224 S  Main St, Oregon, WI 53575
NEW
OPEN SAT, 10-11AM
COMING SOON

224 S Main St
Oregon, WI 53575

  • 2 Beds
  • 1 Bath
  • 844 sqft

$300,000

Est. Mortgage $1,946/mo*

$300,000

Est. Mortgage $1,946/mo*
2 Beds
1 Bath
844 sqft

Local Information

  • Map ViewExplore the area around 224 S Main St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Showings begin 6/26. Just 1½ blocks from downtown Oregon, this character-filled bungalow offers a walkable lifestyle with easy access to local restaurants, coffee shops, parks, the library, and community events. Refinished hardwood floors, an enclosed front porch, and an open floor plan create inviting living spaces filled with timeless charm. The lower-level bonus room offers flexibility for a home office, workout area, hobby space, or recreation room. Enjoy outdoor living with a private deck, fire pit area, and raised garden beds. Practical updates, including central air and a durable metal roof, add peace of mind. Detached garage and additional off-street parking. Whether you're purchasing your first home, looking to simplify, or searching for a property with personality and convenience, this home delivers both.

Open House

Saturday, June 27
10:00 AM to 11:00 AM

Home Highlights

Parking
Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$355
Listed
Less than a day ago

Home Details for 224 S Main St

Interior Features

Interior Details
Basement: Full,Partially FinishedNumber of Rooms: 4Types of Rooms: Master Bedroom, Bedroom 2, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 1Number of Bathrooms (full): 1Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 844 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, DryerDryerLaundry: Lower LevelWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Stories: 1Levels: One

Exterior Features

Exterior Home Features
Patio / Porch: Deck
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Detached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 704 Square Feet

Days on Market

Days on Market: <1 day on Trulia

Property Information

Year Built
Year Built: 1935
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Bungalow
Building
Construction Materials: Aluminum Siding
Property Information
Included in Sale: Refrigerator, Stove/Oven, Dishwasher, Microwave, Washer, Dryer, LL Chest Freezer, Garden BedsParcel Number: 050912240463

Price & Status

Price
List Price: $300,000Price Per Sqft: $355

Active Status

MLS Status: Delayed

Location

Direction & Address
City: OregonCommunity: Kierstead Addn Block 8
School Information
Elementary School: Netherwood KnollElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Agent Information

Listing Agent
Listing ID: 2025491

Building

Building Area
Building Area: 844 Square Feet

Lot Information

Lot Area: 4356 sqft

Miscellaneous

BasementMls Number: 2025491Attribution Contact: Pref: 608-279-5542Above Grade Unfinished Area: 704Start Showing Date: Fri Jun 26 2026
Last check for updates: about 9 hours ago
Listing courtesy of Jimmer Yunek
Stark Company, REALTORS
Belinda Yunek
Stark Company, REALTORS
Source: SCWMLS, MLS#2025491

Market trends in Oregon

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
Sale-to-List Price
Price per sq ft
Available listings
63
6
MoM

Price History for 224 S Main St

DatePriceEventSource
01/13/2023$260,100Sold
SCWMLS #1947293
12/13/2022$245,000PendingWIREX MLS #1947293
12/08/2022$245,000Listed For SaleWIREX MLS #1947293
05/20/2016$161,000Sold
SCWMLS #1769810
03/19/2016$165,000Listed For SaleAgent Provided
01/29/2016$149,900ListingRemovedAgent Provided
12/22/2015$149,900Listed For SaleAgent Provided
06/08/2013$149,900ListingRemovedAgent Provided
04/27/2013$149,900PriceChange
Agent Provided
04/05/2013$155,000Listed For SaleAgent Provided
07/02/2010$134,000Sold
N/A
04/17/2010$134,900Listed For SaleAgent Provided
11/01/2005$100,000Sold
N/A

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Property Tax and Assessment

Year2024
Tax$3,782
Assessment$258,200
Home facts updated by county records

Comparable Sales for 224 S Main St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.46
Single-Family Home
$310,000
01/02/26
2
1
1,318
0.46
Single-Family Home
$180,000
11/12/25
3
1
1,209
0.40
Single-Family Home
$365,000
01/02/26
3
1
1,076
0.09
Single-Family Home
$415,000
06/26/25
3
2
1,951
0.52
Single-Family Home
$267,000
03/23/26
3
1.5
1,330
0.15
Single-Family Home
$395,000
12/01/25
3
3
1,918
0.16
Single-Family Home
$242,900
06/03/26
3
1.5
1,090
0.42
Single-Family Home
$335,000
06/30/25
4
1.5
1,673

Nearby homes

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Assigned Schools

These are the assigned schools for 224 S Main St.
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 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. "
  • 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 "
  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
  • 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."
  • 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!"
  • Ken D.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
  • 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!"
  • miltydog
    "Wonderful schools and a strong sense of community"
  • Donna R. B.
    "Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
  • 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!"
  • 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."

LGBTQ Local Legal Protections

Jimmer Yunek, Stark Company, REALTORS
224 S Main St, Oregon, WI 53575 is a 2 bedroom, 1 bathroom, 844 sqft single-family home built in 1935. This property is currently available for sale and was listed by SCWMLS on Jun 23, 2026. The MLS # for this home is MLS# 2025491.