Quiz:  Is It Time to Sell Your Vacation Home?

Instructions: Choose the best answer for each question. Tally your points at the end.

Scoring:

  • A = 1 point
  • B = 2 points
  • C = 3 points
  • D = 4 points

1. How often do you visit your vacation property these days?
A) Multiple times a year
B) Once or twice a year
C) Maybe every couple of years
D) I can’t remember the last time

2. Are you emotionally attached to the property?
A) Very—it’s filled with memories
B) Somewhat, but not deeply
C) Not really—it’s just an asset
D) No—I’ve moved on

3. How profitable is the property right now (as a vacation or rental home)?
A) Very profitable
B) It breaks even
C) It’s slowly losing money
D) It’s a financial burden

4. Have maintenance or repair costs increased significantly?
A) Not at all
B) A little
C) It’s getting expensive
D) It’s become a money pit

5. Do you worry about what’s happening at the property when you’re not there?
A) No, I have peace of mind
B) Occasionally
C) Frequently
D) All the time—it stresses me out

6. Do you find yourself too busy or uninterested in managing it anymore?
A) I still enjoy it
B) It’s becoming a chore
C) I’m overwhelmed
D) I’d rather not think about it

7. Are you aware of current market conditions in the area?
A) Yes, I follow it closely
B) I have a general idea
C) Not really
D) I have no clue

8. Do you have a clear long-term plan for the property?
A) Yes, I’m sticking to it
B) Kind of, but it’s fuzzy
C) No, I’m unsure
D) No plan at all

9. Would you prefer to speak with someone local who understands the market and can give you an honest assessment?
A) Not necessary
B) Maybe
C) That would help
D) Yes—I need guidance I can trust

10. If you could walk away with a strong return, would you sell?
A) Probably not
B) I’d consider it
C) I’d lean toward yes
D) Yes—I’m ready


 Score Breakdown:

Total Points: out of 40

  • 10–19 points: Keep it for now.
    You’re still connected to your home, emotionally or financially. It may still serve you well with the right management and a long-term plan.
  • 20–29 points: Consider your options.
    You’re on the fence. Selling may be a smart move, especially if profits are shrinking or the stress is growing. A local conversation might help clarify your best path.
  • 30–40 points: It’s time to sell—or at least have a serious talk.
    You’re likely done with the burden and ready to move on. Talk with a local expert who can help you make a graceful, profitable exit. Let your property serve you—not the other way around.

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Anne-Marie McCormack
Anne-Marie McCormack

Anne-Marie McCormack has been a Florida licensed Real Estate Broker since 1996. She has worked as a realtor in property management, rentals and sales in Kissimmee, Davenport, and Orlando, Florida since 1991.

She heads the team at McCormack Realty & Renters Choice Homes and has lots of experience with long-term and short-term rentals and sales. . Anne-Marie owned and operated a short-term-rental, property management company from 1994-2004. Since then McCormack Realty & Renters Choice Homes has focused on long-term rentals and sales of residential, investment homes and vacation homes also known as holiday lets.

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