Questions I Wish More Retirees Asked Me

Living In America Homes
8 followers
2 Video Views·Sep 17, 2026
Before you buy in Delaware, you already know to ask the obvious questions: what's the price, how long will it take, what are the closing costs. Those matter — but they're not the ones that actually protect you. In this video I walk through 9 questions I wish more retirees asked me, the ones about what happens after you close
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Video Summary
AI GeneratedThis video offers a comprehensive guide for retirees planning to purchase a home in Delaware. It covers essential financial obligations, legal requirements, and practical lifestyle considerations, emphasizing the importance of long-term planning over idealized expectations to ensure a smooth transition into the state.
Before you buy in Delaware, you know the obvious question.
What is the price? How long is this going to take?
What are the closing costs? And those questions are great.
You definitely need to know the answer to those questions.
But there are some questions that I wish retirees
asked me. And I wish they asked before they started a new transaction, whether
that be a resale home or even a new construction home.
Because these are the questions that are going to protect you
after you move or even during the process.
So here are nine questions that I wish retirees
asked me. Question number one. What is the
all-in monthly payment? I know what my mortgage payment is going to be,
but that is not the full picture. What is my all-in number? My retirees always
ask me, what does the house cost? What is my
typical down payment? Maybe they'll ask me about closing costs,
but a lot of times they're not asking me about the average utility costs.
Maybe if you're living in a condo, what the condo fees are
and overall maintenance, not just the mortgage payment.
And there is one line of the transaction that I actually do not get asked about
enough. And that is assuming that every property
that is at the Delaware beaches needs flood
insurance. You would actually be surprised to know
that the majority of the homes near the Delaware beaches, especially the
new construction communities that are building right now,
you do not need flood insurance. But if you do need flood insurance, you do
need to prepare for that. Because that could
be an extra $65 to $129 per month for that flood insurance.
And knowing that before you get into the transaction and you get to the closing
table and you're absolutely floored at the fact
that you needed flood insurance, it's going to cost you that extra money.
It's something that you want to know before you ever get started.
I will tell you that, like I just said, the majority of the homes
do not. But if it does need flood insurance, it's good to know
before you get into the transaction. This is exactly the kind of numbers that are
easy to miss, especially when you're just looking on
a screen full of listings. This is why I have made a quick
checklist. Not just these nine questions, but
all of the questions that I wish more retirees asked me.
And that is below down in the description. So go ahead and grab that
and it'll get sent right to your inbox. Question number two. If you are
purchasing in a community that has an HOA,
there is normally a one-time capital contribution fee
that is at the time of closing. Usually if you are in an HOA and there is a
it could be anywhere from a couple hundred dollars
to a thousand dollars to three thousand dollars and in some cases five thousand
dollars. It is a one-time fee that happens at the
time of closing. It normally goes towards the reserve
funds or even just opening up your accounts with the HOA.
It's almost like a buy-in. But it's important to know this before
making that offer. Because if you are financing and you're asking the lender
or even if you're using cash and you're looking for your estimated closing cost,
that is a number that needs to be included in that. So your lender needs to
know that as well as you as the buyer needs to know that
so that there are no surprises at the settlement table.
Question number three. And this actually surprises a lot of my out-of-state buyers.
Do I really need to close with a Delaware attorney?
Or do I really need to close with an attorney's office? Who handles title?
Delaware is an attorney state. Which means that we do need to close with a
Delaware state attorney. They are also the ones that are handling the title.
Now we do have mobile attorneys. So in some cases you may be able to close
at the actual property. You may be able to close
at a different location. In most cases we're closing at an attorney's office
though. Like I said they are the ones that
handle title. So you do not need to go to a title company.
There's not four different people that you're trying to talk to.
It's really just the paralegal and the attorney.
And they're the ones that handle the title work. That attorney represents
you as the buyer. A lot of times I hear from out-of-state that the seller has an
attorney and the buyer has an attorney and they're really the ones that are
working together to do this contract. Delaware is a little
bit different. The buyer has an attorney which is the
closing attorney. They represent you. Now if you are looking
for attorney review you will need to pay for that outside of
closing. So for example for my new construction clients a lot of times they
are asking if they can go over the contract with an attorney. And while
yes we do have attorneys that will do that they will charge
a fee. And that depends on that particular attorney.
Also our contracts are standard. So we do not have what's called redlining. So
if you do not like something in the contract you cannot cross it out and
say I'll only sign it if this is removed.
That's not how it works in Delaware. Basically we all have
standard contracts that were produced and looked over by attorneys
multiple multiple times. And we basically all have the same contract.
And it's one of those things that if you don't like something in the contract
then don't sign it. But what I'll tell you is is that if you don't like that
contract you most likely will not like other contracts that are in
Delaware because we basically all have the same contract.
And I know that is very different from out of state so that is something that I
do like to bring up and I wish more people asked me about it
because if you're used to one way just know that Delaware does it
usually different from the state that you are currently living in.
Question number four asking about a senior
tax discount. So in Delaware you do need to live here 10 consecutive
years and be over the age of 65 to qualify for our
senior school tax credit which is around $500
credit for you for the year. So I know that that is a little bit of a bummer
because you do have to live here 10 consecutive years in order to qualify
for that. But if you get here earlier before your
retirement you can start stacking up those years so that you qualify in 10
years for it. Now if that does change I will update
everyone but currently as of today which is 2026
it is 10 consecutive years to qualify for that tax credit
on your school taxes. Question number five which is
how long do I have to register my vehicle
in Delaware? In Delaware you do have 60 days from the time that you settle
in order to register your vehicle get your license transferred and also go
through the inspection lane. So let me just tell you about what's
going to happen. You are going to go into the DMV you are
going to get your license transferred over
then you will walk out of the DMV you will go through the inspection lane
if you pass your inspection you will go back into the DMV and this is where
you will register your vehicle. Now keep in mind there is a
document fee in Delaware it is 5.25 percent of the Kelley Blue Book
value of your vehicle. This is why I always tell people
please I'll repeat it again please do not purchase a brand new vehicle
the month before you move to Delaware because I'm telling you you're going to
regret it. Take it from experience when I walked
into the DMV and they told me that it was a thousand dollars to switch my
vehicle over and that was just one of my vehicles.
I was blindsided because no one had told me
at that time it was 4.25 percent of the Kelley Blue Book value of my vehicle
that I had just bought. So this is why I always tell
people do not buy a brand new vehicle before
you get here. Please from experience but yes you have
60 days to register your vehicle at the DMV. Okay
question number six how long is the wait to get into a
primary care physician and what should I do in the
meantime? If you are purchasing new construction
my advice to you is if you know for example that you're going to settle
in October maybe you don't know a date but you're being told you're settling in
October I would probably call in August or
September to get yourself set up and that isn't because you're going to
have a long wait it's really just trying to get your ducks in a row to make sure
that you have that primary physician when you move here. I will say that I do
think personally that people make it sound way worse than
what it actually is and I was just having this conversation with a
I know a lot of people are complaining that we have a lot of
growth especially in our coastal Delaware area
but because of that growth we've been able to bring on and bring
in many doctors and their families. So I don't think it's as awful as
everyone is describing. I'm sure you'll see things on Facebook
groups of people saying oh it's awful I have to wait so long.
I have not had that experience and I do feel like living here for so long in
If you are purchasing resale same thing when you go under contract
maybe start looking at what doctor you would want to see
especially your specialist so if there if you know you need a cardiologist
or you know that you need a foot doctor start looking when you go under
contract to who you might want to get in with
and if you need a referral or anything else like that
start getting your ducks in a row and setting that up. I have not had to wait
very long for a primary care physician. It really depends on what kind of doctor
you're looking for but in my personal experience I would
say it's come a long way and you shouldn't need to wait that long.
Now I have had a few people ask me about a concierge service
for medical. A concierge service is basically you are paying
for that doctor to cater to you essentially and it could be anywhere
from two to five thousand dollars and we do have that option in Delaware
but you will need to look for that prior to coming to Delaware.
Question number seven and that is should I live
at the beach or should I live more inland and then if I am living
more inland am I giving up something? What am I gaining?
This all really pertains to your particular situation but here's what
I'll say. If you are living more inland usually the
price is slightly cheaper you have less traffic but you may have
to drive a little bit longer to get to your amenities such as restaurants
or the grocery store or maybe the doctor's office.
Now the complete opposite if you are living towards the beaches
basically you are in a significant amount of traffic usually in the
in-season you do have a little bit less of a drive to
the restaurants and the doctor's offices and also your
grocery stores but what I will say is I hear this a lot if you
actually live more towards the beach you may need to make accommodations for
during the summer months. What I mean by that when I lived at the
beach I knew that I should go to the grocery
store on a Wednesday and usually stock myself up to get to
at least that Monday because I lived right off of route one it was
very busy and I knew that it was probably going to take me a little bit
of time to get to the grocery store and if I
didn't want to have to touch route one I probably
should stock myself up on a Wednesday because the traffic usually starts on
that Thursday night going into Friday and that is usually when you
don't want to sit in gridlock basically on Saturday and Sundays and you knew
exactly what time the hotels were letting out
because that is when the traffic gets pretty bad on route one during the
summer months. So it really depends on your particular
situation if you know you're someone that is
the traffic is absolutely going to drive you insane probably
more inland makes more sense for you if you are someone that is very
budget conscious you have a certain budget you cannot go over it
it probably makes more sense for you to purchase inland so really it's
all about being honest with yourself and then looking at the trade-offs.
Question number eight if this does not work out
is it hard to resell my home? Now here's what I will tell you
if you purchase a home and say you would like to
sell within three months of purchasing that home in real estate
you're most likely going to take a hit you're probably not going to break even
most likely because you have the commission of your listing agent and if
you are offering a commission to your buyer's
agent you have that two percent transfer tax
real estate usually does not appreciate like that so keep in mind if you're
looking to basically purchase and then you don't
like it or situation changed and you want to sell it you will take a hit now
if you were someone that say you purchased and five years from
now you decide you would like to sell or even two years from now
two years you should depending on the market you should have appreciated
slightly in five years you're more likely to have that appreciation to be
able to sell maybe for a small profit but it really depends
on the market if things are sitting and the market is not moving
very quickly then I would say it's probably not in your best interest
it's just a matter of your financial situation and whether or not you can
take a small hit if you decide to sell right after purchasing it is a big
decision a lot can change especially if you are purchasing new construction
keep in mind it's usually a six to eight month build time and a lot can change in
six to eight months so if you are someone that is panicking
that your situation has changed and you need to
resell either a year or maybe two years right after you purchase or honestly
even a couple of months it's just a matter of if the financials
make sense for you and how much that actually is going to cost
question number nine is how do people make friends here
in their first year you are most likely leaving a
house that you've been in for 20 30 even 40 years
and you have your set of friends and you're very nervous because you're
either moving from out of state where you don't know anyone or maybe you know
one friend that lives here or maybe lives in Delaware but not where you're
purchasing and you're nervous about how you're
going to make friends what i do here is that a lot of those
people are purchasing in communities that either have a clubhouse
or a lot of amenities so that they can get to know their community
in a centralized location maybe you join a bingo club or maybe you go to the
senior center or maybe you join the Y or you have purchased in a community
that has that clubhouse and they have a bunch of clubs
and or they have happy hours to try and get people to mingle
that is how i'm seeing people meet each other or maybe
you go to happy hour at the local restaurants especially in the off season
there are so many restaurants that have these
local happenings whether it be they have pasta night they have crab night
their wine night like and this is how people meet each other
remember everyone is usually in the same boat at some point so you will see
Delaware is like a melting pot and people are super friendly
i hear this a lot actually when i'm touring with people why does everyone
wave here and it's because they're in the same situation that you
are in they were probably just in it a few months ago or they were in it a few
years ago and they know how it feels to be new and
meet new people so if you are someone that is worried
about meeting new people or making new friends i would say
my advice would be to purchase in a community that has a clubhouse
or has happy hours or has planned events so that you can
meet people in your community or join the Y
go to the senior center go to the restaurants i'm telling you
you're going to meet people because everyone talks to everyone in Delaware
and going along with this because this is another question that i'm going to
kind of rope into the same one is a lot of times i hear
people are buying a house because they want their grandkids to come visit
i need you to ask yourself will they actually come
visit i don't want you to purchase this large home with
the thoughts that my grandkids are going to be here every weekend if they live
across the country most likely they are not going to be
here every weekend what i'll say is that a lot of times i see this
you have children and then you have grandchildren but they have their own
lives maybe they're in sports maybe they're
in dance they have school they have birthday parties they have vacations they
have all these things going on and a lot of times they don't come and
visit as often as you thought they were going to come visit
so if you are putting yourself in a financial situation where
you are strapped because you have bought this
big house thinking that your grandkids are going to come every single weekend
it probably makes more sense to ask yourself how often do i
realistically see them coming to visit especially if they live
in texas or nebraska or washington state they most likely are not coming to
visit every single weekend so just something to keep in mind to go
along with this conversation about making friends and
how everyone's going to come visit you but the majority of
these questions don't get asked before we go to contract so this is why i like
to bring all these up but there are plenty of other questions
that we didn't go over today that i promise you should be asked
before we even go under contract or even during the contract
if you have already purchased and that is below down in the description
so that you can get a full checklist on questions to ask either yourself
or myself or your lender or friends or family
and this way you have an educated decision before you go under contract
if you are interested in retiring to delaware i would absolutely love the
opportunity to help you my information is down below in the
description so go ahead and feel free to get on my calendar set up a phone
call set up a video meeting or even send me a text i really hope this
video helped if it did be sure to give me a thumbs up be sure to
subscribe to the channel and i will see you on next week's video hey thank you
so much for making it this far into the video if you are interested in more
delaware retirement content check out this video right here
and if you would love to tour delaware new construction homes with me check out
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