OLDE NAPLES, FLORIDA

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Beautiful Olde Naples, bordered by Lake Park, Aqualane Shores and Royal Harbor, is one of Naples’ most unique neighborhoods. Each street ends at the beach, and the community’s rich history and wide variety of architectural styles makes it one of the most desirable in Naples. This historic neighborhood offers upscale shopping, fine dining and so much more. Famous for its walk-out fishing pier, sandy beaches, and Fifth Avenue and Third Street South, this may be the perfect place for you to find your dream home.

Homes for Sale in Olde Naples

From cozy beach cottages to elegant mansions and upscale condominiums, the homes for sale in Olde Naples run the entire architectural spectrum. Thanks to strict building codes, all the beachfront residences in the community are single-family homes; you won’t find high-rise condos on the beach in Olde Naples.

OLDE NAPLES PROPERTIES

Welcome to 625 7th Avenue North in desirable Old Naples location just a short walk to the beach and downtown.
Enter this 4 Bedroom plus den/4.5 Bathroom newer construction house into a welcoming foyer opening to an expansive open-concept living floor. Spacious living room with wall of glass opening out to private rear yard seamlessly blending indoor/outdoor living. Lovely dining room complete with wet bar is ideal for entertaining. True chef's eat-in kitchen replete with Thermador appliances including gas range, double ovens, white shaker cabinetry and oversized island. Master suite overlooks private back yard, dual walk-in closets with custom built-ins and a spa-like bath with oversized walk-in shower, freestanding soaking tub, oversized double vanity and separate water closet. Guest suite with en-suite bathroom plus access to outdoor living space. Convenient first floor office ideal for today's work from home lifestyle plus full-sized laundry room and powder room.
Ascend to the second floor to a light and airy loft-like sitting room with beverage center. Two additional guest suites each with en-suite baths and walk-in closets complete this floor.
Outdoor living space is truly a private sanctuary with a gorgeous pool and spa, sundeck, covered living/dining room with custom built-in outdoor kitchen ideal for year-round entertaining. Grassy area perfect for dog lovers and play.
3-car attached garage with epoxy floor. Easy walk to the gorgeous beach at the end of block and an easy walk, bike or golf cart ride to downtown Naples' 5th Avenue South and 3rd Street South renowned worldwide for its fine dining and shopping. Easy access to Naples and Fort Myers airport.
Come enjoy the Naples lifestyle at this lovely in-town home.

$5,895,000 Active

625 7th AVE N NAPLES, Florida

4 Beds 5 Baths 6,658 SqFt 0.28 Acres

Enjoy the seclusion of downtown Naples in the perfect spot between two of the
most prized streets; Gulf Shore Blvd and Gordon Drive. Just a block from the beach and a minute distance from Third Street, this home is an ideal location for beach lovers and metropolitans who value their privacy. Unwind on the spacious, covered outdoor living area, or in the private pool and spa at the end of a long day. The spacious master bedroom with dual walk-in closets is located next to the office. With a layout that lends itself to convenient living and spacious suites for guests, this home is perfect for any type of entertaining. Converted to Natural Gas in 2021 and re-roofed in 2024, this home has the convenience and peace of mind actions taken that one looks for in an Old Naples home. This is truly a rare opportunity to enjoy one of the most coveted locations in the nation. See you soon.

$8,950,000 Active

155 20th AVE S NAPLES, Florida

5 Beds 5 Baths 6,599 SqFt 0.33 Acres

Nestled in the heart of Olde Naples on the highly sought-after 11th Ave S, this delightful cottage-style residence offers the ultimate in coastal living. Just a short stroll from the white sandy beaches and the vibrant shops and dining of 3rd St S, this home is ideally located to embrace the best of Naples. This beautiful home makes an instant first impression, walking past its white picket fence onto the charming covered porch framed by vibrant bougainvillea. Inside, the desirable large foyer leads to an open living space that features soaring ceilings and a bright, airy atmosphere that flows effortlessly into the gourmet kitchen. Equipped with Sub-Zero appliances, a gas range, a wine fridge, an ice maker, and ample counter space, it’s a chef’s dream. The heart of this home is its inviting pool area with its spa and water features, full outdoor kitchen, separate pool bath, and versatile lanai/family room area – seamlessly blending indoor and outdoor living. The home’s serene primary suite is situated on the first floor, with an elegant bathroom and expansive walk-in closet. The second floor features two beautifully appointed bedrooms with en-suite bathrooms and a versatile loft area perfect for a family room, game room, or quiet retreat. Situated above the garage with a separate outside entrance, the fourth guest suite offers a private oasis showcasing a morning bar with an under-counter fridge and a private balcony—ideal for enjoying Naples’ warm, sunny mornings. Offered furnished with tasteful decor, this coastal retreat is ready for you to move in and live your dream life in Olde Naples.

$7,900,000 Active

231 11th AVE S NAPLES, Florida

4 Beds 6 Baths 5,208 SqFt 0.2 Acres

This British West Indies architectural gem is located in one of Naples’ most desired neighborhoods. The spacious open floor plan of 5,449 square feet comes with 5 oversized bedrooms, including two primary suites – one upstairs and one down – 6 luxurious bathrooms, a custom pool w/ sunken spa, two laundry rooms, an elevator, full smart home automation, Wolf/Subzero appliances, custom closets, 6 Toto #700 electric toilets, Miele coffee makers on each floor, a full-home generator, and a 3-car split garage. The entire 2nd floor comprises a spacious primary suite with its own family room, fitness room, and two large balconies. The home is in walking or biking distance to the beach and Naples’ top restaurant and shopping destinations. The home is designed by MHK Architecture, built by Lotus Construction, with furnishings by Freestyle Interiors. New England based developers Ernie Boch Jr. & Mike Barsamian will deliver this top-of-the-line estate from their portfolio in December 2025.

$12,900,000 Active

501 7th AVE N NAPLES, Florida

5 Beds 6 Baths 7,566 SqFt 0.29 Acres

A spectacular dream estate. This one-of-a-kind sophisticated Old Naples property with wide lake views has a spacious open floor plan of over 13,400 square feet of living space. The entrance to the home is flanked by two infinity-edge reflecting pools welcoming you into a massive two-story great room with a grand floating staircase and a formal dining room with a double-sided glass wine display built into the cabinetry. A state-of-the-art kitchen with an arched floor-to-ceiling wall of steel & glass showcases an extensive butler’s pantry ready to professionally cater a large gathering. The ground floor primary suite with a private study, an epic marble clad bathroom with indoor/outdoor showers, bedroom-sized his-and-hers custom closets, and a dedicated laundry room encompasses an entire wing of the home. 5 additional oversized bedrooms with en-suite luxurious bathrooms are spread across the 2nd floor along with a media room and a separate James Bond inspired club room with a full bar and humidor. The 60’ infinity edge pool includes an elevated spa and a covered sunken entertainment conclave accessed via a network of pool stepping-stones with a central fire pit conversation space, all surrounded by the pool's waterways. High above this intimate outdoor covered area is an elevated, stand-alone exercise facility with a large private balcony overlooking the lakefront. A smart home automation system throughout the property enhances an ease of living environment. Wolf/Subzero appliances, 3 laundry rooms, custom closets, 13 Toto #700 electric toilets, 2 Miele coffee makers, a pro sheet ironing machine, a spacious elevator, & full-home generator are a few of many custom features, along with a 5-car split garage for motor enthusiasts. The lush property is a short walk to the beach or the nearby Four Seasons Resort's restaurants & tennis courts, or a bike or golf cart ride to the restaurants & shops at 5th Ave & 3rd Street. The home is designed by MHK Architecture, built by Lotus Construction, and furnished by Freestyle Interiors. This exquisite estate from noted New England based developers Ernie Boch Jr. & Mike Barsamian will be ready for occupancy in July 2025.

$25,900,000 Active

616 BOUGAINVILLEA RD NAPLES, Florida

6 Beds 12 Baths 13,409 SqFt 0.52 Acres

Located in the heart of downtown, this beautiful Old Naples cottage, designed by MHK, sits just three blocks from the beach and one block to the shops and dining on 5th Avenue. With just under 3,000 square feet, the light-filled home has an open kitchen and living area which leads to the lanai, a space ideal for entertaining. Upgraded features include Wolf, Sub-Zero and Miele appliances, in addition to piped-in natural gas, a private elevator and a contemporary outdoor fireplace. The upstairs space includes three spacious en-suite bedrooms, an open gathering area/den, an elevator and a laundry room. The west-facing pool and spa is surrounded by tropical landscaping and is complete with an outdoor grill. The two-car garage has a rear ally approach offering complete privacy.

$5,750,000 Active

383 4th AVE S NAPLES, Florida

3 Beds 4 Baths 4,313 SqFt 0.15 Acres

In the heart of the original village that we now refer to as Old Naples stands one of only a handful of remaining cottages that defined this early paradise. Built of heart pine and cypress, cut and milled at the eastern edge of town, and oriented with its front porch toward the street, this cottage evokes the inviting and casual lifestyle of the 1930s in southwest Florida that has charmed and cosseted three generations of one family and its many friends for the last 85 years. The combined living/dining room is warmed by a traditional wood-burning fireplace. The primary bedroom has an adjoining library/media/sitting room and a solarium. Two guest bedrooms share a second bath, and a newly re-modeled kitchen with an ample family/dining area overlooks the lushly planted rear yard. A separate garage and one bedroom apartment can accommodate overflow. The first winter retreats here were built mostly within the first three blocks from the gulf to enable easy access to the beach, shelling, a stroll to the pier and watching the sunsets. This one is on the beach block only a short distance from the sand. The large double lot, 170-by-150 feet, will accommodate another full residence and allow a family compound with ample space and privacy anchored by a priceless connection to the past.

$14,500,000 Active

88 - 66 11th AVE S NAPLES, Florida

3 Beds 2 Baths 2,546 SqFt 0.34 Acres

High and Dry - over 11' Elevation - Discover a Rare Gem in the Heart of Old Naples; in an X500 Zone. Located on the serene and picturesque Broad Ct S, this exceptional location presents a rare opportunity to own a slice of paradise tucked away on a tranquil, tree-canopied street. This address offers a generous 0.20-acre lot, boasting a coveted southern backyard exposure, ensuring abundant natural light throughout the day. This prime orientation creates a warm and inviting atmosphere, ideal for outdoor living, lush garden spaces, and basking in the Naples sunshine. The mature landscaping enhances the property's charm along with its peaceful neighborhood. While the trajectory of this neighborhood is rising... it's also moments from the vibrant energy of downtown where renowned 5th Avenue S and 3rd Street S, offer upscale shopping, gourmet dining, and many cultural experiences. Also, the pristine sandy beaches of Naples and the iconic Naples Pier are mere minutes away. Adding to this property's allure, is its existing residence—renovated in 2005 to include impact windows. All allowing you to live comfortably while envisioning your dream home. Seize the chance to experience Naples living—where elegance, location, and tranquility converge to create an unmatched lifestyle. This is more than just a property; it's an invitation to embrace the finest in luxury living based on your own plan.

$2,750,000 Active

778 Broad CT S NAPLES, Florida

3 Beds 3 Baths 3,218 SqFt 0.2 Acres

Charming Naples Oasis at 799 Broad Ave S.

Please note: The home experienced flooding during Hurricane Ian. It has been professionally remediated but not repaired and is sold as-is at lot value. This is a unique opportunity to own a piece of Naples paradise with potential for customization. Home was completely updated in the years prior to the storm. For imaginary reference before-Ian photos are added to the gallery as well.

Don't miss this incredible chance to own a slice of Naples luxury at an unbeatable price!

Discover the elegance and comfort of this 1,777 sq. ft., 2+Den bedroom, 2 bath, 1-car garage, single-family residence located in the heart of picturesque Naples, FL. Just steps away from world-famous 5th Ave and 3rd Street, enjoy premier dining, shopping, and the best beaches in Southwest Florida.

This home features a spacious open kitchen.Natural light floods the interior through PGT hurricane impact windows and doors. The luxurious master bath offers dual sinks, a teak-surrounded soaking tub, and a high-quality steam shower.

The serene outdoor space includes a soothing water feature, heated in-ground spa, platform deck, and outdoor shower.

$2,500,000 Active

799 Broad AVE S NAPLES, Florida

2 Beds 2 Baths 1,991 SqFt 0.17 Acres

VIEW ALL OLDE NAPLES PROPERTIES

Dining, Shopping and Entertainment Near Olde Naples

Olde Naples is home to the Third Street South and Fifth Avenue shopping centers, both upscale experiences featuring high-end retailers. It’s also home to some of the city’s best restaurants, including The Boathouse on Naples Bay, The Claw Bar, Seventh South Craft Food + Drink and Campiello. You’ll find a wide range of dining options, from fast-and-fresh places where you can grab a salad to go to award-winning fine dining.

There’s always something to do in Olde Naples, whether you want to spend a few hours reading a book at your favorite café, lounging on the beach or exploring art galleries (two of the most popular are Sheldon Fine Art and the Gardner Colby Gallery). The Naples Yacht Club, Olde Cypress Golf Course, and a number of country clubs, tennis clubs and other amenities are located inside or just outside the community.

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Drive Times From Olde Naples

Olde Naples is in a very convenient location on the Gulf. This one-of-a-kind community is:

2 miles from Coquina Sands
3 miles from Moorings
3 miles from Port Royal
5 miles from Park Shore
6 miles from Grey Oaks
7 miles from Pelican Bay
7 miles from Pine Ridge
9 miles from Tiburón
10 miles from Pelican Marsh
10 miles from Vanderbilt Beach

Golf Courses Near Olde Naples

The Olde Cypress Golf Course is at the border of the Olde Naples area, and there are several golf and country clubs near the community. Some of the most popular among locals include Wilderness Country Club, Royal Poinciana Golf Club, Naples Grande Golf Club, Foxfire Country Club and the Lakewood Country Club.

Public Parks Near Olde Naples

Cambier Park, Baker Park and Rodgers Park are all within a short jaunt from Olde Naples. Some of the other popular parks, many of which offer playgrounds, volleyball courts and basketball courts, and even space for dogs to run off-leash include Veterans Memorial Park, Charlie C. Anthony Park and the River Park Playground, as well as Merrihue Minim Park, Sugden Regional park and the Naples Dog Park.

Retiring in Olde Naples

Olde Naples is an excellent place to retire due to its proximity to all the amenities you need. Whether you’re a golfer, an avid shopper or a foodie, there’s something for you within a short distance from the Olde Naples community. You’ll find banks, physicians’ offices, dental practices, grocery stores and so much more within a quick drive from your front door if you retire in Olde Naples.

Olde Naples History

Olde Naples is the city of Naples’ historic district. In the early 1930s, winter visitors started coming to the area to warm up and enjoy the sun, sand and spray. A small golf course was located at the end of Fifth Avenue, right near the beach, and Charles Lindbergh used to stop by the area to pick up supplies on his way to and from his retreat in Sanibel.

The downtown area had only a few businesses at that time, as most people were just passing through on the then-new Tamiami Trial. However, as hotels began to spring up over the years, Olde Naples grew in popularity – and so did the other communities nearby.

Please contact us today to learn more about Olde Naples Real Estate or Naples’ luxury lifestyle and offerings. Talk to you soon!

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OLDE NAPLES MARKET TRENDS

TRENDS

Click on the “VIEW Market Report” button to the right to view more statistics about the Olde Naples Real Estate Market including average selling price, number of active homes, recently sold properties, demographics and to subscribe to have updated reports sent to your email each month!