4411 Pleasant Hollow Rd, Jackson, WI 53037

Listed by Christi Poppe • Lake Country Flat Fee. Bought with Shorewest Realtors, Inc.

Off Market Aug 2021 for $635K

$790,852

•

3,800

sq ft

4411 Pleasant Hollow Rd, Jackson, WI 53037

About this home

Public Remarks: Come Home to the country! Gorgeous custom built 4 bedroom, 3 bath with 9' ceilings, Hard wood floors newly refinished, 3-zone heat, walkout LL with huge rec room (could be in-law suite), custom cabinetry with NEW granite counter tops, floor to ceiling pella windows (new), Master bedroom/Master bath fit for a queen! And 4+ garage - 1200 Sq Ft for the KING! All this on 3.6 acres of privacy, beautiful landscaping. All appliances included. Entertain in the Lower Level Family room with stamped concrete patio, composite deck 18 x 1. New roof, gutters, and storm doors. This is the home you have been waiting for - Welcome!

Single-familyProperty Type

1993Year Built

3.67 acresLot Size

$208Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Christi Poppe • Lake Country Flat Fee

Bought with Katherine Hundley • Shorewest Realtors, Inc.

Redfin checked: a minute ago

•Source:MetroMLS as distributed by WIREX #1745331

Redfin Estimate

$790,852

$156K since sold in August 2021$22K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 31.2% higher than the average sale price ($603K) of 6 comparable homes.

SOLD AUG 21, 2026
$610,000
A
3 beds2.5 baths2,667 sq ft
2729 Pleasant Valley Rd, Jackson, WI 53037
SOLD JUL 20, 2026
$520,000
B
4 beds2.5 baths2,855 sq ft
5099 Valley Trl, West Bend, WI 53095
SOLD JUN 12, 2026
$600,000
C
4 beds3 baths3,014 sq ft
2649 Oak Knoll Dr, Jackson, WI 53037
SOLD APR 24, 2026
$615,000
D
4 beds2.5 baths2,650 sq ft
4292 Pleasant Hollow Rd, Jackson, WI 53037
SOLD MAY 7, 2026
$590,000
E
3 beds3.5 baths2,931 sq ft
4413 Magna Vista Dr, Jackson, WI 53037
SOLD JUL 1, 2026
$683,000
F
4 beds4.5 baths4,099 sq ft
4310 Jackson Dr, Jackson, WI 53037

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

Earn from this home

Sell

$285,372

Est. take-home

List your home with Redfin and save $7,909

Rent

$2,570/mo

Redfin rental estimate

List your home for rent

Market trends in 53037, WI

Last updated August 2026

Buyer's Market

Seller's Market

Balanced market

Sale-to-List Price

101.6%

+0.4% MoM

Median sale price

$385K

$8K MoM

Avg. days on market

54d

1 days MoM

Recently sold homes

7 MoM

Provided by Redfin

Sale history for 4411 Pleasant Hollow Rd

Date

Event

Price

MetroMLS as distributed by WIREX #1745331

Aug 9, 2021

Sold

$635,000

$167/sq ft

Jun 14, 2021

Contingent

—

Jun 10, 2021

Listed

$629,900

$166/sq ft

MetroMLS as distributed by WIREX #1102882

Mar 19, 2014

Listed

$499,000

$131/sq ft

Mar 19, 2014

Listing Removed

—

May 21, 2010

Sold

$450,000

$118/sq ft

Public Remarks

Come Home to the country! Gorgeous custom built 4 bedroom, 3 bath with 9' ceilings, HWF, 3-zone heat, walkout LL with huge rec room (could be in-law suite), custom cabinetry, oak flring, flr to ceiling windows, MB fit for a queen! and 4+ garage. All this on almost 7 acres of privacy, wooded with hiking trails. All appliances included. 1200 sq. ft garage. 22 x 14 patio, composite deck 18 x 1

Tax history for 4411 Pleasant Hollow Rd

*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

6.77 Acres

Year renovated

—

Sq. Ft.

—

Year built

—

Style

Single Family Residential

County

Washington County

APN

T7 013800F

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Feb 2, 2023.

Property details

Parking

Garage Information
# of Garage Parking Spaces (Total): 4
Garage: Opener Included, Attached, 4+ Cars

Interior

Bedroom Information
Master Bedroom Dimensions: 27 x 14
Master Bedroom Level: Main
Bedroom 2 Dimensions: 13 x 12
Bedroom 2 Level: Main
Bedroom 3 Dimensions: 12 x 11
Bedroom 3 Level: Main
Bedroom 4 Dimension: 20 x 14
Bedroom 4 Level: Lower

Bathroom Information
Bath Description(s): Shower on Lower, Ceramic Tile, Whirlpool, Walk-In Shower in Master Bathroom, Master Bedroom Bath, Shower Over Tub, Shower Stall
# of Baths (Full): 3

Interior Features
Water Softener, Cable/Satellite Available, Central Vacuum, High Speed Internet, Walk-In Closet(s), Wood or Simulation Wood Floors

Room Information
Block, Full, Full Size Windows, Walk Out/Outer Door
Other Room 1 Dimensions: 12 x 10
Other Room 1 Level: Lower
Other Room 1 Name: Other Room
Living Room Dimensions: 20 x 18
Living Room Level: Main
Kitchen Level: Main
Kitchen Dimensions: 14 x 14
Family Room Level: Lower
Family Room Length: 43 x 18
Dining Room Dimensions: 17 x 14
Dining Room Level: Main
Den/Office Dimension: 12 x 12
Den/Office Level: Lower

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

Exterior

Building Information
Building Type: 1 Story
Estimated Sq. Ft. Range: 3501+, 3501-5000, 2501+

Exterior
Exterior: Aluminum/Steel, Aluminum, Brick, Brick/Stone, Aluminum Trim

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

Land Information
Acreage: Over 2 Acres to 5 Acres

Lot Information
Lot Acreage: 3.67
Lot Description: Wooded
Zoning: residential

Financial

Tax Information
Total Taxes: $4,401
Tax Year: 2021

Utilities

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

Location

Neighborhood Information
Municipality: JACKSON
Municipality Type: Town

School Information
School District: West Bend
Elementary School: Jackson
Middle School: Badger
High School: West

Public facts

Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: 6.77 acres
Style: Single Family Residential
Year Built: —
Year Renovated: —
County: Washington County
APN: T7 013800F

Home facts updated by county records on Feb 2, 2023

Other

Listing Information
SaleType: Arms Length
Inclusions: Refrigerator, stove/oven, dishwasher, water softener, central vac, washer, dryer, refrigerator in laundry
Exclusions: sellers personal property

Around this home

Schools

Jackson Elementary School

Public K-4 • Assigned • 1.9mi

6/10

Badger Middle School

Public 7-8 • Assigned • 4.4mi

4/10

East High School

Public 9-12 • Assigned • 4.1mi

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

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

Jackson, WI • 53037

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

$752,000 – $910,000

Reach more buyers when you sell with Redfin. Save up to $7,909 in fees. 3 minutes to get started.

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

Nearby similar homes

NEW CONSTRUCTION

$405,900

3 beds2 baths1,405 sq ft

N162W21865 Poppy Rd, Jackson, WI 53037

Seefeldt - Nigh & Associates Team* • First Weber Inc- West Bend

$475,000

4 beds2.5 baths2,320 sq ft

N164W20980 Glen Brooke Dr, Jackson, WI 53037

Laura Scheel • EXP Realty, LLC MKE

NEW CONSTRUCTION3D WALKTHROUGH

$679,900

3 beds2.5 baths2,086 sq ft

438 Sandstone St, Slinger, WI 53086

Erin Russell • Tim O'Brien Homes LLC

NEW CONSTRUCTION

$559,900

4 beds2.5 baths2,189 sq ft

N156W19415 East Gate Dr, Jackson, WI 53037

Cynthia Larkin • Harbor Homes Inc

OPEN SUN, 11AM TO 1PM3D WALKTHROUGH

$490,000

3 beds2 baths1,720 sq ft

W218N16071 Tiger Lily Dr, Jackson, WI 53037

Lets Go! Realty Group* • Keller Williams Realty-Milwaukee Southwest

$75,000

3 beds2 baths1,120 sq ft

N168W21700 Main St #40, Jackson, WI 53037

Chris Slinker • Berkshire Hathaway HomeServices Water City Realty

Home values near 4411 Pleasant Hollow Rd

Data from public records.

Address	Redfin Estimate
4362 Pleasant Hollow Rd, Jackson, WI 4 Beds \| - Baths \| - Sq. Ft.	$460,409
2715 Pleasant Valley Rd, Jackson, WI 4 Beds \| 2 Baths \| 2400 Sq. Ft.	$470,018

Address	Redfin Estimate
4346 Pleasant Hollow Rd, Jackson, WI 3 Beds \| 1.5 Baths \| 1470 Sq. Ft.	$457,273
2677 Pleasant Valley Rd, Jackson, WI 3 Beds \| 1.5 Baths \| - Sq. Ft.	$446,753

Address	Redfin Estimate
4457 Pleasant Hollow Rd, Jackson, WI 4 Beds \| 2.5 Baths \| 2656 Sq. Ft.	$547,212
4347 Westfield Ct, Jackson, WI 3 Beds \| 2.5 Baths \| 2153 Sq. Ft.	$481,069

Property information provided by MetroMLS as distributed by WIREX when last listed in 2021. 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.

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 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	Jackson Property Records
Condos for sale near me	Brookfield, WI homes for sale	WI New Listings
Agents near me	Kenosha, WI homes for sale	Jackson Housing Market

Wauwatosa homes for sale
Milwaukee homes for sale
Brookfield homes for sale

53095 homes for sale
53076 homes for sale
53037 homes for sale