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

1222 Gordon Dr Unit 2, Naples
$899,000
2 Beds ⋅ 2 Baths ⋅ 226007736 MLS ⋅ Olde Naples BLDG.
Welcome to this sophisticated Beach retreat nestled in the heart of Naples, FL. This elegantly appointed residence has undergone a complete interior renovation and offers the perfect blend of downtown vibrancy and serene beachside living, capturing the very essence of Naples' finest offerings. Spanning 1,125 square feet, this home features two spacious bedrooms and two well-appointed bathrooms, designed to provide comfort and style. The interior is graced with a harmonious mix of tile and luxury vinyl floors, enhancing the home's modern aesthetic. Central air conditioning and heating ensure year-round comfort, while the inclusion of a washer and dryer in the unit adds a touch of convenience to your daily routine. Step outside to discover a private shared courtyard pool area, perfect for relaxation, social gatherings and enjoying the gentle Florida breezes. With guest parking and included parking for residents, convenience is at your doorstep. This residence offers a unique opportunity to embrace both a vibrant downtown lifestyle and the tranquility of beachside living. Enjoy the best of both worlds with easy access to Naples' renowned shopping, dining, and cultural attractions, as well as its pristine beaches. Experience the elegance and charm of Naples living at its finest in this exceptional home.

1222 Gordon Dr Unit 2, Naples
101 8th S St Unit 201, Naples
$1,149,000
2 Beds ⋅ 2 Baths ⋅ 226005375 MLS ⋅ Olde Naples BLDG.
Seller financing available!! Interest only financing for 3 years at 4.95% interest rate for full prices offers with a 50% down payment. This unit is expected to have north of $80,000 in rental income this year!!! LOWEST PRICED 2/2 newly built condo in all of 34102!! Rental property management will continue for the new owners for 15% ALL 5 STAR REVIEWS!!! Positioned in the heart of downtown Naples and just eight blocks from the Gulf of America, this 2021 built two bedroom, two bathroom condo offers an exceptional location paired with rare daily rental flexibility. The ability to rent up to 365 times per year allows for daily rentals, creating a significant advantage in the Naples market. This level of rental allowance provides owners with the opportunity to generate income throughout the year, including during peak season, holidays, and special events. Daily rental capability supports shorter stays that align with strong visitor demand in the downtown Naples area, while also allowing owners to balance personal use with rental opportunities without long minimum stay requirements. Its prime setting places it near the beach as well as the shopping, dining, and cultural attractions that define the Naples lifestyle. Fifth Avenue South and Third Street South are nearby, offering a wide range of restaurants, boutiques, galleries, and cafes. Cambier Park, the Naples Pier, and numerous local events contribute to the area’s active and desirable atmosphere year round. The neighborhood blends residential streets with vibrant commercial districts, appealing to both full time residents and visitors. Proximity to the beach and downtown amenities further supports consistent rental demand and enhances the value of this central Naples address. Built in 2021, the property combines recent construction with a highly sought after location. The condo features a well planned layout with two separate bedrooms and two bathrooms, providing comfortable day to day living along with flexibility for guests. It is offered fully furnished, allowing for immediate occupancy. Finishes and furnishings reflect a contemporary style that complements the newer construction, creating a clean and cohesive interior throughout. A covered parking space located beneath the building adds convenience and protection from the elements. In a downtown setting where parking can be limited, this feature provides an added level of ease. Secure building access and modern construction standards further contribute to the overall appeal. Current owner is getting a tax deduction of $325k, new owner could be eligible for even more. check with your accountant.

101 8th S St Unit 201, Naples
395 7th S Ave, Naples
$3,200,000
226006431 MLS ⋅ Olde Naples BLDG.
395 7th Avenue South offers a rare opportunity in the heart of Olde Naples to build your custom retreat. A short walk to Naples' white sand beach, famed 5th Avenue, or historic Third Street South, this premier homesite offers the perfect blend of tranquility and vibrant downtown living. Nestled in a collection of cottage style residences. Zoned R1-7.5, the least restrictive residential designation. Enjoy effortless access to fine dining, luxury shopping, art galleries, and nearby Third Street South. Build your legacy in one of Naples’ most coveted neighborhoods.

395 7th S Ave, Naples
2080 Gordon Dr, Naples
$6,900,000
3 Beds ⋅ 3.5 Baths ⋅ 225075505 MLS ⋅ Olde Naples BLDG.
In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home enveloped by lush, tropical foliage. The entire residence is defined by volume ceilings, as well as large sliders and transom windows that allow natural light to pour in and create a warm, comfortable ambiance. The floor plan flows through 3,033 sq. ft. of living space - all culminating in the spacious atrium that is perfect for entertaining. The kitchen is open to the family room and features two center islands, granite countertops, Viking appliances, a pantry, and custom cabinetry. Secluded and offering the utmost in privacy, the master suite is sprawling and is accompanied by a luxurious bath with Carrera marble flooring, a soaking tub that is flanked by a fireplace, and spacious walk-in shower. The home also encompasses a charming second bedroom with private bath, a cabana guest suite with private entrance, and a study. Gordon Drive Estates offers tranquility and luxury with its resident-only gated beach access, as well as enjoys the convenience of being located within seconds to the renowned shopping and dining found on Third Street South. Additionally desirable and worth note is that this home did not receive any interior water intrusion during recent storms, including Ian.

2080 Gordon Dr, Naples
739 5th N Ave, Naples
$7,500,000
5 Beds ⋅ 8.5 Baths ⋅ 226005784 MLS ⋅ Olde Naples BLDG.
This 2022 custom-built home in Old Naples offers the perfect blend of luxury and resilience in an unbeatable location—just steps from NCH Baker Hospital, 5th Avenue South, and the beach. Transitional cottage-style residence with nearly 5,000 sq. ft. of air-conditioned living space, featuring 5 en-suite bedrooms (including a private guest cabana), a dedicated study, gourmet kitchen, wide-plank wood floors, and a spacious fenced backyard. Enjoy the saltwater pool and spa, covered outdoor kitchen, and fireplace—all elevated by concrete construction, natural gas, and impact glass. A rare opportunity to own an elegant, storm-ready coastal retreat in the heart of Old Naples.

739 5th N Ave, Naples
72 7th S St Unit 206, Naples
$355,000
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
340 12th S Ave Unit 6, Naples
$3,500,000
3 Beds ⋅ 3 Baths ⋅ 226003779 MLS ⋅ Olde Naples BLDG.
This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Third Street South. Built by Hemmer Construction, the residence features 3 bedrooms, 3 full baths, and two gas fireplaces as well as private elevator and 3 car garage! Additional bonus is the ability to generate income as a weekly rental! The open-plan living area is ideal for entertaining, with French doors opening to a spacious lanai. The gourmet kitchen is equipped with gas cooking, Sub-Zero and Miele appliances, and high-end finishes throughout. Flooring includes a mix of tile, hardwood, and carpet, complemented by impact-resistant doors and windows. The private primary suite occupies the third level and includes a spa-like bath with walk-in rain shower, soaking tub, Caesarstone vanity tops, and a generous walk-in closet. Juliet balconies enhance both the guest suite and main living areas, while the primary bedroom offers access to a lanai and an upper rooftop deck via a spiral staircase. Additional features include an elevator, front-door camera security system with alarm, and a private 3-car air-conditioned garage currently configured as a 2-car space with storage, pre-wired for a vehicle lift. Excellent rental potential.

340 12th S Ave Unit 6, Naples
140 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
766 Central Ave Unit 209, Naples
$399,000
2 Beds ⋅ 2 Baths ⋅ 226001378 MLS ⋅ Olde Naples BLDG.
A rare opportunity to own a beautifully updated two-bedroom, two-bath condominium where every detail is complete and the best of Old Naples is just moments away. Just a few blocks from iconic Fifth Avenue South, this move-in-ready residence offers modern design, easy living and an exceptional downtown location. Thoughtfully remodeled throughout, the condominium features an open-concept kitchen designed for function and style. Contemporary cabinetry, quartz countertops, and stainless-steel Bosch appliances create a seamless connection to the living and dining areas, ideal for everyday living and entertaining. Walk or bike to the beach, as well as some of Naples finest dining, shopping and cultural attractions. Whether you’re seeking a seasonal retreat or a full-time residence, this condominium delivers an outstanding location and lifestyle. The association has completed significant exterior improvements, including a newer roof, elevators and a renovated pool, and maintains beautifully landscaped grounds. Central Gardens offers an oversized heated pool, poolside grilling areas, extra storage units, and bundled high-speed internet and cable TV, all within a charming courtyard setting.

766 Central Ave Unit 209, Naples
680 Park St, Naples
$3,800,000
226000909 MLS ⋅ Olde Naples BLDG.
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the north is also available at $3.2 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

680 Park St, Naples
670 Park St, Naples
$3,200,000
226000901 MLS ⋅ Olde Naples BLDG.
Welcome to your future dream home site. Ideally located less than a one block walk from the fabulous 5th Ave South with its abundance of world class shopping, dining and entertainment. If the beach is your thing this lot is located a short 6 block walk or bike ride away. Enjoy the beautiful view of Cambier Park with access to tennis and so much more. The adjacent lot to the south is also available at $3.8 Mil. if your goal is to build that grand estate home. Take advantage of this ideal location to carve out your little slice paradise now!

670 Park St, Naples
975 9th S Ave Unit 1, Naples
$383,000
1 Beds ⋅ 1 Baths ⋅ 225084632 MLS ⋅ Olde Naples BLDG.
A Coastal Masterpiece in the Heart of Olde Naples. Location, Location, Location! Situated in the absolute epicenter of Downtown Olde Naples, this property boasts a five-star walkability score that is simply unmatched. This spectacular, turnkey residence is not just a home; it’s an invitation to experience the very best of Southwest Florida living. From the moment you cross the threshold, be captivated by a seamless flow of bespoke design and high-end finishes. Every corner exudes a bright, airy elegance that is both timeless and instantly inviting. A sophisticated 1 Bedroom / 1 Bathroom layout offers comfort and convenience, perfect for intimate living or hosting guests with ease. Move right in and start living the dream. This residence comes impeccably furnished with a curated selection of designer pieces, ready for immediate enjoyment. Steps from everything. Ditch the car and embrace the vibrant lifestyle. A short stroll brings you to the pristine white sands of the Gulf of Mexico, the lush greens of Cambier Park, the sophisticated boutiques and world-class dining of 5th Avenue South, and the historic charm of Third Street South. Enjoy all the benefits of living in the most coveted neighborhood in Naples—where culture, recreation, and natural beauty converge. This is also an investor’s dream! With its prime location, immaculate condition, and high demand for luxury rentals, this property also makes an exceptional rental income producer. This is a rare opportunity to own a slice of paradise in one of the world's most sought-after destinations. Your Naples oasis awaits.

975 9th S Ave Unit 1, Naples
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