Glen Bigness, Realtor - Naples FL Waterfront and Luxury Real Estate
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Gulf of Mexico sunset at the Naples Pier in Old Naples Florida

Old Naples Waterfront Homes for Sale

1441 Gulf Shore BLVD S, Naples image
1441 Gulf Shore BLVD S, Naples $9,900,000

Intricate architectural details and exquisite finishes define this distinctive three-story residence in the heart of Olde Naples, just one block from the Gulf’s pristine ...

  • 5 Beds
  • 5.5 Baths
  • 226036352 MLS
Courtesy of Harbour Point Real Estate Inc.

Courtesy of Harbour Point Real Estate Inc..

411 Palm CIR E, Naples image
411 Palm CIR E, Naples $18,995,000

Experience the pinnacle of turnkey quiet luxury in this newly constructed estate in the heart of Olde Naples. Masterfully built by Equinox Construction Company, with arch...

  • 5 Beds
  • 6.5 Baths
  • 226040608 MLS
Courtesy of Waterfront Realty Group Inc

Courtesy of Waterfront Realty Group Inc.

770 Park ST, Naples image
770 Park ST, Naples $5,560,000

One or more photo(s) has been virtually staged, AI generated or rendered. Welcome to 770 Park Street, an architectural masterpiece built by Lotus Builders and designed b...

  • 4 Beds
  • 4.5 Baths
  • 226034566 MLS
Courtesy of Compass Florida LLC

Courtesy of Compass Florida LLC. 239-832-0812

597 3rd ST N, Naples image
597 3rd ST N, Naples $9,450,000

A hidden retreat in the heart of Old Naples. At the end of a quiet, dead-end street shared by just four properties, this exceptional lakefront residence offers a rare com...

  • 6 Beds
  • 6.5 Baths
  • 226039858 MLS
Courtesy of Premier Sotheby's Int'l Realty

Courtesy of Premier Sotheby's Int'l Realty.

501 7TH AVE N, Naples image
501 7TH AVE N, Naples $12,900,000

Located on an oversized parcel in one of Old Naples’ most walkable residential enclaves, this newly constructed estate blends British West Indies architecture with uncom...

  • 5 Beds
  • 5.5 Baths
  • 226035032 MLS
Courtesy of William Raveis Real Estate

Courtesy of William Raveis Real Estate.

616 BOUGAINVILLEA RD, Naples image
616 BOUGAINVILLEA RD, Naples $25,900,000

NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in ...

  • 6 Beds
  • 11.5 Baths
  • 226035214 MLS
Courtesy of William Raveis Real Estate

Courtesy of William Raveis Real Estate.

55 13th AVE S, Naples image
55 13th AVE S, Naples $21,995,000 ▼

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
Courtesy of Gulf Coast International Prop

Courtesy of Gulf Coast International Prop.

23 6TH AVE N, Naples image
23 6TH AVE N, Naples $27,900,000

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
Courtesy of Coldwell Banker Realty

Courtesy of Coldwell Banker Realty.

71 18th AVE S, Naples image
71 18th AVE S, Naples $44,000,000

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! Experience the pinna...

  • 6 Beds
  • 4 Baths
  • 224039753 MLS
Courtesy of Waterfront Realty Group Inc

Courtesy of Waterfront Realty Group Inc.

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.

Old Naples Waterfront Homes for Sale

Waterfront homes are the rarest and most valuable properties in Old Naples. Gulf-front estates along Gulf Shore Boulevard South and the beach ends of the avenues look straight out to the sunset, while a smaller group of homes on the east side of the neighborhood sit on Naples Bay and nearby waterways. The listings above are every active Old Naples single-family home the MLS marks as waterfront.

Old Naples Waterfront Market (November 2026)

  • About 9 active listings, asking roughly $5.5 million to $44 million, averaging near $20 million.
  • Gulf-view listings currently start around $12.5 million.
  • One of the most notable recent Old Naples closings was a Gulf-front home on 14th Avenue South listed at $89 million.

Gulf-Front vs. Bayfront in Old Naples

Gulf-Front and Beach Homes

Direct beach frontage, sunset views and walking access to the Naples Pier. Buyers should review the Coastal Construction Control Line, elevation and wind and flood insurance carefully.

Bayfront and Boating Homes

Homes on the bay side can offer private docks and a short run to the Gulf through Gordon Pass. For more boating options, compare Aqualane Shores and Port Royal, where nearly every home has deep-water dockage.

Off-Market and Coming-Soon Waterfront

Old Naples waterfront homes sometimes trade privately. Share your wish list and we will contact you about new and coming-soon waterfront listings.

Get New Listing AlertsMonthly Home Market ReportRequest a Private ShowingWaterfront Home Value

More Waterfront Searches

  • All Naples waterfront homes
  • All Old Naples homes for sale | Old Naples new construction
  • Moorings waterfront homes | Park Shore waterfront homes

Talk With an Old Naples Waterfront Specialist

Glen Bigness, REALTOR®
Bigness Group LLC with Premiere Plus Realty
Serving Southwest Florida buyers and sellers since 1986

Call or text 239-272-4663 or email glenbigness@gmail.com.

Explore Old Naples

  • Old Naples FL Real Estate | Living in Old Naples Guide
  • Historic Homes | Lots for Sale | Luxury Condos
  • 3rd Street South | Restaurants | Naples Pier and Beach

Photo credits: header photo of the Naples Pier at sunset by Giuseppe Milo, CC BY 3.0, via Wikimedia Commons.

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Glen Bigness, Realtor®
Bigness Group

Old Naples buyers and sellers since 1986. Call or text 239-272-4663 or glenbigness@gmail.com

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Old Naples Real Estate

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  • Condos Under $600K
  • Luxury Condos $2M+
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  • Downtown Naples 34102 Condos

Old Naples Guides

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  • 3rd Street South
  • Old Naples Restaurants
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Old Naples Market Reports

  • Old Naples Home Market Report
  • Old Naples Condo Market Report
  • Old Naples Home Value

Nearby Naples Neighborhoods

  • Aqualane Shores
  • Port Royal
  • Moorings
  • Park Shore
  • Coquina Sands
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  • Naples Luxury Real Estate Agent
  • Glen Bigness, Realtor
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