Explore Homes for Sale in Olde Naples, Naples, FL
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Discover Olde Naples, FL: Exquisite Homes for Sale in Historic Charm

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Explore an unparalleled collection of homes for sale in Olde Naples, Florida, where historic charm meets modern luxury. This prestigious Naples, FL community offers an exclusive opportunity to own property in one of the city's most coveted and walkable neighborhoods. From beautifully restored cottages to newly constructed opulent estates, Olde Naples presents diverse architectural styles. Discover elegant single-family residences, charming bungalows, and sophisticated condominiums, all just steps from pristine Gulf beaches, world-class dining, and boutique shopping on 5th Avenue South and 3rd Street South. Finding your dream home amongst the exceptional Olde Naples homes for sale means embracing a vibrant, upscale coastal lifestyle.

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The Allure of Olde Naples Real Estate

A Premier Location for Homes for Sale

Nestled between the pristine shores of the Gulf of Mexico and the serene waters of Naples Bay, Olde Naples represents the pinnacle of Florida coastal living. This prime position ensures residents of Olde Naples homes for sale are never far from breathtaking sunsets, calming waves, and a vibrant downtown atmosphere. The accessibility to iconic landmarks like the Naples Pier and the bustling activity of 5th Avenue South makes these properties highly coveted.

Historical Significance and Modern Elegance

Olde Naples is distinguished by its unique blend of rich history and contemporary sophistication. Many homes for sale here are beautifully preserved or meticulously restored historic cottages, radiating a timeless appeal. Simultaneously, newly constructed luxury estates seamlessly integrate modern amenities and design, offering a wide spectrum of choices for discerning buyers seeking premium Olde Naples homes for sale that reflect both heritage and innovation.

Architectural Styles and Home Types

Diverse Olde Naples Homes for Sale

The real estate landscape in Olde Naples is wonderfully varied, catering to a range of preferences for homes for sale. Buyers can explore charming Key West-style bungalows, elegant Mediterranean Revival estates, and sleek, contemporary residences. For those desiring more compact luxury, sophisticated condominiums provide unparalleled convenience with proximity to downtown attractions and the beach. Furthermore, options include magnificent beachfront properties offering direct Gulf access and canal-front homes with private docks for boating enthusiasts.

Luxury Features and Custom Builds

Expect nothing less than excellence when viewing Olde Naples homes for sale. Many properties boast high-end finishes, gourmet kitchens, expansive master suites, and private resort-style pools. The demand for bespoke living also fuels a market for custom new construction homes, allowing buyers to design their dream residence from the ground up, tailored precisely to their specifications within this esteemed community.

Lifestyle and Amenities: Beyond the Homes

Walkability and Coastal Access

A defining characteristic of Olde Naples is its exceptional walkability. Residents of Olde Naples homes for sale enjoy the luxury of strolling to world-class beaches, the iconic Naples Pier, and an array of parks. This pedestrian-friendly environment enhances the quality of life, fostering a sense of community and ease of access to natural beauty and urban conveniences alike.

Dining, Shopping, and Cultural Experiences

Beyond the magnificent homes, Olde Naples offers an unparalleled lifestyle rich in culinary delights and boutique shopping. 5th Avenue South is home to upscale restaurants, charming cafes, and designer boutiques, while 3rd Street South features art galleries, unique shops, and a vibrant farmers market. Owning Olde Naples homes for sale means immersing yourself in a culture of refined leisure and entertainment, with frequent events and cultural attractions enriching daily life.

Navigating the Olde Naples Real Estate Market

Understanding the Value of Olde Naples Homes for Sale

The market for Olde Naples homes for sale is consistently robust, reflecting the area's enduring appeal and investment potential. Properties here represent significant value, driven by prime location, luxury features, and the exclusive lifestyle offered. Understanding market trends and property valuations is crucial when considering purchasing in this highly sought-after district.

Finding Your Ideal Home with Broker Brothers

As experts in the Olde Naples real estate market, Broker Brothers specializes in connecting discerning buyers with their perfect home. With an in-depth understanding of the unique neighborhoods and diverse property types, our team is dedicated to guiding you through the selection of exceptional Olde Naples homes for sale, ensuring a seamless and successful acquisition tailored to your desires.

Newest Homes for Sale in Olde Naples, Naples, FL

$1,125,000
2 Beds ⋅ 1 Baths ⋅ 225077233 MLS ⋅ Olde Naples BLDG.
Have it all in this ideal newer construction condo/hotel right next to 5th Ave. S. and beaches! This corner unit has loads of outside space with a wrap around exterior balcony facing west with access from each room. Owners also have the added peace of mind with the option to rent out your unit as often as you like, with 365 nightly rentals allowed per year....rent out nightly, weekly or monthly, whichever works for your renters availability and yours! Turnkey and furnished with all the owner and renter's needs provided by Clive Daniel Home throughout. One covered parking space and extra owners locker besides owner lock closet in unit. Common area rooftop BBQ outdoor kitchen|TV lounge area and electric car chargers in parking lot. Pet friendly to owners. NOTE:150 MAXIMUM STAY FOR OWNERS ANNUALLY DUE TO GRANDFATHERED IN RENTAL FRIENDLY ZONING.

101 8th S St Unit 202, 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
$699,000
2 Beds ⋅ 2 Baths ⋅ 225070302 MLS ⋅ Olde Naples BLDG.
Prime Olde Naples Location! Just steps to 5th Avenue, Cambier Park, and the Gulf beaches, this spacious two bedroom condo presents a rare opportunity to create your own private retreat in one of Naples’ most sought-after neighborhoods. This condo lives and feels like a single family home with two private lanais.Filled with natural light a the residence is ready for you to enjoy since it comes Turnkey Furnished.. This home offers flexible rental options, making it an excellent investment as well as a great getaway. Pet-friendly and perfectly situated, this property is an exceptional chance to experience the walkable, vibrant lifestyle of Olde Naples.

721 9th S St Unit 1, Naples
$425,000
2 Beds ⋅ 2 Baths ⋅ 225073487 MLS ⋅ Olde Naples BLDG.
Move right in and enjoy the best of downtown Naples with this updated corner-unit, 2-bedroom, 2-bath condo in Central Garden. The desirable floor plan is filled with natural light, featuring brand-new impact glass windows throughout and a sliding door that opens to a private balcony — the perfect place to relax and take in vibrant sunset skies. Offered turnkey furnished, the residence is ready for immediate enjoyment. The entire condominium has recently completed an exterior renovation, giving the community a fresh, updated look. Residents enjoy a heated pool surrounded by tropical landscaping, poolside grills, assigned parking with ample guest spaces, extra storage, and high-speed internet and cable. Known for its welcoming atmosphere and unbeatable location just blocks from Naples Beach, Fifth Avenue South, and Wynn’s Market, Central Garden continues to be one of Olde Naples’ best values.

766 Central Ave Unit 313, Naples
$1,699,000
3 Beds ⋅ 2 Baths ⋅ 225072312 MLS ⋅ Olde Naples BLDG.
Perfectly Located in the Heart of Old Naples! Just five blocks from the beach and two blocks from the shops and restaurants of 3rd Street South—with an easy stroll to 5th Avenue South—this first-floor condo offers the ultimate in location and lifestyle. The open-concept floor plan is ideal for entertaining, with a screened lanai only steps from the pool and grill cabana. Impact-resistant doors and windows provide peace of mind, eliminating the need for storm shutters. Your spacious one-car garage is conveniently close by. This residence has remained high and dry through recent storms, with no damage or water intrusion. Inside, you’ll find beautiful bamboo flooring throughout, and the home comes turnkey furnished for immediate enjoyment. The updated primary bath features a large walk-in shower and a bidet. Come experience the charm of Old Naples—one of the most desirable communities in the country. This is more than a home; it’s a lifestyle in paradise.

545 11th S Ave Unit 104, Naples
$510,000
1 Beds ⋅ 1 Baths ⋅ 225069513 MLS ⋅ Olde Naples BLDG.
Discover the perfect blend of coastal charm and modern convenience in this beautifully updated 1-bedroom, 1-bathroom courtyard condo, ideally located in the heart of Olde Naples. Just a short stroll from renowned shopping, dining, and the white-sand beaches of the Gulf, this inviting residence offers the ultimate Naples lifestyle. Step inside to find updated flooring throughout, giving the space a fresh, contemporary feel. The kitchen shines with stainless steel appliances, updated countertops, and a stylish backsplash—perfect for both casual meals and entertaining. Enjoy peace of mind with impact-resistant doors and windows, providing added security, energy efficiency, and storm protection. Tucked within a quiet, lushly landscaped courtyard setting, this condo offers a serene retreat with all the benefits of downtown living. Whether you're looking for a seasonal escape, rental investment, or full-time residence, this charming home checks all the boxes. Don’t miss your chance to own a piece of paradise in one of Naples’ most desirable neighborhoods!

211 8th S Ave Unit 211A, 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
$7,950,000
225052605 MLS ⋅ Olde Naples BLDG.
Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including being a stone's throw from the up-coming Four Seasons - Naples Beach Club, as well as the world-renowned dining, boutique shopping, and cultural venues found on Fifth Avenue South and Third Street South. This is a rare offering in a timeless location—perfect for those seeking a refined lifestyle immersed in the charm and elegance of Olde Naples.

140 2nd N Ave, Naples
$2,390,000
3 Beds ⋅ 3 Baths ⋅ 225022012 MLS ⋅ Olde Naples BLDG.
Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open floor plan seamlessly integrates the living, dining, and kitchen areas, extending to a spacious terrace with breathtaking water views. The wonderful eat-in kitchen is designed for both functionality and charm. The expansive master suite includes a separate tub and shower, custom walk-in closets, and a generous terrace perfect for soaking in the southern sun while watching boats set sail. Designed for exceptional outdoor entertaining, the property boasts multiple spaces, including a rooftop spa, built-in grill, and uninterrupted water views. A unique dual entry—one of which offers convenient street-level access—ensures ease for guests coming and going. Completing this remarkable property is a secure two-car garage located under the building.

1001 10th S Ave Unit 211, Naples
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