42
$1,650,000
5 bd · 4 ba · 3,722 sqft
117 Highland, Winchester, MA
Dara Singleton · Better Homes and Gardens Real Estate - The Shanahan Group

No listing photos
4
Beds
3
Baths
3,156
Sqft
1915
Year built
Range $2,000,312 – $2,210,304 · as of October 21, 2026
ATTOM automated valuation model · 55 published estimates over 6.8 years · shaded band is the model's own published low-to-high range
Highest reading $2,123,043 in July 2026; lowest $1,337,053 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$421,062
Estimated monthly payment
$13,456/mo
Loan amount $1,684,246. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
Within 2 miles of this home: 38+ restaurants and cafés, 2 grocery stores, 36+ parks and green spaces, and 33+ transit stops.
Place data from OpenStreetMap.
A Tavola
Italian restaurant · Church Street
Nouvelle Maison Fine Provisions
D'Agostino's Delicatessen
Black Horse Tavern
Waterfield Road
Nourish Your Soul
The Bagel Bar
Starbucks
Main Street
Frozen Hoagies
Main Street
Stop & Shop
Main Street
Whole Foods Market
Cambridge Road
Glen Green
Upper Mystic Lake
Shannon Beach
Mount Pisgah
Ginn Field
West Side Field
Stone Family Playground
Palmer Playground
Cambridge St @ Myopia Rd
Opp 65 Cambridge St @ Winchester Boat Club
65 Cambridge St @ Winchester Boat Club
Cambridge Street @ Robinson Park
Cambridge Street @ High Street
Cambridge Street @ Church Street
26 Cambridge Street
Cambridge Street @ Oneida Road
School ratings (A+ to F) from HJN community data.
Ambrose Elementary School
KG-5 · Regular · Winchester School District
398 students · 12.1:1 student–teacher
Childrens Own School
PK-PK · Montessori
15 students · 3.0:1 student–teacher
McCall Middle School
6-8 · Regular · Winchester School District
1,036 students · 12.6:1 student–teacher
Lincoln Elementary School
KG-5 · Regular · Winchester School District
334 students · 11.1:1 student–teacher
Stratton Elementary School
KG-5 · Regular · Arlington School District
448 students · 12.2:1 student–teacher
Van - Owen Elementary School
KG-5 · Regular · Winchester School District
441 students · 12.5:1 student–teacher
John A. Bishop Elementary School
KG-5 · Regular · Arlington School District
375 students · 12.4:1 student–teacher
Lynch Elementary School
KG-5 · Regular · Winchester School District
426 students · 10.8:1 student–teacher
MLS Property Information Network (MLS PIN)Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.
42
$1,650,000
5 bd · 4 ba · 3,722 sqft
117 Highland, Winchester, MA
Dara Singleton · Better Homes and Gardens Real Estate - The Shanahan Group
New10$1,599,000
3 bd · 3 ba · 1,920 sqft
9 Watson Pl, Winchester, MA
Pirani & Wile Group · Gibson Sotheby's International Realty
37$1,749,000
5 bd · 4 ba · 3,508 sqft
17 Churchill Rd, Winchester, MA
Domingo Medina · Coldwell Banker Realty - Lexington
Price Reduced40$2,149,000
4 bd · 4 ba · 3,570 sqft
19 Hancock Street, Winchester, MA
Vita Realty Group · Compass
Price Reduced41$1,744,000
3 bd · 4 ba · 3,010 sqft
1 Town Way, Winchester, MA
Vita Realty Group · Compass
Price Reduced36$1,749,000
4 bd · 3 ba · 3,757 sqft
85 High Street, Winchester, MA
Catherine Albiani · Better Homes and Gardens Real Estate - The Shanahan Group




