Is Waunakee, WI dog-friendly?

As of early 2026, 99% of users say it's dog friendly

Is a car needed in Waunakee, WI?

As of early 2026, 95% of users say car is needed

Are yards well-kept in Waunakee, WI?

As of early 2026, 92% of users say yards are well-kept

Is parking easy in Waunakee, WI?

As of early 2026, 92% of users say parking is easy

Do kids play outside in Waunakee, WI?

As of early 2026, 90% of users say kids play outside

Does Waunakee, WI have sidewalks?

As of early 2026, 87% of users say there are sidewalks

Would people walk alone at night in Waunakee, WI?

As of early 2026, 87% of users say people would walk alone at night

Does Waunakee, WI show holiday spirit?

As of early 2026, 84% of users say there's holiday spirit

Is Waunakee, WI quiet?

As of early 2026, 80% of users say it's quiet

Are neighbors friendly in Waunakee, WI?

As of early 2026, 72% of users say neighbors are friendly

Is there wildlife in Waunakee, WI?

As of early 2026, 71% of users say there's wildlife

Are the streets well-lit in Waunakee, WI?

As of early 2026, 71% of users say streets are well-lit

Are there community events in Waunakee, WI?

As of early 2026, 60% of users say there are community events

Do residents of Waunakee, WI plan to stay at least 5 years?

As of early 2026, 57% of users say they plan to stay for at least 5 years

Is Waunakee, WI walkable to restaurants?

As of early 2026, 51% of users say it's walkable to restaurants

Is Waunakee, WI walkable to grocery stores?

As of early 2026, 43% of users say it's walkable to grocery stores

What is 303 Simon Trl estimated to be worth?

Trulia's estimated value for 303 Simon Trl in Waunakee, WI is $495,800 .

What is the price history for 303 Simon Trl?

303 Simon Trl in Waunakee, WI last sold for $355,000 in April 2020.

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 303 Simon Trl have air conditioning?

Yes, 303 Simon Trl in Waunakee, WI has air conditioning.

Does 303 Simon Trl have laundry facilities?

Yes, 303 Simon Trl in Waunakee, WI has in-unit laundry.

OFF MARKET

$495,800

Trulia Estimate

5 Beds
2 Baths
2,345 sqft

303 Simon Trl, Waunakee, WI 53597

Est. Refi. Payment $3,362/mo*

Refinance Your Home

Currently Off Market - Sold Apr 15, 2020 for $355,000

Home Value

Trulia Estimate

$496K

Since last month

$8K (-1.6%)

Since last year

$34K (-6.6%)

Since last sale

$129K (+36.3%)

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 decreased by -7% in the last 10 years

Month	Estimated value
2026
September 2026	$484K
August 2026	$496K
July 2026	$492K
June 2026	$518K

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
1303 Wexford Dr, Waunakee, WI	0.16	Single-Family Home	$440,000	04/07/26	3	2	2,204
102 Simon Crestway, Waunakee, WI	0.33	Single-Family Home	$425,000	01/09/26	3	2	1,436
204 6th St, Waunakee, WI	0.48	Single-Family Home	$440,000	08/04/26	3	2	2,261
201 E 3rd St, Waunakee, WI	0.50	Single-Family Home	$415,000	09/01/26	4	2	2,184
102 Kensington Ln, Waunakee, WI	0.28	Single-Family Home	$600,000	04/24/26	5	3	3,167
1500 Manchester Xing, Waunakee, WI	0.39	Single-Family Home	$439,900	10/22/25	3	2.5	1,985
108 4th St, Waunakee, WI	0.51	Single-Family Home	$403,000	04/07/26	3	1.5	1,372
1006 S Division St, Waunakee, WI	0.14	Single-Family Home	$390,000	04/03/26	4	2	1,980
1606 Manchester Xing, Waunakee, WI	0.47	Single-Family Home	$595,000	04/30/26	5	3	2,907

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
303 Simon Crestway, Waunakee, WI 53597	0.00	$510,500	5	2	2,345	Off Market
305 Simon Trl, Waunakee, WI 53597	0.02	$469,000	4	3	2,112	Off Market
302 Simon Trl, Waunakee, WI 53597	0.04	$568,500	3	3	2,816	Off Market
304 Simon Trl, Waunakee, WI 53597	0.05	$537,900	4	2.5	2,208	Off Market
513 Knightsbridge Rd, Waunakee, WI 53597	0.07	$341,900	3	1.5	1,639	Off Market
507 Knightsbridge Rd, Waunakee, WI 53597	0.07	$387,400	2	2.5	1,956	Off Market
501-503 Knightsbridge Rd, Waunakee, WI 53597	0.07	$525,600	6	4	2,352	Off Market
511 Knightsbridge Rd, Waunakee, WI 53597	0.07	$341,900	2	2.5	1,956	Off Market
208 Simon Trl, Waunakee, WI 53597	0.09	$549,100	3	2.5	2,716	Off Market
1200 Wexford Dr, Waunakee, WI 53597	0.10	$438,000	3	1.5	1,464	Off Market
211 Simon Trl, Waunakee, WI 53597	0.08	$517,400	5	2	2,246	Off Market

Local Information

Map ViewExplore the area around 303 Simon Trl.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1974

2,345 sqft

$211/sqft

2 Car Garage

About this House

Spread out!! This magnificent 2345 sq/ft 5 bedrm home has plenty of room for everybody and has been beautifully updated!! Walking distance to all schools! All new kitchen w/stainless steel appliances! Spread out in the modern living rm that is wide open to an awesome 17x16 sun rm! Sun-filled L/L bedrms & family rm w/fireplace remodeled w/new drywall & trim 2020! You’ll be able to move right into this spectacular home! All the work has been done! ALL NEW! Vinyl siding 2014, Kitchen remodel 2012, Washer & dryer 2010, Roof 2009, New Central Air & Furnace 2005, Windows 2000, Laminate Floors 2005, New H2O 2019, Fireplace converted to gas 2017 & New leaf guard gutters 2016, 1st floor granite bath new 2007, L/L bath 2016, New painted interior! Level 1/4 acre lot! Giant garage & more!

303 Simon Trl, Waunakee, WI 53597 is a 5 bedroom, 2 bathroom, 2,345 sqft single-family home built in 1974. It last sold for $355,000 on Apr 15, 2020 (7% below the $379,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $495,800, with a rent estimate of $2,948/month.

Last check for updates: about 8 hours ago

Listed by Peggy Acker-Farber

RE/MAX Preferred

Bought with: Peggy Acker-Farber, RE/MAX Preferred

Source: SCWMLS, MLS#1876300

Home Details for 303 Simon Trl

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: Finished,Full,Full Size Windows/Exposed,Radon Mitigation System,Sump PumpNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 5Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 2345 Square Feet
Appliances & Utilities Utilities: Cable AvailableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Lower LevelWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 fireplace, GasHas a Fireplace
Levels, Entrance, & Accessibility Stories: 1.5Levels: One and One Half, Bi-level

Exterior Features
Exterior Home Features Patio / Porch: PatioOther Structures: StorageFoundation: 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,Access to Basement,Attached,Garage Door Opener
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1484 Square Feet

Property Information
Year Built Year Built: 1974
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building Construction Materials: Vinyl Siding
Property Information Not Included in Sale: Seller's Personal PropertyIncluded in Sale: Stove, Refrigerator, Dishwasher, Microwave, Disposal, Washer/Dryer, Water Softener, Sump Pump, ShedParcel Number: 080908425267

Price & Status
Price List Price: $379,900

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

Building
Building Area Building Area: 2345 Square Feet

Lot Information
Lot Area: 9583.2 sqft

Listing Info
Special Conditions: Restrictions/Covenants

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 1876300Attribution Contact: peggy@ackerfarberteam.comAbove Grade Unfinished Area: 1484

Price and Tax history

Date	Event	Price
Apr 15, 2020 Source: SCWMLS #1876300	Sold	$355,000
Sep 13, 2019 Source: SCWMLS #1862871	Sold	$320,000

Additional Cost

Market trends in Waunakee

Last updated August 2026

Avg. sale price

—

Sale-to-List Price

—

Price per sq ft

—

Available listings

9MoM

Around this home

Waunakee Heritage Elementary School
PK-4
Public
537 Students
Waunakee Community School District
7/10
GreatSchools Rating
Parent Rating Average
Great new school. The teachers are always nice and respectful. My child loves the school and the new layout. It did move out of town next to the intermediate school, but Waunakee has done a good job making it accessible.
Parent Review
1y ago
3 Reviews

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 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
Resident
7mo ago
"Family oriented community. Best place to raise kids. Strong sense of community and caring people. "
0
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Laura
Resident
7mo ago
"School district is very good but a lot of cliques. Really depends where your kid falls in. Teachers are good. Great sports programs "
0
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Chad S.
Resident
6y ago
"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
Resident
6y ago
"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
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Smjarosz12
Resident
6y ago
"Great schools, small town festivities all year round, lots of parks and trials. Multiple Subdivisions have pools. "
0
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1saltwatergirl
Resident
6y ago
"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
Resident
6y ago
"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
Resident
7y ago
"Great schools, family friendly neighborhood, small town feel with variety of home options. Highly recommended. "
0
Flag
Hagertyfour
Resident
7y ago
"More kids coming back to area. Quiet wildlife. Great neighbors. Great neighborhood and a mile to schools"
0
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Katrina G.
Resident
7y ago
"Family and pet friendly. Lots of people walk and bike. Great schools. Close to Madison. Lots of community events. "
0
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Mandy W.
Resident
8y ago
"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.
12y ago
"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
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Mripp
12y ago
"A great place for contemplative sunsets, peaceful days, and evenings with a view. "
0
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Fopr44
14y ago
"Nice older neighborhood. Great for starter home or for young couples. "
0
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LGBTQ Local Legal Protections

Frequently asked questions about 303 Simon Trl

What is 303 Simon Trl estimated to be worth?
Trulia's estimated value for 303 Simon Trl in Waunakee, WI is $495,800.
What is the price history for 303 Simon Trl?
303 Simon Trl in Waunakee, WI last sold for $355,000 in April 2020.
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 303 Simon Trl have air conditioning?
Yes, 303 Simon Trl in Waunakee, WI has air conditioning.
Does 303 Simon Trl have laundry facilities?
Yes, 303 Simon Trl in Waunakee, WI has in-unit laundry.