995 Simon Dr, Brookfield, WI 53005
OFF MARKET

995 Simon Dr
Brookfield, WI 53005

  • 4 Beds
  • 2.5 Baths
  • 3,071 sqft (on 0.52 acres)

$667,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,080/mo*
Refinance Your Home

$667,600

Trulia Estimate
as of Aug 11, 2026
Est. Refi. Payment $4,080/mo*
Refinance Your Home
4 Beds
2.5 Baths
3,071 sqft
(on 0.52 acres)

Local Information

  • Map ViewExplore the area around 995 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
1987
Lot Size
0.52 acres
Living Area
3,071 sqft
Price/Sqft
$217
Parking
Garage

About this House

Wonderful 4BR, 2.5 BA home being offered in the award winning Elmbrook School District! Open tiled foyer takes you into the Great Room with gleaming hardwood floors, natural fireplace and vaulted ceiling. The French doors open to the dining area & kitchen with tiled backsplash, snack bar & patio doors that lead to a large deck overlooking the park-like yard. 1st floor master BR & updated full BA w/heated floors, walk-in shower, garden tub, & Carrara marble top vanity. 2nd floor includes library loft w/skylights, 3 additional BR's & a full bath w/quartz counter top. Finished lower level w/oversized windows & 1/2 BA. New garage door & opener w/WiFi, water softener in 2018; furnace & water heater approx 5 years old. Welcome home!
995 Simon Dr, Brookfield, WI 53005 is a 4 bedroom, 3 bathroom, 3,071 sqft single-family home built in 1987. It last sold for $415,000 on Jul 2, 2019. It is currently off market. The Trulia Estimate is $667,600, with a rent estimate of $4,258/month.

Home Details for 995 Simon Dr

Interior Features

Interior Details
Basement
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: Shake ShingleDeckExterior: Stone, WoodPatioPorch
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Building

Levels, Entrance, & Accessibility
Disabled Access

Community

Units in Building: 1

Lot Information

Lot Area: 0.52 acres

Price History for 995 Simon Dr

DatePriceEventSource
07/02/2019$415,000Sold
N/A
04/02/2019$399,900Listed For SaleAgent Provided
07/27/1998$223,000Sold
N/A

Market trends in Brookfield

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$472K
$26.42KMoM
Sale-to-List Price
—
Price per sq ft
$232
$1MoM
Available listings
158
10MoM
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Property Tax and Assessment

Year2024
Tax$5,821
Assessment$552,500
Home facts updated by county records

Comparable Sales for 995 Simon Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
14580 Tulane STREET, City Of Brookfield, WI
0.07
Single-Family Home
$400,000
12/16/25
3
1.5
2,134
1245 Simon DRIVE, Brookfield, WI
0.19
Single-Family Home
$475,000
04/17/26
3
1.5
2,200
14675 Santa Rosa DRIVE, Brookfield, WI
0.18
Single-Family Home
$650,000
06/04/26
3
2
2,423
990 Silver Mist COURT, Brookfield, WI
0.18
Single-Family Home
$685,000
02/24/26
3
3
2,933
14745 Timberidge TRAIL, Brookfield, WI
0.34
Single-Family Home
$392,000
06/09/26
4
3.5
2,294
1155 Jewel STREET, Brookfield, WI
0.33
Single-Family Home
$570,000
05/04/26
3
2.5
2,101
14240 Radiant COURT, Brookfield, WI
0.21
Single-Family Home
$649,900
08/15/25
3
3.5
2,384
1000 Silver Mist COURT, Brookfield, WI
0.19
Single-Family Home
$845,000
04/15/26
3
3.5
3,370
15060 Carpenter ROAD, Brookfield, WI
0.38
Single-Family Home
$445,000
09/11/25
3
3
2,633
14420 Woodridge CIRCLE, Brookfield, WI
0.41
Single-Family Home
$830,000
07/07/26
4
2.5
3,364

Nearby homes

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Assigned Schools

These are the assigned schools for 995 Simon Dr.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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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Apartments for Rent

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Explore by feature - Pet Friendly

26 pet-friendly rentals in Brookfield, WI

Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Explore by feature - Outdoor Space

7 rentals with an outdoor space in Brookfield, WI

Homes for sale near 995 Simon Dr

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Off Market Homes Near 995 Simon Dr

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Frequently asked questions about 995 Simon Dr

  • What is 995 Simon Dr estimated to be worth?
    Trulia's estimated value for 995 Simon Dr in Brookfield, WI is $667,600.
  • What is the price history for 995 Simon Dr?
    995 Simon Dr in Brookfield, WI last sold for $415,000 in July 2019.
  • 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 $472K. That is up $26.42K from the prior month.
  • Does 995 Simon Dr have air conditioning?
    Yes, 995 Simon Dr in Brookfield, WI has air conditioning.
  • Does 995 Simon Dr have laundry facilities?
    Yes, 995 Simon Dr in Brookfield, WI has in-unit laundry.