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

$9,450,000
224050004 MLS ⋅ Olde Naples BLDG.
Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream home on Gulf Shore Blvd!!!

12 Gulf Shore N Blvd, Naples
$44,000,000
6 Beds ⋅ 4 Baths ⋅ 224039753 MLS ⋅ Olde Naples BLDG.
No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th 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
$3,590,000
2 Beds ⋅ 2 Baths ⋅ 224018668 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 exceptional 2-bedroom, 2-bathroom residence embodies refined and comfortable upscale living at its best. Unit 302 offers a well-thought-out open layout, a private one-car garage, and a spacious balcony that provides sweeping views of the oversized rooftop pool and downtown Naples. The Cayden delivers more than just beautiful homes—it enhances your lifestyle with premium amenities, including a dog run, fitness center, community room, and secure mailroom. For those looking to add a personal touch, this property offers a unique opportunity to collaborate directly with builders to customize the interior features to your taste.

180 9th S St Unit 302, Naples
$2,950,000
2 Beds ⋅ 2 Baths ⋅ 224018659 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 elegant 2-bedroom, 2-bathroom residence perfectly captures the charm of upscale coastal living. Unit 203 features a thoughtfully designed open layout, complete with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering stunning views of downtown Naples. Beyond the stunning residences, The Cayden delivers a premium lifestyle with top-tier amenities, including a dog run, state-of-the-art fitness center, community room, and secure mailroom. Future residents will also have the unique opportunity to collaborate with builders to personalize their interiors, tailoring every detail to reflect their own style.

180 9th S St Unit 203, Naples
$3,890,000
3 Beds ⋅ 2.5 Baths ⋅ 224018642 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. Discover the pinnacle of coastal luxury in this expansive 3-bedroom plus den, 2.5-bathroom residence. Unit 301 is designed to embody the essence of modern elegance, featuring an open-concept layout, a private two-car garage, and a spacious balcony that offers one of the most spectacular views in the area. Imagine waking up to sweeping vistas of lush palm trees framed by a vast, endless sky—truly a breathtaking sight that elevates every moment. The Cayden takes coastal living to new heights, offering premium amenities such as a dog run, state-of-the-art fitness center, community room, and secure mailroom. For those who want to make this home uniquely theirs, the property provides an exceptional opportunity to collaborate with builders and customize interior finishes, creating a space that reflects your personal style.

180 9th S St Unit 301, Naples
$3,200,000
2 Beds ⋅ 2 Baths ⋅ 224018654 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. Step into refined coastal living with this inviting 2-bedroom, 2-bathroom residence. Unit 202 features a smart, open layout with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering sweeping views of downtown Naples. The Cayden is more than just a collection of homes—it's a lifestyle, with exclusive amenities such as a dog run, a state-of-the-art fitness center, a community room, and a secure mailroom. Plus, future homeowners will enjoy the unique opportunity to collaborate with builders to personalize their interiors, creating a space that truly reflects their style.

180 9th S St Unit 202, Naples
$3,950,000
3 Beds ⋅ 2.5 Baths ⋅ 224018643 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 spacious 3-bedroom + den, 2.5-bathroom unit perfectly captures the essence of sophisticated coastal living. Unit 201 showcases an open, thoughtful layout with a private two-car garage, a generous balcony overlooking an oversized rooftop pool, and stunning views of downtown Naples. The Cayden’s design goes beyond individual residences, offering exceptional amenities like a dog run, fitness center, community room and secured mail room. The property provides an exceptional opportunity for future residents to collaborate directly with builders, tailoring interior features to reflect personal style.

180 9th S St Unit 201, Naples
$12,900,000
5 Beds ⋅ 6.5 Baths ⋅ 224012251 MLS ⋅ Olde Naples BLDG.
Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This Southern exposure two-story residence boasts 5 bedrooms + den (optional 6th Bedroom), 5 (2 Half) bathrooms, and multiple living areas including an upstairs loft complete with its own kitchen. The Butler's pantry complements the chef's kitchen featuring high-end appliances, including a gas cooktop and large island. With an open floor plan and a spa-like master suite, this home is designed for comfort and elegance. The outdoor kitchen, expansive outdoor living area, and resort-style pool with a spa offer an ideal setting for lavish entertaining. Waterside Builders, Falcon Design and DLY Design have come together to construct a showstopping masterpiece. Ideally located in the 100 Block of Olde Naples within walking and biking distance of downtown, 5th Avenue South's, and 3rd Street South's, fine dining, world-class, shopping entertainment, and white sand beaches.

128 1st S Ave, Naples
$2,495,000
223033649 MLS ⋅ Olde Naples BLDG.
One of the most least expensive homes or lots in all of Olde Naples, downtown. Wonderful cleared corner lot just a few blocks to beach and pier and bay. Lot is 125 ft by 75 ft. Access from 7th St or Broad. Mature city trees on Broad and 7th. Ready for a new home.

695 Broad S Ave, Naples
$12,995,000
6 Beds ⋅ 6.5 Baths ⋅ 223075606 MLS ⋅ Olde Naples BLDG.
Just completed, this new home in Olde Naples with southern exposure is located just blocks to gulf beaches and the future Four Seasons Resort. Designed by Falconer Jones and built by Equinox Construction Group with 6 bedrooms and 5 full baths plus main level powder room & dedicated pool bath this professionally designed fully furnished home is a must see. The interior features include an elevator, main floor office, state of the art chef’s kitchen with butler's pantry, large dining area with wine cooler and glass sliding doors that completely pocket to open the house seamlessly to the large lanai. The outdoor living and entertaining area with summer kitchen surrounded by an oversized resort style pool and grand fire pit with built in seating offer the ideal setting to enjoy the Florida lifestyle. Exterior features include roll down screens and shutters, shell stone decking, whole house generator, full circular driveway and 3-car garage parking.

626 S Golf Dr, Naples
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