Nestled in the heart of picturesque Olde Naples, embrace the ideally located serene ambiance of the gated Castleton Gardens. The surrounded tranquil banyan tree-lined cou...
Courtesy of Premiere Plus Realty Company.
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...
Courtesy of Compass Florida LLC. 239-273-8374
Exquisitely reimagined and impeccably finished, this first-floor residence offers refined coastal living in the heart of Olde Naples. Just moments from the white-sand bea...
Courtesy of Premiere Plus Realty Company.
Fabulous second-floor, turnkey-furnished studio residence in The Mariner, one of Old Naples' most iconic condominium communities along Gulf Shore Boulevard South. Ideally...
Courtesy of Premiere Plus Realty Company.
OLDE NAPLES LIVING AT ITS BEST! Discover the charm and convenience of Olde Naples at Suntide on Tenth, an intimate six-unit condominium community ideally situated in the ...
Courtesy of Diversified Real Estate Group.
Presenting a rare opportunity to live in the heart of the Third Street Historic District, this lovely condominium is on the top floor of a small boutique building on one ...
Courtesy of Premier Sotheby's Int'l Realty.
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 ...
Courtesy of Harbour Point Real Estate Inc..
Experience the best of bayfront living in the heart of Old Naples! This beautifully updated three-bedroom, two-bath residence offers 1,886 square feet of living space, di...
Courtesy of Premier Sotheby's Int'l Realty.
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...
Courtesy of Waterfront Realty Group Inc.
Fully renovated with luxurious high-end finishes, offered turnkey furnished & move-in ready! Perfectly situated in the heart of Old Naples, this exceptional residence has...
Courtesy of Coldwell Banker Realty.
DOWNTOWN OLDE NAPLES 5TH AVE. "URBAN" COASTAL LIVING! THIS UPGRADED ($150,000+/-) DECORATOR "TURNKEY" FURNISHED 2 BEDROOM, 2 BATH HOME HAS IT ALL! EIGHT-FIFTY CENTRAL of...
Courtesy of Coldwell Banker Realty.
British Cayman–inspired architecture, fresh interiors, and a coveted Old Naples location come together at this beautifully remodeled residence. Just three blocks from the...
Courtesy of John R Wood Properties.
Welcome to Gloucester Bay! This beautifully updated & exceptionally spacious 3-bedroom, 2-bathroom end-unit residence offers one of the largest floor plans available in d...
Courtesy of Coldwell Banker Realty.
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...
Courtesy of Compass Florida LLC. 239-832-0812
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...
Courtesy of Waterfront Realty Group Inc.
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...
Courtesy of Premier Sotheby's Int'l Realty.
LOWEST PRICED 2 BEDROOM NEWER CONSTRUCTION UNIT IN 34102! MOTIVATED SELLER HAS REDUCED PRICING SIGNIFICANTLY TO SELL! The ultimate downtown lifestyle awaits at So|Ce Flat...
Courtesy of Compass Florida LLC. 239-832-0812
Experience the privacy of south facing single family style living in this exquisitely renovated two story residence in the heart of Olde Naples. One of just four residenc...
Courtesy of Palm Paradise Realty Group.
Experience the charm of Olde Naples at Villa Avellino! Ideally located just moments from the renowned shops and restaurants of Third Street South, this spacious 3-bedroom...
Courtesy of John R Wood Properties.
Discover the Best of Olde Naples Living at Bayside Villas! Enjoy the charm and convenience of Olde Naples in this spacious two-bedroom, two-bath end-unit condominium, ...
Courtesy of John R Wood Properties.
One or more photo(s) has been virtually staged, AI generated or rendered. Ideally situated on a peaceful street in the heart of Old Naples, this newly built custom home ...
Courtesy of London Bay Realty Inc..
Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior ...
Courtesy of London Bay Realty Inc..
A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom-bu...
Courtesy of Premier Sotheby's Int'l Realty.
Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly position...
Courtesy of Premier Sotheby's Int'l Realty.
Naples lifestyle is at its best with this updated and rarely available Hamilton Club condominium, ideally on a quiet street just three short blocks from the sandy white b...
Courtesy of Premier Sotheby's Int'l Realty.
PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated ...
Courtesy of EXP Realty LLC.
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...
Courtesy of KW Elevate Luxury.
Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of...
Courtesy of William Raveis Real Estate.
Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block...
Courtesy of Alfred Robbins Realty Group. 239-399-5940
Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and e...
Courtesy of Gulf Coast International Prop.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the best of downtown Naples living in this beautifully updated three-story townhouse...
Courtesy of William Raveis Real Estate.
A little slice of Olde Naples with your very own private patio! This remodeled first-floor, one-bedroom, one-bath end-unit condo is tucked into peaceful Olde Naples, just...
Courtesy of Naples Florida Vacation Homes.
Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner...
Courtesy of Bonnycastle Realty.
An extraordinary expression of modern coastal luxury, this architecturally striking residence enjoys an enviable location just two blocks from the pristine shores of the ...
Courtesy of John R Wood Properties.
Just one block from 5th Avenue South and minutes from the beach, this recently updated two bedroom, two bathroom condominium offers an exceptional opportunity to experien...
Courtesy of Gulf Coast International Prop.
Welcome to The Palm House Old Naples | New Construction | Private Guest Casita Welcome to The Palm House, a stunning new-construction residence in the heart of Old ...
Courtesy of Compass Florida LLC. 847-913-6665
COME EARLY AND QUICK to see this gem of a condo nestled in Olde Naples. Surrounded by multi-million-dollar homes on Second Street South in Downtown Naples, this bright, ...
Courtesy of Premier Sotheby's Int'l Realty.
Rare opportunity to purchase adjoining units in Naples iconic Cove Inn!! Beautifully updated first floor units (these units sit substantially raised) overlooking expansiv...
Courtesy of Premiere Plus Realty Company.
This exceptional Old Naples custom estate is was recently remodeled by Judith Liegeois Design. Showcasing sleek architectural elements, an open floor plan and enhanced th...
Courtesy of Gulf Coast International Prop.
Perfectly positioned on one of Old Naples’ most sought after, mahogany-lined avenues, this coastal casual masterpiece delivers over 5,000 square feet of refined, effortle...
Courtesy of Gulf Coast International Prop.
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...
Courtesy of Achieve Realty LLC.
One or more photo(s) has been virtually staged, AI generated or rendered. "Live Life Beautifully in Southwest Florida" in this beautifully maintained three-bedroom, two-...
Courtesy of John R Wood Properties. 239-280-6372
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, ...
Courtesy of John R Wood Properties. 239-777-6622
Quietly situated at the southernmost end of Gulf Shore Boulevard South, directly across from beach access, this exceptional Olde Naples estate is a true crown jewel, span...
Courtesy of John R Wood Properties. 239-777-6622
An extraordinary expression of luxury living in Olde Naples steps from the brand new Four Seasons Resort. This exceptional estate offers an enviable lifestyle just a shor...
Courtesy of William Raveis Real Estate.
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. Beautifully renovated...
Courtesy of John R Wood Properties.
One or more photo(s) has been virtually staged, AI generated or rendered. A rare Old Naples opportunity offering 0.35 acres and 96 feet of frontage, just a short walk to...
Courtesy of William Raveis Real Estate.
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...
Courtesy of William Raveis Real Estate.
NOW COMPLETE! Commanding a rare western lakefront setting in the heart of Old Naples, this extraordinary new construction estate represents an exceptional achievement in ...
Courtesy of William Raveis Real Estate.
Perfectly positioned in the heart of Old Naples, this beautifully transformed two-story villa offers an exceptional combination of privacy, sophisticated coastal style an...
Courtesy of William Raveis Real Estate.
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, Florida (sometimes spelled Olde Naples) is the historic beach neighborhood at the heart of Naples FL 34102. This page brings every Old Naples property type into one live MLS search: single-family homes, condominiums, townhomes and new construction between the Gulf of Mexico beach, 5th Avenue South, 3rd Street South and Naples Bay. Use the listings above to see what is available today, or jump to a focused search below. New to the area? Start with our Living in Old Naples neighborhood guide.
| Property type | Active listings | Asking price range | Search |
|---|---|---|---|
| Single-family homes | About 60 | About $3M to $44M | Old Naples homes |
| Waterfront homes | About 9 | About $5.5M to $44M | Old Naples waterfront homes |
| Historic homes and cottages (built 1975 or earlier) | About 9 | About $3.25M to $44M | Old Naples historic homes |
| Condos, villas and townhomes | About 80 | About $275K to $7.7M | Old Naples condos |
| Condos under $600K | About 25 | About $275K to $560K | Old Naples condos under $600K |
| Luxury condos $2M and up | About 20 | About $2M to $7.7M | Old Naples luxury condos |
| New construction (2025 and newer) | About 13 | About $5.8M to $26M | Old Naples new construction |
| Lots and homesites | About 8 | About $2.5M to $39M | Old Naples lots for sale |
| Homes and condos $500K to $5M | About 60 | $500K to $5M | Old Naples under $5M |
Source: area MLS, mid-November 2026. Counts and prices change daily; the listings on this page are always current. For monthly trends see the Old Naples Home Market Report and Old Naples Condo Market Report.
In season, well-priced Old Naples homes and condos can go under contract within days. Sign up for free alerts and a monthly market report.
Get New Listing AlertsMonthly Market ReportRequest a Private ShowingWhat Is My Old Naples Home Worth?
From original cottages to Gulf-front estates, Old Naples homes are often valued as much for the lot and street as for the house. Buyers should review flood zone, elevation and the City of Naples building rules before planning a renovation. See Old Naples homes for sale, waterfront homes or historic homes and cottages.
Old Naples condominiums are mostly low- and mid-rise buildings and villas a few blocks from the beach, ranging from 1960s-era buildings to newer boutique residences. Review association reserves, recent inspections, rental rules and pet policies. See Old Naples condos for sale, condos under $600K, luxury condos or all downtown Naples 34102 condos.
Most new construction in Old Naples is custom single-family homes built on infill lots by luxury builders. See Old Naples new construction, Old Naples lots for sale and new homes across 34102.
Old Naples is in Naples, Florida 34102, within the City of Naples in Collier County.
The City of Naples describes Old Naples as extending north from the Third Street South shopping area to the former Naples Beach Hotel (now Naples Beach Club) and west from US 41 to the beach. Many buyers use the name more broadly, from about South Golf Drive south toward Aqualane Shores.
The pier was heavily damaged by Hurricane Ian in 2022. Reconstruction began in January 2026, and the city expects the new pier to reopen around mid-2027.
Yes. Every east-west avenue in Old Naples ends at the Gulf beach, so most homes and condos are within walking or biking distance.
Older 1- and 2-bedroom condos are the entry point, with asking prices recently starting under $300,000.
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 to schedule private showings in Old Naples. Learn more about Glen or see our Florida relocation services.
Old Naples buyers and sellers since 1986. Call or text 239-272-4663 or glenbigness@gmail.com
Free alerts for new Old Naples homes, condos and price changes.