33 Upson Rd, Wellesley, MA 02482
Property image
Property image
OFF MARKET

33 Upson Rd
Wellesley, MA 02482

  • 5 Beds
  • 3.5 Baths
  • 3,826 sqft (on 0.30 acres)

$2,298,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $13,787/mo*
Refinance Your Home

$2,298,900

Trulia Estimate
as of Aug 18, 2026
Est. Refi. Payment $13,787/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,826 sqft
(on 0.30 acres)

Home Value

Trulia Estimate
$2.3M
Since last month
Decreased$49K (-2.1%)
Since last year
Increased$51K (+2.3%)
Since last sale
Increased$449K (+24.3%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +91% in the last 10 years
MonthEstimated value
2026
August 2026$2.3M
July 2026$2.35M
June 2026$2.33M
May 2026$2.32M
April 2026$2.31M
March 2026$2.33M
February 2026$2.23M
January 2026$2.2M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
50 Upson Rd, Wellesley, MA
0.09
Single-Family Home
$2,280,000
12/03/25
4
3.5
3,524
53 Mayo Rd, Wellesley, MA
0.18
Single-Family Home
$2,000,000
10/15/25
4
3.5
2,993
7 Oakdale Ave, Wellesley, MA
0.19
Single-Family Home
$1,820,000
05/29/26
4
2.5
2,807
30 Colby Rd, Wellesley, MA
0.21
Single-Family Home
$1,600,000
12/11/25
4
2.5
2,520
25 Bryn Mawr Rd, Wellesley, MA
0.22
Single-Family Home
$2,325,000
08/18/25
5
3.5
4,072
50 Parker Rd, Wellesley, MA
0.17
Single-Family Home
$1,600,000
11/14/25
4
2.5
2,147
428 Weston Rd, Wellesley, MA
0.33
Single-Family Home
$1,497,200
12/09/25
5
3.5
2,558
20 Parker Rd, Wellesley, MA
0.26
Single-Family Home
$2,825,000
04/14/26
6
3.5
4,393
99 Parker Rd, Wellesley, MA
0.15
Single-Family Home
$2,315,000
08/04/26
4
3
4,799
8 Oakdale Ave, Wellesley, MA
0.16
Single-Family Home
$3,070,000
07/22/26
5
5
5,073

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
25 Upson Rd, Wellesley, MA 02482
0.04
$1,878,400
4
3.5
2,956
Off Market
40 Upson Rd, Wellesley, MA 02482
0.04
$1,498,200
3
2
1,849
Off Market
14 Princeton Rd, Wellesley, MA 02482
0.05
$3,176,200
5
4.5
4,950
Off Market
46 Upson Rd, Wellesley, MA 02482
0.06
$1,309,200
2
1
1,092
Off Market
45 Upson Rd, Wellesley, MA 02482
0.06
$2,243,800
4
3.5
2,500
Off Market
77 Parker Rd, Wellesley, MA 02482
0.08
$1,554,500
4
2.5
2,390
Off Market
50 Upson Rd, Wellesley, MA 02482
0.09
$2,280,000
4
3.5
3,524
Recently Sold
92 Parker Rd, Wellesley, MA 02482
0.12
$1,774,500
3
2.5
1,812
Off Market
3 Colby Rd, Wellesley, MA 02482
0.12
$2,460,400
4
4.5
3,161
Off Market
68 Parker Rd, Wellesley, MA 02482
0.12
$3,310,700
5
5
4,857
Off Market
98 Parker Rd, Wellesley, MA 02482
0.14
$1,810,400
3
3
2,495
Off Market
99 Parker Rd, Wellesley, MA 02482
0.15
$2,315,000
4
3
4,799
Recently Sold

Local Information

  • Map ViewExplore the area around 33 Upson Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2001
Lot Size
0.3 acres
Living Area
3,826 sqft
Price/Sqft
$601
Parking
Garage

About this House

Young custom built colonial features spectacular 2018 top-of-the-line kitchen! Miles of tasteful cabinetry and huge center island are complimented by the 6 burner Thermador range with double ovens, built-in Gaggenau coffee/espresso station and more! Entertaining is a breeze in the open concept kitchen/family room and massive dining room. On the second floor you will find four generous bedrooms including the primary suite with spacious master bath. The third floor delivers a punch with full bath and a flexible layout including a bedroom or office plus media room. You will find high ceilings through out and a two-car garage. Enjoy sounds of nature and peaceful woodland views from the rear deck. Potential for even more space in the unfinished lower level. All this tucked away on a quiet cul de sac abutting conservation land, yet with easy access to all major routes.
33 Upson Rd, Wellesley, MA 02482 is a 5 bedroom, 4 bathroom, 3,826 sqft single-family home built in 2001. It last sold for $1,850,000 on Apr 29, 2022. It is currently off market. The Trulia Estimate is $2,298,900, with a rent estimate of $7,774/month.

Home Details for 33 Upson Rd

Interior Features

Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3
Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: Wood
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2001
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Apr 29, 2022
Source: MLS PIN #72945529
Sold
$1,850,000
Mar 1, 2022
Source: BHHS broker feed #72945529
Pending
$1,695,000
Feb 23, 2022
Source: MLS PIN #72945529
Listed For Sale
$1,695,000

Market trends in Wellesley

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$2.15M
$161KMoM
Sale-to-List Price
100.6%
0.4%MoM
Price per sq ft
$666
$18MoM
Available listings
87
25MoM
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Around this home

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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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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Apartments for Rent

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Explore by feature - Pet Friendly

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Explore by feature - Outdoor Space

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Homes for sale near 33 Upson Rd

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Off Market Homes Near 33 Upson Rd

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Frequently asked questions about 33 Upson Rd

  • What is 33 Upson Rd estimated to be worth?
    Trulia's estimated value for 33 Upson Rd in Wellesley, MA is $2,298,900.
  • What is the price history for 33 Upson Rd?
    33 Upson Rd in Wellesley, MA last sold for $1,850,000 in April 2022.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.15M. That is up $161K from the prior month.
  • Does 33 Upson Rd have air conditioning?
    Yes, 33 Upson Rd in Wellesley, MA has air conditioning.
  • Does 33 Upson Rd have laundry facilities?
    Yes, 33 Upson Rd in Wellesley, MA has in-unit laundry.