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

What is 248 N Main St estimated to be worth?

Trulia's estimated value for 248 N Main St in Oregon, WI is $432,100 .

What is the price history for 248 N Main St?

248 N Main St in Oregon, WI last sold for $423,500 in May 2025.

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.

Does 248 N Main St have air conditioning?

Yes, 248 N Main St in Oregon, WI has air conditioning.

Does 248 N Main St have laundry facilities?

Yes, 248 N Main St in Oregon, WI has in-unit laundry.

OFF MARKET

$432,100

Trulia Estimate

3 Beds
2 Baths
1,677 sqft

248 N Main St, Oregon, WI 53575

Est. Refi. Payment $2,940/mo*

Refinance Your Home

Currently Off Market - Sold May 5, 2025 for $423,500

Home Value

Trulia Estimate

$432K

Since last month

$2K (-0.4%)

Since last year

$6K (+1.4%)

Since last sale

$8K (+1.8%)

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 +85% in the last 10 years

Month	Estimated value
2026
September 2026	$431K
August 2026	$433K
July 2026	$435K
June 2026	$438K
May 2026	$440K
April 2026	$440K
March 2026	$439K
February 2026	$438K
January 2026	$431K
2025
December 2025	$431K
November 2025	$425K
October 2025	$424K
September 2025	$425K
August 2025	$424K
July 2025	$424K
June 2025	$427K
May 2025	$425K
April 2025	$410K
March 2025	$407K
February 2025	$366K
January 2025	$364K
2024
December 2024	$361K
November 2024	$360K
October 2024	$357K
September 2024	$357K
August 2024	$361K
July 2024	$363K
June 2024	$362K
May 2024	$366K
April 2024	$362K
March 2024	$360K
February 2024	$356K
January 2024	$350K
2023
December 2023	$348K
November 2023	$345K
October 2023	$364K
September 2023	$370K
August 2023	$377K
July 2023	$384K
June 2023	$385K
May 2023	$387K
April 2023	$378K
March 2023	$365K
February 2023	$350K
January 2023	$343K
2022
December 2022	$342K
November 2022	$346K
October 2022	$348K
September 2022	$352K
August 2022	$353K
July 2022	$363K
June 2022	$368K
May 2022	$366K
April 2022	$361K
March 2022	$353K
February 2022	$333K
January 2022	$326K
2021
December 2021	$321K
November 2021	$319K
October 2021	$320K
September 2021	$321K
August 2021	$327K
July 2021	$334K
June 2021	$330K
May 2021	$318K
April 2021	$305K
March 2021	$294K
February 2021	$289K
January 2021	$287K
2020
December 2020	$284K
November 2020	$281K
October 2020	$280K
September 2020	$280K
August 2020	$276K
July 2020	$277K
June 2020	$275K
May 2020	$274K
April 2020	$271K
March 2020	$270K
February 2020	$259K
January 2020	$260K
2019
December 2019	$260K
November 2019	$258K
October 2019	$257K
September 2019	$257K
August 2019	$259K
July 2019	$258K
June 2019	$259K
May 2019	$257K
April 2019	$256K
March 2019	$261K
February 2019	$267K
January 2019	$270K
2018
December 2018	$269K
November 2018	$268K
October 2018	$266K
September 2018	$266K
August 2018	$266K
July 2018	$266K
June 2018	$264K
May 2018	$266K
April 2018	$260K
March 2018	$259K
February 2018	$256K
January 2018	$256K
2017
December 2017	$251K
November 2017	$252K
October 2017	$251K
September 2017	$250K
August 2017	$250K
July 2017	$250K
June 2017	$249K
May 2017	$248K
April 2017	$246K
March 2017	$244K
February 2017	$240K
January 2017	$240K
2016
December 2016	$239K
November 2016	$237K
October 2016	$235K
September 2016	$233K

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
135 Johnson St, Oregon, WI	0.13	Single-Family Home	$373,000	08/17/26	3	2	1,514
247 Orchard Dr, Oregon, WI	0.31	Single-Family Home	$374,000	07/10/26	3	1.5	1,518
437 N Main St, Oregon, WI	0.25	Single-Family Home	$406,000	11/13/25	3	2	1,218
326 Prairie View Ct, Oregon, WI	0.28	Single-Family Home	$408,000	08/27/26	4	2	1,440
345 Veldor St, Oregon, WI	0.41	Single-Family Home	$440,000	06/15/26	3	2	1,932
285 Walnut St, Oregon, WI	0.33	Single-Family Home	$440,000	09/01/26	4	1.5	1,625
192 State St, Oregon, WI	0.46	Single-Family Home	$395,000	12/01/25	3	3	1,918
613 N Main St, Oregon, WI	0.42	Single-Family Home	$407,000	07/01/26	2	2	1,527

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
233 N Main St, Oregon, WI 53575	0.06	$647,500	4	2.5	3,100	Off Market
120 Johnson St, Oregon, WI 53575	0.10	$341,500	4	1.5	1,673	Off Market
135 Johnson St, Oregon, WI 53575	0.13	$373,000	3	2	1,514	Recently Sold
329 Soden Dr, Oregon, WI 53575	0.13	$319,900	2	1	1,100	For Sale
163 Johnson St, Oregon, WI 53575	0.16	$185,300	3	1	1,209	Off Market
126 W Lincoln St, Oregon, WI 53575	0.20	$359,600	3	1	1,165	Off Market
404 N Main St, Oregon, WI 53575	0.20	$421,000	4	2.5	1,960	Off Market
223 Jefferson St, Oregon, WI 53575	0.23	$376,700	3	1	1,746	Off Market
155 E Lincoln St, Oregon, WI 53575	0.22	$286,300	3	1	992	Off Market
255-259 Park St, Oregon, WI 53575	0.25	$575,000	6	2	2,080	For Sale
270 Brook St, Oregon, WI 53575	0.25	$799,000	7	4	4,560	For Sale

Local Information

Map ViewExplore the area around 248 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 1900

1,677 sqft

$258/sqft

Garage

About this House

Step into timeless charm with this beautifully updated home featuring hardwood floors, 9-ft ceilings, and stunning stained glass windows. Natural light fills the spacious interior, highlighted by a wood-burning fireplace and a large kitchen with two ovens. Enjoy modern updates, including smart switches, updated plumbing, and electric. The insulated garage offers a heated guest space. Recent updates include exterior paint (2024), Speed Queen washer/dryer (2023), furnace & AC (2021), and refreshed bathrooms (2025). Located in a vibrant, walkable neighborhood near coffee shops, restaurants, and more!

248 N Main St, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,677 sqft single-family home built in 1900. It last sold for $423,500 on May 5, 2025 (7% above the $395,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $432,100, with a rent estimate of $2,406/month.

Last check for updates: about 10 hours ago

Listed by Matt Winzenried Real Estate Team

Realty Executives Cooper Spransy

Matthew Ecklund

Realty Executives Cooper Spransy

Bought with: Solveig Anne Schroerlucke, Compass Real Estate Wisconsin

Source: SCWMLS, MLS#1994425

Home Details for 248 N Main St

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: PartialNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1677 Square Feet
Appliances & Utilities Utilities: Cable AvailableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Main LevelWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility Stories: 2Levels: Two

Exterior Features
Exterior Home Features Patio / Porch: DeckFencing: Fenced
Parking & Garage Number of Garage Spaces: 3Number of Covered Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Additional Parking,Detached,Heated Garage,Garage Door Opener
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1677 Square Feet

Property Information
Year Built Year Built: 1900
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian
Building Construction Materials: Wood Siding
Property Information Not Included in Sale: seller's personal propertyIncluded in Sale: refrigerator, dishwasher, range/oven, microwave, water softenerParcel Number: 050901365322

Price & Status
Price List Price: $395,000
Status Change & Dates Off Market Date: Thu Mar 06 2025

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

Building
Building Area Building Area: 1677 Square Feet

Lot Information
Lot Area: 8712 sqft

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 1994425Attribution Contact: info@mattwinz.comAbove Grade Unfinished Area: 1677

Price and Tax history

Date	Event	Price
May 5, 2025 Source: N/A	Sold	$423,500
Mar 9, 2025 Source: WIREX MLS #1994425	Pending	$395,000
Mar 6, 2025 Source: WIREX MLS #1994425	Listed For Sale	$395,000
Nov 14, 2023 Source: SCWMLS #1963569	Sold	$344,000
Sep 27, 2023 Source: WIREX MLS #1963569	Pending	$365,000
Sep 13, 2023 Source: WIREX MLS #1963569	Listed For Sale	$365,000
Feb 1, 2016 Source: N/A	Sold	$226,000
Oct 16, 2015 Source: Agent Provided	ListingRemoved	$229,900
Jul 8, 2015 Source: Agent Provided	PriceChange	$229,900 Price decreased by 4%
Apr 23, 2015 Source: Agent Provided	PriceChange	$239,000 Price decreased by 2%
Feb 17, 2015 Source: Agent Provided	PriceChange	$243,000 Price decreased by 3%
Jan 22, 2015 Source: Agent Provided	Listed For Sale	$249,900
Apr 30, 2007 Source: N/A	Sold	$215,000
Sep 14, 2005 Source: N/A	Sold	$199,900

Year	Property tax	Tax assessment
2024	$5,473	$363,600

Additional Cost

Market trends in Oregon

Last updated August 2026

Avg. sale price

$535K

$4.17KMoM

Sale-to-List Price

—

Price per sq ft

$223

$18MoM

Available listings

8MoM

Around this home

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. "
0
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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 "
0
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Lysagrant
Resident
6y ago
"15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
0
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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."
0
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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!"
2
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Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
0
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Rachel
Resident
8y 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
Flag
miltydog
12y ago
"Wonderful schools and a strong sense of community"
0
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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"
0
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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!"
0
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Stefan
14y 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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LGBTQ Local Legal Protections

Frequently asked questions about 248 N Main St

What is 248 N Main St estimated to be worth?
Trulia's estimated value for 248 N Main St in Oregon, WI is $432,100.
What is the price history for 248 N Main St?
248 N Main St in Oregon, WI last sold for $423,500 in May 2025.
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.
Does 248 N Main St have air conditioning?
Yes, 248 N Main St in Oregon, WI has air conditioning.
Does 248 N Main St have laundry facilities?
Yes, 248 N Main St in Oregon, WI has in-unit laundry.