101 S Main St #A, Oregon, WI 53575
Property image
Property image
OFF MARKET
  • 2 Beds
  • 1 Bath
  • 1,000 sqft

101 S Main St #A, Oregon, WI 53575

Home Highlights

Apartment
1,000 sqft

Local Information

  • Map ViewExplore the area around 101 S Main St #A.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Elegant and historical unit in the heart of downtown Oregon overlooking the town square. Walk to shops, restaurants, library, pool. This is a second floor unit featuring original hardwood floors, wide base and window trim, extra high ceilings, ceiling fans, updated kitchen and bath. A third room offers space for office or workout room. Building is home to popular restaurant on first floor.

Building is non smoking. Parking is available in municipal lot in rear of building. Pets considered with positive rental history.
101 S Main St #A, Oregon, WI 53575 is a 2 bedroom, 1 bathroom, 1,000 sqft apartment. More recently, it was listed as a rental in May 2026 with an asking price of $1,495 per month. That rental listing was removed on May 25, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $1,513/month.

Home Details for 101 S Main St #A

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: Central AirHeating Fuel: Forced Air
Appliances & Utilities
Dishwasher
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Property Type / Style
Property Type: Apartment

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 101 S Main St #A

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2726 Lyman Ln, Madison, WI
5.73
Apartment
$395,000
10/01/25
2
2
1,200 sqft
2798 Endive Dr #1, Fitchburg, WI
5.66
Apartment
$695,000
08/06/26
3
3
1,700 sqft
4826 Suelo Rd, Fitchburg, WI
6.10
Multi-Family Home
$407,264
08/18/26
3
2.5
1,435 sqft
Home facts updated by county records

Nearby homes

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Rental Market Trends in Oregon

Last updated Sep 2026
Trulia Rent Estimate$1,513/mo
Average rent
$1.53K
$5MoM
Available listings
11
View rental market trends in Oregon, WI

Around this home

What Locals Say about Oregon

At least 64 Trulia users voted on each feature.

  • 94 % Say parking is easy

  • 94 % Say it's dog friendly

  • 92 % Say there are sidewalks

  • 87 % Say kids play outside

  • 86 % Say people would walk alone at night

  • 85 % Say yards are well-kept

  • 84 % Say car is needed

  • 80 % Say streets are well-lit

  • 80 % Say there's holiday spirit

  • 77 % Say it's quiet

  • 68 % Say it's walkable to restaurants

  • 68 % Say they plan to stay for at least 5 years

  • 68 % Say neighbors are friendly

  • 58 % Say there's wildlife

  • 48 % Say it's walkable to grocery stores

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Tanya Hoppe
    "Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
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  • Khockett58
    "Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
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  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
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  • Tjrbackstroker
    "A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
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  • Kelly J. P.
    "Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
    2
    Flag
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
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    Flag
  • Rachel
    "To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
    1
    Flag
  • miltydog
    "Wonderful schools and a strong sense of community"
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    Flag
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
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  • Stevie K.
    "If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
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  • Stefan
    "This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
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LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
May 25, 2026
Source: Zillow Rentals
ListingRemoved
$1,495
May 11, 2026
Source: Zillow Rentals
Listed For Rent
$1,495
Nov 8, 2025
Source: Zillow Rentals
ListingRemoved
$1,450
Oct 20, 2025
Source: Zillow Rentals
Listed For Rent
$1,450
Oct 23, 2023
Source: Zillow Rentals
ListingRemoved

Frequently asked questions about 101 S Main St #A

  • Is Oregon a buyer's or seller's market?
    Oregon is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oregon?
    The median sale price in Oregon is $535K. That is down $4.17K from the prior month.
  • What do residents say about Oregon?
    Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Oregon, WI.
  • What are the closest schools to 101 S Main St #A?
    The closest schools to 101 S Main St #A in Oregon, WI are Netherwood Knoll Elementary School (Pre-K, rated 7/10), Oregon High School (rated 10/10), Oregon Middle School (rated 5/10).
  • Does 101 S Main St #A have air conditioning?
    Yes, 101 S Main St #A in Oregon, WI has air conditioning.
  • Does 101 S Main St #A have parking?
    Yes, 101 S Main St #A in Oregon, WI has on-site parking.

Homes for rent near 101 S Main St #A

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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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