Login
Financial Independence

Savings rate, FI number, and the path to freedom.

Retirement Strategies

Withdrawal plans, Roth ladders, and early access.

Investing

Index funds, asset allocation, and real estate.

Tax Strategies

Roth conversions, capital gains, and FI tax planning.

Earning More

Career growth, side hustles, and entrepreneurship.

Money Mindset

Beliefs, purpose, and financial psychology.

Health & Fitness

Exercise, nutrition, and mental wellness.

Rent my home vs sell? Taxes and long term strategy

Rent my home vs sell? Taxes and long term strategy

JeanniBB
JeanniBB 205 XP · · 3 replies

I’m looking to find some help in understanding what options and the long term tax implications for what I’m considering.

I’ve found a home that could accommodate my family and my 79 yr old mother comfortably.

My mother and I both own our homes and there are significant increases on their value… maybe 500k for her and possibly 1.25M+ for me. Her house is in a trust and I am the beneficiary.

I was considering renting the homes put, they are on large acreage and are very nice. We would like to have the option to have the land down the road / move back.

The REA suggested we get a market analysis so we know what they are worth and did point out that tenants rarely take care of the property as we would. The new property is 30”min from pir current home.

I’m trying to be smart about what capital gains I’d have, and the fact that I would inherit the other property and it would adjust the basis at that time.

I’m also aware that I only have “a couple years” before I could no longer have the capital gains exclusion once we move out to decide to sell.

I’ve need to understand the different considerations I should take into account and not sure who/ where I can get objective advice. Would appreciate those who are more knowledgeable to chime in. Of course I feel rushed bc the new home just listed 10days ago and we are very interested in it.

Share
Share on Facebook
Share on X
Share on Reddit
Share via Email
Copy link

Want to live for free while building wealth?

Learn how real estate investors eliminate their biggest expense and accelerate their FI timeline.

The House Hacking Guide

Replies (3)

Ian Broadie

Ian Broadie

2 months ago

I'm a big fan of rental property but it's hard to imagine a $1.25M home is going to generate enough rents to justify locking up that much capital for a significant length of time. Consider your cashflow compared to what you might earn in the market in that timeframe, especially if you don't have a mortgage. Most investors/economists are assuming appreciation is going to be flat for the foreseeable future. You also make the point that you'll have a $500k capital gains exclusion if you sold now vs later. Unless you think moving back in the next 5-10 years is highly likely and you would substantially prefer that to buying something else then I would recommend selling your primary. Your mom's place seems more likely to be a reasonable rental and the step up in basis eliminates opportunity cost. You would have 3 years to sell and retain the capital gains exclusion if you decided you didn't like renting it. You should crunch the numbers still but it seems more practical

susannz

susannz

247 XP

5 months ago

You could always flip it and put that money toward another one. That’s probably what I’d do and I’ve done something similar before, just in different situations.

Del S

Del S

2,337 XP

6 months ago

Great question! Unfortunately I don't have all the details you asked for … but one gem that comes up in the ChooseFI community a lot is regarding one part of your post:

> I’m trying to be smart about what capital gains I’d have, and the fact that I would inherit the other property and it would adjust the basis at that time.

The ChooseFI phrase is "Don't let the tax tail wag the investment dog". You can also broaden that to not "wagging the life fulfillment dog". Many folks I know would rather have sold their properties to free up capital for living life otherwise; holding on to things to avoid a tax hit cost them years of property management anguish.

It may not be the right decision for you, but it's something to consider. If you're not actually really excited to manage the properties as a business (or, alternately, are VERY OK taking on both hassle AND a potential loss), then maybe the best thing is to move on to the next season of live–tax optimization be damned!

Comments

Your comment will be posted after signing in
Join the Conversation

Create an account or sign in to post a comment.

Real Estate

Real estate can be a powerful tool on the path to FI. Learn how to evaluate properties, generate cash flow, reduce risk, and leverage real estate to build wealth over time. Whether you're interested in house hacking or rental properties, this guide has you covered.

From a Recent FI Weekly
“If you’re at Fidelity investing $500/month into a Vanguard mutual fund, you might be losing almost 10% of every contribution before it’s even invested.”

Plus more counterintuitive insights, real stories, and actionable strategies — every Tuesday.

Join 87,000+ people. Free. Unsubscribe anytime.

Track Your Progress to Financial Independence

Get your personalized FI number and track how close you are to reaching your milestones. Most members are closer than they think.

Personalized FI number calculation

Track progress to Coast FI & full FI

Live dashboard updates as you hit milestones

or

100% free — no credit card required

Account created! Redirecting...

Try searching for

⌘K to open anytime

Where Are You on the Path to FI?

1/3

Step 1 of 3

Which of these sounds most like you?

Scan to get the app

Point your phone camera at the QR code