442 N Main St, Oregon, WI 53575
OFF MARKET

$414,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,475 sqft (on 0.56 acres)

442 N Main St, Oregon, WI 53575

Est. Refi. Payment $2,821/mo*
Refinance Your Home
Currently Off Market - Sold Sep 7, 2012 for $178,000

Home Value

Trulia Estimate
$414K
Since last month
Decreased$2K (-0.5%)
Since last year
Increased$11K (+2.6%)
Since last sale
Increased$237K (+133.4%)
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 +97% in the last 10 years
MonthEstimated value
2026
September 2026$415K
August 2026$418K
July 2026$421K
June 2026$431K
May 2026$437K
April 2026$433K
March 2026$423K
February 2026$410K
January 2026$399K
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
437 N Main St, Oregon, WI
0.05
Single-Family Home
$406,000
11/13/25
3
2
1,218
135 Johnson St, Oregon, WI
0.17
Single-Family Home
$373,000
08/17/26
3
2
1,514
247 Orchard Dr, Oregon, WI
0.13
Single-Family Home
$374,000
07/10/26
3
1.5
1,518
277 N Main St, Oregon, WI
0.23
Single-Family Home
$329,300
04/30/26
3
2
1,555
613 N Main St, Oregon, WI
0.17
Single-Family Home
$407,000
07/01/26
2
2
1,527
326 Prairie View Ct, Oregon, WI
0.28
Single-Family Home
$408,000
08/27/26
4
2
1,440
163 Johnson St, Oregon, WI
0.20
Single-Family Home
$180,000
11/12/25
3
1
1,209
258 Prairie View St, Oregon, WI
0.20
Single-Family Home
$360,700
03/04/26
3
1
1,380
267 Orchard Dr, Oregon, WI
0.16
Single-Family Home
$280,000
08/18/26
2
1
1,156
315 N Perry Pkwy, Oregon, WI
0.51
Single-Family Home
$339,900
09/30/25
3
1.5
1,326

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
500 N Main St, Oregon, WI 53575
0.04
$463,100
5
3
2,324
Off Market
437 N Main St, Oregon, WI 53575
0.05
$418,100
3
2
1,218
Off Market
404 N Main St, Oregon, WI 53575
0.05
$421,000
4
2.5
1,960
Off Market
115 Monroe St, Oregon, WI 53575
0.09
$322,600
3
2
980
Off Market
155 E Lincoln St, Oregon, WI 53575
0.06
$286,300
3
1
992
Off Market
145 Dewey St, Oregon, WI 53575
0.10
$429,900
4
2
2,410
For Sale
546 N Main St, Oregon, WI 53575
0.12
$341,500
2
1.5
1,032
Off Market
126 W Lincoln St, Oregon, WI 53575
0.10
$359,600
3
1
1,165
Off Market
561 N Main St, Oregon, WI 53575
0.14
$541,400
5
3
2,952
Off Market
156 Monroe St, Oregon, WI 53575
0.13
$461,900
3
2
2,017
Off Market
247 Orchard Dr, Oregon, WI 53575
0.13
$374,000
3
1.5
1,518
Recently Sold
329 Soden Dr, Oregon, WI 53575
0.12
$319,900
2
1
1,100
For Sale

Local Information

  • Map ViewExplore the area around 442 N Main St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1920
0.56 acre lot
1,475 sqft
$281/sqft

About this House

This beautifully built & maintained Craftsmen style home with its new kitchen, formal dining & superb 3-season porch is set on a lovely half acre fenced yard right in the center of Oregon. Vintage features include a great master bedroom suite, pillared room divider, antique hardware, stenciling & lots of built-ins, some with leaded glass doors. The heated 3-car garage has additional workshop space, high doors & attic storage. All the appliances are included. Area rugs in dining & living rms are negotiable.
442 N Main St, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,475 sqft single-family home built in 1920. It last sold for $178,000 on Sep 7, 2012. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $414,000, with a rent estimate of $2,441/month.

Home Details for 442 N Main St

Interior Features

Levels, Entrance, & Accessibility
Stories: 1
Interior Details
Types of Rooms: Family Room

Property Information

Year Built
Year Built: 1920
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 0.56 acres

Price and Tax history

DateEventPrice
Sep 7, 2012
Source: N/A
Sold
$178,000
Jun 16, 2012
Source: Agent Provided
Listed For Sale
$175,000

Market trends in Oregon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$535K
$4.17KMoM
Sale-to-List Price
—
Price per sq ft
$223
$18MoM
Available listings
43
8MoM

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. "
    0
    Flag
  • 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 "
    0
    Flag
  • Lysagrant
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
    0
    Flag
  • 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."
    0
    Flag
  • 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"
    0
    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"
    0
    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"
    0
    Flag
  • 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!"
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 442 N Main St

  • What is 442 N Main St estimated to be worth?
    Trulia's estimated value for 442 N Main St in Oregon, WI is $414,000.
  • What is the price history for 442 N Main St?
    442 N Main St in Oregon, WI last sold for $178,000 in September 2012.
  • 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.
  • How big is the lot at 442 N Main St?
    The lot at 442 N Main St in Oregon, WI is about 0.56 acres (24,394 sq ft).

Explore by feature - Pet Friendly

6 pet-friendly rentals in Oregon, WI

Explore by feature - Garage

Explore by feature - Air Conditioning

7 rentals with air conditioning in Oregon, WI

Explore by feature - Washer/dryer

8 rentals with a washer/dryer in Oregon, WI

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 442 N Main St

Skip to last item
Skip to first item

Homes for sale near 442 N Main St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item