Location

Nearby schools

School ratings (A+ to F) from HJN community data.

Wellesley Middle School
6-8 · Regular · Wellesley School District
919 students · 9.0:1 student–teacher
Wellesley Middle School school rating: A 0.3 mi
Wellesley High School
9-12 · Regular · Wellesley School District
1,262 students · 10.8:1 student–teacher
Wellesley High School school rating: A+ 0.4 mi
Montessori Day School of Wellesley Hills
PK-TKG · Montessori
5 students · 1.6:1 student–teacher
0.6 mi
Isaac Sprague Elementary School
KG-5 · Regular · Wellesley School District
289 students · 11.7:1 student–teacher
Isaac Sprague Elementary School school rating: A 0.7 mi
Horatio H. Hunnewell Elementary School
KG-5 · Regular · Wellesley School District
294 students · 10.6:1 student–teacher
Horatio H. Hunnewell Elementary School school rating: A 0.8 mi
Dana Hall School
5-12 · Regular
483 students · 8.5:1 student–teacher
1.0 mi
Katharine Lee Bates Elementary School
KG-5 · Regular · Wellesley School District
286 students · 12.9:1 student–teacher
Katharine Lee Bates Elementary School school rating: A- 1.2 mi
Tenacre Country Day School
PK-6 · Regular
180 students · 4.7:1 student–teacher
1.3 mi

Nearby places

Within 2 miles of this home: 38+ restaurants and cafés, 4 grocery stores, 38+ parks and green spaces, and 12 transit stops.

Place data from OpenStreetMap.

Food & drink

The Local
American restaurant · Forest Street
0.3 mi
Le Petit Four
Washington Street
0.3 mi
The Captain's Table & TakeAway
Linden Street
0.3 mi
Dunkin
Linden Street
0.4 mi
Pho Station
Vietnamese restaurant · Washington Street
0.4 mi
Caffè Nero
Washington Street
0.5 mi
The Cottage
American restaurant · Linden Street
0.5 mi
Qdoba
Mexican restaurant · Linden Street
0.5 mi

Groceries

Whole Foods Market
Washington Street
0.3 mi
Roche Bros
Linden Street
0.6 mi
Fells Market
Weston Road
1.5 mi
Volante Farms
Forest Street
2.0 mi

Parks & recreation

Abbott Pond Land
0.3 mi
Hunnewell Fields
0.3 mi
Skating Pond
0.3 mi
Morton Park
0.5 mi
Devil's Slide
0.5 mi
Sprague Field
0.6 mi
Phillips Park
0.6 mi
Duck Pond
0.6 mi

Transit

Whole Foods
0.2 mi
Wellesley Hills
0.4 mi
Wellesley Senior Center
0.5 mi
Wellesley Square
0.8 mi
Central/Cross Sts
0.9 mi
Forest St. Post Office
1.2 mi
Wellesley Farms
1.2 mi
Wellesley Farms Inbound Platform
1.3 mi

The 02481 market

Homes for sale: 27
Median list price: $2,150,000

Similar homes nearby

See all in 02481

Price Reduced35Active
$2,045,000
4 bd · 3 ba · 3,330 sqft
42 Sheridan Rd, Wellesley, MA

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

No listing photos

2 Upwey Rd, Wellesley MA 02481

3

Beds

3

Baths

2,596

Sqft

1938

Year built

Estimated value: $1,959,941

Range $1,834,833 – $2,085,049 · as of April 19, 2026

How this estimate has moved

ATTOM automated valuation model · 52 published estimates over 6.3 years · shaded band is the model's own published low-to-high range

$1,264,397 January 2020$1,959,941 April 2026

Highest reading $2,331,256 in December 2024; lowest $1,171,976 in February 2024. The vertical scale starts at the series' own low, not at zero — it is drawn to show movement, not absolute size.

Public records

3 beds
3 baths
2,596 sqft
11,644 sqft lot
Built 1938
Stories: 2
Use: RESIDENTIAL
APN WELL M:097 R:033 S:

Estimate your monthly payment

Home price

Down payment (20%)

$391,988

Loan term

Interest rate (%)

Property tax (%/yr)

Home insurance ($/yr)

HOA ($/mo)

Estimated monthly payment

$12,041/mo

Principal & interest$10,128

Property tax$1,797

Home insurance$117

Loan amount $1,567,953. Estimate only — your actual rate and payment depend on credit, location, and lender.

Tax history

2025 roll

Land: $1,020,000
Structure: $366,000
Assessed total: $1,386,000
County market value: $1,872,260
Property tax billed: $14,248

Sale & deed history

March 6, 2015Arm's-length$964,000
February 14, 2011Not an arm's-length transfer—
November 16, 2004Arm's-length$699,900
September 1, 1995Not an arm's-length transfer—
December 1, 1993Not an arm's-length transfer—

The 02481 market

Homes for sale: 27
Median list price: $2,150,000

Nearby schools

School ratings (A+ to F) from HJN community data.

Similar homes nearby

See all in 02481

Price Reduced35Active
$2,045,000
4 bd · 3 ba · 3,330 sqft
42 Sheridan Rd, Wellesley, MA

Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.

38Active

$1,925,000

4 bd · 3 ba · 2,896 sqft

40 Kimlo Rd, Wellesley, MA

23Active

$1,995,000

4 bd · 4 ba · 3,216 sqft

186 Oakland Street, Wellesley, MA

37Active

$1,395,000

4 bd · 3 ba · 1,800 sqft

560 Worcester St, Wellesley, MA

Price Reduced39Active

$1,795,000

4 bd · 4 ba · 3,200 sqft

126 Walnut St #126, Wellesley, MA

20Active

$1,950,000

3 bd · 2 ba · 1,595 sqft

53 Elmwood Rd, Wellesley, MA

Sources for the nearby listings shown on this page

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-02 18:47:00 UTC