Date
Details
Price
Change
Source
8/17/2026
Listed
$399,900
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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$399,900 Just Listed
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Join us at S21W23053 Hillside Dr on:
- Open House: 2:00 PM - 4:00 PM
Saturday 8/22 2:00 PM - 4:00 PM
S21W23053 Hillside Dr,Waukesha, WI 53186S21W23053 Hillside DrWaukeshaWI53186 - Open House: 10:30 AM - 12:00 PM
Sunday 8/23 10:30 AM - 12:00 PM
S21W23053 Hillside Dr,Waukesha, WI 53186S21W23053 Hillside DrWaukeshaWI53186
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Property Description
You don't want to miss this well-maintained ranch offering 3 bedrooms and 2 full baths with comfortable living spaces throughout. Walk in to an expansive living room featuring a beautiful natural wood-burning fireplace and large picture window. Enjoy the four-season room with direct access to the outdoors and in-ground pool with patio. The well-manicured, fenced-in yard with mature trees provides a private setting for entertaining and relaxing. The beautifully finished lower level offers additional living space with wet bar including beverage fridge, pool table, and room to gather. Two driveways provide ample parking for guests and everyday convenience.
Full Property Details
Full Property Details for S21W23053 Hillside Dr
General
- Price: $399,900
- Taxes: $2,559 (2025)
- Status: Active
- Type: Single Family
- Source: MetroMLS_Milwaukee_Wirex
- MLS ID: 1976457
- Updated: 8/17/2026
- Added to Site: 1 day(s) ago
Interior
- Interior Features: Cable TV Available, High Speed Internet, Natural Fireplace, Simulated Wood Floors, Wet Bar, Wood Floors
- Appliances: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom: At least one Bathtub, MBR Bath Shower over Tub, Off Master Bedroom, Shower Stall
Bedrooms
- Total Bedrooms: 3
- Bedroom 1: 19 x 15, Main Level
- Bedroom 2: 18 x 11, Main Level
- Bedroom 3: 19 x 12, Main Level
Other Rooms
- Living Room: 25 x 15, Main Level
- Kitchen: 18 x 11, Main Level
- Rec Room: 34 x 25, Lower Level
- Sun Room/Solarium: 12 x 18, Main Level
Exterior
- Exterior Features: In-Ground Pool, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2.5
- Garage Description: Electric Door Opener
Location
- County: Waukesha
- Driving Directions: E Broadway Ave to Porter Ave to Hillside Dr
School Information
- School District: Waukesha
- High School: Waukesha South
Heating & Cooling
- Heating/Cooling: Natural Gas, Central Air Conditioning, Forced Air
Utilities
- Water/Sewer: Municipal Water, Septic System
Structural Information
- Architectural Style: Single Story, Ranch
- Exterior Const.: Stone
- Basement Desc.: Finished, Full
- Square Feet: 2,082
- Year Built: 1953
Additional Structures
- Other Structures: Storage Shed
Lot Features
- Lot Size (Acres): 0.47
- Zoning: RES
Financial Considerations
- Tax Amount: $2,559.36
- Tax Year: 2025
Listed by Keller Williams Realty-Lake Country
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NMLS#: 1598647
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Schools
Schools serving S21W23053 Hillside Dr
School District:Waukesha School District
| Name | Grades | Distance |
|---|---|---|
Hadfield Elementary School 733 Linden Street, Waukesha, WI 53186 | PK-5 | 0.6 mi |
Horning Middle School 1809 Butler Drive, Waukesha, WI 53186 | 6-8 | 1.6 mi |
South High School, Waukesha, WI 401 East Roberta Avenue, Waukesha, WI 53186 | 9-12 | 1.1 mi |
Disclaimer:
School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for S21W23053 Hillside Dr
Tax History
Tax History for S21W23053 Hillside Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$2,559
11%
$356,900
50%
2024
$2,299
4%
$237,900
—
2023
$2,212
-15%
$237,900
—
2022
$2,616
-5%
$237,900
—
2021
$2,767
-4%
$237,900
—
2020
$2,872
22%
$237,900
31%
2019
$2,351
11%
$181,500
—
2018
$2,118
-5%
$181,500
—
2017
$2,229
1%
$181,500
—
2016
$2,216
-2%
$181,500
—
2015
$2,258
-1%
$181,500
—
2014
$2,282
-7%
$181,500
—
2013
$2,462
—
$181,500
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for S21W23053 Hillside Dr
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- Single Family
- Active
- Updated 4 days ago
- 3Beds
- 2Total Baths
- 1,450Sq. Ft.
- Single Family
- Active
- Updated 11 days ago
- 3Beds
- 2Total Baths
- 1,706Sq. Ft.
- Single Family
- Active
- Updated 3 days ago
- 3Beds
- 2Total Baths
- 1,874Sq. Ft.
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- Single Family
- Active
- Updated 4 days ago
- 5Beds
- 4Total Baths
- 3,975Sq. Ft.
- Single Family
- Active
- Updated 7 hours ago
- 4Beds
- 1Total Bath
- 1,400Sq. Ft.
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- Condo
- Active
- Updated 5 days ago
- 2Beds
- 2Total Baths
- 2,169Sq. Ft.
Listed by Gabrielle Borowski (262) 623-0959
- Condo
- Active
- Updated 2 days ago
- 2Beds
- 2Total Baths
- 1,260Sq. Ft.
- Single Family
- Active
- Updated 4 days ago
- 4Beds
- 4Total Baths
- 3,391Sq. Ft.
- Single Family
- Active
- Updated 5 days ago
- 3Beds
- 2Total Baths
- 1,931Sq. Ft.
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S21W23053 Hillside Dr, Waukesha, WI 53186 (MLS# 1976457) is a Single Family property with 3 bedrooms and 2 full bathrooms. S21W23053 Hillside Dr is currently listed for $399,900 and was received on August 17, 2026. Want to learn more about S21W23053 Hillside Dr? Do you have questions about finding other Single Family real estate for sale in Waukesha? You can browse all Waukesha real estate or contact a Coldwell Banker agent to request more information.