Is parking easy in Oregon, WI?

As of early 2026, 94% of users say parking is easy

Is Oregon, WI dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Oregon, WI have sidewalks?

As of early 2026, 92% of users say there are sidewalks

Do kids play outside in Oregon, WI?

As of early 2026, 87% of users say kids play outside

Would people walk alone at night in Oregon, WI?

As of early 2026, 86% of users say people would walk alone at night

Are yards well-kept in Oregon, WI?

As of early 2026, 85% of users say yards are well-kept

Is a car needed in Oregon, WI?

As of early 2026, 84% of users say car is needed

Are the streets well-lit in Oregon, WI?

As of early 2026, 80% of users say streets are well-lit

Does Oregon, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

As of early 2026, 77% of users say it's quiet

Is Oregon, WI walkable to restaurants?

As of early 2026, 68% of users say it's walkable to restaurants

Do residents of Oregon, WI plan to stay at least 5 years?

As of early 2026, 68% of users say they plan to stay for at least 5 years

Are neighbors friendly in Oregon, WI?

As of early 2026, 68% of users say neighbors are friendly

Is there wildlife in Oregon, WI?

As of early 2026, 58% of users say there's wildlife

Is Oregon, WI walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

Are there community events in Oregon, WI?

As of early 2026, 43% of users say there are community events

OFF MARKET

500 N Main St
Oregon, WI 53575

5 Beds
3 Baths
2,324 sqft

$431,100

Trulia Estimate

as of Jul 20, 2026

$431,100

Trulia Estimate

as of Jul 20, 2026

5 Beds

3 Baths

2,324 sqft

Local Information

Map ViewExplore the area around 500 N Main St.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

SOLD COMP

500 N Main St, Oregon, WI 53575 is a 5 bedroom, 3 bathroom, 2,324 sqft single-family home. It last sold for the $415,000 asking price on Jan 22, 2025. It is currently off market. The Trulia Estimate is $431,100, with a rent estimate of $3,077/month.

Home Highlights

Parking

Garage

Outdoor

No Info

A/C

Heating only

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 500 N Main St

Interior Features
Interior Details Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout Living Area: 2324 Square Feet
Heating & Cooling Heating: Forced AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa No Fireplace
Levels, Entrance, & Accessibility Stories: 2Levels: Two

Exterior Features
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Detached
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 2324 Square Feet

Property Information
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Vinyl Siding
Property Information Not Included in Sale: Sellers personal propertyIncluded in Sale: Refrigerator, washer, dyer, range/ovenParcel Number: 050901305217

Price & Status
Price List Price: $415,000

Active Status
MLS Status: Sold

Location
Direction & Address City: Oregon
School Information Elementary School: Call School DistrictElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building
Building Area Building Area: 2324 Square Feet

Lot Information
Lot Area: 10454.4 sqft

Listing Info
Special Conditions: FSBO Comp - Not Listed

Miscellaneous
BasementMls Number: 2001969Above Grade Unfinished Area: 2324

Last check for updates: about 10 hours ago

Listed by . FSBO Comp

FSBO Comp

Bought with: Imani Jones, EXIT Realty HGM

Source: SCWMLS, MLS#2001969

Price History for 500 N Main St

Date	Price	Event	Source
01/22/2025	$415,000	Sold	N/A
Recording Date 01/22/2025 Contract Date 01/17/2025 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Oregon

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

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Available listings

2MoM

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Property Tax and Assessment

Year	2024
Tax	$7,059
Assessment	$462,400

Home facts updated by county records

Comparable Sales for 500 N Main St

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
404 N Main St, Oregon, WI	0.09	Single-Family Home	$411,000	08/04/25	4	2.5	1,960
409 E Netherwood St, Oregon, WI	0.37	Single-Family Home	$484,900	05/29/26	4	3	2,674
437 N Main St, Oregon, WI	0.05	Single-Family Home	$406,000	11/13/25	3	2	1,218
247 Orchard Dr, Oregon, WI	0.15	Single-Family Home	$374,000	07/09/26	3	1.5	1,518
613 N Main St, Oregon, WI	0.13	Single-Family Home	$407,000	07/01/26	2	2	1,527
585 N Perry Pkwy, Oregon, WI	0.48	Single-Family Home	$399,900	05/19/26	5	1.5	1,871
1017 Autumn Blaze Ct, Oregon, WI	0.41	Single-Family Home	$433,900	08/11/25	3	2.5	1,909
850 N Perry Pkwy, Oregon, WI	0.62	Single-Family Home	$436,000	03/05/26	4	2.5	2,122
150 Potomac Pl, Oregon, WI	0.38	Single-Family Home	$570,000	07/03/26	4	2	2,284
130 Potomac Pl, Oregon, WI	0.37	Single-Family Home	$640,000	06/26/26	4	3.5	2,950

Nearby homes

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

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SOLD
NOV 13, 2025
$406,000
3 bd
2 ba
1,218 sqft
437 N Main St,
Oregon, WI 53575
OFF MARKET
Est. $423,600
4 bd
2.5 ba
1,960 sqft
404 N Main St,
Oregon, WI 53575
OFF MARKET
Est. $329,200
3 bd
2 ba
980 sqft
115 Monroe St,
Oregon, WI 53575
OFF MARKET
Est. $293,900
3 bd
1 ba
992 sqft
155 E Lincoln St,
Oregon, WI 53575
COMING SOON
0.28 ACRES
$435,000
4 bd
2 ba
2,410 sqft
145 Dewey St,
Oregon, WI 53575
OFF MARKET
Est. $348,200
2 bd
1.5 ba
1,032 sqft
546 N Main St,
Oregon, WI 53575
OFF MARKET
Est. $369,400
3 bd
1 ba
1,165 sqft
126 W Lincoln St,
Oregon, WI 53575
OFF MARKET
Est. $543,700
5 bd
3 ba
2,952 sqft
561 N Main St,
Oregon, WI 53575
OFF MARKET
Est. $476,100
3 bd
2 ba
2,017 sqft
156 Monroe St,
Oregon, WI 53575
SOLD
JUL 9, 2026
$374,000
3 bd
1.5 ba
1,518 sqft
247 Orchard Dr,
Oregon, WI 53575
SOLD
JUL 1, 2026
$407,000
2 bd
2 ba
1,527 sqft
613 N Main St,
Oregon, WI 53575

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Additional Cost

Assigned Schools

These are the assigned schools for 500 N Main St.

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
Resident
2y ago
"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
Resident
5y ago
"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
Resident
5y ago
"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
Visitor
6y ago
"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.
Resident
6y ago
"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!"
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Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
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Rachel
Resident
7y ago
"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
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miltydog
12y ago
"Wonderful schools and a strong sense of community"
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Donna R. B.
12y ago
"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.
12y ago
"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
13y ago
"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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