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
6
Beds
4.5
Baths
4,057
Sqft
1910
Year built
Range $2,138,532 – $2,431,720 · as of August 30, 2026
ATTOM automated valuation model · 55 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $2,685,049 in July 2025; lowest $1,465,511 in April 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$457,025
Estimated monthly payment
$14,596/mo
Loan amount $1,828,101. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
School ratings (A+ to F) from HJN community data.
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
St Mary's School
PK-KG · Early Childhood Program/Child Care Center
9 students · 9.0:1 student–teacher
The Wilder School
UG-UG · Alternative/Other
2 students · 1.8:1 student–teacher
Medford High School
9-12 · Regular · Medford School District
1,195 students · 9.2:1 student–teacher
Winchester High School
9-12 · Regular · Winchester School District
1,404 students · 14.8:1 student–teacher
Ambrose Elementary School
KG-5 · Regular · Winchester School District
398 students · 12.1:1 student–teacher
Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

MLS Property Information Network (MLS PIN)Within 2 miles of this home: 39+ restaurants and cafés, 2 grocery stores, 37+ parks and green spaces, and 33+ transit stops.
Place data from OpenStreetMap.
Black Horse Tavern
Waterfield Road
A Tavola
Italian restaurant · Church Street
Nouvelle Maison Fine Provisions
D'Agostino's Delicatessen
First House Pub
Frozen Hoagies
Main Street
Nourish Your Soul
Starbucks
Main Street
Stop & Shop
Main Street
Whole Foods Market
Mystic Valley Parkway
Brooks Parkhurst Town Forest
Ginn Field
Stone Family Playground
Shannon Beach
Dennett Park
Mystic Valley Parkway
Manchester Field
Brooks Estate
Main Street @ Ridgefield Road
Main Street @ Everell Road
Main Street @ Marshall Road
Main Street @ Madison Avenue West
Main Street @ Highland Avenue
Main Street opposite Highland Avenue
Main Street @ Chestnut Street
Main Street @ Lincolnshire Way