$550,000

983 Chesterton Ct Oconomowoc, WI 53066

Oconomowoc Area

Estimated payment $3,471/month

Total Views 146
4 Beds
2.5 Baths
2,720 Sq Ft
$202 Price per Sq Ft

Highlights

  • Colonial Architecture
  • Corner Lot
  • Fireplace
  • Summit Elementary School Rated A
  • Cul-De-Sac
  • 2.5 Car Attached Garage

About This Home

Welcome to this classic 4-bedroom, 2.5-bath Colonial in a desirable Oconomowoc neighborhood. Fresh interior paint throughout and brand-new upstairs carpeting create a bright, move-in-ready feel. Gather in the inviting rec room with a natural fireplace, or enjoy warm-weather living on the fabulous screened porch overlooking the back yard. Use your imagination in the heated backyard bonus building- perfect for a home office, hobby studio, game-day retreat or cozy gathering space. Comfortable, versatile and ideally located near shopping, dining, and all that Oconomowoc has to offer, this home is ready for its next chapter! Estate sale 9/20-9/21.

Listing Agent

Karen Trepton

Shorewest Realtors, Inc. Brokerage Email: PropertyInfo@shorewest.com License #59442-94 Listed on: 09/14/2026

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $5,056

Lot Details

  • 13,939 Sq Ft Lot
  • Cul-De-Sac
  • Corner Lot

Parking

  • 2.5 Car Attached Garage
  • Garage Door Opener
  • Driveway

Home Design

  • Colonial Architecture
  • Brick Exterior Construction
  • Vinyl Siding

Interior Spaces

  • 2,720 Sq Ft Home
  • 2-Story Property
  • Fireplace

Kitchen

  • Range
  • Microwave
  • Dishwasher

Bedrooms and Bathrooms

  • 4 Bedrooms

Laundry

  • Laundry on main level
  • Dryer
  • Washer

Basement

  • Basement Ceilings are 8+ Feet High
  • Block Basement Construction

Outdoor Features

  • Storage Shed

Schools

  • Summit Elementary School
  • Silver Lake Middle School
  • Oconomowoc High School

Utilities

  • Forced Air Zoned Heating and Cooling System
  • Heating System Uses Natural Gas
  • High Speed Internet

Community Details

  • Whitman Park Subdivision

Listing and Financial Details

  • Assessor Parcel Number OCOC0592015

Home Details

Home Type

Single Family

Est. Annual Taxes

$5,056

Lot Details

0.32 Acres

Parking

2

Listing Details

  • Prop. Type: Single-Family
  • Lot Size Acres: 0.32
  • Subdivision Name: Whitman Park
  • Directions: Summit Ave to Thackeray Trl W, right on Keats Cir, right on Chesterton to 983 Chesterton Court, Oconomowoc, WI 53066.
  • Above Grade Finished Sq Ft: 2720
  • Architectural Style: Colonial
  • Garage Yn: Yes
  • Unit Levels: 2 Story
  • Attribution Contact: PropertyInfo@shorewest.com
  • Property Information:Est Total Sq Ft: 2720
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Appliances: Range, Refrigerator, Dishwasher, Microwave, Washer, Dryer
  • Accessibility Features: Laundry on Main Level
  • Has Basement: Block, 8+ Ceiling
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Total Bedrooms: 4
  • Fireplace Features: Natural Fireplace
  • Fireplace: Yes
  • Interior Amenities: High Speed Internet

Exterior Features

  • Lot Features: Cul-De-Sac, Corner Lot
  • Construction Type: Brick, Vinyl
  • Other Structures: Storage Shed

Garage/Parking

  • Attached Garage: No
  • Garage Spaces: 2.5
  • Parking Features: Electric Door Opener, Paved
  • Garage Type: Attached

Utilities

  • Cooling: Central Air
  • Cooling Y N: Yes
  • Heating: Zoned Heating, Natural Gas, Forced Air
  • Heating Yn: Yes
  • Sewer: Municipal Sewer

Schools

  • Elementary School: Summit
  • Junior High Dist: Oconomowoc Area
  • High School: Oconomowoc
  • Middle Or Junior School: Silver Lake

Lot Info

  • Current Use: Subdivision
  • Lot Size Sq Ft: 13939.2
  • Parcel #: OCOC0592015

Tax Info

  • Tax Annual Amount: 5056.03
  • Tax Year: 2025

Map

Range of Values:

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Value Increase
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $5,056 $487,900 $88,800 $399,100
2024 $4,698 $439,300 $88,800 $350,500
2023 $4,718 $421,400 $88,800 $332,600
2022 $5,296 $386,400 $88,800 $297,600
2021 $4,745 $351,000 $88,800 $262,200
2020 $4,593 $265,400 $60,000 $205,400
2019 $4,447 $265,400 $60,000 $205,400
2018 $4,305 $265,400 $60,000 $205,400
2017 $4,278 $265,400 $60,000 $205,400
2016 $4,326 $265,400 $60,000 $205,400
2015 $4,304 $265,400 $60,000 $205,400
2014 $4,708 $265,400 $60,000 $205,400
2013 $4,708 $294,700 $72,000 $222,700
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft
09/14/2026 09/14/26 For Sale $550,000 -- $202 / Sq Ft
Source: Metro MLS

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Type Sale Price Title Company
Interfamily Deed Transfer -- None Available
Source: Public Records

Source: Metro MLS

MLS Number: 1980575

Metro MLS

APN: OCOC-0592-015

Wisconsin Waukesha County Oconomowoc 53066

983 Chesterton Ct, Oconomowoc, WI

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Listing Agent
Karen Trepton
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Shorewest Realtors, Inc.
(262) 425-9885
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