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Home Improvements Tax Tips

Bogdan Sheremeta  |  Sep 13, 2025

HOME EQUITY ROSE sharply since 2020 for most states, up 450% in West Virginia, the biggest change in the US.
The average homeowner currently has $313,000 of equity, according to the Mortgage Monitor report.
While that number is likely skewed, we all can agree that many homeowners are sitting on large equity.
And, there likely will come a time when you have to sell your home to either move elsewhere, upgrade, or downgrade. With such large equity also comes another problem –

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Using AI to enhance “independent living”

Richard Hayman  |  Aug 18, 2025

I thought it would be fun to use AI to help me understand why many of us seem to believe that the best place to fulfill our desire to live “independently” is by aging-in-place in our homes.
To see the questions and answers, click on either link below. They are both the same. The words in purple are the prompts or questions.
Scroll to read the AI response. Sign up for POE only if you want to ask questions directly.

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An Excellent Morningstar Article on CCRCs

David Lancaster  |  Aug 7, 2025

I just read an excellent synopsis of continuing care retirement communities on the Morningstar website. I figured since this a frequently addressed topic on the HumbleDollar this article may be helpful for some. I have already bookmarked it for myself for future reference.
https://www.morningstar.com/retirement/is-continuing-care-retirement-community-right-you?utm_source=eloqua&utm_medium=email&utm_campaign=MorningDigest&utm_content=None_66051&utm_id=34267

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Starting Over, if you can. Some decisions are subject to change (I apologize for its length)

Richard Hayman  |  Aug 3, 2025

AGING IN PLACE (So we thought)
Our journey started in the late 1980s with our first remodel. It was our second marriage, and rather than asking our teenage children to share a bedroom when it was “my weekend”, we created two bedrooms and a full bath on the lower level of our split-level. It was a suite with adjoining bedrooms and a private bath. That brought our bedroom count to six, making room for everyone.

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Let’s revisit the pros and cons of relocating upon retirement

R Quinn  |  Jul 28, 2025

A few weeks ago I wrote about relocating upon retirement and concluded it isn’t for us. 
This summer we are getting to test that conclusion. We are spending the entire summer at our place on Cape Cod, which means several months away from our routines, church, friends, golfing buddies and mostly family. I suppose if we moved here we would become accustomed to many things, but not being six hours away from family, let alone a three hour plane ride,

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Selling Your House and Reaping Tax Free Capital Gains May be in Jeopardy

David Lancaster  |  Jul 24, 2025

The National Association of Realtors forecasts that by 2035, close to 70% of homeowners might have gains exceeding $250,000 and 38% of them will have more than $500,000.
Per AI
I just read an article in which it was reported that in comments to the press on Tuesday the President suggested he is considering eliminating capital gains taxes on the sale of homes.
The article reviews the rules to claim this benefit which is definitely in the near(er) future for Humble Dollar readers
If you have lived in it as your primary residence for at least 24 months (consecutively or not) in the previous five years before you sell it,

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Our Homes, Our Wealth: A Tale of Two Property Paths

Mark Crothers  |  Jul 23, 2025

I’m booking flights at the moment. Suzie and I are heading to the South of England to visit my brother-in-law and family in a couple of weeks’ time. They’ve just recently hit a major life milestone by purchasing their first home together, and we’re looking forward to getting a tour by the proud owners. I’m very happy for them; I’m also very happy for myself because I’m getting free accommodation by staying with them.
My brother-in-law is in his mid-forties with a wife ten years younger and has expressed nervousness at taking on such a large debt at his age,

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DIY

Nick Politakis  |  Jul 17, 2025

Excellent article about DIY. My question to all HD readers: What are you willing to do instead of paying someone else to do it?

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Bankruptcies in continuing care

Joe Kiefer  |  Jul 7, 2025

From the Wall Street Journal this morning: More than 1,000 families have lost a total of at least $190 million in 16 bankruptcies at continuing-care retirement communities since March 2020, according to a Wall Street Journal analysis. Chapter 11 filings rose during the pandemic period primarily because these facilities didn’t have enough new move-ins. And because of the way bankruptcy proceedings work, secured creditors get paid before residents.
I ended my online subscription to the WSJ a few months ago,

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The Big Garden Dilemma: Aging in Places vs. Future Planning

Mark Crothers  |  Jul 3, 2025

As I’ve talked about recently I’m currently at my holiday home but strangely I’m thinking about my other house. I wanted to share something that’s been on my mind a lot lately, a kind of internal debate, I’m good at them! My wife, Suzie and I are in our late 50s, and we’ve reached a point where we feel it’s starting to feel important to get ahead of the curve and plan for our future living situation,

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More Than Money: Our Holiday Home

Mark Crothers  |  Jun 29, 2025

I’m excited this morning! Why the excitement, you may ask? It stems from the fact that, for the very first time, my wife Suzie and I are decamping to our holiday home in Portballintrae, a small coastal village on the North Coast of Ireland, for the next three months. This is only possible because we’re now both retired, allowing us to fully utilize the home we purchased six years ago. As we’ve been organizing for departure,

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The Slumping Deck: A Lesson in Time, Money and Memory

Mark Crothers  |  Jun 23, 2025

I’m standing on my garden deck this morning, a definite slump in the middle causing me slight dismay. I know the cause for a fact: a main structural beam has failed. I built that decking over twenty years ago just after my brother passed away. Looking back, I now realize I started the project as a way to keep busy and cope with grief.
Yet, here and now, the question resurfaces: should I spend money to have someone fix it,

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Reverse 1031 Exchange

Chris Marsh  |  Jun 18, 2025

Hi,
I was encouraged to post here by my cousin, and HumbleDollar columnist, Ed Marsh so here goes – I’m considering a reverse 1031 exchange.  I’d have preferred it be a straight 1031 exchange but timing hasn’t worked in my favor in that my wife and I found the replacement property unexpectedly and had not intended on selling the relinquished property so quickly.  My question is twofold.  First – can the QI take title to the relinquished property instead of the replacement property ahead of the sale of said property so that I don’t have title to both properties?

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When relocation in retirement is not an option, not what you really want. By Dick Quinn

R Quinn  |  Jun 8, 2025

We live in a small town in NJ, population 6,600. The median household income is $203,000, the median home value is $1,358,400 and the median property tax is $29,600. I feel like we live in a bubble and given these numbers are much higher than our state averages, which are third highest in the Country, I guess we do.
Between property taxes and HOA fees the minimum annual cost to live in our condo is $24,900.

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Who Will Care for Us?

Dennis Friedman  |  Jun 4, 2025

At age 74, I like to think our retirement is pretty much set in stone. Most of the big health and financial decisions—Medicare, Social Security, Roth conversions—have already been made. But there’s one concern I’ve been thinking about a lot lately: how will Rachel and I get the help we need if we can no longer take care of ourselves?
Our family is spread out across the country, and we have no plans to move closer to them.

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