100 Simon Trl, Waunakee, WI 53597
Property image
Property image
OFF MARKET

$455,800

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,990 sqft

100 Simon Trl, Waunakee, WI 53597

Refinance Your Home
Currently Off Market - Sold Sep 23, 2019 for $295,000

Home Value

Trulia Estimate
$456K
Since last month
Increased$9K (+2%)
Since last year
Decreased$15K (-3.2%)
Since last sale
Increased$162K (+54.7%)
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 decreased by -3% in the last 10 years
MonthEstimated value
2026
August 2026$457K
August 2026$456K
July 2026$447K
June 2026$472K

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
102 Simon Crestway, Waunakee, WI
0.02
Single-Family Home
$425,000
01/09/26
3
2
1,436
1303 Wexford Dr, Waunakee, WI
0.38
Single-Family Home
$440,000
04/07/26
3
2
2,204
204 6th St, Waunakee, WI
0.45
Single-Family Home
$440,000
08/04/26
3
2
2,261
803 Centennial Pkwy, Waunakee, WI
0.40
Single-Family Home
$469,900
05/14/26
3
2
1,520
211 6th St, Waunakee, WI
0.49
Single-Family Home
$400,000
09/15/25
3
2.5
2,276
1003 S Holiday Dr, Waunakee, WI
0.58
Single-Family Home
$359,000
10/06/25
3
1.5
1,368
308 7th St, Waunakee, WI
0.45
Single-Family Home
$455,000
01/02/26
3
2.5
2,582
1102 S Holiday Dr, Waunakee, WI
0.53
Single-Family Home
$572,000
08/03/26
3
2
2,199

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
103 Winston Way, Waunakee, WI 53597
0.02
$483,400
3
2.5
1,704
Off Market
102 Simon Crestway, Waunakee, WI 53597
0.02
$425,000
3
2
1,436
Recently Sold
102 Simon Trl, Waunakee, WI 53597
0.02
$379,300
3
1
1,436
Off Market
104 Winston Way, Waunakee, WI 53597
0.05
$700,100
5
3
3,724
Off Market
103 Simon Trl, Waunakee, WI 53597
0.06
$581,900
3
2.5
2,947
Off Market
113 Simon Crestway, Waunakee, WI 53597
0.10
$484,100
3
2
2,060
Off Market
116 Simon Trl, Waunakee, WI 53597
0.11
$522,600
4
2.5
2,612
Off Market
113 Simon Trl, Waunakee, WI 53597
0.11
$490,900
3
2
2,018
Off Market
6010 Woodland Dr, Waunakee, WI 53597
0.16
$789,200
4
2.5
2,106
Off Market
120 Winston Way, Waunakee, WI 53597
0.15
$592,500
3
3
3,226
Recently Sold
119 Simon Trl, Waunakee, WI 53597
0.15
$464,200
3
2
2,152
Off Market

Local Information

  • Map ViewExplore the area around 100 Simon Trl.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1978
1,990 sqft
$229/sqft
2 Car Garage

About this House

Fantastic tri-level w/charming curb appeal close to schools! Features nearly 2,000 sq. ft, cheery white trim throughout, vaulted ceilings, some new 5-panel doors! Main level has big living room w/laminate floor & lovely kitchen w/painted white cabinets, Mosaic tile backsplash, new Porcelain tile floor! Upstairs has 3 bedrooms, large bath w/walkthrough to master, huge hallway walk-in closet for your off-season clothing! Exposed lower level has family room w/new luxury vinyl floor, brick wood-burning fireplace, 2nd bath! Lowest level has another finished rec room & office! Grill on your patio! 2-car garage, shed, $525 UHP!
100 Simon Trl, Waunakee, WI 53597 is a 3 bedroom, 2 bathroom, 1,990 sqft single-family home built in 1978. It last sold for $295,000 on Sep 23, 2019 (2% below the $300,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $455,800, with a rent estimate of $2,687/month.
Last check for updates: about 12 hours ago
Listed by Deena Cortright
Restaino & Associates
Bought with: Matt W Kornstedt, Stark Company, REALTORS
Source: SCWMLS, MLS#1865735

Home Details for 100 Simon Trl

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Full,Full Size Windows/Exposed,Partially FinishedNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1990 Square Feet
Appliances & Utilities
Utilities: Cable AvailableAppliances: Water Softener IncludedLaundry: Lower Level
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, Wood BurningHas a Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split, Tri-level

Exterior Features

Exterior Home Features
Patio / Porch: PatioOther Structures: StorageExterior: Electronic pet containmntFoundation: Poured concrete foundatn
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1326 Square Feet

Property Information

Year Built
Year Built: 1978
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Brick, Stone, Vinyl Siding
Property Information
Included in Sale: Stove, refrigerator, dishwasher, microwave, disposal, water softener, shed, all window coverings, $525 UHPParcel Number: 080908363333

Price & Status

Price
List Price: $300,000

Media

Location

Direction & Address
City: WaunakeeCommunity: Castle Crest
School Information
Elementary School: HeritageElementary School District: WaunakeeJr High / Middle School: WaunakeeJr High / Middle School District: WaunakeeHigh School: WaunakeeHigh School District: Waunakee

Agent Information

Buyer Agent
Buyer Company Name: Jen Stauter & Matt Kornstedt

Building

Building Area
Building Area: 1990 Square Feet

Lot Information

Lot Area: 10454.4 sqft

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 1865735Attribution Contact: Pref: 608-576-2456Above Grade Unfinished Area: 1326

Price and Tax history

DateEventPrice
Sep 23, 2019
Source: SCWMLS #1865735
Sold
$295,000
Aug 14, 2015
Source: SCWMLS #1751032
Sold
$235,000
Mar 7, 2013
Source: SCWMLS #1669203
Sold
$177,000

Market trends in Waunakee

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$614K
$22.3KMoM
Sale-to-List Price
—
Price per sq ft
$227
$4MoM
Available listings
55
40MoM

Around this home

What Locals Say about Waunakee

At least 77 Trulia users voted on each feature.

  • 99 % Say it's dog friendly

  • 95 % Say car is needed

  • 92 % Say yards are well-kept

  • 92 % Say parking is easy

  • 90 % Say kids play outside

  • 87 % Say there are sidewalks

  • 87 % Say people would walk alone at night

  • 84 % Say there's holiday spirit

  • 80 % Say it's quiet

  • 72 % Say neighbors are friendly

  • 71 % Say there's wildlife

  • 71 % Say streets are well-lit

  • 60 % Say there are community events

  • 57 % Say they plan to stay for at least 5 years

  • 51 % Say it's walkable to restaurants

  • 43 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Lauradiltz
    "Family oriented community. Best place to raise kids. Strong sense of community and caring people. "
    0
    Flag
  • Laura
    "School district is very good but a lot of cliques. Really depends where your kid falls in. Teachers are good. Great sports programs "
    0
    Flag
  • Chad S.
    "Waunakee is a great community with good schools and access to public transportation. Also has a great downtown with good food and breweries."
    1
    Flag
  • Chris.stack55
    "We have Waunafest, Waunaboom, Oktoberfest, and many other events great for kids and adults! I’ve lived here less than a year, so I don’t know everything that goes on. Sidewalks everywhere!"
    0
    Flag
  • Smjarosz12
    "Great schools, small town festivities all year round, lots of parks and trials. Multiple Subdivisions have pools. "
    0
    Flag
  • 1saltwatergirl
    "There’s no public transportation that I’m aware of. My commute is 25 minutes his varies on traffic between 25-35 minutes. "
    2
    Flag
  • 1saltwatergirl
    "There is no public transportation and we drive 20-30 minutes to and from work. There are shopping areas with a 15 minute drive. "
    1
    Flag
  • Trulia User
    "Great schools, family friendly neighborhood, small town feel with variety of home options. Highly recommended. "
    0
    Flag
  • Hagertyfour
    "More kids coming back to area. Quiet wildlife. Great neighbors. Great neighborhood and a mile to schools"
    0
    Flag
  • Katrina G.
    "Family and pet friendly. Lots of people walk and bike. Great schools. Close to Madison. Lots of community events. "
    0
    Flag
  • Mandy W.
    "There are many great parks, soccer fields, and small fishing spots for kids throughout Waunakee. Always plenty to do and explore with kids of all ages. "
    1
    Flag
  • Janice H.
    "Southbridge Subdivision is a beautiful planned community with sidewalks, multiple parks with tennis, sports fields, playgrounds & a community pool. The schools in Waunakee are outstanding. It's about 20 minutes to downtown or the West Town Mall. Very minimal traffic delays during rush hour. "
    0
    Flag
  • Mripp
    "A great place for contemplative sunsets, peaceful days, and evenings with a view. "
    0
    Flag
  • Fopr44
    "Nice older neighborhood. Great for starter home or for young couples. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 100 Simon Trl

  • What is 100 Simon Trl estimated to be worth?
    Trulia's estimated value for 100 Simon Trl in Waunakee, WI is $455,800.
  • What is the price history for 100 Simon Trl?
    100 Simon Trl in Waunakee, WI last sold for $295,000 in September 2019.
  • Is Waunakee a buyer's or seller's market?
    Waunakee is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Waunakee?
    The median sale price in Waunakee is $614K. That is down $22.3K from the prior month.
  • Does 100 Simon Trl have air conditioning?
    Yes, 100 Simon Trl in Waunakee, WI has air conditioning.
  • Does 100 Simon Trl have laundry facilities?
    Yes, 100 Simon Trl in Waunakee, WI has laundry facilities.

Explore by feature - Pet Friendly

9 pet-friendly rentals in Waunakee, WI

Explore by feature - Garage

7 rentals with a garage in Waunakee, WI

Explore by feature - Air Conditioning

10 rentals with air conditioning in Waunakee, WI

Explore by feature - Washer/dryer

12 rentals with a washer/dryer in Waunakee, WI

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 100 Simon Trl

Skip to last item
Skip to first item

Homes for sale near 100 Simon Trl

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item