Roughly eleven hundred houses on a historic grid between the Gulf and US-41 — and every block east of the beach changes the price.

Olde Naples is the only neighborhood in Naples where a house can sit on a tree-lined street, minutes from the Gulf, and within an easy walk of Fifth Avenue South and Third Street South. The homes range from original 1930s cottages to new estates beyond 6,700 square feet, often on the same block, and the market is small, private and priced street by street. The listings below are the single-family homes currently for sale in Olde Naples.

Olde Naples Homes at a Glance

Homes About 1,100 single-family homes, alongside some 1,750 condominiums
Where 7th Avenue North to 13th Avenue South, west of US-41, between Coquina Sands and Aqualane Shores
2025 Sales 60 homes sold, averaging $6,282,083 and $2,026 per square foot at an average of 3,487 square feet
Top 2025 Sale $19,000,000 — a 6,770-square-foot home built in 2023 on a 0.36-acre lot
Price Range From roughly $2 million for smaller vintage homes to $30 million and above on the Gulf
Housing Stock 1930s and 1940s cottages of about 1,400 square feet through new coastal-modern estates beyond 6,700
Association No master homeowners association; zoning, permitting and height are set by the City of Naples
Getting Around The beach, Fifth Avenue South, Third Street South and the Naples Pier on foot, by bicycle or by golf cart

 

Olde Naples Homes - Active Listings

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71 18th Ave S, NAPLES

$44,000,000

71 18th Ave S, NAPLES

6 Beds 4 Baths 5,052 SqFt Residential MLS® # 224039753

Waterfront Realty Group IncNaples Area Board of Realtors Logo

30 3rd Ave S, NAPLES

$29,500,000

↓ $2,500,000

30 3rd Ave S, NAPLES

6 Beds 6 Baths 5,699 SqFt Residential MLS® # 226001239

Premier Sotheby's Int'l RealtyNaples Area Board of Realtors Logo

23 6th Ave N, NAPLES

$27,900,000

23 6th Ave N, NAPLES

6 Beds 6 Baths 5,945 SqFt Residential MLS® # 226018147

Coldwell Banker RealtyNaples Area Board of Realtors Logo

New Open House New
616 Bougainvillea Rd, NAPLES

$25,900,000

616 Bougainvillea Rd, NAPLES

6 Beds 12 Baths 9,447 SqFt Residential
Sun, Oct 4th, 2026 @ 1pm - 4pm
MLS® # 226035214

William Raveis Real EstateNaples Area Board of Realtors Logo

1100 Gulf Shore Blvd S, NAPLES

$25,000,000

1100 Gulf Shore Blvd S, NAPLES

6 Beds 8 Baths 6,978 SqFt Residential MLS® # 226022104

William Raveis Real EstateNaples Area Board of Realtors Logo

55 13th Ave S, NAPLES

$22,995,000

55 13th Ave S, NAPLES

6 Beds 7 Baths 6,143 SqFt Residential MLS® # 226024712

Gulf Coast International PropNaples Area Board of Realtors Logo

285 Central Ave, NAPLES

$17,950,000

285 Central Ave, NAPLES

5 Beds 8 Baths 6,822 SqFt Residential MLS® # 225073939

Waterfront Realty Group IncNaples Area Board of Realtors Logo

New New
1963 Gulf Shore Blvd S, NAPLES

$16,990,000

1963 Gulf Shore Blvd S, NAPLES

6 Beds 8 Baths 9,047 SqFt Residential MLS® # 226034183

John R Wood PropertiesNaples Area Board of Realtors Logo

774 S Golf Dr, NAPLES

$14,500,000

774 S Golf Dr, NAPLES

5 Beds 7 Baths 6,882 SqFt Residential MLS® # 226031429

William Raveis Real EstateNaples Area Board of Realtors Logo

264 8th Ave S, NAPLES

$13,995,000

264 8th Ave S, NAPLES

5 Beds 7 Baths 5,057 SqFt Residential MLS® # 226013404

Compass Florida LLCNaples Area Board of Realtors Logo

Open House
40 5th Ave S, NAPLES

$13,500,000

40 5th Ave S, NAPLES

5 Beds 7 Baths 7,635 SqFt Residential
Sat, Oct 3rd, 2026 @ 1pm - 4pm
MLS® # 226029919

Coldwell Banker RealtyNaples Area Board of Realtors Logo

626 S Golf Dr, NAPLES

$12,995,000

↓ $900,000

626 S Golf Dr, NAPLES

6 Beds 7 Baths 6,255 SqFt Residential MLS® # 223075606

Waterfront Realty Group IncNaples Area Board of Realtors Logo

 

Request a Curated Selection of Olde Naples Homes

Some of the best houses in Olde Naples never reach a portal. Tell us the streets you favor, the lot size you need and whether you plan to move in, renovate or build new, and we will assemble a private selection, including homes that are not yet on the market. Complimentary, discreet and without obligation.

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Four Markets on One Grid

Olde Naples reads as one neighborhood, but its single-family homes trade as four distinct markets, set almost entirely by distance from the Gulf. The two closest to the water have their own guides; the other two, where most of the neighborhood’s houses actually stand, are covered below.

PositionWhat Defines ItWhere to Look
Gulf-Front
Gulf Shore Blvd S
No street between the house and the sand; a small, slow market priced in a tier of its own Olde Naples beachfront homes
The Beach Block
Beach to Third St S
Within about a block of the Gulf; bought largely for the land and frequently rebuilt Beach Block homes
The Avenues
3rd Ave S, Broad Ave S
Tree-lined residential streets east of the Beach Block; larger lots and established estates Below on this page
Near Fifth Avenue
Toward US‑41
Smaller lots and original cottages closest to the dining corridor; the neighborhood’s entry point Below on this page

The Avenues Behind the Beach Block

East of Third Street South, the grid settles into the residential streets that define Olde Naples for most of the people who live here. 3rd Avenue South is among the neighborhood’s most active and most admired corridors, with lush landscaping and an easy reach to both the beach and Fifth Avenue South. Broad Avenue South carries some of the most established estate homes in the neighborhood on oversized lots, close to Third Street South. Across these avenues the houses sit under mature canopy, on sidewalks that are actually used, and most daily errands are made on foot or by golf cart. Buyers give up the Beach Block’s immediacy to the sand and gain lot size, privacy and a lower price per square foot — a trade many households find is the right one once they have walked both.

Closer to Fifth Avenue South and toward US-41, lots are generally smaller and more of the original cottages remain. It is the most accessible entry into single-family ownership in Olde Naples, and for buyers who plan their days around dining, galleries and the Saturday market on Third Street South rather than the beach, it is often the best address in the neighborhood.

Cottage, Renovation or New Build

Few neighborhoods in Florida hold ninety years of houses on the same streets. Original cracker-style cottages of around 1,400 square feet stand beside Mediterranean homes from the 1960s and 1970s and new coastal-modern estates beyond 6,700 square feet — the top sale of 2025, at $19,000,000, was a home completed in 2023. That range is the reason an Olde Naples search needs a decision early: whether you are buying a house to live in, one to renovate or a lot to build on. Where the value is in the land, an older house is often priced as a credit against construction rather than as a residence, which is covered in detail on Beach Block homes.

What can be built is set by City of Naples zoning — setbacks, lot coverage and height — together with the flood zone and required elevation for the lot, and the city’s tree protection rules. A substantial renovation of an older home can also require the whole structure to be brought up to current flood elevation, which changes the renovate-or-rebuild arithmetic. We confirm these points with the city for any home a client is serious about, before an offer rather than after.

What Moves the Price on an Olde Naples Street

In rough order of weight: distance from the Gulf; the street itself, with Gulf Shore Boulevard South, 3rd Avenue South and Broad Avenue South at the top; lot size and frontage, since generous lots are scarce on a grid laid out generations ago; the age, elevation and condition of the house; and the walk to Fifth Avenue South and Third Street South. Two homes of the same size a few blocks apart can differ by millions, which is why we price Olde Naples from recent sales on the same street rather than from neighborhood averages. Owners weighing a sale can see how we approach it on Selling in Olde Naples.

If You Also Want a Dock

Olde Naples homes are bought for the beach and the town rather than for boating; a private dock with Gulf access is rare within the grid. Buyers who want both usually look just south, where Aqualane Shores and Port Royal put deep-water canals minutes from Gordon Pass, or at Mangrove Bay, where every cottage on the Gordon River comes with its own slip. Buyers who would rather lock and leave can compare Olde Naples condos, and those who want to try a season first can start with Olde Naples vacation rentals.

 

Olde Naples Home Questions

How much does a home cost in Olde Naples?

In 2025, 60 single-family homes sold in Olde Naples at an average of $6,282,083, or $2,026 per square foot, at an average size of 3,487 square feet. Smaller vintage homes start at roughly $2 million, beachfront estates on Gulf Shore Boulevard South reach $30 million and above, and the top sale of the year was $19,000,000. Where a home sits relative to the beach moves the price more than almost anything else.

How many single-family homes are in Olde Naples?

About 1,100, alongside roughly 1,750 condominiums, across the historic grid from 7th Avenue North to 13th Avenue South, west of US-41. Many lots have been held by the same families for generations, so the number offered in any year is small.

What is the difference between a Beach Block home and other Olde Naples homes?

Beach Block homes sit within about a block of the Gulf, between the beach and Third Street South, and they command a premium over comparable homes a few streets east. Homes on the avenues behind them trade some of that proximity for larger lots, established landscaping and a lower price per square foot, while still being minutes from the sand.

Can I tear down an older home in Olde Naples and build new?

Often, and many buyers do. What you can build is governed by City of Naples zoning — setbacks, lot coverage and height — along with the flood zone and required elevation for the lot, and tree protection rules. A major renovation can also trigger current flood elevation requirements. We confirm these with the city before an offer.

Does Olde Naples have a homeowners association?

There is no master homeowners association for single-family homes in Olde Naples, so owners pay no neighborhood-wide HOA fee. Building, zoning and permitting are handled by the City of Naples.

Which streets are most sought after in Olde Naples?

Gulf Shore Boulevard South for homes directly on the Gulf, the Beach Block between the beach and Third Street South, 3rd Avenue South for its landscaping and proximity to both the beach and Fifth Avenue South, and Broad Avenue South for its established estates on oversized lots.

How do I buy a home in Olde Naples?

Call Alpizar & Company at (239) 438-1102 or use the form on this page. A number of Olde Naples homes change hands privately, so tell us the streets, lot size and whether you plan to renovate or build new, and we will assemble a selection that includes homes not yet on the market.

Market figures reflect 2025 single-family sales in Olde Naples. Zoning, setbacks, height limits, flood zone designations, elevation requirements and insurance conditions change; confirm current details with the City of Naples or the applicable agency before relying on them.

 

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Alpizar & Company is a family-owned independent brokerage specializing in luxury waterfront real estate across Naples' most sought-after neighborhoods. Led by Robert Alpizar (CLHMS, GRI, SRS, PSA) and Marlene Alpizar, our team operates as advisors — not salespeople — guiding buyers and sellers with firsthand local expertise and no corporate quotas.

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