103 Simon Crestway, Waunakee, WI 53597
Property image
Property image
OFF MARKET

$612,000

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,827 sqft (on 0.35 acres)

103 Simon Crestway, Waunakee, WI 53597

Est. Refi. Payment $4,012/mo*
Refinance Your Home
Currently Off Market - Sold Jun 24, 2019 for $329,900

Home Value

Trulia Estimate
$612K
Since last month
$300 (0%)
Since last year
Increased$24K (+4.1%)
Since last sale
Increased$282K (+85.5%)
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 +102% in the last 10 years
MonthEstimated value
2026
August 2026$612K
August 2026$611K
July 2026$612K
June 2026$628K
May 2026$626K
April 2026$620K
March 2026$609K
February 2026$589K
January 2026$586K
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
106 Kingston Way, Waunakee, WI
0.06
Single-Family Home
$475,000
12/01/25
3
2.5
2,073
102 Simon Crestway, Waunakee, WI
0.04
Single-Family Home
$425,000
01/09/26
3
2
1,436
120 Winston Way, Waunakee, WI
0.17
Single-Family Home
$592,500
12/18/25
3
3
3,226
102 Kensington Ln, Waunakee, WI
0.12
Single-Family Home
$600,000
04/24/26
5
3
3,167
308 7th St, Waunakee, WI
0.41
Single-Family Home
$455,000
01/02/26
3
2.5
2,582
1303 Wexford Dr, Waunakee, WI
0.36
Single-Family Home
$440,000
04/07/26
3
2
2,204
211 6th St, Waunakee, WI
0.45
Single-Family Home
$400,000
09/15/25
3
2.5
2,276
204 6th St, Waunakee, WI
0.41
Single-Family Home
$440,000
08/04/26
3
2
2,261
1500 Manchester Xing, Waunakee, WI
0.55
Single-Family Home
$439,900
10/22/25
3
2.5
1,985
820 Spahn Dr, Waunakee, WI
0.53
Single-Family Home
$620,000
03/13/26
3
3
2,662

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 Simon Trl, Waunakee, WI 53597
0.01
$581,900
3
2.5
2,947
Off Market
102 Simon Trl, Waunakee, WI 53597
0.04
$379,300
3
1
1,436
Off Market
102 Simon Crestway, Waunakee, WI 53597
0.04
$425,000
3
2
1,436
Recently Sold
100 Canterbury Ct, Waunakee, WI 53597
0.03
$474,900
3
3
1,894
For Sale
100 Simon Trl, Waunakee, WI 53597
0.05
$455,800
3
2
1,990
Off Market
103 Winston Way, Waunakee, WI 53597
0.06
$483,400
3
2.5
1,704
Off Market
113 Simon Crestway, Waunakee, WI 53597
0.06
$484,100
3
2
2,060
Off Market
113 Simon Trl, Waunakee, WI 53597
0.07
$490,900
3
2
2,018
Off Market
116 Simon Trl, Waunakee, WI 53597
0.08
$522,600
4
2.5
2,612
Off Market
104 Winston Way, Waunakee, WI 53597
0.10
$700,100
5
3
3,724
Off Market
900 South St, Waunakee, WI 53597
0.12
$441,600
3
2
1,302
Off Market
102 Kensington Ln, Waunakee, WI 53597
0.12
$600,000
5
3
3,167
Recently Sold

Local Information

  • Map ViewExplore the area around 103 Simon Crestway.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1979
0.35 acre lot
2,827 sqft
$216/sqft
Garage

About this House

Location! Location! Walk to all schools from this beautiful 2-story w/heartwarming appeal nestled on a completely private treeline. Gorgeous living rm w/elegant white wood work & lovely white mantle gas frplce. Sun filled dining rm accented w/white wainscoting & birch hardwood flrs that continue into the updated kitchen w/maple cabinets & new SS applcs in 2009! Dinette w/new patio door (4 yrs) to maintenance free deck overlooking the beautiful private lot! 1st flr fmly rm w/new hardwood flrs (5 yrs), built-ins + a newly finished L/L rec rm (11 yrs)! Huge Master w/new tiled shower (2 yrs)! New gutters '17 & more!
103 Simon Crestway, Waunakee, WI 53597 is a 3 bedroom, 3 bathroom, 2,827 sqft single-family home built in 1979. It last sold for $329,900 on Jun 24, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $612,000, with a rent estimate of $3,100/month.

Home Details for 103 Simon Crestway

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Types of Rooms: Walk In Closet, Dining Room
Appliances & Utilities
DishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1979
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Exterior Features

Exterior Home Features
Exterior: Brick
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.35 acres

Price and Tax history

DateEventPrice
May 10, 2022
Source: WIREX MLS #1933577
Contingent
$449,000
May 6, 2022
Source: WIREX MLS #1933577
Listed For Sale
$449,000
Jun 24, 2019
Source: N/A
Sold
$329,900
Apr 5, 2019
Source: Agent Provided
Listed For Sale
$329,900
Nov 20, 2007
Source: N/A
Sold
$275,000

Market trends in Waunakee

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
64
9MoM

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 103 Simon Crestway

  • What is 103 Simon Crestway estimated to be worth?
    Trulia's estimated value for 103 Simon Crestway in Waunakee, WI is $612,000.
  • What is the price history for 103 Simon Crestway?
    103 Simon Crestway in Waunakee, WI last sold for $329,900 in June 2019.
  • Is Waunakee a buyer's or seller's market?
    Waunakee is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Waunakee?
    Residents describe Waunakee, WI as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Waunakee, WI.
  • Does 103 Simon Crestway have air conditioning?
    Yes, 103 Simon Crestway in Waunakee, WI has air conditioning.
  • Does 103 Simon Crestway have laundry facilities?
    Yes, 103 Simon Crestway in Waunakee, WI has in-unit laundry.

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 103 Simon Crestway

Skip to last item
Skip to first item

Homes for sale near 103 Simon Crestway

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