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$500,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 2,624 Sq. Ft.
  • 2.5 Car Garage
  • Updated 10 hours ago
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Move right into this updated 2-story with private back yard just 3 blocks to Downtown Pewaukee beach, restaurants & shops. Roof, fascia, soffit, gutters 2025, hot water heater 2026, windows/exterior doors 2015, water softener 2025. Primary suite with walk-in closet; updated primary bath with granite counter, walk-in shower, luxury vinyl plank flooring & glass shower door. 2nd full bath is also updated with shower over tub & glass shower door. Eat-in kitchen overlooks your private back yard with concrete patio & shed. Enjoy 1st-floor laundry/mud room & a deep garage that fits a fishing boat. You're only 1 mile to Pewaukee Lake's boat launch! Spacious great room w/ updated hardwood floors & gas fireplace. Small rec room perfect for that extra play space or office. Live where people vacation.

Full Property Details for 444 Cheshire Ln

General

  • Price: $500,000
  • Taxes: $4,811 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MetroMLS_Milwaukee_Wirex
  • MLS ID: 1984518
  • Updated: Today (10/15/2026)
  • Added to Site: Today

Interior

  • Interior Features: Cable TV Available, Gas Fireplace, Hot Tub, Pantry, Walk-In Closet(s), Wood Floors
  • Appliances: Dishwasher, Dryer, Other, Range, Refrigerator, Washer

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 2
  • Half Bathrooms: 1
  • Bathroom: At least one Bathtub, MBR Bath Walk-in Shower, Off Master Bedroom, Shower over Tub

Bedrooms

  • Total Bedrooms: 3
  • Bedroom 1: 18 x 14, Upper Level
  • Bedroom 2: 14 x 11, Upper Level
  • Bedroom 3: 12 x 12, Upper Level

Other Rooms

  • Living Room: 23 x 14, Main Level
  • Kitchen: 12 x 12, Main Level
  • Dining Room: 12 x 12, Main Level
  • Rec Room: 23 x 14, Lower Level
  • Laundry: 9 x 10, Main Level
  • Other Room 1: 17 x 13, Lower Level

Exterior

  • Exterior Features: Patio

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2.5
  • Garage Description: Electric Door Opener

Location

  • County: Waukesha
  • Subdivision: Foxtail Meadows
  • Driving Directions: Hwy I-94 to Hwy 16 exit left on Ryan street (south), left on Quinlan Dr., left on Cheshire Ln

School Information

  • School District: Pewaukee
  • Elementary School: Pewaukee Lake
  • Middle School: Asa Clark
  • High School: Pewaukee

Heating & Cooling

  • Heating/Cooling: Natural Gas, Central Air Conditioning, Forced Air

Utilities

  • Water/Sewer: Municipal Sewer, Municipal Water

Structural Information

  • Architectural Style: Two Story, Colonial
  • Description/Design: Subdivision
  • Exterior Const.: Vinyl
  • Basement Desc.: Block, Full
  • Square Feet: 2,624
  • Year Built: 1992

Additional Structures

  • Other Structures: Storage Shed

Lot Features

  • Lot Size (Acres): 0.35
  • Zoning: Residential

Financial Considerations

  • Tax Amount: $4,811.46
  • Tax Year: 2025

Listed by Realty Executives - Integrity

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Listing agent

— 444 Cheshire Ln —

  • Realty Executives - Integrity

hartlandfrontdesk@realtyexecutives.com

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NMLS#: 1598647

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Be ready to buy your new home!

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NMLS#: 1598647

Get Pre-Approved

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with our affiliated in-house agency

Request a Quote

Save up to an additional 20% by bundling your home and auto together!

Schools serving 444 Cheshire Ln

School District:Pewaukee School District
NameGradesDistance
Pewaukee Lake Elementary School
436 Lake Street, Pewaukee, WI 53072
K-21 mi
Horizon School
458 Lake Street, Pewaukee, WI 53072
3-51.2 mi
Asa Clark Middle School
472 Lake Street, Pewaukee, WI 53072
6-81.2 mi
Pewaukee High School
510 Lake Street, Pewaukee, WI 53072
9-121.1 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 444 Cheshire Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
10/15/2026
Listed
$500,000
100%
MLS
11/24/2010
Sold
$250,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 444 Cheshire Ln

Year
Property Taxes
Change
Tax Assessment
Change
2025
$4,811
5%
$419,500
—
2024
$4,603
11%
$419,500
25%
2023
$4,136
-21%
$335,700
—
2022
$5,233
—
$335,700
7%
2021
$5,232
-6%
$314,000
—
2020
$5,578
21%
$314,000
—
2019
$4,598
10%
$314,000
9%
2018
$4,174
-2%
$287,000
—
2017
$4,276
-6%
$287,000
5%
2016
$4,550
—
$272,900
—
2015
$4,563
—
$272,900
—
2014
$4,548
-6%
$272,900
9%
2013
$4,827
—
$251,400
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Realty Executives - Integrity

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444 Cheshire Ln, Pewaukee, WI 53072 (MLS# 1984518) is a Single Family property with 3 bedrooms, 2 full bathrooms and 1 partial bathroom. 444 Cheshire Ln is currently listed for $500,000 and was received on October 15, 2026. Want to learn more about 444 Cheshire Ln? Do you have questions about finding other Single Family real estate for sale in Pewaukee? You can browse all Pewaukee real estate or contact a Coldwell Banker agent to request more information.

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