All Forum Posts by: Charlie Dedinsky
Charlie Dedinsky has started 2 posts and replied 5 times.
Post: Trouble Finding a House Hack Property in Hudson Valley, NY

- New to Real Estate
- Hudson Valley, NY
- Posts 5
- Votes 1
Quote from @Jonah Froobop:
I'm in a very similar boat as you. I really like Ulster County but work on the other side of the river. I found an amazing 4 family with 5 car garage in Ellenville. Hadn't been out that way in a while and it really is coming along. I decided not to move forward because I didn't want to drive 3 hours/day but the address is 6 backman ave and the owners were willing to come down to $460k when I was negotiating.
This is great, Jonah, thanks! And I totally get wanting to avoid a long commute. Ellenville is about my limit at 2 hours commute round trip. Where have you been looking otherwise? I found one place near Walden, 80 N Montgomery Street, but my math showed it to be a bit hard to get good cash flow since it's only a duplex.
Do you happen to still have the contact information of the Ellenville owners? I didn't see any listings online for their place, but that's not to say they aren't still looking to sell! Feel free to send me a message if you'd like to chat further, or if you're able to find their details!
All the best!
Post: Trouble Finding a House Hack Property in Hudson Valley, NY

- New to Real Estate
- Hudson Valley, NY
- Posts 5
- Votes 1
Quote from @Donna Johnson:
Have you checked out Hudson Valley REIA?
This is fantastic! Thanks Donna. I'll absolutely look into them.
Charlie
Post: Trouble Finding a House Hack Property in Hudson Valley, NY

- New to Real Estate
- Hudson Valley, NY
- Posts 5
- Votes 1
Hey Anderson,
Thank you so much for the encouragement—it means a lot! I’m really excited about diving into real estate, and hearing from experienced folks like you helps keep me motivated.
You’re absolutely right about 3-4 unit properties. I’m definitely open to them, especially since the higher cash flow could help make the numbers work even better. Plus, being 23, I figure this is the perfect time to learn by doing. Resolving issues in multiple units might be a challenge, but I see it as a great opportunity to gain DIY experience and build some skills for the long haul.
Networking has been a bit of a struggle, though. A lot of the events I’ve come across (especially on BP) seem NYC-focused, or they've already passed which makes it hard to connect with Hudson Valley investors. If you know of any meetups or local groups that focus on this region, I’d love to hear about them. I’m really eager to meet others who share the same goals and could point me in the right direction.
Thanks again for taking the time to share your advice—it really means a lot. I’d love to stay connected and keep you updated on my journey. I’m always open to learning more and hearing about your experiences too!
All the best,
Charlie
Post: Trouble Finding a House Hack Property in Hudson Valley, NY

- New to Real Estate
- Hudson Valley, NY
- Posts 5
- Votes 1
Hi BP Community,
I hope you're doing well! I’m a 23-year-old starting out in real estate investing, with an immediate goal to house hack a 2-4 unit property in the Hudson Valley, NY, focusing on Orange and Ulster Counties (open to Dutchess as well).
What I’m Looking For:
- Property Type: Duplex or 2-4 unit property
- Price Range: $350,000–$500,000
- Plan: Live in one unit (likely a 1B1B) and rent out the other(s)
- Location: Ideally within 45 minutes of Newburgh, focusing on Orange, Ulster, and Dutchess Counties
- Timeline: I’m aiming to close on a property by April, but I’m flexible and focused on finding the right deal.
I’ve been searching on Zillow and Realtor.com, but most listings don’t seem to fit the numbers or have already been picked over. I’ve also struggled to connect with local professionals who understand house hacking and rental markets in this area.
I’m looking for advice on finding possible properties, but I’d also love networking opportunities and recommendations for knowledgeable agents, lenders, and other investors.
Thanks for reading!
Charlie
Post: Seeking Experienced Real Estate Agent for First-Time House Hack, Hudson Valley NY

- New to Real Estate
- Hudson Valley, NY
- Posts 5
- Votes 1
Hi everyone,
I’m a first-time homebuyer looking for a knowledgeable and investor-friendly real estate agent to help me purchase a property for house hacking. Here are the key details:
What I’m Looking For:
- Property Type: Duplex or 2-4 unit property
- Price Range: $300,000–$500,000
- Plan: Live in one unit (likely a 1B1B) and rent out the other(s)
- Location: Within 45 minutes of Newburgh, NY, focusing on Orange, Ulster, and Dutchess Counties
Ideal Agent Qualifications:
- Experience with house hacking and investment properties
- Knowledgeable about local rental markets and cash flow analysis
- Familiar with the FHA loan process and property condition requirements
- Well-connected with local inspectors and contractors
- Experienced with both first-time buyers and investors
A Bit About Me:
- I've done my research on house hacking, FHA loans, and real estate investing.
- I’m serious about buying and have a clear timeline: looking to close by April.
If you’re a real estate agent who fits this description or can refer someone who does, please reach out! I’m ready to start viewing properties and would love to connect with the right person to make this process a success.
Thanks in advance for your help!