Skip to content
×
Pro Members Get
Full Access!
Get off the sidelines and take action in real estate investing with BiggerPockets Pro. Our comprehensive suite of tools and resources minimize mistakes, support informed decisions, and propel you to success.
Advanced networking features
Market and Deal Finder tools
Property analysis calculators
Landlord Command Center
ANNUAL Save 54%
$32.50 /mo
$390 billed annualy
MONTHLY
$69 /mo
billed monthly
7 day free trial. Cancel anytime
Pick markets, find deals, analyze and manage properties. Try BiggerPockets PRO.
x
All Forum Categories
All Forum Categories
Followed Discussions
Followed Categories
Followed People
Followed Locations
Market News & Data
General Info
Real Estate Strategies
Landlording & Rental Properties
Real Estate Professionals
Financial, Tax, & Legal
Real Estate Classifieds
Reviews & Feedback

All Forum Posts by: Sheldon Huff

Sheldon Huff has started 1 posts and replied 10 times.

Quote from @Matthew Becker:

I would no buy but at minimum wait to buy a condo in Florida and pay $100K less in a few years. 

Based on what I am seeing, that does not sound safe.  

Insurance could double, or you can't insure, or they decide the building needs 2M in structural repairs.  Don't walk away. Run. 


 Good to know, sounds like it was a pretty risky investment, really happy I posted this before I bought it. Thank you for dropping some knowledge, means a lot!!

Quote from @Mic Nguyen:

Hey Sheldon, Im also a local Pensacolian and real estate broker with 8 STR's in Pcola. I would say 50% occupancy in winter months is high unless you drop rates to $100-150 per night. Snow birds who visit during that time get gulf front condos for $1500 month. If you need any assistance I'd be glad to help.


 Thanks for letting me know! I would love to connect at some point thanks for helping me out!

Quote from @Stephen Reyes:

If you are looking at the unit I am thinking of (I am also in Pensacola and know the area well) it is a townhouse not a condo. Actually more of a duplex the owner is separating into two properties. I would be careful about this unless you bought both properties as they are physically attached, they have a "shared driveway" that is on the lot of the other unit and it claims there is no HOA. Also, I like any STR to have the ability to convert to LTR if needed. In my opinion that unit would not provide adequate rent as either. Although the location is good for STR. If we are not talking about the same unit, ignore everything I said ;-)

Yes we are definitely talking about the same property, and good points I think maybe this wasn't the best rental after consideration. Thanks for heads up and would love to meet up and talk real estate if you are local.
Quote from @Anja Schaer:

Hey Sheldon,

As an STR/MTR host & co-host in Metro Atlanta, I'd say your numbers look tight, especially in the slow season. Living in it for a year lets you test MTR demand and refine your STR strategy. High open nights (60%+) in Pensacola is a red flag—double-check demand. If you PCS, budget 20-30% for a manager. Consider a backup LTR option and connect with an investor-friendly Realtor to gauge demand. It could work, but not a slam dunk.


 Thank you for all the great knowledge! I think I can find better specially after reviewing all of the responses, thanks for helping me out!

Quote from @Andrew Steffens:

Army vet and current STR PM Co owner out of Tampa here. Currently using my VA in my primary, but I just learned of another 0% down option available through Navy Fed from another vet client - have not dug in on it yet. I agree with Collin that condos are not optimal for many reasons. I would recommend a SFR if possible - the numbers without an HOA are more stable and predictable and the income is usually higher with a 3/4 bedroom house.


 Thank you so much for the input, after consideration I don't think its the best idea, thanks for helping!

Quote from @Andrew Steffens:

Army vet and current STR PM Co owner out of Tampa here. Currently using my VA in my primary, but I just learned of another 0% down option available through Navy Fed from another vet client - have not dug in on it yet. I agree with Collin that condos are not optimal for many reasons. I would recommend a SFR if possible - the numbers without an HOA are more stable and predictable and the income is usually higher with a 3/4 bedroom house.

Thank you!!
Quote from @Lateefah Mathews:
Quote from @Sheldon Huff:

Hey BiggerPockets crew! I'm an active-duty pilot who bought my first deal a year ago (long-term rental) and now found a potential short-term rental in Pensacola's historic district. It's a $385,000 condo, 2-bed, 2.5-bath, 1,288 sq ft, using a VA loan (0% down). I've been digging into AirDNA and Airbnb listings nearby, and here's what I'm seeing:

  • Slow Season (Nov-Feb): 45-55% occupancy (14-17 nights) at $225-$250/night = $3,150-$4,250 gross, ~$4,000 expenses (mortgage $2,485, taxes, cleaning, etc.). Net: -$889 to $250/month. Listings show 60%+ open days now (March-May), so I’m worried about vacancies.
  • Busy Season (June-Aug): 75-85% occupancy (23-26 nights) at $275-$300/night = $6,325-$7,800 gross. Net: $1,819 to $3,100/month.
  • Average: 60% (18 nights), $250/night = $286/month net, scaling to $1,500+ with upgrades ($275-$300, 70-75%).
    I've got $15k-$25k to invest (upgrades, buffer), but my reserves are tied up in crypto/stocks, which are down. I'm new to STRs and hesitant—scared it won't rent enough or managing it will be a nightmare after I PCS out of state in a year. I would live in it for the next year while renovating it to be ready for STR once I leave the area. Love the podcasts and have been listening for years, but am I over my head? Is this a great deal?
    Looking for military/STR pros to help me run the numbers or point me to a service for beginners to underwrite this. Is this worth the work, or should I pass? Thanks for any wisdom!

Hey Sheldon! Pensacola is a great STR market, but condos can be an issue due to potential rental restrictions, condo covenants, and constantly changing rules, which could hurt your flexibility. Although the numbers look decent, I'd check with the HOA about short-term rental policies and consider possible volatility.

If you’re comfortable with the potential ups and downs of a condo and managing from out of state, it could still work, but keep those risks in mind. Honestly, I would suggest looking at non-condo options for more long-term freedom!


 Thanks for the knowledge!!

Quote from @Collin Hays:

I've never recommended buying a condo for investment purposes. It is more of a liability.


 Thank you for the heads up!

Thank you guys for the feedback! Its one unit of a duplex but is not at all connected to the other unit and only shares a driveway, also does not have an HOA. I guess technically a condo but functions more of a single family home. Thank you guys for the feedback, means a lot!

Hey BiggerPockets crew! I'm an active-duty pilot who bought my first deal a year ago (long-term rental) and now found a potential short-term rental in Pensacola's historic district. It's a $385,000 condo, 2-bed, 2.5-bath, 1,288 sq ft, using a VA loan (0% down). I've been digging into AirDNA and Airbnb listings nearby, and here's what I'm seeing:

  • Slow Season (Nov-Feb): 45-55% occupancy (14-17 nights) at $225-$250/night = $3,150-$4,250 gross, ~$4,000 expenses (mortgage $2,485, taxes, cleaning, etc.). Net: -$889 to $250/month. Listings show 60%+ open days now (March-May), so I’m worried about vacancies.
  • Busy Season (June-Aug): 75-85% occupancy (23-26 nights) at $275-$300/night = $6,325-$7,800 gross. Net: $1,819 to $3,100/month.
  • Average: 60% (18 nights), $250/night = $286/month net, scaling to $1,500+ with upgrades ($275-$300, 70-75%).
    I've got $15k-$25k to invest (upgrades, buffer), but my reserves are tied up in crypto/stocks, which are down. I'm new to STRs and hesitant—scared it won't rent enough or managing it will be a nightmare after I PCS out of state in a year. I would live in it for the next year while renovating it to be ready for STR once I leave the area. Love the podcasts and have been listening for years, but am I over my head? Is this a great deal?
    Looking for military/STR pros to help me run the numbers or point me to a service for beginners to underwrite this. Is this worth the work, or should I pass? Thanks for any wisdom!