OFF MARKET

Listed by Kevin O'Leary • Coldwell Banker The Realty Group. Bought with Coldwell Banker The Realty Group.

Off Market Jun 2022 for $305K

$490,603

Est. refi paymentEst. refi $2,099/mo

•

3,193

sq ft

5308 N Kennedy Rd, Milton, WI 53563

About this home

Public Remarks: Over 3,000 Sq Ft of finished space on 6 acres awaits a new owner! Build your own equity in this home. This home features a tandem garage big enough for 3 cars, a private setting on the deck with great views including your own private pond! The living room features a wood fireplace with large windows facing your backyard for great natural light. The basement is partially finished with 2 rec room areas, an office area and is exposed with a patio door to your backyard. A nice den/office includes nice built-ins. Some new carpet and kitchen flooring is already done for you. The possibilities are endless with this property, take a look today to see how you can build equity!

Single-familyProperty Type

1966Year Built

6.09 acresLot Size

$154Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Kevin O'Leary • Coldwell Banker The Realty Group

Bought with Liane Haase • Coldwell Banker The Realty Group

Redfin checked: a few seconds ago

•Source:SCWMLS #1934975

Redfin Estimate

$490,603

$186K since sold in June 2022$3,000 since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.9% higher than the average sale price ($455K) of 6 comparable homes.

SOLD JUL 31, 2026
$450,000
A
4 beds2.5 baths2,864 sq ft
2613 E Grandview Dr, Milton, WI 53563
SOLD JUL 31, 2026
$406,000
B
3 beds3 baths2,935 sq ft
4206 Fox Hills Dr, Janesville, WI 53546
SOLD JUN 24, 2026
$522,000
C
3 beds2 baths2,394 sq ft
2322 E Sylvan Ln, Milton, WI 53563
SOLD JUN 12, 2026
$455,900
D
4 beds2.5 baths2,967 sq ft
4828 N Brentwood Dr, Milton, WI 53563
SOLD JUL 1, 2026
$475,000
E
3 beds2.5 baths2,903 sq ft
2828 N River Bluff Dr, Janesville, WI 53545
SOLD JUL 8, 2026
$420,000
F
3 beds2.5 baths2,629 sq ft
3259 Thames Ln, Janesville, WI 53546

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

Earn from this home

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$3,169/mo

Redfin rental estimate

List your home for rent

Market trends in 53563, WI

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.6%

0.1% MoM

Median sale price

$427K

$15K MoM

Avg. days on market

73d

5 days MoM

Recently sold homes

16 MoM

New listings for sale

OPEN SAT, 10AM TO 12PM
$445,000
4 beds3 baths3,078 sq ft
4562 Parkwood Dr, Milton, WI 53563
Caitlin Schmidt • Realty Executives Premier
$489,900
4 beds2.5 baths2,211 sq ft
5110 N Waverly Dr, Milton, WI 53563
Kari Reilly • Pat's Realty Inc
$1,300,000
3 beds2.5 baths4,266 sq ft
5143 N Kennedy Rd, Milton, WI 53563
Krista Shortreed • Realty Executives Premier
$885,000
3 beds2.5 baths2,803 sq ft
5921 N Sessler Ct, Milton, WI 53563
Sarah Mclean • Realty Executives Premier
$575,000
3 beds2.5 baths2,841 sq ft
5837 N Valley Dr, Milton, WI 53563
Amy Finn • Kim Colby Homes
$624,900
6 beds3 baths2,797 sq ft
3551 Pickard Dr, Milton, WI 53563
Jerilyn Endrizzi • Coldwell Banker Real Estate Group
$244,900
2 beds2 baths1,140 sq ft
1010 Parkview Dr #2, Milton, WI 53563
Seth Pfaehler • The McGrady Group, LLC
3D WALKTHROUGH
$370,000
5 beds2 baths2,476 sq ft
125 Parkview Dr, Milton, WI 53563
Charles Clark • NextHome My Way
$375,000
3 beds2.5 baths1,521 sq ft
32 E Sunset Dr, Milton, WI 53563
Stacey Schultz • Compass Wisconsin-Lake Geneva
$599,000
4 beds1 bath1,776 sq ft
4146 E County Rd Rd N, Milton, WI 53563
Shannon Weis • Realty Executives Premier
See all

Provided by Redfin

Sale history for 5308 N Kennedy Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,672 (−36.1%)

$146,800 + $162,700

$309,500

2024

$5,744 (+3.8%)

$72,100 + $277,200

$349,300

2023

$5,533 (−2.1%)

$72,300 + $277,200

$349,500

2022

$5,651 (+2.3%)

$72,300 + $277,200

$349,500

2021

$5,524 (−4.5%)

$72,300 + $277,200

$349,500

2020

$5,783 (+10.6%)

$72,000 + $204,300

$276,300

2019

$5,229 (+13.4%)

$72,000 + $204,300

$276,300

2018

$4,611 (+0.3%)

$72,100 + $204,300

$276,400

2017

$4,597 (−5.7%)

$72,200 + $204,300

$276,500

2016

$4,873 (+6.1%)

$72,200 + $184,900

$257,100

2014

$4,593 (−13.1%)

$72,100 + $184,900

$257,000

2013

$5,287

$95,300 + $184,900

$280,200

Tax history for 5308 N Kennedy Rd

Year

Property tax

Land + Additions

Assessment*

2025

$3,672 (−36.1%)

$146,800 + $162,700

$309,500

2024

$5,744 (+3.8%)

$72,100 + $277,200

$349,300

2023

$5,533 (−2.1%)

$72,300 + $277,200

$349,500

2022

$5,651 (+2.3%)

$72,300 + $277,200

$349,500

2021

$5,524 (−4.5%)

$72,300 + $277,200

$349,500

2020

$5,783 (+10.6%)

$72,000 + $204,300

$276,300

2019

$5,229 (+13.4%)

$72,000 + $204,300

$276,300

2018

$4,611 (+0.3%)

$72,100 + $204,300

$276,400

2017

$4,597 (−5.7%)

$72,200 + $204,300

$276,500

2016

$4,873 (+6.1%)

$72,200 + $184,900

$257,100

2014

$4,593 (−13.1%)

$72,100 + $184,900

$257,000

2013

$5,287

$95,300 + $184,900

$280,200

*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

6.09 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Rock County

APN

014 01500201

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Aug 26, 2026.

Rural Residential District

The purpose of the R-R District is to provide a means of obtaining the residential goals and objectives of the Development Plan. The R-R District is to provide a quiet, pleasant and relatively spacious living area protected from traffic hazards and the intrusion of incompatible land uses. The intent of the R-R District is to provide for rural residential development at slightly higher population densities, on soils that are compatible for on-site sewage disposal systems.

Permitted uses

Include but are not limited to:

Community / recreation center
Religious facility
Housing-Single unit
Public service
Park & open space

Property details

Parking

Garage Information
# of Garage Parking Spaces (Total): 2
Garage: 3 Car, Attached, Tandem, Opener Included

Interior

Bedroom Information
Master Bedroom Dimensions: 13 x 13
Master Bedroom Level: Upper
Bedroom 2 Dimensions: 13 x 9
Bedroom 2 Level: Upper
Bedroom 3 Dimensions: 9 x 9
Bedroom 3 Level: Upper

Bathroom Information
Bath Description(s): At Least 1 Tub, Master Bedroom Bath (Full), Master Bedroom Bath, Tub/No Shower in Master Bathroom
# of Baths (1/2): 1
# of Baths (Full): 2

Interior Features
Skylight(s)

Room Information
Partial, Exposed, Full Size Windows, Walk Out/Outer Door, Partially Finished
Living Room Dimensions: 28 x 14
Living Room Level: Main
Kitchen Level: Upper
Kitchen Dimensions: 11 x 16
Dining Room Dimensions: 21 x 13
Dining Room Level: Upper
Den/Office Dimension: 12 x 7
Den/Office Level: Lower

Equipment
Appliances: Range/Oven, Dishwasher

Exterior

Building Information
Building Type: Tri-Level
Estimated Sq. Ft. Range: 3001-3500

Exterior
Exterior Features: Deck
Exterior: Wood

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

Property Features
Water Features: Pond

Lot Information
Lot Acreage: 6.09
Zoning: RR

Subdivision
Subdivision: N/A

Financial

Tax Information
Total Taxes: $5,586
Tax Year: 2021

Utilities

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

Location

Neighborhood Information
Municipality: HARMONY
Municipality Type: Town

School Information
School District: Milton
Elementary School: Call School District
Middle School: Milton
High School: Milton

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 6.09 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Rock County
APN: 014 01500201

Home facts updated by county records on Aug 26, 2026

Other

Listing Information
SaleType: Arms Length
Inclusions: Oven, Dishwasher

Around this home

Schools

Harmony Elementary School

Public PreK-3 • Assigned • 2.4mi

9/10

Milton Middle School

Public 7-8 • Assigned • 3.4mi

4/10

Milton High School

Public 9-12 • Assigned • 2.9mi

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

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

2/10 Heat Factor

7 days above 101° expected this year, 14 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

Milton, WI • 53563

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 3.5 hours in December, placing it below the U.S. average for solar exposure.

9.9 hrs

3.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$467,000 – $565,000

Sell confidently with a local market expert in Milton. 3 minutes to get started.

Nearby similar homes

OPEN SAT, 10AM TO 12PM

$445,000

4 beds3 baths3,078 sq ft

4562 Parkwood Dr, Milton, WI 53563

Caitlin Schmidt • Realty Executives Premier

NEW CONSTRUCTION

$434,900

3 beds2 baths1,550 sq ft

1967 Sequoia Dr, Janesville, WI 53545

Chris Mayhew • Century 21 Affiliated

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Chris Burton • Century 21 Affiliated

NEW CONSTRUCTION

$449,900

4 beds2.5 baths2,071 sq ft

1966 Sequoia Dr, Janesville, WI 53545

Chris Mayhew • Century 21 Affiliated

$1,195,000

4 beds4.5 baths5,500 sq ft

2023 W Glenmoor Ln, Janesville, WI 53545

Marianne Walker • Walker Realty Group, LLC

$1,300,000

3 beds2.5 baths4,266 sq ft

5143 N Kennedy Rd, Milton, WI 53563

Krista Shortreed • Realty Executives Premier

New listings for sale in 53563

OPEN SAT, 10AM TO 12PM

$445,000

4 beds3 baths3,078 sq ft

4562 Parkwood Dr, Milton, WI 53563

Caitlin Schmidt • Realty Executives Premier

$489,900

4 beds2.5 baths2,211 sq ft

5110 N Waverly Dr, Milton, WI 53563

Kari Reilly • Pat's Realty Inc

$1,300,000

3 beds2.5 baths4,266 sq ft

5143 N Kennedy Rd, Milton, WI 53563

Krista Shortreed • Realty Executives Premier

$885,000

3 beds2.5 baths2,803 sq ft

5921 N Sessler Ct, Milton, WI 53563

Sarah Mclean • Realty Executives Premier

$575,000

3 beds2.5 baths2,841 sq ft

5837 N Valley Dr, Milton, WI 53563

Amy Finn • Kim Colby Homes

$624,900

6 beds3 baths2,797 sq ft

3551 Pickard Dr, Milton, WI 53563

Jerilyn Endrizzi • Coldwell Banker Real Estate Group

$244,900

2 beds2 baths1,140 sq ft

1010 Parkview Dr #2, Milton, WI 53563

Seth Pfaehler • The McGrady Group, LLC

3D WALKTHROUGH

$370,000

5 beds2 baths2,476 sq ft

125 Parkview Dr, Milton, WI 53563

Charles Clark • NextHome My Way

$375,000

3 beds2.5 baths1,521 sq ft

32 E Sunset Dr, Milton, WI 53563

Stacey Schultz • Compass Wisconsin-Lake Geneva

Home values near 5308 N Kennedy Rd

Data from public records.

Address	Redfin Estimate
5507 North Kennedy Rd, Milton, WI 3 Beds \| 3 Baths \| 1700 Sq. Ft.	$351,269
5143 North Kennedy Rd, Milton, WI 3 Beds \| 2.5 Baths \| 4266 Sq. Ft.	$1,297,973

Address	Redfin Estimate
5502 North Kennedy Rd, Milton, WI 4 Beds \| 3 Baths \| 3260 Sq. Ft.	$646,266
5029 North Kennedy Rd, Milton, WI 4 Beds \| 3.5 Baths \| 3408 Sq. Ft.	$626,713

Address	Redfin Estimate
5405 North Kennedy Rd, Milton, WI 3 Beds \| 2.5 Baths \| 2870 Sq. Ft.	$731,795
5140 North Kennedy Rd, Milton, WI 4 Beds \| 4.5 Baths \| 5828 Sq. Ft.	$1,691,560

Property information provided by SCWMLS when last listed in 2022. This data may not match . Learn more.

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About this home

Redfin Estimate

Earn from this home

Market trends in 53563, WI

Sale history for 5308 N Kennedy Rd

Tax history for 5308 N Kennedy Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 53563

Home values near 5308 N Kennedy Rd

More real estate resources