369 2nd Ave N, Naples, FL 34102
Main guest room
Property image
OFF MARKET

369 2nd Ave N
Naples, FL 34102

Old Naples
  • 4 Beds
  • 4 Baths
  • 2,700 sqft

$3,826,500

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $22,881/mo*
Refinance Your Home

$3,826,500

Trulia Estimate
as of Aug 23, 2026
Est. Refi. Payment $22,881/mo*
Refinance Your Home
4 Beds
4 Baths
2,700 sqft

Home Value

Trulia Estimate
$3.83M
Since last month
Increased$42K (+1.1%)
Since last year
Increased$13K (+0.3%)
Since last sale
Increased$1M (+47.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +42% in the last 10 years
MonthEstimated value
2026
August 2026$3.83M
July 2026$3.78M
June 2026$4.07M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
416 3rd AVE N, Naples, FL
0.05
Single-Family Home
$3,600,000
07/08/26
4
3.5
3,971
155 1st AVE S, Naples, FL
0.29
Single-Family Home
$4,800,000
08/07/26
4
3.5
3,140
455 1st AVE N, Naples, FL
0.13
Single-Family Home
$6,100,000
10/15/25
4
4
3,818
33 3RD ST S, Naples, FL
0.21
Single-Family Home
$4,375,000
11/19/25
4
4
3,570
740 5th AVE N, Naples, FL
0.37
Single-Family Home
$2,650,000
09/24/25
3
3
2,029
367 5th AVE N, Naples, FL
0.22
Single-Family Home
$4,695,000
06/18/26
4
3.5
4,095
432 3rd AVE N, Naples, FL
0.06
Single-Family Home
$3,600,000
11/19/25
3
2
1,521
478 1st AVE S, Naples, FL
0.29
Single-Family Home
$3,650,000
12/05/25
5
5
4,305
150 6th ST N, Naples, FL
0.24
Single-Family Home
$6,250,000
04/27/26
4
5
4,001
642 Bougainvillea RD, Naples, FL
0.39
Single-Family Home
$5,000,000
04/10/26
4
3.5
3,199

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
441 2nd AVE N, Naples, FL 34102
0.06
$4,797,500
5
3
2,990
Off Market
416 3rd AVE N, Naples, FL 34102
0.05
$3,600,000
4
3.5
3,971
Recently Sold
414 2nd AVE N, Naples, FL 34102
0.06
$11,558,100
5
6
4,978
Off Market
349 2nd AVE N, Naples, FL 34102
0.03
$10,999,000
4
5
5,017
For Sale
432 3rd AVE N, Naples, FL 34102
0.06
$3,600,000
3
2
1,521
Recently Sold
430 2nd AVE N, Naples, FL 34102
0.07
$3,898,200
2
2.5
2,312
Off Market
460 2nd AVE N, Naples, FL 34102
0.10
$14,300,000
6
7
6,817
Recently Sold
495 2nd AVE N, Naples, FL 34102
0.10
$4,109,700
3
3.5
3,130
Off Market
245 5th ST N, Naples, FL 34102
0.10
$2,500,000
-
-
-
Recently Sold
315 3rd AVE N, Naples, FL 34102
0.09
$5,621,100
4
5
4,496
Off Market
455 1st AVE N, Naples, FL 34102
0.13
$5,986,500
4
4
3,818
Off Market
76 4th ST N, Naples, FL 34102
0.13
$2,400,000
-
-
-
Recently Sold

Local Information

  • Map ViewExplore the area around 369 2nd Ave N.
  • Schools2 Preschool Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1992
Living Area
2,700 sqft
Price/Sqft
$1,417
Parking
Garage

About this House

See rate sheet for price clarification - $27,500/month is for 4 - 6 month high season. Available right now through season! First time available this charming Olde Naples home is just 3 blocks from the beautiful Gulf beach and is ready for a great tenant! Very fresh, clean, comfortable and classic/casual. Quaint brick paver patio with pergola, is ideal for morning coffee. Pool, fireplace, guest apartment over the garage, with its own kitchenette. The perfect Naples retreat. Approximately 2,700 sq. ft. with 4 Bedrooms + Den and 4 Baths.
369 2nd Ave N, Naples, FL 34102 is a 4 bedroom, 4 bathroom, 2,700 sqft single-family home in Old Naples, built in 1992. It last sold for $2,600,000 on Oct 1, 2020. More recently, it was listed as a rental in July 2025 with an asking price of $43,500 per month. That rental listing was removed on July 2, 2026. It is currently off market. The Trulia Estimate is $3,826,500, with a rent estimate of $7,932/month.

Home Details for 369 2nd Ave N

Interior Features

Heating & Cooling
Heating: Forced Air, Electric, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Property Information

Year Built
Year Built: 1992Year Updated: 1992
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Furnished

Exterior Features

Exterior Home Features
Deck
Pool
Pool
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 10018 sqft

Price and Tax history

DateEventPrice
Jul 2, 2026
Source: NABOR FL #225060347
ListingRemoved
$43,500
Jul 1, 2025
Source: NABOR FL #225060347
Listed For Rent
$43,500
Jan 12, 2021
Source: NABOR FL
ListingRemoved
Dec 5, 2020
Source: Agent Provided
Listed For Rent
$27,500
Oct 1, 2020
Source: N/A
Sold
$2,600,000

Market trends in Naples

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$568K
Sale-to-List Price
95.2%
Price per sq ft
$331
$1MoM
Available listings
4813
415MoM

Around this home

Neighborhood Overview

Old Naples
See Local Highlights
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."
    0
    Flag
  • Trulia User
    "I see dogs being walked daily. Dogs are friendly, well behaved and cared for. People pick up after their dogs."
    0
    Flag
  • Trulia User
    "There is live music almost every night, amazing festivals in the park, close to the beach and most restaurants."
    0
    Flag
  • Trulia User
    "Community and commercial establishments are very dog friendly…….they would not like the amount of cars on the roads"
    1
    Flag
  • 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."
    14
    Flag
  • 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."
    10
    Flag
  • 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. "
    8
    Flag
  • cwagon
    "Live nearby and have visited often. Great spot to enjoy the Jul 4th fireworks from the Naples pier, just a few blocks away."
    2
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 369 2nd Ave N

  • What is 369 2nd Ave N estimated to be worth?
    Trulia's estimated value for 369 2nd Ave N in Naples, FL is $3,826,500.
  • What is the price history for 369 2nd Ave N?
    369 2nd Ave N in Naples, FL last sold for $2,600,000 in October 2020.
  • Is Naples a buyer's or seller's market?
    Naples is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Naples?
    The median sale price in Naples is $568K. That is roughly unchanged from the prior month.
  • Does 369 2nd Ave N have air conditioning?
    Yes, 369 2nd Ave N in Naples, FL has air conditioning.
  • Does 369 2nd Ave N have a pool?
    Yes, 369 2nd Ave N in Naples, FL has a pool.

Explore by feature - Pet Friendly

373 pet-friendly rentals in Naples, FL

Explore by feature - Garage

2034 rentals with a garage in Naples, FL

Explore by feature - Air Conditioning

3069 rentals with air conditioning in Naples, FL

Explore by feature - Pool

3291 rentals with a pool in Naples, FL

Explore by feature - Washer/dryer

3222 rentals with a washer/dryer in Naples, FL

Explore by feature - Outdoor Space

202 rentals with an outdoor space in Naples, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 369 2nd Ave N

Skip to last item
Skip to first item

Homes for sale near 369 2nd Ave N

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item