Il Massimo

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400 Legacy Pl
Dedham, MA 02026
From Joseph and Esther DeQuattro of Pane Vino and Il Massimo of Federal Hill comes the much anticipated Il Massimo at Legacy Place. Il Massimo brings the quintessential Italian trattoria to Dedham, Massachusetts. At IL Massimo we are proud to offer a seasonal Italian menu inspired by the regional cuisines of Italy. Signature dishes include Spaghettoni alla Carbonara with guanciale and a farm fresh egg, the Point Judith Calamari en Padella, and the Pesce al Guazzetto with fresh local fish and little neck clams. IL Massimo has unique Italian wines from small boutique Italian winemakers and a cellar selection from Italy, Spain and California. Our approach to wine is accessibility, quality and variety to encourage unfettered enjoyment. Our bar features beers on tap, cocktails, and a large selection of classic Italian amari, grappa and many other Italian liqueurs

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Reviews

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4.0419 reviews
Waylon M.
12/7/2025

Excellent the food was amazing Had the veal Chop perfect Wife had the lemon chicken Loved it Karli was our server has only been there a month or so She was excellent. Very personable

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Reshma K.
8/3/2025

We went here on a Saturday afternoon impromptu. They had some outdoor seating with the umbrellas which is what we opted for. Our appetizer were mussels and GF calamari. Both dishes were good. We...

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Sawyee G.
12/12/2025

My mom and I are in town to visit my brother in law who has cancer and isn't doing well. He needed some rest so we left the hospital and wanted somewhere to eat and so happy we stumbled upon this...

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Dandy D.
11/8/2025

About last night at I'll Massimo: Excellent Food and Excellent Service. I had all of this tastiness served by one of the best servers ever: Miss Sofia. I'm in Dedham once a year for Crime Bake. I...

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Eric C.
10/25/2025

Excellent service, lovely spot. Have been here a few times, never run across a dish we didn't like. Sauce was lighter, delicately seasoned, meatballs are denser, mostly beef, more my style than...

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