Olde Naples Homes with Two Story Style

Welcome to Olde Naples, a charming gem nestled in the heart of Naples, Florida. Known for its picturesque streets, lush landscapes, and stunning coastal views, Olde Naples is a vibrant community that captures the essence of Florida living. This historic district boasts a unique blend of old-world charm and modern luxury, making it one of the most sought-after neighborhoods in Collier County.

One of the standout features of homes in Olde Naples is the exquisite two-story style that many properties showcase. These elegant residences often feature spacious floor plans, allowing for an abundance of natural light and seamless indoor-outdoor living. Imagine sipping your morning coffee on a sun-drenched balcony or entertaining friends in a beautifully designed living area that flows effortlessly into a lush backyard.

The two-story homes in Olde Naples offer a perfect balance of privacy and community. With multiple bedrooms and bathrooms, they provide ample space for families or those who enjoy hosting guests. Many of these homes are adorned with high-end finishes, gourmet kitchens, and luxurious master suites, ensuring that every comfort is met.

Beyond the beautiful homes, Olde Naples is renowned for its proximity to pristine beaches, upscale shopping, and fine dining. Stroll along the famous Naples Pier, explore the vibrant art galleries, or indulge in a meal at one of the many acclaimed restaurants nearby.

Whether you’re looking for a seasonal retreat or a permanent residence, Olde Naples with its stunning two-story homes is the perfect place to call home. Experience the charm, luxury, and lifestyle that this exceptional community has to offer!

Newest Olde Naples Homes with Two Story Style

131 3rd Street N, Naples $6,500,000

This home feels like a big hug! Just the right amount of indoor and outdoor living. Very private with Clusia and Podocarpus hedges surrounding the property for maximum pr...

5 Beds
4 Baths
Olde Naples SubDv.

135 7th Street N, Naples $6,495,000

BRAND-NEW 2026-BUILT LUXURY ESTATE—JUST COMPLETED AND NEVER LIVED IN—in the heart of OLDE NAPLES, about half a mile from the GULF BEACHES and less than 1 mile from 5TH AV...

4 Beds
5 Baths
Olde Naples SubDv.

376 1ST Avenue N, Naples $8,250,000

Ideally located in the heart of Olde Naples, just three blocks from the Gulf, this striking contemporary residence pairs innovative architectural design with exceptional ...

4 Beds
5 Baths
Olde Naples SubDv.

844 8th Street S, Naples $6,290,000

In the heart of Old Naples, just three blocks from famed Fifth Avenue South and a short distance from the beach, this nearly new residence, constructed by Gulfstream Home...

4 Beds
5 Baths
Olde Naples SubDv.

774 S GOLF Drive, Naples $14,500,000

Set within the prestigious South Golf Drive corridor in the heart of Old Naples, this newly completed estate embodies a rare level of architectural excellence, craftsmans...

5 Beds
7 Baths
Olde Naples SubDv.

835 11TH Avenue S, Naples $8,995,000

One or more photo(s) has been virtually staged, AI generated or rendered. Set along one of Old Naples’ quiet, palm-lined streets and just a short stroll from the Gulf an...

4 Beds
6 Baths
Olde Naples SubDv.

909 10th Avenue S, Naples $5,195,000

In the heart of Olde Naples, this 2020-built courtyard residence blends timeless coastal architecture with refined, resort-style living just moments from 3rd Street South...

3 Beds
5 Baths
Olde Naples SubDv.

570 2nd Avenue N, Naples $6,100,000

Five 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 c...

4 Beds
4 Baths
Olde Naples SubDv.

645 Broad Avenue S, Naples $4,599,000

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 mome...

3 Beds
4 Baths
Olde Naples SubDv.

1140 8th Street S, Naples $6,795,000

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 featur...

5 Beds
6 Baths
Olde Naples SubDv.

40 5th Avenue S, Naples $13,500,000

One house from the sand. On Fifth Avenue South. Wrought-iron power gates, twin limestone staircases, a twenty-four-foot foyer. Mediterranean in spirit, furnished, ready ...

5 Beds
7 Baths
Olde Naples SubDv.

888 10th Avenue S, Naples $4,499,000 ▼

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 th...