369 2nd Ave N
Naples, FL 34102
Old Naples
4 Beds
4 Baths
2,700 sqft
Price may not include required fees and charges.
$43,500/mo
$43,500/mo
Price may not include required fees and charges.
- 4 Beds
- 4 Baths
- 2,700 sqft
Local Information
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Description
Listed rate is for High Season (November-April). Longer High Season leases have greater discounted rates. Annual Rate is $32,625 / month. Located just three blocks from the Gulf, this charming residence offers the perfect blend of elegance, comfort, and coastal living. Nestled on the property is a sun-drenched main residence featuring open-concept interiors with vaulted ceilings and a cozy fireplace. The main home offers three generously sized bedrooms, three full bathrooms, and a dedicated study. Complementing the main house is a separate guest cottage, complete with its own bedroom, bathroom, and kitchenette. Both living spaces exude a warm, airy, and welcoming atmosphere. Outside, a private backyard is a true oasis with its heated in-ground pool, lush tropical landscaping, multiple outdoor lounging and dining areas, and charming brick courtyard with pergola. Situated in one of Naples' most desirable neighborhoods, this home is walking distance to the beach, as well as the world-class shopping, dining, and cultural offerings of 5th Avenue South and 3rd Street South. Enjoy the best of the Naples lifestyle, whether for a winter escape or year-round luxury living.
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.
Home Highlights
Pets Allowed
Contact Manager
Parking
Attached Garage
Outdoor
Pool
View
Contact Manager
Utilities
Contact Manager
Listed
79 days ago
Details for 369 2nd Ave N
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Heating & Cooling Heating: Central, Electric, FireplaceHeating Fuel: Central |
Appliances & Utilities DishwasherDisposalDryerMicrowaveWasher |
Fireplace & Spa Fireplace |
Levels, Entrance, & Accessibility Floors: Tile, Wood |
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Year Built Year Built: 1992 |
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 Parking: Attached Covered, On Site |
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Listing Agent MLS/Source ID: 225060347 |
Price History for 369 2nd Ave N
| Date | Price | Event | Source |
|---|---|---|---|
| 07/01/2025 | $43,500 | Listed For Rent | NABOR FL #225060347 |
| 01/12/2021 | ListingRemoved | NABOR FL | |
| 12/05/2020 | $27,500 | Listed For Rent | Agent Provided |
| 10/01/2020 | $2,600,000 | Sold | N/A |
| 09/05/2020 | $2,900,000 | Pending | N/A |
| 07/14/2020 | $2,900,000 | PriceChange | N/A |
| 12/31/2019 | $2,675,000 | Listed For Sale | N/A |
| 05/30/2019 | $2,750,000 | ListingRemoved | N/A |
| 03/28/2019 | $2,750,000 | Listed For Sale | N/A |
| 10/04/2000 | $1,250,000 | Sold | N/A |
| 06/21/2000 | $1,125,000 | Sold | N/A |
New Rentals Nearby
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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.
Assigned Schools
These are the assigned schools for 369 2nd Ave N.
- Gulfview Middle School
- 6-8
- Public
- 604 Students
8/10GreatSchools RatingParent Rating AverageThis school honestly ruined my life and the three years I spent there were the worst In my life. The staff never did anything about bullying and they never contacted families unless there was an offense to the school itself. In my time there I had a total of 4 good teachers. In 6th grade a teacher wanted an honest review of her class from us, and I gave one. She would spend half of the class talking about her personal life and leave us with homework. When she saw my report on her class she took me into the hall and left the door open and started to berate me on my gifted status as well as my grades. When this was reported to administration all that happened was that I was switched to a different class, there was no punishment for any of her actions. My 7th grade math teacher there showed our class an animated political video discussing lizard people and the deep state. When our house flooded that same math teacher required me to rewrite all of the notes from the school year and there was no sympathy given from him. A group of kids literally got on all fours and started barking at me in the parking lot and because of the way any claim you made was dismissed I never reported it. In 8th grade my science teacher would pull up the attendance sheet that includes information about if a child has a 504 or IEP. You will get points taken off in gym class if you change in the bathrooms instead of the locker rooms, and at one point a random lady came and started recording us from outside of the fence. The way this school is run is disgusting and there are many teachers there that just need to retire. Do not send your children here.Other Review1y ago - Lake Park Elementary School
- PK-5
- Public
- 515 Students
10/10GreatSchools RatingParent Rating AverageThey do so much to make learning a great experience!Parent Review15y ago - Naples High School
- PK-12
- Public
- 1496 Students
6/10GreatSchools RatingParent Rating AverageWe have 3 kids in or through the school. Its got a great open campus, a diverse student body and some of the best athletics in the county. There are plenty of course offerings for all student levels.Parent Review2y ago 
Check out schools near 369 2nd Ave N.
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
Learn more about our methodology.
Local Legal Protections
Local Legal Protections
LGBTQ • Source of Income
John R Wood Properties
Bill Earls, PA
369 2nd Ave N, Naples, FL is a 4 bedroom, 4 bathroom, 2,700 sqft single-family home built in 1992. 369 2nd Ave N is located in Old Naples, Naples. 369 2nd Ave N was listed for rent for $43,500/month on Jul 1, 2025.