For many married couples, the starter home that worked perfectly in the early years eventually begins to feel tight, limited, or no longer aligned with your routines. Whether your family is growing, careers are shifting, or your long-term plans have evolved, knowing when to move up is one of the most important financial decisions you’ll make together.

After helping couples across DC, Maryland, and Virginia transition from starter homes to their next chapter, I’ve found that a clear, practical evaluation helps you decide when it’s time to take the next step—and how to do it smoothly.
Signs It May Be Time to Upgrade
You’ve Outgrown Your Space
More couples than ever work from home, and starter homes don’t always offer the space needed for offices, hobbies, guests, or children.
Your Commute or Lifestyle Has Shifted
A home that made sense early in your marriage may not fit new routines, job locations, or long-term plans.
Your Savings and Equity Have Increased
As you build equity and strengthen your finances, moving up may become more feasible—and more strategic.
Your Long-Term Plans Require More Flexibility
Future children, aging parents, or growing professional responsibilities can all influence the type of home you need.
Evaluate Your Current Home’s Fit
Before upgrading, take an honest look at the strengths and limitations of your current home:
- Does the layout still support your routines?
- Do you have enough storage, workspace, or outdoor space?
- Is the neighborhood still aligned with your lifestyle?
- Will the home meet your needs for the next 3–5 years?
If more items fall into the “no longer supports us” category, it may be time for a move.
Understand What a Move-Up Home Should Offer
Your next home should reflect where you are now, and where you’re going. Couples upgrading often look for:
- More bedrooms or flexible space
- Dedicated office or work areas
- Larger living or dining spaces for hosting
- Better school districts
- More outdoor space or privacy
- Improved commute or transit access
The goal is to choose a home that feels comfortable today and supportive for years to come.
Neighborhoods Popular for Move-Up Buyers
Couples across the DC region often look to communities that balance space, stability, and long-term value.
- Bethesda & Chevy Chase: Larger single-family homes, walkability, and long-term value.
- Arlington & Alexandria: Townhomes and single-family homes with strong amenities and transit.
- Northwest DC (Spring Valley, AU Park, Wesley Heights): Quiet, established neighborhoods.
- McLean & Falls Church: More space, larger lots, and highly rated schools.
- Potomac & Rockville: Larger homes at more approachable price points.
Plan Your Move-Up Timeline Carefully
Upgrading often involves coordinating the sale of your current home with the purchase of your next. A smooth transition depends on:
- Understanding your home’s market value
- Establishing your ideal price range for the next home
- Reviewing your options for bridge strategies
- Timing your listing for maximum results
I help couples structure their timeline to minimize stress and ensure both moves align with your financial and lifestyle goals.
Your Step-by-Step Plan for Upgrading
Step 1: Evaluate your current home’s value
A valuation helps determine the equity available for your next purchase.
Step 2: Review your financial position
Your combined income, savings, and debt shape what’s feasible.
Step 3: Explore move-up neighborhoods
I help couples compare lifestyle, price points, and long-term fit.
Step 4: Prepare your current home to list
A strategic preparation plan can maximize your sale price.
Step 5: Make a confident offer on your next home
With the right guidance, your offer can be clean, competitive, and backed by strong financial preparation.
Why Married Couples Trust Me With Move-Up Transitions
A move-up purchase is both exciting and complex, and it requires experience. My role is to help couples navigate timing, tight inventory, offer strategy, and the financial coordination required to move from one home to the next with confidence and clarity.
Final Word
Upgrading your home is a natural part of marriage and long-term growth. With the right planning and guidance, you can make a move that supports your daily life, your future goals, and the next stage of your journey together.
About Matt Cheney
Matt Cheney is a top-producing real estate advisor with Compass in Washington, DC, guiding buyers and sellers across DC, Maryland, and Virginia through high-stakes moves, from luxury sales to estate settlements, downsizing, and divorce-related transactions. With over $771 million in career sales volume and 22 years of experience, including more than two decades working on complex and sensitive real estate situations, Matt is known for calm, strategic guidance and brings hundreds of successful sales to clients seeking clarity and support during life transitions.