Hi everyone,
Please excuse my long post. I am planning my investing future and am hoping for some advice. I'm 28 years old and currently living in Richmond, VA. I bought my first house in 2022 and have had a roommate since then, who pays slightly more than half of the PITI. After making some updates, I now have $50,000-$70,000 in equity.
I'm moving to Florida soon and have decided to relocate to Jacksonville based on my market analysis and personal reasons. My plan is to rent a room for several months and buy a property in the winter to house hack.
I work remotely, so I'm looking for a low cost of living area. I have a 7% employer match and max out my Roth IRA. Even after these contributions, I still have a healthy amount of savings to purchase a second property, although it might take some time to save a 20% down payment.
My current plan is to rent out my house in Virginia, which should cash flow around $150/month after property management fees. I'm having the home reappraised and expect to drop the PMI, reducing the payment by $92/month(raising cashflow to ~$250/month). The property is in good shape, but will need a new HVAC system in the next 3-8 years, which could cost around $12,000.
Although I'll be out of town, I'll visit frequently so I will be able to check on the property.
Here's my plan:
- -Move to Florida over the summer.
- -Rent out my house and form an LLC in Virginia.
- -Before spring 2026, buy a property in Jacksonville with 3%-10% down and house hack.
- -Do a mild, cosmetic renovation using a combination of sweat equity and contractors.
Example of the type of house I'm looking at (currently under contract, just for reference):
1025 W Lawfin St, Jacksonville, FL 32211 | MLS# 2075886 | Redfin
Comparable for ARV:
1010 Arlingwood Ave, Jacksonville, FL 32211 | For Sale ($298,000) | MLS# 2080151 | Redfin
1126 Cathcart St, Jacksonville, FL 32211 | Redfin
Another option I'm considering is purchasing a multi-family property. This would either mean living in a less desirable neighborhood or selling my current house to use the tax-free profit for a down payment on the multi-family property. This option would eliminate the headache of being an out-of-state owner and give me a fresh start in Jacksonville.
However, I have reservations:
- -My current interest rate is 5.375%, which is lower than what I could get today.
- -My house in Virginia is in a quickly developing area with many new businesses and a large county park opening in the neighborhood in fall 2025, which may attract more affluent families to the mostly blue-collar neighborhood
I don't feel ready to dive into a multi-family property yet and am not confident in finding a great deal on one since they are typically owned by investors. Although I believe I can find a single-family home at a good price, possibly even outside the MLS.
Once I move into a house hack and can force some appreciation, I plan to save for another house to renovate and rent, or a multi-family property in a few years.
My long-term goal is to continue working my job, eventually transitioning my W2 into a consulting business while working as a real estate investor part-time, aiming for more free time and financial security.
What are your thoughts on these plans? Am I missing something important? Any advice would be greatly appreciated!