440 S Main, Oregon, WI 53575
OFF MARKET

440 S Main
Oregon, WI 53575

  • 2 Beds

$388,400

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,543/mo*
Refinance Your Home

$388,400

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,543/mo*
Refinance Your Home
2 Beds

Local Information

  • Map ViewExplore the area around 440 S Main.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Multi-Family

About this House

This unique duplex is great for owner occupied. Can be a 3 bedroom a one bedroom or a 2 two bedroom unit. Some hardwood floors. Large deck on 1 side with off street parking. Full basements. Great for first time investors.
440 S Main, Oregon, WI 53575 is a 2 bedroom multi-family. It is currently off market. The Trulia Estimate is $388,400, with a rent estimate of $1,512/month.

Home Details for 440 S Main

Property Information

Property Type / Style
Property Type: Multi Family

Market trends in Oregon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
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Price per sq ft
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Available listings
61
2MoM
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Comparable Sales for 440 S Main

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
173 Walnut St, Oregon, WI
0.14
Multi-Family Home
$439,900
10/14/25
6
3
2,200
173-175 Walnut St, Oregon, WI
0.14
Multi-Family Home
$439,900
10/10/25
6
3
2,174
1145-1147 Union Rd, Oregon, WI
0.40
Multi-Family Home
$595,000
11/24/25
5
4
4,000
275-279 Park St, Oregon, WI
0.37
Multi-Family Home
$499,900
12/01/25
6
2
2,102
1121-1123 Union Rd, Oregon, WI
0.51
Multi-Family Home
$525,000
03/16/26
6
3
2,808
819-823 Thompson Dr, Oregon, WI
1.11
Multi-Family Home
$734,900
05/22/26
6
4
3,256
1651-1653 Hook Island Rd, Oregon, WI
2.69
Multi-Family Home
$485,000
04/20/26
6
2
2,352
5747-5749 Lacy Rd, Madison, WI
6.16
Multi-Family Home
$652,000
06/30/26
6
4
4,216
5753-5755 Lacy Rd, Madison, WI
6.17
Multi-Family Home
$650,000
06/30/26
6
4
4,780
4856-4862 Romaine Rd, Madison, WI
6.20
Multi-Family Home
$1,575,000
03/09/26
12
10
6,000

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 440 S Main.
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 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"
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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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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Oregon, WI

Explore by feature - Garage

6 rentals with a garage in Oregon, WI

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Homes for sale near 440 S Main

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Off Market Homes Near 440 S Main

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