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Olde Naples Real Estate – Homes, Condos & Villas for Sale
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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.
A Coveted Downtown Naples Location
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 Real Estate Options
Olde Naples offers a diverse selection of properties, from classic Old-Florida architecture to brand-new luxury estates:
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Condominiums – Mostly low-rise buildings close to downtown, ideal for seasonal or full-time living.
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Attached Villas & Townhomes – Spacious residences offering privacy with a maintenance-free lifestyle.
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Single-Family Homes – A mix of restored cottages and newly built luxury mansions featuring contemporary coastal designs.
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Beachfront Homes – Exclusive Gulf-front estates with breathtaking sunsets and direct beach access.
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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.
Experience the Olde Naples Lifestyle
Living in Olde Naples means enjoying:
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A short distance to the beach
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Access to world-class dining, shopping, and entertainment
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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.
Olde Naples - Homes & Condos For Sale
One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residenc...
- 3 Beds
- 3 Baths
- 226030517 MLS
- Eight Fifty Central Bldg.
Dock lift is deeded to the property. Spend less time planning your next boating day and more time on the water with your included covered boat lift, featuring heavy-duty,...
- 2 Beds
- 2 Baths
- 226032606 MLS
- Marina Manor Bldg.
AN EXCEPTIONAL OPPORTUNITY IN THE HEART OF OLDE NAPLES! The seller will entertain all reasonable offers on this beautifully updated and impeccably maintained TURNKEY 1-be...
- 1 Beds
- 1 Baths
- 226032140 MLS
Rare opportunity in the heart of Olde Naples. Ideally positioned between Fifth Avenue South and historic Third Street South, this expansive 128' x 150' lot offers a rare ...
- 4 Beds
- 4 Baths
- 226031870 MLS
Your Olde Naples getaway is ready for season! Now offered at a new price, this beautifully renovated and professionally furnished 2-bedroom, 2-bath residence delivers the...
- 2 Beds
- 2 Baths
- 226031814 MLS
- Neapolitan Club Bldg.
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....
- 3 Beds
- 4.5 Baths
- 226031758 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf an...
- 4 Beds
- 5.5 Baths
- 226031431 MLS
Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmans...
- 5 Beds
- 6.5 Baths
- 226031429 MLS
In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South...
- 3 Beds
- 4.5 Baths
- 226031441 MLS
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...
- 3 Beds
- 3 Baths
- 226031463 MLS
- Olde Naples Seaport Bldg.
Exceptional Opportunity in the Heart of Old Naples. Rare opportunity to own a garage condominium just four blocks to the beach in the heart of Old Naples. Located in an i...
- 2 Beds
- 2 Baths
- 226031472 MLS
- Holly Lee Bldg.
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...
- 3 Beds
- 3 Baths
- 226031459 MLS
- Isla Mar Bldg.
Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern c...
- 4 Beds
- 3.5 Baths
- 226031446 MLS
Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and mome...
- 3 Beds
- 3.5 Baths
- 226031335 MLS
Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just mome...
- 1 Beds
- 1 Baths
- 226031250 MLS
- 960 On Seventh Bldg.
Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bed...
- 3 Beds
- 2 Baths
- 226031052 MLS
- La Majorca Bldg.
This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featur...
- 5 Beds
- 5.5 Baths
- 226029571 MLS
OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your d...
- 1 Beds
- 1 Baths
- 226028917 MLS
- Essex House Bldg.
Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beaut...
- 3 Beds
- 2.5 Baths
- 226028107 MLS
- Olde Naples Bldg.
Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown ...
- 5 Beds
- 6.5 Baths
- 226029919 MLS
Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South an...
- 3 Beds
- 3.5 Baths
- 226028927 MLS
- 382 Building Bldg.
Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to th...
- 5 Beds
- 5.5 Baths
- 226025231 MLS
Completely renovated studio residence at the Cove Inn on Naples Bay. The unit was stripped to the studs and fully rebuilt following Hurricane Irma in 2017, offering a fre...
- 1 Baths
- 226029056 MLS
- Cove Inn Bldg.
A rare opportunity to own a completely renovated residence in the heart of Old Naples, just one mile from the Gulf's white sand beaches and moments from renowned shopping...
- 3 Beds
- 3.5 Baths
- 226028473 MLS
- Olde Naples Bldg.
Experience the best of Old Naples from this completely renovated beach retreat, just a 2-minute walk to the pristine Gulf beach and the lush Wedding Park. Inside, enjoy t...
- 1 Beds
- 1 Baths
- 226028341 MLS
- Garden Manor Bldg.
Perfectly positioned in the heart of Olde Naples, this elegant residence offers an exceptional walk-to-everything lifestyle just moments from Fifth Avenue South, Third St...
- 2 Beds
- 2 Baths
- 226027186 MLS
- The Colonnade On 5th Bldg.
One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overloo...
- 4 Beds
- 4.5 Baths
- 226028036 MLS
- Vela Bay Bldg.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal l...
- 4 Beds
- 4.5 Baths
- 226028042 MLS
- Vela Bay Bldg.
Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed for refined coastal l...
- 4 Beds
- 4.5 Baths
- 226028046 MLS
- Vela Bay Bldg.
Completely renovated and move-in ready! This beautifully updated first-floor residence in Central Garden Condominium of Olde Naples offers the perfect combination of mode...
- 2 Beds
- 2 Baths
- 226027606 MLS
- Central Garden Bldg.
TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offers a rare opportunity...
- 4 Beds
- 5.5 Baths
- 226024974 MLS
Discover an effortless downtown Naples lifestyle in this first-floor, two-bedroom, two-bathroom condominium offering 855 square feet of air-conditioned living space withi...
- 2 Beds
- 2 Baths
- 226024860 MLS
- Central Garden Bldg.
Take in breathtaking bay views from this beautifully finished top-floor condo-hotel unit. The Cove Inn is ideally located in the heart of historic Olde Naples. Just momen...
- 1 Baths
- 226027610 MLS
- Cove Inn 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...
- 2 Beds
- 2 Baths
- 226027036 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 bik...
- 1 Beds
- 1 Baths
- 226026571 MLS
- 960 On Seventh 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 dr...
- 2 Beds
- 2.5 Baths
- 226026573 MLS
- Franciscan 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-entr...
- 226007021 MLS
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...
- 1 Beds
- 1 Baths
- 226026018 MLS
- Twin Palms 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-si...
- 1 Beds
- 1 Baths
- 226025950 MLS
- Castleton Gardens 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 condomi...
- 3 Beds
- 3.5 Baths
- 226025430 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...
- 6 Beds
- 6.5 Baths
- 226024712 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. An exceptional opportunity to own a newly constructed estate on one of Olde Naples’ most covete...
- 6 Beds
- 7.5 Baths
- 226022104 MLS
NEWER CONSTRUCTION + PRIME OLDE NAPLES LOCATION + RENTAL INCOME POTENTIAL! Welcome to Residence #208 at The Mark on 8th, a turnkey-furnished luxury condominium offering a...
- 2 Beds
- 2.5 Baths
- 226025234 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 l...
- 1 Beds
- 1 Baths
- 226024514 MLS
- Garden Court Bldg.
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...
- 226024122 MLS
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...
- 2 Beds
- 2.5 Baths
- 226021808 MLS
- Naples Marina Villas Bldg.
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 ...
- 3 Beds
- 3 Baths
- 226021821 MLS
- Barclay Bldg.
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...
- 1 Baths
- 226021422 MLS
- Cove Inn Bldg.
Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed...
- 5 Beds
- 4.5 Baths
- 226020603 MLS
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...
- 4 Beds
- 5.5 Baths
- 226019430 MLS
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...
- 1 Baths
- 226019629 MLS
- Cove Inn Bldg.
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...
- 1 Beds
- 1 Baths
- 2026017700 MLS
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...
- 2 Beds
- 2 Baths
- 226019603 MLS
- Eight Fifty Central Bldg.
(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates...
- 4 Beds
- 4.5 Baths
- 226014208 MLS
PRICED TO SELL! FULLY UPDATED 1ST FLOOR END UNIT WITH METAL ROOF IN DOWNTOWN NAPLES! Prime location in highly desirable Olde Naples, just steps from 5th Avenue South, Cam...
- 2 Beds
- 1 Baths
- 226019202 MLS
- Bayview Bldg.
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 ...
- 1 Beds
- 1 Baths
- 226019237 MLS
- Garden Court Bldg.
Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance....
- 6 Beds
- 5.5 Baths
- 226018147 MLS
RARE OPPORTUNITY IN OLDE NAPLES – TURNKEY & FULLY REMODELED! Experience the ultimate Naples lifestyle in this stunning, 1st-floor residence at the gated Castleton Gardens...
- 1 Beds
- 1 Baths
- 226017941 MLS
- Castleton Gardens Bldg.
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...
- 2 Beds
- 2 Baths
- 226017621 MLS
- Marina Manor Bldg.
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...
- 4 Beds
- 5.5 Baths
- 226017050 MLS
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...
- 2 Beds
- 2 Baths
- 226016840 MLS
- Manor Apts Bldg.
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...
- 5 Beds
- 6.5 Baths
- 226013404 MLS
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...
- 3 Beds
- 3 Baths
- 226014803 MLS
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 ...
- 2 Beds
- 2 Baths
- 226014441 MLS
- Pierre Club Bldg.
Thoughtfully finished with premium Wolf and Sub-Zero appliances, this residence showcases elevated design with curated furnishings and designer lighting throughout. Ideal...
- 2 Beds
- 2 Baths
- 226013044 MLS
- Eight Fifty Central Bldg.
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...
- 4 Beds
- 5.5 Baths
- 226011370 MLS
LOCATION + GREAT REDUCED PRICE = EXCELLENT VALUE!! (SELLER MOTIVATED!!!)........... (MAKE OFFER!!!) 1) Superb Old Naples Location; 3 Blocks to Beach + Famous Fishin...
- 2 Beds
- 2 Baths
- 226010362 MLS
- Town Manor Bldg.
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...
- 4 Beds
- 4.5 Baths
- 226011149 MLS
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...
- 4 Beds
- 4.5 Baths
- 226009201 MLS
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...
- 2 Beds
- 2 Baths
- 226007807 MLS
- Eight Fifty Central Bldg.
ATTENTION ALL INVESTORS!!! BEST VALUE in OLDE NAPLES,... -Minutes to Fifth Avenue, Shopping, restaurants, health care, beaches and more! The Collier County Public Libra...
- 1 Beds
- 1 Baths
- 226008171 MLS
- Park Terrace 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...
- 2 Beds
- 2 Baths
- 226007736 MLS
- Pierre Club Bldg.
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...
- 2 Beds
- 2 Baths
- 226005375 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 hi...
- 226006431 MLS
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...
- 2 Beds
- 2 Baths
- 226006625 MLS
- Southwinds Apts Of Naples Bldg.
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