3 Upwey Rd, Wellesley, MA 02481
OFF MARKET

3 Upwey Rd
Wellesley, MA 02481

  • 4 Beds
  • 3 Baths
  • 2,046 sqft (on 0.33 acres)

$1,880,800

Trulia Estimate
as of Jul 6, 2026

$1,880,800

Trulia Estimate
as of Jul 6, 2026
4 Beds
3 Baths
2,046 sqft
(on 0.33 acres)

Local Information

  • Map ViewExplore the area around 3 Upwey Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

This single-family home is located at 3 Upwey Rd, Wellesley, MA. 3 Upwey Rd is in Wellesley, MA and in ZIP code 02481. This property has 4 bedrooms, 3 bathrooms and approximately 2,046 sqft of floor space. This property has a lot size of 0.33 acres and was built in 1938.
3 Upwey Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,046 sqft single-family home built in 1938. It last sold for $1,025,000 on May 15, 2014. It is currently off market. The Trulia Estimate is $1,880,800, with a rent estimate of $6,526/month.

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 3 Upwey Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Dining Room, Family Room, Master Bath, PantryCeiling Fan
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: MetalLawnPatio
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1938Year Updated: 1995
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price History for 3 Upwey Rd

DatePriceEventSource
05/15/2014$1,025,000Sold
N/A
03/31/2014$875,000PendingAgent Provided
03/25/2014$875,000Listed For SaleAgent Provided

Market trends in Wellesley

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
111
3MoM
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Property Tax and Assessment

Year2025
Tax$14,690
Assessment$1,429,000
Home facts updated by county records

Comparable Sales for 3 Upwey Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
15 Clifton Rd, Wellesley, MA
0.22
Single-Family Home
$1,635,650
04/16/26
4
2.5
2,112
35 Windemere Rd, Wellesley, MA
0.16
Single-Family Home
$1,275,000
07/30/25
3
2.5
1,774
33 Upwey Rd, Wellesley, MA
0.14
Single-Family Home
$1,850,000
07/31/25
4
2.5
3,346
500 Worcester St, Wellesley, MA
0.39
Single-Family Home
$1,340,000
08/28/25
4
2.5
3,257
10 Alba Rd, Wellesley, MA
0.19
Single-Family Home
$1,380,000
02/27/26
3
2
1,566
4 Arnold Rd, Wellesley, MA
0.21
Single-Family Home
$1,750,000
09/23/25
4
2.5
3,156
345 Linden St, Wellesley, MA
0.07
Single-Family Home
$2,600,000
05/29/26
4
3.5
4,016
4 Southwick Cir, Wellesley, MA
0.23
Single-Family Home
$1,690,000
11/20/25
3
1.5
2,014
14 Twitchell St, Wellesley, MA
0.45
Single-Family Home
$1,525,000
02/02/26
4
2.5
1,812
32 Donizetti St, Wellesley, MA
0.42
Single-Family Home
$1,610,000
01/27/26
4
2.5
1,958

Nearby homes

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Assigned Schools

These are the assigned schools for 3 Upwey Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Wellesley

At least 124 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 87 % Say parking is easy

  • 85 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 80 % Say car is needed

  • 79 % Say there are sidewalks

  • 76 % Say kids play outside

  • 75 % Say there's holiday spirit

  • 74 % Say streets are well-lit

  • 73 % Say there's wildlife

  • 72 % Say it's quiet

  • 70 % Say they plan to stay for at least 5 years

  • 67 % Say it's walkable to restaurants

  • 66 % Say neighbors are friendly

  • 65 % Say there are community events

  • 63 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Mike Holiday
    "Everyone walks their dogs and lets their dogs say hello, most often. People know each other. It’s a great community"
    0
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  • Emilyperrottet
    "Nothing. It’s a changing neighborhood with a mix of old and new homes. Most of the homes are old and run down. "
    0
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  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
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  • Trulia User
    "Lots of trails and other dogs in the area, many pet stores in the area as well. Dogs are well behaved and friendly. "
    0
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  • Shirley L.
    "The walking paths and yearly town celebrations are wonderful! A great sense of community and great schools. "
    0
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  • Sdipietro369
    "I am a visitor to this area. The neighborhood seems very nice with Babson College right around the corner. Shops within a close distance. "
    3
    Flag
  • Katrina C.
    "You feel you're kids are safe here in town. Everyone is friendly and we're all neighbors. It's a lovely town with a community feeling. "
    2
    Flag
  • Jamie.solomon1
    "I lived in Weston for two years and it’s a delightful town, with gorgeous land and large houses. Usually at least an acre"
    1
    Flag
  • Cmt138
    "Great access to commuter rail from either Wellesley Square or Wellesley Hills. Easy 10-15 min walk. Better parking from Wellesley Square. Usually takes about 1/2 hour to Back Bay. Driving into Boston can take a little more time with traffic to cross town to Mass Pike."
    2
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  • Laura M.
    "There are lots of dogs in our neighborhood- people walk them all the time. Dogs are welcome at Morse’s pond in the off season. "
    1
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  • Bruce C.
    "Lots of other dog owners who walk their dogs all the time. Also plenty of space to run with dogs on a trail or away from streets. "
    1
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  • Keith S.
    "Lots of trails and public spaces. Nationally acclaimed colleges. Variety of great shops and restaurants."
    0
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  • Srodousakis
    "Wellesley is a beautiful but very privileged neighborhood. It is very safe and people are friendly. Schools are great! There is a cute downtown and generally it’s a great place to raise kids. "
    0
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  • Molly R.
    "i love my neighborhood. everyone is so kind and welcoming. we often times have little gatherings or block parties. everyone knows each other and we are a very close community. "
    0
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  • Victoria V.
    "That I live on route 16 and nobody lets me out of my driveway in the morning and I have to leave for work an hour early just because of that."
    0
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Off Market Homes Near 3 Upwey Rd

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