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Two to Four Units · Woodstock, IL
$259,900
4 beds · 4 baths
731 N Madison Street, Woodstock, IL, 60098
A brick-and-mortar place to make your own — room to make it home.
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What’s special

2-car garage
Turn-key investment opportunity or ideal owner-occupied 2-flat in a prime Woodstock location! The first-floor unit is currently in the process of moving out, creating an outstanding opportunity for an owner-occupant to move right in while generating immediate rental income from the occupied second-floor unit. This maintained property has been updated over the years, white trim and doors, hardwood and laminate flooring, updated lighting, and loads of windows that fill both units with natural light. The first-floor unit offers three bedrooms, a white cabinet kitchen complete with updated appliances, large living room and an updated full bath and half bath. The second-floor unit features one bedroom, large living room, nicely sized kitchen and updated bathrooms - one full and one half. Additional features include separate utilities for each unit, washer and dryer hookups in the basement (currently only the 1st floor unit has access to the basement), and a low-maintenance setup where tenants pay all utilities and are responsible for lawn care. Whether you're looking to live in one unit or expand your investment portfolio with a true turn-key property, this is an exceptional opportunity. Conveniently located just minutes from historic Downtown Woodstock Square, shopping, restaurants, schools, parks, and commuter routes. Don't miss your chance to own a versatile income-producing property in one of Woodstock's most desirable locations! Newer price gives you the opportunity to make exterior updates, if needed. Priced to sell!
— the listing agent’s description

The home

4 beds
4 baths
Built in 1900
0.16-acre lot
2-car garage
Two to Four Units

What it’ll cost

$5,262 taxes / yr
No HOA
3 days on dwello

Estimated monthly payment

$1,897/mo
Principal & interest$1,382
Property taxes$439
Homeowners insurance$76
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WED
Jun 3
THU
Jun 4
FRI
Jun 5
SAT
Jun 6
11:00 am
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3 days on dwello
Price history
Listed for sale
Aug 11, 2026
$259,900
Earlier records
Listed
Jul 22, 2026
$279,900
From MLS records — independently verify.
Property taxes
2025
Annual tax bill (MLS)
$5,262/yr
From county records — verify with the assessor.

Features

Natural GasAluminum SidingVinyl SidingPublic SewerYesGarage Owned

Schools nearby

Clay Street Elementary School · 0.1 mi
Saint Marys School · 0.4 mi
Woodstock High School · 0.9 mi
Marian Central Catholic High School · 0.9 mi
Early Learning Center · 1.3 mi
This listing didn’t include assigned schools, so these are the closest schools (OpenStreetMap) — not necessarily the attendance-zoned schools. Confirm assignment with the district.
Neighborhood
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Nearby places via OpenStreetMap — approximate; verify what matters to you. Map © Mapbox © OpenStreetMap.
MLS listing dataMRED
Listed by Paul Ambrogio · Berkshire Hathaway HomeServices Starck Real Estate
Listing last updated Aug 13, 2026 · data refreshed from the MLS Aug 13, 2026, 5:25 PM CT
Based on information submitted to the MLS GRID as of Aug 13, 2026, 5:25 PM CT. Listing data © MRED LLC, distributed by MLS GRID — deemed reliable but not guaranteed; independently verify. Anything shown below this point is not MLS listing data.
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