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Keith Wade at 603-818-7976.
Keith Wade at 603-818-7976.Show all 42 photos
For Sale · 101 days↗ Share♡ Favorite
$2,295,000↓ $54K price cut 07-21-2026
38 Upwey Rd, Wellesley, MA 02481 Wellesley
SFR
Home Highlights
2‑Car Garage
Finished Basement991 finished sq ft
Fireplace2 fireplaces
$608 per Sq Ft6% below the Wellesley median ($645)
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.
Read moreKey Details
MLS #73546333
Monthly HOA$0
Price / Sq Ft$608
Property TypeSingle Family
Subdivision
Tax (2026)$19,913
Assessed Value$1,958,000
How This Home Compares
vs. the 107 homes for sale in WellesleyPrice$2,295,000
Median $2,280,000
$675,000
$8,995,000
About the same as the median Wellesley home.
Price per Sq Ft$608
Median $645
$330
$2,121
6% below the median Wellesley home ($645).
Home Size3,776 sq ft
Median 3,813 sq ft
1,136 sq ft
10,318 sq ft
About the same as the median Wellesley home.
Lot Size0.31 acres
Median 0.37 acres
0.11 acres
3.06 acres
18% smaller than the median Wellesley home (0.37 acres).
Days on Market101 days
Median 38 days
2 days
519 days
On the market longer than most homes here (38 days median).
38 Upwey Rd at a Glance
MLS# 73546333
Offered at $2,295,000, this 4 bed, 3.5 bath home has 3,776 square feet of living space and was built in 1993. It sits in Wellesley, zoned for Sprague Elementary School, Wellesley Middle School and Wellesley High School.
Want to see it in person? Schedule a showing or call Keith Wade at 603-818-7976.
Property Details
Building and Construction
- Total Square Feet Living3,776
- Year Built1993
- Above Grade Finished Area2,785
- BelowGradeFinishedArea991
- Building Area Total3,776
- Building Area UnitsSquare Feet
- Foundation DetailsConcrete Perimeter
- Property Age33
- Year Built DetailsActual
- Year Built SourcePublic Records
- Architectural StyleColonial
Bedrooms and Bathrooms
- Bedrooms4
- Total Bathrooms3.5
- Full Bathrooms3
- 1/2 Bathrooms1
- Primary Bathroom Features
Other Rooms
- Total Rooms9
- Basement FeaturesPartial, Finished
Heating and Cooling
- Cooling FeaturesCentral Air
- Heating FeaturesForced Air, Natural Gas
- Heating
- Number of Fireplaces2
Land Info
- Lot Size Acres0.307805
- Lot Size Square Feet13,408
Homeowners Association
- AssociationNo
- Calculated Total Monthly Association Fees0
Amenities and Community Features
- Community FeaturesPublic Transportation, Shopping, Highway Access, Public School
Other Property Info
- Annual Tax Amount19,193
- Source Listing StatusUnder Agreement
- CountyNorfolk County
- DirectionsLinden Street to Upwey Rd. Home on the Left.
- Tax Year2026
- Source Property TypeResidential
- Home WarrantyNo
- Parcel Number260477
- ZoningSR10
- Property SubtypeSingle Family Residence
Utilities
- SewerPublic Sewer
- Water SourcePublic
Schools Zoned for This Home
Wellesley School District
elementary · K-5Photo: webSprague Elementary School
9/10
middle · 6-8Photo: webWellesley Middle School
8/10
high · 9-12Photo: webWellesley High School
10/10
Mortgage Calculator
For 38 Upwey Rd, Wellesley, MA 02481Estimated Monthly Payment
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Rate from today's national average (7.28%). Includes estimated property taxes and HOA; homeowners insurance not included. An estimate, not a loan offer.
Price History
Listed For
$2,295,000on 07-21-2026
Last Sold $660,000 on 08-10-1995
First Recorded Sale $526,280 in 1993
SoldListed
| Date | Event | Price | Change |
|---|---|---|---|
| 07-21-2026MLSPrice Changed | Price Changed | $2,295,000 | −$54,000−2.3% |
| MLSListed | Listed | $2,349,000 | +$1,689,000+255.9% |
| 08-10-1995Public RecordSold | Sold | $660,000 | +$133,720+25.4% |
| 09-03-1993Public RecordSold | Sold | $526,280 | — |
2026 Property Tax
$19,913per year
Assessed Value $1,958,000
Tax records back to 2003
| Year | Property Tax | Assessed Value |
|---|---|---|
| 2026 | $19,913 | $1,958,000 |
| 2025 | $19,193 | $1,867,000 |
| 2024 | $18,145 | $1,743,000 |
| 2023 | $17,885 | $1,562,000 |
| 2022 | $16,457 | $1,409,000 |
| 2021 | $16,192 | $1,378,000 |
| 2020 | $14,982 | $1,296,000 |
| 2019 | $14,624 | $1,264,000 |
| 2018 | $15,224 | $1,274,000 |
| 2017 | $15,020 | $1,274,000 |
| 2015 | $14,022 | $1,213,000 |
| 2014 | $13,583 | $1,177,000 |
| 2006 | $10,408 | $1,251,000 |
| 2005 | $9,895 | $1,178,000 |
| 2004 | $7,935 | $927,000 |
| 2003 | $7,202 | $887,000 |
Sale prices from public records; list prices from the MLS. Taxes shown are for the prior owner and can change after a sale.
38 Upwey Rd FAQ
At $2,295,000, the asking price of 38 Upwey Rd is 0.7% above the median asking price of $2,280,000 for homes for sale in Wellesley.
- Its price per square foot is $608, 5.8% below the median of $645 for homes for sale in Wellesley.
- That is the 40th lowest price per square foot of the 102 homes for sale in Wellesley that list their size.
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Listing Information Last Updated 10-17-2026