# 444 Cheshire Ln, Pewaukee, WI 53072 > **TL;DR:** 3bd/3ba single family, $500,000 ($191/sqft), built 1992, 2,624 sqft. Est. $2,674/mo. Listed 21 days. ## Property at a Glance | Attribute | Value | |-----------|-------| | Price | $500,000 | | Price/sqft | $191 | | Bedrooms | 3 | | Bathrooms | 2 full, 1 half | | Square Feet | 2,624 | | Year Built | 1992 | | Lot Size | 15,246 sqft (0.35 acres) | | Property Type | Single Family (Other) | | Status | Active | | Days on Market | 21 | ## Estimated Monthly Costs | Category | Amount | |----------|--------| | Principal & Interest (20% down, 30-year at 6.5%) | $2,528 | | Estimated Insurance | $146 | | **Total** | **$2,674** | ## Nearby Schools - **Elementary:** Pewaukee Lake - **Middle:** Asa Clark - **High:** Pewaukee ## Property Highlights - Built in 1992 - 0.35 acre lot ## Description ### Agent Description 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. ## Location - **Address:** 444 Cheshire Ln, Pewaukee, WI 53072 - **County:** Waukesha - **Neighborhood:** Foxtail Meadows - **Coordinates:** 43.089781, -88.269547 - **Google Maps:** https://www.google.com/maps?q=43.089781,-88.269547 ## Listing Agent - **Name:** Jodi Olson - **Brokerage:** Realty Executives - Integrity - **Broker Phone:** (262) 783-7080 - **Listing URL:** [View original listing](https://www.realtor.com/realestateandhomes-detail/444-Cheshire-Ln_Pewaukee_WI_53072_M89748-83223?f=listhub&s=METROMLSWI&m=1984518&c=propsimple) ## Photos ![444 Cheshire Ln - Photo 1](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1029951047r.jpg) ![444 Cheshire Ln - Photo 2](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f294877968r.jpg) ![444 Cheshire Ln - Photo 3](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f3749557575r.jpg) ![444 Cheshire Ln - Photo 4](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f3152320367r.jpg) ![444 Cheshire Ln - Photo 5](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f2582251912r.jpg) ![444 Cheshire Ln - Photo 6](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f657703313r.jpg) ![444 Cheshire Ln - Photo 7](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f3903996741r.jpg) ![444 Cheshire Ln - Photo 8](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f3689428706r.jpg) ![444 Cheshire Ln - Photo 9](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f2950182996r.jpg) ![444 Cheshire Ln - Photo 10](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1931535690r.jpg) ![444 Cheshire Ln - Photo 11](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1311106578r.jpg) ![444 Cheshire Ln - Photo 12](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f4061438875r.jpg) ![444 Cheshire Ln - Photo 13](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f440754872r.jpg) ![444 Cheshire Ln - Photo 14](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1527919013r.jpg) ![444 Cheshire Ln - Photo 15](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1553760582r.jpg) ![444 Cheshire Ln - Photo 16](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1566784275r.jpg) ![444 Cheshire Ln - Photo 17](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f998769532r.jpg) ![444 Cheshire Ln - Photo 18](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f2802865524r.jpg) ![444 Cheshire Ln - Photo 19](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1945164189r.jpg) ![444 Cheshire Ln - Photo 20](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f2693983288r.jpg) ![444 Cheshire Ln - Photo 21](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f625105810r.jpg) ![444 Cheshire Ln - Photo 22](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f2902513954r.jpg) ![444 Cheshire Ln - Photo 23](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f3750340435r.jpg) ![444 Cheshire Ln - Photo 24](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1455675047r.jpg) ![444 Cheshire Ln - Photo 25](http://lh.rdcpix.com/2caf5427d280a22ac3598bfc0d0feda8l-f1688943689r.jpg) --- **MLS#:** 1984518 | **Updated:** 2026-10-23 **Source:** listhub *Copyright © 2026 Metro MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.* [View on PropertySimple](https://staging.propertysimple.ai/listing/444-cheshire-ln-pewaukee-wi-53072-19a24b62a48a49c08ce151645a3de476) --- ## Structured Data ```json { "@context": "https://schema.org", "@type": "RealEstateListing", "@id": "https://staging.propertysimple.ai/listing/444-cheshire-ln-pewaukee-wi-53072-19a24b62a48a49c08ce151645a3de476#listing", "url": "https://staging.propertysimple.ai/listing/444-cheshire-ln-pewaukee-wi-53072-19a24b62a48a49c08ce151645a3de476", "name": "444 Cheshire Ln, Pewaukee, WI 53072", "description": "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. 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