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

167 4th N St, Naples
$7,995,000
3 Beds ⋅ 3.5 Baths ⋅ 226036927 MLS ⋅ Olde Naples BLDG.
Located on a quiet street in the heart of Old Naples, this exceptional custom home by London Bay pairs timeless architecture with exquisite interiors by Romanza Interior Design. Completed in 2020, the residence showcases meticulous craftsmanship and distinctive details, including an arched glass front door, a faux Juliet balcony, decorative medallions, copper gutters, gas lanterns, and a mitered tile roof, all framed by beautifully maintained landscaping. Venetian plaster extends throughout the first floor, where a thoughtfully designed kitchen, butler’s pantry with wet bar, spacious great room, and formal dining area are enhanced by custom built-ins. The luxurious primary suite offers direct access to the rear yard, two custom walk-in closets, and a beautifully appointed bath. Upstairs, two guest suites, a study that accommodates additional sleeping space, and a loft opening to a generous covered balcony provide inviting spaces for family and guests. The private rear yard offers a vibrant, landscaped retreat with casual seating, alfresco dining beneath an illuminated trellis, and an intimate fire pit area. Additional features include automated shutters and screens, elevated generator and air-conditioning units, tankless water heaters, natural gas service, and an air-conditioned garage with a car lift and adjacent storage closet. An exceptional opportunity to enjoy Old Naples living, close to the beach and downtown’s celebrated shopping and dining.

167 4th N St, Naples
530 1st Ave N, Naples
$6,795,000
3 Beds ⋅ 4.5 Baths ⋅ 226038580 MLS ⋅ Olde Naples BLDG.
A private sanctuary of timeless elegance, where thoughtful architecture and tranquil outdoor living come together in one of Old Naples’ most desirable settings. Custom built by Waterside Builders for its original owners, this beautifully appointed residence offers three bedrooms plus a den, blending sophisticated design with effortless coastal comfort. Refined interiors and inviting living spaces create an atmosphere of understated elegance throughout. Two distinct outdoor living areas offer exceptional opportunities for relaxation and entertaining, complemented by a peaceful pool setting that serves as a private retreat surrounded by tropical beauty. An air-conditioned three-car garage, discreetly accessed from the rear alley, provides exceptional convenience while preserving the home's attractive streetscape. Ideally situated on a high-and-dry homesite within Flood Zone X500, outside the high-risk Special Flood Hazard Area, this exceptional property offers an additional measure of peace of mind. Located along coveted 1st Avenue North, the residence provides convenient access to Naples’ pristine beaches, world-class dining, and the celebrated boutiques of Fifth Avenue South and Third Street South. A distinctive opportunity to experience the charm, privacy, and effortless lifestyle of Old Naples.

530 1st Ave N, Naples
365 5th S Ave Unit 305, Naples
$2,100,000
2 Beds ⋅ 2 Baths ⋅ 226038572 MLS ⋅ Olde Naples BLDG.
Live in the heart of Fifth Avenue South, where Naples' celebrated dining, upscale boutiques and vibrant downtown atmosphere are just outside your door. Perfectly positioned along one of the city's most recognized destinations, this turnkey furnished, two-bedroom, two-bath condominium offers a front-row perspective of the avenue below. The spacious, south-facing balcony is a highlight of the residence, offering a sun-filled setting to enjoy morning coffee, alfresco dining or an evening overlooking the activity along Fifth Avenue South. Inside, an updated kitchen features stone countertops and stainless-steel appliances, while renovated baths complement the furnished interiors. Two assigned parking spaces provide added convenience in this sought-after downtown location. Step downstairs to explore an array of restaurants, sidewalk cafes, galleries and boutiques, or stroll approximately two blocks to Naples' Gulf beaches. The distinctive shopping and dining of Third Street South are also a short bicycle, golf cart or car ride away.

365 5th S Ave Unit 305, Naples
360 7th S Ave Unit 4, Naples
$2,300,000
3 Beds ⋅ 2 Baths ⋅ 226038442 MLS ⋅ Olde Naples BLDG.
Naples lifestyle at its best with this updated and rarely available Hamilton Club condominium, perfectly situated on a quiet street just three short blocks from the sandy white beaches of the Gulf. Recent updates include coastal-inspired shiplap accent walls, new trim work, lighting fixtures, and modern hardware accents. Fresh paint completes the look, providing a canvas for your personal decorating touches. The open and airy floor plan seamlessly connects the living, dining, and kitchen areas, making it ideal for both entertaining and everyday living. The kitchen features quartz countertops and a convenient breakfast bar. Relax on the screened and shuttered balcony with its desirable southern exposure, overlooking the pool and lush tropical gardens. Just two blocks from Fifth Avenue South and one block from Third Street South, this charming retreat is in the heart of Olde Naples.

360 7th S Ave Unit 4, Naples
975 9th S Ave Unit 11, Naples
$324,900
2 Beds ⋅ 1 Baths ⋅ 226038217 MLS ⋅ Olde Naples BLDG.
PRICED TO SELL! BEAUTIFULLY UPDATED FIRST-FLOOR END UNIT IN THE HEART OF OLDE NAPLES! Enjoy downtown living in this lovingly maintained 2-bedroom condo, ideally situated just steps from 5th Avenue South, Cambier Park, and the Gulf’s white sand beaches. Surrounded by multimillion-dollar residences, this inviting retreat pairs a coveted location with thoughtful upgrades, VERY LOW HOA FEES, and a newly improved price. The WEST-FACING END UNIT welcomes abundant natural light and beautiful sunset views, creating a bright, comfortable setting with added privacy. Extensively updated interiors showcase NEW FLOORING, upgraded ceiling fans and light fixtures, and new closet doors. The RENOVATED KITCHEN features QUARTZ COUNTERTOPS, a sleek tile backsplash, and STAINLESS STEEL APPLIANCES, bringing a fresh, modern finish to the heart of the home. Additional highlights include HVAC & WATER HEATER (2022), a METAL ROOF & GUTTERS (2024), and CUSTOM REMOVABLE FLOOD GATES. Fresh exterior paint and lush, beautifully maintained landscaping enhance the community’s welcoming atmosphere. Whether you envision a full-time residence, seasonal getaway, or investment opportunity, this beautifully updated condo offers exceptional value in one of Naples’ most desirable neighborhoods. Enjoy easy access to celebrated dining, boutique shopping, downtown attractions, and relaxing days at the beach, all from your own Olde Naples retreat.

975 9th S Ave Unit 11, Naples
995 9th S Ave Unit 4, Naples
$1,274,900
2 Beds ⋅ 2.5 Baths ⋅ 226038264 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
666 3rd S St Unit 101, Naples
$950,000
2 Beds ⋅ 2 Baths ⋅ 226038181 MLS ⋅ Olde Naples BLDG.
Live where Naples’ best beaches, restaurants, and vibrant downtown lifestyle are just steps from your door! Ideally located just two blocks from the sugar-sand beaches of the Gulf and the world-class dining and shopping of 5th Avenue South, this beautifully updated 2-bedroom, 2-bathroom condo puts you right in the heart of everything that makes Naples so special. Inside, an inviting bright and open-concept layout is complemented by sleek ceramic tile flooring, neutral paint throughout, a renovated kitchen featuring high-end appliances and two wine coolers, accent crown moldings, and two beautifully remodeled bathrooms. Located on the sunny southwest corner of the building, this residence offers a desirable combination of natural light, privacy, and a quieter setting. The enclosed lanai with western exposure provides the perfect place to unwind with an evening cocktail while enjoying spectacular Florida sunsets. Additional features include impact-resistant windows and sliders, privacy screens, oversized in-unit storage, a new washer, and a designated parking space conveniently located just outside the unit. The Colonnade Club offers a charming, intimate community with beautiful curb appeal and a private community pool, perfect for cooling off after a day at the beach. Additional amenities include a BBQ area, secured lobby, laundry facilities, bike storage, and extra storage space. The Association is financially sound and all required improvements have been made. Whether you're looking for the perfect seasonal getaway, or your own full-time slice of paradise in Old Naples, this condo offers an exceptional opportunity to embrace the quintessential Naples lifestyle. At The Colonnade Club you can leave the car behind. Enjoy a morning beach walk and grab a coffee, followed by a leisurely lunch on 3rd Street and sunset over the Gulf, before heading to 5th Avenue South for an evening of incredible dining, shows, and drinks. The very best of Naples is right at your doorstep!

666 3rd S St Unit 101, Naples
1021 3rd S St Unit 110, Naples
$399,000
2 Beds ⋅ 2 Baths ⋅ 226037729 MLS ⋅ Olde Naples BLDG.
Live the quintessential Olde Naples lifestyle in this renovated 2-bedroom, 2-bath residence at Town Manor, ideally located on prestigious 3rd Street South. Just one block from Naples’ iconic dining and shopping district, you’ll enjoy effortless access to celebrated restaurants including Campiello, The Continental, Tommy Bahama Restaurant & Bar, and Sea Salt, along with charming boutiques and cafes. Just two blocks from the sugar-white sands and turquoise waters of the Gulf, and only five blocks to the vibrant scene of Fifth Avenue South, this location offers an unmatched blend of beachside tranquility and world-class dining. Inside, the residence has been thoughtfully reimagined with a stunning kitchen featuring stone countertops, perfect for both entertaining and quiet evenings at home. Coastal-inspired wood-look flooring flows throughout, while abundant natural light fills every room, creating a bright and inviting atmosphere. Surrounded by multimillion-dollar estates—many ranging from $10 to $20 million—this property presents a rare opportunity to enjoy one of Naples’ most coveted neighborhoods at an exceptional value. Whether as a full-time residence, seasonal retreat, or investment, this is your chance to own a slice of paradise in the heart of Olde Naples.

1021 3rd S St Unit 110, Naples
636 13th S Ave, Naples
$9,900,000
4 Beds ⋅ 5.5 Baths ⋅ 226036618 MLS ⋅ Olde Naples BLDG.
Custom built and designed by Harrell & Co., this architecturally distinctive residence stands apart in Old Naples, showcasing clean lines, dramatic ceiling details, and expansive floor-to-ceiling glass. Situated on one of the area’s most desirable streets, just blocks from 3rd Street South and the Gulf’s white sand beaches, the home features four en-suite bedrooms, two powder rooms, a private den, and a separate casita. The open-concept interior blends thoughtful architecture with refined finishes, including bespoke cabinetry and millwork, Wolf and Sub-Zero appliances, and European oak flooring. Walls of glass connect seamlessly to the outdoor living area, complete with a summer kitchen, pool, and spa. An oversized lounging area with artificial turf and southern exposure provides an ideal setting for enjoying the Florida sunshine. Additional highlights include a Lutron lighting system, motorized shades, private elevator, dry bar with both bar and wine fridges, whole-house 48 kW generator, natural gas, and electric roll-down screens and shutters. All three garages are air-conditioned and with alley access. A rare combination of architectural distinction, exceptional functionality, and refined coastal living in the heart of Old Naples.

636 13th S Ave, Naples
995 9th S Ave Unit 5, Naples
$1,350,000
3 Beds ⋅ 2.5 Baths ⋅ 226035932 MLS ⋅ Olde Naples BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Experience the best of downtown Naples living in this beautifully updated three-story townhouse villa, ideally located just moments from 5th Avenue South, Tin City, the Naples Marina, and the Cambier Park Tennis facility. Don't forget The Avenue that is under construction which will offer 75,000 sqft of retail and dining options. Offering 1,395 square feet of thoughtfully designed living space, this residence features three bedrooms plus a den, two full baths and 1 half bathroom, and the highly desirable convenience of a rare two-car garage. Filled with natural light, the home blends timeless character with modern updates. A beautifully renovated kitchen and updated baths complement the rich Opus hardwood flooring throughout the main living areas, tile in the baths, and durable vinyl flooring on the garage level. Hurricane-rated windows and doors provide added peace of mind, while generous pet and rental policies offer flexibility for both full-time residents and investors. Enjoy the convenience of being close to Naples' renowned dining, shopping, waterfront, parks, tennis, and entertainment—all without sacrificing the space and functionality of a true three-level home. No community pool. During Hurricane Ian, water intrusion was limited to the garage level, with no flooding to the upstairs living areas.

995 9th S Ave Unit 5, Naples
655 8th S Ave Unit 3, Naples
$425,000
1 Beds ⋅ 1 Baths ⋅ 226035917 MLS ⋅ Olde Naples BLDG.
A little slice of Olde Naples with your very own private patio! This remodeled first-floor, one-bedroom, one-bath end-unit condo is tucked into peaceful Olde Naples, just a 10 minute walk from 8th Ave S Beach Access. Take an even shorter stroll in different directions and you'll find yourself on Fifth Avenue South, Third Street South, or Cambier Park. Whether you love starting the day at the beach, heading downtown for dinner and a little shopping, or enjoying a concert or Art Fair or a little tennis match at nearby Cambier Park, there is so much to enjoy right outside your front door. The private patio is a "RARE FIND" in the heart of Olde Naples. It gives you your very own outdoor private enclave to soak up Florida's sunshine and beautiful blue skies. This remodeled unit includes your very own in-unit laundry and your own dedicated parking space for easy everyday living easy. New water heater and brand-new flood panels have been installed to all exterior windows and doors to provide added peace of mind during storm season. This meticulously cared for 6-unit condominium building and association is professionally managed - making ownership easy. As an owner in the Maison Du Soleil Condominium Assoc. you would own 15.36% of the Association. That includes The LAND, so consider what your portion of the value of the land would be in this very desirable area! There is also flexibility in how you use the property. Weekly rentals are permitted by the HOA documents, so it's possible to enjoy it as your own Naples getaway and/or have it rented while you are away. For buyers considering an investment, that opens the door to rental income alongside the long-term potential of owning a fractional share of land in the heart of desirable Olde Naples. HOA policies may be in conflict with alleged City of Naples rental rules so prospective buyers are encouraged to do their own research. With a remodeled interior, recent improvements, flexible HOA rental restrictions, and a location that puts so much within walking distance, this condo is well worth not just a look, but a second look.

655 8th S Ave Unit 3, Naples
900 8th S Ave Unit 102, Naples
$475,000
2 Beds ⋅ 2 Baths ⋅ 226037127 MLS ⋅ Olde Naples BLDG.
Welcome to the Neapolitan Club in the heart of Olde Naples, just three blocks to 5th Avenue South and minutes to the beach! This light-filled two-bedroom, two-bath corner residence has been recently remodeled, including a brand new A/C, and is offered turnkey furnished, making it truly move-in ready. The interior features new kitchen cabinetry, appliances, updated bathrooms, and clean coastal finishes throughout. The private corner lanai offers landscaped views, the perfect setting to relax and enjoy Naples’ sunshine and breezes. The Neapolitan Club offers a rare combination of flexibility and location, allowing monthly rentals and welcoming two pets, a rare pairing in this downtown price range. Whether you’re seeking a full-time residence, seasonal retreat, or income-producing property, this home offers versatility. Community amenities include a pool, assigned parking, and additional private storage. Ideally located near Cambier Park and within walking distance to pristine Gulf beaches, farmers markets, fine dining, and boutique shopping on 5th Avenue South and 3rd Street South, this property places you in the center of Olde Naples living. Location, lifestyle, and move-in-ready convenience, all in the heart of it.

900 8th S Ave Unit 102, Naples
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