Buying a home is often seen as a major life milestone. But behind the excitement and pride of homeownership lies an emotion that doesn't get as much attention: regret. We asked homeowners to open up about the moments that made them long for their renting days, and their responses were as eye-opening as they were insightful. Here’s what they revealed.
Heads up: If you're a homeowner with regrets of your own, feel free to share them in the comments below or through this anonymous form.
1. "As a devoted HGTV watcher, I bought my first home envisioning all the fun I'd have renovating, decorating, and making it uniquely mine. I followed tons of designers and house flippers on Instagram and thought, 'That looks doable.' Turns out, I was way off. I loathe DIY projects, and my perfectionism sent me spiraling every time something didn’t turn out as expected. Those flippers and designers? This is their full-time gig. Honestly, I have no clue how anyone juggles home renovations while working a 40-hour week. If my husband and I had kids?! Completely impossible."

—Kate, 32, Tennessee
2. "Back when I rented, I never realized how much effort my management and super put into keeping the building intact. Now that I own a home, I’m constantly fighting to keep something from destroying it—whether it’s winter storms, heavy rains, or relentless wind. Homeownership is basically an endless battle against nature, and it can be exhausting."
—Anonymous
3. "I own a condo in Miami, and for years, things were manageable with occasional special assessments. My maintenance fees were $529 for a one-bedroom, one-bath. But after that condo collapse, housing laws tightened significantly. With our 40-year recertification approaching, I was hit with a $1,500 special assessment plus another $150 due to rising insurance costs. My monthly fees have skyrocketed from $529 to $2,279—on top of my mortgage. And worse, the project manager admitted the $3 million budget probably won’t be enough, meaning another special assessment is inevitable."

"I’m leaving while I still can. Between the purchase price, the renovations, and the endless special assessments over the years, I’m so deep underwater I can barely breathe."
—Erica, 40, Florida
4. "Not enough people talk about the stress of homeownership. I’ve always been a little anxious, but after buying my first apartment in New York City, my anxiety hit a whole new level. I even had to start taking an SSRI. I’m not saying this to discourage anyone or to add to the stigma around anxiety, but if you’re already prone to it, just know that the great moments of owning a home also come with overwhelming stress. I constantly worry I’ll never be able to sell, that unexpected expenses will drain my savings, or that my co-op will lose funding and leave me with nothing. Maybe these fears aren’t rational, but they still keep me up at night. Sometimes, I seriously consider renting again just for peace of mind."
—George, 32, New York
5. "Owning a home means my monthly payments are way more reasonable compared to the skyrocketing rents in my area, but I do miss being able to just call a landlord and say, 'Hey, this is broken—please fix it.' Now, when something goes wrong, it’s all on me. Like that time our hot-water heater decided to explode on a random Tuesday. Sometimes, renting seems appealing, but at the end of the day, there’s no equity in renting."

—wtravis000
6. "I had no idea how much patience homeownership would demand. Things constantly break, usually at the worst times. After renting for 15+ years, I kept waiting for that moment when everything would be perfect—when my house would finally feel like home. That moment never came, and now I know it never will. Over time, I’ve learned to be patient and accept that ‘perfect’ is a myth. Honestly, I feel tricked into thinking homeownership was some magical milestone. Blame all those home renovation shows—perfection isn’t real!"
—Troy
7. "I didn’t research contractors and just hired the first guy who showed up after I posted on Angie’s List. Big mistake. Over a year later, I’ve given up on fixing my front door—or getting my $3,000 back. Homeownership’s hidden costs have drained my savings, and as a single woman, it’s overwhelming. Next year, I need a new roof, which will cost $10–15k, and I have no idea how I’ll afford it. When I rented, I had a solid savings account. Now, any emergency just ends up on my credit card."

—Anonymous, 30, Pennsylvania
8. "When my husband and I bought our first home in our late twenties, we intentionally chose something well below our budget, despite our mortgage lender pushing pricier options. At first, it was fantastic—we saved, invested, and splurged on experiences. Then, my husband fell ill and had to go on disability. Suddenly, even our modest mortgage was too much for my single income. We had to sell quickly, but the market was stagnant, and it took over a year to find a buyer. We barely avoided foreclosure before selling and moving into a month-to-month rental."
"Lesson learned: Life is unpredictable. A home might not seem like a massive burden when everything is fine, but the moment things go south, it can turn into a financial trap. If we had bought at the lender’s recommended budget, we would’ve gone bankrupt. My advice? Be overly cautious."
—Anonymous
9. "I was a lifelong renter with no plans to change—until I inherited my parents' 1907 Victorian home. Just like that, I became a homeowner. The house had been neglected for two decades. I replaced the roof, all the windows, replumbed the basement, dug up and replaced the sewer line due to tree roots, and was about to have the foundation tuck-pointed when I realized—I hated that house. It demanded more money, effort, and expertise than I could handle. I sold it, bought a townhome last year, and never looked back."

—Janet, 44, Illinois
10. "After renting the same house for 12 years, we decided to buy it, thinking we knew what to expect. Our wonderful landlady had never raised our rent, so the mortgage doubled our monthly cost. Now, we joke, 'Same house, twice the price!' Even with a generous discount, the financial strain is real, and we’re still uncertain how it will impact us in the long run. It’s definitely nerve-wracking."
—hennypennystegosaurus
11. "We expected renovation nightmares, soaring taxes, and rising maintenance costs, but we weren’t ready for how unpredictable the housing market would be. When my wife landed her dream job across the country, we were stuck with a house that wouldn’t sell for years unless we took a huge loss. Renting it out wasn’t the goldmine social media 'real estate bros' claim—it actually cost us money. Between hiring a property management company and dealing with a tenant who seemed to break everything, we barely broke even."

"We've been renting in Boston for years, and now that our old house has sold, we're considering buying again. But honestly, we might keep renting (and investing our savings!) until we can afford the forever home of our dreams."
—Lauren, Massachusetts
12. "Shortly after buying our home, we realized our area had 'hard water.' The first clue was our kettle, covered in limescale. Then, the dishwasher broke, followed by the washing machine. The water pressure kept dropping due to mineral buildup in the pipes. We had to install a $2,000 water softening system and spend $500 a year on salt bags. No one warned us this would be part of homeownership!"
—James, 49, New York
13. "Home inspections miss so much! Ours gave the house a glowing review. Day one: The oven's bottom heating element was broken. Day two: The dishwasher seals were shot—$300 repair. Day ten: A ceiling leak appeared in the laundry room. The inspector dismissed high humidity in the bathroom as 'recent shower use,' but it was actually water leaking under the tub. Day 15: The A/C capacitor failed. Day 20: A leak under the kitchen sink. Thankfully, we had savings, but they're nearly drained. Hoping nothing else breaks before we can rebuild our emergency fund!"

—Anonymous, 47, Idaho
14. "Being a single woman past a certain age in Alabama is a nightmare when dealing with contractors. I have years of experience managing multimillion-dollar maintenance and construction projects, yet they assume I know nothing. I’ve been quoted $45,000 to repaint minimal wood and aluminum on my brick home, while a neighbor with a fully wooden house got a $4,000 estimate—without the patronizing comments. Two contractors even suggested a man must have built my architect-designed home. No, I worked for 30 years to earn it."
—Anonymous, Alabama
15. "The shock of paying for water. When we rented in the city, water was always included, so it never crossed my mind. Now, our water bill is so high you’d think we were refilling an Olympic-sized pool daily."

—Krista, 32, Massachusetts
16. "Be cautious of previous repairs that might have been attempts to hide more serious problems, particularly mold caused by water damage, whether from plumbing issues or weather. Sellers often cover mold with a fresh coat of paint, but within months, the mold will resurface, now your responsibility. Also, many mold-related issues are no longer covered by insurance once they've been dealt with. One important piece of advice is to closely examine the seller disclosure form (mandatory in many states) for any mentions of past water leaks, plumbing problems, and mold. If the previous owner misrepresented these issues, you have some legal recourse."
—John, 68, Texas
17. "My husband and I bought our first home in 2009, and just three days later, we were hit with the Christmas Eve snowpocalypse. The storm destroyed our fence, froze our pipes, and left us with unexpected expenses, despite having homeowner's insurance. A few years after that, we faced one of the largest and most devastating tornadoes ever recorded. After rebuilding, which was full of headaches with insurance and contractors, we sold our house, moved to an apartment out of the 'danger zone,' and were relieved that the landlord now handled all the issues."

—ckilburn08
18. "What really frustrated me was being stuck with neighbors I couldn’t just walk away from. I specifically bought a rural home to avoid the control of a homeowner's association telling me how I should live. It turned out the previous owners had purchased the lot next door and deliberately designed a shared driveway. After I removed a poorly placed tree, the new neighbors claimed the driveway as their own, turning it into a complete hassle for me. They got strange, hiding behind bushes and taking photos of me while I mowed or relaxed on my back porch. But the weirdest part was their weekend guitar performances aimed at the stump of the tree I had cut down, from across the chicken wire fence they put up. Those people made my eight years of ownership miserable. Always do your research before making such a huge commitment!"

—Anonymous
19. "I was content renting and may have been happier continuing to do so, but when our long-time property manager left, the new one decided repairs were optional. They also raised the rent significantly. So, we bought a newly built home in a small town, and the first month was a nightmare. A pressure test was conducted on our drain line before the house was sold, and everything was fine! However, the balloon used in the test broke and was left inside the line — right at the boundary between our property and the city's. The very first time I ran the dishwasher, guess where the sewage went? Yep, into every drain in the house."
—Anonymous
20. "My mistake was asking my girlfriend’s stepfather, a contractor, to inspect my soon-to-be first home and guide me through the process. I had no experience, so having an 'expert' gave me peace of mind. It was an old 1920s house that needed a lot of work, but he assured me not to worry about the cost. It turned into a total money pit. There was mold, termites, and structural issues, and the entire electrical system needed replacing. When I pulled up the carpets to reveal the old wood floors, I discovered the previous owners’ animals had been urinating on it for years. The eaves were leaking, so the house needed a new roof, and when I informed the insurance, they canceled my policy that was linked to the mortgage. The bathroom floor and joists were rotten. The single-pane windows were painted shut — and all the paint was lead-based (and like a fool, I stripped it all back to preserve the historical charm, poisoning myself in the process)."

"By the time I had replaced everything, I was out of money and hadn't even started on the cosmetic work. I couldn’t sell without losing everything, but looking back, that would have been the best choice. I spent four years fixing it, finally finishing in late 2007, completely exhausted and sick. The house was beautiful. Then, the economy crashed, and I knew I had to get out since I couldn’t refinance to rest and recover. I sold just before the market collapsed, breaking even with my original investment, and I never even got to cook a meal in the new kitchen.
I eventually returned to the [now long-gone] girlfriend's contractor stepfather, rang his doorbell, and stood quietly while he rambled on when I asked him what he was thinking. Now, I live in a charming small town in an affordable one-bedroom house built in 1980. I feel lucky I made it out. Lesson learned."
—Jonathan, 55, California
21. "About three years after moving in, we discovered not only were our pipes faulty, but we had also missed the deadline for a class action lawsuit to replace them. Over the course of 35 years, we spent tens of thousands of dollars fixing leaks, making repairs, and restoring the damage. I now live in a fantastic apartment in a world-renowned historic building (which someone else maintains) and am selling that terrible money pit — couldn’t be more relieved or thankful!"
—momsequitur
22. "We sold our house because we couldn’t keep up with the maintenance, so we downsized. Within a year, that supposedly 'easier-to-maintain' home needed a new furnace, water heater, roof, oven, and dishwasher, plus we had burst pipes under the cement slab foundation. There was also a pest control issue due to faulty insulation. We had to take out a loan for almost $30k to cover all the repairs. I still want a house because I don’t want to live too close to other people, but renting is looking more appealing by the day."

—Anonymous, 31, Georgia
23. "The cost of A/C maintenance caught me off guard. I have several mini-split A/C units, and although I haven’t faced major issues, I never anticipated the cost of having them inspected, cleaned, and serviced every year. Without a qualified HVAC technician handling the maintenance, you risk voiding the warranty. More importantly, you could face larger, costlier problems with the system down the road that could’ve been avoided through routine maintenance."
—Anonymous, 39, Hawaii
24. "Foundations can be a nightmare to repair and incredibly expensive. We had a sinking slab foundation, which we didn’t know about. It wasn’t caught during the inspection, and the previous owners didn’t mention it. Over a few years, it sank by seven inches. We ended up spending $45,000 to lift the house before we could sell it and relocate to another state."

—Cheryl, Texas
25. "After selling my second condo and moving into a smaller one, I realized I was far happier as a renter. Between unexpected costs like special levies for the pharaoh ants invading the building, new flooring in the common areas, fresh paint everywhere, and the general increase in life expenses — which, of course, raised my maintenance fees too — the stress was overwhelming. It eventually led to a mental breakdown, and I had to take three months off work. During that time, I sold my place and went back to renting. Now, I’m far happier in my rented space, and I plan to keep renting for the rest of my life."
—pippi501501
If you're a homeowner reading this post, now's your chance to share your own experience. What do you miss most about renting? Or, if you prefer, you can tell us about the aspects of homeownership that make it all worth it to you. If you'd rather remain anonymous, feel free to contribute using this anonymous form.
Note: Submissions have been edited for length and/or clarity.
