Olde Naples is the heart and soul of Naples, Florida — a timeless coastal neighborhood where charm, luxury, and convenience meet. Nestled between U.S. 41 and the Gulf of Mexico, Olde Naples centers around the city’s most famous streets: Fifth Avenue South and Third Street South, both lined with elegant shops, fine dining, and vibrant art galleries.
Residents of Olde Naples enjoy a walkable, beachside lifestyle just steps from the Gulf beaches, Naples Pier, and the city’s cultural and culinary hotspots. The neighborhood’s combination of historic charm and modern sophistication makes it one of the most desirable places to live in Southwest Florida.
Olde Naples offers a diverse selection of properties, from classic Old-Florida architecture to brand-new luxury estates:
Condominiums – Mostly low-rise buildings close to downtown, ideal for seasonal or full-time living.
Attached Villas & Townhomes – Spacious residences offering privacy with a maintenance-free lifestyle.
Single-Family Homes – A mix of restored cottages and newly built luxury mansions featuring contemporary coastal designs.
Beachfront Homes – Exclusive Gulf-front estates with breathtaking sunsets and direct beach access.
Vacant Homesites – Prime lots available for custom builds in one of Naples’ most prestigious addresses.
As the area continues to evolve, many of Olde Naples’ original homes have been thoughtfully replaced by modern architectural masterpieces, enhancing the neighborhood’s appeal while preserving its historic feel.
Living in Olde Naples means enjoying:
A short distance to the beach
Access to world-class dining, shopping, and entertainment
A vibrant community surrounded by art, culture, and coastal beauty
Whether you’re seeking a luxury beachfront residence, a condo near Fifth Avenue, or a homesite to build your dream home, Olde Naples offers the perfect balance of sophistication and seaside charm.
Browse the categories below to view all available listings:
Contact us today for more information or to schedule a private showing in Olde Naples.
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...
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 bik...
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 dr...
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-entr...
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...
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-si...
Elegant, light-filled and in the heart of Old Naples, this beautifully designed residence offers sophisticated comfort just moments from premier shopping and dining. Thou...
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 ic...
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 condomi...
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...
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 Avenu...
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 l...
One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to create a custom luxury residence in one of Old Naples' most covet...
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesig...
Experience the allure of waterfront living in the highly desirable Olde Naples Seaport area. This fully furnished three-bedroom, three-bathroom residence is a true haven ...
Rare opportunity to own a fully renovated, luxurious townhome in the heart of downtown Naples at an incredible value. Ideally located in the exclusive Naples Marina Villa...
On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from the pristine Gulf beaches and the a...
TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor ...
Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or...
RARELY AVAILABLE! A spectacular corner penthouse residence in the heart of prestigious 5th Avenue S. This light-filled home features 2 bedrooms, 2 full baths, and 3 priva...
Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed...
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...
PRICED AT LAND VALUE! LOWEST PRICED LISTING ON THE BEACH BLOCK IN ALL OF OLDE NAPLES — (Optional 50’ boat slip at the Cove Inn available for purchase with the property.) ...
Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to brea...
Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenu...
A rare top-floor end-unit at Eight Fifty Central, this two-bedroom, two-bath residence offers a clean, modern design within a low-density, highly sought-after Olde Naples...
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 i...
SELLER FINANCING AVAILABLE! - 1ST FLOOR END UNIT – UPDATED TO THE 9’S – LOW HOA FEES - NEW METAL ROOF & GUTTERS INSTALLED (2024)! Located in Bayview in highly desirable O...
Steps from the beach and all of Naples’ finest dining! This beautiful, turnkey furnished condo offers an unbeatable location - 2.5 blocks to prestigious Fifth Avenue and ...
Old Florida charm meets modern sophistication in this beautifully updated Old Naples residence, located just over a block to the beach and 2 blocks to Fifth Avenue South....
Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance....
RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens...
A truly one-of-a-kind Villa at the prestigious Residences at 5th on 5th, this exceptional villa offers approximately 5,000 square feet under air and 7,400 square feet tot...
Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 squar...
Perfectly positioned on a coveted corner of 2nd Street South and 7th Avenue South, this exceptional Olde Naples estate captures the essence of timeless coastal elegance p...
Ideally located just steps from the Gulf of Mexico, this condominium building sits in the coveted X-500 Flood Zone and has never experienced storm water intrusion. Set i...
COVERED BOAT SLIP w/ LIFT INCLUDED ($200,000)! Beautiful 2 bedroom, 2 bath, Top floor (3rd floor) END UNIT CONDO - NEW WOOD-LIKE PLANK FLOORS THROUGHOUT-One of the most F...
Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopping and dining experiences...
No stairs & no flooding! Happy is the feeling you have walking into this open, airy, bright, garden level home in the heart of Olde Naples. 2 BR, 2 BA, ground floor end u...
Experience the epitome of luxury living in this exceptional new construction home, perfectly situated in the heart of Olde Naples. Crafted by Refined Builders, this remar...
In the heart of Old Naples, this 2021-built, top-floor SoCe Flats residence is just blocks from Fifth Avenue South and within short distance to the beach. Offered turnkey...
One or more photo(s) has been virtually staged, AI generated or rendered. Ideally a few blocks from 3rd Street South, this updated residence offers a desirable walk-to-e...
Ideally located in the heart of Olde Naples, this beautifully renovated five-bedroom, four-bath Key West–style residence offers an exceptional blend of coastal charm and ...
Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultima...
This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quinte...
Welcome to this three-bedroom, two-bath condominium at The Residences at City Centre of Naples. Built in 2008, this residence offers 1,846 square feet of interior living ...
Just a short stroll from the pristine beach, bustling Saturday farmers market, and vibrant 3rd Street South, this stunning 2-bedroom, 2-bath condo offers an unparalleled ...
Located in The Mark, a premier luxury condominium in the heart of downtown Olde Naples, this exceptional residence is just steps from vibrant 5th Avenue—offering effortle...
Prime Olde Naples homesite on a quiet Broad Ct S street, offering southern rear exposure and desirable "high and dry" X500 elevation. This 74’ x 115’ interior lot provide...
Live the quintessential Olde Naples lifestyle in this beautifully renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Ju...
Beautifully renovated in 2026, this end-unit condo in the heart of Olde Naples offers exceptional privacy and an abundance of natural light. This thoughtfully redesigned ...
Positioned along the renowned corridor of Fifth Avenue South, this distinguished penthouse residence at 505 ON FIFTH is in the ideal and desired downtown location. Master...
Thoughtfully finished with premium Wolf and Sub-Zero appliances, this residence showcases elevated design with curated furnishings and designer lighting throughout. Ideal...
Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property inc...
Experience the charm of living in the heart of Olde Naples, just a short three blocks from the pristine white sand beaches and the Gulf. This remarkable condo, situated o...
LOCATION + GREAT PRICE = VALUE!! (SELLER MOTIVATED!!!) 1) Superb Old Naples Location; 3 Blocks to Beach + Famous Fishing Pier! 2 Blocks to Fabulous 3rd Street Shoppes...
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Na...
Exceptional Redevelopment Opportunity in the Heart of Downtown Olde Naples. Enjoy pleasant views, a premier Olde Naples location, and the option to create a remarkable e...
Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern de...
Experience the best of Downtown Naples living from this beautifully appointed TURNKEY 2 Bedroom + Den, 2 Bath residence at Eight Fifty Central, a boutique 22-residence co...
Nestled in the heart of Olde Naples, 1008 7th St S #B-1 is a masterpiece of modern luxury and effortless elegance. This stunning residence is designed for those who crave...
Now Offered at $799,000 – Exceptional Value in the Heart of Olde Naples! Experience the best of coastal living at The Mariner, a rare opportunity to own a beautifully ...
RARELY AVAILABLE, EXTREMELY PET & RENTAL FRIENDLY, NO BUILDING FLOODING IN ANY STORMS! Welcome to this exceptionally pet-friendly building located in the vibrant heart of...
INVESTMENT OPPORTUNITY! Location...Location...Location...OLDE NAPLES,- Minutes to Fifth Avenue, Shopping, restaurants, health care, beaches and more! The Collier County...
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...
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 o...
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 hi...
Perfectly located in the heart of Olde Naples, this beautifully updated 2-bedroom, 2-bath second-floor end-unit residence is part of Southwinds, a well-maintained communi...
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, ...
BRAND-NEW 2026-BUILT LUXURY ESTATE, JUST COMPLETED & NOT YET LIVED IN, PERFECTLY LOCATED IN OLDE NAPLES, APPROX HALF A MILE TO WORLD CLASS BEACHES & LESS THAN 1 MILE TO I...
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, span...
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...
Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship w...
Discover exceptional value at Eight Fifty Central- in the middle of it all! An upscale condo in a boutique community, ideally situated in the heart of Olde Naples. This r...
Park Terrace Club – Olde Naples Gem: Exceptional Location! Welcome to Park Terrace Club, one of Olde Naples’ most desirable condominium communities, showcasing classic F...
- Olde or Downtown Naples. The heart of Naples, FL.
- Around Fifth Avenue S, Third Street S and the Gulf of Mexico.
- Constructions from early 1920s to 21st century.