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.
Stay Informed

The 239 Weekly

Naples market updates, neighbourhood insight, and Southwest Florida lifestyle. Every Friday.

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

$1,995,000
3 Beds 3 Baths 226030517 MLS Eight Fifty Central BLDG.
One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer building, having been lightly lived in, and meticulously maintained, this is a rare opportunity for exceptional condominium living. Featuring single level living and contemporary clean lines, this furnished corner unit condominium features several high end interior upgrades including DuChateau engineered wood flooring throughout, top-of-the line appliances with a Wolf natural gas range, designer cabinetry, 3-inch waterfall quartz countertops, LED lighting, 10 ft ceilings & large windows which provide ample natural lighting. Designed for entertaining, the well-designed kitchen & open main living areas lead directly to a spacious covered lanai for enjoying colorful nightly sunsets. Each of the 3 bedrooms have ensuite bathrooms providing comfort & privacy for all. An assigned covered parking space is included with purchase. Building amenities include two open air spaces with a pool, multiple seating areas & green space located on the second level, and a rooftop gathering space with fire pit and barbecue station. Just a few blocks to the beach and 5th Avenue South, this location is highly desirable for enjoying everything the Naples lifestyle has to offer. Don't miss this opportunity to own a piece of paradise.

850 Central AVE Unit 207, Naples

$239,000
1 Beds 1 Baths 226032140 MLS
AN EXCEPTIONAL OPPORTUNITY IN THE HEART OF OLDE NAPLES! The seller will entertain all reasonable offers on this beautifully updated and impeccably maintained TURNKEY 1-bedroom, 1-bath first-floor end-unit residence at Twin Palms. Offering an extraordinary combination of location, style, convenience, and value, this is a rare opportunity to own in one of Naples’ most coveted neighborhoods for under $250,000. Light-filled and inviting, the residence showcases a sleek white kitchen with stainless-steel appliances and a beautifully renovated bathroom featuring a contemporary walk-in shower. Offered fully turnkey, the property is ready to enjoy immediately as a sophisticated Naples retreat, full-time residence, or investment. Adding to its appeal, Twin Palms is an intimate 12-unit boutique community ideally positioned at the corner of 8th Street South and 10th Avenue South. Owners enjoy the rare benefit of a pet-friendly community, a coveted feature in the heart of Olde Naples. Step outside your door and immerse yourself in the quintessential Naples lifestyle. Just five blocks from iconic 5th Avenue South and five blocks from historic 3rd Street South, you are surrounded by exceptional dining, boutique shopping, art galleries, entertainment, and the unmistakable charm of Olde Naples. The Gulf beaches are also close by, allowing you to effortlessly embrace the relaxed sophistication of coastal living. Whether envisioned as your private Naples pied-à-terre, an elegant seasonal escape, or a desirable investment property, this residence presents an exceptional value in an extraordinary location. Opportunities to own in Olde Naples at this price point are exceedingly rare—this is your chance to make the Naples lifestyle your own.

780 10th AVE Unit 5, Naples

$8,995,000
4 Beds 5.5 Baths 226031431 MLS
One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf and Third Street South, 835 11th Avenue South presents modern craftsmanship with timeless design. Built by Lotus Construction, in collaboration with MHK Architecture and Freestyle Interiors, the home reflects a thoughtful approach to scale, proportion, and livability rather than excess. The residence spans more than 4,700 square feet of interior living space and is arranged to support both privacy and connection, offering four ensuite bedrooms and six bathrooms featuring Neorest Toto toilets. On the main floor, the primary suite is intentionally positioned for convenience and discretion, featuring a spa-inspired bath with a soaking tub, glass-enclosed shower, floating dual vanities, private water closet, and the added luxury of an in-suite washer and dryer—ideal for true single-level living. The heart of the home is defined by soaring ceilings, abundant natural light, and a calm material palette. Wide-plank white oak flooring, tailored millwork, and soft neutral tones establish a refined backdrop for daily life. The kitchen is both elegant and highly functional, outfitted with integrated refrigeration, dual wall ovens, concealed storage, and streamlined cabinetry that transitions seamlessly into the dining and great room. Large hurricane-impact sliding doors open the interior to the outdoor living area, creating an effortless indoor-outdoor connection. A thoughtfully finished elevator provides smooth access between levels. Upstairs, a private VIP suite offers exceptional flexibility, complete with its own living area, full bath, and two balconies—well suited for extended guests or multi-generational living. Two additional guest suites and a dedicated laundry room complete the upper level, and a home generator is in place for additional peace of mind. Outdoors, the rear courtyard is designed for relaxed entertaining, centered around a custom pool and spa, covered lounge, full outdoor kitchen, and pool bath. The setting is private and quiet, enhanced by alley access. A three-car garage—an uncommon amenity in Old Naples—features extra ceiling height suitable for vehicle lifts or specialized storage. Just blocks from Naples’ most celebrated dining, boutiques, and cultural destinations, this home delivers a rare combination of architectural discipline, location, and immediate enjoyment. It is a residence defined by enduring quality and thoughtful design—crafted to be appreciated long after the first impression.

835 11TH AVE S, Naples

$14,500,000
5 Beds 6.5 Baths 226031429 MLS
Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmanship, and thoughtful design. Masterfully envisioned by MHK Architecture and brought to life by Lotus Construction’s luxury division, the residence enjoys a premier setting directly across from the newly redeveloped Four Seasons Resort Naples Beach Club and its oceanfront golf and tennis campus, offering sweeping views across manicured fairways in one of Naples’ most exclusive and tightly held locations. Encompassing nearly 7,000 square feet of meticulously designed living space, the home balances grandeur with livability. Five generously proportioned bedroom suites, a private study, and seven baths are thoughtfully arranged within a floorplan that offers both open gathering spaces and intimate retreats. Interiors curated by Freestyle reflect a refined, modern coastal aesthetic, with bespoke millwork, curated materials, and an understated palette that allows the architecture and setting to take center stage. The chef’s kitchen is a statement of both form and function, anchored by a fully integrated Wolf and Sub-Zero appliance suite, Miele coffee system, and an expansive scullery designed for seamless entertaining. A climate-controlled wine room and discreetly integrated bar enhance the home’s capacity for sophisticated hosting, while thoughtful appointments—including dual laundry rooms, a commercial-grade sheet ironer, natural gas-powered rooftop generator, and intelligent Toto Neorest fixtures—underscore a commitment to comfort and operational excellence. Outdoor living is equally compelling, with a custom pool and spa surrounded by lush, mature tropical landscaping that provides exceptional privacy while preserving open golf course vistas. A Crestron whole-home automation system offers intuitive control of lighting, climate, security, and entertainment, ensuring effortless daily living. Completing the residence is a split three-car garage, offering both convenience and discretion. Built by EMB Custom Homes and offered fully furnished, this exceptional property presents a rare opportunity to acquire a turnkey estate of architectural significance in one of Naples’ most coveted coastal settings—just moments from the beach and the world-class dining, shopping, and cultural experiences of Fifth Avenue South and Third Street South.

774 S GOLF DR, Naples

$3,190,000
3 Beds 3 Baths 226031459 MLS Isla Mar BLDG.
Tucked within the intimate Isla Mar community in the heart of Old Naples, this end-unit residence lives like a private coastal retreat. Spanning approximately 2,280 square feet, the multi-level floor plan is filled with natural light and defined by crisp white interiors, shiplap detailing, and thoughtfully curated coastal finishes throughout. The open-concept kitchen serves as the centerpiece of the home, featuring an oversized island with seating, custom cabinetry, and designer tile accents, seamlessly connecting to multiple living and dining spaces ideal for both everyday living and entertaining. Sliding doors and expansive windows create a strong indoor-outdoor connection, opening to a series of inviting spaces. The primary suite offers a comfortable and private setting with a well-appointed bath including dual vanities, soaking tub, and separate shower. Additional guest bedrooms provide flexibility for family and visitors. Outdoor living is a defining feature, with multiple balconies, a screened lanai, and a private courtyard designed for year-round enjoyment. The gas-heated pool and spa, water feature, and lush tropical landscaping create a quiet, resort-like atmosphere rarely found in a condominium setting. Additional highlight include a private elevator, two-car garage, impact-resistant windows and doors, and a dedicated laundry room. Ideally located just four blocks to the Gulf beaches and moments to the shops and dining of Third Street South, this residence offers a rare combination of privacy, space, and for Old Naples living.

430 10th AVE S Unit 305, Naples

$6,100,000
4 Beds 3.5 Baths 226031446 MLS
Four blocks to the beach in the heart of Olde Naples, this fully renovated residence delivers the rare combination of location, structural integrity, and turnkey modern comfort. Built of concrete block on both levels and located in the desirable X500 flood zone, the home has been thoughtfully upgraded for both peace of mind and everyday luxury. A new 2025 standing-seam aluminum roof, impact windows and doors, provide storm-ready confidence, while a southern-exposure fills the interior with natural light. Designed for effortless living and entertaining, the open floor plan centers around a chef’s kitchen appointed with Wolf and Sub-Zero appliances, custom cabinetry, and island seating. The great room flows seamlessly to a private yard retreat featuring a heated saltwater pool with Pentair automation, new heater and chiller for year-round enjoyment. The first-floor primary suite offers privacy and ease, complemented by beautifully updated baths and refined finishes throughout. Upstairs, a spacious loft and guest suites open to a balcony overlooking the pool courtyard—ideal for visitors or multigenerational living. Additional features include a two-car garage, storage, updated mechanical systems, and close proximity to 5th Ave, 3rd St, the Naples Pier, and Gulf beaches. For buyers seeking an Olde Naples home that lives meticulously like new—with modern systems, elevated construction, and true walkability—this property represents a compelling opportunity in one of Naples’ most desirable neighborhoods.

570 2nd AVE N, Naples

Start Your Search

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.