W1441 Roosevelt Rd, Oconomowoc, WI 53066

Listed by Daniel Burgeson • Exsell Experts. Bought with Exsell Experts.

Off market dec 2014 for $409K

$926,425

Est. refi paymentEst. refi $1,936/mo

•

3,214

sq ft

W1441 Roosevelt Rd, Oconomowoc, WI 53066

About this home

Public Remarks: Beautifully constructed Victorian home, tucked away within 20+ acres of picturesque land, featuring a private view for miles and natural water fall feature. If you are looking for privacy and a calming setting, look no further. This home has tall 9 foot ceilings, open kitchen to dining and living room, hardwood floors and crown molding throughout. LL features spa room with full walk out and full size windows for future build out, plumbed for 3rd bath. Truly exceptional property.

Single-familyProperty Type

2002Year Built

20.01 acresLot Size

$288Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Daniel Burgeson • Exsell Experts

Bought with Daniel Burgeson • Exsell Experts

Redfin checked: 2 minutes ago

•Source:MetroMLS as distributed by WIREX #1366954

Redfin Estimate

$926,425

$517K since sold in December 2014$2,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 11.1% higher than the average sale price ($834K) of 6 comparable homes.

SOLD APR 30, 2026
$950,000
A
3 beds2.5 baths— sq ft
369 Schraufnagel Dr, Hartland, WI 53029
SOLD MAY 1, 2026
$762,000
B
3 beds2.5 baths3,196 sq ft
540 Mccarthy Drive Dr S, Hartford, WI 53027
SOLD AUG 24, 2026
$760,000
C
4 beds3 baths3,100 sq ft
W360N7572 Thomas Dr, Oconomowoc, WI 53066
SOLD AUG 27, 2026
$805,000
D
3 beds2.5 baths2,400 sq ft
2192 Hall Rd, Hartford, WI 53027
SOLD JUN 18, 2026
$675,000
E
3 beds2 baths2,326 sq ft
W379N8508 Mill St, Oconomowoc, WI 53066
SOLD MAY 13, 2026
$1,050,000
F
3 beds2.5 baths2,750 sq ft
7200 Cork Ln, Hartford, WI 53027

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Earn from this home

Sell

$629,163

Est. take-home

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Refinance

Est. cash available

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Rent

$2,454/mo

Redfin rental estimate

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Market trends in 53066, WI

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.2%

0.8% MoM

Median sale price

$635K

$10K MoM

Avg. days on market

45d

0 days MoM

Recently sold homes

187

17 MoM

New listings for sale

NEW 2 HRS AGO
$380,000
2 beds2 baths1,222 sq ft
320 E Pleasant St #106, Oconomowoc, WI 53066
Christine Leny • Lannon Stone Realty LLC
$678,900
3 beds2 baths1,929 sq ft
1648 Belmont Ln, Oconomowoc, WI 53066
Shelly Budde • Cream City Real Estate Co
OPEN SAT, 11AM TO 1PM
$479,900
3 beds3 baths2,650 sq ft
N7789 Maple Ridge Rd, Oconomowoc, WI 53066
Mark Schulz • Redefined Realty Advisors LLC
$425,000
3 beds3 baths2,018 sq ft
539 Bolson Dr, Oconomowoc, WI 53066
Charles Harris • EXP Realty, LLC MKE
$1,895,000
3 beds3 baths3,610 sq ft
428 S Golden Lake Ln, Oconomowoc, WI 53066
Shelly Cronin • Century 21 Affiliated
OPEN THU, 4PM TO 6PM
$349,900
5 beds2 baths2,590 sq ft
326 S Silver Lake St, Oconomowoc, WI 53066
Team Smith Wisconsin Team* • Keller Williams Realty-Milwaukee Southwest
$469,900
4 beds1.5 baths2,148 sq ft
1115 Saratoga Pkwy, Oconomowoc, WI 53066
Kevin Koski • 3% Real Estate
$499,900
4 beds2 baths2,014 sq ft
W360N7506 Thomas Dr, Oconomowoc, WI 53066
Kevin Koski • 3% Real Estate
$345,000
2 beds2 baths1,400 sq ft
333 N Lake Rd #201, Oconomowoc, WI 53066
Andrea Andrus • Andrus Realty, LLC
$759,900
3 beds3 baths2,462 sq ft
1481 Rivers Edge Pkwy, Oconomowoc, WI 53066
Joseph Moylan • Stapleton Realty
See all

Provided by Redfin

Sale history for W1441 Roosevelt Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,298 (+3.7%)

$181,700 + $552,100

$733,800

2024

$7,999 (+17.1%)

$181,700 + $552,100

$733,800

2023

$6,833 (−14.6%)

$128,300 + $282,800

$411,100

2022

$8,001 (+8.4%)

$128,300 + $282,800

$411,100

2021

$7,379 (−0.6%)

$128,300 + $282,800

$411,100

2020

$7,421 (+3.4%)

$128,300 + $282,800

$411,100

2019

$7,180 (+8.2%)

$128,300 + $282,800

$411,100

2018

$6,636 (+6.0%)

$128,300 + $282,800

$411,100

2017

$6,261 (+3.5%)

$128,300 + $254,200

$382,500

2016

$6,048 (+8.7%)

$128,300 + $254,200

$382,500

2014

$5,563

$128,300 + $231,100

$359,400

Tax history for W1441 Roosevelt Rd

Year

Property tax

Land + Additions

Assessment*

2025

$8,298 (+3.7%)

$181,700 + $552,100

$733,800

2024

$7,999 (+17.1%)

$181,700 + $552,100

$733,800

2023

$6,833 (−14.6%)

$128,300 + $282,800

$411,100

2022

$8,001 (+8.4%)

$128,300 + $282,800

$411,100

2021

$7,379 (−0.6%)

$128,300 + $282,800

$411,100

2020

$7,421 (+3.4%)

$128,300 + $282,800

$411,100

2019

$7,180 (+8.2%)

$128,300 + $282,800

$411,100

2018

$6,636 (+6.0%)

$128,300 + $282,800

$411,100

2017

$6,261 (+3.5%)

$128,300 + $254,200

$382,500

2016

$6,048 (+8.7%)

$128,300 + $254,200

$382,500

2014

$5,563

$128,300 + $231,100

$359,400

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

Public record

Public record
Zoning

Beds

—

Baths

—

Stories

—

Lot width

—

Lot depth

—

Lot size

20.01 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Dodge County

APN

00209172712000

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 23, 2026.

A-2

General Agricultural District

The purpose of the A-2 General Agricultural District is to promote areas for agriculture which are transitional, allowing for the expansion of urban areas, limited rural residential development, and the conversion of agricultural land to other related uses, subject to appropriate standards.

Permitted uses

Include but are not limited to:

Agriculture
Greenhouse / nursery
Day care facility
Housing-Single unit
Manufacturing
Infrastructure
Park & open space

Property details

Parking

Parking Information
Parking: 1 Space

Garage Information
# of Garage Parking Spaces (Total): 3.5
Garage: Opener Included, Attached, 3 Car

Interior

Bedroom Information
Master Bedroom Dimensions: 18 x 13
Master Bedroom Level: Upper
Bedroom 2 Dimensions: 12 x 12
Bedroom 2 Level: Upper
Bedroom 3 Dimensions: 12 x 12
Bedroom 3 Level: Upper

Bathroom Information
Bath Description(s): Ceramic Tile, Shower Stall, Shower Over Tub, Master Bedroom Bath, Whirlpool
# of Baths (1/2): 1
# of Baths (Full): 2

Interior Features
Water Softener, Other Room, Living Room, Florida/Sun Room, 220 Volts, Walk-In Closet(s), Cathedral/Vaulted Ceiling, Smoke Detector(s), Sauna/Hot Tub, Pantry, Gas Appliance Hookup, Built-in Bookcase, Bay Window

Room Information
Block, Full, Walk Out/Outer Door, Full Size Windows
Other Room 1 Dimensions: 15 x 15
Other Room 1 Level: Lower
Other Room 1 Name: Other Room
Living Room Dimensions: 17 x 13
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 20 x 16
Family Room Level: Main
Family Room Length: 15 x 15
Dining Room Dimensions: 14 x 12
Dining Room Level: Main

Equipment
Appliances: Garbage Disposal, Refrigerator, Range/Oven, Range, Microwave

Exterior

Building Information
Building Type: 2 Story
Roofing: Composition/Fiberglass
Estimated Sq. Ft. Range: 3001-3500, 2501+

Exterior
Exterior Features: Deck
Exterior: Wood

Property Information
Single-Family
Information Source Year Built: Owner

Property Features
Water Features: Creek, View of Water

Land Information
Acreage: Over 20 to 40 Acres

Lot Information
Lot Acreage: 20.01
Lot Description: Wooded
Zoning: Residential

Financial

Tax Information
Total Taxes: $5,835.19
Tax Year: 2013

Utilities

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

Location

Neighborhood Information
Municipality: ASHIPPUN
Municipality Type: Town

School Information
School District: Oconomowoc Area

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 20.01 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Dodge County
APN: 00209172712000

Home facts updated by county records on Sep 23, 2026

Around this home

Schools

Meadow View Elementary School

Public PreK-4 • Assigned • 6.0mi

8/10

Nature Hill Intermediate School

Public 5-8 • Assigned • 6.3mi

8/10

Oconomowoc High School

Public 9-12 • Assigned • 8.5mi

6/10

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

0.31% chance of being in a wildfire in next 30 years

1/10 Heat Factor

7 days above 99° 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)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.9 hours in June and 3.4 hours in December, placing it below the U.S. average for solar exposure.

9.9 hrs

3.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$881,000 – $1.07M

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Kevin Koski • 3% Real Estate

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Andrea Andrus • Andrus Realty, LLC

Home values near W1441 Roosevelt Rd

Data from public records.

Address	Redfin Estimate
1539 Roosevelt Rd, Oconomowoc, WI 3 Beds \| 3 Baths \| - Sq. Ft.	$566,204
W1373 County Road O, Oconomowoc, WI 4 Beds \| 2.5 Baths \| 2000 Sq. Ft.	$595,325

Address	Redfin Estimate
W1443 Roosevelt Rd, Oconomowoc, WI 4 Beds \| 4.5 Baths \| 4003 Sq. Ft.	$1,048,077
1428 Co Rd O, Oconomowoc, WI 3 Beds \| 3 Baths \| - Sq. Ft.	$528,307

Address	Redfin Estimate
W1539 Roosevelt Rd, Oconomowoc, WI 4 Beds \| 3 Baths \| 3200 Sq. Ft.	$722,276
W1396 County Road O, Oconomowoc, WI 4 Beds \| 2.5 Baths \| 2052 Sq. Ft.	$670,720

Property information provided by MetroMLS as distributed by WIREX when last listed in 2014. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 53066, WI

Sale history for W1441 Roosevelt Rd

Tax history for W1441 Roosevelt 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 W1441 Roosevelt Rd

More real estate resources