Sterling, MA

Orchards, lakes, Wachusett

Sterling is orchard country — Davis Farmland, pick-your-own apple farms, and Lake Wampanoag. Add strong Wachusett Regional schools and the feel of a four-season New England town.

Median price

$538,000

Price range

$465K — $1.1M

Days on market

22 days

School district

Wachusett Regional High

The neighborhood

Living in Sterling.

Sterling is the Worcester County town that still farms. Orchards, working farms, and lake country in one package. Buyers coming here are usually trading density for seasonality — and once they settle in, they tend to stay a long time.

Apple picking at Sholan Farms, Lake Wampanoag swimming, Wachusett Mountain skiing fifteen minutes away, and Sterling Fair every fall. It’s the four-season version of Worcester County.

At a glance

  • 01Davis Farmland + orchard tradition
  • 02Lake Wampanoag
  • 03Wachusett Regional School District
  • 04I-190 access
SchoolsWachusett Regional High, Chocksett Middle, Houghton Elementary
Commute25 min to Worcester, 75 min to Boston

Available homes

Current Sterling listings.

All Worcester County listings

Coming online

Live search is almost ready.

We’re finalizing the MLS connection. In the meantime, call Omar at 774-351-5085 and he’ll send hand-picked matches the same day.

Frequently asked

Sterlingreal estate — answered.

Is Sterling a good town for downsizers?+

Many of Omar’s downsizing clients love Sterling — manageable home sizes with real yard, access to orchards and lakes, and proximity to healthcare in Worcester. It’s a quieter alternative to Shrewsbury for empty nesters.

What makes Sterling different from Holden or Princeton?+

Sterling has more of a farming character than Holden and is slightly more connected than Princeton. The orchards and lake recreation define the town’s identity in a way neighboring towns don’t share.

How is Sterling’s real estate market?+

Steady. Average days on market around 22, median single-family pricing in the mid-$500Ks. Not explosive growth, but reliable appreciation and a loyal local buyer base.

Is Sterling on commuter rail?+

No direct commuter rail in Sterling. Buyers looking for MBTA access typically drive to Leominster or Fitchburg stations (15–20 minutes away). For Worcester-based workers, the drive is easy.

Buying or selling in Sterling?

Get Omar’s street-level take on Sterling.

Every neighborhood has a story the MLS doesn’t tell. Have a 15-minute conversation with Omar and get the specifics.