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

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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.

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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

$3,190,000
3 Beds ⋅ 3 Baths ⋅ 226031459 MLS ⋅ Olde Naples 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 S Ave Unit 305, Naples
$6,100,000
4 Beds ⋅ 3.5 Baths ⋅ 226031446 MLS ⋅ Olde Naples BLDG.
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 N Ave, Naples
$4,599,000
3 Beds ⋅ 3.5 Baths ⋅ 226031335 MLS ⋅ Olde Naples BLDG.
Between the Gulf of Mexico and Naples Bay, this coastal contemporary home captures the charm of Old Florida living. Just six blocks to the beach and Naples Pier, and moments from 3rd Street South and 5th Avenue, it’s perfectly situated for the Olde Naples lifestyle. Filled with natural light, the home features 3 bedrooms plus a den, 3.5 baths, a gourmet kitchen, dining area, morning nook, and custom elevator. French doors open to rich wood floors and custom ceilings. Outdoor spaces include a front porch, second floor balcony, covered lanai, heated pool and spa, and lush tropical landscaping for privacy. Built to modern standards with impact windows, a whole-house generator, new A/C, and elevated construction that’s remained high and dry—this residence offers timeless coastal style and enduring quality in an exceptional location.

645 Broad S Ave, Naples
$399,900
1 Beds ⋅ 1 Baths ⋅ 226031250 MLS ⋅ Olde Naples BLDG.
Discover the best of **downtown Naples living at 960 7th St S, Unit 103!** Perfectly situated in the heart of **Old Naples**, this charming residence places you just moments from the white-sand Gulf beaches, **5th Avenue South and 3rd Street South**, with exceptional dining, boutiques, galleries, and entertainment nearby. A standout feature is the **convenience of an in-unit washer and dryer**. Leave the car behind and enjoy walking or biking to many of Naples’ favorite destinations. Whether you're looking for a seasonal retreat, full-time residence, or investment opportunity, this is your chance to enjoy the **Old Naples lifestyle in an unbeatable location!**

960 7th S St Unit 103, Naples
$2,799,000
3 Beds ⋅ 2 Baths ⋅ 226031052 MLS ⋅ Olde Naples BLDG.
Sophisticated coastal living in the heart of Olde Naples, just one block north of iconic 5th Avenue South. Beautifully renovated and thoughtfully designed, this three-bedroom, two-bath residence blends timeless style with an exceptional downtown location. The light-filled interior features 10-foot ceilings, substantial crown molding, luxury DuChateau hardwood flooring, custom 4” wood plantation shutters, and an elegant coastal palette. Open living and dining areas are highlighted by statement lighting and impact-glass sliders opening to a private terrace, while the beautifully appointed kitchen features brushed brass fixtures and stainless-steel appliances. The primary suite offers terrace access, a custom California Closets walk-in, and a spacious marble bath with dual vanities and soaking tub. Two additional bedrooms provide flexibility for guests or a home office. Recent improvements include PGT Low-E windows, hurricane-impact sliders, updated electrical and HVAC systems, and whole-panel surge protection. La Majorca offers a heated saltwater pool, secured assigned garage parking, additional reserved parking exclusively for La Majorca residents, a private storage unit, and elevator access. Step outside and enjoy one of Olde Naples’ most coveted locations, with 5th Avenue South, the beach, Third Street South, and Cambier Park all within easy reach

411 6th S St Unit 301, Naples
$6,795,000
5 Beds ⋅ 5.5 Baths ⋅ 226029571 MLS ⋅ Olde Naples BLDG.
This exemplary home in a walk-to-beach-and-town location lives like brand new and is beautifully maintained. Built by Provident Beach Houses, this elegant home was featured in HGTV's Ultimate House Hunt as a 2023 Finalist for Amazing Kitchens. The gourmet kitchen features a Bertazzoni gas range, a huge center island, hidden pantry space, glass display cabinets and ample storage. The thoughtfully curated details throughout draw inspiration from tropical Dutch West Indies architecture, including wide smoked white oak hardwood flooring and 11 ft ceilings with whitewashed beams. The spacious primary suite opens directly to the pool and lanai and boasts a 15 ft beamed ceiling, motorized blinds and shades, enormous bath with double sinks, separate tub, multiple shower heads and a generous custom closet. The family room with built-ins opens seamlessly to the kitchen and lanai and a private office/5th bedroom wing offers a quiet retreat of its own. Upstairs, three additional en suite bedrooms surround an expansive game/living room with an exposed high-beam hip ceiling and built-in cabinetry complemented by a full second-floor laundry room and two balconies overlooking the pool and lanai. Outside, the tropical landscaping and full western exposure combine to capture those coveted Naples sunsets and a feeling of being on a perpetual vacation. The lanai is a true entertainer’s oasis with a summer kitchen featuring outdoor grill and sink, covered seating with retractable screens, a shell stone paver pool deck with glass railings, gas-heated pool, large party spa with LED accent lighting, sunny seating areas plus an outdoor shower. Additional features include plantation shutters and motorized shades new in 2024, wired for security and exterior cameras, Lutron lighting system, tankless hot water heater, whole house generator plus attached garage designed with room for car lifts.

1140 8th S St, Naples
$450,000
1 Beds ⋅ 1 Baths ⋅ 226028917 MLS ⋅ Olde Naples BLDG.
OLDE NAPLES, 5TH AVENUE THE BEACHES STEPS AWAY- A PERFECT DOWNTOWN "BEACH COTTAGE" GET-A-WAY! NICELY TURNKEY FURNISHED, UPGRADED ONE BEDROOM, ONE BATH! "Welcome to your dream affordable downtown 5th Ave. condo in the prestigious Essex House in Olde Naples! ACT FAST, BEFORE THIS UNIT GOES TO RENTAL ONLY! NO FLOODING FOR ESSEX HOUSE, IT IS BUILT ON A HIGHER ELEVATION ON 5TH, THIS UNIT HAS NEVER FLOODED IN IAN, MILTON OR HELEN! This charming 1-bedroom, 1 bathroom unit boasts a plethora of desirable features, including TILE flooring for "easy maintenance",  The first-floor unit offers easy access (right by the pool) and convenience, with laundry facilities and 1 assigned parking spot for added convenience. Step outside and enjoy the community pool, perfect for relaxing and soaking up the Florida sunshine. With its prime location, this condo is just a short walk away from the beautiful beaches of Naples, as well as a variety of shops and restaurants on 5th Avenue and 3rd Street South. Whether you're looking for a peaceful retreat or a vibrant social scene, this condo has it all. Don't miss out on the chance of a very affordable opportunity to own a piece of paradise in Olde Naples. Live the luxurious coastal lifestyle you've always dreamed of in this stunning Essex House condo. ESSEX HOUSE HAS LIBERAL RENTAL POLICY, SO THERE ARE SUBSTANTIAL VACATION INCOME POSSIBILITIES WHEN NOT IN RESIDENCE, (12 TIMES A YEAR, 30 DAYS EACH) and building is "PET FRIENDLY" (dogs/cats) a real rarity for Olde Naples Condo buildings. Schedule a showing today and make this your new home sweet home! Condo comes with One year home warranty for Buyer comfort.

534 4th S Ave Unit 3, Naples
$2,695,000
3 Beds ⋅ 2.5 Baths ⋅ 226028107 MLS ⋅ Olde Naples BLDG.
Fantastic opportunity on 5th Avenue! Experience luxury downtown Naples living in this exceptional residence at 780 Fifth. This open and spacious floor plan features beautiful travertine flooring, elegant crown molding, and a stunning recently updated kitchen with quartz countertops and a large island perfect for entertaining. Offering two private suites plus a generous den with closet that easily converts to a third bedroom (with shared bath), the primary ensuite boasts wide-plank hardwood floors and spa-like comfort. Step outside to your spacious private balcony overlooking iconic 5th Avenue South— your front-row seat to the St. Patrick’s Day Parade, art shows, and spectacular nightly sunsets. Cambier Park is located just behind the building for added green space and events. Residents enjoy a rooftop pool with park and city views, under-building parking, and the ultimate walkable lifestyle. Restaurants, boutiques, galleries, and the beach are all right here. Live where every day feels like a vacation in the heart of Olde Naples.

780 5th S Ave Unit 203, Naples
$13,500,000
5 Beds ⋅ 6.5 Baths ⋅ 226029919 MLS ⋅ Olde Naples BLDG.
Everyone Stops to Take a Picture. There are homes you walk past—and then there are homes that make you stop. Just one house from the beach in the heart of downtown Naples, this exceptional residence has become one of those unmistakable properties that catches the eye of nearly everyone who passes. People stop, admire it, and more often than not, take a picture. Inspired by the owners’ travels throughout the Mediterranean, the architecture is romantic, distinctive and beautifully detailed. At first glance, stately wrought-iron gates crowned with a pineapple finial welcome you to the property. Beyond them, twin limestone staircases gracefully sweep from either side toward the grand front entrance, creating an unforgettable sense of arrival. Look closer and the details become even more captivating: Juliet-style wrought-iron flower boxes, graceful fanlight transoms, open-air terraces, limestone accents and architectural elements reminiscent of a European villa. Then the grand front door opens to a dramatic foyer soaring 24 feet above—revealing that the magnificence of the exterior is only the beginning. It is a first impression you simply don’t forget. No wonder everyone stops to take a picture.

40 5th S Ave, Naples
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 226029857 MLS ⋅ Olde Naples BLDG.
Luxury Coastal Living Just Steps from 5th Avenue South & the Beach. Experience the very best of the Naples lifestyle in this beautifully renovated, turnkey-furnished condo, ideally positioned just steps from the beach and the vibrant heart of downtown Naples. Set in a prime 5th Avenue South location, this exceptional residence places you within easy walking distance of Naples’ renowned restaurants, boutique shops, galleries, theatre, entertainment, and the stunning Gulf beaches. Leave the car behind and embrace the effortless, walk-everywhere lifestyle that makes this location so highly sought after. Thoughtfully renovated and offered turnkey furnished, this condo is truly move-in ready—just bring your suitcase and start enjoying the Naples lifestyle from day one. After a relaxing day at the beach or exploring downtown, return home and unwind by the community pool, the perfect place to cool off and relax. Adding to its appeal, the community allows weekly rentals, offering an attractive opportunity for those seeking a flexible vacation home with potential rental income when not in personal use. Whether you envision it as your own luxurious Naples retreat, a seasonal escape, or an income-producing investment, this is an exceptional opportunity to own a piece of the coveted downtown Naples lifestyle. Beach. 5th Avenue. Dining. Shopping. Theatre. Pool. Investment potential. Everything you love about Naples is right outside your door.

175 5th S Ave Unit 4, Naples
$2,975,000
3 Beds ⋅ 3.5 Baths ⋅ 226028927 MLS ⋅ Olde Naples BLDG.
Experience the very best of Olde Naples from this exceptional 3 bedroom, 3.5 bath condo at The Residences at 382, ideally positioned just off iconic Third Street South and only moments from the Gulf. Offering more than 2,400 square feet of beautifully designed living space, this sophisticated residence blends timeless coastal elegance with the ease of a truly walkable Naples lifestyle. Designed by Jeff Harrell & Associates, the spacious great-room floor plan is enhanced by volume ceilings and expansive walls of glass that create a seamless connection between the interior and an oversized outdoor living and entertaining area complete with fireplace. Thoughtfully curated finishes include Legno Bastone handcrafted European wide-plank flooring, custom cabinetry, quartz and marble surfaces, Thermador appliances and a natural gas cooktop, complemented by elegant furnishings and a refined, neutral design. The generous 3 bedroom layout provides privacy for family and guests, with each bedroom featuring its own en-suite bath. A secured elevator provides direct access to the residence, while an enclosed one-car garage, an additional assigned exterior parking space and private storage add convenience rarely found in the heart of Old Naples. Beyond the residence, the location is what truly sets the condo apart. Step outside and enjoy Third Street South's celebrated restaurants, boutiques and galleries, Cambier Park, the weekly farmers market and Naples' white-sand beaches—all within easy reach. The neighborhood continues to become even more desirable with the recently opened Olde Naples Hotel, while the highly anticipated reconstruction of the iconic Naples Pier is underway just down 12th Avenue South. This is more than a residence, it is an opportunity to enjoy the quintessential Olde Naples lifestyle, where mornings can begin with a walk to the beach, afternoons are spent along Third Street South and evenings end with a Gulf sunset, all just outside your door.

382 12th S Ave Unit 202, Naples
$4,750,000
5 Beds ⋅ 5.5 Baths ⋅ 226025231 MLS ⋅ Olde Naples BLDG.
Exceptional Olde Naples living in the heart of it all. Ideally located just 5 blocks from Historic Fifth Avenue South, 8 blocks from Third Street South, and minutes to the City Dock, lovely park overlooking the bay across the street, 888 10th Avenue South offers a sophisticated blend of luxury, comfort, and effortless coastal living. The spacious residence features four bedrooms in the main house plus a private guest cabana above the garage, providing an ideal setting for family and guests. Soaring 11-foot ceilings, Legno Bastone flooring, UMI quartz countertops, and a Thermador Professional Series kitchen showcase the home's elevated finishes. Generously sized primary suites and laundry facilities on both levels add exceptional functionality. The outdoor living spaces are designed for quintessential Naples entertaining, with a fully equipped outdoor kitchen, grilling area, gas fireplace, retractable screens, and sun deck surrounding the beautiful pool and raised spa. Three additional balconies offer glimpses of Naples Bay and the surrounding area. A rare opportunity to enjoy the privacy and comfort of a refined Olde Naples residence within easy walking distance of the very best of downtown Naples.

888 10th S Ave, Naples
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