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$375,000 Contingent

  • For Sale
  • Contingent
  • Single Family
  • 3 Beds
  • 1 Full Bath
  • 1 Partial Bath
  • 1,631 Sq. Ft.
  • 2.5 Car Garage
  • Updated 7 days ago
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If walkability and being part of the Downtown Oconomowoc community are important to you, this is the house for you! Perfectly perched on Pleasant Street, this charming farmhouse-style home offers character, function and a fantastic location. A dedicated first-floor office keeps you connected to the home while providing a defined workspace. Storage is everywhere, including a walk-in closet, full basement, mudroom with built-ins and a detached garage with additional workshop/storage space at the rear. Step out the back door to a deck and wide-open backyard with plenty of room to relax, garden or entertain. A wonderful opportunity to enjoy the Downtown Oconomowoc lifestyle!

Full Property Details for 317 E Pleasant St

General

  • Price: $375,000
  • Taxes: $4,609 (2025)
  • Status: Contingent
  • Type: Single Family
  • Source: MetroMLS_Milwaukee_Wirex
  • MLS ID: 1976286
  • Updated: 8/20/2026
  • Added to Site: 13 day(s) ago

Interior

  • Number of Rooms: 9
  • Interior Features: Cable TV Available, Walk-In Closet(s)
  • Appliances: Dryer, Microwave, Range, Refrigerator, Washer

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 1
  • Half Bathrooms: 1
  • Bathroom: At least one Bathtub

Bedrooms

  • Total Bedrooms: 3
  • Bedroom 1: 12.9 x 11, Upper Level
  • Bedroom 2: 10 x 13, Upper Level
  • Bedroom 3: 10 x 13, Upper Level

Other Rooms

  • Living Room: 14.5 x 15, Main Level
  • Kitchen: 15 x 8, Main Level
  • Dining Room: 13 x 11, Main Level
  • Den: 9.5 x 12, Main Level
  • Other Room 1: 7.5 x 10.5, Main Level
  • Mud Room: 10 x 7.5, Main Level

Exterior

  • Exterior Features: Deck

Parking

  • Garage: Yes
  • Garage Spaces: 2.5

Location

  • County: Waukesha
  • Driving Directions: From Hwy 16, head into Downtown Oconomowoc. Continue north through the roundabout to Walnut Street. Turn west onto Pleasant Street. The home will be on the south side of the street.

School Information

  • School District: Oconomowoc Area
  • Elementary School: Greenland
  • Middle School: Nature Hill
  • High School: Oconomowoc

Heating & Cooling

  • Heating/Cooling: Natural Gas, Central Air Conditioning, Forced Air

Utilities

  • Water/Sewer: Municipal Sewer, Municipal Water

Structural Information

  • Architectural Style: 1.5 Story, Farm House
  • Exterior Const.: Vinyl
  • Basement Desc.: Full, Poured Concrete, Stone, Walk-Out/Outer Door
  • Square Feet: 1,631
  • Year Built: 1915

Lot Features

  • Lot Size (Acres): 0.23
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $4,609
  • Tax Year: 2025

Listed by Stapleton Realty

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Listing agent

— 317 E Pleasant St —

  • Stapleton Realty

office@stapletonrealty.com

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NMLS#: 1598647

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NMLS#: 1598647

Get Pre-Approved

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with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 317 E Pleasant St

School District:Oconomowoc Area School District
NameGradesDistance
Greenland Elementary School
440 East Coolidge Street, Oconomowoc, WI 53066
PK-40.6 mi
Nature Hill Intermediate School
850 Lake Drive, Oconomowoc, WI 53066
5-81.6 mi
Oconomowoc High School
641 East Forest Street, Oconomowoc, WI 53066
9-120.7 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 317 E Pleasant St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
8/14/2026
Listed
$375,000
86.57%
MLS
7/07/2015
Sold
$201,000
—
Public Record
Get Price Alerts and Save Property
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 for 317 E Pleasant St

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,609
8%
$444,800
11%
2024
$4,285
5%
$400,900
10%
2023
$4,068
-19%
$364,000
10%
2022
$5,051
13%
$331,100
13%
2021
$4,459
9%
$291,900
37%
2020
$4,099
16%
$212,600
—
2019
$3,543
3%
$212,600
—
2018
$3,434
—
$212,600
—
2017
$3,421
-1%
$212,600
—
2016
$3,457
—
$212,600
—
2015
$3,444
—
$212,600
—
2014
$3,450
-3%
$212,600
—
2013
$3,539
—
$211,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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317 E Pleasant St, Oconomowoc, WI 53066 (MLS# 1976286) is a Single Family property with 3 bedrooms, 1 full bathroom and 1 partial bathroom. 317 E Pleasant St is currently listed for $375,000 and was received on August 14, 2026. Want to learn more about 317 E Pleasant St? Do you have questions about finding other Single Family real estate for sale in Oconomowoc? You can browse all Oconomowoc real estate or contact a Coldwell Banker agent to request more information.

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