OFF MARKET

Listed by Aaron Weber • First Weber Inc. Bought with Keller Williams Realty.

Off market aug 2017 for $428K

$737,774

Est. refi paymentEst. refi $3,215/mo

•

4,424

sq ft

21 Pleasant Oak Ct, Oregon, WI 53575

About this home

Public Remarks: Looking for room to grow? This spacious 4 bedroom, 2.5 bathroom home with just over 4400 sq ft has all the space you need. Main level features, hardwood floors, open kitchen with solid surface counters, 2 story great room with a fireplace, huge 17 x 23 screen porch. Backyard is a nature lovers dream. Lovely perennials, walking paths hugged by mature trees, stone water fall and a park next door? Who could ask for more? Larger than life master suite with the spa bathroom of your dream? So much more.

Single-familyProperty Type

1991Year Built

0.33 acresLot Size

$167Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Aaron Weber • First Weber Inc

Bought with Jared Koss • Keller Williams Realty

Redfin checked: a minute ago

•Source:SCWMLS as distributed by WIREX #1805517

$722,502

Updated Jun 24, 2026

Based on recent home sales selected by the homeowner.

SOLD MAY 29, 2026
805 Miller Dr, Oregon, WI 53575
$473,000 Last sold price
A
4 beds2 baths2,325 sq ft
805 Miller Dr, Oregon, WI 53575
SOLD JAN 30, 2026
190 S Oak St, Oregon, WI 53575
$438,500 Last sold price
B
4 beds2.5 baths2,184 sq ft
190 S Oak St, Oregon, WI 53575
SOLD MAR 11, 2026
381 Liberty Park Dr, Oregon, WI 53575
$645,000 Last sold price
C
4 beds2.5 baths3,109 sq ft
381 Liberty Park Dr, Oregon, WI 53575
SOLD APR 17, 2026
315 Liberty Park Dr. Dr, Oregon, WI 53575
$665,000 Last sold price
D
4 beds2.5 baths2,847 sq ft
315 Liberty Park Dr. Dr, Oregon, WI 53575
SOLD MAY 22, 2026
218 Cedar Dr, Oregon, WI 53575
$501,000 Last sold price
E
3 beds2.5 baths2,076 sq ft
218 Cedar Dr, Oregon, WI 53575

Redfin Estimate

$737,774

$310K since sold in August 2017$2,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 24.5% higher than the average sale price ($593K) of 6 comparable homes.

SOLD JUN 10, 2026
$647,000
A
4 beds3 baths3,512 sq ft
773 Foxfield Rd, Oregon, WI 53575
SOLD JUN 5, 2026
$730,000
B
4 beds3 baths4,284 sq ft
491 Concord Dr, Oregon, WI 53575
SOLD JUL 1, 2026
$552,000
C
4 beds2.5 baths3,054 sq ft
435 Ash St, Oregon, WI 53575
SOLD JUN 25, 2026
$616,000
D
4 beds2.5 baths2,592 sq ft
135 Glen Haven Ct, Oregon, WI 53575
SOLD JUN 30, 2026
$580,000
E
4 beds3 baths2,652 sq ft
451 Oakwood Dr, Oregon, WI 53575
SOLD SEP 11, 2026
$431,000
F
3 beds2.5 baths1,940 sq ft
941 Foxfield Rd, Oregon, WI 53575

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

Earn from this home

Sell

$417,341

Est. take-home

List your home with Redfin and save $7,378

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$2,045/mo

Redfin rental estimate

List your home for rent

Market trends in 53575, WI

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.8%

0.4% MoM

Median sale price

$457K

$35K MoM

Avg. days on market

53d

1 days MoM

Recently sold homes

18 MoM

New listings for sale

3D WALKTHROUGH
$420,000
2 beds2 baths1,292 sq ft
1206 Tivoli Cir, Oregon, WI 53575
Matt Winzenried Real Estate Team • Realty Executives Cooper Spransy
OPEN TODAY, 12PM TO 2PM
$420,000
3 beds1 bath1,040 sq ft
510 Center Rd, Oregon, WI 53575
Sean Coffey • First Weber Inc
$689,900
3 beds3.5 baths2,779 sq ft
601 Prairie Grass Rd, Oregon, WI 53575
Andrew Krenz • RE/MAX Preferred
3D WALKTHROUGH
$649,900
4 beds3 baths2,595 sq ft
534 Foxfield Rd, Oregon, WI 53575
Gene Van Buren • Restaino & Associates
$499,900
4 beds3.5 baths2,109 sq ft
750 Leeward Ln, Oregon, WI 53575
Brandon Mortenson • Preferred Realty Group
See all

Provided by Redfin

Sale history for 21 Pleasant Oak Ct

Year

Property tax

Land + Additions

Assessment*

2025

$11,143 (+3.0%)

$96,900 + $661,300

$758,200

2024

$10,816 (+3.5%)

$81,000 + $569,100

$650,100

2023

$10,445 (+8.2%)

$81,000 + $569,100

$650,100

2022

$9,657 (+8.4%)

$81,000 + $484,600

$565,600

2021

$8,910 (+2.0%)

$81,000 + $430,000

$511,000

2020

$8,733 (+6.4%)

$81,000 + $400,600

$481,600

2019

$8,206 (+4.2%)

$81,000 + $373,100

$454,100

2018

$7,874 (+27.6%)

$81,000 + $347,000

$428,000

2017

$6,170 (+0.7%)

$81,000 + $247,900

$328,900

2016

$6,125 (−20.3%)

$81,000 + $236,800

$317,800

2014

$7,686 (−0.8%)

$81,000 + $311,000

$392,000

2013

$7,749

$81,000 + $290,200

$371,200

Tax history for 21 Pleasant Oak Ct

Year

Property tax

Land + Additions

Assessment*

2025

$11,143 (+3.0%)

$96,900 + $661,300

$758,200

2024

$10,816 (+3.5%)

$81,000 + $569,100

$650,100

2023

$10,445 (+8.2%)

$81,000 + $569,100

$650,100

2022

$9,657 (+8.4%)

$81,000 + $484,600

$565,600

2021

$8,910 (+2.0%)

$81,000 + $430,000

$511,000

2020

$8,733 (+6.4%)

$81,000 + $400,600

$481,600

2019

$8,206 (+4.2%)

$81,000 + $373,100

$454,100

2018

$7,874 (+27.6%)

$81,000 + $347,000

$428,000

2017

$6,170 (+0.7%)

$81,000 + $247,900

$328,900

2016

$6,125 (−20.3%)

$81,000 + $236,800

$317,800

2014

$7,686 (−0.8%)

$81,000 + $311,000

$392,000

2013

$7,749

$81,000 + $290,200

$371,200

*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

14,592

Year renovated

—

Sq. Ft.

4,424

Year built

1991

Style

Single Family Residential

County

Dane County

APN

050913215560

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Sep 18, 2026.

Property details

Parking

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

Interior

Bedroom Information
Master Bedroom Dimensions: 21 x 19
Master Bedroom Level: Upper
Bedroom 2 Dimensions: 13 x 11
Bedroom 2 Level: Upper
Bedroom 3 Dimensions: 16 x 11
Bedroom 3 Level: Upper
Bedroom 4 Dimension: 13 x 10
Bedroom 4 Level: Upper

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

Interior Features
Wood or Simulation Wood Floors, Walk-In Closet(s), Great Room, Cathedral/Vaulted Ceiling, Water Softener, Cable/Satellite Available, High Speed Internet

Room Information
Full, Exposed, Finished, Partially Finished, 8'+ Ceiling, Radon Mitigation System, Poured Concrete
Living Room Dimensions: 16 x 15
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 13 x 20
Family Room Level: Main
Family Room Length: 13 x 17
Dining Room Dimensions: 13 x 10
Dining Room Level: Main
Den/Office Dimension: 13 x 11
Den/Office Level: Main

Equipment
Appliances: Range/Oven, Refrigerator, Dishwasher, Microwave, Garbage Disposal, Washer, Dryer

Exterior

Building Information
Building Type: 2 Story
Estimated Sq. Ft. Range: 3501-5000

Exterior
Exterior Features: Deck, Patio
Exterior: Vinyl

Property Information
Single-Family

Lot Information
Lot Acreage: 0.335
Zoning: Res

Subdivision
Subdivision: Autumn Woods

Financial

Tax Information
Total Taxes: $6,125
Tax Year: 2016

Utilities

Utility Information
Municipal Water, Municipal Sewer
Heating/Cooling: Forced Air, Central Air
Natural Gas

Location

Neighborhood Information
Municipality: OREGON
Municipality Type: Village

School Information
School District: Oregon
Elementary School: Netherwood Knoll
Middle School: Oregon
High School: Oregon

Public facts

Beds: 4
Baths: 3.0
Sq. Ft.: 4,424
Stories: —
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 0.33 acres
Style: Single Family Residential
Year Built: 1991
Year Renovated: —
County: Dane County
APN: 050913215560
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Sep 17, 2026

Other

Listing Information
Inclusions: Washer, dryer, stove/oven, refrigerator, dishwasher, window coverings, water softener
Exclusions: Seller's personal property

Around this home

Schools

K - 12
Preschool & daycare

Rome Corners Intermediate School

Public 5-6 • Assigned • 0.5mi

6/10

Oregon Middle School

Public 7-8 • Assigned • 0.3mi

5/10

Oregon High School

Public 9-12 • Assigned • 1.5mi

10/10

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 100° expected this year, 14 days in 30 years

2/10 Wind Factor

Minor risk of severe winds over next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 1 days in 30 years

Provided by First Street

Historical weather

Oregon, WI • 53575

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 9.8 hours in June and 3.6 hours in December, placing it below the U.S. average for solar exposure.

9.8 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$701,000 – $849,000

Reach more buyers when you sell with Redfin. Save up to $7,378 in fees. 3 minutes to get started.

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

Nearby similar homes

$599,900

4 beds1 bath1,873 sq ft

5689 County Road D, Oregon, WI 53575

5.27 acres • Open pasture • Mature trees

Andrew Krenz • RE/MAX Preferred

$1,599,999

4 beds4.5 baths5,263 sq ft

2395 White Oak Trl, Oregon, WI 53575

2.94 acre lot • 7 garage spots • Built 1990

Imani Jones • EXIT Realty HGM

OPEN TODAY, 3PM TO 4:30PM

$409,900

3 beds2 baths2,038 sq ft

372 E Lincoln St, Oregon, WI 53575

Green space • Outdoor oasis • Eat-in kitchen

Michael Weiss • MHB Real Estate

NEW CONSTRUCTION

$484,900

3 beds2.5 baths1,615 sq ft

2534 Emerald Isle Way, Madison, WI 53711

Open-concept layout • Center island • Quartz countertops

Adam Crook • Stark Company, REALTORS

NEW CONSTRUCTION

$489,900

3 beds2.5 baths1,526 sq ft

2526 Wexford Way, Fitchburg, WI 53711

Open-concept layout • Center island • Quartz countertops

Norman Bondoc • Stark Company, REALTORS

$375,000

3 beds1.5 baths1,759 sq ft

5140 Irish Ln, Fitchburg, WI 53711

Hardwood floors • Bonus room • Newer roof

Leticia Hernandez • First Weber, Inc

New listings for sale in 53575

3D WALKTHROUGH

$420,000

2 beds2 baths1,292 sq ft

1206 Tivoli Cir, Oregon, WI 53575

Private entry • Upgraded lighting • New flooring

Matt Winzenried Real Estate Team • Realty Executives Cooper Spransy

OPEN TODAY, 12PM TO 2PM

$420,000

3 beds1 bath1,040 sq ft

510 Center Rd, Oregon, WI 53575

Park like acres • Mature trees • Country views

Sean Coffey • First Weber Inc

$689,900

3 beds3.5 baths2,779 sq ft

601 Prairie Grass Rd, Oregon, WI 53575

Open space • Parkland • Screened porch

Andrew Krenz • RE/MAX Preferred

3D WALKTHROUGH

$649,900

4 beds3 baths2,595 sq ft

534 Foxfield Rd, Oregon, WI 53575

Ranch floor plan • Main level living • Huge walk in pantry

Gene Van Buren • Restaino & Associates

$499,900

4 beds3.5 baths2,109 sq ft

750 Leeward Ln, Oregon, WI 53575

Open-concept layout • Gas fireplace • Quartz countertops

Brandon Mortenson • Preferred Realty Group

Home values near 21 Pleasant Oak Ct

Data from public records.

Address	Redfin Estimate
29 Pleasant Oak Court, Oregon, WI 4 Beds \| 4.5 Baths \| 4255 Sq. Ft.	$686,197
24 Pleasant Oak Court, Oregon, WI 3 Beds \| 2.5 Baths \| 1937 Sq. Ft.	$607,781
13 Pleasant Oak Court, Oregon, WI 4 Beds \| 2.5 Baths \| 2426 Sq. Ft.	$611,545
800 Scott Street, Oregon, WI 3 Beds \| 2 Baths \| 1726 Sq. Ft.	$469,984
941 Timber Ridge Drive, Oregon, WI 4 Beds \| 3 Baths \| 2802 Sq. Ft.	$603,610
775 Scott Street, Oregon, WI 3 Beds \| 2 Baths \| 2086 Sq. Ft.	$462,620
795 Scott Street, Oregon, WI 3 Beds \| 2 Baths \| 2889 Sq. Ft.	$484,171

Address	Redfin Estimate
816 Pleasant Oak Drive, Oregon, WI 3 Beds \| 2 Baths \| 2736 Sq. Ft.	$562,577
868 Pleasant Oak Drive, Oregon, WI 4 Beds \| 3 Baths \| 2912 Sq. Ft.	$566,392
881 Pleasant Oak Drive, Oregon, WI 3 Beds \| 2.5 Baths \| 2539 Sq. Ft.	$489,747
788 S Main Street, Oregon, WI 3 Beds \| 2 Baths \| 1322 Sq. Ft.	$429,002
909 Timber Ridge Drive, Oregon, WI 4 Beds \| 4 Baths \| 3454 Sq. Ft.	$767,615
809 S Main Street, Oregon, WI 3 Beds \| 2 Baths \| 1824 Sq. Ft.	$467,628
917 Timber Ridge Drive, Oregon, WI 3 Beds \| 3 Baths \| 2335 Sq. Ft.	$548,496

Address	Redfin Estimate
804 Pleasant Oak Drive, Oregon, WI 3 Beds \| 3.5 Baths \| 2738 Sq. Ft.	$605,805
828 Pleasant Oak Drive, Oregon, WI 4 Beds \| 2.5 Baths \| 3294 Sq. Ft.	$672,909
785 Scott Street, Oregon, WI 3 Beds \| 2 Baths \| 1854 Sq. Ft.	$436,173
925 Timber Ridge Drive, Oregon, WI 4 Beds \| 3 Baths \| 3024 Sq. Ft.	$643,608
933 Timber Ridge Drive, Oregon, WI 5 Beds \| 3.5 Baths \| 4170 Sq. Ft.	$782,789
797 S Main Street, Oregon, WI 4 Beds \| 2 Baths \| 1904 Sq. Ft.	$411,461

Property information provided by SCWMLS as distributed by WIREX when last listed in 2017. This data may not show owner updates. 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 Oregon	Agents near me	Brookfield, WI homes for sale	Oregon 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	Oregon Property Records
Condos for sale near me	Kenosha, WI homes for sale	WI New Listings

Madison homes for sale
Sun Prairie homes for sale
Middleton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 53575, WI

Sale history for 21 Pleasant Oak Ct

Tax history for 21 Pleasant Oak Ct

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 53575

Home values near 21 Pleasant Oak Ct

More real estate resources