37
$2,495,000
3 bd · 5 ba · 4,235 sqft
3 Toronto Ave, Gloucester, MA
Amanda Armstrong Group · Compass · on 2 MLSs
Est. $16,115/mo$862/sqft · 68 days on Realty
· 11:30 AM–1:00 PM
2
Beds
2
Baths
2,894
Sqft
1920
Built
Set on the coveted waterfront of Eastern Point, this iconic property offers a truly exceptional location overlooking the open Atlantic. During World War II, the home was owned by the U.S. government and served as a lookout station for enemy submarines.The first floor features an inviting open floor plan, with a kitchen flowing into the living and dining areas. A dramatic floor-to-ceiling fieldstone fireplace anchors the living room, while sliders open to a beautiful waterside patio—perfect for enjoying the spectacular setting.The expansive great room, once a garage, offers tremendous flexibility and could be converted back if desired. On the second floor, two generous decks flank the main structure, while a cozy second living room with fireplace provides an intimate retreat. The spacious primary bedroom features a full bath and access to the remarkable outdoor spaces.A spiral staircase leads to the third-floor loft, where the views are truly magnificent, stretching across the open Atlantic. Renovate to your taste or build anew—properties in a setting this rare and extraordinary seldom become available.
Listing agent
Barbara Dugan
Courtesy of Engel & Volkers By the Sea
(978) 317-9240
MLS Property Information Network (MLS PIN) · Listing 73564204
$499,000
Estimated monthly payment
$16,115/mo
Loan amount $1,996,000. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
School ratings (A+ to F) from HJN community data.
Gloucester High School
9-12 · Regular · Gloucester School District
776 students · 10.1:1 student–teacher
East Veterans Elementary School
KG-5 · Regular · Gloucester School District
451 students · 11.3:1 student–teacher
Gloucester Preschool
EE-PK · Regular · Gloucester School District
101 students · 10.1:1 student–teacher
O'Maley Innovation Middle School
6-8 · Regular · Gloucester School District
619 students · 11.4:1 student–teacher
Faith Christian School
PK-8 · Regular
29 students · 5.8:1 student–teacher
West Parish Elementary School
KG-5 · Regular · Gloucester School District
382 students · 13.2:1 student–teacher
Beeman Memorial Elementary School
KG-5 · Regular · Gloucester School District
292 students · 9.6:1 student–teacher
MLS Property Information Network (MLS PIN)This content last refreshed on 2026-10-23 19:48:02 UTC. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
37
$2,495,000
3 bd · 5 ba · 4,235 sqft
3 Toronto Ave, Gloucester, MA
Amanda Armstrong Group · Compass · on 2 MLSs
Price Reduced38$1,850,000
3 bd · 4 ba · 2,571 sqft
18R Starknaught Heights #a, Gloucester, MA
Nest | Syndi Zaiger Group · Compass
Price Reduced38$1,999,000
3 bd · 3 ba · 3,140 sqft
70 Grapevine Road #B, Gloucester, MA
Brackett Janis Group · Engel & Volkers By the Sea


Within 2 miles of this home: 3 restaurants and cafés, 17 parks and green spaces, and 12 transit stops.
Place data from OpenStreetMap.
The Studio
Rocky Neck Avenue
Duckworth's Bistrot
East Main Street
Fort Square Cafe
Eastern Point Wildlife Sanctuary
Robbins
Niles Pond
Niles Beach
Seine Field
Rocky Neck Beach
Keith Trefry Park
Atwater Reservation
Niles Beach
Eastern Point and Grapevine Roads
Atlantic & Grapevine Roads
East Main St. & Rocky Neck Avenue
Atlantic & High Popples Roads
Western Avenue & Stillington Drive
Castle Hill Road
Ravenswood Park