This meticulously maintained home has been lovingly cared for over 35 years and is available to be yours! Newer windows, roof, and well maintained mechanicals make this home perfect for easy living. 69 S Chestnut features 3 bedrooms including a spacious primary bedroom and a beautifully remodeled bathroom (2025). The dining room features brick accents that enhance the character of this charming home. A sun filled, enclosed front porch is the perfect place to enjoy a cup of coffee and take in the beautifully manicured landscape. The spacious double lot has plenty of room for all your outdoor activities from gardening, to hosting parties. All of this is just steps away from downtown Oconomowoc, City Beach, and Lac La Belle. Don't miss this opportunity to see this amazing home today!
Contingent
$315,000
69 S Chestnut STREET, Oconomowoc, WI 53066
3beds
1,440sqft
Single Family Residence
Built in 1901
0.25 Acres Lot
$323,000 Zestimate®
$219/sqft
$-- HOA
What's special
Beautifully manicured landscapeBeautifully remodeled bathroomNewer windowsSpacious double lotSpacious primary bedroom
- 20 days |
- 755 |
- 68 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Jordan Tybinko 262-853-3914,
Keller Williams Realty
Source: WIREX MLS,MLS#: 1967051
Originating MLS: Metro MLS
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Level: Upper
- Area: 144
- Dimensions: 12 x 12
Bedroom 2
- Level: Upper
- Area: 99
- Dimensions: 11 x 9
Bedroom 3
- Level: Upper
- Area: 99
- Dimensions: 11 x 9
Dining room
- Level: Main
- Area: 308
- Dimensions: 22 x 14
Kitchen
- Level: Main
- Area: 264
- Dimensions: 22 x 12
Living room
- Level: Main
- Area: 264
- Dimensions: 22 x 12
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Dryer, Microwave, Oven, Range, Refrigerator, Washer
Features
- Basement: Full
Interior area
- Total structure area: 1,440
- Total interior livable area: 1,440 sqft
Property
Parking
- Total spaces: 2.5
- Parking features: Garage Door Opener, Detached, 2 Car
- Garage spaces: 2.5
Features
- Levels: Two
- Stories: 2
Lot
- Size: 0.25 Acres
- Features: Sidewalks
Details
- Parcel number: OCOC0559078
- Zoning: Res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Farmhouse/National Folk
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
Condition
- 21+ Years
- New construction: No
- Year built: 1901
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Location
- Region: Oconomowoc
- Municipality: Oconomowoc
Financial & listing details
- Price per square foot: $219/sqft
- Tax assessed value: $294,600
- Annual tax amount: $3,311
- Date on market: 6/12/2026
- Inclusions: Washer, Dryer, Dishwasher, Oven/Range, Microwave, Refrigerator
- Exclusions: Sellers Personal Property
Estimated market value
$323,000
$307,000 - $339,000
$2,362/mo
Price history
| Date | Event | Price |
|---|---|---|
| 6/14/2026 | Contingent | $315,000$219/sqft |
Source: | ||
| 6/12/2026 | Listed for sale | $315,000$219/sqft |
Source: | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $3,141 +8.1% | $294,600 +12.7% |
| 2023 | $2,905 -4.2% | $261,300 +9.6% |
| 2022 | $3,034 +17% | $238,500 +14.6% |
| 2021 | $2,594 -4.8% | $208,100 +23.8% |
| 2020 | $2,724 +3.5% | $168,100 |
| 2019 | $2,631 -14.6% | $168,100 |
| 2018 | $3,081 +1.3% | $168,100 |
| 2017 | $3,043 +11.9% | $168,100 |
| 2015 | $2,719 -8.8% | $168,100 |
| 2014 | $2,982 | $168,100 -11.9% |
| 2013 | $2,982 | $190,700 |
| 2012 | -- | $190,700 |
| 2011 | -- | $190,700 |
| 2010 | $3,166 | $190,700 |
| 2009 | -- | $190,700 |
| 2008 | -- | $190,700 +15% |
| 2006 | -- | $165,800 |
| 2005 | -- | $165,800 |
| 2004 | -- | $165,800 |
| 2003 | -- | $165,800 +52.8% |
| 2002 | -- | $108,500 |
| 2001 | -- | $108,500 |
| 2000 | -- | $108,500 |
Find assessor info on the county website
Monthly payment
Est. payment$--/mo
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
See how much you could borrow to make a competitive offer.
Climate risks
Neighborhood: 53066
Nearby schools
GreatSchools rating
- 10/10Park Lawn Elementary SchoolGrades: PK-4Distance: 0.5 mi
- 8/10Silver Lake Intermediate SchoolGrades: 5-8Distance: 1.9 mi
- 6/10Oconomowoc High SchoolGrades: 9-12Distance: 1.5 mi
Schools provided by the listing agent
- High: Oconomowoc
- District: Oconomowoc Area
Source: WIREX MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
A local agent can set up tours, give advice and negotiate with sellers.
- Wisconsin
- Waukesha County
- Oconomowoc
- 53066
- 69 S Chestnut STREET




