Price Reduced33
$849,000
4 bd · 3 ba · 1,952 sqft
37 Winter St, Wayland, MA
Maura Rodino · Berkshire Hathaway HomeServices Commonwealth Real Estate

No listing photos
3
Beds
3.5
Baths
2,014
Sqft
1956
Year built
Range $929,161 – $1,031,599 · as of August 30, 2026
ATTOM automated valuation model · 54 published estimates over 6.7 years · shaded band is the model's own published low-to-high range
Highest reading $1,189,489 in January 2025; lowest $748,620 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$196,076
Estimated monthly payment
$6,403/mo
Loan amount $784,304. Estimate only — your actual rate and payment depend on credit, location, and lender.
2026 roll
School ratings (A+ to F) from HJN community data.
Loker Elementary School
KG-5 · Regular · Wayland School District
359 students · 12.4:1 student–teacher
Happy Hollow Elementary School
KG-5 · Regular · Wayland School District
330 students · 11.6:1 student–teacher
Veritas Christian Academy
PK-8 · Regular
157 students · 7.7:1 student–teacher
Wayland Middle School
6-8 · Regular · Wayland School District
662 students · 11.3:1 student–teacher
Wayland High School
9-12 · Regular · Wayland School District
803 students · 10.9:1 student–teacher
Brandon School & Residental Treatment
5-12 · Special Education
45 students · 5.0:1 student–teacher
The Children's Way Preschool
PK-PK · Regular · Wayland School District
52 students · 11.6:1 student–teacher
Primrose School of Natick
PK-TKG · Early Childhood Program/Child Care Center
10 students · 10.0:1 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.
Price Reduced33
$849,000
4 bd · 3 ba · 1,952 sqft
37 Winter St, Wayland, MA
Maura Rodino · Berkshire Hathaway HomeServices Commonwealth Real Estate
Price Reduced41$849,000
2 bd · 3 ba · 1,923 sqft
7 Castle Gate Road, Wayland, MA
The Semple & Hettrich Team · Coldwell Banker Realty - Sudbury
New41$1,095,000
3 bd · 3 ba · 2,450 sqft
9 Training Field Road, Wayland, MA
Christian Iantosca Team · Arborview Realty Inc.
New39$1,029,721
3 bd · 3 ba · 1,144 sqft
6 Aqueduct Rd, Wayland, MA
Albeiro Lopera · United Brokers
22$889,900
3 bd · 3 ba · 2,276 sqft
26 Red Barn Rd, Wayland, MA
Nilton Lisboa · Lisboa Realty
Price Reduced21$935,000
4 bd · 2 ba · 1,497 sqft
38 Hawthorne Rd, Wayland, MA
Diane Paolini · Coldwell Banker Realty - Sudbury





Within 2 miles of this home: 16 restaurants and cafés, 1 grocery store, 40+ parks and green spaces, and 3 transit stops.
Place data from OpenStreetMap.
The Dudley Chateau
Crest Road
Mel's Commonwealth Cafe
The Villa Restaurant
East Plain Street
Dunkin
East Plain Street
Liberty Pizza
110 Grill
American restaurant · Main Street
Domino's
Main Street
Starbucks
Main Street
Donelan's
Deverell Parcel
Swiedler Gift
Hamlen Woods
Hobbs Road
Moon Conservation Restriction
Schoenfield Property
Greenways Conservation Area
Old Wayland Reservoir
Route 27 & Route 30 - Cochituate
Dairy Queen
East Natick Industrial Park