Old Naples Historic Homes and Cottages for Sale (Built 1975 or Earlier)
A RARE 0.785-ACRE LEGACY ESTATE IN THE HEART OF OLDE NAPLES?.The property's lush landscaping and relaxed sophistication evoke the timeless elegance and ambiance of St. Ba...
- 3 Beds
- 2.5 Baths
- 226041498 MLS
Courtesy of Compass Florida LLC. 239-273-8374
Excellent investment opportunity in one of the best locations in Old Naples. Recently updated with new flooring, appliances, washer, dryer, air conditioning, and pool eq...
- 3 Beds
- 3.5 Baths
- 226040017 MLS
Courtesy of Waterfront Realty Group Inc.
LOCATION LOCATION LOCATION !! This charming shabby chic cottage-style residence on a spacious .22-acre lot is in the X-500 ZONE as confirmed by the GIS FEMA MAP and loca...
- 2 Beds
- 2 Baths
- 226034990 MLS
Courtesy of Achieve Realty LLC.
Experience rare coastal charm and modern sophistication at the iconic Captain Parker House, ideally located within walking distance of 5th Ave S, 3rd St S, Cambier Park, ...
- 3 Beds
- 3 Baths
- 226032348 MLS
Courtesy of John R Wood Properties. 239-777-6622
A beach bungalow in the heart of Old Naples, this charming three-bedroom, two-bath residence sits on an expansive 150-by-100-foot corner lot just three blocks from the Gu...
- 3 Beds
- 3 Baths
- 226034533 MLS
Courtesy of Premier Sotheby's Int'l Realty.
This Old Naples Dolphin Cottage was built in 1935 and has been meticulously restored to reflect the owner's love of historic Old Naples. The home is a blend of classic an...
- 3 Beds
- 2 Baths
- 226033966 MLS
Courtesy of Premier Sotheby's Int'l Realty.
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
Courtesy of Keller Williams Realty Naples.
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.
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.
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.
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 Historic Homes and Cottages for Sale
Before the custom estates, Old Naples was a village of wood-frame Florida cottages under the palms. A number of those originals, along with mid-century homes from the 1950s and 1960s, still come on the market. The listings above show every active Old Naples single-family home built in 1975 or earlier, including some of the oldest homes in Naples.
Historic and Older Homes Market (November 2026)
- About 9 active listings, from roughly $3.25 million to $44 million.
- Build years range from the 1880s and 1920s to the early 1970s.
- Many are priced mainly on land value, especially on larger lots or near the beach.
Restore, Renovate or Rebuild?
Buyers of older Old Naples homes usually weigh three paths:
- Restore a character cottage, keeping its original look while updating systems, roof and windows.
- Renovate and expand within City of Naples zoning and FEMA flood rules. Large improvements to a home below the required flood elevation may trigger rules that require raising the home.
- Rebuild a new elevated home. Compare with Old Naples lots for sale and new construction.
The Naples Historical Society at Historic Palm Cottage (built 1895) offers walking tours of the Naples Historic District, a good introduction to the area's original architecture. See our Naples Pier and historic district guide.
Get Alerts for Old Naples Cottages
Original cottages are scarce and often draw builders and restoration buyers at the same time. Get notified the day one lists.
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Talk With an Old Naples Real Estate 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.