Olde Naples

As the original settling point of Naples’ first residents, Olde Naples is the birthplace of the beautiful and glamorous downtown area that is so well known today. 

After a sailing trip through Gordon pass to Naples Bay in the later 1800’s, General John S. Williams and Mr. Walter N. Halderman named the pristine expanse of water Naples Bay after the famous Bay of Naples in Italy. 

As the original settling point of Naples’ first residents, Olde Naples, specifically the Third Street South area, is the birthplace of the beautiful and glamorous downtown area that is so well known today. 

After a sailing trip through Gordon pass to Naples Bay in the later 1800’s, General John S. Williams and Mr. Walter N. Halderman named the pristine expanse of water Naples Bay after the famous Bay of Naples in Italy. 

The two men founded the Naples Town Improvement Company in 1886, marking the beginning of a fast-paced journey to create one of the most sought-after destinations in the world.

The charm and quaint luxury of Olde Naples has been drawing seasonal visitors since the early 1930’s. By this time, the downtown area consisted of a small handful of businesses, a train depot, a telephone company, gas station, and dry good store. 

The Naples Depot provided train service from 1927-1971, and the restored train and Depot still stands today at a historical point of interest and location for many community events.

Olde Naples Florida Today

The famous Fifth Avenue that is known today began with just a couple businesses, including the Rexall Drug Store on the corner of Fifth Avenue South and 8th Street South. 

The Drug Store was a local hub for businessmen and children alike, and today it is known as the Naples 5th Avenue Pharmacy. It wasn’t even until 1949 that the first bank in Naples opened on Fifth Avenue by Mamie Tooke, who is known as the “Mother of Naples” by many. 

Today, Fifth Avenue is a destination in itself for locals and visitors alike with its high-end art galleries, top rated dining, world-class shopping, and quiet relaxation on one of the many palm-shaded benches.

Homes in the Olde Naples area today reflect almost a century of unique architectural styles, from grand beach front estates and picturesque cottages, to brand new multi-story homes and older condos. 

Situated between Port Royal to the south and the Moorings to the North, Olde Naples represents the prime Naples location. 

With every Avenue ending at the beach, walking and biking are popular pastimes, especially to catch one of Naples’ breathtaking sunsets. 

Whether a first-time visitor, a long-time returning guest or a local of Naples, the charm and quiet elegance of Olde Naples is, and will always be, unforgettable.

Olde Naples Listings
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    473 1st Ave S

    Naples, FL 34102

    $3,500,000

    This brand new custom estate designed by Boyatt design and built by DIVCO is situated in a prime location in Olde Naples. Built with...

    • Bedrooms5
    • Baths5
    • Parking2+ Spaces
    • Sq Ft3,240
    • Year Built2018
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    1222 Gordon Dr 4

    Naples, FL 34102

    $599,900

    Olde Naples location that cannot be beat! ½ Block to the beach and 1 block to 3rd Street South shops & restaurants. This two-bedroom...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned, Guest
    • Sq Ft1,125
    • Year Built1974
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    692 10th Ave S A 2

    Naples, FL 34102

    $1,449,000

    Lowest priced luxury villa in downtown Olde Naples with so many upgrades. This is the best priced residence in Olde Naples for like units....

    • Bedrooms3
    • Baths3
    • Sq Ft2,321
    • Year Built2008
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    371 3rd Ave S 371

    Naples, FL 34102

    $595,000

    This Olde Naples condo is only 3 blocks to the beach and 2 blocks to the 5th Avenue restaurants and shops! Measuring at over...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned
    • Sq Ft1,166
    • Year Built1986
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    1012 5th St S 402

    Naples, FL 34102

    $1,650,000

    This well-located, second floor unit in Isla Mar is spread over 2,700 square feet with 3 large bedrooms plus a den and 3 full...

    • Bedrooms3
    • Baths3
    • Parking2+ Spaces
    • Sq Ft2,700
    • Year Built2000
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    876 4th St 15

    Naples, FL 34102

    $2,175,000

    REDUCED TO SELL. Charming Olde Naples townhouse. Dine by the pool on your private terrace amidst lush tropical landscaping and privacy hedges. Spacious great...

    • Bedrooms4
    • Baths4
    • Sq Ft3,602
    • Year Built2003
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    1963 Gulf Shore Blvd S

    Naples, FL 34102

    $8,900,000

    H.15016- Romantic, enchanting story-book home! Privately sited amidst lush tropical foliage on a .52 acre 114’ x 193’ lot. Elegant, unique & just steps...

    • Bedrooms6
    • Baths5
    • Sq Ft9,047
    • Year Built2016
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    840 Gulf Shore Blvd S

    Naples, FL 34102

    $7,995,000

    BEACH BLOCK! 840 Gulf Shore Blvd South is more than just an address, it’s a new construction home that defines sophistication. Ideally situated and...

    • Bedrooms5
    • Baths5
    • ParkingCircle Drive, Covered, Driveway Paved
    • Sq Ft5,102
    • Year Built2019
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    140 3rd Ave S

    Naples, FL 34102

    $6,950,000

    H.14005 -Newly staged & $550,000 price drop!! Grande estate in the heart of Old Naples, a block to the beach, 2 blocks from Fifth...

    • Bedrooms5
    • Baths6
    • Sq Ft7,537
    • Year Built2012
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    175 8th Ave S

    Naples, FL 34102

    $5,250,000

    H.13416 – Wonderful & well-built in 2007! Open & bright, loaded w/upgrades! Absolutely ideal location in the heart of Olde Naples just 5 doors...

    • Bedrooms5
    • Baths4
    • Sq Ft5,849
    • Year Built2007
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    255 2nd Ave N

    Naples, FL 34102

    $2,950,000

    This Old Naples home is ideally situated in a highly sought-after location just 7 homes away from Naples’ powder white sand beach and warm...

    • Bedrooms6
    • Baths5
    • Sq Ft4,351
    • Year Built1999
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    62 5th St S

    Naples, FL 34102

    $2,499,000

    Highly desired Old Naples downtown location. This charming property offers a lifestyle that is uniquely Old Naples. The convenience of living downtown promotes a...

    • Bedrooms3
    • Baths2
    • Sq Ft3,203
    • Year Built2005
    • CommunityOlde Naples
    • TypeSingle Family
  • sold
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    370 6th Ave S

    Naples, FL 34102

    $1,745,000

    GREAT REDEVELOPMENT POTENTIAL. Lot size is 100ftx93ft but with only 7ft setbacks on all 4 sides the buildable area is 8000sq ft. Plenty of...

    • Bedrooms3
    • Baths2
    • Parking2+ Spaces, Covered, Driveway Paved, Under Bldg Open
    • Sq Ft2,463
    • Year Built1985
    • CommunityOlde Naples
    • TypeSingle Family
  • pending
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    850 Central Ave 307

    Naples, FL 34102

    $1,290,000

    GROUND BROKEN – July 2019! Scheduled for occupancy in the 3rd quarter of 2020! This coastal modern three story building features a limited collection...

    • Bedrooms3
    • Baths3
    • Sq Ft1,649
    • Price Per Sq Ft$782.29
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    850 Central Ave 305

    Naples, FL 34102

    $1,190,000

    Breaking ground in Olde Naples soon. This coastal modern three story building features a limited collection of 22 exclusive condominium residences. At the street...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned, Under Bldg Open
    • Sq Ft1,577
    • Price Per Sq Ft$754.60
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    780 5th Ave S 205

    Naples, FL 34102

    $1,095,000

    C.16008 Live beautifully in the heart of Old Naples in this spacious home with two bedrooms, a den and two and a half bathrooms....

    • Bedrooms2
    • Baths2
    • Parking1 Assigned, Deeded
    • Sq Ft2,010
    • Price Per Sq Ft$544.78
    • Year Built2001
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    627 6th Ave S B 302

    Naples, FL 34102

    $995,000

    **NEW COMMUNITY POOL Sept 2019** Located 1 block off 5th AVE S -Everything you imagine about the EASE OF LIVING in DOWNTOWN NAPLES is...

    • Bedrooms2
    • Baths2
    • Sq Ft1,969
    • Price Per Sq Ft$505.33
    • Year Built2004
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    850 Central Ave 311

    Naples, FL 34102

    $950,000

    GROUND BROKEN – July 2019! Scheduled for occupancy in the 3rd quarter of 2020! This coastal modern three story building features a limited collection...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned, Under Bldg Open
    • Sq Ft1,209
    • Price Per Sq Ft$785.77
    • Year Built2019
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    101 8th St S 301

    Naples, FL 34102

    $785,000

    Looking for a new construction pied-a-terre in Olde Naples? A place for guests…not under your roof? This residence is 2 bedrooms, 2 full baths...

    • Bedrooms2
    • Baths2
    • ParkingCommon, Street, Under Bldg Open
    • Sq Ft852
    • Price Per Sq Ft$921.36
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
  • pending
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    510 4th Ave N

    Naples, FL 34102

    $2,600,000

    H.14785 Build your Olde Naples dream home now or in the future. Existing pool home could be leased and/or remodeled. Large approx. 100 ft...

    • Bedrooms3
    • Baths2
    • Sq Ft2,011
    • Price Per Sq Ft$1,292.89
    • Year Built1972
    • CommunityOlde Naples
    • TypeSingle Family
  • pending
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    751 11th Ave S

    Naples, FL 34102

    $1,899,000

    Great residential lot in the heart of Olde Naples. Walking distance to beaches, restaurants, and shops on 5th Ave S. Beautifully maintained, and cleared...

    • CommunityOlde Naples
    • TypeResidential Lot
  • sold
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    835 11th Ave S

    Naples, FL 34102

    $2,645,000

    Unique opportunity for “buy & hold” or immediate redevelopment investment in the heart of the Olde Naples district, bordering Aqualane Shores. Large 100’x151’ lot...

    • Bedrooms2
    • Baths2
    • ParkingNone
    • Sq Ft1,000
    • Year Built1978
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    850 Central Ave 301

    Naples, FL 34102

    $949,000

    GROUND BROKEN and construction has begun! Scheduled for occupancy end of 2020. 850 Central is an exclusive boutique condominium residence with 22 units. Floor...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned, Under Bldg Open
    • Sq Ft1,482
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    292 14th Ave S C

    Naples, FL 34102

    $819,000

    This furnished two bedroom, two bath residence is full of charm and warmth from the minute you walk through the courtyard, with the sounds...

    • Bedrooms2
    • Baths2
    • Parking1 Assigned
    • Sq Ft1,159
    • Year Built1972
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    101 8th St S 202

    Naples, FL 34102

    $869,000

    Unit #202 is ALL ABOUT OUTSIDE SPACES WITH A LARGE WRAP AROUND BALCONY THAT IS 7 FT DEEP! This cutting edge boutique new development...

    • Bedrooms2
    • Baths1
    • ParkingCommon, Street, Under Bldg Open
    • Sq Ft865
    • Year Built2021
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    218 6th Ave S 14

    Naples, FL 34102

    $754,000

    Calling all decorators that are seeking the best value & location in ALL of Old Naples! Bright sunny Palm Court is a enclave of...

    • Bedrooms3
    • Baths2
    • Parking2 Assigned, Covered, Deeded, Driveway Paved, Free Standing, Load Space, Paved Parking
    • Sq Ft1,600
    • Year Built1987
    • CommunityOlde Naples
    • TypeCondo, Residential
  • for sale
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    101 8th St S 303

    Naples, FL 34102

    $685,000

    NOW AVAILABLE TO CONTRACT AT PRE-CONSTRUCTION PRICING! Unit #303 has the highly sought after versatile one plus den floor plan! This cutting edge boutique...

    • Bedrooms1
    • Baths1
    • Parking1 Assigned, Common, Street, Under Bldg Open
    • Sq Ft852
    • Price Per Sq Ft$803.99
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    101 8th St S 209

    Naples, FL 34102

    $599,000

    Lowest priced unit at SoCe Flats! Own this urban open floor plan studio unit in the boutique, new construction So|Ce Flats building! Featuring 18...

    • Baths1
    • Parking1 Assigned, Electric Vehicle Charging, Street, Under Bldg Open
    • Sq Ft608
    • Year Built2021
    • CommunityOlde Naples
    • TypeCondo, Residential
  • sold
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    265 4th Ave N

    Naples, FL 34102

    $4,250,000

    L.2198 – Beautiful homesite is over 1/2 acre, just 2 blocks from the Olde Naples beach! Build your dream home on this oversized 150′...

    • CommunityOlde Naples
    • TypeResidential Lot
  • sold
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    626 3rd St N

    Naples, FL 34102

    $3,250,000

    L.2193 – Beautiful, oversized single family vacant lot just 3 blocks to the beach! Plenty of options here in this charming, Olde Naples neighborhood....

    • CommunityOlde Naples
    • TypeResidential Lot
  • sold
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    845 11th Ave S

    Naples, FL 34102

    $2,645,000

    Unique opportunity for “buy & hold” or immediate redevelopment investment in the heart of the Olde Naples district, bordering Aqualane Shores. Large 100’x151’ lot...

    • CommunityOlde Naples
    • TypeResidential Lot
  • sold
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    135 7th St N

    Naples, FL 34102

    $1,200,000

    This residential building lot is 85′ X 120′ (.23 ACRE) located within walking distance to Naples pristine white sand beach and 5th Avenue S...

    • CommunityOlde Naples
    • TypeResidential Lot
  • pending
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    850 Central Ave 303

    Naples, FL 34102

    $990,000

    GROUND BROKEN – July 2019! Scheduled for occupancy in the 3rd quarter of 2020! This coastal modern three story building features a limited collection...

    • Bedrooms2
    • Baths2
    • Sq Ft1,357
    • Price Per Sq Ft$729.55
    • Year Built2020
    • CommunityOlde Naples
    • TypeCondo, Residential
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