145 Dewey St, Oregon, WI 53575
Property image
Property image
FOR SALE
0.28 ACRES

$435,000

  • 4 Beds
  • 2 Baths
  • 2,410 sqft (on 0.28 acres)

145 Dewey St, Oregon, WI 53575

Get Pre-Qualified
We estimate this home will sell faster than 82% nearby.

Home Highlights

Single-Family Home
Built in 1905
0.28 acre lot
$180/sqft
Garage

Local Information

  • Map ViewExplore the area around 145 Dewey St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

If you're looking for a beautiful blend of yesteryear charm & modern updates, don't miss this Oregon charmer! Gorgeous woodwork, stained glass, exposed brick and hardwood floors create a warm, memorable space. An updated kitchen is the true heart of the home and is as functional as it is inviting - with room to gather, tons of counter space & storage (don't miss the huge pantry!). Two large living spaces offer a flexible floor plan and room for everyone to find their favorite spot in the home. Upstairs, a truly spectacular primary bedroom addition shines with vaulted ceilings, incredible natural light & and a large walk-in closet. If you love outdoor spaces, there are so many great options - a welcoming, lemonade-sipping front porch; a large, sunny deck; and a beautifully landscaped, fully fenced yard. Numerous updates, including windows, HVAC, and a newer garage! Incredible location - walking distance to parks, schools, and downtown Oregon.
Last check for updates: about 7 hours ago
Listing courtesy of Andrea Bolan
Relish Realty
Source: SCWMLS, MLS#2027678
We estimate this home will sell faster than 82% nearby.

Home Details for 145 Dewey St

Active Status

MLS Status: Active

Interior Features

Interior Details
Basement: Full,Storage SpaceNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2410 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
Fireplace: Free StandingHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Patio / Porch: DeckFencing: Fenced
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): 2410 Square Feet

Property Information

Year Built
Year Built: 1905
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Victorian,National Folk/Farm
Building
Construction Materials: Vinyl Siding
Property Information
Included in Sale: Washer/dryer, range/oven, dishwasher, water softenerParcel Number: 050901311040

Price & Status

Price
List Price: $435,000Price Per Sqft: $180
Status Change & Dates
Off Market Date: Wed Jul 22 2026

Location

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

Agent Information

Listing Agent
Listing ID: 2027678

Building

Building Area
Building Area: 2410 Square Feet

Lot Information

Lot Area: 0.28 acres

Miscellaneous

BasementMls Number: 2027678Above Grade Unfinished Area: 2410

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. "
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  • 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 "
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  • Lysagrant
    "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
    "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.
    "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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Market trends in Oregon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$539K
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
10MoM

Home Value

Trulia Estimate
$426K
Since last month
Decreased$16K (-3.6%)
Since last year
Increased$34K (+8.6%)
Since last sale
Increased$216K (+103%)
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 +108% in the last 10 years
MonthEstimated value
2026
September 2026$426K
August 2026$431K
July 2026$442K
June 2026$423K
May 2026$428K
April 2026$425K
March 2026$416K
February 2026$402K
January 2026$390K
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
247 Orchard Dr, Oregon, WI
0.12
Single-Family Home
$374,000
07/10/26
3
1.5
1,518
437 N Main St, Oregon, WI
0.13
Single-Family Home
$406,000
11/13/25
3
2
1,218
150 Potomac Pl, Oregon, WI
0.30
Single-Family Home
$570,000
07/03/26
4
2
2,284
613 N Main St, Oregon, WI
0.11
Single-Family Home
$407,000
07/01/26
2
2
1,527
326 Prairie View Ct, Oregon, WI
0.32
Single-Family Home
$408,000
08/27/26
4
2
1,440
135 Johnson St, Oregon, WI
0.27
Single-Family Home
$373,000
08/17/26
3
2
1,514
409 E Netherwood St, Oregon, WI
0.30
Single-Family Home
$484,900
05/29/26
4
3
2,674
460 Nygaard St, Oregon, WI
0.55
Single-Family Home
$445,000
05/15/26
4
2
2,468
585 N Perry Pkwy, Oregon, WI
0.42
Single-Family Home
$399,900
05/19/26
5
1.5
1,871

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
546 N Main St, Oregon, WI 53575
0.06
$345,100
2
1.5
1,032
Off Market
576 Soden Dr, Oregon, WI 53575
0.07
$421,800
4
2
1,760
Off Market
500 N Main St, Oregon, WI 53575
0.08
$462,400
5
3
2,324
Off Market
561 N Main St, Oregon, WI 53575
0.09
$543,900
5
3
2,952
Off Market
247 Orchard Dr, Oregon, WI 53575
0.12
$374,000
3
1.5
1,518
Recently Sold
115 Monroe St, Oregon, WI 53575
0.11
$324,600
3
2
980
Off Market
613 N Main St, Oregon, WI 53575
0.11
$407,000
2
2
1,527
Recently Sold
155 E Lincoln St, Oregon, WI 53575
0.13
$289,100
3
1
992
Off Market
437 N Main St, Oregon, WI 53575
0.13
$406,000
3
2
1,218
Recently Sold
404 N Main St, Oregon, WI 53575
0.15
$424,600
4
2.5
1,960
Off Market
513 N Oak St, Oregon, WI 53575
0.17
$356,500
3
2
1,376
Off Market

Price and Tax history

DateEventPrice
Jul 22, 2026
Source: SCWMLS #2027678
Listed For Sale
$435,000
Jan 29, 2018
Source: N/A
Sold
$209,900
Nov 14, 2017
Source: Agent Provided
Listed For Sale
$209,900
May 2, 2011
Source: N/A
Sold
$170,000
Dec 17, 2010
Source: Agent Provided
Listed For Sale
$179,900

LGBTQ Local Legal Protections

Andrea Bolan, Relish Realty

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Frequently asked questions about 145 Dewey St

  • What is the estimated monthly payment for 145 Dewey St?
    Based on a $435,000 list price with 20% down at today's rates, the estimated monthly payment for 145 Dewey St in Oregon, WI is approximately $2,914 (about $2,302 principal & interest, $537 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • How does the list price for 145 Dewey St compare to homes in Oregon?
    145 Dewey St in Oregon, WI is listed at $435,000, about 19% below the $539K median sale price in Oregon.
  • What do residents say about Oregon?
    Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See homes for sale in Oregon, WI.
  • What are the closest schools to 145 Dewey St?
    The closest schools to 145 Dewey St in Oregon, WI are Netherwood Knoll Elementary School (Pre-K, rated 7/10), Oregon High School (rated 10/10), Oregon Middle School (rated 5/10).
  • Does 145 Dewey St have air conditioning?
    Yes, 145 Dewey St in Oregon, WI has air conditioning.
  • Does 145 Dewey St have laundry facilities?
    Yes, 145 Dewey St in Oregon, WI has in-unit laundry.
145 Dewey St, Oregon, WI 53575 is a 4 bedroom, 2 bathroom, 2,410 sqft single-family home built in 1905. This property is currently available for sale and was listed by SCWMLS. The MLS # for this home is MLS# 2027678.