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4 Things I’ve Learned From Selling Hundreds of Homes Over 17 Years

November 11, 2026 by jeffbrooks

Rhode Island Home room with patio

After 17 years in real estate and hundreds of homes sold, I’ve learned a few hard truths along the way. Every transaction is different, but certain lessons have stayed consistent throughout my career. Here are four of the most important things I’ve learned about buying, selling, and navigating the real estate market.

1. Real Estate Is a People Business

At the end of the day, real estate is about people, not just properties.

You might be helping someone sell the family home they’ve lived in for decades or guiding a first-time buyer through one of the biggest financial decisions of their life. Every transaction comes with its own circumstances, emotions, and priorities.

Yes, we’re buying and selling real estate, but understanding the people behind each transaction is just as important as understanding the market. That’s the difference between closing a deal with satisfied clientele, and simply listing/showing a property.

family playing jenga in living room
couple in their first home
couple paining the walls of their home

2. Time Cures Most Mistakes

Real estate has historically been an appreciating asset, and time can make a significant difference.

Maybe you paid a little more than you intended during a competitive bidding war. Maybe you closed on a home only to discover a major project that needed your attention. These situations can feel overwhelming in the moment, but real estate is generally a long-term investment.

Between appreciation, inflation, and continued demand for housing, time can help offset some of those initial challenges. While no investment is guaranteed, taking a long-term approach to homeownership can make short-term setbacks feel much less significant. Roll with the punches and you’ll look like Warren Buffett in 10 years. 

graphic showing inflation of houses

3. Time Kills Deals

While years can work in your favor as a homeowner, time can work against you during a real estate transaction.

If negotiations drag on for too long, or an offer sits unanswered for a few days, that time starts to add up. Delays can create uncertainty, diminish momentum, and make the other party question how committed you are to moving forward. You might be “just sleeping on it”, but so is the other party, and they might wake up with a different mind set. 

In real estate, communication and responsiveness matter. Keeping the process moving and maintaining momentum can make all the difference in getting a deal across the finish line. 

4. Ask for Repairs, Not Improvements

Home inspections are an important part of the buying process, and buyers should absolutely feel comfortable requesting reasonable repairs. However, there’s a difference between addressing legitimate concerns to be addressed and asking a seller to improve the property beyond its existing condition.

In my experience, buyers who push too hard for extensive repairs or outright replacements often walk away with less than those who approach negotiations with a thoughtful, reasonable list of items that truly were unexpected or are safety issues. For buyers who have asked for a mountain of work and some tend to be left with next to nothing. Same goes for sellers; If a buyer makes a reasonable request and the seller pushes back, you may lose that buyer, but if the request is outlandish, you can still keep it together with a rejection or finding a better deal with the next buyer.

Sellers are generally much more receptive to requests that are fair and focused on genuine issues. Knowing when to push and when to compromise can ultimately lead to a better outcome.

dark wood kitchen with light fixture above island
brand new kitchen
rustic dining room with dark wood

The Bottom Line

After hundreds of transactions, one thing remains clear: successful real estate decisions come down to understanding people, keeping perspective, communicating effectively, and knowing how & when to negotiate.

Whether you’re buying your first home, selling a longtime property, or planning your next move, having the right guidance can make all the difference.

Happy hunting, and as always, feel free to call anytime. I’m happy to help!

Jeff Brooks | Hogan Associates Real Estate

Filed Under: Jeff's Blog Tagged With: Buying a Home, Home Buying Tips, home selling tips, Jeff Brooks, Newport RI real estate, Real Estate Advice, Real Estate Lessons, Real Estate Negotiations, Real Estate Tips, selling a home

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(401) 662-7218|294 Valley Rd., Middletown, RI 02842 |Contact Jeff
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