Old Naples, Florida Home Real Estate Listings
MLS® #: 224039753
- 71 18th AVE S
- NAPLES FL 34102
- $44,000,000
- 6 Beds | 4 Baths | 5,052 SqFt
- 0.95 Acres
- No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! ...
MLS® #: 226001239
- 30 3rd AVE S
- NAPLES FL 34102
- $29,500,000
- 6 Beds | 5.5 Baths | 5,699 SqFt
- 0.67 Acres
- An extraordinary Old Naples beachfront estate, this rare offering encompasses approximately .67 acres with an impressive 169 feet of pristine Gulf fro...
MLS® #: 226018147
- 23 6TH AVE N
- NAPLES FL 34102
- $27,900,000
- 6 Beds | 5.5 Baths | 5,945 SqFt
- 0.6 Acres
- Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortl...
MLS® #: 226022104
- 1100 Gulf Shore BLVD S
- NAPLES FL 34102
- $25,000,000
- 6 Beds | 7 Baths | 6,978 SqFt
- 0.34 Acres
- 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...
MLS® #: 226024712
- 55 13th AVE S
- NAPLES FL 34102
- $22,995,000
- 6 Beds | 6 Baths | 6,143 SqFt
- 0.53 Acres
- This Gulf-front masterpiece offers an unparalleled blend of location, luxury, Gulf views, and resort-style living. Completely rebuilt in 2024 by Kukk ...
MLS® #: 225073939
- 285 Central AVE
- NAPLES FL 34102
- $17,950,000
- 5 Beds | 6.5 Baths | 6,822 SqFt
- 0.34 Acres
- Step into refined coastal living with this exceptional new construction home located just two blocks from the beach in the heart of Olde Naples. Desig...
MLS® #: 226013404
- 264 8th AVE S
- NAPLES FL 34102
- $13,995,000
- 5 Beds | 6 Baths | 5,057 SqFt
- 0.26 Acres
- 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 Sou...
MLS® #: 226029919
- 40 5th AVE S
- NAPLES FL 34102
- $13,500,000
- 5 Beds | 6.5 Baths | 7,635 SqFt
- 0.29 Acres
- 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...
MLS® #: 223075606
- 626 S Golf DR
- NAPLES FL 34102
- $12,995,000
- 6 Beds | 6 Baths | 6,255 SqFt
- 0.37 Acres
- Just completed, this new home in Olde Naples with southern exposure is located just blocks to gulf beaches and the future Four Seasons Resort. Designe...
MLS® #: 224012251
- 128 1ST AVE S
- NAPLES FL 34102
- $12,900,000
- 5 Beds | 6 Baths | 5,174 SqFt
- 0.23 Acres
- Recently completed! Experience luxury living at its finest in this new construction home nestled in the heart of sought-after Olde Naples. This So...
MLS® #: 226002046
- 140 3rd AVE S
- NAPLES FL 34102
- $12,500,000
- 5 Beds | 7 Baths | 7,537 SqFt
- 0.34 Acres
- A landmark, custom built, Old Naples estate just four homes from the Gulf. Elevated and recently renovated, this exceptional residence offers over 7,5...
MLS® #: 225068377
- 273 10th AVE S
- NAPLES FL 34102
- $11,995,000
- 5 Beds | 6 Baths | 4,787 SqFt
- 0.2 Acres
- Just minutes from the world class shopping and dining on 3rd Street South &' Fifth Avenue South, this brand new, never lived in residence embod...
MLS® #: 225077098
- 349 2nd AVE N
- NAPLES FL 34102
- $10,999,000
- 4 Beds | 5 Baths | 5,017 SqFt
- 0.23 Acres
- This extraordinary custom-designed home is the epitome of luxurious living in downtown Naples. A true collaboration of the distinguished C&'E B...
MLS® #: 224028308
- 690 7th AVE N
- NAPLES FL 34102
- $10,895,000
- 5 Beds | 7 Baths | 4,998 SqFt
- 0.29 Acres
- Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning ...
MLS® #: 225056392
- 581 14th AVE S
- NAPLES FL 34102
- $10,499,000
- 4 Beds | 5.5 Baths | 4,534 SqFt
- 0.29 Acres
- A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders' this newly ...
MLS® #: 226007847
- 490 5th ST S 101
- NAPLES FL 34102
- $10,495,000
- 3 Beds | 3.5 Baths | 4,811 SqFt
- 0 Acres
- 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...
MLS® #: 226019430
- 160 Broad AVE S
- NAPLES FL 34102
- $9,750,000
- 4 Beds | 5 Baths | 5,283 SqFt
- 0.26 Acres
- 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 o...
MLS® #: 224050004
- 12 Gulf Shore BLVD N
- NAPLES FL 34102
- $9,450,000
- Beds | Baths | SqFt
- 0.3 Acres
- Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream ho...
MLS® #: 225052605
- 140 2nd AVE N
- NAPLES FL 34102
- $7,950,000
- Beds | Baths | SqFt
- 0.34 Acres
- Located on Naples'' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100'' x 150'' footprint...
MLS® #: 226028046
- 1165 8TH ST S #302
- NAPLES FL 34102
- $7,695,000
- 4 Beds | 4.5 Baths | 4,378 SqFt
- 0 Acres
- Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed f...
MLS® #: 226005784
- 739 5th AVE N
- NAPLES FL 34102
- $7,500,000
- 5 Beds | 8 Baths | 4,825 SqFt
- 0.24 Acres
- 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 ...
MLS® #: 225077814
- 405 7TH AVE N
- NAPLES FL 34102
- $6,950,000
- 4 Beds | 4.5 Baths | 4,092 SqFt
- 0.29 Acres
- Just steps from the Gulf, this exceptional coastal contemporary residence offers the perfect blend of refined style and relaxed Naples living. Designe...
MLS® #: 226011149
- 200 Golf DR
- NAPLES FL 34102
- $6,950,000
- 4 Beds | 4.5 Baths | 6,874 SqFt
- 0.29 Acres
- 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. O...
MLS® #: 225075505
- 2080 Gordon DR
- NAPLES FL 34102
- $6,900,000
- 3 Beds | 3.5 Baths | 3,033 SqFt
- 0.45 Acres
- In the private, gated enclave of Gordon Drive Estates a mere three doors from the sugar sand coastline, lies this meticulously maintained, custom home...
MLS® #: 226028042
- 1165 8TH ST S #202
- NAPLES FL 34102
- $6,795,000
- 4 Beds | 4.5 Baths | 4,378 SqFt
- 0 Acres
- Introducing Vela Bay, an intimate collection of four contemporary waterfront residences overlooking Naples Bay in the heart of Olde Naples. Designed f...
MLS® #: 226029571
- 1140 8th ST S
- NAPLES FL 34102
- $6,795,000
- 5 Beds | 5.5 Baths | 4,004 SqFt
- 0.17 Acres
- 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 ele...
MLS® #: 226011370
- 1355 4th ST S
- NAPLES FL 34102
- $6,495,000
- 4 Beds | 5.5 Baths | 2,957 SqFt
- 0.17 Acres
- Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square fe...
MLS® #: 226017050
- 545 13th AVE S
- NAPLES FL 34102
- $6,495,000
- 4 Beds | 5 Baths | 3,829 SqFt
- 0.24 Acres
- Discover an exquisite retreat in the heart of Olde Naples, just 2.5 blocks from 3rd Street South, featuring some of Naples’ most desirable shopp...
MLS® #: 226020603
- 950 8th ST S
- NAPLES FL 34102
- $6,495,000
- 5 Beds | 4.5 Baths | 3,741 SqFt
- 0.17 Acres
- Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. T...
MLS® #: 226030692
- 155 20th AVE S
- NAPLES FL 34102
- $6,490,000
- 5 Beds | 5 Baths | 5,083 SqFt
- 0.33 Acres
- Enjoy the southern end of Old Naples in the perfect spot between two of the most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from t...
MLS® #: 225081202
- 745 12th AVE S 103
- NAPLES FL 34102
- $6,450,000
- 3 Beds | 4.5 Baths | 4,856 SqFt
- 0 Acres
- Steps from the boutique shopping and dining of Crayton Cove and offering nearly 5,000 square feet of living space, this 2019-built townhouse is an exc...
MLS® #: 226024974
- 742 11th AVE S
- NAPLES FL 34102
- $6,300,000
- 4 Beds | 5 Baths | 3,273 SqFt
- 0.23 Acres
- TWO EXCEPTIONAL OPPORTUNITIES. ONE EXTRAORDINARY ADDRESS. Perfectly positioned in the heart of Old Naples, this beautifully reimagined residence offer...
MLS® #: 225077400
- 570 2nd AVE N
- NAPLES FL 34102
- $6,100,000
- 4 Beds | 3.5 Baths | 3,772 SqFt
- 0.18 Acres
- Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, ...
MLS® #: 226028036
- 1165 8TH ST S #201
- NAPLES FL 34102
- $5,995,000
- 4 Beds | 4.5 Baths | 4,371 SqFt
- 0 Acres
- One or more photo(s) has been virtually staged, AI generated or rendered. Introducing Vela Bay, an intimate collection of four contemporary waterfron...
MLS® #: 226026258
- 1011 6th ST S
- NAPLES FL 34102
- $5,950,000
- 4 Beds | 5 Baths | 3,291 SqFt
- 0.23 Acres
- Olde Naples corner-lot estate pairs ultra-luxury design with elite walkability. Dramatic 20ft great room features floor-to-ceiling glass & crystal sph...
MLS® #: 225085032
- 770 Park ST
- NAPLES FL 34102
- $5,595,000
- 4 Beds | 4.5 Baths | 3,475 SqFt
- 0.17 Acres
- Welcome to 770 Park St., with a superb location just steps from the heart of 5th Avenue South's world-class dining and shopping and 6 blocks to the pr...
MLS® #: 225072058
- 909 10th AVE S
- NAPLES FL 34102
- $5,195,000
- 3 Beds | 4.5 Baths | 3,550 SqFt
- 0.12 Acres
- In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments f...
MLS® #: 226014208
- 912 9th AVE S
- NAPLES FL 34102
- $5,195,000
- 4 Beds | 4.5 Baths | 3,385 SqFt
- 0.19 Acres
- 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 Nap...
MLS® #: 226022088
- 32 6th ST S
- NAPLES FL 34102
- $4,995,000
- 3 Beds | 3.5 Baths | 3,242 SqFt
- 0.15 Acres
- On a desired, tree-lined street in the heart of Old Naples, this exceptional residence offers refined coastal luxury just moments from pristine Gulf b...
MLS® #: 225064774
- 1160 8th ST S
- NAPLES FL 34102
- $4,950,000
- 6 Beds | 4.5 Baths | 5,822 SqFt
- 0.17 Acres
- One or more photo(s) has been virtually staged, AI generated or rendered. Price significantly reduced and now priced to sell. Offering nearly 6,000 s...
MLS® #: 226009201
- 901 10th AVE S
- NAPLES FL 34102
- $4,900,000
- 4 Beds | 4.5 Baths | 3,538 SqFt
- 0.18 Acres
- Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with ...
MLS® #: 226025231
- 888 10th AVE S
- NAPLES FL 34102
- $4,750,000
- 5 Beds | 5 Baths | 3,190 SqFt
- 0.2 Acres
- 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 Sout...
MLS® #: 224018643
- 180 9TH ST S 201
- NAPLES FL 34102
- $3,950,000
- 3 Beds | 2.5 Baths | 2,250 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 224018642
- 180 9TH ST S 301
- NAPLES FL 34102
- $3,890,000
- 3 Beds | 2.5 Baths | 2,159 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 226000909
- 680 Park ST
- NAPLES FL 34102
- $3,800,000
- Beds | Baths | SqFt
- 0.22 Acres
- 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 s...
MLS® #: 226012328
- 495 5th ST S #304
- NAPLES FL 34102
- $3,595,000
- 2 Beds | 2.5 Baths | 2,446 SqFt
- 0 Acres
- Positioned along the renowned corridor of Fifth Avenue South, this distinguished penthouse residence at 505 ON FIFTH is in the ideal and desired downt...
MLS® #: 224018668
- 180 9th ST S 302
- NAPLES FL 34102
- $3,590,000
- 2 Beds | 2 Baths | 1,995 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 226003779
- 340 12th AVE S 6
- NAPLES FL 34102
- $3,500,000
- 3 Beds | 3 Baths | 3,007 SqFt
- 0 Acres
- This elegant and expansive detached villa offers a rare lifestyle opportunity in the heart of Naples, just steps from the shops and restaurants of Thi...
MLS® #: 226016060
- 430 10th AVE S 305
- NAPLES FL 34102
- $3,390,000
- 3 Beds | 3 Baths | 2,280 SqFt
- 0 Acres
- Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning appro...
MLS® #: 224018654
- 180 9th ST S 202
- NAPLES FL 34102
- $3,200,000
- 2 Beds | 2 Baths | 1,656 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 226000901
- 670 Park ST
- NAPLES FL 34102
- $3,200,000
- Beds | Baths | SqFt
- 0.16 Acres
- 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 s...
MLS® #: 226006431
- 395 7th AVE S
- NAPLES FL 34102
- $3,100,000
- Beds | Baths | SqFt
- 0.17 Acres
- 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 be...
MLS® #: 226014803
- 740 5th AVE N
- NAPLES FL 34102
- $2,995,000
- 3 Beds | 3 Baths | 2,029 SqFt
- 0.23 Acres
- This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. ...
MLS® #: 226024122
- 61 4th ST S
- NAPLES FL 34102
- $2,995,000
- Beds | Baths | SqFt
- 0.19 Acres
- 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 Ol...
MLS® #: 224018674
- 180 9th ST S 303
- NAPLES FL 34102
- $2,980,000
- 2 Beds | 2 Baths | 1,676 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 226028927
- 382 12th AVE S 202
- NAPLES FL 34102
- $2,975,000
- 3 Beds | 3.5 Baths | 2,429 SqFt
- 0 Acres
- 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 T...
MLS® #: 224018659
- 180 9th ST S 203
- NAPLES FL 34102
- $2,950,000
- 2 Beds | 2 Baths | 1,789 SqFt
- 0 Acres
- NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With ju...
MLS® #: 225078901
- 780 5th AVE S 305
- NAPLES FL 34102
- $2,950,000
- 2 Beds | 2.5 Baths | 1,932 SqFt
- 0 Acres
- Experience the epitome of luxury living in the heart of downtown Naples, located above Provident Jewelers on prestigious 5th Avenue. This completely r...
MLS® #: 226031052
- 411 6th ST S 301
- NAPLES FL 34102
- $2,799,000
- 3 Beds | 2 Baths | 1,734 SqFt
- 0 Acres
- Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully desi...
MLS® #: 226025430
- 875 6th AVE S 304
- NAPLES FL 34102
- $2,775,000
- 3 Beds | 3.5 Baths | 2,365 SqFt
- 0 Acres
- 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 lux...
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Downing Frye Realty, Inc.
Naples People's Choice Award for 15 Years Straight !
"If you would like for me to do all of the research for you, please call me with your search criteria and I will email you all of the listings that specifically match your lifestyle requirements.
I have been selling Old Naples luxury real estate since 1978. I make it easy and enjoyable, while presenting you with all of the FACTS necessary to make an informed decision. There is a lot to take into consideration when buying Old Naples real estate in Naples, Florida to insure that you are not only buying the lifestyle that you are searching for but that the property does not have any ISSUES and that you are getting VALUE. Please take the time to read the About section to see my 35 year background in Custom Home Building, Development and Real Estate in Naples, Marco Island and Palm Beach, Florida
I bring this experience to each and every one of my buyers as their TRANSACTION BROKER. For discrete and professional service, please call me directly at 239-963-6590 to schedule a private viewing of any Old Naples home or condo real estate listings for sale in Naples, Florida."
