255 2nd Ave N, Naples, FL 34102
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FOR RENT
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255 2nd Ave N
Naples, FL 34102

Old Naples
  • 6 Beds
  • 6.5 Baths
  • 4,351 sqft
Price may not include required fees and charges.

$43,500/mo

$43,500/mo

Price may not include required fees and charges.
  • 6 Beds
  • 6.5 Baths
  • 4,351 sqft

Home Highlights

Parking
Attached Garage
Outdoor
Pool
Climate Control
Heating & Cooling
Listed
180+ days ago

Local Information

  • Map ViewExplore the area around 255 2nd Ave N.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Discover the ultimate family beach retreat, located just seven doors from the pristine white sands of Old Naples! Perfectly designed for multi-generational gatherings or groups of friends, this unique property features two beautifully updated homesthe main house and a guest houseeach offering modern comforts with a touch of historic charm. Recently renovated, both homes are connected by a screened-in pool lanai, creating an inviting space for family fun and relaxation. With separate entrances, a circular front drive, and a rear alley drive, this property provides the perfect balance of privacy, flexibility, and comfort. Surrounded by mature trees and lush landscaping, the serene setting is enhanced by soft lighting that complements the tranquil neighborhood. Enjoy being steps from the beach and a short walk from the vibrant dining and shopping of 5th Avenue South. Additionally, world-class golf, tennis, museums, theaters, and the Naples Botanical Gardens are all just minutes away. Whether youre working remotely or enjoying leisure time, this home has it all. The guest house includes a dedicated office space, and the property is stocked with six bicycles, beach chairs, umbrellas, and towelseverything you need for an unforgettable stay. This is your chance to experience luxurious and convenient living in the heart of Old Naples.

Costs and Fees

Required monthly rent & fees
  • Base rent
    $43,500/mo
Required one-time fees
  • Security deposit
    Contact for details
  • Application fee
    Contact for details
  • Administrative fee
    Contact for details
Pricing is subject to change. All calculations are estimates and provided for informational purposes only. Actual amounts may include additional mandatory or optional fees. Please consult the community manager for a complete breakdown of all rental costs.
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Details for 255 2nd Ave N

Interior Features

Heating & Cooling
Heating: OtherAir ConditioningHeating Fuel: Other

Property Information

Year Built
Year Built: 1989
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Exterior Features

Pool
Pool
Parking & Garage
GarageParking: Attached Basement Garage Other, On Site

Agent Information

Listing Agent
MLS/Source ID: 225083529

Additional Information

OtherPool

Price History for 255 2nd Ave N

DatePriceEventSource
12/16/2025$43,500Listed For RentZillow Rentals
12/15/2025$43,500ListingRemovedZillow Rentals
02/24/2025$43,500PriceChange
Zillow Rentals
02/19/2025$45,000PriceChange
Zillow Rentals
01/17/2025$35,000Listed For RentZillow Rentals
01/07/2025$29,750ListingRemovedNABOR FL #224085912
12/27/2024$29,950PriceChange
NABOR FL #224085912
12/14/2024$32,500PriceChange
NABOR FL #224085912
11/29/2024$35,000PriceChange
NABOR FL #224085912
11/02/2024$37,500Listed For RentNABOR FL #224085912
09/16/2024$4,800,000Sold
SWFLMLS #224056715
08/19/2024$5,500,000PendingSWFLMLS #224056715
07/08/2024$5,500,000Listed For SaleSWFLMLS #224056715
06/04/2024ListingRemovedSWFLMLS #223048918
03/31/2024$6,950,000Listed For SaleSWFLMLS #223048918
02/05/2024ListingRemovedCoconut Coast Realtors #223048918
02/02/2024$7,500,000PriceChange
Coconut Coast Realtors #223048918
08/20/2023$8,500,000Listed For SaleCoconut Coast Realtors #223048918
09/14/2020$2,725,000Sold
NABOR FL #219047062
07/14/2020$2,950,000PendingAgent Provided
06/12/2020$2,950,000PriceChange
Agent Provided
02/17/2020$3,150,000PriceChange
Agent Provided
07/12/2019$3,250,000Listed For SaleAgent Provided

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
$1,566,000 PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.

Nearby homes

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Assigned Schools

These are the assigned schools for 255 2nd Ave N.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

Neighborhood Overview

Neighborhood stats provided by third party data sources.

What Locals Say about Old Naples

At least 49 Trulia users voted on each feature.
  • 91 % Say people would walk alone at night

  • 83 % Say it's walkable to restaurants

  • 81 % Say it's dog friendly

  • 77 % Say it's quiet

  • 76 % Say car is needed

  • 71 % Say there are sidewalks

  • 69 % Say they plan to stay for at least 5 years

  • 68 % Say there's holiday spirit

  • 66 % Say streets are well-lit

  • 65 % Say parking is easy

  • 61 % Say yards are well-kept

  • 51 % Say it's walkable to grocery stores

  • 46 % Say there are community events

  • 40 % Say neighbors are friendly

  • 35 % Say kids play outside

  • 34 % Say there's wildlife

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Old Naples is a hotspot for warm weather, beautiful beaches, great restaurants and shopping and the ARTS and tennis/pickleball nuts! A perfect place to retire."
  • Trulia User
    "I see dogs being walked daily. Dogs are friendly, well behaved and cared for. People pick up after their dogs."
  • Trulia User
    "There is live music almost every night, amazing festivals in the park, close to the beach and most restaurants."
  • Trulia User
    "Community and commercial establishments are very dog friendly…….they would not like the amount of cars on the roads"
  • Michelle
    "The town is visually beautiful. We have everything here that a large city would have in a very small town. What more could anyone ask for."
  • Mark W.
    "Olde Naples is a unique area because you have the beach so close and yet you can walk to shopping, great dining, parks and more. I sound like an advertisement for Old Naples, but it's really true!!! It doesn't get any cleaner and low crime that downtown Naples."
  • raytesta
    "We love this house and grounds. You can walk to the beach and the main street with ease. The beaches are beautiful and the whole area is cosmopolitan yest it has a small town feel. There are great restaurants localy and in the nearby Mercato shopping and nightlife area. "
  • cwagon
    "Live nearby and have visited often. Great spot to enjoy the Jul 4th fireworks from the Naples pier, just a few blocks away."

Local Legal Protections

LGBTQ • Source of Income
William Raveis Real Estate
Monica Simon
255 2nd Ave N, Naples, FL is a 6 bedroom, 7 bathroom, 4,351 sqft single-family home built in 1989. 255 2nd Ave N is located in Old Naples, Naples. 255 2nd Ave N was listed for rent for $43,500/month on Dec 16, 2025.