Just a short walk from Downtown Waukesha, this 3-bedroom, 2-bath home blends character, comfort, and convenience. Inside, you'll find bright living spaces, hardwood floors, and a flexible office/den that's perfect for working from home or creating a cozy reading room. The large deck and tree-lined backyard offer plenty of space to relax, entertain, or enjoy a quiet evening outdoors. A gravel driveway provides parking for up to six vehicles. With downtown shops, restaurants, parks, and events nearby, this home offers the best of Waukesha living.
Contingent
$279,900
500 E Main STREET, Waukesha, WI 53186
3beds
1,452sqft
Single Family Residence
Built in 1915
7,840 Square Feet Lot
$287,300 Zestimate®
$193/sqft
$-- HOA
What's special
Bright living spacesHardwood floorsLarge deckTree-lined backyard
- 34 days |
- 92 |
- 2 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Adam McCarthy 262-232-8738,
Smart Asset Realty Inc
Source: WIREX MLS,MLS#: 1966676
Originating MLS: Metro MLS
Originating MLS: Metro MLSFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 2
Primary bedroom
- Level: Upper
- Area: 154
- Dimensions: 14 x 11
Bedroom 2
- Level: Upper
- Area: 99
- Dimensions: 11 x 9
Bedroom 3
- Level: Upper
- Area: 90
- Dimensions: 10 x 9
Bathroom
- Features: Tub Only, Shower Over Tub, Shower Stall
Dining room
- Level: Main
- Area: 154
- Dimensions: 14 x 11
Kitchen
- Level: Main
- Area: 99
- Dimensions: 11 x 9
Living room
- Level: Main
- Area: 216
- Dimensions: 18 x 12
Office
- Level: Main
- Area: 99
- Dimensions: 11 x 9
Heating
- Natural Gas, Forced Air
Appliances
- Included: Dryer, Oven, Range, Washer
Features
- High Speed Internet
- Flooring: Wood
- Basement: Full
Interior area
- Total structure area: 1,452
- Total interior livable area: 1,452 sqft
Property
Parking
- Parking features: No Garage, 1 Space
Features
- Levels: Two
- Stories: 2
Lot
- Size: 7,840 Square Feet
Details
- Additional structures: Garden Shed
- Parcel number: 2911302414
- Zoning: RES
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Aluminum Siding, Aluminum/Steel, Stucco/Slate, Vinyl Siding
Condition
- 21+ Years
- New construction: No
- Year built: 1915
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Location
- Region: Waukesha
- Municipality: Waukesha
Financial & listing details
- Price per square foot: $193/sqft
- Tax assessed value: $167,916
- Annual tax amount: $2,770
- Date on market: 6/10/2026
- Inclusions: Stove/Fridge, Washer/Dryer, Outside Storage Shed
- Exclusions: Seller Personal Property
Estimated market value
$287,300
$273,000 - $302,000
$2,421/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/15/2026 | Contingent | $279,900$193/sqft |
Source:  WIREX MLS #1966676 Report a problem | ||
| 6/10/2026 | Listed for sale | $279,900+117.8%$193/sqft |
Source: WIREX MLS #1966676 Report a problem | ||
| 10/1/2019 | Sold | $128,500-0.8%$88/sqft |
Source: Public Record Report a problem | ||
| 8/16/2019 | Listed for sale | $129,500+187.8%$89/sqft |
Source: Ulrich Realty, LLC #1654406 Report a problem | ||
| 1/12/2015 | Sold | $45,000-29.4%$31/sqft |
Source: Public Record Report a problem | ||
| 2/19/2014 | Sold | $63,750-29.2%$44/sqft |
Source: Public Record Report a problem | ||
| 2/6/2001 | Sold | $90,000$62/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $2,340 +2.1% | $154,600 |
| 2023 | $2,291 -18.6% | $154,600 +8.3% |
| 2022 | $2,815 -2.8% | $142,800 |
| 2021 | $2,897 +4.7% | $142,800 |
| 2020 | $2,766 +2.7% | $142,800 |
| 2019 | $2,694 -6.1% | $142,800 +5% |
| 2018 | $2,868 +0.8% | $136,000 |
| 2017 | $2,844 +15.8% | $136,000 +11% |
| 2015 | $2,456 -11.7% | $122,500 +4% |
| 2014 | $2,782 +17.7% | $117,800 |
| 2013 | $2,363 -10.3% | $117,800 -6% |
| 2012 | $2,634 +5% | $125,300 -4.9% |
| 2010 | $2,510 | $131,800 |
| 2009 | -- | $131,800 -1.6% |
| 2008 | -- | $134,000 |
| 2006 | -- | $134,000 |
| 2005 | -- | $134,000 +34.4% |
| 2004 | -- | $99,700 |
| 2003 | -- | $99,700 |
| 2002 | -- | $99,700 |
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: 53186
Nearby schools
GreatSchools rating
- NAHawthorne Elementary SchoolGrades: PK-5Distance: 1.5 mi
- 4/10Horning Middle SchoolGrades: 6-8Distance: 1.3 mi
- 5/10South High SchoolGrades: 9-12Distance: 1.5 mi
Schools provided by the listing agent
- District: Waukesha
Source: WIREX MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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