1020 Simon Dr, Brookfield, WI 53005
OFF MARKET

1020 Simon Dr
Brookfield, WI 53005

  • 4 Beds
  • 2 Baths
  • 2,093 sqft (on 0.78 acres)

$511,700

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $3,128/mo*
Refinance Your Home

$511,700

Trulia Estimate
as of Aug 17, 2026
Est. Refi. Payment $3,128/mo*
Refinance Your Home
4 Beds
2 Baths
2,093 sqft
(on 0.78 acres)

Home Value

Trulia Estimate
$512K
Since last month
Decreased$5K (-1%)
Since last year
Increased$14K (+2.8%)
Since last sale
Increased$251K (+95.4%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +84% in the last 10 years
MonthEstimated value
2026
August 2026$514K
July 2026$511K
June 2026$519K
May 2026$516K
April 2026$509K
March 2026$503K
February 2026$493K
January 2026$478K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14580 Tulane STREET, City Of Brookfield, WI
0.10
Single-Family Home
$400,000
12/16/25
3
1.5
2,134
1245 Simon DRIVE, Brookfield, WI
0.18
Single-Family Home
$475,000
04/17/26
3
1.5
2,200
14675 Santa Rosa DRIVE, Brookfield, WI
0.22
Single-Family Home
$650,000
06/04/26
3
2
2,423
990 Silver Mist COURT, Brookfield, WI
0.16
Single-Family Home
$685,000
02/24/26
3
3
2,933
14745 Timberidge TRAIL, Brookfield, WI
0.38
Single-Family Home
$392,000
06/09/26
4
3.5
2,294
13430 Roswell DRIVE, Brookfield, WI
0.67
Single-Family Home
$495,000
08/29/25
4
2
2,328
1155 Jewel STREET, Brookfield, WI
0.35
Single-Family Home
$570,000
05/04/26
3
2.5
2,101
15060 Carpenter ROAD, Brookfield, WI
0.43
Single-Family Home
$445,000
09/11/25
3
3
2,633
13960 James STREET, Brookfield, WI
0.33
Single-Family Home
$601,000
08/11/26
4
2.5
2,556
1606 South Wildwood DRIVE, New Berlin, WI
0.46
Single-Family Home
$238,750
10/17/25
3
1.5
1,465

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
14375 Tulane STREET, Brookfield, WI 53005
0.09
$665,200
3
2
2,842
Off Market
14580 Tulane STREET, City Of Brookfield, WI 53005
0.10
$400,000
3
1.5
2,134
Recently Sold
1255 Fairlane AVENUE, Brookfield, WI 53005
0.14
$450,100
3
1.5
1,398
Off Market
1055 Silver Mist COURT, Brookfield, WI 53005
0.10
$669,300
4
3.5
3,001
Off Market
14510 Santa Rosa DRIVE, Brookfield, WI 53005
0.11
$643,600
4
2.5
2,600
Off Market
1245 Simon DRIVE, Brookfield, WI 53005
0.18
$475,000
3
1.5
2,200
Recently Sold
14560 Santa Rosa DRIVE, Brookfield, WI 53005
0.14
$545,500
3
2
2,100
Off Market
14240 Radiant COURT, Brookfield, WI 53005
0.16
$668,200
3
3.5
2,384
Off Market
Lt1 GLORY WAY, Brookfield, WI 53005
0.19
$350,000
-
-
-
For Sale
14235 Radiant COURT, Brookfield, WI 53005
0.19
$633,900
3
2.5
3,053
Off Market
990 Silver Mist COURT, Brookfield, WI 53005
0.16
$685,000
3
3
2,933
Recently Sold
1000 Silver Mist COURT, Brookfield, WI 53005
0.17
$845,000
3
3.5
3,370
Recently Sold

Local Information

  • Map ViewExplore the area around 1020 Simon Dr.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1956
Lot Size
0.78 acres
Living Area
2,093 sqft
Price/Sqft
$244
Parking
Garage

About this House

This single-family home is located at 1020 Simon Dr, Brookfield, WI. 1020 Simon Dr is in Brookfield, WI and in ZIP code 53005. This property has 4 bedrooms, 2 bathrooms and approximately 2,093 sqft of floor space. This property has a lot size of 0.78 acres and was built in 1956.
1020 Simon Dr, Brookfield, WI 53005 is a 4 bedroom, 2 bathroom, 2,093 sqft single-family home built in 1956. It last sold for $263,000 on Dec 13, 2005. It is currently off market. The Trulia Estimate is $511,700, with a rent estimate of $3,142/month.

Home Details for 1020 Simon Dr

Interior Features

Interior Details
BasementTypes of Rooms: Recreation Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake Shingle
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1956Year Updated: 1960
Property Type / Style
Property Type: Single Family HomeArchitecture: split level

Community

Units in Building: 1

Lot Information

Lot Area: 0.78 acres

Price and Tax history

DateEventPrice
Dec 13, 2005
Source: N/A
Sold
$263,000

Market trends in Brookfield

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$489K
$17KMoM
Sale-to-List Price
—
Price per sq ft
$237
$5MoM
Available listings
147
11MoM
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Around this home

What Locals Say about Brookfield

At least 166 Trulia users voted on each feature.

  • 93 % Say it's dog friendly

  • 93 % Say car is needed

  • 91 % Say parking is easy

  • 85 % Say yards are well-kept

  • 81 % Say there's holiday spirit

  • 79 % Say people would walk alone at night

  • 75 % Say it's quiet

  • 70 % Say there's wildlife

  • 69 % Say kids play outside

  • 63 % Say they plan to stay for at least 5 years

  • 51 % Say it's walkable to grocery stores

  • 50 % Say neighbors are friendly

  • 47 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 36 % Say there are sidewalks

  • 34 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Xgwbyw45y4
    "We live in Waulura which js a mature neighborhood with homes having at least a .5 acre lot! Lots of green space with a. Beautiful creek running through the neighborhood lots of wildlife yet close to all the. Needed amenities "
    0
    Flag
  • Xgwbyw45y4
    "Local restaurants, shopping all conveniently located. Downtown MKE is easy to get to. Easy access to both 94, 41, and 43"
    0
    Flag
  • Erica Chappelear
    "Commute to downtown is not pleasant due to construction and congestion. Commute to other suburbs not too bad because you can generally find a route without too many stop lights"
    0
    Flag
  • 5hzxfzjxht
    "Great safe side of Brookfield, park is close people are mindful if pedestrians and neighbors keep an eye out in the neighborhood. "
    0
    Flag
  • Zach Manske
    "I grew up in Brookfield, went to school within the Elmbrook school district. I moved away for a few years, but recently returned and love the area."
    0
    Flag
  • Melony B.
    "It is a very Quiet neighborhood. We live walking distance from multiple parks, restaurants and grocery. "
    2
    Flag
  • Ken V.
    " A lot of diVersity in our area. We have great outdoor areas for walking and bike riding. Most small businesses have been able to survive their limited hours and patrons. Many restaurants have a solid following and people supporting their businesses with takeout and curbside. Great place to live!!"
    3
    Flag
  • Lindsey K.
    "I don’t own a dog anymore, but when we did it was a great place to own a dog. People walk by daily with their dogs."
    2
    Flag
  • Cizzlen
    "Family friendly atmosphere and close to lively shopping districts and highway. Very convenient location "
    1
    Flag
  • Tiffany W.
    "The neighborhood is quiet and everyone keeps to themselves. We have a lot of cook outs with music and family and no neighbors have complained about noise. Good privacy for no fencing around anywhere!"
    0
    Flag
  • Pam N.
    "My commute is extremely short. Brookfield is located close to the expressway and retail shopping. Schools are excellent."
    1
    Flag
  • Christopher C.
    "I lived near by (waukesha) for most my life, and lived in Brookfield for a year. The Neighborhood I lived in was quiet. Most picked up after dogs. Lots of places near by for shopping. "
    0
    Flag
  • Ryan T.
    "Lots of places to walk around and parks. Good pet product stores and humane society is great. Awesome place to own a pet "
    1
    Flag
  • B
    "Commuting out of brookfield is easy, wide main streets feed to and from expressways. Traffic is moving."
    0
    Flag
  • Camelot Forest
    "It is a very dog friendly neighborhood. Most of the homes here all have dogs and it’s a great neighborhood to walk with your pets even without sidewalks. "
    1
    Flag
  • Rebekahkisla
    "Tons of paths And sidewalks to walk dogs. Safe neighborhood. Plenty of open parks to play with dogs. "
    0
    Flag
  • Dana_riemer
    "Great, Brookfield has everything you need. Stores are only about 1 mile in any direction. The restaurants are awesome "
    0
    Flag
  • Annsand55
    "Easy. I work in Wauwatosa. I drive my car and experience moderate traffic. The worst problem is the morning trains, which routinely make me late."
    0
    Flag
  • Margesmith03
    "Lots of people in my neighborhood own dogs and love to get them out for exercise at a nearby dog park or walk them on paved walkways which are plentiful and safe."
    0
    Flag
  • JoeProsen
    "I’ve lived in my neighborhood for 6 years and it’s great. A dead end street onto a golf course. No traffic and good neighbors. "
    1
    Flag
  • Bpmd40
    "I have lived here for 12 years now. I love the neighborhood. There is a park right at the end of the street. At night I can hear the trains in the far off distance and yet there is everything from Best Buy to a mall <3 miles away from me."
    0
    Flag
  • Daniellehight86
    "The friendliness of the people in the area, that fact that they wanna look out for one another. The area s well kept and clean"
    0
    Flag
  • Daniellehight86
    "Very well kept and clean, everyone is friendly. The parks are in walking distance. And it seems that everyone looks out for each other. "
    0
    Flag
  • trustchristtobesaved
    "I lived here for many years and come home to visit my parents. Brookfield is a well to do community."
    0
    Flag

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Homes for sale near 1020 Simon Dr

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Off Market Homes Near 1020 Simon Dr

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Frequently asked questions about 1020 Simon Dr

  • What is 1020 Simon Dr estimated to be worth?
    Trulia's estimated value for 1020 Simon Dr in Brookfield, WI is $511,700.
  • What is the price history for 1020 Simon Dr?
    1020 Simon Dr in Brookfield, WI last sold for $263,000 in December 2005.
  • Is Brookfield a buyer's or seller's market?
    Brookfield is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Brookfield?
    The median sale price in Brookfield is $489K. That is up $17K from the prior month.
  • Does 1020 Simon Dr have air conditioning?
    Yes, 1020 Simon Dr in Brookfield, WI has air conditioning.
  • How big is the lot at 1020 Simon Dr?
    The lot at 1020 Simon Dr in Brookfield, WI is about 0.78 acres (34,063 sq ft).