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$595,000 Just Listed
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Property Description
HUGE BACKYARD! NEW ROOF AND WINDOWS! LOCATION IS EVERYTHING! Discover the perfect blend of convenience and tranquility in this beautifully renovated home in Glen Oak Hills neighborhood. Located on a quiet street across from a scenic greenbelt, this 3 bed, 2 bath home features two sunlit living rooms, each with three large windows offering peaceful views. Recent updates include appliances, modern cabinets and vanities, flooring, and fresh paint, making it move-in ready. Enjoy a spacious, flat, fenced-in backyard with a charming brick patio, ideal for relaxing or entertaining. Just minutes from Hilldale, UW Research Park, Garner park, dining, pickleball and trails, this home offers modern comfort in a nature connected setting. Zoned to allow for future expansion potential via Madison ADU ordnance. Listing agent is related to owner.
Full Property Details
Full Property Details for 21 N Kenosha Dr
General
- Price: $595,000
- Taxes: $844,626 (2025)
- Status: Active
- Type: Single Family
- Source: Wirex_South_Central_Wisconsin_MLS_Corporation_SCW
- MLS ID: 2027747
- Updated: 7/10/2026
- Added to Site: 1 day(s) ago
Interior
- Interior Features: Water Softener, Cable/Satellite Available, High-Speed Internet, Some Smart Home Features
- Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Disposal, Washer, Dryer
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
- Bathroom: At least 1 Tub, Master Bedroom Bath: Tub/Shower Combination
Bedrooms
- Total Bedrooms: 3
- Primary Bedroom: 12 x 12, Main
- Bedroom 2: 10 x 10, Main
- Bedroom 3: 10 x 10, Main
Other Rooms
- Living Room: 21 x 13, Main
- Kitchen: 19 x 11, Main
Exterior
- Exterior Features: Fenced Yard
Parking
- Garage: Yes
- Garage Spaces: 1
- Garage Description: 1 Car, Basement Access
Location
- Municipality: Madison
- County: Dane
- Driving Directions: Heading southbound on Whitney Way, turn right onto Regent (westbound), followed by a right onto N Kenosha Drive prior to passing the greenbelt.
School Information
- School District: Madison
- Elementary School: Stephens
- Middle School: Jefferson
- High School: Memorial
Heating & Cooling
- Heating Fuel: Natural Gas
- Heating/Cooling: Forced Air, Central Air Conditioning
Utilities
- Water/Sewer: Municipal Water, Municipal Sewer
Structural Information
- Description/Design: Bi-Level, 1 Story
- Exterior Const.: Aluminum/Steel
- Basement Desc.: Full
- Square Feet: 1,944
- Square Feet Range: 1751 to 2000
- Sq. Ft. Source: Assessor/Public Record
- Year Built: 1964
Lot Features
- Lot Size Source: Assessor/Public Record
- Zoning: SR-C2
- Lot Description: Wooded, Sidewalks
Financial Considerations
- Tax Amount: $844,626
- Tax Year: 2025
Disclosures and Reports
- Exclusions: Seller Personal Property
- Inclusions: Refrigerator (2025), stove (2025), microwave (2025), dishwasher (2025), washer (2025), dryer (2025), electric fireplace (2025), smart thermostat, smart doorbell, and censored lights. Roof (2026), Windows (2026), Water heater (2024), HVAC (2014) and water softener (not used).
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Schools
Schools serving 21 N Kenosha Dr
School District:Madison Metropolitan School District
| Name | Grades | Distance |
|---|---|---|
Stephens Elementary School 120 South Rosa Road, Madison, WI 53705 | PK-5 | 0.4 mi |
Jefferson Middle School, Madison, WI 101 S Gammon Rd, Madison, WI 53717 | 6-8 | 1.5 mi |
Memorial High School, Madison, WI 201 South Gammon Road, Madison, WI 53717 | 9-12 | 1.5 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 21 N Kenosha Dr
Date
Details
Price
Change
Source
7/10/2026
Listed
$595,000
56.58%
MLS
7/31/2024
Sold
$380,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 21 N Kenosha Dr
Year
Property Taxes
Change
Tax Assessment
Change
2025
$8,446
11%
$472,300
5%
2024
$7,603
8%
$449,400
6%
2022
$7,072
5%
$424,000
13%
2021
$6,749
1%
$375,200
13%
2021
$6,670
—
$332,000
7%
2020
$6,670
3%
$309,000
3%
2019
$6,469
1%
$300,000
2%
2018
$6,410
17%
$295,000
21%
2017
$5,478
6%
$244,100
8%
2016
$5,188
2%
$226,000
3%
2015
$5,107
—
$219,400
4%
2014
$5,112
6%
$211,000
4%
2013
$4,842
—
$202,900
—
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 21 N Kenosha Dr
21 N Kenosha Drive, Madison, WI 53705 (MLS# 2027747) is a Single Family property with 3 bedrooms and 2 full bathrooms. 21 N Kenosha Drive is currently listed for $595,000 and was received on July 10, 2026. Want to learn more about 21 N Kenosha Drive? Do you have questions about finding other Single Family real estate for sale in Madison? You can browse all Madison real estate or contact a Coldwell Banker agent to request more information.

