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    Love It or List It?

    Despite what real estate reality shows might have led you to believe, the decision to sell your home isn’t simple — and...

    • Stewart Woodward
    • May 29th, 2019
    • 5 min read

     

     

     

    Despite what real estate reality shows might have led you to believe, the decision to sell your home isn’t simple — and it definitely isn’t a decision that you can reach in 30 minutes. This is true even if you never really loved your property in the first place, or it’s become a daily cause of stress. Maybe the commute is awful, your neighbors live to find new ways to annoy you, or the “fixer upper” kitchen is still an avocado-colored nightmare.

    That’s because parting with a home falls into the “major life change” category. Cue the second-guessing, polling all friends and family for opinions, obsessive list-making and mentally running through all scenarios as soon as your head hits the pillow. If you feel like this describes how you feel about parting with your home, it’s time to take a deep breath and consider the signs life has been throwing your way. Here’s how to know if it’s time to sell, refinance, or just stay put.

    The Scenario:

    You're Paying PMI

    It’s A Sign To… Refinance or Do Nothing

    If your down payment was less than 20%, your loan likely came with private mortgage insurance that has added a little extra to your monthly payment. If you now have at least 20% equity in your home, you can refinance your loan in order to remove the PMI. If you don’t have at least 20% equity yet, it might be worth waiting a little bit longer.

    The Scenario:

    You’ve Suddenly Noticed 100 Things You Dislike About Your Home

    It’s A Sign To… Stay Put and Update or Sell

    After the honeymoon phase with your home is over, you may grow to dislike certain features about it that you once loved. However, who is to say that the pattern won’t repeat with a different property? If you’ve only just settled in a short while ago, you haven’t yet learned to live with the home you have. Fight that FOMO (fear of missing out) by making improvements like upgrading the kitchen or bath, fixing up the exterior for a little curb appeal, or even just trying simple fixes like repainting the rooms or adding new furniture. 

    The Scenario: 

    You’ve Just Made A Big Investment

    It’s A Sign To… Stay Put

    Whether you’ve put a lot of money into your home through renovations or upgrades, or you made another big investment in your life (you started a business, went back to school, bought a boat, etc.), you could be stretched a little too thin to sell your home right now. While renovations often add to the value of a home, they don’t guarantee a higher sales price and shouldn’t be the sole motivation for selling. This is especially true if you made highly personal choices in your improvements, like going for fire engine red kitchen cabinetry. Instead, enjoy the new scenery. 

    The Scenario: 

    You’ve Got Debt (But Also Equity)

    It’s A Sign To… Refinance

    Sure, you might profit from the sale of your home, which could help you pay off lingering loans, credit card balances and other types of debt. But that’s not a guarantee. Plus, in order to get the highest offers, you could end up having to invest in making repairs and upgrades. If you’ve built equity, you can refinance to a lower interest rate and a lower monthly payment, thus freeing up more money in your budget. Another option to consider is a cash-out refinance to consolidate your debt. This pays off the balances up front, then you’d make fixed payments on the refinanced loan. 

    The Scenario: 

    You Really Can’t Stand Your Neighborhood Anymore

    It’s A Sign To… Sell

    What was once a quiet suburban road became a popular cut-through for speeding traffic. Your neighbors really leaned into urban farming and now you can’t even enjoy your backyard without constant noise and smells. There isn’t any parking, ever, so you have to walk a mile just to get to your front door. While there are many things you can do to improve your home’s interior and exterior, you can’t change the location. If the idea of heading home makes you miserable, it’s time to find new surroundings. Here’s an extra tip: Make sure to visit potential neighborhoods on weekdays during rush hour and weekend nights to get a true sense of the lifestyle. 

    The Scenario: 

    You’ve Run Out Of Space

    It’s A Sign To… Sell

    Maybe your family has expanded since you bought your one-bedroom, or you decluttered repeatedly but you’d need to become a minimalist to make your space work. Instead of drastically changing your lifestyle, change your home. If budget is a concern, prioritize space over other items on your real estate wish list like a specific neighborhood, high-end amenities, new construction or a newly-updated home.

    Author Photo
    About the author

    Stewart Woodward

    781-647-1552
    I believe real estate is about more than just transactions—it's about helping people find their place in the world while building community. After 40+ years as an entrepreneur, including running a successful commercial photography business based in Waltham for two decades, I've brought my eye for detail and passion for service to the real estate industry. My background in visual arts gives me a unique perspective on showcasing properties, while my experience as a business owner taught me the value of meticulous precision and unwavering client advocacy. With my Metro West Home Team brand, I provide personalized, one-on-one service to every client. My approach combines savvy negotiation skills with local knowledge and a customer-first philosophy. My track record speaks for itself—in recent years, my seller clients' properties have sold for an average of 98.58% of original listing price, typically with offers accepted within 12 days. But what truly matters to me is guiding clients through what can often be an overwhelming process with flexibility, creativity, and personal warmth. Before joining REAL Broker, I managed my own boutique real estate brokerage, Central Square Realty Group, in downtown Waltham for four years. This entrepreneurial experience deepened my understanding of the local market and allowed me to develop a hands-on approach to real estate that continues to benefit my clients today. I'm proud to now be part of REAL Broker, a publicly-traded, technology-powered brokerage operating throughout the U.S. and Canada. Their innovative platform and agent-centric approach perfectly align with my commitment to excellent client service and their motto: "Work Hard, Be Kind." I'm a licensed Real Estate Broker in Massachusetts, a member of both the Massachusetts and National Associations of Realtors, and hold Seller Representative Specialist (SRS) and Military Relocation Professional (MRP) certifications. With over 90 clients served and more than $39 million in sales volume over my 12+ years in real estate, I've developed the expertise to handle any situation—but I've never lost sight of the human element that makes this profession so rewarding. Beyond my professional life, I remain deeply connected to my community. I'm active in the Rotary Club, where I served as president and currently serve as treasurer of the Waltham Club. I also participate in the Chambers of Commerce across Waltham, Watertown, and Newton. My civic engagement includes serving as a trustee of historic Gore Place, where I lead the Buildings and Grounds committee and contribute as an active member of the development committee. I'm also proud to serve on the City of Waltham's Affordable Housing committee, working to ensure our community remains accessible for all residents. I believe in giving back to the community that has supported me. Both personally and through my Metro West HOME Team business, I actively support important local non-profits. We've been a Community Partner of Gore Place for many years, helping to preserve this historic landmark through ongoing sponsorship. With my background in the arts, I'm also passionate about supporting local creativity. Each November, my business and I sponsor the Waltham Mills Artist Association's annual open studios event, creating opportunities for visitors to experience art being created firsthand and to connect directly with talented local artists.

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