Enter the front door of this comfortable and charming home with the large LR to your right with a beautiful GFP. To the left is the formal DR w/bay window & BICC. Through the DR to the KT with SS appliances, planning desk, & cozy casual eating area. A 1/2 BA completes the main FL. The side door off of the KT is an original Dutch Door leading to a large covered breezeway which leads to the GA. There is an open staircase to the upper FL with 3 BR'S, 1 full BA with dual entry to the primary BR. Also from the DR is the staircase to the exposed LL FR w/NFP, wet bar, and a 1/2 BA. The FR exits to the 3 season room that leads to a large patio w/pergola & the private backyard w/gazebo. The LL RR, Work RM , & OFF complete this charming home in one of the prettiest neighborhoods in Waukesha!
Closed
$415,000
1037 Windsor DRIVE, Waukesha, WI 53186
3beds
2,599sqft
Single Family Residence
Built in 1954
0.32 Acres Lot
$430,400 Zestimate®
$160/sqft
$2,835 Estimated rent
Home value
$430,400
$405,000 - $461,000
$2,835/mo
Zestimate® history
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List your homeWhat's special
Planning deskWet barCovered breezewayCozy casual eating areaBeautiful gfpOriginal dutch doorBay window
Zillow last checked:
Listing updated:
Listed by:
Leo Fitzgerald,
First Weber Inc - Brookfield
Bought with:
Monica J Bain
Source: WIREX MLS,MLS#: 1935470
Originating MLS: Metro MLS
Originating MLS: Metro MLSFacts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 3
- Bathrooms: 2
- Full bathrooms: 1
- 1/2 bathrooms: 2
Primary bedroom
- Level: Upper
- Area: 195
- Dimensions: 15 x 13
Bedroom 2
- Level: Upper
- Area: 99
- Dimensions: 11 x 9
Bedroom 3
- Level: Upper
- Area: 143
- Dimensions: 13 x 11
Bathroom
- Features: Dual Entry Off Master Bedroom, Shower Over Tub
Dining room
- Level: Main
- Area: 108
- Dimensions: 12 x 9
Family room
- Level: Lower
- Area: 480
- Dimensions: 32 x 15
Kitchen
- Level: Main
- Area: 156
- Dimensions: 13 x 12
Living room
- Level: Main
- Area: 240
- Dimensions: 16 x 15
Office
- Level: Lower
- Area: 126
- Dimensions: 14 x 9
Heating
- Natural Gas, Forced Air
Cooling
- Central Air
Appliances
- Included: Dishwasher, Disposal, Dryer, Microwave, Other, Oven, Range, Refrigerator, Washer, Water Softener
Features
- Wet Bar
- Basement: Block,Finished,Partial
Interior area
- Total structure area: 2,061
- Total interior livable area: 2,599 sqft
- Finished area above ground: 2,061
- Finished area below ground: 538
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Detached, 2 Car
- Garage spaces: 2
Features
- Levels: Multi-Level
- Patio & porch: Patio
Lot
- Size: 0.32 Acres
Details
- Additional structures: Cabana/Gazebo, Garden Shed
- Parcel number: 2911337093
- Zoning: Residental
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Single Family Residence
Materials
- Wood Siding
Condition
- 21+ Years
- New construction: No
- Year built: 1954
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: Cable Available
Community & HOA
Community
- Subdivision: The Meadows
Location
- Region: Waukesha
- Municipality: Waukesha
Financial & listing details
- Price per square foot: $160/sqft
- Tax assessed value: $370,262
- Annual tax amount: $5,062
- Date on market: 9/17/2025
- Inclusions: Oven/Range, Microwave, Kt Refrigerator, Dishwasher, Disposal, Washer, Dryer, Edo W/Remote, Water Softener, , Work Benches In The Basement & Ga, Attached Wall Storage Units In The Basement, Garden Shed, Gazebo, All Firewood As Shown, Bar, 4 Bar Stools, & Refrigerator In Family Room. Uhp Home Warrant
- Exclusions: Seller's Personal Property.
Price history
| Date | Event | Price |
|---|---|---|
| 12/5/2025 | Sold | $415,000-2.3%$160/sqft |
Source:  WIREX MLS #1935470 Report a problem | ||
| 11/17/2025 | Pending sale | $424,900$163/sqft |
Source: WIREX MLS #1935470 Report a problem | ||
| 10/27/2025 | Contingent | $424,900$163/sqft |
Source: WIREX MLS #1935470 Report a problem | ||
| 10/24/2025 | Price change | $424,900-5.6%$163/sqft |
Source: WIREX MLS #1935470 Report a problem | ||
| 9/17/2025 | Listed for sale | $449,900$173/sqft |
Source: WIREX MLS #1935470 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $5,062 +2.8% | $340,900 |
| 2023 | $4,923 +2.4% | $340,900 +36.2% |
| 2022 | $4,806 -2.3% | $250,300 |
| 2021 | $4,921 +3.5% | $250,300 |
| 2020 | $4,752 +3.2% | $250,300 |
| 2019 | $4,605 -5.8% | $250,300 +8% |
| 2018 | $4,889 +0.8% | $231,800 |
| 2017 | $4,848 +13% | $231,800 +7% |
| 2015 | $4,292 +0.2% | $216,600 +2% |
| 2014 | $4,283 -2.4% | $212,400 |
| 2013 | $4,387 -4% | $212,400 -6% |
| 2012 | $4,569 -3.8% | $226,000 -7% |
| 2010 | $4,750 | $243,000 |
| 2009 | -- | $243,000 +1% |
| 2008 | -- | $240,600 |
| 2006 | -- | $240,600 |
| 2005 | -- | $240,600 +40.5% |
| 2004 | -- | $171,200 |
| 2003 | -- | $171,200 |
| 2002 | -- | $171,200 +15.1% |
| 2001 | -- | $148,800 |
| 2000 | -- | $148,800 |
Find assessor info on the county website
Neighborhood: 53186
Nearby homes
- $379,0003 bd2 ba1.3k sqft1107 Windsor Dr, Waukesha, WI 53186Off Market
- $371,7003 bd1 ba1.5k sqft1029 Windsor Dr, Waukesha, WI 53186Off Market
- $440,6003 bd2 ba2k sqft1034 Oxford Rd, Waukesha, WI 53186Off Market
- $415,4003 bd2 ba1.7k sqft1100 Oxford Rd, Waukesha, WI 53186Off Market
- $351,7003 bd1 ba1.4k sqft1108 Oxford Rd, Waukesha, WI 53186Off Market
- $356,0003 bd1 ba1.2k sqft1028 Oxford Rd, Waukesha, WI 53186Off Market
- $419,2003 bd2 ba1.8k sqft1025 Windsor Dr, Waukesha, WI 53186Off Market
- $384,2003 bd1 ba1.2k sqft1111 Windsor Dr, Waukesha, WI 53186Off Market
Nearby schools
GreatSchools rating
- 4/10Hadfield Elementary SchoolGrades: PK-5Distance: 0.8 mi
- 5/10Central Middle SchoolGrades: 6-8Distance: 1.2 mi
- 5/10South High SchoolGrades: 9-12Distance: 0.6 mi
Schools provided by the listing agent
- Elementary: Hadfield
- Middle: Les Paul
- High: Waukesha South
- District: Waukesha
Source: WIREX MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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Estimated market value
$430,400
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Estimated market value
$430,400
- Wisconsin
- Waukesha County
- Waukesha
- 53186
- 1037 Windsor DRIVE
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