“Affordable” is a relative term in Massachusetts. If you’ve been scrolling through Zillow lately, you know that the “median” price point for a single-family home in Greater Boston has officially settled into the mid-$800ks.
As someone who lived in the city for over 20 years before moving to Medfield, I know that the search for affordability isn’t just about the lowest price tag. It’s about value. It’s about finding the “good bones” in a town that offers the lifestyle you actually want without a soul-crushing mortgage.
In 2026, the “Great Thaw” is finally happening—inventory is up slightly, and rates have stabilized around 6%. If you’re looking to get more for your money, here is where I’m pointing my savvy buyers right now.
1. The “Hidden Gem” Value: Holliston & Ashland
If you love the Metrowest vibe but find yourself priced out of Natick or Hopkinton, look one town over.
- Why they win: You get top-tier schools and significantly more square footage for your dollar.
- The Vibe: Picturesque town centers and active rail access in Ashland.
- Kate’s Insider Tip: These towns are poised for long-term appreciation. Buying here now is a smart play for your future equity.
2. The North Shore Strategy: Danvers & Peabody
The North Shore offers a grit and character that city-dwellers often miss when they move to the “pristine” suburbs.
- Why they win: Median prices here consistently track lower than the western suburbs, yet you’re minutes from the coast and the culture of Salem.
- The Vibe: Danvers offers great “starter” housing stock—think post-war Capes and well-maintained ranches.
- Kate’s Insider Tip: Look for the “fixer-upper” with a solid foundation. My contractor roots tell me these 1950s builds have some of the most reliable bones in the state.
3. The South Shore Value Play: Weymouth & Quincy
For the professional who isn’t ready to give up their proximity to the water or a quick Red Line/Commuter Rail trip.
- Why they win: Quincy offers an “urban-suburban” density that feels familiar, while Weymouth provides more “true” suburban yards at a fraction of the cost of Hingham.
- The Vibe: A mix of coastal charm and modern convenience (hello, Union Point developments).
4. The “City-Lite” Budget: Roslindale & Hyde Park
I’ll say it again: you don’t always have to leave Boston to find suburban value.
- Why they win: Hyde Park is often called “A Small Town in the City.” It has a dedicated Commuter Rail stop (Franklin Line) that gets you downtown in 20-30 minutes, with housing prices that are often the most approachable in the city limits.
- Kate’s Insider Tip: I often help buyers “bridge” their move here. You keep your Boston resident parking and trash pickup but get the yard and the quiet streets of a suburb.
How to Find Value When Prices are High
Finding an affordable home in 2026 requires more than a search filter. It requires a strategy:
- Commute Math: Sometimes a 10-minute longer commute can save you $100k on the purchase price.
- The “Ugly” House: Don’t fear the wood paneling. If the roof is young and the basement is dry, that’s your “value” entry point.
- Micro-Market Intel: Prices can shift street-by-street. Knowing which pocket of Norwood or Dedham is currently “undervalued” is where I come in.
Stop waiting for the “crash” and start looking for the “win.” If you’re ready to look at the numbers and find your suburban home base, let’s talk. You can find me at katebostonrealestate.com or get my weekly takes on the market via Substack.

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Experience matters when stakes are high. With $125M+ in sales and 160+ transactions, I offer the strategic guidance and contractor roots you need to navigate the Greater Boston market. From Peters Hill to Medfield, leverage my data-driven approach to house hacking and next-move transitions. Let's bring you home!

