Step into timeless elegance with this grand home, originally occupied as early as 1898?a perfect fusion of period details and modern conveniences. Nestled on a sprawling .98-acre lot, this versatile property offers a spacious 4 bedroom, 2 bath main residence with soaring ceilings, original woodwork, and classic architectural features throughout. An attached 1 bed, 1 bath apartment provides options for rental income, multigenerational living, or a private guest retreat. Easily restore to a gracious single-family layout or configure as a home office with exclusive driveway and parking?ideal for today?s flexible lifestyles. Modern comforts abound with central air, an updated kitchen, and main-floor laundry. Enjoy outdoor living with a rare 4+ car garage, a separate garden shed.
Active
Price cut: $20K (8/26)
$299,900
258 South Drummond Street, Waupun, WI 53963
5beds
2,837sqft
Est.:
Single Family Residence
Built in 1900
0.98 Acres Lot
$294,600 Zestimate®
$106/sqft
$-- HOA
What's special
- 29 days
- on Zillow |
- 1,560 |
- 102 |
Zillow last checked: 7 hours ago
Listing updated: August 26, 2025 at 09:37pm
Listed by:
Jodi Mallas Cell:920-539-0448,
My Property Shoppe LLC
Source: WIREX MLS,MLS#: 2005845
Originating MLS: South Central Wisconsin MLS

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Level: Upper
- Area: 165
- Dimensions: 15 x 11
Bedroom 2
- Level: Upper
- Area: 208
- Dimensions: 16 x 13
Bedroom 3
- Level: Upper
- Area: 144
- Dimensions: 12 x 12
Bedroom 4
- Level: Upper
- Area: 117
- Dimensions: 13 x 9
Bedroom 5
- Level: Upper
- Area: 140
- Dimensions: 14 x 10
Bathroom
- Features: At least 1 Tub, No Master Bedroom Bath
Dining room
- Level: Main
- Area: 140
- Dimensions: 10 x 14
Family room
- Level: Main
- Area: 300
- Dimensions: 15 x 20
Kitchen
- Level: Main
- Area: 144
- Dimensions: 9 x 16
Living room
- Level: Main
- Area: 180
- Dimensions: 15 x 12
Office
- Level: Main
- Area: 140
- Dimensions: 14 x 10
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Range/Oven, Refrigerator, Dishwasher, Microwave, Washer, Dryer
Features
- High Speed Internet, Breakfast Bar
- Flooring: Wood or Sim.Wood Floors
- Basement: Full
Interior area
- Total structure area: 2,837
- Total interior livable area: 2,837 sqft
- Finished area above ground: 2,837
- Finished area below ground: 0
Property
Parking
- Total spaces: 4
- Parking features: Detached, Garage Door Opener, 4 Car
- Garage spaces: 4
Features
- Levels: Two
- Stories: 2
Lot
- Size: 0.98 Acres
Details
- Additional structures: Storage
- Parcel number: 29213150513047
- Zoning: Mixed
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding, Stucco
Condition
- 21+ Years
- New construction: No
- Year built: 1900
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Location
- Region: Waupun
- Municipality: Waupun
Financial & listing details
- Price per square foot: $106/sqft
- Tax assessed value: $247,700
- Annual tax amount: $4,135
- Date on market: 8/2/2025
- Inclusions: Frig, 2 Stoves, Microwave, Stackable Washer And Dryer, Dishwasher, Some Window Treatments, Garden Shed, Gdo And Remotes
- Exclusions: Personal Property Of The Seller And Estate
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