W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

Listed by Liz Tobolt • First Weber Inc - Delafield. Bought with Ogden & Company, Inc.

Off market may 2025 for $885K

$904,862

Est. refi paymentEst. refi $5,886/mo

•

2,016

sq ft

W335N8953 Pleasant View Rd, Oconomowoc, WI 53066

About this home

Public Remarks: Rare 20-acre hobby farm/homesteading opportunity in the Arrowhead School District! Situated on a beautiful country setting on a quiet dead-end road, this nostalgic farm features a renovated farmhouse, rebuilt dairy barn, new party barn, pole barn, cinder block machine shed, hog barn, milkhouse and smoke house. Charming farmhouse features a main floor master suite with a beautifully updated master bath, large updated kitchen with pantry & adjacent dining area, large mudroom/laundry room and cozy office nook. Built in value with potential to split off a 3-5 acre parcel!

Single-familyProperty Type

1900Year Built

20 acresLot Size

$449Est. Price/Sq.Ft.

2 car garageParking

Listed by Liz Tobolt • First Weber Inc - Delafield

Bought with Molly Ogden • Ogden & Company, Inc.

Redfin checked: a minute ago

•Source:MetroMLS as distributed by WIREX #1899560

Redfin Estimate

$904,862

$20K since sold in May 2025$11K since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 45.2% higher than the average sale price ($623K) of 6 comparable homes.

SOLD AUG 21, 2026
$790,000
A
2 beds2 baths2,127 sq ft
N79W34857 Petersen Rd, Oconomowoc, WI 53066
SOLD OCT 30, 2026
$565,540
B
3 beds2.5 baths1,998 sq ft
N64W30881 Cindy Ct, Hartland, WI 53029
SOLD AUG 31, 2026
$480,000
C
3 beds2 baths2,071 sq ft
N68W29926 Hartling Rd, Hartland, WI 53029
SOLD MAY 29, 2026
$595,000
D
3 beds2 baths2,058 sq ft
W342N6303 Kathy Dr, Oconomowoc, WI 53066
SOLD JUL 13, 2026
$500,000
E
3 beds2.5 baths2,084 sq ft
N67W32480 Wildwood Point Rd, Hartland, WI 53029
SOLD OCT 16, 2026
$808,000
F
3 beds2 baths1,461 sq ft
W332N6643 County Road C, Nashotah, WI 53058

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$160,838

Est. take-home

List your home with Redfin and save $9,049

Refinance

Est. cash available

Get cash now or lower your monthly rate

Market trends in 53066, WI

Last updated October 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-list price

99.6%

0.6% MoM

Median sale price

$635K

$325 MoM

Avg. days on market

54d

9 days MoM

Recently sold homes

182

1 MoM

New listings for sale

OPEN TODAY, 12PM TO 2PM
$785,000
2 beds2 baths1,370 sq ft
215 E Pleasant St #206, Oconomowoc, WI 53066
Katy Sayers • Keller Williams Realty-Lake Country
$1,275,000
3 beds2 baths2,459 sq ft
W1551 Washington Rd, Rubicon, WI 53078
Nicole Gillette • The Real Estate Company Lake & Country
OPEN TODAY, 11:30AM TO 1:30PM
$615,000
3 beds2 baths2,242 sq ft
W360N7567 Thomas Dr, Oconomowoc, WI 53066
Tim Michelic • Realty Executives - Integrity
OPEN TODAY, 11AM TO 1PM
$419,000
4 beds2 baths1,309 sq ft
824 E High St, Oconomowoc, WI 53066
Tina Stapelfeldt • First Weber Inc - Delafield
OPEN TODAY, 10AM TO 12PM
$674,900
4 beds2.5 baths2,473 sq ft
1260 Violet St, Oconomowoc, WI 53066
Adam Vlaj • Coldwell Banker Realty
OPEN TODAY, 10:30AM TO 12PM
$359,500
3 beds1.5 baths1,268 sq ft
225 W South St, Oconomowoc, WI 53066
Tim Michelic • Realty Executives - Integrity
OPEN TODAY, 11AM TO 12:30PM
$449,350
2 beds1.5 baths1,686 sq ft
728 E Washington St, Oconomowoc, WI 53066
Heidi Swan • Shorewest Realtors, Inc.
OPEN TODAY, 10:30AM TO 12PM
$389,900
3 beds2 baths1,664 sq ft
907 W South St, Oconomowoc, WI 53066
Liz Tobolt • First Weber Inc - Delafield
OPEN TODAY, 11AM TO 2PM
$374,999
3 beds1 bath1,850 sq ft
W157 Cottage Ave, Oconomowoc, WI 53066
Andrew Niedermann • Livingston Real Estate Group
See all

Provided by Redfin

Sale history for W335N8953 Pleasant View Rd

Date

Event

Price

MetroMLS as distributed by WIREX #1899560

May 23, 2025

Sold

$885,000

$439/sq ft

Apr 28, 2025

Contingent

—

Feb 5, 2025

Price Changed

$997,500

$495/sq ft

Jan 6, 2025

Price Changed

$1,095,000

$543/sq ft

Nov 15, 2024

Listed

$1,200,000

$595/sq ft

MetroMLS as distributed by WIREX #1467920

Aug 8, 2016

Price Changed

$380,000

$188/sq ft

Aug 8, 2016

Sold

$380,000

$188/sq ft

Apr 1, 2016

Listed

$1,000,000

$496/sq ft

MetroMLS as distributed by WIREX #1436279

Apr 1, 2016

Listing Removed

—

Mar 18, 2016

Price Changed

$1,895,000

$940/sq ft

Feb 12, 2016

Price Changed

$1,945,000

$965/sq ft

Aug 3, 2015

Listed

$1,995,000

$990/sq ft

MetroMLS as distributed by WIREX #1372413

Jun 20, 2015

Listing Removed

—

Mar 18, 2015

Price Changed

$1,995,000

$990/sq ft

Jan 1, 2015

Listing Removed

—

Sep 4, 2014

Listed

$2,248,000

$1,115/sq ft

Join or sign in to view all info

Year

Property tax

Land + Additions

Assessment*

2025

$4,019 (+1.2%)

$142,600 + $333,900

$476,500

2024

$3,970 (+7.0%)

$109,100 + $220,400

$329,500

2023

$3,710 (+11.9%)

$109,300 + $220,400

$329,700

2022

$3,315 (+6.6%)

$108,900 + $220,400

$329,300

2021

$3,108 (−1.6%)

$109,400 + $220,400

$329,800

2020

$3,158 (−1.4%)

$109,400 + $220,400

$329,800

2019

$3,202 (−0.7%)

$96,700 + $184,400

$281,100

2018

$3,225 (−2.1%)

$96,700 + $184,400

$281,100

2017

$3,296

$96,700 + $184,400

$281,100

Tax history for W335N8953 Pleasant View Rd

Year

Property tax

Land + Additions

Assessment*

2025

$4,019 (+1.2%)

$142,600 + $333,900

$476,500

2024

$3,970 (+7.0%)

$109,100 + $220,400

$329,500

2023

$3,710 (+11.9%)

$109,300 + $220,400

$329,700

2022

$3,315 (+6.6%)

$108,900 + $220,400

$329,300

2021

$3,108 (−1.6%)

$109,400 + $220,400

$329,800

2020

$3,158 (−1.4%)

$109,400 + $220,400

$329,800

2019

$3,202 (−0.7%)

$96,700 + $184,400

$281,100

2018

$3,225 (−2.1%)

$96,700 + $184,400

$281,100

2017

$3,296

$96,700 + $184,400

$281,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

20 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Other

County

Waukesha County

APN

MRTT0311999004

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 21, 2026.

Property details

Parking

Garage Information
# of Garage Parking Spaces (Total): 2
Garage: Opener Included, Attached, 2 Car

Interior

Bedroom Information
Master Bedroom Dimensions: 10 x 16
Master Bedroom Level: Main
Bedroom 2 Dimensions: 9 x 15
Bedroom 2 Level: Upper
Bedroom 3 Dimensions: 9 x 15
Bedroom 3 Level: Upper

Bathroom Information
Bath Description(s): Tub Only, Ceramic Tile, Walk-In Shower in Master Bathroom, Master Bedroom Bath, Shower Over Tub
# of Baths (Full): 2

Interior Features
Water Softener, Pantry, Walk-In Closet(s), Wood or Simulation Wood Floors

Room Information
Stone
Living Room Dimensions: 13 x 23
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 13 x 22
Dining Room Dimensions: 9 x 15
Dining Room Level: Main
Den/Office Dimension: 6 x 6
Den/Office Level: Main

Equipment
Appliances: Dishwasher, Dryer, Other, Range, Refrigerator, Washer

Exterior

Building Information
Building Type: 1.5 Story
Estimated Sq. Ft. Range: 2001-2500

Exterior
Exterior: Other

Property Information
Single-Family
Information Source Year Built: Assessor/Public Record

Land Information
Acreage: Over 10 to 20 Acres

Lot Information
Outbuildings: Garden Shed
Lot Acreage: 20
Lot Description: Horse Allowed, Hobby Farm, Pasture, Tillable, Wetland
Zoning: A-1

Financial

Tax Information
Total Taxes: $3,710.20
Tax Year: 2023

Utilities

Utility Information
Well, Private Septic System
Heating/Cooling: Forced Air
Lp Gas

Location

Neighborhood Information
Municipality: MERTON
Municipality Type: Town

School Information
School District: Arrowhead Uhs
Elementary School: Stone Bank
High School: Arrowhead

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 20 acres
Style: Other
Year Built: —
Year Renovated: —
County: Waukesha County
APN: MRTT0311999004

Home facts updated by county records on Sep 21, 2026

Other

Listing Information
Inclusions: Stove, Refrigerator, Washer, Dryer, Dishwasher, Water Softener, Dehumidifier
Exclusions: Seller's Personal Property

Around this home

Schools

K - 12
Preschool & daycare

Stone Bank Elementary School

Public PreK-8 • Assigned • 2.6mi

8/10

Arrowhead High School

Public 9-12 • Assigned • 5.6mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

2/10 Heat Factor

7 days above 100° expected this year, 13 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Oconomowoc, WI • 53066

Average low and high temperatures (°F)

26°

11°

34°

17°

50°

30°

59°

40°

68°

47°

79°

60°

84°

65°

79°

61°

76°

55°

63°

46°

47°

34°

32°

19°

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

Try the sun simulator tool to see how light moves across the property at different times of day and year.

Provided by Shadowmap

Estimated sale price

$860,000 – $1.04M

Reach more buyers when you sell with Redfin. Save up to $9,049 in fees. 3 minutes to get started.

Get a free, detailed breakdown of how we calculated your estimate.

Nearby similar homes

$4,200,000

3 beds3.5 baths6,828 sq ft

790 Erin Rd, Hartford, WI 53027

Gourmet kitchen • Spa suite • Hardwood floors

Glen Hupfer • RE/MAX United - West Bend

NEW CONSTRUCTION

$1,174,900

3 beds3.5 baths3,029 sq ft

W358N6309 Ennis Rd, Oconomowoc, WI 53066

Chef's kitchen • Screened in deck • Solar system

Erin Russell • Tim O'Brien Homes LLC

NEW CONSTRUCTION

$701,900

4 beds2.5 baths2,431 sq ft

1741 Switchgrass St, Oconomowoc, WI 53066

Formal dining room • Home office • 0.26 acre lot

Jennifer Durand • Bielinski Homes, Inc.

NEW CONSTRUCTION

$716,900

4 beds2.5 baths2,404 sq ft

1268 Wild Rye Ln, Oconomowoc, WI 53066

Walk-in-pantry • Gas fireplace • Flex space

Jennifer Durand • Bielinski Homes, Inc.

$290,000

2 beds1 bath938 sq ft

W342N4868 Oak Ln, Nashotah, WI 53058

Fenced in yard • Waterfront dining • Boating amenities

Chong Yi • United REALTORS, LLC

3D WALKTHROUGH

$379,900

3 beds1 bath1,600 sq ft

N68W29376 Hartling Rd, Hartland, WI 53029

Eat-in kitchen • Walk-up attic • Replaced windows

Liz Tobolt • First Weber Inc - Delafield

New listings for sale in 53066

OPEN TODAY, 12PM TO 2PM

$785,000

2 beds2 baths1,370 sq ft

215 E Pleasant St #206, Oconomowoc, WI 53066

Eat-in kitchen • Spacious balcony • Rooftop patio

Katy Sayers • Keller Williams Realty-Lake Country

$1,275,000

3 beds2 baths2,459 sq ft

W1551 Washington Rd, Rubicon, WI 53078

Meandering driveway • Peaceful views • Gazebo screen house

Nicole Gillette • The Real Estate Company Lake & Country

OPEN TODAY, 11:30AM TO 1:30PM

$615,000

3 beds2 baths2,242 sq ft

W360N7567 Thomas Dr, Oconomowoc, WI 53066

New kitchen • 0.69 acre lot • 2 garage spots

Tim Michelic • Realty Executives - Integrity

OPEN TODAY, 11AM TO 1PM3D WALKTHROUGH

$419,000

4 beds2 baths1,309 sq ft

824 E High St, Oconomowoc, WI 53066

Updated kitchen • Newer siding • Newer gutters

Tina Stapelfeldt • First Weber Inc - Delafield

OPEN TODAY, 10AM TO 12PM

$674,900

4 beds2.5 baths2,473 sq ft

1260 Violet St, Oconomowoc, WI 53066

Sizable sunroom • Cathedral ceiling • Quartz countertops

Adam Vlaj • Coldwell Banker Realty

OPEN TODAY, 10:30AM TO 12PM

$359,500

3 beds1.5 baths1,268 sq ft

225 W South St, Oconomowoc, WI 53066

Private back yard • Formal dining room • Sunny den

Tim Michelic • Realty Executives - Integrity

OPEN TODAY, 11AM TO 12:30PM

$449,350

2 beds1.5 baths1,686 sq ft

728 E Washington St, Oconomowoc, WI 53066

New roof and gutters • Full-lawn irrigation • Heated garage

Heidi Swan • Shorewest Realtors, Inc.

OPEN TODAY, 10:30AM TO 12PM3D WALKTHROUGH

$389,900

3 beds2 baths1,664 sq ft

907 W South St, Oconomowoc, WI 53066

Bright side porch • Eat-in kitchen • Gardening yard

Liz Tobolt • First Weber Inc - Delafield

OPEN TODAY, 11AM TO 2PM

$374,999

3 beds1 bath1,850 sq ft

W157 Cottage Ave, Oconomowoc, WI 53066

Half-acre lot • Multipurpose room • Heated workshop

Andrew Niedermann • Livingston Real Estate Group

Home values near W335N8953 Pleasant View Rd

Data from public records.

Address	Redfin Estimate
W335N9189 Pleasant View Rd, Oconomowoc, WI 3 Beds \| 2 Baths \| 2100 Sq. Ft.	$711,813
W335N8641 Stone Bank Rd, Oconomowoc, WI 3 Beds \| 2.5 Baths \| 2096 Sq. Ft.	$717,129
N87W33391 Mapleton Rd, Oconomowoc, WI 3 Beds \| 1.5 Baths \| - Sq. Ft.	$631,842

Address	Redfin Estimate
Lt4 Pleasant View Rd, Merton, WI - Beds \| - Baths \| - Sq. Ft.	—
W330N9025 West Shore Dr, Hartland, WI 3 Beds \| 2.5 Baths \| 2460 Sq. Ft.	$686,849

Address	Redfin Estimate
N88W33785 County Road CW, Oconomowoc, WI 3 Beds \| 1.5 Baths \| 1242 Sq. Ft.	$451,957
W334N8610 Stone Bank Rd, Oconomowoc, WI 5 Beds \| 2 Baths \| 2024 Sq. Ft.	$707,403

Property information provided by MetroMLS as distributed by WIREX when last listed in 2024. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

Redfin Brokerage Licenses

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

Houses for rent in Oconomowoc	Agents near me	Brookfield, WI homes for sale	Oconomowoc Housing Market
Houses for sale near me	Madison, WI homes for sale	Wauwatosa, WI homes for sale
Land for sale near me	Milwaukee, WI homes for sale	Green Bay, WI homes for sale
Open Houses near me	Lake Geneva, WI homes for sale	Oconomowoc Property Records
Condos for sale near me	Kenosha, WI homes for sale	WI New Listings

New Berlin homes for sale
Menomonee Falls homes for sale
Brookfield homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 53066, WI

Sale history for W335N8953 Pleasant View Rd

Tax history for W335N8953 Pleasant View Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 53066

Home values near W335N8953 Pleasant View Rd

More real estate resources