Olde Naples Homes for Sale: Exquisite Coastal Living in Naples, FL

Advanced Search Market Reports Home Value Connect

Discover an unparalleled lifestyle exploring Olde Naples homes for sale, where historic charm meets modern luxury in Southwest Florida.This coveted coastal community in Naples, FL, offers an array of exquisite properties, from grand waterfront estates along Port Royal to charming beach cottages near the Naples Pier.Blair White is your expert guide to navigating the vibrant Olde Naples real estate market.Whether you seek a quaint bungalow in the Old Naples Historic District or a sophisticated condominium overlooking the Gulf, the diverse selection of Olde Naples homes for sale provides unique opportunities for discerning buyers.Experience the allure of Fifth Avenue South and Third Street South, just steps from your potential new home.

< 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

Exploring Olde Naples Homes for Sale: A Distinctive Market Landscape

The real estate market in Olde Naples, FL, presents a unique blend of timeless elegance and contemporary sophistication.When considering Olde Naples homes for sale, buyers encounter a spectrum of architectural styles and property types, each offering a distinct living experience within this highly sought-after locale.

Luxury Waterfront Homes for Sale in Olde Naples

For those dreaming of direct Gulf access or serene bay views, many Olde Naples homes for sale are situated along the pristine waterways.Areas like Port Royal and Aqualane Shores are renowned for their opulent waterfront estates, providing private docks and seamless access to the Gulf of Mexico.These premier properties redefine luxury living, offering unparalleled privacy and breathtaking vistas.

Charming Historic Homes for Sale in Olde Naples

Beyond the grand estates, the Old Naples Historic District offers a collection of charming, meticulously preserved historic homes for sale.These residences often feature unique architectural details, lush landscaping, and a walkable lifestyle to Fifth Avenue South and the Naples Pier.They represent a rare opportunity to own a piece of Naples' rich heritage while enjoying modern comforts.

Modern Condominiums and Villas for Sale in Olde Naples

The demand for maintenance-free luxury is met by an array of sophisticated condominiums and villas for sale throughout Olde Naples.From high-rise buildings offering panoramic Gulf views to elegant low-rise complexes steps from vibrant Third Street South, these properties cater to a lifestyle of convenience and refinement.They frequently boast amenities such as concierge services, private pools, and fitness centers.

The Olde Naples Lifestyle: What to Expect from Your New Home

Owning one of the Olde Naples homes for sale means embracing a lifestyle defined by sun-drenched beaches, world-class dining, and cultural richness.The community's design fosters walkability and a deep connection to its natural beauty and vibrant attractions.

Proximity to Iconic Destinations from Your Olde Naples Home

Many Olde Naples homes are strategically located within walking distance of the area's most famous landmarks.Imagine strolling to the upscale boutiques and gourmet restaurants of Fifth Avenue South, exploring the art galleries on Third Street South, or enjoying a sunset at the historic Naples Pier.These amenities are central to the appeal of Olde Naples homes for sale.

Architectural Diversity of Olde Naples Homes for Sale

The architecture found among Olde Naples homes for sale is as diverse as its residents.Prospective buyers will discover a captivating mix of Mediterranean-inspired villas, elegant coastal contemporary designs, and classic Key West-style bungalows.This architectural variety ensures that every buyer can find a home that perfectly reflects their personal taste and vision.

Community and Amenities for Olde Naples Homeowners

Life in Olde Naples extends beyond the property lines.Residents enjoy access to pristine beaches, challenging golf courses, and a thriving arts scene.The weekly farmers market, numerous art shows, and community events contribute to a vibrant, engaging atmosphere, making the decision to invest in Olde Naples homes for sale an investment in a rich community life.

Navigating the Olde Naples Real Estate Market with Blair White

The search for the perfect property among Olde Naples homes for sale requires local expertise and a deep understanding of market nuances.Blair White offers unparalleled guidance for buyers and sellers in this exclusive region.

Finding Your Ideal Home for Sale in Olde Naples

Blair White specializes in connecting discerning buyers with their dream Olde Naples homes for sale.Leveraging extensive local knowledge and a personalized approach, we help clients navigate the competitive market, identifying properties that align with their lifestyle aspirations and investment goals.

Investment Potential of Olde Naples Properties

Investing in Olde Naples homes for sale is often viewed as a sound financial decision.The area consistently demonstrates strong property appreciation, driven by its desirable location, limited inventory, and high demand.Whether seeking a primary residence, a seasonal getaway, or a lucrative rental property, Olde Naples offers significant investment potential.

Newest Homes for Sale in Olde Naples, Naples, FL

$10,995,000

4 Beds ⋅ 6.5 Baths ⋅ 225056392 MLS

A masterfully crafted collaboration between Jeffrey Fisher Home, renowned architect JMDG, and the highly respected Waterside Builders; this newly completed Olde Naples residence blends elevated design with luxurious livability—just four blocks to the beach and two blocks from the charm of 3rd Street South. Every element of the home reflects attention to detail and timeless sophistication: European white oak floors, custom cabinetry and millwork, floor-to-ceiling glass, and intricate stained oak architectural ceilings. The open-concept floor plan flows through a sunlit study, elegant dining space, and stunning backlit bar into a designer kitchen outfitted with Miele, Wolf, and Sub-Zero appliances, plus a walk in pantry and first-floor laundry. The first-floor primary suite is a true retreat with immediate access to the pool and outdoor living areas. Framed by impact sliders, the living room opens to multiple covered spaces and a plunge / dipping pool and spa. A full summer kitchen and expansive outdoor deck make entertaining effortless. Upstairs offers exceptional flexibility and privacy with three en-suite bedrooms, a large bonus room, a second laundry, and a VIP guest suite. Control4 home automation, generator, natural gas, and electric roll-down screens and shutters provide ultimate comfort, security, and convenience. Positioned in one of the most sought-after pockets of Olde Naples, this bespoke property is a rare opportunity to own a truly exceptional new-construction home—steps from the Gulf, fine dining, and world-class shopping.

581 14th AVE S, Naples

$7,950,000

225052605 MLS

Located on Naples' most coveted and picturesque avenues, this oversized, southern-facing parcel offers a 100' x 150' footprint and alley-access, creating a rare combination of size, location, and prestige—ideal for the discerning Buyer to build your dream residence just one block from the beach. Residents will enjoy unparalleled access to the best of Naples, including being a stone's throw from the up-coming Four Seasons - Naples Beach Club, as well as the world-renowned dining, boutique shopping, and cultural venues found on Fifth Avenue South and Third Street South. This is a rare offering in a timeless location—perfect for those seeking a refined lifestyle immersed in the charm and elegance of Olde Naples.

140 2nd AVE N, Naples

$2,390,000

3 Beds ⋅ 3 Baths ⋅ 225022012 MLS ⋅ Olde Naples BLDG.

Offering spectacular southern exposure with direct water views over Naples Bay, this private residence features soaring 10-foot ceilings, a private elevator, elegant wood floors, French doors, and custom plantation shutters on numerous windows. The open floor plan seamlessly integrates the living, dining, and kitchen areas, extending to a spacious terrace with breathtaking water views. The wonderful eat-in kitchen is designed for both functionality and charm. The expansive master suite includes a separate tub and shower, custom walk-in closets, and a generous terrace perfect for soaking in the southern sun while watching boats set sail. Designed for exceptional outdoor entertaining, the property boasts multiple spaces, including a rooftop spa, built-in grill, and uninterrupted water views. A unique dual entry—one of which offers convenient street-level access—ensures ease for guests coming and going. Completing this remarkable property is a secure two-car garage located under the building.

1001 10th AVE S Unit 211, Naples

$399,000

1 Beds ⋅ 1 Baths ⋅ 225016492 MLS ⋅ Archway Villas BLDG.

Fully remodeled, first floor, one bedroom Condo with a RARE private patio in Prime Downtown Olde Naples! Soak in the sun from your very own private patio just steps to Cambier Park, Fifth Avenue, Third Street & the Beach! This little gem is a rare fine! Beautifully updated one bed, one bath end unit condo is located in the heart of Olde Naples. In-unit laundry and dedicated private spot. Perfectly situated in a quiet, historic neighborhood, this condo offers both tranquility and convenience, with vibrant shopping, dining, and entertainment just a stone's throw away on 5th Ave S and 3rd Street S. It's just a short stroll to 8th Avenue S Beach as well. Unit is in a meticulously cared for, professionally managed building with just six units to make up the Maison Du Soleil Condominium Association. Adjacent to Cambier Park, one can enjoy enjoy tennis, basketball courts, playgrounds, and numerous local events hosted throughout the year. Looking to attend a popular event on Fifth Avenue - you have your own private parking and just a short walk to all that Fifth Avenue offers. This condo is within walking distance of the best of Naples, including 5th Ave S, Third Street South, Naples Pier, and an array of renowned restaurants, boutiques, and galleries. It's a great opportunity to own a slice of Olde Naples. This prime location offers easy access to Naples Beaches, Naples Pier, the Botanical Gardens, and a variety of shops and restaurants. This condo is an ideal place to call home in one of Naples' most desirable areas. Don't miss the opportunity to own this beautifully appointed condo! Meticulously cared for building with full service professional management!

655 8th AVE S Unit 3, Naples

$1,995,000

3 Beds ⋅ 3 Baths ⋅ 224102517 MLS ⋅ Eight Fifty Central BLDG.

One of the lowest price per square foot three-bedroom condos in Old Naples! Completed in 2021 and perfectly positioned in the highly walkable downtown area, this residence offers the best three bedroom value west of 41. Look no further, this is the condo you have always wanted. Enjoy a stunning resort style pool, rooftop living space, and unmatched convenience. As a corner unit in a newer building, having been lightly lived in, and meticulously maintained, this is a rare opportunity for exceptional condominium living. Featuring single level living and contemporary clean lines, this furnished corner unit condominium features several high end interior upgrades including DuChateau engineered wood flooring throughout, top-of-the line appliances with a Wolf natural gas range, designer cabinetry, 3-inch waterfall quartz countertops, LED lighting, 10 ft ceilings & large windows which provide ample natural lighting. Designed for entertaining, the well-designed kitchen & open main living areas lead directly to a spacious covered lanai for enjoying colorful nightly sunsets. Each of the 3 bedrooms have ensuite bathrooms providing comfort & privacy for all. An assigned covered parking space is included with purchase. Building amenities include two open air spaces with a pool, multiple seating areas & green space located on the second level, and a rooftop gathering space with fire pit and barbecue station. Just a few blocks to the beach and 5th Avenue South, this location is highly desirable for enjoying everything the Naples lifestyle has to offer. Don't miss this opportunity to own a piece of paradise.

850 Central AVE Unit 207, Naples

$89,000,000

224076721 MLS

You’ve earned it. Now enjoy it in paradise. Sit back on your tropical loggia listening to the surf, with dolphins cavorting just a few yards off the beach. Miles of beautiful white sand stretch away in both directions. Watch glorious sunsets that seem exclusive to Naples, Florida. With an average winter temperature in the low 70s, it is near perfect. The number one destination in the US. You have found the ultimate jewel; the only remaining entire city block on the beach. Nearly 3 acres on the Paradise Coast. This property has been maintained by the owner organically without pesticides for decades. Located a short 3 minute stroll to the world class shopping and restaurants of the historic 3rd Street South, a property like this comes only once in a lifetime; a unicorn. An incredible opportunity!

20 14th AVE S, Naples

$9,450,000

224050004 MLS

Steps from the beautiful beaches of Downtown Naples and walking distance to 5th Ave and 3rd St restaurants. Here is your chance to build your dream home on Gulf Shore Blvd!!!

12 Gulf Shore BLVD N, Naples

$44,000,000

6 Beds ⋅ 4 Baths ⋅ 224039753 MLS

No damage to the house from hurricane Milton! Stunning Beachfront Property with 151 feet (.95 acres) of Beach frontage with views of the Naples Pier! Experience the pinnacle of seaside luxury at this exceptional estate located in distinguished Olde Naples, where direct access to the pristine Gulf of Mexico beach defines an elite living experience. This property, with a commanding presence and western exposure, offers awe-inspiring sunsets that paint the sky, visible from nearly every vantage point of this meticulous residence. Crafted with an uncompromising attention to detail, the estate unfolds over a sprawling single-story layout designed for the most discerning tastes. The expansive grounds are meticulously landscaped to ensure privacy while providing panoramic views of the Gulf’s turquoise waters. Inside, the residence features a strategically positioned dining area adjacent to a state-of-the-art kitchen. This space boasts picturesque windows that not only illuminate the interiors with natural light but also offer breathtaking ocean views, making every dining experience a scenic indulgence. Above the three-car garage lies a beautifully appointed guest suite, which doubles as a tranquil yoga fitness room with yoga walls and swings. This space is enhanced with a luxurious steam shower, offering a private retreat for relaxation and rejuvenation, all while enjoying elevated views of the coastal surroundings. There are also ocean kayaks and paddle boards for your enjoyment. This estate’s prime location in Olde Naples places it within close proximity to the iconic Naples Pier and the vibrant array of upscale shopping and dining options. The affluent lifestyle offered by this area is unparalleled, making it a coveted destination for those seeking exclusivity and convenience in a beachfront setting. 71 18th Ave S is more than just a home; it is a statement of luxury and an invitation to enjoy a life of opulence and serene beauty. With its direct beach access and sumptuous amenities, this estate is a rare jewel in Naples’ prestigious real estate market, crafted for the most prestigious buyers seeking a sanctuary of the highest caliber. Walking distance to famous 5th Ave and Third Street where you can enjoy the fine dining, boutique and antique stores, performing arts, car shows, art fairs right on 5th Ave, free concerts at Cambier Park, all of it just steps away.

71 18th AVE S, Naples

$10,895,000

5 Beds ⋅ 7.5 Baths ⋅ 224028308 MLS

Newly constructed Olde Naples cottage w 4,998 sf of living, southern exposure, built by award winning Calusa Construction. Interiors by award winning deClare Interiors. Open-floor plan w hardwood floors, Wolf/Subzero gourmet kitchen, 2 Cove dishwashers, refrigerator drawers, & wine trough in oversized island. Glass wine display, Solar Innovations folding doors to outdoor entertaining w covered fireplace & outside firepit. Built in grill, pool bath, sun shelf, & large pool. First-floor primary suite w Euro shower/tub, 3 additional en-suite guest bedrooms, separate guest suite, full bath off study. Electric screens & hurricane shutters, whole house generator. Features include built in benches, extensive custom milled wall & ceiling details, 2 laundry rooms, loft/game room, 3 car garage, elevator, Lutron lighting, landscape lighting, walking distance to beaches and upcoming Four Seasons Resort.

690 7th AVE N, Naples

$2,980,000

2 Beds ⋅ 2 Baths ⋅ 224018674 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches.This expansive 2-bedroom, 2-bathroom residence defines elevated living. Unit 303 features a thoughtfully designed open layout, a private one-car garage, and a generous balcony that overlooks the oversized rooftop pool, offering stunning views of downtown Naples. The Cayden offers more than just beautifully crafted homes—it elevates everyday living with exceptional amenities, including a dog run, fitness center, community room, and a secure mailroom. For those seeking a truly personalized touch, this property presents a rare opportunity to work directly with builders to customize the interior features and reflect your unique style.

180 9th ST S Unit 303, Naples

$3,590,000

2 Beds ⋅ 2 Baths ⋅ 224018668 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. This exceptional 2-bedroom, 2-bathroom residence embodies refined and comfortable upscale living at its best. Unit 302 offers a well-thought-out open layout, a private one-car garage, and a spacious balcony that provides sweeping views of the oversized rooftop pool and downtown Naples. The Cayden delivers more than just beautiful homes—it enhances your lifestyle with premium amenities, including a dog run, fitness center, community room, and secure mailroom. For those looking to add a personal touch, this property offers a unique opportunity to collaborate directly with builders to customize the interior features to your taste.

180 9th ST S Unit 302, Naples

$3,200,000

2 Beds ⋅ 2 Baths ⋅ 224018654 MLS ⋅ The Cayden Olde Naples BLDG.

NOW SELLING! Introducing The Cayden Olde Naples – an exclusive retreat nestled in the heart of Naples, Florida to be completed May 2026! With just six residences, this boutique community offers unparalleled privacy and a prime location, only 0.2 miles from the lively 5th Avenue and a short mile to Naples’ pristine beaches. Step into refined coastal living with this inviting 2-bedroom, 2-bathroom residence. Unit 202 features a smart, open layout with a private one-car garage and a spacious balcony that overlooks the expansive rooftop pool, offering sweeping views of downtown Naples. The Cayden is more than just a collection of homes—it's a lifestyle, with exclusive amenities such as a dog run, a state-of-the-art fitness center, a community room, and a secure mailroom. Plus, future homeowners will enjoy the unique opportunity to collaborate with builders to personalize their interiors, creating a space that truly reflects their style.

180 9th ST S Unit 202, Naples

Start Your Search

Prev
1
...
9
10
11
of 11
Next

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.