Explore Homes for Sale in Olde Naples, Naples, FL
Map Search for Olde Naples, Naples, FL Homes for Sale

Discover Olde Naples, FL: Exquisite Homes for Sale in Historic Charm

  Advanced Search   Market Reports   Home Value   Connect

Explore an unparalleled collection of homes for sale in Olde Naples, Florida, where historic charm meets modern luxury. This prestigious Naples, FL community offers an exclusive opportunity to own property in one of the city's most coveted and walkable neighborhoods. From beautifully restored cottages to newly constructed opulent estates, Olde Naples presents diverse architectural styles. Discover elegant single-family residences, charming bungalows, and sophisticated condominiums, all just steps from pristine Gulf beaches, world-class dining, and boutique shopping on 5th Avenue South and 3rd Street South. Finding your dream home amongst the exceptional Olde Naples homes for sale means embracing a vibrant, upscale coastal lifestyle.

< Search all Homes for Sale in Naples, FL

Search Olde Naples, Naples, FL by Lifestyle
Search Olde Naples, Naples, FL by Price
Search Olde Naples, Naples, FL by Bedrooms
Search Olde Naples, Naples, FL by Bathrooms

The Allure of Olde Naples Real Estate

A Premier Location for Homes for Sale

Nestled between the pristine shores of the Gulf of Mexico and the serene waters of Naples Bay, Olde Naples represents the pinnacle of Florida coastal living. This prime position ensures residents of Olde Naples homes for sale are never far from breathtaking sunsets, calming waves, and a vibrant downtown atmosphere. The accessibility to iconic landmarks like the Naples Pier and the bustling activity of 5th Avenue South makes these properties highly coveted.

Historical Significance and Modern Elegance

Olde Naples is distinguished by its unique blend of rich history and contemporary sophistication. Many homes for sale here are beautifully preserved or meticulously restored historic cottages, radiating a timeless appeal. Simultaneously, newly constructed luxury estates seamlessly integrate modern amenities and design, offering a wide spectrum of choices for discerning buyers seeking premium Olde Naples homes for sale that reflect both heritage and innovation.

Architectural Styles and Home Types

Diverse Olde Naples Homes for Sale

The real estate landscape in Olde Naples is wonderfully varied, catering to a range of preferences for homes for sale. Buyers can explore charming Key West-style bungalows, elegant Mediterranean Revival estates, and sleek, contemporary residences. For those desiring more compact luxury, sophisticated condominiums provide unparalleled convenience with proximity to downtown attractions and the beach. Furthermore, options include magnificent beachfront properties offering direct Gulf access and canal-front homes with private docks for boating enthusiasts.

Luxury Features and Custom Builds

Expect nothing less than excellence when viewing Olde Naples homes for sale. Many properties boast high-end finishes, gourmet kitchens, expansive master suites, and private resort-style pools. The demand for bespoke living also fuels a market for custom new construction homes, allowing buyers to design their dream residence from the ground up, tailored precisely to their specifications within this esteemed community.

Lifestyle and Amenities: Beyond the Homes

Walkability and Coastal Access

A defining characteristic of Olde Naples is its exceptional walkability. Residents of Olde Naples homes for sale enjoy the luxury of strolling to world-class beaches, the iconic Naples Pier, and an array of parks. This pedestrian-friendly environment enhances the quality of life, fostering a sense of community and ease of access to natural beauty and urban conveniences alike.

Dining, Shopping, and Cultural Experiences

Beyond the magnificent homes, Olde Naples offers an unparalleled lifestyle rich in culinary delights and boutique shopping. 5th Avenue South is home to upscale restaurants, charming cafes, and designer boutiques, while 3rd Street South features art galleries, unique shops, and a vibrant farmers market. Owning Olde Naples homes for sale means immersing yourself in a culture of refined leisure and entertainment, with frequent events and cultural attractions enriching daily life.

Navigating the Olde Naples Real Estate Market

Understanding the Value of Olde Naples Homes for Sale

The market for Olde Naples homes for sale is consistently robust, reflecting the area's enduring appeal and investment potential. Properties here represent significant value, driven by prime location, luxury features, and the exclusive lifestyle offered. Understanding market trends and property valuations is crucial when considering purchasing in this highly sought-after district.

Finding Your Ideal Home with Broker Brothers

As experts in the Olde Naples real estate market, Broker Brothers specializes in connecting discerning buyers with their perfect home. With an in-depth understanding of the unique neighborhoods and diverse property types, our team is dedicated to guiding you through the selection of exceptional Olde Naples homes for sale, ensuring a seamless and successful acquisition tailored to your desires.

Newest Homes for Sale in Olde Naples, Naples, FL

$1,299,000
2 Beds ⋅ 2.5 Baths ⋅ 226021808 MLS ⋅ Olde Naples BLDG.
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 Villas, this residence offers a truly walkable lifestyle just steps from the Naples Boat Club, Tin City, Fifth Avenue South, Cambier Park, waterfront dining, boutique shopping, art galleries, marinas, and everything that makes downtown Naples one of the most desirable destinations in Florida. Opportunities to enjoy this level of convenience, lifestyle, and proximity to Naples' most coveted attractions at this price point are exceptionally rare. This spacious residence features two oversized primary suites, a spacious first floor den that can be used as a dedicated workspace/office or third bedroom, floor-to-ceiling impact glass, and four private balconies, perfect for enjoying Naples' year-round sunshine. A fully renovated up and upgraded kitchen features ample soft-close cabinetry, matching GE appliances and quartz counters with a waterfall edge. A private attached two-car garage is a highly sought-after and uncommon feature in Olde Naples, along with additional private and guest parking, which provides convenience rarely found in downtown living. The pet-friendly property also includes plenty of outdoor yard space, a new washer and dryer on the first floor, new HVAC and water heater as well as a newer roof on the building. Nestled within a quiet boutique community of only six residences, this impeccably maintained home offers the perfect combination of privacy and walkability. For investors, the property boasts a strong rental history and exceptional income-producing potential, allowing for both seasonal and long-term leasing opportunities. Memberships to the marina across the street for boat slip and pool access add even more lifestyle value. Whether you're seeking a full-time residence, the perfect seasonal retreat, or an investment property with strong income history, this downtown Naples gem delivers unmatched value, location, and flexibility.

995 9th S Ave Unit 4, Naples
$2,250,000
3 Beds ⋅ 3 Baths ⋅ 226021821 MLS ⋅ Olde Naples BLDG.
TOTALY RENOVATED AT THE HIGHEST STANDARD! You will LOVE this thoughtfully reimagined 2nd floor condo featuring: 3 Bedrooms and a RARE 3rd bathroom, an amazing open floor plan with a large gourmet kitchen and 4x9 island, French Oak floors throughout, custom plantation shutters throughout, new impact windows and sliders, extensive closet storage including a large hall closet and a custom pantry closet, separate bar with wine cooler. The 3rd bedroom has pocket door access to the 3rd bathroom. There is a guest bedroom "wing" including its own bathroom that closes off for extra privacy. You will be amazed at how wide this unit feels compared to other condos in the area. The spacious lanai completely opens to the main living area due to the pocket sliders and features a cozy TV sitting area creating a true indoor/outdoor living experience! There is under-building parking for two vehicles with a locked storage closet. Barclay has just undergone a major facelift with all new Hardie Board siding, new exterior paint and new railings. The building looks brand new! If you are looking for a 5th Avenue living experience just 2 blocks to the beach, you have to check this one out!

225 5th S Ave Unit 103, Naples
$375,000
1 Baths ⋅ 226021422 MLS ⋅ Olde Naples BLDG.
Rarely does an opportunity arise to own a waterfront retreat in the heart of Old Naples with the flexibility to enjoy personally and rent on a nightly, weekly, monthly or seasonal basis. Along Naples Bay at The Cove Inn, this updated residence offers an ideal combination of lifestyle, convenience and income-producing potential. Overlooking the marina and Naples Bay, the property embraces the boating lifestyle that makes Naples so desirable. The adjacent marina offers direct Gulf access, and boat slips may be available for lease or purchase separately, subject to availability. Spend your days on the water, then return home to spectacular sunsets, sparkling bay views and the tranquil sight of yachts cruising through the harbor. Thoughtfully renovated and well maintained, the residence features wood-plank tile flooring throughout, a beautifully updated kitchen and bath, and coastal-inspired finishes highlighted by stunning aqua mother-of-pearl tile accents. Light, bright and move-in ready, the property has been gently enjoyed by its owner and presents in excellent condition. An oversized lounge chair conveniently converts into an additional bed in moments, providing comfortable accommodations for overnight guests. Additional amenities include a large resort-style pool with abundant lounge seating, a recently renovated lobby opening to a sun-filled waterfront patio, and a welcoming fire pit overlooking Naples Bay. From holiday fireworks to the beloved Naples Christmas Boat Parade, the waterfront setting provides a front-row seat to some of Naples cherished traditions. Just moments from Fifth Avenue South, residents can enjoy world-class dining, boutique shopping, art galleries and entertainment less than a half mile away, easily accessed by foot or via the complimentary Cove Inn trolley. Two waterfront seafood restaurants are adjacent to the property, while the popular Cove Inn Coffee Shop offers a place to begin each morning before another day in paradise. Recognizing the value of preparedness in a waterfront setting, the owner has thoughtfully equipped the residence with a storm management package that includes custom Garrison flood planks for the sliding glass doors and advanced reusable water-activated flood control barriers. Designed for quick deployment and convenient storage, these improvements provide an added measure of confidence and will convey with the property. Low quarterly dues even include electric! Whether you're searching for a seasonal escape, waterfront pied-à-terre, income-producing investment, or a combination of all three, this exceptional residence offers the quintessential Old Naples lifestyle in one of the area's iconic waterfront destinations.

900 Broad S Ave Unit 125, Naples
$6,495,000
5 Beds ⋅ 4.5 Baths ⋅ 226020603 MLS ⋅ Olde Naples BLDG.
Ideally situated in the heart of downtown Naples, this completely remastered single-family residence embodies the essence of refined Florida living. Thoughtfully designed with elevated finishes throughout, the home welcomes you through a dramatic two-story foyer highlighted by soaring ceilings, architectural millwork, and a striking staircase that sets the tone for the interiors beyond. The flowing floor plan is both spacious and inviting, centered around a beautifully appointed kitchen featuring an oversized island and seamless connection to the dining and living areas — ideal for both everyday living and effortless entertaining. Pocketing impact glass doors open to the covered lanai with a summer kitchen, extending the living space outdoors to a generous lawn perfectly suited for gatherings, pets, and family enjoyment. The first-floor primary suite offers a private retreat, accompanied by a dedicated office, while guests are comfortably accommodated with their own upstairs living area and three ensuite bedrooms. Just moments from the charm of Olde Naples, residents can spend evenings strolling to renowned dining, shopping, and the nearby beaches, enjoying the convenience of downtown living right outside their door.

950 8th S St, Naples
$9,750,000
4 Beds ⋅ 5.5 Baths ⋅ 226019430 MLS ⋅ Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Set just steps from the Gulf and the celebrated boutiques and restaurants of Third Street South and Fifth Avenue South, this extraordinary newly built estate embodies the pinnacle of refined Old Naples living. Crafted in 2017, this gorgeously furnished four-bedroom + den residence offers an exceptional blend of timeless coastal elegance and modern luxury across an impeccably curated floor plan. From the moment you enter, the home captivates with soaring ceilings, wide-plank French oak flooring, bespoke millwork and designer lighting that create an atmosphere of understated sophistication. Walls of glass fill the interior with natural light, while seamless indoor-outdoor transitions invite effortless entertaining and relaxed resort-style living. At the heart of the home, the spectacular chef’s kitchen is a true statement of luxury and design, featuring an oversized island, a commanding 48-inch Wolf gas range, dual Sub-Zero refrigeration, Miele built in wine refrigerator, Miele built-in coffee system, premium fixtures and custom cabinetry tailored for both grand-scale entertaining and everyday comfort. Adjacent living and dining spaces are anchored by a beautiful private tropical retreat where every detail has been thoughtfully considered. The outdoor Oasis features a stunning custom pool and spa with oversized sun shelf, towering private bamboo hedge, and outdoor kitchen, creating an atmosphere reminiscent of an exclusive luxury resort. The first-floor primary suite is a serene sanctuary, offering spa-like amenities, a luxurious bath retreat and a custom walk-in wardrobe. A private detached cabana guest suite on the main level provides exceptional comfort and privacy for visitors. Accessible by both a private spacious elevator and staircase, the second level is designed for elevated entertaining and relaxed living alike. A comfortable loft serves as a central gathering space surrounded by 3 beautifully appointed en-suite guest bedrooms. Additional features include impact-resistant doors and windows, whole-house 20- kilowatt generator and the highest level of craftsmanship and finishes throughout. An exceptionally rare offering in one of Naples’ most prestigious locations, this remarkable estate delivers unparalleled luxury, timeless architecture and the ultimate Olde Naples lifestyle just steps from the beach and world-class dining and shopping. This home offers you the convenience of living a life of walking to the beach every day, dining on Third Street, and enjoying the newly opened Olde Naples Hotel which offers a bar for an evening beverage after you enjoy the beautiful Naples sunsets.

160 Broad S Ave, Naples
$380,000
1 Baths ⋅ 226019629 MLS ⋅ Olde Naples BLDG.
Discover the perfect mix of laid-back coastal charm and savvy investing at this beautifully upgraded efficiency unit at the iconic Cove Inn on Naples Bay. Wake up to breathtaking, picture-perfect water views from your private patio, where a thoughtful privacy wall frames the shimmering marina and Naples Bay, your own personal slice of paradise. This fully furnished, turnkey efficiency features a kitchenette and stylish upgrades throughout, making it as comfortable as it is effortless to own. Guests and owners alike will revel in resort-style amenities, including a sparkling pool and beloved Chickee Bar, all set against the backdrop of one of Naples' most storied waterfront destinations. Cove Inn stands apart as one of the rare waterfront hotels in historic Old Naples, perfectly positioned at the gateway to Crayton Cove, a charming village of eclectic boutiques and restaurants hugging the banks of City Dock and Naples Bay. Stroll to world-class shopping and dining along famous 5th Avenue South, or take a short walk to the sugar-white sands of Naples Beach. Whether you're seeking a personal retreat, a high-demand rental income property, or both, this condo hotel unit delivers an exceptional opportunity in one of Southwest Florida's most coveted destinations.

900 Broad S Ave Unit 117, Naples
$625,000
1 Beds ⋅ 1 Baths ⋅ 2026017700 MLS ⋅ Olde Naples BLDG.
Location, location, location in the heart of Olde Naples! Welcome to Kensington Gardens, a charming vacation rental community just one block from world-famous Fifth Avenue South and only a short stroll to the white sandy beaches of the Gulf of Mexico. This beautifully updated 1-bedroom, 1-bath condominium offers the perfect Naples retreat with a bright coastal feel, tasteful furnishings, ceramic tile throughout, and in-residence laundry for added convenience. Situated in one of Naples’ most walkable and desirable downtown locations, guests can enjoy easy access to upscale dining, boutique shopping, art galleries, live entertainment, cafés, and local favorites throughout Fifth Avenue South and nearby Third Street South. Kensington Gardens offers classic Olde Naples charm with a relaxed atmosphere, making it ideal as a seasonal getaway, investment property, or personal vacation escape. Owner has a recent inspection report available. Property is being sold AS IS, and reasonable offers will be considered.

480 5th S St Unit 202, Naples
$1,525,000
2 Beds ⋅ 2 Baths ⋅ 226019603 MLS ⋅ Olde Naples BLDG.
A rare top-floor end-unit at Eight Fifty Central, this two-bedroom, two-bath residence offers a clean, modern design within a low-density, highly sought-after Olde Naples address. Built in 2021 and comprised of just 22 residences, the building delivers both exclusivity and everyday convenience. The interior is defined by an open-concept layout where the living and dining spaces transition effortlessly into a gourmet kitchen outfitted with quartz countertops, a natural gas Wolf range and Sub-Zero appliances. Elevated ceilings and expansive impact glass invite abundant natural light, while a private balcony extends the living space outdoors. Both bedrooms are generously sized and filled with natural light, offering flexibility to accommodate a variety of design styles or uses. The residence is offered furnished, providing a true turnkey opportunity. Residents enjoy a thoughtfully curated amenity package including an interior pool deck, lush courtyard green space and a rooftop outdoor patio featuring a built-in grill, fire pit and multiple seating areas designed for relaxation and entertaining. Ideally at the corner of 8th Street South and Central Avenue, just near dining, shopping and entertainment of 5th Avenue South and minutes to Naples iconic beaches, this property captures the essence of luxury, privacy and downtown accessibility in one exceptional offering.

850 Central Ave Unit 311, Naples
$4,950,000
4 Beds ⋅ 4.5 Baths ⋅ 226014208 MLS ⋅ Olde Naples BLDG.
(PRICE DECREASE 09/03/26: $5,195,000 - > $4,950,000) || Accented by the warm tones of morning-lit palms, this 2016 West Indies-style home by Jeff Harrell and Associates adds a modern touch to classic Naples charm. Located in the heart of Olde Naples, you’re on the doorstep of everything the city has to offer. Walking distance to 5th Avenue South and 3rd Street offers an endless variety of dining and shopping experiences. Boater? Naples Bay is a short walk away with the Naples Marina just across the street. Looking for the Beach? just head west. Find your spot in the sand with over 40 public beach access points to choose from. The home features 4 bedrooms, 4.5 baths and a 2 car garage. The open floor plan features beautiful hardwood flooring in each room, soaring ceilings, and floor-to-ceiling windows offering endless natural light. Perched at the Western end of Jumby Bay, this home stands out with unmatched privacy and extra space. It is the only residence in the development whose pool does not back up to another home, delivering a truly secluded outdoor area. In addition, 912 sits on a larger .19-acre lot compared to the .14-acre lots of central homes, creating a generous yard beside the pool. The chef’s kitchen is equipped with premium appliances including a Viking oven and cooktop, Miele refrigerator, Miele dishwasher, Miele convection microwave, and Uline wine cooler. A huge center island serves as the heart of the home, perfect for food preparation, casual dining, or buffet service. The lushly landscaped lanai is accessible from the great room and kitchen through multiple French doors, offering a covered and screened seating and dining area with cabana bath, plus a gas grill in the open space. Just beyond lies the sun-drenched 32-foot pool, spacious spa, and pergola-covered seating. This is the perfect spot for relaxing or entertaining day or night. Off the pool, you’ll find a private first-floor guest bedroom. On the second floor, The oversized master suite boasts dual walk-in closets designed for maximum functionality, a floating tub, and a large separate shower. Down the hall you’ll find a guest room with an en-suite bathroom and balcony. Above the garage and accessible from the main residence or a private alleyway entrance sits a versatile bonus space that can serve as a guest casita, office, or fitness center complete with a private bath. The HOA fee includes landscaping and pool maintenance, with weekly cleanings. On-street improvements also provide additional parking right on 9th Ave. Schedule your private showing today and make 912 9th Ave S. your new address in paradise!

912 9th S Ave, Naples
$349,900
2 Beds ⋅ 1 Baths ⋅ 226019202 MLS ⋅ Olde Naples BLDG.
PRICED TO SELL! FULLY UPDATED 1ST FLOOR END UNIT WITH METAL ROOF IN DOWNTOWN NAPLES! Prime location in highly desirable Olde Naples, just steps from 5th Avenue South, Cambier Park, and the white sand beaches of the Gulf, this beautifully updated 2-bedroom condo offers exceptional value in a neighborhood surrounded by multimillion-dollar residences. Now offered at a newly improved price, this is an outstanding opportunity to own in one of Naples' most coveted locations. This WEST-FACING END UNIT enjoys beautiful sunset views and an abundance of natural light while maximizing quiet, private living. The entire condo has been extensively updated with high-end finishes throughout, including NEW FLOORING, a RENOVATED KITCHEN with QUARTZ COUNTERTOPS, a sleek tile backsplash, STAINLESS STEEL APPLIANCES, UPGRADED CEILING FANS & LIGHT FIXTURES, and NEW CLOSET DOORS — creating a clean, modern, move-in-ready feel. Additional peace of mind comes from custom removable flood gates, newer HVAC and Water Heater (2022), along with a METAL ROOF & GUTTERS (2024). The exterior has been FRESHLY PAINTED and is beautifully maintained, with lush landscaping that enhances the community's peaceful, inviting atmosphere. With VERY LOW HOA FEES and a sought-after Olde Naples location close to beaches, shopping, dining, and downtown attractions, this condo is ideal for full-time living, a seasonal retreat, or an investment opportunity. Schedule your showing today! THIS PROPERTY QUALIFIES FOR A 1% LENDER INCENTIVE IF USING PREFERRED LENDER — INQUIRE FOR MORE DETAILS. ** (Renderings that showcase furniture have been virtually staged)

975 9th S Ave Unit 11, Naples
$494,000
1 Beds ⋅ 1 Baths ⋅ 226019237 MLS ⋅ Olde Naples BLDG.
Steps from the beach and all of Naples’ finest dining! This beautiful, turnkey furnished condo offers an unbeatable location - 2.5 blocks to prestigious Fifth Avenue and the beach, and 4 blocks to the charming boutiques and restaurants on Third Street South! This unit is filled with natural light and set within an intimate boutique community. Unit had NO WATER DAMAGE during any of the last hurricanes/storms. It also features new impact-resistant windows, a newer A/C and water heater, an updated kitchen and bath, and easy-to-maintain tile flooring throughout. Tastefully furnished and decorated in a coastal contemporary theme, complete with a sleeper sofa ideal for additional guests or family. Enjoy your private southern-facing patio which overlooks a peaceful garden courtyard. The community offers common laundry, extra storage, bike racks, and recent updates include new exterior paint, gutters, soffits, pavers, irrigation, and landscaping.

275 8th S Ave Unit 275, Naples
$27,900,000
6 Beds ⋅ 5.5 Baths ⋅ 226018147 MLS ⋅ Olde Naples BLDG.
Experience the pinnacle of beachfront luxury from this extraordinary Naples coastal estate, where timeless Bermuda-inspired architecture meets effortless modern elegance. Perfectly positioned along 108 feet of pristine Gulf frontage, this six-bedroom residence offers an unparalleled opportunity to own a private sanctuary directly on the sugar-white sands of Naples. Evoking the refined charm of Alys Beach, the home’s striking white stucco exterior, parapet walls, and lush manicured landscaping create a serene and sophisticated coastal presence. Ideally located just steps from the new Four Seasons Naples Beach Club and moments from the boutiques and dining of downtown Olde Naples, the property offers a rare combination of privacy, prestige, and walkable convenience. Inside, expansive living spaces are bathed in natural light through walls of French doors that frame breathtaking panoramic views stretching from sand to sea. Thoughtfully designed for both grand entertaining and relaxed coastal living, the residence offers a seamless flow between formal and casual gathering spaces. A dramatic double living room and elegant dining area, complete with a custom beverage station and bar, create an unforgettable setting for hosting family and guests. The chef’s kitchen opens effortlessly to a warm and inviting family room and features a large center island, stone countertops, premium appliances, and a fully appointed butler’s pantry with wine refrigeration. Two luxurious primary suites—one on the main level and another upstairs with a private balcony overlooking the Gulf—provide tranquil retreats designed for ultimate comfort and privacy. A dedicated office on the main floor further enhances the home’s functionality for today’s lifestyle. Every detail throughout the residence reflects exceptional craftsmanship, timeless design, and understated sophistication. From the refined architectural elements to the seamless indoor-outdoor connection, this remarkable property embodies Naples beachfront living at its absolute finest.

23 6th Ave N, Naples
Start Your Search