4158 Cherokee Drive Madison, WI ^$ 749,900

4158 Cherokee Drive

^$ 749,900

Back to search

Recently Listed

4158 Cherokee Drive

Madison, WI, 53711

^$ 749,900

Bedrooms3 Baths1.1 Sq 1,986

Monthly Estimate*

^$ 4,617

Listed by Lauer Realty Group, Inc.

4158 Cherokee Drive, Madison, WI 53711 - Image 1

4158 Cherokee Drive, Madison, WI 53711 - Image 2

4158 Cherokee Drive, Madison, WI 53711 - Image 3

4158 Cherokee Drive, Madison, WI 53711 - Image 4

4158 Cherokee Drive, Madison, WI 53711 - Image 5

4158 Cherokee Drive, Madison, WI 53711 - Image 6

4158 Cherokee Drive, Madison, WI 53711 - Image 7

4158 Cherokee Drive, Madison, WI 53711 - Image 8

4158 Cherokee Drive, Madison, WI 53711 - Image 9

4158 Cherokee Drive, Madison, WI 53711 - Image 10

4158 Cherokee Drive, Madison, WI 53711 - Image 11

4158 Cherokee Drive, Madison, WI 53711 - Image 12

4158 Cherokee Drive, Madison, WI 53711 - Image 13

4158 Cherokee Drive, Madison, WI 53711 - Image 14

4158 Cherokee Drive, Madison, WI 53711 - Image 15

4158 Cherokee Drive, Madison, WI 53711 - Image 16

4158 Cherokee Drive, Madison, WI 53711 - Image 17

4158 Cherokee Drive, Madison, WI 53711 - Image 18

4158 Cherokee Drive, Madison, WI 53711 - Image 19

4158 Cherokee Drive, Madison, WI 53711 - Image 20

4158 Cherokee Drive, Madison, WI 53711 - Image 21

4158 Cherokee Drive, Madison, WI 53711 - Image 22

4158 Cherokee Drive, Madison, WI 53711 - Image 23

4158 Cherokee Drive, Madison, WI 53711 - Image 24

4158 Cherokee Drive, Madison, WI 53711 - Image 25

4158 Cherokee Drive, Madison, WI 53711 - Image 26

4158 Cherokee Drive, Madison, WI 53711 - Image 27

4158 Cherokee Drive, Madison, WI 53711 - Image 28

4158 Cherokee Drive, Madison, WI 53711 - Image 29

4158 Cherokee Drive, Madison, WI 53711 - Image 30

4158 Cherokee Drive, Madison, WI 53711 - Image 31

4158 Cherokee Drive, Madison, WI 53711 - Image 32

4158 Cherokee Drive, Madison, WI 53711 - Image 33

4158 Cherokee Drive, Madison, WI 53711 - Image 34

4158 Cherokee Drive, Madison, WI 53711 - Image 35

4158 Cherokee Drive, Madison, WI 53711 - Image 36

4158 Cherokee Drive, Madison, WI 53711 - Image 37

4158 Cherokee Drive, Madison, WI 53711 - Image 38

4158 Cherokee Drive, Madison, WI 53711 - Image 39

4158 Cherokee Drive, Madison, WI 53711 - Image 40

4158 Cherokee Drive, Madison, WI 53711 - Image 41

4158 Cherokee Drive, Madison, WI 53711 - Image 42

4158 Cherokee Drive, Madison, WI 53711 - Image 43

4158 Cherokee Drive, Madison, WI 53711 - Image 44

4158 Cherokee Drive, Madison, WI 53711 - Image 45

4158 Cherokee Drive, Madison, WI 53711 - Image 46

4158 Cherokee Drive, Madison, WI 53711 - Image 47

4158 Cherokee Drive, Madison, WI 53711 - Image 48

4158 Cherokee Drive, Madison, WI 53711 - Image 49

4158 Cherokee Drive, Madison, WI 53711 - Image 50

4158 Cherokee Drive, Madison, WI 53711 - Image 51

4158 Cherokee Drive, Madison, WI 53711 - Image 52

4158 Cherokee Drive, Madison, WI 53711 - Image 53

4158 Cherokee Drive, Madison, WI 53711 - Image 54

4158 Cherokee Drive, Madison, WI 53711 - Image 55

4158 Cherokee Drive, Madison, WI 53711 - Image 56

4158 Cherokee Drive, Madison, WI 53711 - Image 57

4158 Cherokee Drive, Madison, WI 53711 - Image 58

4158 Cherokee Drive, Madison, WI 53711 - Image 59

4158 Cherokee Drive, Madison, WI 53711 - Image 60

4158 Cherokee Drive, Madison, WI 53711 - Image 61

4158 Cherokee Drive, Madison, WI 53711 - Image 62

4158 Cherokee Drive, Madison, WI 53711 - Image 63

View a Virtual Tour

Single Family Home for sale in Madison, WI

for $749,900 with 3 bedrooms and 1 full bath, 1 half bath. This 1,986 square foot home was built in 1937 on a lot size of 0.19.

Show 6/11. Darling and well maintained Cherokee Charmer. You'll love the brick paver path leading up to the stonework facade. The interior is made larger by an addition to the rear as well as "lives large" due to the super-efficient and spacious Dutch Colonial design and gambrel roof lines. Built in 1937, this home has been immaculately maintained and updated while still showcasing the quality and intentions of yesteryear. The lush and beautiful yard and grounds connect the home with the adjacent boulevard and give a feeling of living in the trees. This urban but forested oasis is a real gem.

Single Family Active

Price

^$ 749,900

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 12,504

Style

Colonial

Lot Size

0.19

Year Built

1937

Town/City

Madison

County/Region

Dane

MLS | Web ID

2024443

Features

Exterior

Lot Description Near public transit

Improvements 373200

Exterior Wood Brick Stone

Exterior Amenities Fenced Yard Patio-Brick

Driveway Paved

Interior

Interior Amenities Great room Walk-up Attic Washer Dryer Water softener inc Internet - Cable Ceiling Fan(s) Foyer Entry

Basement Full Partially finished Poured concrete foundatn Basement storage

Family Room Dimensions 21x17

Laundry Dimensions 17x10

Kitchen Dimensions 16x12

Kitchen Features Breakfast bar Pantry Range/Oven Refrigerator Dishwasher Microwave Oven Range

Dining Room Dimensions 12x11

Beds 3

Total Baths 1.5

Heating/Cooling Radiant Window AC

Bedroom 2 Level U

Bedroom 3 Level U

Dining Room Level M

Family Room Level L

Kitchen Level M

General

Fireplaces Wood 1 fireplace 2 fireplaces

Garage 1 car Attached

Zoning Res

School District Madison

Full Baths 1

Half Baths 1

Style Colonial

County Dane

Class Single Family

Accessibility Features First floor bedroom

Tax Year 2025

Fuel Natural gas

Status Active

Status Detail 0

Year Built 1937

Directions From Monroe west on Nakoma to right on Cherokee.

High School West

City Madison

Elementary School Thoreau

Middle School Cherokee Heights

DOM 1

Price Per Sq Ft Total AG 377.59

Virtual Tour https://my.matterport.com/show/?m=tTAt3dFivnj&mls=1 https://my.matterport.com/show/?m=tTAt3dFivnj

County Qtr Section West Metro Madison

* Excluded Features

List By

Lauer Realty Group, Inc.

Broker

(608) 513-9757

Phone

ben@benanton.com

Affordability Calculator

$5,659

Per Month

Monthly Principal & Interest: $4,617
Monthly Property Taxes: $1,042
Monthly Home Insurance: --

Set your offer price

Down Payment

Loan Term

Interest Rate

Yearly Property Taxes

Yearly Home Insurance

Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

THE TIME TO SELL IS NOW! What's my home worth?

Nearby

Trends
Schools

Single family listings in Madison, WI

Average List Price ^$593,603

Percent of Sale Price 21%

About Madison, WI

252,062 Population

21% Since 2002

^$58,415 Median Income

34.31 Median Age

21% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

1568070 Elementary School

1568178 Middle School

West High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
6/10/2026	$749,900		Listed Price

Map

More homes like this one

homes for you

See all

4158 Cherokee Drive, Madison, WI, 53711 is a Single Family Home for sale at $749,900 with 1,986 sqft and a lot size of 0.19. 4158 Cherokee Drive has 3 bedrooms, 1.1 baths, and was built in 1937. The property's zip code is 53711 which is in Madison, WI

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The data relating to real estate for sale on this web site comes in part from the Internet Data Exchange Program of the South Central Wisconsin Multiple Listing Service. Real Estate listings held by brokerage firms (licensees) other than Weichert Realtors are marked with the SCWMLS approved logo and detailed information about them includes the name of the listing brokers.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

This information, provided by seller, listing broker, and other parties, may not have been verified.

Data is updated as of 6/12/2026.

*Full Name

*Email

*Phone

I am interested in financing options

Get more info

By submitting the form, you agree that Weichert^® may contact you via phone or text about your inquiry, which may involve the use of automated means. You are not required to consent as a condition of purchasing any property, goods or services. For any other information please read our privacy policy.

Get more info

Looking for an Associate?

Already Working with an Associate?

4158 Cherokee Drive

Single Family Home for sale in Madison, WI

Affordability Calculator

Map

More homes like this one

Get more info about this home