Olde Naples Homes for Sale

Olde Naples Homes for Sale

Welcome to Olde Naples, a timeless gem nestled in the heart of Naples, Florida. Known for its charming streets lined with swaying palm trees and picturesque architecture, Olde Naples offers a unique blend of coastal elegance and vibrant community spirit. This historic district is renowned for its stunning waterfront views, pristine beaches, and an array of boutique shops and gourmet dining options that cater to every palate.

The real estate landscape in Olde Naples is as diverse as its residents. Whether you are searching for a luxurious beachfront condo with panoramic Gulf views or a quaint single-family home with lush landscaping, you’ll find an impressive selection of homes for sale that cater to various lifestyles and preferences. Many properties feature classic Mediterranean designs, complete with open floor plans, high ceilings, and exquisite finishes.

Living in Olde Naples means embracing a lifestyle of leisure and sophistication. Residents enjoy easy access to the beautiful sandy shores of Naples Beach, the vibrant atmosphere of 5th Avenue South, and the tranquil waters of Naples Bay. Outdoor enthusiasts can indulge in a variety of activities, from boating and fishing to biking along scenic trails.

With its rich history, stunning natural beauty, and an inviting community, Olde Naples is more than just a place to live; it’s a lifestyle choice. Explore the exceptional homes for sale in this captivating area and discover the unique charm that makes Olde Naples a coveted destination for those seeking a slice of paradise in Florida. Your dream home awaits!

Newest Olde Naples Homes for Sale

5 Beds ⋅ 5 Baths ⋅ 226030692 MLS

Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from Third Street shopping/dining, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. A rare opportunity to enjoy one of the most coveted locations in the nation.

155 20th Avenue S, Naples

5 Beds ⋅ 6 Baths ⋅ 226029571 MLS

This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets and ample storage. The thoughtfully curated details throughout draw inspiration from tropical Dutch West Indies architecture, including wide smoked white oak hardwood flooring and 11 ft ceilings with whitewashed beams. The spacious primary suite opens directly to the pool and lanai and boasts a 15 ft beamed ceiling, motorized blinds and shades, enormous bath with double sinks, separate tub, multiple shower heads and a generous custom closet. The family room with built-ins opens seamlessly to the kitchen and lanai and a private office/5th bedroom wing offers a quiet retreat of its own. Upstairs, three additional en suite bedrooms surround an expansive game/living room with an exposed high-beam hip ceiling and built-in cabinetry complemented by a full second-floor laundry room and two balconies overlooking the pool and lanai. Outside, the tropical landscaping and full western exposure combine to capture those coveted Naples sunsets and a feeling of being on a perpetual vacation. The lanai is a true entertainer’s oasis with a summer kitchen featuring outdoor grill and sink, covered seating with retractable screens, a shell stone paver pool deck with glass railings, gas-heated pool, large party spa with LED accent lighting, sunny seating areas plus an outdoor shower. Additional features include plantation shutters and motorized shades new in 2024, wired for security and exterior cameras, Lutron lighting system, tankless hot water heater, whole house generator plus attached garage designed with room for car lifts.

1140 8th Street S, Naples

5 Beds ⋅ 7 Baths ⋅ 226029919 MLS

Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown Naples, this exceptional residence has become one of those unmistakable properties that catches the eye of nearly everyone who passes. People stop, admire it, and more often than not, take a picture. Inspired by the owners’ travels throughout the Mediterranean, the architecture is romantic, distinctive and beautifully detailed. At first glance, stately wrought-iron gates crowned with a pineapple finial welcome you to the property. Beyond them, twin limestone staircases gracefully sweep from either side toward the grand front entrance, creating an unforgettable sense of arrival. Look closer and the details become even more captivating: Juliet-style wrought-iron flower boxes, graceful fanlight transoms, open-air terraces, limestone accents and architectural elements reminiscent of a European villa. Then the grand front door opens to a dramatic foyer soaring 24 feet above—revealing that the magnificence of the exterior is only the beginning. It is a first impression you simply don’t forget. No wonder everyone stops to take a picture.

40 5th Avenue S, Naples

4 Beds ⋅ 6 Baths ⋅ 226026258 MLS

Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sphere chandelier. Light-washed oak floors flow into a culinary kitchen with professional gas range & artisan blue beaded statement chandelier. Main-floor primary sanctuary offers direct courtyard access, glass sitting lounge & spa bath with freestanding soaking tub. Upstairs, a sunlit mezzanine loft study overlooks the great room, plus 2 en-suite guest suites and a covered veranda. Detached private guest house with separate entry provides an exclusive retreat or studio. Private tropical courtyard rivals elite resorts, showcasing a pool with cobalt-blue tile spa, triple waterfall wall & loggia with summer kitchen & gas fireplace. Unrivaled walkable lifestyle: 6 blocks to pristine white-sand Gulf beaches, 5 blocks to elite dining/boutiques on 3rd St S & 5 blocks to world-class 5th Ave S shopping.

1011 6th Street S, Naples

5 Beds ⋅ 6 Baths ⋅ 226025231 MLS

Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th Avenue S, Naples

4 Beds ⋅ 6 Baths ⋅ 226024974 MLS

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 Avenue S, Naples

6 Beds ⋅ 7 Baths ⋅ 226024712 MLS

This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk Architecture and The Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th Avenue S, Naples

6 Beds ⋅ 8 Baths ⋅ 226022104 MLS

One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most coveted beach-block streets, just one property from the sugar-sand beaches of the Gulf of America. With Third Street South only moments away, the home’s location offers effortless access to Naples’ finest dining, boutiques, galleries, and the beach—all within an easy walk. Scheduled for completion in 2027, this six-bedroom residence is the collaboration of Beck Architectural Group, acclaimed interior designer Ana Oates, and Kurtz Homes, one of Naples’ most respected custom builders. Together, they have created a home that pairs timeless coastal architecture with refined interiors and meticulous craftsmanship. Offering nearly 7,000 square feet of air-conditioned living space and more than 10,000 square feet under roof, the residence is designed for both elegant entertaining and relaxed everyday living. Expansive walls of glass blur the line between indoors and out, filling the home with natural light and opening to a private outdoor retreat. At its center is a beautifully appointed chef’s kitchen featuring a statement 60-inch La Cornue range, an oversized butler’s pantry, and extensive custom cabinetry. Generous gathering spaces flow effortlessly throughout the home, creating an ideal setting for intimate family living or large-scale entertaining. Outside, the resort-inspired grounds—thoughtfully designed by landscape architect Max Gooding—offer year-round enjoyment with a pool and spa, expansive covered terraces, open-air lounges, a fully equipped outdoor kitchen, and lush tropical landscaping that provides both beauty and privacy. The primary suite offers a tranquil retreat, while five additional guest suites ensure exceptional comfort for family and visitors. Every element of the home has been thoughtfully integrated, from premium materials and architectural detailing to the latest home technology. Few opportunities exist to acquire a newly built residence of this caliber in such an irreplaceable location. Just steps from the Gulf and moments from Third Street South, this is a home defined by exceptional design, enduring quality, and one of the most desirable addresses in Olde Naples.

1100 Gulf Shore Boulevard S, Naples

3 Beds ⋅ 4 Baths ⋅ 226022088 MLS

On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from pristine Gulf beaches and acclaimed dining, shopping and entertainment of Fifth Avenue South. Within The Gables on Sixth Street, an exclusive enclave of only seven residences designed by Harrell & Associates, the home combines privacy, sophistication and an unrivaled location. A gated rear entrance leads to an air-conditioned three-car garage complete with a vehicle lift and custom built-in storage. Spanning more than 4,300 square feet of beautifully designed living space, the light-filled interior showcases rich hardwood and stone flooring, elegant architectural details and a seamless open-concept floor plan. The redesigned chef’s kitchen serves as the heart of the home, featuring premium appliances, custom cabinetry, an oversized island ideal for entertaining and a climate-controlled wine room with capacity for more than 450 bottles. Designed to embrace the Naples lifestyle, expansive walls of glass connect the great room to a stunning outdoor living area. The covered lanai, highlighted by striking glass floor panels suspended above the pool and spa, creates a dramatic architectural focal point. A fully equipped summer kitchen, gas fireplace and retractable screens provide the ideal setting for year-round entertaining and relaxation. The second floor offers three generously sized en-suite guest bedrooms, while the luxurious primary suite serves as a private retreat complete with a serene balcony and spa-inspired bath featuring exceptional finishes and thoughtful design. Blending timeless elegance, modern comfort and extraordinary convenient location, this residence represents a rare opportunity to enjoy a luxurious coastal lifestyle and best of Old Naples living.

32 6th Street S, Naples

5 Beds ⋅ 5 Baths ⋅ 226020603 MLS

Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th Street S, Naples

4 Beds ⋅ 6 Baths ⋅ 226019430 MLS

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 Avenue S, Naples

4 Beds ⋅ 5 Baths ⋅ 226014208 MLS

Accented with the color of morning-lit palms, this 2016 West Indies style home by Jeff Harrell and Associates offers a modern touch to the 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 Avenue S, Naples

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