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Il Massimo - Legacy Place, Dedham, MA

Il Massimo - Legacy Place

4.7 (2936)
$31 to $50
Italian
400 Legacy Place, Dedham, MA 02026

Make a reservation

2 people
7:00 PM
Booked 22 times today
Experiences are available.

About this restaurant

  • Good for special occasions
  • Good for groups
  • Good for business meals
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, Point Judith Calamari en Padella, and the Pesce al Guazzetto with fresh local fish and little neck clams.

Additional information

  • Dining style
    Casual Elegant
  • Price
    $31 to $50
  • Cuisines
    Italian, Contemporary Italian
  • Hours of operation
    Mon–Thu 11:30 am–9:30 pm Fri, Sat 11:30 am–10:00 pm Brunch Sun 10:30 am–2:30 pm Dinner Sun 2:30 pm–9:30 pm
  • Phone number
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Dress code
    Casual Dress
  • Catering
    IL Massimo catering offers full service, custom catering. From large corporate functions to small intimate gatherings we will ensure that your event is memorable and enjoyable for you and your guests.<br />Contact us about your special event today!
  • Private party facilities
    Our private room is available for events 7 days a week for Lunch and Dinner. We have created several party menu options but are also happy to help you create a unique menu that fits your event and budget.
  • Neighborhood
    Dedham
  • Parking details
    There is plenty of Parking at Legacy Place
  • Additional
    Banquet, Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Delivery, Full Bar, Gluten-free Options, Happy Hour, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout, Weekend Brunch, Wheelchair Access, Wine

Experiences

  • 3-Course PRESTO! Lunch Menu

    $24.00 per person

    Multiple dates available
    3-Course PRESTO! Lunch Menu $24/Guest

Offers

  • Half Priced Bar Apps 3:00-6:00

    Multiple dates available
    Mon - Thu - 3:00 PM - 9:30 PM,Fri - Sat - 3:00 PM - 10:00 PM
    Enjoy half priced appetizers Monday-Friday 3:00-6:00 at the bar only!

What 2,936 people are saying

Il Massimo - Legacy Place reviews from people who’ve dined at this restaurant. Based on recent rating.

Overall ratings and reviews

Reviews can only be made by diners who have eaten at this restaurant

4.7
4.7 based on recent ratings
  • 4.6Food
  • 4.8Service
  • 4.6Ambience
  • 4.5Value

NoiseModerate

Review summary

AI-generated from verified diner reviews
Il Massimo at Legacy Place offers a "great experience overall" with exceptional service and a welcoming atmosphere. Guests highlight the delicious Italian cuisine, including standout dishes like "Caprese Tower" and "pasta special." The restaurant is perfect for special occasions with "attentive" staff and memorable cocktails. Highly recommended for a delightful dining experience.
2,936 Reviews
  1. Phil

    Greater Boston2 reviews

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Excellent food, wine selection superb service quiet

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  2. Michael

    Unspecified1 review

    5.0

    Dined 3 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The service was outstanding. We were greeted by friendly hostesses. They were very welcoming . We had Sal as a server. He was very friendly and not over bearing. He gave us good suggestions . We had the Caprese Tower . It was really delicious and the presentation was very beautiful. Loved it. We had the Duck and the chicken Milanese. We were vey happy. Very flavourful and satisfying. We are definitely going back. It was a really good experience. Thanks to the staff the management the servers and everyone that made our experience complete. Highly recommend it.

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  3. Maria

    Unspecified1 review

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Great experience overall! We had a couple specials that were off menu including a rack of lamb and Strawberry Paper Plane. My husband always orders a paper plane and mentioned this was his one of the best ones he has had. The lamb was extremely tender and flavorful. I hope I can return again for it.

    Is this helpful?

  4. Jess

    Unspecified1 review

    5.0

    Dined 4 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    The host was very accommodating with our seating requests. We really appreciate the flexibility. The service was on point: friendly, attentive, and made us feel like we had the best table in the house. Food was also a hit. Overall great experience!

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  5. Jacob

    Unspecified1 review

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    We celebrated a birthday at Il Massimo and couldn’t have picked a better spot. The atmosphere was elegant yet inviting, and the staff went above and beyond to make the night special. It was a packed house on a Thursday night so we are glad we made a reservation. From a thoughtful birthday card on the table to exceptional service throughout the meal, every detail was perfect. The food was outstanding—especially the Aperol & Chili pasta special. I’ve never had anything like it before. The cocktails were just as memorable. A fantastic place for a special occasion!

    Is this helpful?

  6. Sarah

    Unspecified1 review

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our server was warm, attentive, and genuinely seemed to care that we were enjoying our evening. It made the whole experience feel relaxed yet special. The space itself is stylish and modern, but still cozy enough for a date night or a celebratory dinner. Prices are on the higher end, but it’s 100% worth it for the quality, care, and overall experience.

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  7. CJ VIP

    Greater Boston6 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Recently had one of the best Italian meals I’ve had in a long time at Il Massimo in Dedham, and I can’t recommend it enough. From start to finish, everything—from the service to the food to the atmosphere—was on point. We started with the Polpo alla Griglia (charred octopus), and it was incredible. Perfectly tender with just the right amount of char, served over a flavorful bean purée. It set the tone for the rest of the night. For the main course, I ordered the Spaghettoni alla Carbonara, and it honestly blew me away. The guanciale was crispy and rich, the egg sauce was velvety, and the Pecorino brought everything together. It was pure comfort but refined. We were so full we couldn’t even eat dessert but we are looking forward to trying some our next visit :)

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  8. Debi

    Greater Boston23 reviews

    5.0

    Dined 5 days ago

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    One of my favorites. They never disappoint. Fantastic food and I really appreciate not feeling rushed.

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  9. Cennie

    Greater Boston3 reviews

    3.0

    Dined 6 days ago

    1. Overall 3
    2. Food 1
    3. Service 4
    4. Ambience 5
    We were disappointed by the quality of the food. Our order consisted of mostly seafood. However, the quality of the seafood was no fresh.  specially the little clam not only old but seemed to have turned bad and not edible. I will not go back and recommend this place to anyone.

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  10. Donna VIP

    Greater Boston40 reviews

    5.0

    Dined on June 23, 2025

    1. Overall 5
    2. Food 5
    3. Service 5
    4. Ambience 5
    Our waitress was wonderful! Love the Monday night specials.

    Is this helpful?

FAQs

Il Massimo - Legacy Place offers takeout which you can order by calling the restaurant at (781) 493-8113.

Il Massimo - Legacy Place is rated 4.7 stars by 2936 OpenTable diners.

Yes, you can generally book this restaurant by choosing the date, time and party size on OpenTable.

  1. Home
  2. United States
  3. Greater Boston
  4. Boston
  5. Dedham

Make a reservation

2 people
7:00 PM
Booked 22 times today
Experiences are available.
Google Map for Il Massimo - Legacy Place

400 Legacy Place, Dedham, MA 02026

Additional information

  • Neighborhood
    Dedham
  • Hours of operation
    Mon–Thu 11:30 am–9:30 pm Fri, Sat 11:30 am–10:00 pm Brunch Sun 10:30 am–2:30 pm Dinner Sun 2:30 pm–9:30 pm
  • Price
    $31 to $50
  • Cuisines
    Italian, Contemporary Italian
  • Dining style
    Casual Elegant
  • Dress code
    Casual Dress
  • Parking details
    There is plenty of Parking at Legacy Place
  • Payment options
    AMEX, Discover, Mastercard, Visa
  • Additional
    Banquet, Bar/Lounge, Beer, Cocktails, Corkage Fee, Counter Seating, Delivery, Full Bar, Gluten-free Options, Happy Hour, Indoor Fireplace, Non-Smoking, Patio/Outdoor Dining, Patio/Outdoor Dining, Private Room, Takeout, Weekend Brunch, Wheelchair Access, Wine
  • Phone number
  • Catering
    IL Massimo catering offers full service, custom catering. From large corporate functions to small intimate gatherings we will ensure that your event is memorable and enjoyable for you and your guests.<br />Contact us about your special event today!
  • Private party facilities
    Our private room is available for events 7 days a week for Lunch and Dinner. We have created several party menu options but are also happy to help you create a unique menu that fits your event and budget.
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