33 Jackson Rd, Wellesley, MA 02481
Property image
Property image
OFF MARKET

$1,770,800

Trulia Estimate
as of Oct 10, 2026
  • 4 Beds
  • 2.5 Baths
  • 2,061 sqft (on 0.41 acres)

33 Jackson Rd, Wellesley, MA 02481

Home Highlights

Single-Family Home
Built in 1950
0.41 acre lot
2,061 sqft
$859/sqft

Local Information

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

About this House

What's unique:Two car garageTwo exposures and fireplaceTwo remodeled baths
Exceptional colonial in the Sheridan Estates! A gracious and inviting living room with two exposures and fireplace opens to a large family room/game room with built-in shelving and oversized picture window overlooking serene back yard. The newly refreshed kitchen features granite counters and a full complement of appliances, and adjoins a formal dining room with built-in cabinet as well as a bonus breakfast room/office/play room. Upstairs offers four oversized bedrooms each with multiple exposures to ensure ample natural light as well as two remodeled baths. Expansive private yard abuts conservation area and includes large patio ideal for outdoor entertaining or relaxing in the sun. Full basement provides plenty of storage space as well as washer/dryer. Two car garage too! Small pets negotiable. Easy access to highways, commuter rail, schools and more makes for convenient living and a can't miss opportunity!
33 Jackson Rd, Wellesley, MA 02481 is a 4 bedroom, 3 bathroom, 2,061 sqft single-family home built in 1950. More recently, it was listed as a rental in November 2025 with an asking price of $5,500 per month. That rental listing was removed on November 17, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,770,800, with a rent estimate of $6,246/month.

Home Details for 33 Jackson Rd

Property Information

Year Built
Year Built: 1950
Property Type / Style
Property Type: Single Family Home

Rental Terms, Policies & Fees

Lease Term: Contact For Details

Interior Features

Appliances & Utilities
DishwasherDisposalDryerRefrigeratorWasher

Lot Information

Lot Area: 0.00 Acres

Comparable Sales for 33 Jackson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
42 Jackson Rd, Wellesley, MA
0.05
Single-Family Home
$1,625,000
06/04/26
3
2.5
1,996 sqft
34 Sheridan Rd, Wellesley, MA
0.21
Single-Family Home
$1,250,000
08/03/26
3
1.5
1,478 sqft
21 Madison Rd, Wellesley, MA
0.33
Single-Family Home
$2,130,000
08/03/26
4
3.5
2,609 sqft
39 Standish Rd, Wellesley, MA
0.48
Single-Family Home
$1,500,000
11/12/25
3
2
2,154 sqft
279 Oakland St, Wellesley, MA
0.15
Single-Family Home
$2,230,000
08/19/26
5
3.5
4,512 sqft
15 Standish Cir, Wellesley, MA
0.34
Single-Family Home
$2,833,000
05/19/26
4
3.5
4,151 sqft
71 Brookside Rd, Needham, MA
0.59
Single-Family Home
$1,065,000
11/12/25
3
2
1,780 sqft
22 Standish Rd, Wellesley, MA
0.54
Single-Family Home
$1,525,000
08/03/26
3
2.5
2,290 sqft
78 Hunnewell St, Wellesley, MA
0.25
Single-Family Home
$1,930,000
01/02/26
5
4.5
4,043 sqft
319 Oakland St, Wellesley, MA
0.32
Single-Family Home
$2,270,000
08/26/26
5
4
4,507 sqft

Nearby homes

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Around this home

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

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 79% say there are sidewalks
  • 75% say there's holiday spirit
  • 66% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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
    Flag
  • 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
    Flag
  • Emilyperrottet
    "I take the Commuter rail from Wellesley to the T subway. 1.5 hours to Cambridge from south station. "
    0
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag
  • 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
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Nov 17, 2025
Source: Zillow Rentals
ListingRemoved
$5,500
Nov 15, 2025
Source: Zillow Rentals
Listed For Rent
$5,500
Nov 14, 2025
Source: MLS PIN #73452123
ListingRemoved
$5,500
Nov 6, 2025
Source: MLS PIN #73452123
Listed For Rent
$5,500
Oct 27, 2025
Source: MLS PIN #73419903
ListingRemoved
$5,950

Frequently asked questions about 33 Jackson Rd

  • What is 33 Jackson Rd estimated to be worth?
    Trulia's estimated value for 33 Jackson Rd in Wellesley, MA is $1,770,800.
  • Is Wellesley a buyer's or seller's market?
    Wellesley is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Wellesley?
    The median sale price in Wellesley is $2.18M. That is up $33.75K from the prior month.
  • What do residents say about Wellesley?
    Residents describe Wellesley, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Wellesley, MA.
  • Does 33 Jackson Rd have laundry facilities?
    Yes, 33 Jackson Rd in Wellesley, MA has in-unit laundry.
  • How big is the lot at 33 Jackson Rd?
    The lot at 33 Jackson Rd in Wellesley, MA is about 0.41 acres (17,860 sq ft).

Homes for rent near 33 Jackson Rd

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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