Search Homes for Sale in Old Naples
Naples • Most Walkable Luxury Neighbourhood • Historic • Gulf Proximity

Old Naples Florida Real Estate and Homes for Sale

Old Naples is the most historic and walkable luxury neighbourhood in Naples, Florida, situated between Third Street South to the south and Fifth Avenue South to the north, bordered by the Gulf of Mexico to the west. The neighbourhood is characterised by tree-lined streets, a mix of historic Florida bungalows, renovated estates, and newer custom construction, and a walkability to beaches, dining, and culture that no other Naples neighbourhood can match. Old Naples is consistently one of Florida's most sought-after addresses, recognised for its charm, its proximity to the Naples Pier and Gulf beaches, and its position as the original heart of the Naples community.

Naples Nest is led by Jeremy O'Guinn, a Broker Associate and Certified Negotiation Expert (CNE) with more than 18 years of Southwest Florida real estate experience, providing data-driven guidance to buyers and sellers throughout Old Naples.

CNE Certified Negotiation Expert
Broker Associate, Downing-Frye Realty
18+ Years Southwest Florida
Old Naples and Coastal Specialist
Naples Pier and Gulf beach at Old Naples Florida at sunset
Naples Pier, Old Naples, Florida
Old Naples At a Glance

Key Facts About Old Naples Florida

LocationBordered by the Gulf of Mexico to the west, Third Street South to the south, and Fifth Avenue South to the north. The neighbourhood is contiguous with Aqualane Shores to the south and Port Royal beyond that.
WalkabilityThe highest walkability of any Naples luxury neighbourhood. Walking distance to Fifth Avenue South, Third Street South, the Naples Pier, and Gulf beaches. No car required for most lifestyle activities.
Architecture and CharacterTree-lined streets with a mix of historic Florida bungalows (many from the 1940s and 1950s), extensively renovated estates, and new custom luxury construction. The neighbourhood has a village character that is entirely unique in Southwest Florida.
What Makes Old Naples Unlike Any Other Naples Neighbourhood

Old Naples is the only Naples neighbourhood where luxury real estate and genuine walkability coexist at a premium level. Buyers can walk to the Gulf, the Naples Pier, Fifth Avenue South restaurants, Third Street South galleries and boutiques, and the Naples Botanical Garden vicinity, all within a few blocks. This level of walkability in a luxury setting is simply not available anywhere else in Southwest Florida at comparable quality. It is the defining reason Old Naples commands a sustained premium and consistently attracts buyers who have lived in great walkable cities and refuse to give that up.

Old Naples Property Types: Bungalows, Estates, and New Construction

Old Naples is exclusively single-family residential, with a mix of three distinct property categories. Historic bungalows from the 1940s through the 1960s represent the neighbourhood's architectural heritage and are often purchased for land value and renovation. Renovated mid-century homes and extensively updated estates occupy the middle market. Newer custom luxury construction on infill lots represents the top of the market. Pricing is driven by lot size, proximity to the Gulf, renovation completeness, and whether the property is positioned as land-value, renovation candidate, or turnkey luxury.

How Old Naples Compares to Aqualane Shores and Port Royal

Old Naples, Aqualane Shores, and Port Royal form the three-neighbourhood coastal cluster that defines the pinnacle of Naples real estate. Old Naples has the highest walkability and strongest neighbourhood character but limited deepwater boating access. Aqualane Shores offers deepwater canals with direct Gulf access immediately south of Old Naples at comparable walkability. Port Royal, south of Aqualane Shores, commands the highest prices in Naples with the largest lots and premier Gulf and Naples Bay frontage. Buyers evaluating this cluster typically weigh walkability vs boating access vs lot scale as their primary decision variables.

Old Naples vs Aqualane Shores vs Port Royal
Neighbourhood Walkability Deepwater Boating Price Tier
Old Naples Highest in Naples Limited Ultra-luxury
Aqualane Shores High, 5th Ave walkable Yes, no fixed bridges Ultra-luxury
Port Royal Moderate Yes, premier Gulf and bay Highest in Naples
Old Naples Florida: Frequently Asked Questions
Where is Old Naples located?
Old Naples is bounded by the Gulf of Mexico to the west, Third Street South to the south, and Fifth Avenue South to the north in coastal Naples, Florida. It is contiguous with Aqualane Shores to the south and is one of the most centrally located luxury neighbourhoods in the city.
Is Old Naples walkable?
Yes. Old Naples has the highest walkability of any Naples luxury neighbourhood. Residents can walk to Fifth Avenue South, Third Street South, the Naples Pier, and Gulf beaches without a car. This walkability at a luxury level is unique in Southwest Florida and is the primary driver of Old Naples' sustained premium.
What types of homes are in Old Naples?
Old Naples is exclusively single-family residential. The neighbourhood includes historic Florida bungalows from the 1940s to 1960s, extensively renovated mid-century estates, and newer custom luxury construction on infill lots. Many older properties are purchased primarily for land value and replaced with new custom homes.
How does Old Naples compare to Aqualane Shores?
Old Naples has higher walkability and a stronger neighbourhood character. Aqualane Shores, immediately to the south, offers deepwater canal access with no fixed bridges to Naples Bay and the Gulf. Both neighbourhoods share strong walkability to Fifth Avenue South. Buyers typically choose between them based on whether deepwater boating access is a priority.
Is Old Naples near the beach?
Yes. Old Naples is bordered by the Gulf of Mexico to the west, with Gulf-front lots and several public and semi-private beach access points. The Naples Pier is located within the neighbourhood. Most Old Naples homes are within a short walk of Gulf beach access.
Ready to Explore Old Naples?

Speak With an Old Naples Real Estate Specialist

Jeremy O'Guinn is a Broker Associate and CNE with 18+ years of Southwest Florida experience and deep knowledge of the Old Naples market.

Available Homes for Sale in Old Naples

$1,870,000
2 Beds 2 Baths 226027036 MLS Olde Naples BLDG.
Experience the pinnacle of downtown living at 365 5th Ave S, Unit 307, where the vibrant energy of Naples meets sophisticated coastal elegance. Located right in the heart of the iconic 5th Avenue South district, this residence places world-class dining, high-end boutiques, and sugar-sand beaches just moments from your front door. In the heart of the action but offering quiet solitude as it does not face 5th Ave South. Inside, the space feels bright and airy, with an open-concept layout designed for both effortless entertaining and quiet relaxation. Large windows invite an abundance of natural light to dance across the polished finishes, while the private balcony offers a perfect perch to soak in the tropical breeze and the rhythmic hum of the city below. The kitchen is a chef’s dream, featuring sleek cabinetry, premium appliances, and ample counter space for preparing coastal-inspired meals. The primary suite serves as a serene retreat, complete with a spa-like ensuite bathroom and generous closet space. Every detail in this home has been curated for those who appreciate a lifestyle of convenience and luxury. Whether you're enjoying a sunset dinner at a nearby bistro or spending a slow afternoon by the Gulf, this property offers an unparalleled opportunity to live where everyone else vacations. This is more than just a home; it’s your front-row seat to the very best of Naples.

365 5th AVE S Unit 307, Naples

$389,000
1 Beds 1 Baths 226026571 MLS 960 On Seventh BLDG.
The absolute very best of the Naples beach lifestyle. Where to start, first of all you are literally down the street from the beach. A short 5 minute walk or 2 minute bike ride straight to one of the best beaches in the world and the Crown Jewel of Naples. As were talking about the proximity of the beach you also down the street from Naples very own 5Th ave and next to Cambier Park that sits on 12.84 acres that include the Norris Community Center, Five Lighted Shuffleboard Courts, One Bocce Courts, Lighted Basketball Court, Arthur L. Allen Tennis Center, Bandshell, Unique Children's Playground, Softball Field, Covered Pavilion and Lots of Open Green Space to Enjoy a Picnic. Cambier Park hosts a variety of ongoing entertainment and cultural activities at the downtown bandshell and the Norris Community Center. Signature seasonal art festivals, live musical performances, and weekend concerts are held in the park. Cambier park is right next to all of Naples finest dining, shopping, art gallery's, banking and cafes on 5Th Ave. There literally is no better location in the heart of Naples than this quaint beach condo. Now you know a little about the location let me tell you about the condo, the first thing you will notice is the building has a real 90210 vibe. A Mediterranean design with an open court yard featuring fountains and palm trees with a total of only 12 units. This building must be seen to appreciate just how calm the feeling is every time you enter, filled with nesting birds, Palm trees and the sound of the fountains make it the perfect place to come home to or the ultimate getaway location to unwind. This condo has not been lived in or used as a rental it was purchased for one specific reason, to create the perfect getaway, from it all. A home away from home. With that in mind the best way to create the dream beach getaway is to start from scratch and do it your way. So with that in mind no expense was spared and a complete gut job was done, well over $125,000.00 was spent on the renovations and an additional $20,000.00 on furnishings. Its all new, new ac, tile floors, bathroom, stainless appliances, washer and dryer, new kitchen with soft close draws, Quartz counter top and the list goes on. Basically everything from the lights to the floors and everything in-between is new. And it was used on random weekends for a quick getaway, this condo is showroom ready in new condition all anyone needs to bring is their tooth brush and you're good to go. You don't even need a car you can walk or bike everywhere it's all right outside your door. There are also additional storage units in the building to store your bikes or beach chairs. With the total amount of money spent close to $150,000.00 and the attention to detail and quality materials used not to mention the location, I think you will see why this truly is the perfect little beach getaway.

960 7th ST S Unit 105, Naples

$1,297,500
2 Beds 2.5 Baths 226026573 MLS Franciscan BLDG.
High elevation, first-floor location, direct western exposure from your private balcony to enjoy Naples' spectacular sunsets, 2 bedrooms plus a den, in-unit washer and dryer, covered carport parking with private storage, a community pool, and an unbeatable Olde Naples location—this residence truly checks all the boxes. Whether you're looking to enjoy it as-is or update it to your own style, this is an incredible opportunity to own in one of Naples' most desirable neighborhoods. Located in The Franciscan, an intimate community of just 13 residences, this inviting townhome features a private screened lanai overlooking lush tropical landscaping and the community pool. The updated kitchen offers granite countertops, a tumbled travertine backsplash, and double ovens, while the home also features 2.5 tastefully updated bathrooms. The spacious primary suite opens to a private west-facing balcony, providing the perfect place to relax while taking in breathtaking sunset views, and the full-size in-unit washer and dryer with utility sink add everyday convenience. Additional highlights include impact-resistant windows and sliders, solid concrete construction between residences for added privacy, covered carport parking equipped with an electric vehicle charging outlet, a private storage locker, and tandem parking for an additional vehicle directly behind the carport. Recent improvements include a new roof in 2019, new parking pavers in 2020, and a freshly painted exterior completed in October 2022. With its prime location, you're just a short stroll to Historic Third Street South, world-renowned Fifth Avenue South, the sugar-white sands of the Gulf, the Naples City Dock, Cambier Park, and Crayton Cove, where you'll enjoy exceptional dining, boutique shopping, art galleries, cafés, entertainment, and the very best of the Naples lifestyle. Whether you're searching for a full-time residence, seasonal retreat, or investment opportunity, this property offers the location, lifestyle, convenience, and value that buyers are looking for. One or more photos have been virtually staged, AI-generated, or rendered.

1050 6th ST S Unit 1050, Naples

$5,990,000
4 Beds 3 Baths 226025317 MLS
Step into a rare piece of Naples history with this exquisitely renovated coastal cottage, once owned by legendary interior designer Albert Hadley. As co-founder of the iconic Parish-Hadley firm, Hadley designed interiors for luminaries including Jackie Kennedy and Brooke Astor—an artistic legacy that continues to resonate throughout this remarkable property. Blending historic charm with modern luxury, the thoughtfully updated main residence offers three bedrooms and two baths, with inviting spaces designed for both relaxed living and elegant entertaining. The chef’s kitchen features custom cabinetry, marble countertops, and premium finishes, while a newly designed wet bar in the dining room—complete with a Sub-Zero wine refrigerator and double beverage drawers—creates the perfect setting for hosting guests. The first-floor bath has been beautifully reimagined with Kohler fixtures, and the second-floor bath offers the same level of refined sophistication. Designed to embrace Naples’ indoor-outdoor lifestyle, the screened porch serves as an extension of the living space, complete with a SunBrite outdoor television and custom furnishings. Overlooking the sun-drenched pool and patio, the space is framed by lush tropical landscaping and desirable southern exposure. A private guest cottage provides exceptional flexibility for family and visitors, featuring a bespoke kitchenette, built-in queen bed with storage, separate bunk room, and a fully remodeled bath. Recent upgrades include a new roof, updated HVAC system, tankless water heater, outdoor shower, complete dormer replacement, extensive subfloor and tile renovations, and a whole-house water filtration system. Timeless architectural details abound, including custom wool rugs, plantation shutters, crown molding, and French doors. A charming white picket fence, alley access, garage, and covered carport enhance both curb appeal and convenience. Ideally located just three blocks from Naples' pristine beaches and a short stroll from the renowned dining, shopping, and entertainment of Third Street South and Fifth Avenue South, this property offers an unparalleled Old Naples lifestyle. Whether enjoyed as a full-time residence or a luxury retreat accommodating 14+ guests, this is a truly rare opportunity to own a distinctive piece of Naples history.

356 11th AVE S, Naples

$22,995,000
6 Beds 6.5 Baths 226024712 MLS
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 Lykos Group with the exception of one exterior wall to utilized the grandfathered setbacks and maximize an oversized building envelope. The home has experienced no water intrusion in living areas during recent weather events. The residence combines historic charm with sophisticated elegance. Originally built in 1886, the home underwent an extensive three-year renovation and reconstruction. Now practically new, the residence preserves its heritage, grandfathered footprint, and distinctive character while offering modern luxury throughout. The 6,100-square-foot, fully air-conditioned living space maximizes its premier beachfront setting. The well-designed layout offers five spacious bedrooms, five full and two half baths, a private study, and a flexible sixth bedroom. Sweeping Gulf views provide a stunning backdrop. The gourmet kitchen boasts dual Cristallo quartzite islands, top-tier appliances, custom cabinetry, and a service kitchen. Additional features include a private gated entry, two fireplaces, elevator, whole-house generator, automated screens/shutters, water filtration, and ultra-efficient air conditioning. Perfectly positioned on the Gulf, just moments from the dining and boutique shopping of Third Street South and Fifth Avenue South. A rare opportunity in the heart of Old Naples.

55 13th AVE S, Naples

$1,999,999
2 Beds 2.5 Baths 226025234 MLS Olde Naples BLDG.
Welcome to Residence #208 at The Mark on 8th, a luxury turnkey-furnished condominium ideally located in the heart of Olde Naples, just moments from the renowned 5th Avenue South, world-class dining, boutique shopping, art galleries, and the Gulf beaches. This beautifully appointed 2-bedroom, 2-bath residence offers approximately 1,756 square feet of thoughtfully designed living space with desirable southern exposure and a premier amenity-level location, providing convenient access to the community's exceptional resort-style amenities. The open-concept floor plan is filled with natural light from expansive windows and features designer finishes, premium lighting, a spacious private terrace, and a gourmet kitchen with high-end appliances, custom cabinetry, and an oversized island that is ideal for entertaining or everyday living. Developed by Naples Redevelopment, designed by MHK Architecture, and professionally curated by Marcus Jelley, The Mark on 8th is an exclusive 24-residence luxury community offering sophisticated downtown living in one of Naples' most desirable locations. Residence #208 is one of a limited number of condominium-hotel residences within the community, offering flexible weekly or monthly rental opportunities, subject to association rules and local regulations. The residence has an established rental history, offering an attractive opportunity for buyers seeking investment potential, seasonal enjoyment, or both. Being offered turnkey furnished allows for immediate occupancy or rental use. Residents enjoy an exceptional collection of amenities, including a heated resort-style pool and spa, an expansive sun deck, an outdoor kitchen, a fire pit, a clubhouse, a fitness center, a sauna, and an advanced golf simulator. The amenity-level location enhances convenience while creating a seamless indoor-outdoor lifestyle. The seller will consider flexible purchase terms, including potential seller financing or other mutually acceptable purchase arrangements. Whether you're searching for a luxury vacation residence, an investment property with rental flexibility, or a full-time home in the heart of Olde Naples, Residence #208 at The Mark on 8th offers an exceptional opportunity to enjoy the Naples lifestyle.

201 8th ST S Unit 208, Naples

$425,000
1 Beds 1 Baths 226024514 MLS Garden Court BLDG.
Positioned in the heart of Old Naples, this beautifully updated residence presents an exceptional opportunity to embrace one of Southwest Florida's most coveted coastal lifestyles. Located just three blocks from the sugar-white sands of the Gulf and within an effortless stroll of both 5th Avenue South and 3rd Street South, you'll enjoy world-class dining, boutique shopping, art galleries, and vibrant entertainment right outside your door. Bathed in natural light, this desirable second-floor end residence offers a bright, airy ambiance enhanced by tasteful neutral finishes, impact-resistant windows and doors, central air conditioning, and the convenience of an in-residence washer and dryer. Just beyond the living space, a private sun-drenched open-air patio provides the perfect setting to enjoy your morning coffee or unwind amid the gentle coastal breezes. Nestled within the intimate Garden Court community, this charming three-building enclave surrounds a lush, tranquil courtyard, creating a peaceful retreat just moments from the energy of downtown Naples. Whether you're seeking a seasonal getaway, investment opportunity, or year-round residence, this rare offering delivers the quintessential Old Naples lifestyle—where pristine Gulf waters, breathtaking sunsets, and endless opportunities for dining, shopping, and recreation are all just a short walk away. Leasing is permitted up to three times per year with a 30-day minimum. Please note that pets are not permitted. One parking space comes with unit.

285 8th AVE S Unit 285, Naples

$2,295,000
3 Beds 2.5 Baths 226021276 MLS Olde Naples BLDG.
Welcome to 625 5th Avenue South in the heart of vibrant downtown Naples. Enter this elegant penthouse residence into a welcoming entry foyer of this thoughtfully redesigned three bedroom, two and one half bath penthouse residence. Soaring ceilings, gorgeous hardwood floors, solid core interior doors, exquisite millwork, and refined architectural details throughout. Master suite oasis serves as a private sanctuary, complete with a custom-designed walk-in closet and a spa-inspired bath featuring a deep soaking tub, oversized walk-in shower, dual vanities, and separate water closet. A true chef’s eat-in kitchen replete with stainless steel appliances, carrara marble countertops, white shaker cabinetry plus breakfast area. Spacious living area with gorgeous fireplace and wall of glass opening out to lanai seamlessly blending indoor/outdoor living. 2 spacious guest bedrooms, hall bathroom plus spacious laundry room. Large home office/media room with double glass doors is ideal for today’s work from home lifestyle. Offering the exclusivity of only 2 residences within the building and no adjoining walls, the home provides an extraordinary level of privacy. Several outdoor living spaces invite you to enjoy the Naples lifestyle, including a generous screened terrace with desirable southern exposure and captivating views. Recent upgrades include impact-resistant windows and doors, storm protection, additional storage, a secure private elevator with coded access, and an assigned garage space. Residents also enjoy access to a community pool. Surrounded by Naples' finest restaurants, boutique shopping, galleries, and entertainment venues, and within walking distance of the white-sand beaches of the Gulf, this remarkable penthouse embodies the very best of luxury downtown living. Easy access to both Naples and Fort Myers airports. A truly exceptional residence.

625 5TH AVE S Unit 302, Naples

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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.