Real estate agent in Winchendon, MA

Benjamin Realty is a family-run real estate brokerage based in Brookline, founded in 1998 by broker Ben Spunt (Massachusetts broker license 9025222-RE-B). We represent people selling and buying homes across Greater Boston and MetroWest.

The Winchendon market right now

34 homes are for sale in Winchendon today: 28 single-family houses and 6 multi-family buildings. The median asking price is $429,500, and prices run from $290,000 to $1,275,000. Single-family homes are asking a median $268 per square foot of living area.

Half of them have been on the market 26 days or less, counted from when our MLS feed first listed them, and 23 came on in the last 30 days. 2 already have an accepted offer with contingencies still open, and 1 has had a price change.

In the last 90 days, 38 Winchendon homes left the market (sold, went under agreement or were withdrawn) after a median 24 days listed.

Winchendon’s public records show 106 single-family homes at a median $401,750 and 2 condos at a median $225,000 sold in the 12 months to February 2026, the newest sales in its assessor file. (MassGIS, Property Tax Parcels)

Selling your Winchendon home

As your listing agent: pricing, marketing and negotiating the sale of your home or condo. We price from the same public record shown on our Winchendon seller page: recent sales, assessed values and the homes yours would compete with.

If you’ve had a cash offer, we’ll tell you what the home would likely bring on the market so you can compare.

Buying a home in Winchendon

As your buyer’s agent: buyer representation from the first showing to the closing. 34 homes are for sale in Winchendon now, from $290,000 to $1,275,000.

Before we tour homes together, we’ll agree in writing what you’ll pay us and what we’ll do for you. (NAR, written buyer agreements)

Talk to us about Winchendon

Tell us whether you’re buying, selling or both, and we’ll set up a time to talk. Meetings are by appointment, at the property or wherever suits you. Call (617) 734-5050 or email [email protected].

How agent fees work in Massachusetts

Commissions are “not set by law and are fully negotiable”: that’s the wording the National Association of Realtors now requires in every written buyer agreement. The fee goes into your listing agreement (selling) or buyer agreement (buying), so ask for it in writing before you sign either. (NAR, written buyer agreements)

Since August 17, 2024, agents who are Realtors need a written agreement with a buyer before touring a home with them. It must say what the buyer’s agent will be paid, and the agent can’t be paid more than that. A seller may still offer to pay the buyer’s agent, with the seller’s written approval, but the offer can’t be posted on the MLS. (NAR, written buyer agreements; NAR, what the settlement means for sellers)

At your first personal meeting about a specific home, a Massachusetts agent must give you the state’s Mandatory Licensee-Consumer Relationship Disclosure. It says whether they’ll act as the seller’s agent, the buyer’s agent or a facilitator, and explains designated and dual agency; dual agency needs your written consent. (254 CMR 3.00(13); Mass. agency disclosure form)

Where we work

We’re based in Brookline, about 53 miles from Winchendon. We work across Greater Boston and MetroWest. If you’re looking somewhere else in Massachusetts, ask, and we’ll tell you plainly whether we can help.

Homes for sale in Winchendon

All Winchendon homes for sale and rent

Questions

How much does a real estate agent cost in Winchendon?

Commissions are not set by law and are negotiable. The fee is written into your listing agreement or buyer agreement, so ask for it in writing before you sign.

Do I need an agreement with an agent before touring homes?

With a Realtor, yes. Since August 17, 2024, they need a written agreement with a buyer before touring a home together, and it must say what the agent will be paid.

How many homes are for sale in Winchendon right now?

34 homes: 28 single-family houses and 6 multi-family buildings, at a median asking price of $429,500.

Does Benjamin Realty work in Winchendon?

We’re based in Brookline, about 53 miles from Winchendon. We work across Greater Boston and MetroWest. If you’re looking somewhere else in Massachusetts, ask, and we’ll tell you plainly whether we can help.

More about Winchendon

Towns we work in most

Nearby

Sources

Days listed count from when our MLS feed first listed each home; homes already on the market when the feed began (July 2026) count from then. Listing information from MLS Property Information Network (MLS PIN), deemed reliable but not guaranteed.

Assessed values and recorded sales are public records from municipal assessors (via MassGIS). An assessed value is set for taxation and may differ from market value; sales are those recorded at a price near the assessed value, so gifts and family transfers are left out.

Checked 2026-11-03.