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ForumsArrowInvestor Deal DiariesArrowFirst deal in Stamford, CT!
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First deal in Stamford, CT!

16 Replies

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  • Posts 6
  • Votes 10

Dean DeMattia
Accountant from Stamford, CT

posted 2 months ago

Hello All,

I’m feeling very excited! I have been researching real estate for several years and will be closing on my first deal next week!

My first deal is a single family house hack. I’m planning on living in 1 room and renting the 2 other bedrooms out to family members. With the additional income, my mortgage and taxes are basically covered.

Best,

Dean

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  • Posts 179
  • Votes 75

Gaetano Ciambriello
Lender from Fairfield, CT

replied 2 months ago

Nice job Dean! Excited to hear how it works out!

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Check Rosette Top Subjects:
Tenants, Finding & Screening Tenants, and Team
  • Posts 1.6K
  • Votes 1.7K

Filipe Pereira
Property Manager from Windsor Locks, CT

replied 2 months ago

Hey @Dean DeMattia , congrats on getting started! My second property was a house hack, and it's treated me VERY well. After two and a half years of it, I'm putting an end to it this spring though. I'm looking forward to having my house be my HOME, and I'm in a financial position where I can finally afford to not have housemates. 

Stamford is a tough market to get into for real estate investing, but buying a Single family that you will house hack certainly makes it doable!

What's next for you?! 

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  • Posts 6
  • Votes 10

Dean DeMattia
Accountant from Stamford, CT

replied 2 months ago

@Filipe Pereira Thanks Filipe, really appreciate it! Sounds like you have some good experience!

I’m thinking about buying a 3-4 unit in either CT or upstate New York. I’ve done quite a bit of analysis but yet to pick a town.

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  • Posts 86
  • Votes 50

Steven Luttman
Rental Property Investor from Saratoga Springs, NY

replied 2 months ago

@Dean DeMattia what cities in upstate New York has your research led you to?

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  • Posts 3
  • Votes 2

Stephen Pombo

replied 2 months ago

Hey Dean!! 

Congrats on the deal!! Great to see you on here and hope you're doing well. I'm also looking into the Stamford market to house hack. 

I would love to catch up and it would be awesome to hear your advice on how you made this deal happen. 

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  • Posts 3
  • Votes 2

Stephen Pombo

replied 2 months ago

Hey Dean!! 

Congrats on the deal!! Great to see you on here and hope you're doing well. I'm also looking into the Stamford market to house hack. 

I would love to catch up and it would be awesome to hear your advice on how you made this deal happen. 

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  • Posts 1.6K
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Filipe Pereira
Property Manager from Windsor Locks, CT

replied 2 months ago
Originally posted by @Dean DeMattia :

@Filipe Pereira Thanks Filipe, really appreciate it! Sounds like you have some good experience!

I’m thinking about buying a 3-4 unit in either CT or upstate New York. I’ve done quite a bit of analysis but yet to pick a town.

 Yes, house hacking was financially awesome for me. Not having to worry about your mortgage payment every month really reduces the ongoing stress you carry each day. 

If all else is equal between the towns you are looking in in CT and NY, I would stay in CT. The state is more landlord friendly (for now) than NY. 

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  • Posts 6
  • Votes 10

Dean DeMattia
Accountant from Stamford, CT

replied 2 months ago

@Steven Luttman I’ve looked at many places such as: Albany, Troy, Buffalo, Rochester, Poughkeepsie, Syracuse, and Binghamton.

I went to college in Albany so am familiar with the capital region.

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  • Posts 6
  • Votes 10

Dean DeMattia
Accountant from Stamford, CT

replied 2 months ago

@Stephen Pombo Hey Stephen! Thanks man, I’d gladly walk you through the process. It was easier than I thought! Are you still in Westchester?

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  • Posts 24
  • Votes 13

Stephen Schmitt
Real Estate Agent from Liverpool, NY

replied 2 months ago

Hello Dean, let me know if you would like more information about the Syracuse market. Glad we are in the running!  

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  • Posts 116
  • Votes 113

Bradley Padula
Rental Property Investor from Boston, MA

replied 2 months ago

Awesome work @Dean DeMattia ! 

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  • Posts 82
  • Votes 125

Samara Huntley
Real Estate Broker from Charlotte, NC

replied 2 months ago

@Dean DeMattia congratulations Dean! There is nothing like getting the first property under your belt.

Good luck on your journey going forward.

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  • Posts 3
  • Votes 2

Stephen Pombo

replied 2 months ago

@Dean DeMattia Yeah man that would be awesome!! I am still in Westchester, working from home. I'm looking to make a move within the next 6-8 months.

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  • Posts 45
  • Votes 17

Peter Anderson
Rental Property Investor from Stamford, CT

replied 2 months ago

@Stephen Pombo I’ve put a few deals together like this recently and happy to help you with a plan. Let me know if you want to connect!

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  • Posts 12
  • Votes 2

Joseph Matta
Real Estate Agent from Westchester County, NY

replied about 2 months ago

Congrats on the deal!! Let me know if you may need any information on areas in upstate NY. 

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Check Rosette Top Subjects:
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  • Posts 6.9K
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Andrew Syrios (Moderator) -
Residential Real Estate Investor from Kansas City, MO

replied about 2 months ago

Congrats Dean, that's awesome to hear!

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