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

211 3rd S Ave Unit 211, Naples
$799,000
2 Beds ⋅ 2 Baths ⋅ 226016840 MLS ⋅ Olde Naples BLDG.
No stairs & no flooding! Happy is the feeling you have walking into this open, airy, bright, garden level home in the heart of Olde Naples. 2 BR, 2 BA, ground floor end unit feels like a charming cottage. NO FLOODING IN ANY STORMS! Walk through a lush courtyard to your front door. Or come and go out the back sliders to the patio. Gorgeous bathrooms with marble walls, quartz counters, new fixtures. Tongue and groove ceiling and wainscotting, crown molding. High quality interior doors. 2 walk in closets. Clean white kitchen w/quartz counters. Impact rated sliders. Walk 2 blocks west to Naples white sand beach, 2 blocks south to 5th Ave restaurants and shops. Manor Apts is a 2 story building with only 15 residences centered around a beautifully landscaped courtyard with low HOA fees. Easy living in the heart of it all. Come and be Happy!

211 3rd S Ave Unit 211, Naples
264 8th S Ave, Naples
$13,995,000
5 Beds ⋅ 6.5 Baths ⋅ 226013404 MLS ⋅ Olde Naples BLDG.
Steps from the shimmering Gulf waters, pristine white-sand beaches, and the vibrant charm of 5th Avenue South and 3rd Street South, 264 8th Avenue South offers the ultimate Olde Naples lifestyle—where prime location, refined luxury, and effortless living converge. Designed by Beck Architectural Group, this stunning home sits on a premium southern-exposure lot in the heart of Olde Naples. The thoughtfully designed floor plan prioritizes main-level living, featuring an expansive great room, a chef’s kitchen, a luxurious primary suite, and a versatile private flex bedroom—ideal for guests, a home office, or a wellness space. Seamless indoor-outdoor flow leads to a private backyard retreat designed for year-round enjoyment. The covered outdoor living area is outfitted with a gourmet kitchen featuring a Lynx grill, refrigerated drawers, and a prep sink, along with a living space anchored by a feature wall with a television and gas fireplace. Beyond, the sun-drenched, fenced backyard is maximized with a large saltwater pool with a sun shelf, water features, and an integrated spa, all surrounded by ample deck space for lounging, low-maintenance turf for pets, and an outdoor shower. The designer kitchen by Design West is a true showpiece, appointed with custom cabinetry and top-of-the-line appliances, including a Wolf induction cooktop and oven; Sub-Zero refrigeration with wine storage and auxiliary beverage drawers; a Cove dishwasher; and Cristallo quartzite countertops. The adjacent butler’s pantry enhances functionality with additional prep space, a Wolf six-burner gas range, Wolf microwave, Asko dishwasher, and a generous walk-in pantry—perfectly tucked away for effortless entertaining. The main-level primary suite is a private sanctuary, featuring a vaulted ceiling, tranquil backyard views, and a spa-inspired bath with dual vanities, separate water closets, a soaking tub, a walk-in shower, and an oversized custom closet. Upstairs, three spacious bedrooms each offer en suite baths, complemented by a shared media room with a breakfast bar and private deck—an ideal vantage point for breathtaking western sunsets and seasonal fireworks. Throughout the home, rich hardwood flooring, custom retractable privacy shades, and refined architectural details—including 11-inch baseboards—create a sophisticated and cohesive aesthetic. Additional features include dual laundry rooms; a three-car garage with rear alley access and sufficient height to accommodate lifts in two bays; natural gas; a whole-house generator; water filtration and humidification systems; a private elevator; Lutron lighting; surround sound; and full home automation. The property is also situated on the same power grid as a nearby fire station, offering added peace of mind. This exceptional residence perfectly blends Olde Naples elegance with modern luxury—ideal for those seeking the very best in coastal living, location, and sophisticated design.

264 8th S Ave, Naples
740 5th N Ave, Naples
$2,995,000
3 Beds ⋅ 3 Baths ⋅ 226014803 MLS ⋅ Olde Naples BLDG.
This charming coastal cottage offers an unbeatable location just moments from the beach and the world-class dining and shopping of 5th Avenue South. Embrace the quintessential Naples lifestyle—highly walkable and perfect for biking or golf cart cruising—right from your doorstep. Inside, the home showcases a fresh coastal contemporary design with thoughtful updates throughout, creating a light, inviting atmosphere. Step outside to your private backyard retreat, where a desirable southern exposure fills the pool area with sunshine all day. The outdoor space has been beautifully enhanced with all new landscaping, stylish new Polywood furniture, a new pool umbrella, and new pool lighting, all complementing the recently repainted exterior. Entertain with ease in the covered lanai and built-in outdoor kitchen, or enjoy the expansive side yard featuring a generous grassy dog run—ideal for pet lovers. The well-designed floor plan offers both a living room and a separate family room, a spacious primary suite, skylights for added natural light, and a large U-shaped kitchen that seamlessly connects the dining and family areas. Built with quality in mind, the home features durable cement siding and remained high and dry with no water intrusion during recent hurricanes—offering true peace of mind. Additional highlights include a circular driveway for ample front parking and a detached oversized one-car garage with convenient alley access. This is a rare opportunity to own an adorable, move-in-ready home in one of Naples’ most sought-after neighborhoods—don’t miss it.

740 5th N Ave, Naples
495 5th S St Unit 304, Naples
$3,595,000
2 Beds ⋅ 2.5 Baths ⋅ 226012328 MLS ⋅ Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Set directly in the heart of Fifth Avenue South, this exceptional penthouse at 505 on Fifth offers a lifestyle rarely available in Naples—the energy and sophistication of downtown quite literally at your doorstep, combined with the privacy and tranquility of a beautifully designed residence above it all. With Naples’ finest restaurants, boutiques, galleries and cafés just steps away, the residence embraces its extraordinary location while creating a distinctly private world of its own. Designed by Stofft Cooney Architects and exquisitely appointed throughout, the penthouse encompasses 2,808 total square feet, with expansive indoor living flowing seamlessly onto a generous wraparound terrace overlooking the heart of downtown. Inside, soaring 10-foot ceilings, wide-plank white oak flooring and walls of floor-to-ceiling sliding glass doors create a sophisticated, contemporary interior filled with natural light. Open the glass doors and the living space extends effortlessly outdoors, creating multiple areas for lounging, dining and entertaining while enjoying the atmosphere of Fifth Avenue below. At the center of the residence, the striking chef’s kitchen combines custom flush cabinetry, quartz surfaces and a dramatic waterfall-edge island with premium Wolf, Sub-Zero and Bosch appliances. The kitchen opens naturally to the dining area and an expansive great room, anchored by a sleek linear gas fireplace and beautifully finished wet bar with wine refrigeration. The primary suite offers a peaceful retreat with direct terrace access, dual walk-in closets and a spa-inspired bath featuring marble-look tile, a floating dual vanity, illuminated mirrors, soaking tub and separate glass-enclosed shower. A private guest en-suite, versatile den or office and dedicated laundry room complete the thoughtfully designed floor plan. Control4 home automation, Sonos audio, motorized shades and designer LED lighting provide discreetly integrated technology throughout. More than simply a penthouse on Fifth Avenue, this is an opportunity to live above one of Naples’ most celebrated streets—private and sophisticated at home, yet with the very best of downtown Naples waiting just outside your door. One or more photo(s) have been virtually staged, AI generated or rendered.

495 5th S St Unit 304, Naples
850 Central Ave Unit 204, Naples
$1,595,000
2 Beds ⋅ 2 Baths ⋅ 226013044 MLS ⋅ Olde Naples BLDG.
Thoughtfully finished with premium Wolf and Sub-Zero appliances, this residence showcases elevated design with curated furnishings and designer lighting throughout. Ideally located just steps from 5th Avenue South and positioned west of 41, the property offers exceptional walkability to Naples’ top dining, shopping, and entertainment. Residents enjoy access to a rooftop grilling and entertainment space, perfect for hosting or relaxing, along with the convenience of assigned garage parking. Offered fully furnished for immediate enjoyment.

850 Central Ave Unit 204, Naples
1355 4th S St, Naples
$6,495,000
4 Beds ⋅ 5.5 Baths ⋅ 226011370 MLS ⋅ Olde Naples BLDG.
Completely reimagined and finished in 2025, this beautifully renovated Old Naples residence lives like a new home. Offering just under 3,000 square feet, the property includes four bedrooms and 5.5 baths designed for effortless luxury living. An open layout connects the living, dining and kitchen areas, creating an inviting flow for everyday living and entertaining. The chef's kitchen features a Wolf six-burner gas range, Sub-Zero refrigerator, and Sub-Zero wine cooler with additional refrigerator and ice drawer. Cristallo quartzite countertops, a marble-clad island and custom Crystal cabinetry combine elegance with function. The primary suite offers vaulted ceilings, a sitting area and views of the pool. Its spa-style bath includes a Kohler soaking tub, rain and body-spray shower, and custom California Closets with integrated lighting. Outside, a new saltwater pool with spa creates a resort-like setting. A full outdoor kitchen with grill, refrigerator, sink and TV makes entertaining easy. Near Third Street South dining, shopping and Naples white sand beach.

1355 4th S St, Naples
200 S Golf Dr, Naples
$6,950,000
4 Beds ⋅ 4.5 Baths ⋅ 226011149 MLS ⋅ Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. One or more photo(s) has been virtually staged, AI generated or rendered. One of the few Old Naples residences offering both immediate Gulf access and a 5+ car garage, this timeless Italian-inspired home presents a rare combination of coastal proximity, scale, and functionality. Ideally positioned just steps from the pristine Gulf beaches—directly across the street—and adjacent to the highly anticipated Four Seasons Resort Naples and its reimagined oceanfront golf campus, the property benefits from one of the most compelling locations in Naples, blending lifestyle with long-term value. Encompassing over 6,800 square feet of interior living space, the residence showcases elegant architectural details, warm finishes, and expansive gathering areas designed for both everyday comfort and grand-scale entertaining. The impressive living room offers a refined yet inviting setting, complete with a billiard table and seamless flow into the main living areas. A standout feature is the presence of two private guest suites, each with its own kitchen—providing exceptional flexibility for extended family, guests, or staff while maintaining privacy and independence. Built with exceptional strength and durability, the home is equipped with a private elevator, full-house diesel generator, rainwater recycling system, and automatic irrigation, delivering a level of infrastructure and peace of mind rarely found in this location. Car enthusiasts and collectors will immediately appreciate the significance of the 5+ car garage spanning over 2,000 square feet—a truly rare offering in Old Naples. This expansive space accommodates a substantial vehicle collection while also allowing for a workshop, storage, or additional lifestyle uses seldom available this close to the Gulf. The expansive rooftop terrace serves as the home’s signature outdoor retreat, offering Gulf views, refreshing coastal breezes, and an ideal setting for sunset entertaining above it all. A rare and compelling opportunity to own a substantial Old Naples residence that uniquely combines Gulf proximity, exceptional infrastructure, and immediate adjacency to the transformative Four Seasons beachfront development—positioning this home not only as a lifestyle purchase, but as a strategic long-term investment.

200 S Golf Dr, Naples
292 14th S Ave Unit A, Naples
$2,499,000
3 Beds ⋅ 3 Baths ⋅ 226010662 MLS ⋅ Olde Naples BLDG.
A rare opportunity in the heart of Olde Naples. Originally two residences, Units A & B have been masterfully combined into the only 3-bedroom residence in Petit Square, offering 2,038 square feet, 3 full baths, two covered carports, elevator access, and beautiful city views. Completely renovated with high-end finishes, the residence features elegant Carrara marble flooring, Mystery White marble countertops, a chef’s kitchen with premium stainless-steel appliances, formal dining, eat-in kitchen, and bar seating. The thoughtful single-level layout offers exceptional space, quality, and style. Recently, a smaller 1,166-square-foot unit in the building sold for $1,325,000 ($1,140/SF), making this substantially larger, fully renovated residence an exceptional value at just $1,226/SF. Petit Square offers a charming courtyard with mature trees and fountain and is pet-friendly. Ideally located just steps from Third Street South and only two blocks to the beach, with restaurants, boutiques, galleries, and the Gulf all within easy walking distance. A truly rare combination of size, renovation, parking, location, and walkability in Olde Naples.

292 14th S Ave Unit A, Naples
901 10th S Ave, Naples
$4,900,000
4 Beds ⋅ 4.5 Baths ⋅ 226009201 MLS ⋅ Olde Naples BLDG.
Ideally positioned on a sun-filled corner lot in the heart of Old Naples, this exceptional 2020-built residence blends timeless coastal elegance with thoughtful modern design. Just one block from Naples Bay and moments to dining and boutiques of 3rd Street South and 5th Avenue South, the location offers the best of accessible Naples living. Designed by MHK Architecture, the home is bright, open, and effortlessly inviting. Expansive windows flood the interiors with natural light, while refined stone flooring and curated finishes create a warm yet sophisticated aesthetic throughout. The thoughtfully designed floor plan features four bedrooms, including two luxurious primary suites, one on the first floor and a private retreat upstairs, offering flexibility for guests and multigenerational living. The main living spaces flow seamlessly to the outdoor area, embracing indoor-outdoor living. At the heart of the home, the chef’s kitchen is stunning and functional, appointed with marble countertops, a statement Lacanche range and oven, Sub-Zero refrigeration and custom cabinetry, a space equally suited for quiet mornings or lively entertaining. Outdoors, the western-exposure pool captures glowing afternoon light and vibrant Naples sunsets, while the corner lot setting enhances privacy and curb appeal. Lush landscaping and charming architectural details complete this coastal retreat. A rare opportunity to own a newer-construction home in Old Naples, just near Naples Bay and a short distance to the beach, fine dining and best of the Naples lifestyle.

901 10th S Ave, Naples
850 Central Ave Unit 209, Naples
$1,495,000
2 Beds ⋅ 2 Baths ⋅ 226007807 MLS ⋅ Olde Naples BLDG.
Experience sophisticated downtown Naples living at Eight Fifty Central, an intimate boutique condominium community of just 22 residences, ideally situated west of US-41. Built in 2021, this beautifully appointed, TURNKEY FURNISHED residence offers 1,401 square feet of thoughtfully designed living space with TWO BEDROOMS PLUS AN ENCLOSED DEN and two full bathrooms, combining exceptional finishes, functional versatility, and the convenience of a sought-after downtown location. Inside, wide-plank DeChateau HARDWOOD FLOORING, designer furnishings, and carefully selected finishes create a refined yet welcoming atmosphere. The gourmet kitchen features premium WOLF & SUB-ZERO APPLIANCES, NATURAL GAS COOKING, sleek cabinetry, and an open layout that flows seamlessly into the dining and living areas, ideal for everyday living and entertaining. The versatile den features a sliding barn door, creating a separate space perfectly suited for a private home office, additional lounge, or guest retreat. With one assigned parking space and the convenience of turnkey furnishings, this residence offers an effortless transition to seasonal or full-time Naples living. Its newer construction, desirable location, and low-maintenance condominium lifestyle also make it worthy of consideration for buyers exploring investment opportunities, subject to condominium rental restrictions. Located just moments from Fifth Avenue South, Third Street South, acclaimed restaurants, boutique shopping, art galleries, and Naples' beautiful Gulf beaches, Eight Fifty Central places the best of downtown Naples within easy reach. Whether you're seeking a refined seasonal retreat, a low-maintenance primary residence, or a potential 1031 exchange investment, this exceptional property offers a compelling combination of quality, convenience, and sophisticated downtown living.

850 Central Ave Unit 209, Naples
1295 Gulf Shore S Blvd Unit 134, Naples
$725,000
2 Beds ⋅ 2 Baths ⋅ 2026003307 MLS ⋅ Olde Naples BLDG.
NEW PRICE — $725,000! An exceptional opportunity to own in the heart of Olde Naples, just steps from the Gulf and directly across from the iconic Naples Pier. Welcome to The Mariner, where an unbeatable beachside location puts you moments from the sugar-white sand, Third Street South, Fifth Avenue South, exceptional dining, boutique shopping, galleries, and everything that makes the Olde Naples lifestyle so desirable. Offered turnkey and move-in ready, this thoughtfully updated residence combines coastal charm with modern improvements. The kitchen and bathroom have been beautifully updated, while impact-resistant windows and an impact-resistant front door provide added peace of mind. An assigned parking space and two private storage areas add valuable convenience for beach gear, bikes, and personal belongings. Whether you're searching for a seasonal Naples retreat, a full-time residence, or a property in one of Southwest Florida's most sought-after coastal locations, this condo delivers an outstanding combination of location, lifestyle, and value. Start your mornings with a walk along the beach, spend the afternoon by the Gulf or community pool, and enjoy evenings dining and strolling through Olde Naples. Now offered at $725,000, this is a compelling opportunity to own your piece of paradise in an extraordinary location.

1295 Gulf Shore S Blvd Unit 134, Naples
1065 8th S St Unit 203, Naples
$799,900
2 Beds ⋅ 2 Baths ⋅ 226008052 MLS ⋅ Olde Naples BLDG.
RARELY AVAILABLE, EXTREMELY PET & RENTAL FRIENDLY, NO BUILDING FLOODING IN ANY STORMS! Welcome to this exceptionally pet-friendly building located in the vibrant heart of Olde Naples. This spacious and inviting southwest corner unit is bathed in natural sunlight and boasts an expansive lanai equipped with convenient electric shutters. The recently remodeled kitchen features elegant granite countertops and modern stainless steel appliances, while the bathrooms are updated with sleek quartz counters and new cabinetry. Warm wood flooring adds a touch of charm and comfort throughout the unit. Recent updates to the building include a new roof 2022, new HVAC system installed in 2023, with a water heater in 2024. Notably, the building interior remained unaffected by flooding during both Hurricane Ian and Hurricane Milton, providing peace of mind for future residents. Photos are virtually staged.

1065 8th S St Unit 203, Naples
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