38 Upwey Rd, Wellesley MA 02481
Wellesley, MA 02481
$2,349,000
$2,295,000
Est. $13,404/month
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About this home
Welcome to 38 Upwey Road, offering generous living space, a flexible floor plan and an unbeatable Wellesley location. Built in 1993, this 4-bedroom, 3.5 bath home offers three finished levels, an oversized 2-car garage and a bright, open-concept floor plan. Newly refreshed, the kitchen features brand-new countertops and appliances, while recent roof and system updates offer added peace of mind. A dedicated home office provides the perfect work-from-home space. The walk-out lower level adds tremendous versatility with a spacious recreation area, full bath and wine storage room. Enjoy a private backyard while being just moments from Linden Square, Wellesley’s commuter rail, schools and major commuting routes. A wonderful opportunity to enjoy space, convenience and a prime Wellesley location.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
2.3%
Price Range
Property Timeline
Price Reduced
Jul 21, 2026
$2,295,000
$54,000
(-2.3%)
From $2,349,000 to $2,295,000 (-2.3%)
Listed for Sale
Jul 8, 2026
$2,349,000
Original listing
Office: Berkshire Hathaway HomeServices Town and Country Real Estate
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/21/2026 | ↓ Price Reduced | $2,295,000 | $54,000 | - | From $2,349,000 to $2,295,000 (-2.3%) |
| 07/08/2026 | 🏠 Listed for Sale | $2,349,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $19,193 | $1,867,000 |
Financial Details
Annual Property Tax
$19,193
Tax Year 2026
Assessed Value
$1,867,000
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1993
Living Area
3,776 sq ft
Lot Size
0.31 acres
Bedrooms
4
Full Baths
3
Half Baths
1
Total Rooms
9
Interior
Heating
Forced Air, Natural Gas
Cooling
Central Air
Flooring
None
Appliances
None
Fireplace
None
Fireplaces
2
Basement
Partial, Finished
Laundry
None
Features
None
Exterior
Construction
None
Architecture
Colonial
Roof
None
Features
None
Pool
None
Spa
None
Fencing
None
Patio/Porch
None
Parking
Garage Spaces
2
Has Garage
Yes
Features
None
Total Spaces
6
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
None
Financial
Annual Tax
$19,193
Assessed Value
$1,867,000
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Recording Devices In Use On Property. Seller Willing To Leave Basement Audio/visual Set Up, Ping Pong Table And 2 Bedroom Sets As Gifts To Buyer.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
House Color
Brick
Sq Ft Source
Measured
Documents
None
County
Norfolk
Total market time (incl. prior listings)
38 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1993
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
1
Living Area
3,776 sq ft
Total Rooms
9
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,785 sq ft above grade
991 sq ft below grade
FeaturesYes
Display Options
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Partial, Finished
Laundry:
Security:
Construction & Materials
Style:
Colonial
Year Built:
1993
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Natural Gas
Cooling:
Central Air
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features:
Other
Road Surface:
Parking & Garage
Garage Spaces:
2
Total Parking Spaces:
6
Parking Features:
Special Features
Fireplaces:
2
Fireplace Type:
Community Amenities:
Public Transportation, Shopping, Highway Access, Public School
Nearby Schools
School District
Wellesley School District local
A+
Where Graduates Go
Class of 2021
81%
attend college
78%
4-Year
3%
2-Year
56%
Out of State
2%
Working
School Safety
2024-25
0.3%
Low
0.3%
Suspensions
0.5%
In-School
5.2% below state avg
Elementary Schools
10 schools
Star Academy Boston (Wellesley Campus)
0.7 mi
Grades PK-12
Tenacre Country Day School
1.4 mi
Grades PK-06
St. John the Evangelist School
1.7 mi
Grades PK-06
A
Sprague Elementary School
0.7 mi
|
#165 of 824
|
Score: 56.3
Dropped 129 spots from last year
-1.9 below state avg
289 students
Diverse
Diverse Student Body
Grades K-05
A
Hunnewell School
0.9 mi
|
#162 of 824
|
Score: 56.6
Dropped 73 spots from last year
-1.6 below state avg
294 students
Moderate
Strong Attendance
Grades K-05
A
Katharine Lee Bates School
1.1 mi
|
#119 of 824
|
Score: 58.1
Dropped 114 spots from last year
-0.2 below state avg
286 students
Moderate
Strong Attendance
Grades K-05
A+
John D Hardy School
1.2 mi
|
#51 of 824
|
Score: 62.2
Dropped 23 spots from last year
+4 above state avg
280 students
Diverse
Diverse Student Body
Strong Attendance
Grades K-05
A
Schofield School
1.9 mi
|
#141 of 824
|
Score: 57.4
Dropped 77 spots from last year
-0.9 below state avg
291 students
Diverse
Strong Attendance
Grades K-05
Preschool at Wellesley Schools
1.9 mi
87 students
Diverse
Diverse Student Body
Grades PK
A+
Joseph E Fiske School
2.0 mi
|
#32 of 824
|
Score: 63.6
Improved 28 spots from last year
+5.4 above state avg
278 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades K-05
Middle Schools
1 school
A+
Wellesley Middle School
0.3 mi
|
#7 of 352
|
Score: 64.5
Same rank as last year
+6.3 above state avg
919 students
Diverse
Strong Attendance
Grades 06-08
High Schools
3 schools
Dana Hall School
1.2 mi
Grades 06-12
A+
Wellesley Sr High School
0.5 mi
|
#28 of 346
|
Score: 71.3
Improved 63 spots from last year
+13.1 above state avg
1,262 students
Diverse
20 sports
• 2,762 athletes
Strong AP Program
High Graduation Rate
Rising School
Strong Athletics
Grades 09-12
North American Hockey Academy
1.7 mi
Grades 09-12
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Including down payment
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Down: $0
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Monthly Payment Breakdown
Principal & Interest
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Property Tax
$1,599
Homeowners Insurance
$200
PMI (if <20% down)
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Loan Summary
Total of 360 payments
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Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
38 Upwey Rd, Wellesley MA 02481
Wellesley, MA 02481
Listing Information
Listing Agent
Erica Lockberg
Listing Office
Berkshire Hathaway HomeServices Town and Country Real Estate
Office Phone
781-237-8787
Agent MLS ID
CT007480
Office MLS ID
AN1049
Listing Data Updated
Aug 15, 2026 4:42 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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