Charming Ranch in a Convenient Oconomowoc Location!Welcome home to this charming Ranch featuring a beautiful lot w/mature trees, a detached garage and low taxes! Inside, you'll find a spacious living room filled with natural light, attractive hardwood flooring, and a classic brick fireplace with a white mantel that creates a warm focal point. The open feel and generous window space offer plenty of potential to make this home your own.Enjoy the private driveway, and convenient location near the many amenities of the Oconomowoc area. Whether you're a first-time buyer, looking to downsize, or searching for an investment opportunity, this home offers character, potential, and a great place to start your next chapter!Come see this gem and make it yours!
Active
Price cut: $20K (10/23)
$309,900
N55W37239 Roland STREET, Oconomowoc, WI 53066
2beds
745sqft
Single Family Residence
Built in 1945
0.26 Acres Lot
$307,300 Zestimate®
$416/sqft
$-- HOA
What's special
Detached garagePrivate drivewayAttractive hardwood flooring
- 7 days
- 858
- 39
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Erin Waldron 262-490-0670,
Property Dynamics/Appraisal Specialists
Source: WIREX MLS,MLS#: 1985083
Originating MLS: Metro MLS
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
- Main level bedrooms: 1
Bedroom 2
- Level: Main
- Area: 110
- Dimensions: 11 x 10
Bathroom
- Features: Tub Only
Kitchen
- Level: Main
- Area: 56
- Dimensions: 8 x 7
Living room
- Level: Main
- Area: 198
- Dimensions: 18 x 11
Heating
- Natural Gas, Forced Air
Cooling
- Wall/Sleeve Air
Appliances
- Included: Dryer, Oven, Range, Refrigerator, Washer
Features
- Flooring: Wood
- Basement: Full
Interior area
- Total structure area: 720
- Total interior livable area: 745 sqft
- Finished area above ground: 745
Property
Parking
- Total spaces: 1
- Parking features: Detached, 1 Car
- Garage spaces: 1
Features
- Levels: One
- Stories: 1
- Patio & porch: Deck, Patio
Lot
- Size: 0.26 Acres
Details
- Parcel number: OCOT0561045
- Zoning: Res
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Ranch
- Property subtype: Single Family Residence
Materials
- Wood Siding
Condition
- 21+ Years
- New construction: No
- Year built: 1945
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Community & HOA
Location
- Region: Town Of Oconomowoc
- Municipality: Lac La Belle
Financial & listing details
- Price per square foot: $416/sqft
- Tax assessed value: $263,500
- Annual tax amount: $2,405
- Date on market: 10/16/2026
- Inclusions: Stove, Refrigerator, Washer, Dryer, Water Softener
- Exclusions: Seller's Personal Property
Estimated market value
$307,300
$292,000 - $323,000
$1,824/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/23/2026 | Price change | $309,900-6.1%$416/sqft |
Source: | ||
| 10/16/2026 | Listed for sale | $329,900$443/sqft |
Source: | ||
| 9/10/2025 | Listing removed | $1,650$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 9/5/2025 | Listed for rent | $1,650$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/5/2024 | Listing removed | $1,650$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/2/2024 | Price change | $1,650-5.7%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 11/16/2024 | Listed for rent | $1,750+17.1%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 1/2/2024 | Listing removed | -- |
Source: Zillow Rentals Report a problem | ||
| 12/25/2023 | Price change | $1,495-11.8%$2/sqft |
Source: Zillow Rentals Report a problem | ||
| 12/6/2023 | Listed for rent | $1,695$2/sqft |
Source: Zillow Rentals Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $2,406 -0.7% | $261,700 +35.8% |
| 2024 | $2,423 +7.2% | $192,700 |
| 2023 | $2,261 +5.6% | $192,700 |
| 2022 | $2,141 +8.8% | $192,700 +21% |
| 2021 | $1,968 -0.5% | $159,300 |
| 2020 | $1,979 +1.9% | $159,300 |
| 2019 | $1,942 -4.6% | $159,300 +20.9% |
| 2018 | $2,036 +1.3% | $131,800 |
| 2017 | $2,011 +18% | $131,800 +25.2% |
| 2015 | $1,704 +9.7% | $105,300 |
| 2014 | $1,554 | $105,300 +2.5% |
| 2013 | $1,554 | $102,700 -11.2% |
| 2012 | -- | $115,600 |
| 2011 | -- | $115,600 |
| 2010 | $1,535 | $115,600 |
| 2009 | -- | $115,600 |
| 2008 | -- | $115,600 |
| 2006 | -- | $115,600 |
| 2005 | -- | $115,600 +45% |
| 2004 | -- | $79,700 |
| 2003 | -- | $79,700 |
| 2002 | -- | $79,700 |
| 2001 | -- | $79,700 |
| 2000 | -- | $79,700 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 53066
Nearby schools
Schools provided by the listing agent
- Elementary: Greenland
- Middle: Nature Hill
- 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.



