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

$1,870,000
2 Beds ⋅ 2 Baths ⋅ 226027036 MLS ⋅ Olde Naples BLDG.
Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district, this residence places world-class dining, high-end boutiques, and sugar-sand beaches just moments from your front door. In the heart of the action but offering quiet solitude as it does not face 5th Ave South. Inside, the space feels bright and airy, with an open-concept layout designed for both effortless entertaining and quiet relaxation. Large windows invite an abundance of natural light to dance across the polished finishes, while the private balcony offers a perfect perch to soak in the tropical breeze and the rhythmic hum of the city below. The kitchen is a chef’s dream, featuring sleek cabinetry, premium appliances, and ample counter space for preparing coastal-inspired meals. The primary suite serves as a serene retreat, complete with a spa-like ensuite bathroom and generous closet space. Every detail in this home has been curated for those who appreciate a lifestyle of convenience and luxury. Whether you're enjoying a sunset dinner at a nearby bistro or spending a slow afternoon by the Gulf, this property offers an unparalleled opportunity to live where everyone else vacations. This is more than just a home; it’s your front-row seat to the very best of Naples.

365 5th S Ave Unit 307, Naples
$389,000
1 Beds ⋅ 1 Baths ⋅ 226026571 MLS ⋅ Olde Naples BLDG.
The absolute very best of the Naples beach lifestyle. Where to start, first of all you are literally down the street from the beach. A short 5 minute walk or 2 minute bike ride straight to one of the best beaches in the world and the Crown Jewel of Naples. As were talking about the proximity of the beach you also down the street from Naples very own 5Th ave and next to Cambier Park that sits on 12.84 acres that include the Norris Community Center, Five Lighted Shuffleboard Courts, One Bocce Courts, Lighted Basketball Court, Arthur L. Allen Tennis Center, Bandshell, Unique Children's Playground, Softball Field, Covered Pavilion and Lots of Open Green Space to Enjoy a Picnic. Cambier Park hosts a variety of ongoing entertainment and cultural activities at the downtown bandshell and the Norris Community Center. Signature seasonal art festivals, live musical performances, and weekend concerts are held in the park. Cambier park is right next to all of Naples finest dining, shopping, art gallery's, banking and cafes on 5Th Ave. There literally is no better location in the heart of Naples than this quaint beach condo. Now you know a little about the location let me tell you about the condo, the first thing you will notice is the building has a real 90210 vibe. A Mediterranean design with an open court yard featuring fountains and palm trees with a total of only 12 units. This building must be seen to appreciate just how calm the feeling is every time you enter, filled with nesting birds, Palm trees and the sound of the fountains make it the perfect place to come home to or the ultimate getaway location to unwind. This condo has not been lived in or used as a rental it was purchased for one specific reason, to create the perfect getaway, from it all. A home away from home. With that in mind the best way to create the dream beach getaway is to start from scratch and do it your way. So with that in mind no expense was spared and a complete gut job was done, well over $125,000.00 was spent on the renovations and an additional $20,000.00 on furnishings. Its all new, new ac, tile floors, bathroom, stainless appliances, washer and dryer, new kitchen with soft close draws, Quartz counter top and the list goes on. Basically everything from the lights to the floors and everything in-between is new. And it was used on random weekends for a quick getaway, this condo is showroom ready in new condition all anyone needs to bring is their tooth brush and you're good to go. You don't even need a car you can walk or bike everywhere it's all right outside your door. There are also additional storage units in the building to store your bikes or beach chairs. With the total amount of money spent close to $150,000.00 and the attention to detail and quality materials used not to mention the location, I think you will see why this truly is the perfect little beach getaway.

960 7th S St Unit 105, Naples
$1,297,500
2 Beds ⋅ 2.5 Baths ⋅ 226026573 MLS ⋅ Olde Naples BLDG.
High elevation, first-floor location, direct western exposure from your private balcony to enjoy Naples' spectacular sunsets, 2 bedrooms plus a den, in-unit washer and dryer, covered carport parking with private storage, a community pool, and an unbeatable Olde Naples location—this residence truly checks all the boxes. Whether you're looking to enjoy it as-is or update it to your own style, this is an incredible opportunity to own in one of Naples' most desirable neighborhoods. Located in The Franciscan, an intimate community of just 13 residences, this inviting townhome features a private screened lanai overlooking lush tropical landscaping and the community pool. The updated kitchen offers granite countertops, a tumbled travertine backsplash, and double ovens, while the home also features 2.5 tastefully updated bathrooms. The spacious primary suite opens to a private west-facing balcony, providing the perfect place to relax while taking in breathtaking sunset views, and the full-size in-unit washer and dryer with utility sink add everyday convenience. Additional highlights include impact-resistant windows and sliders, solid concrete construction between residences for added privacy, covered carport parking equipped with an electric vehicle charging outlet, a private storage locker, and tandem parking for an additional vehicle directly behind the carport. Recent improvements include a new roof in 2019, new parking pavers in 2020, and a freshly painted exterior completed in October 2022. With its prime location, you're just a short stroll to Historic Third Street South, world-renowned Fifth Avenue South, the sugar-white sands of the Gulf, the Naples City Dock, Cambier Park, and Crayton Cove, where you'll enjoy exceptional dining, boutique shopping, art galleries, cafés, entertainment, and the very best of the Naples lifestyle. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property offers the location, lifestyle, convenience, and value that buyers are looking for. One or more photos have been virtually staged, AI-generated, or rendered.

1050 6th S St Unit 1050, Naples
$2,500,000
226007021 MLS ⋅ Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. This prime lot (0.22 Acres) features a private ALLEY ACCESS, allowing for a discreet rear-entry garage—perfect for ADDITIONAL GARAGE BAYS, a collector’s showcase, golf cart storage, or space for watercraft and toys. This thoughtful feature enhances both privacy and architectural flexibility, ensuring your vision can flourish. This BUILD-READY homesite presents a rare chance to create a custom coastal retreat tailored to your vision. Positioned north of Central Avenue in one of Olde Naples most distinguished and highly sought-after residential settings. Surrounded by elegant estates and lush tropical landscapes, the property offers both prestige and limitless potential in an iconic Olde Naples locale. Just blocks from the vibrant pulse of Fifth Avenue South, this location offers effortless access to the city’s finest dining, designer boutiques, art galleries, and curated cultural experiences. Old Naples’ charm is unparalleled: a harmonious blend of high energy and relaxed coastal elegance. Beyond the downtown vibrancy, this homesite is just moments from Naples’ iconic white-sand beaches, where morning strolls, ocean breezes, and unparalleled sunsets await. Build your dream! Live in the Naples lifestyle. Embrace the extraordinary! A Property video is attached to the listing to enhance your vision. Keep Living The Dream

760 1st N Ave, Naples
$280,000
1 Beds ⋅ 1 Baths ⋅ 226026018 MLS ⋅ Olde Naples BLDG.
One of the best opportunities to own in the heart of Olde Naples! Beautifully renovated from top to bottom, this first-floor 1-bedroom, 1-bath residence combines timeless coastal style with an unbeatable location—all for just $280,000. The bright, open floor plan features wood-look porcelain tile flooring throughout, recessed lighting, a stunning custom kitchen with quartz countertops, stainless steel appliances, a designer tile backsplash, abundant cabinetry, and a beautifully remodeled bathroom with an oversized walk-in shower. Every detail has been thoughtfully selected to create a sophisticated, move-in-ready retreat. Located at 780 10th Avenue South, this charming condominium places you just a short stroll from both 5th Avenue South and 3rd Street South, where you'll enjoy award-winning restaurants, boutique shopping, art galleries, cafés, and entertainment. Naples' world-famous white-sand beaches are also just minutes away. Whether you're searching for your own Olde Naples getaway, a home for a young professional, comfortable guest accommodations for family and friends, or an investment opportunity, this residence offers exceptional value in one of Naples' most sought-after neighborhoods. Beautifully renovated. Prime Olde Naples location. Exceptional value. Rarely does an opportunity like this come along under $300,000.

780 10th S Ave Unit 1, Naples
$549,900
1 Beds ⋅ 1 Baths ⋅ 226025950 MLS ⋅ Olde Naples BLDG.
Welcome to Castleton Gardens 204, a rare second floor renovated and beautifully furnished one-bedroom condominium in the heart of Old Naples. This unit features a king-sized bedroom, updated bath, open kitchen with large island and a comfortable living space. Ideally just three blocks to 5th Avenue South, two blocks to Cambier Park and one block to Tin City, with Naples beaches less than a mile away. Ideal for owners and investors, the community allows rentals up to 12 times per year with a 30-day minimum. Amenities include a heated pool, spa and barbecue area set within a charming banyan tree-lined courtyard. Exterior stair access with no elevator! Castleton Gardens 204 presents a rare opportunity to own a turnkey property that captures the essence of Naples living while delivering exceptional versatility.

980 7th S Ave Unit 204, Naples
$2,375,000
3 Beds ⋅ 3 Baths ⋅ 226024849 MLS ⋅ Olde Naples BLDG.
Elegant, light-filled and in the heart of Old Naples, this beautifully designed residence offers sophisticated comfort just moments from premier shopping and dining. Thoughtfully crafted with tasteful finishes and exceptional attention to detail, the home features six private terraces, a private elevator, impact French doors with German locking systems, transom windows and abundant natural light throughout. The spacious floor plan showcases neutral tile flooring on the main level, rich ebony hardwood floors upstairs, an elegant ebony staircase with a custom runner, prominent art walls and custom motorized shades. The chef's kitchen is beautifully updated with custom cabinetry, GE appliances, wine refrigeration, a quartzite waterfall island, quartz countertops, a walk-in pantry and designer lighting. All bedrooms are upstairs, including a luxurious primary suite with a customized walk-in closet and beautifully appointed bath with dual vanities, soaking tub and separate shower. The lower level offers an air-conditioned foyer, enclosed lanai, outdoor shower, mounted TV, direct pool access and generous entertaining space. This property is impeccably maintained.

1004 7th S St, Naples
$5,990,000
4 Beds ⋅ 3 Baths ⋅ 226025317 MLS ⋅ Olde Naples BLDG.
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th S Ave, Naples
$2,775,000
3 Beds ⋅ 3.5 Baths ⋅ 226025430 MLS ⋅ Olde Naples BLDG.
This is your opportunity to live within the heart of Olde Naples and reside within one of Southwest Florida's most sought after newer construction luxury downtown condominiums. 875 Sixth Avenue consists of only eight exclusive condominiums within walking distance to all of the great amenities offered within the charming Downtown Olde Naples. Enjoy delicious hors d'oeuvres and cocktails with your friends and family atop your private rooftop before walking to one of the many fabulous restaurants along the coveted 5th Avenue. Take a swim in your private 60ft rooftop infinity edge pool and unwind in your spacious hot tub overlooking incredible sunsets. Soak up some sun along Naples' coveted white sandy beaches. Immerse yourself in luxury living with features such as imported Legno Bastone hardwood flooring, arctic white quartz countertops, Hansgrohe fixtures, and a neutral contemporary pallet which has been professionally designed with custom finishes and built-ins. Unit 304 offers an air conditioned spacious storage unit in addition to a secondary garage level storage unit and two underground parking spaces. Do not miss your chance to experience this incredibly rare opportunity in person. Schedule your private tour today!

875 6th S Ave Unit 304, Naples
$22,995,000
6 Beds ⋅ 6.5 Baths ⋅ 226024712 MLS ⋅ Olde Naples BLDG.
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 S Ave, Naples
$1,999,999
2 Beds ⋅ 2.5 Baths ⋅ 226025234 MLS ⋅ Olde Naples BLDG.
Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities. The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations. Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use. Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.

201 8th S St Unit 208, Naples
$425,000
1 Beds ⋅ 1 Baths ⋅ 226024514 MLS ⋅ Olde Naples BLDG.
Positioned in the heart of Old Naples, this beautifully updated residence presents an exceptional opportunity to embrace one of Southwest Florida's most coveted coastal lifestyles. Located just three blocks from the sugar-white sands of the Gulf and within an effortless stroll of both 5th Avenue South and 3rd Street South, you'll enjoy world-class dining, boutique shopping, art galleries, and vibrant entertainment right outside your door. Bathed in natural light, this desirable second-floor end residence offers a bright, airy ambiance enhanced by tasteful neutral finishes, impact-resistant windows and doors, central air conditioning, and the convenience of an in-residence washer and dryer. Just beyond the living space, a private sun-drenched open-air patio provides the perfect setting to enjoy your morning coffee or unwind amid the gentle coastal breezes. Nestled within the intimate Garden Court community, this charming three-building enclave surrounds a lush, tranquil courtyard, creating a peaceful retreat just moments from the energy of downtown Naples. Whether you're seeking a seasonal getaway, investment opportunity, or year-round residence, this rare offering delivers the quintessential Old Naples lifestyle—where pristine Gulf waters, breathtaking sunsets, and endless opportunities for dining, shopping, and recreation are all just a short walk away. Leasing is permitted up to three times per year with a 30-day minimum. Please note that pets are not permitted. One parking space comes with unit.

285 8th S Ave Unit 285, Naples
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