275 S Madison St, Waupun, WI, 53963
About This Home
Beautifully updated 2-story home on a spacious 0.25-acre lot featuring 4 bedrooms and 1.5 baths. The brand-new kitchen offers quartz countertops, modern cabinetry, new flooring, and fresh paint throughout. New windows bring in abundant natural light, while the new roof and hot water heater provide peace of mind. Enjoy relaxing mornings in the enclosed front porch or entertaining on the outdoor deck overlooking the yard. This move-in ready home combines charm, comfort, and major updates, offering space to live, gather, and grow for years to come. Situated with plenty of outdoor space, this property offers flexibility for gardening, recreation, or future expansion while showcasing thoughtful improvements inside and out. Room dimensions are estimates
Getting Around
Car-Dependent
Very Limited Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1890
Materials
- Foundation: Stone
- Construction materials: Vinyl Siding
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Basement
- Has basement: Yes
- Basement: Full
Bedroom1
- Level: Upper
- Dimensions: 16x13
Bedroom2
- Level: Upper
- Dimensions: 12x9
Bedroom3
- Level: Upper
- Dimensions: 12x9
Bedroom4
- Level: Upper
- Dimensions: 12x6
Bedrooms & Bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 1
Features
- Fireplace features: None
- Finished area below ground: 0
- Finished area above ground: 1,448
Formal Dining Room
- Level: Main
- Dimensions: 14x15
Heating & Cooling
- Heating features: Forced Air
- Cooling features: Forced Air
Interior Area
- Total interior livable area: 1,448 sqft
Kitchen
- Level: Main
- Dimensions: 15x12
Living Room
- Level: Main
- Dimensions: 15x16
Property
Accessibility
- Accessibility features: Not Applicable
Details
- Parcel number: 29213150514102
- Zoning: Residential
- Exclusions: Seller's personal property
Lot
- Lot size: 0.25 Acres
Parking
- Total spaces: 2
- Parking features: Detached
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Cold Wave
- Tornado
- Hail
- Lightning
- Strong Wind
- Winter Weather
- Heat Wave
- Inland Flooding
How This Home’s Risks Compare
FEMA Declared Disasters Across Wisconsin Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $1,135 | $13,620 |
| Home Insurance * | $111 | $1,332 |
| Property Taxes | $288 | $3,456 |
| Electricity | $171 | $2,054 |
| Total | $1,705 | $20,460 |
Income You'd Need if You Spent...
Wisconsin FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-08-17 | Contingent | $224,500 |
| 2026-07-30 | Price change | $224,500 |
| 2026-07-16 | Listed for sale | $244,500 |
| 2026-04-28 | Listing removed | $229,900 |
| 2026-04-25 | Listed for sale | $229,900 |
| 2026-04-18 | Contingent | $229,900 |
| 2026-03-27 | Price change | $229,900 |
| 2026-03-13 | Price change | $239,900 |
| 2026-03-05 | Price change | $249,900 |
| 2026-02-27 | Price change | $259,900 |
| 2026-02-20 | Listed for sale | $269,900 |
| 2025-07-15 | Sold | $90,000 |
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