442 E Madison Ave, Milton, WI 53563
Property image
Property image
FOR SALE
OPEN SUN, 11-1PM
0.56 ACRES

$350,000

  • 4 Beds
  • 2 Baths
  • 2,060 sqft (on 0.56 acres)

442 E Madison Ave, Milton, WI 53563

Est. Mortgage $2,378/mo*
Get Pre-Qualified
We estimate this home will sell faster than 81% nearby.

Home Highlights

Single-Family Home
Built in 1890
0.56 acre lot
$170/sqft
1 Car Garage

Local Information

  • Map ViewExplore the area around 442 E Madison Ave.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Looking for a 4-bedroom single-family home in Milton with historic charm and a spacious backyard? This beautifully maintained home offers 2,060 sq ft, 2 bathrooms, & a generous 0.56-acre lot in the heart of Milton, within walking distance of schools. Step inside and discover a welcoming blend of character & thoughtful updates. Enjoy dining room, main-floor family room, updated kitchen, & 2 exquisite stained glass windows. A den with a cozy gas stove & patio door creates another inviting place to relax. Upstairs, you'll find 4 bedrooms & a remodeled bathroom with double vanity & claw-foot tub. Additional improvements incl updated roof, windows, & siding. Situated on over half an acre, the beautiful backyard features mature trees, a large patio, & a storage building, with plenty of room to garden, entertain, or simply unwind. This home offers a wonderful opportunity to enjoy historic charm with room to make lasting memories! LR floor to be repaired before closing. Home warranty included.
Last check for updates: about 5 hours ago
Listing courtesy of Ryan Koenig
Better Homes and Gardens Real Estate Dream Partners
Source: SCWMLS, MLS#2034473
We estimate this home will sell faster than 81% nearby.

Open House

Sunday, October 18
11:00 AM to 1:00 PM

Home Details for 442 E Madison Ave

Interior Features

Interior Details
Basement: Partial,Radon Mitigation SystemNumber 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: 2060 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Lower LevelWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Fireplace: GasHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 2Levels: Two

Exterior Features

Exterior Home Features
Patio / Porch: PatioOther Structures: Storage
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2060 Square Feet

Property Information

Year Built
Year Built: 1890
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: Vinyl Siding, Aluminum SidingIncludes Home Warranty
Property Information
Not Included in Sale: Seller's Personal Property.Included in Sale: Oven/Range, refrigerator, microwave, washer, dryer, water softener, window coverings, LL fridge, tarped shelter/shed, workbench in garage & shelving.Parcel Number: 257 118007

Price & Status

Price
List Price: $350,000Price Per Sqft: $170
Status Change & Dates
Off Market Date: Fri Oct 16 2026

Active Status

MLS Status: Active

Location

Direction & Address
City: Milton
School Information
Elementary School: EastElementary School District: MiltonJr High / Middle School: MiltonJr High / Middle School District: MiltonHigh School: MiltonHigh School District: Milton

Agent Information

Listing Agent
Listing ID: 2034473

Building

Building Area
Building Area: 2060 Square Feet

Lot Information

Lot Area: 0.56 acres

Miscellaneous

BasementMls Number: 2034473Attribution Contact: Off: 608-480-8599Above Grade Unfinished Area: 2060

Around this home

What Locals Say about Milton

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 75% say there's holiday spirit
  • 61% say neighbors are friendly
  • 52% say there are community events
Trulia Trick or TreatStart Ghost Hunt
At least 36 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 91 % Say car is needed

  • 85 % Say yards are well-kept

  • 84 % Say kids play outside

  • 81 % Say people would walk alone at night

  • 76 % Say it's dog friendly

  • 75 % Say there's holiday spirit

  • 68 % Say it's quiet

  • 61 % Say neighbors are friendly

  • 61 % Say there's wildlife

  • 58 % Say streets are well-lit

  • 53 % Say they plan to stay for at least 5 years

  • 52 % Say there are community events

  • 49 % Say there are sidewalks

  • 40 % Say it's walkable to restaurants

  • 37 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Penny Downing
    "It has nice dog parks, a vet right in town "
    0
    Flag
  • Sally J.
    "Neighbors are very friendly. Most homes are very neat and tidy. Annual chicken bbq in the park. Splash park for kids. New Veterans Memorial and playground. "
    0
    Flag
  • Stephanyjones25
    "Milton has a huge dog park with two different areas. Owners are always out walking their dogs. Dog are welcome in some but not all places. "
    0
    Flag
  • Shanteel
    "Small town good feel not much for entertainment or restaurants but Janesville is really close not any public transportation "
    0
    Flag
  • Lonisheldon
    "I've lived in this same house for over 20 years along with a few good neighbors. Walking distance to all schools, splash pad, lake, parks, grocery store, YMCA and other shops. "
    0
    Flag

Market trends in Milton

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
33
6MoM
Sourced by Trulia Market Trends

Home Value

Trulia Estimate
$346K
Since last month
Decreased$15K (-4.3%)
Since last year
Decreased$6K (-1.7%)
Since last sale
Increased$208K (+150.8%)
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 +130% in the last 10 years
MonthEstimated value
2026
October 2026$346K
September 2026$362K
August 2026$366K
July 2026$370K
June 2026$380K
May 2026$369K
April 2026$370K
March 2026$362K
February 2026$354K
January 2026$346K
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
526 Greenman St, Milton, WI
0.14
Single-Family Home
$257,500
11/19/25
4
2
1,655
528 E Madison Ave, Milton, WI
0.06
Single-Family Home
$340,000
07/08/26
3
1.5
1,672
125 Parkview DRIVE, Milton, WI
0.17
Single-Family Home
$347,000
10/09/26
5
2
2,476
427 East Madison AVENUE, Milton, WI
0.05
Single-Family Home
$329,900
11/21/25
3
2.5
1,950
316 E High St, Milton, WI
0.40
Single-Family Home
$370,000
10/28/25
3
1.5
2,561
608 E High St, Milton, WI
0.31
Single-Family Home
$299,000
09/16/26
3
1.5
1,848
107 Parkview Dr, Milton, WI
0.14
Single-Family Home
$233,000
02/11/26
2
1
1,567
602 Parkview Dr, Milton, WI
0.42
Single-Family Home
$344,900
04/09/26
3
2
2,110

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
502 E Madison Ave, Milton, WI 53563
0.02
$295,000
3
1.5
1,706
Recently Sold
432 E Madison Ave, Milton, WI 53563
0.03
$239,300
4
2
1,838
Off Market
439 E Madison Ave, Milton, WI 53563
0.03
$332,000
2
2.5
1,101
Off Market
510 E Madison Ave, Milton, WI 53563
0.03
$263,800
3
1
1,736
Off Market
422 E Madison Ave, Milton, WI 53563
0.04
$289,800
3
1.5
1,116
Off Market
516 E Madison Ave, Milton, WI 53563
0.04
$248,100
4
2
2,072
Off Market
501 E Madison Ave, Milton, WI 53563
0.05
$179,900
2
2
-
Off Market
433 E Madison Ave, Milton, WI 53563
0.05
$323,500
5
2.5
3,037
Off Market
507 E Madison Ave, Milton, WI 53563
0.05
$198,000
4
1
1,250
Recently Sold
416 E Madison Ave, Milton, WI 53563
0.05
$308,800
4
2
-
Off Market
427 East Madison AVENUE, Milton, WI 53563
0.05
$351,500
3
2.5
1,950
Off Market
522 E Madison Ave, Milton, WI 53563
0.05
$208,800
3
2
-
Off Market
511 E Madison Ave, Milton, WI 53563
0.06
$249,300
6
2
-
Off Market
602 E Madison Ave #12, Milton, WI 53563
0.06
$335,900
2
2
1,360
Off Market
419 E Madison Ave, Milton, WI 53563
0.06
$337,600
4
1.5
1,862
Off Market
528 E Madison Ave, Milton, WI 53563
0.06
$340,000
3
1.5
1,672
Recently Sold
411 E Madison Ave, Milton, WI 53563
0.07
$183,200
3
1
-
Off Market
521 E Madison Ave, Milton, WI 53563
0.07
$229,800
6
2
-
Off Market
16-53563 Sixteen, Milton, WI 53563
0.07
$210,000
Studio
-
-
Off Market
15-53563 Fifteen, Milton, WI 53563
0.07
$210,000
Studio
-
-
Off Market

Price and Tax history

DateEventPrice
Oct 16, 2026
Source: SCWMLS #2034473
Listed For Sale
$350,000
May 13, 2011
Source: Agent Provided
ListingRemoved
$149,900
Dec 19, 2010
Source: Agent Provided
Listed For Sale
$149,900
Aug 18, 2010
Source: N/A
Sold
$138,000
Jun 20, 2010
Source: Agent Provided
PriceChange
$149,900
Price decreased by 1%

LGBTQ Local Legal Protections

Ryan Koenig, Better Homes and Gardens Real Estate Dream Partners

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Frequently asked questions about 442 E Madison Ave

  • What is the estimated monthly payment for 442 E Madison Ave?
    Based on a $350,000 list price with 20% down at today's rates, the estimated monthly payment for 442 E Madison Ave in Milton, WI is approximately $2,427 (about $1,952 principal & interest, $400 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • What do residents say about Milton?
    Residents describe Milton, WI as easy to park in, well-kept, and dog-friendly. Most residents say you need a car. See homes for sale in Milton, WI.
  • What are the closest schools to 442 E Madison Ave?
    The closest schools to 442 E Madison Ave in Milton, WI are East Elementary School (Pre-K, rated 5/10), Milton High School (rated 6/10), Milton Middle School (rated 4/10).
  • What is 442 E Madison Ave estimated to be worth?
    Trulia's estimated value for 442 E Madison Ave in Milton, WI is $346,100.
  • Does 442 E Madison Ave have air conditioning?
    Yes, 442 E Madison Ave in Milton, WI has air conditioning.
  • Does 442 E Madison Ave have laundry facilities?
    Yes, 442 E Madison Ave in Milton, WI has in-unit laundry.
442 E Madison Ave, Milton, WI 53563 is a 4 bedroom, 2 bathroom, 2,060 sqft single-family home built in 1890. This property is currently available for sale and was listed by SCWMLS. The MLS # for this home is MLS# 2034473.