New23
$1,995,000
4 bd · 4 ba · 3,216 sqft
186 Oakland Street, Wellesley, MA
No listing photos
5
Beds
4.5
Baths
3,642
Sqft
2016
Year built
Range $2,136,419 – $2,267,735 · as of April 19, 2026
ATTOM automated valuation model · 52 published estimates over 6.3 years · shaded band is the model's own published low-to-high range
Highest reading $2,411,609 in August 2025; lowest $1,677,653 in January 2020. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.
$440,415
Estimated monthly payment
$13,456/mo
Loan amount $1,761,662. Estimate only — your actual rate and payment depend on credit, location, and lender.
2025 roll
Within 2 miles of this home: 37+ restaurants and cafés, 5 grocery stores, 33+ parks and green spaces, and 28+ transit stops.
Place data from OpenStreetMap.
Great Wok
Worcester Street
Brothers Pizza
Reservoir Street
Virgilio’s Echo Bridge
BrickFire Pizza Co
Biltmore
Little Luke’s Cafe
Chestnut Street
Acapulcos
Mexican restaurant · First Avenue
Stone L’Oven Pizza Co
Beacon Street
Waban Market
Windsor Road
Baza Gourmet Foods & Spirits
Tower Road
Trader Joe's
Highland Avenue
Volante Farms
Forest Street
Sudbury Farms
Highland Avenue
Wellesley Conservation Land
Fiske Upper Playground
Fiske Lower Playground
Barton Road Playground
Town Forest
Wellesley Town Forest
Ouellet Park
Longfellow Pond
Central Ave @ Webster Ave
Central Ave @ Parkland Rd
Central Ave @ Noanette Rd
Webster St @ Central Ave
Central Ave @ Gould St
Central Ave @ Saint Mary St
Central Ave @ Hampton Ave
Cedar Street
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.
New23
$1,995,000
4 bd · 4 ba · 3,216 sqft
186 Oakland Street, Wellesley, MA
38$1,925,000
4 bd · 3 ba · 2,896 sqft
40 Kimlo Rd, Wellesley, MA
Price Reduced39$1,795,000
4 bd · 4 ba · 3,200 sqft
126 Walnut St #126, Wellesley, MA
Price Reduced37$2,280,000
5 bd · 5 ba · 3,600 sqft
37 Oakland St, Wellesley, MA
35$2,095,000
4 bd · 3 ba · 3,330 sqft
42 Sheridan Rd, Wellesley, MA
Price Reduced42$2,295,000
4 bd · 4 ba · 3,776 sqft
38 Upwey Rd, Wellesley, MA




