples

$6,250,000

4 Beds ⋅ 4 Baths ⋅ 226031870 MLS ⋅ Olde Naples BLDG.

Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare opportunity to build a remarkable new residence in one of Olde Naples’ most desirable locations. Enjoy equal walking distance to Fifth Avenue South and Third Street South, with the Gulf, Naples Pier, Cambier Park, The Dock, Tin City, and many of downtown Naples’ most popular destinations all nearby. The generous lot dimensions, central location, and exceptional walkability create an outstanding setting for a thoughtfully designed new residence. The property may also offer the potential for a future lot split, creating additional redevelopment possibilities, subject to applicable approvals. Whether envisioned as a sophisticated coastal retreat or an impressive full-time residence, the property offers the space and setting to bring a distinctive vision to life while enjoying everything Olde Naples has to offer just moments away. The property is currently improved with a concrete block duplex-style residence and additional cottages, offering flexibility while planning for its future. A unique opportunity to build or redevelop on an exceptionally sized lot in the very center of Olde Naples.

560 9th S Ave, Naples

$8,995,000

4 Beds ⋅ 5.5 Baths ⋅ 226031431 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11th S Ave, Naples

$6,100,000

4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS ⋅ Olde Naples BLDG.

Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Ave, 3rd St, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd N Ave, Naples

$5,995,000

4 Beds ⋅ 4.5 Baths ⋅ 226028036 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples

1165 8th S St Unit #201, Naples

$6,795,000

4 Beds ⋅ 4.5 Baths ⋅ 226028042 MLS ⋅ Olde Naples BLDG.

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8th S St Unit #202, Naples

$7,695,000

4 Beds ⋅ 4.5 Baths ⋅ 226028046 MLS ⋅ Olde Naples BLDG.

Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal living, each residence offers more than 4,300 square feet with 4 bedrooms, 4.5 baths, 2-3 car private garages and a thoughtfully planned layout that transitions effortlessly from quiet mornings to evenings spent entertaining. A boutique lobby creates an elegant sense of arrival before opening into light-filled private residences framed by floor-to-ceiling glass. Expansive bay views provide a captivating backdrop throughout the main living areas, while generous terraces embrace the waterfront setting. At the heart of the home, an open-concept great room with a sleek linear gas fireplace offers a sophisticated yet comfortable gathering space. Thoughtfully designed for luxurious everyday living and effortless entertaining, the gourmet kitchen features European cabinetry, premium appliances, built-in refrigerator and freezer columns, a six-burner gas range, quartz countertops, and a 12-foot island. A butler’s pantry with a built-in coffee system, custom wet bar, and a passive wine room complete the elevated entertaining experience. The owner’s suite is a serene retreat with direct terrace access and a spa-inspired bath featuring a freestanding soaking tub, oversized walk-in shower, dual vanities, and designer finishes. A versatile first-floor flex space can be tailored as a private office, fitness studio, media room, or wellness retreat. Above it all, the rooftop deck awaits with a stunning pool, outdoor kitchen, and inviting lounge areas, all offering 360-degree panoramic views of Naples Bay, the Gulf skyline, and evening sunsets. Ideally situated near the celebrated dining, shopping, and entertainment of 5th Avenue South and 3rd Street South, Vela Bay also offers convenient access to Naples’ white-sand beaches, Naples Airport, and Southwest Florida International Airport. Construction of Phase II is scheduled to begin in fall 2026 and is planned to introduce four additional residences, with pricing starting just under $10 million. With a limited collection of homes, Vela Bay offers a distinctive opportunity to experience contemporary waterfront living in the heart of Olde Naples.

1165 8th S St Unit #302, Naples

$6,300,000

4 Beds ⋅ 5.5 Baths ⋅ 226024974 MLS ⋅ Olde Naples BLDG.

TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity to embrace today's luxury lifestyle while investing in tomorrow's possibilities. Just moments from the Gulf beaches, Fifth Avenue South, Third Street South, and the exciting transformation reshaping Downtown Naples, this exceptional property appeals to two distinct buyers: those seeking a sophisticated, move-in-ready luxury home and those who recognize the extraordinary long-term value of one of Old Naples' premier homesites. Thoughtfully reconstructed and beautifully updated, the home blends timeless coastal elegance with comfortable everyday living. Expansive open-concept gathering spaces flow effortlessly from the gourmet kitchen to the indoor and outdoor living areas, creating the perfect setting for everything from intimate family dinners to large-scale entertaining. A private upstairs guest retreat offers exceptional flexibility for extended family, visiting guests, or a secluded home office, while every space has been designed with both comfort and functionality in mind. Equally impressive is the outdoor setting. Unlike many Old Naples properties where the home occupies nearly the entire lot, this residence offers a southern-exposure backyard with room to truly enjoy the Florida lifestyle. Relax beside the pool and spa, envision a custom outdoor kitchen, entertain beneath the stars, or simply enjoy the rare open green space for children, grandchildren, or pets to play. Beyond the property itself lies one of its most compelling attributes; its location at the center of the next chapter of Old Naples. As remarkable new luxury developments, elevated hospitality experiences, world-class dining, boutique shopping, and exciting new destinations continue to redefine the downtown landscape, this already coveted neighborhood is becoming even more desirable. More than simply acquiring a beautiful home, you're investing in one of Old Naples' most coveted locations—offering the rare opportunity to enjoy TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS.

742 11th S Ave, Naples

$9,750,000

4 Beds ⋅ 5.5 Baths ⋅ 226019430 MLS ⋅ Olde Naples BLDG.

One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad S Ave, Naples

$4,950,000

4 Beds ⋅ 4.5 Baths ⋅ 226014208 MLS ⋅ Olde Naples BLDG.

(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking distance to 5th Avenue South and 3rd Street offers an endless variety of dining and shopping experiences. Boater? Naples Bay is a short walk away with the Naples Marina just across the street. Looking for the Beach? just head west. Find your spot in the sand with over 40 public beach access points to choose from. The home features 4 bedrooms, 4.5 baths and a 2 car garage. The open floor plan features beautiful hardwood flooring in each room, soaring ceilings, and floor-to-ceiling windows offering endless natural light. Perched at the Western end of Jumby Bay, this home stands out with unmatched privacy and extra space. It is the only residence in the development whose pool does not back up to another home, delivering a truly secluded outdoor area. In addition, 912 sits on a larger .19-acre lot compared to the .14-acre lots of central homes, creating a generous yard beside the pool. The chef’s kitchen is equipped with premium appliances including a Viking oven and cooktop, Miele refrigerator, Miele dishwasher, Miele convection microwave, and Uline wine cooler. A huge center island serves as the heart of the home, perfect for food preparation, casual dining, or buffet service. The lushly landscaped lanai is accessible from the great room and kitchen through multiple French doors, offering a covered and screened seating and dining area with cabana bath, plus a gas grill in the open space. Just beyond lies the sun-drenched 32-foot pool, spacious spa, and pergola-covered seating. This is the perfect spot for relaxing or entertaining day or night. Off the pool, you’ll find a private first-floor guest bedroom. On the second floor, The oversized master suite boasts dual walk-in closets designed for maximum functionality, a floating tub, and a large separate shower. Down the hall you’ll find a guest room with an en-suite bathroom and balcony. Above the garage and accessible from the main residence or a private alleyway entrance sits a versatile bonus space that can serve as a guest casita, office, or fitness center complete with a private bath. The HOA fee includes landscaping and pool maintenance, with weekly cleanings. On-street improvements also provide additional parking right on 9th Ave. Schedule your private showing today and make 912 9th Ave S. your new address in paradise!

912 9th S Ave, Naples

$6,495,000

4 Beds ⋅ 5.5 Baths ⋅ 226017050 MLS ⋅ Olde Naples BLDG.

Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences. Enjoy the sugar-white sands of the Gulf just moments away. This impeccably designed residence embodies refined coastal elegance, offering four lavish bedroom suites—each with a private ensuite bath and spacious walk-in closet—alongside a private study, stylish powder room and dedicated pool bath. Every detail has been thoughtfully curated, from the oversized four-car garage to the seamless indoor-outdoor living experience. An expansive covered lanai, complete with a fully appointed outdoor kitchen, frames the sparkling pool and creates a captivating setting for sunset dinners and sophisticated entertaining. A rare blend of luxury, comfort, and prime location—this is Naples living at its finest.

545 13th S Ave, Naples

$6,495,000

4 Beds ⋅ 5.5 Baths ⋅ 226011370 MLS ⋅ Olde Naples BLDG.

Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th S St, Naples

4 Bedroom Homes for Sale in Olde Naples, Naples, FL

All 4 Bedroom Homes for Sale in Olde Naples, Naples, FL

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