102 Simon Crestway, Waunakee, WI 53597
Property image
Property image
SOLD
JAN 9, 2026

$434,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,436 sqft

102 Simon Crestway, Waunakee, WI 53597

Refinance Your Home
Currently Off Market - Sold Jan 9, 2026 for $425,000 (2% above list price)

Home Value

Trulia Estimate
$435K
Since last month
Increased$3K (+0.6%)
Since last year
Increased$30K (+7.4%)
Since last sale
Increased$10K (+2.3%)
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 +114% in the last 10 years
MonthEstimated value
2026
August 2026$435K
August 2026$435K
July 2026$432K
June 2026$435K
May 2026$436K
April 2026$441K
March 2026$433K
February 2026$428K
January 2026$426K
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
803 Centennial Pkwy, Waunakee, WI
0.41
Single-Family Home
$469,900
05/14/26
3
2
1,520
1303 Wexford Dr, Waunakee, WI
0.36
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
108 4th St, Waunakee, WI
0.56
Single-Family Home
$403,000
04/07/26
3
1.5
1,372
1003 S Holiday Dr, Waunakee, WI
0.59
Single-Family Home
$359,000
10/06/25
3
1.5
1,368
308 7th St, Waunakee, WI
0.44
Single-Family Home
$455,000
01/02/26
3
2.5
2,582
211 6th St, Waunakee, WI
0.48
Single-Family Home
$400,000
09/15/25
3
2.5
2,276
603 6th St, Waunakee, WI
0.67
Single-Family Home
$440,000
10/17/25
3
1.5
2,139

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
0.03
$483,400
3
2.5
1,704
Off Market
100 Simon Trl, Waunakee, WI 53597
0.02
$455,800
3
2
1,990
Off Market
102 Simon Trl, Waunakee, WI 53597
0.00
$379,300
3
1
1,436
Off Market
104 Winston Way, Waunakee, WI 53597
0.07
$700,100
5
3
3,724
Off Market
103 Simon Trl, Waunakee, WI 53597
0.05
$581,900
3
2.5
2,947
Off Market
113 Simon Crestway, Waunakee, WI 53597
0.09
$484,100
3
2
2,060
Off Market
116 Simon Trl, Waunakee, WI 53597
0.09
$522,600
4
2.5
2,612
Off Market
113 Simon Trl, Waunakee, WI 53597
0.09
$490,900
3
2
2,018
Off Market
6010 Woodland Dr, Waunakee, WI 53597
0.18
$789,200
4
2.5
2,106
Off Market
120 Winston Way, Waunakee, WI 53597
0.14
$592,500
3
3
3,226
Recently Sold
119 Simon Trl, Waunakee, WI 53597
0.13
$464,200
3
2
2,152
Off Market

Local Information

  • Map ViewExplore the area around 102 Simon Crestway.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1977
1,436 sqft
$296/sqft
2 Car Garage

About this House

BEST PRICED HOME IN WAUNAKEE! This Home Features 3 Bedrooms, Office, 2 Baths + 2 Car Garage! ABSOLUTELY STUNNING UPDATED Kitchen w/Breakfast Bar, White Cabinets, Stainless Steel Appliances, Tile Backsplash, Granite Countertops + Dinette Area that opens to the Living Room! New LVP Flooring, Recessed Lighting & Paint Throughout the Home! Primary Bedroom w/Walk-in Closet + Full Bath w/Walk-in Shower! The Lower Level Family Room Perfect is for Entertaining + Recently Finished Office Space...Ready to Work from Home! Both Bathrooms have been Updated! Close to Schools, Parks, Restaurants & More! New Central Air-2018! New Water Heater-2023! New Furnace-2013! New Stone Veneer Siding! New Blacktop Sealant for Asphalt Driveway!
102 Simon Crestway, Waunakee, WI 53597 is a 3 bedroom, 2 bathroom, 1,436 sqft single-family home built in 1977. It last sold for $425,000 on Jan 9, 2026 (2% above the $415,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $434,600, with a rent estimate of $2,349/month.
Last check for updates: about 18 hours ago
Listed by Acker Maly Home Team
RE/MAX Preferred
Bought with: Tami McFarlane, Restaino & Associates
Source: SCWMLS, MLS#2003822

Home Details for 102 Simon Crestway

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Finished,FullNumber 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): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1436 Square Feet
Appliances & Utilities
Utilities: Internet - CableAppliances: Washer, DryerDryerLaundry: Lower LevelWasher
Heating & Cooling
Heating: Forced AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
No Fireplace
Levels, Entrance, & Accessibility
Levels: Multi/Split, Bi-level

Exterior Features

Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Access to Basement,Attached
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1218 Square Feet

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Raised Ranch
Building
Construction Materials: Stone, Vinyl Siding
Property Information
Not Included in Sale: seller's personal propertyIncluded in Sale: stove, refrigerator, dishwasher, microwave, washer, dryer, water softener, garage remote and shedParcel Number: 080908363440

Price & Status

Price
List Price: $415,000Price Per Sqft: $296/sqft

Media

Location

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

Building

Building Area
Building Area: 1436 Square Feet

Lot Information

Lot Area: 10454.4 sqft

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 2003822Attribution Contact: judy@ackermaly.comAbove Grade Unfinished Area: 1218Start Showing Date: Sun Jan 04 2026

Price and Tax history

DateEventPrice
Jan 9, 2026
Source: N/A
Sold
$425,000
Dec 8, 2025
Source: WIREX MLS #2003822
Pending
$415,000
Apr 17, 2025
Source: WIREX MLS #1990142
ListingRemoved
$410,000
Mar 3, 2025
Source: WIREX MLS #1990142
Contingent
$410,000
Jan 28, 2025
Source: WIREX MLS #1990142
PriceChange
$410,000
Price decreased by 2%

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
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  • Fopr44
    "Nice older neighborhood. Great for starter home or for young couples. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 102 Simon Crestway

  • What is 102 Simon Crestway estimated to be worth?
    Trulia's estimated value for 102 Simon Crestway in Waunakee, WI is $434,600.
  • What is the price history for 102 Simon Crestway?
    102 Simon Crestway in Waunakee, WI last sold for $425,000 in January 2026.
  • 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 102 Simon Crestway have laundry facilities?
    Yes, 102 Simon Crestway in Waunakee, WI has in-unit laundry.
  • How big is the lot at 102 Simon Crestway?
    The lot at 102 Simon Crestway in Waunakee, WI is about 0.24 acres (10,454 sq ft).

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