$550,000

4 Beds 3 Baths 2,720 Sqft

983 Chesterton Court, Oconomowoc, WI 53066

Property Type: Single-Family
Building Type: 2 Story
Time on Market: 5 days
Price per Sqft: $202
Garage: 2 Car
Total Taxes: $5,056
Est. Age: 21+ Years

Description

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.

Property Details

Interior

Appliances:
  • Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer
Basement:
  • 8'+ Ceiling, Block
Baths:
  • Full Baths: 2
  • Half Baths: 1
  • Bath Descriptions: Tub Only,Master Bedroom Bath: Walk-In Shower,Master Bedroom Bath,Shower Over Tub
Heating/Cooling:
  • Central Air, Forced Air, Multiple Units, Zoned Heating
Heat Fuel:
  • Natural Gas
Interior Features:
  • Cable/Satellite Available, High Speed Internet
Sqft:
  • Total Sqft: 2,720
  • Lot Sqft Source: Assessor/Public Record
  • Estimated Sqft Range: 2501-3000,2501 or more

Rooms

Room Basement Level Lower Level Main Level Upper Level
Master Bedroom 17x16
Bedroom 2 10x11
Bedroom 3 10x11
Bedroom 4 14x11
Den/Office 5x4
Dining Room 11x9
Family Room 12x18
Kitchen 17x12
Living Room 13x20

Exterior

Acreage:
  • Range: 0.0 to .499
  • Source: Assessor/Public Record
Exterior:
  • Brick, Brick/Stone, Vinyl
Garage:
  • Details: Opener Included, Attached, 2 Car
  • Spaces: 2.5
Outbuildings:
  • Garden Shed
Style:
  • Colonial
Subdivision:
  • Whitman Park
Water:
  • Waterfront: N
Water/Waste:
  • Municipal Sewer, Municipal Water

Misc.

New Construction:
  • N
Postal:
  • Code: 53066
  • Zip+4: 4311
Street:
  • Name: Chesterton COURT
  • Suffix: COURT
Tax Year:
  • 2025
Zoning:
  • RES

Map

Listing Agent-Provided Directions:
  • Summit Ave to Thackeray Trl W, right on Keats Cir, right on Chesterton to 983 Chesterton Court, Oconomowoc, WI 53066.

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Schools and Neighborhood

Elementary School:
  • Summit
Middle School:
  • Silver Lake
High School:
  • Oconomowoc
School District:
  • Oconomowoc Area
Postal City:
  • Oconomowoc
Municipality:
  • Name: OCONOMOWOC
  • Type: City
County:
  • WAUKESHA

Market Comparison

How this property compares to local market averages — calculated 9/20/2026

This Property
Oconomowoc Single Family Home Avg
Waukesha County Single Family Home Avg
List Price
$550,000
$865,531
$766,037
Median Price
—
$668,900
$649,900
Price / Sq Ft
$202
$312
$282
Days on Market
5 days
67 days
53 days
Total Listings
—
121
847

Listing Information

  • Time on Market: 5 days
  • Place Perfect Last Updated: 2026-09-14 15:52:53
  • MLS Number: 1980575
  • Subsystem Locale: WIREX_METRO
  • Listing Office: Shorewest Realtors, Inc.
  • Listing Agent: Karen Trepton

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