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
-- mins to
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 depositContact for details
- Application feeContact for details
- Administrative feeContact 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.
Details for 255 2nd Ave N
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Heating & Cooling Heating: OtherAir ConditioningHeating Fuel: Other |
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Year Built Year Built: 1989 |
Property Type / Style Property Type: Single Family Home |
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Lease Term: Contact For Details |
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Pool Pool |
Parking & Garage GarageParking: Attached Basement Garage Other, On Site |
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Listing Agent MLS/Source ID: 225083529 |
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OtherPool |
Price History for 255 2nd Ave N
| Date | Price | Event | Source |
|---|---|---|---|
| 12/16/2025 | $43,500 | Listed For Rent | Zillow Rentals |
| 12/15/2025 | $43,500 | ListingRemoved | Zillow Rentals |
| 02/24/2025 | $43,500 | PriceChange | Zillow Rentals |
| 02/19/2025 | $45,000 | PriceChange | Zillow Rentals |
| 01/17/2025 | $35,000 | Listed For Rent | Zillow Rentals |
| 01/07/2025 | $29,750 | ListingRemoved | NABOR FL #224085912 |
| 12/27/2024 | $29,950 | PriceChange | NABOR FL #224085912 |
| 12/14/2024 | $32,500 | PriceChange | NABOR FL #224085912 |
| 11/29/2024 | $35,000 | PriceChange | NABOR FL #224085912 |
| 11/02/2024 | $37,500 | Listed For Rent | NABOR FL #224085912 |
| 09/16/2024 | $4,800,000 | Sold | SWFLMLS #224056715 |
| 08/19/2024 | $5,500,000 | Pending | SWFLMLS #224056715 |
| 07/08/2024 | $5,500,000 | Listed For Sale | SWFLMLS #224056715 |
| 06/04/2024 | ListingRemoved | SWFLMLS #223048918 | |
| 03/31/2024 | $6,950,000 | Listed For Sale | SWFLMLS #223048918 |
| 02/05/2024 | ListingRemoved | Coconut Coast Realtors #223048918 | |
| 02/02/2024 | $7,500,000 | PriceChange | Coconut Coast Realtors #223048918 |
| 08/20/2023 | $8,500,000 | Listed For Sale | Coconut Coast Realtors #223048918 |
| 09/14/2020 | $2,725,000 | Sold | NABOR FL #219047062 |
| 07/14/2020 | $2,950,000 | Pending | Agent Provided |
| 06/12/2020 | $2,950,000 | PriceChange | Agent Provided |
| 02/17/2020 | $3,150,000 | PriceChange | Agent Provided |
| 07/12/2019 | $3,250,000 | Listed For Sale | Agent Provided |
New Rentals Nearby
Report this Listing
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
Assigned Schools
These are the assigned schools for 255 2nd Ave N.
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.
Local Legal Protections
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.

