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!
Contingent
Price cut: $20K (8/12)
$259,900
731 N Madison St, Woodstock, IL 60098
4beds
--sqft
Multi Family
Built in 1900
-- sqft lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
- --
- 698
- views
- 47
- saves
Zillow last checked:
Listing updated:
Listed by:
Paul Ambrogio, GRI (847)515-1200,
Berkshire Hathaway HomeServices Starck Real Estate
Source: MRED as distributed by MLS GRID,MLS#: 12730404
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 4
- Full bathrooms: 2
- 1/2 bathrooms: 2
Heating
- Natural Gas
Features
- Basement: Unfinished,Partial
Property
Parking
- Total spaces: 2
- Parking features: Yes, Garage Owned, Detached, Garage
- Garage spaces: 2
Features
- Patio & porch: Porch
Lot
- Size: 6,969 Square Feet
- Dimensions: 75X128
- Features: Corner Lot
Details
- Parcel number: 1305179009
- Special conditions: None
- Other equipment: Ceiling Fan(s)
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Aluminum Siding, Vinyl Siding
- Foundation: Concrete Perimeter, Stone
- Roof: Asphalt
Condition
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Curbs, Sidewalks, Street Lights, Street Paved
Location
- Region: Woodstock
Financial & listing details
- Tax assessed value: $183,558
- Annual tax amount: $5,262
- Date on market: 8/11/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 8/25/2026 | Contingent | $259,900 |
Source: BHHS broker feed #12730404 Report a problem | ||
| 8/12/2026 | Price change | $259,900-7.1% |
Source: BHHS broker feed #12730404 Report a problem | ||
| 7/22/2026 | Listed for sale | $279,900+33.3% |
Source: | ||
| 10/4/2022 | Listing removed | -- |
Source: | ||
| 8/31/2022 | Pending sale | $209,900 |
Source: | ||
| 8/31/2022 | Contingent | $209,900 |
Source: | ||
| 8/12/2022 | Price change | $209,900-4.5% |
Source: | ||
| 7/27/2022 | Listed for sale | $219,900+47.6% |
Source: | ||
| 4/1/2002 | Sold | $149,000+38.6% |
Source: Public Record Report a problem | ||
| 7/18/1997 | Sold | $107,500 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,262 +3.3% | $61,186 +10.7% |
| 2024 | $5,091 +4.1% | $55,257 +10.6% |
| 2023 | $4,888 +6.9% | $49,971 +12.7% |
| 2022 | $4,572 +4.6% | $44,348 +7% |
| 2021 | $4,373 +3.4% | $41,435 +5.2% |
| 2020 | $4,230 | $39,372 +4.8% |
| 2019 | -- | $37,583 +13.4% |
| 2018 | $3,695 +1.3% | $33,149 +6.3% |
| 2017 | $3,649 +0.1% | $31,199 +8% |
| 2016 | $3,646 | $28,888 -17.7% |
| 2013 | $3,646 | $35,122 -5% |
| 2011 | -- | $36,983 -2.7% |
| 2010 | -- | $38,000 -38.1% |
| 2009 | -- | $61,358 |
| 2008 | -- | $61,358 +4.7% |
| 2006 | -- | $58,576 +11.4% |
| 2005 | $4,132 +3.8% | $52,563 +6.3% |
| 2004 | $3,980 +6% | $49,458 +7.1% |
| 2003 | $3,755 +16.4% | $46,178 +18.2% |
| 2002 | $3,226 +12.7% | $39,053 +13% |
| 2001 | $2,864 +10.5% | $34,551 +8.9% |
| 2000 | $2,593 | $31,723 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 60098
Nearby schools
Schools provided by the listing agent
- District: 200
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.



