Is parking easy in Oregon, WI?

As of early 2026, 94% of users say parking is easy

Is Oregon, WI dog-friendly?

As of early 2026, 94% of users say it's dog friendly

Does Oregon, WI have sidewalks?

As of early 2026, 92% of users say there are sidewalks

Do kids play outside in Oregon, WI?

As of early 2026, 87% of users say kids play outside

Would people walk alone at night in Oregon, WI?

As of early 2026, 86% of users say people would walk alone at night

Are yards well-kept in Oregon, WI?

As of early 2026, 85% of users say yards are well-kept

Is a car needed in Oregon, WI?

As of early 2026, 84% of users say car is needed

Are the streets well-lit in Oregon, WI?

As of early 2026, 80% of users say streets are well-lit

Does Oregon, WI show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

As of early 2026, 77% of users say it's quiet

Is Oregon, WI walkable to restaurants?

As of early 2026, 68% of users say it's walkable to restaurants

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

As of early 2026, 68% of users say they plan to stay for at least 5 years

Are neighbors friendly in Oregon, WI?

As of early 2026, 68% of users say neighbors are friendly

Is there wildlife in Oregon, WI?

As of early 2026, 58% of users say there's wildlife

Is Oregon, WI walkable to grocery stores?

As of early 2026, 48% of users say it's walkable to grocery stores

Are there community events in Oregon, WI?

As of early 2026, 43% of users say there are community events

What is the price history for 5533 Windridge Rd?

5533 Windridge Rd in Oregon, WI last sold for $620,000 in October 2025.

Is Oregon a buyer's or seller's market?

Oregon is currently a balanced market, based on recent for-sale activity.

What's the median sale price in Oregon?

The median sale price in Oregon is $539K.

What do residents say about Oregon?

Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Oregon, WI .

Does 5533 Windridge Rd have air conditioning?

Yes, 5533 Windridge Rd in Oregon, WI has air conditioning.

Does 5533 Windridge Rd have laundry facilities?

Yes, 5533 Windridge Rd in Oregon, WI has in-unit laundry.

OFF MARKET

$620,000

Last sold price

3 Beds
3.5 Baths
3,000 sqft (on 1.44 acres)

5533 Windridge Rd, Oregon, WI 53575

Currently Off Market - Sold Oct 14, 2025 for $620,000

Home Value

Learn more about this home's value by checking out the value of nearby homes and how much similar homes have sold for.

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
5498 Windridge Rd, Oregon, WI	0.12	Single-Family Home	$524,900	04/06/26	3	3	2,388
5570 Sheil Dr, Oregon, WI	0.18	Single-Family Home	$450,000	11/26/25	3	2	2,164
5438 Marie Rd, Oregon, WI	0.56	Single-Family Home	$765,500	05/05/26	4	2	2,776
1055 Glenway Rd, Oregon, WI	0.62	Single-Family Home	$465,000	08/20/26	4	2	1,714
656 Rinpoche Ln, Oregon, WI	0.99	Single-Family Home	$850,000	06/29/26	4	3.5	3,745
659 Rinpoche Ln, Oregon, WI	0.95	Single-Family Home	$1,275,000	05/29/26	4	4	4,087
5556 County Road A, Brooklyn, WI	0.98	Single-Family Home	$522,800	06/15/26	4	2.5	2,288
640 Rinpoche Ln, Oregon, WI	1.03	Single-Family Home	$855,000	06/26/26	5	3.5	4,181
679 Inverness St, Oregon, WI	1.05	Single-Family Home	$1,215,000	08/04/26	4	4.5	5,371

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
5456 Sundrift Ct, Oregon, WI 53575	0.05	$593,700	3	3.5	2,800	Off Market
5498 Windridge Rd, Oregon, WI 53575	0.12	$524,900	3	3	2,388	Recently Sold
920 S Azure Ct, Oregon, WI 53575	0.17	$592,400	3	3.5	2,683	Off Market
5570 Sheil Dr, Oregon, WI 53575	0.18	$450,000	3	2	2,164	Recently Sold
5512 Sheil Dr, Oregon, WI 53575	0.21	$499,700	3	2.5	1,875	Off Market
5462 Windridge Rd, Oregon, WI 53575	0.26	$490,200	3	2.5	2,336	Off Market
5563 Sheil DRIVE, Oregon, WI 53575	0.22	$380,500	4	1.5	1,382	Off Market
Lot 23 Ralph Rd, Oregon, WI 53575	0.26	$94,000	-	-	-	Recently Sold
925 Hillcrest Ln, Oregon, WI 53575	0.29	$527,200	3	1	1,344	Off Market
5592 Ralph Rd, Oregon, WI 53575	0.31	-	3	2	2,114	Off Market
872 Hillcrest Ln, Oregon, WI 53575	0.39	$526,100	3	2.5	2,752	Off Market

Local Information

Map ViewExplore the area around 5533 Windridge Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Property Type

Single-Family Home

Year Built

1991

Lot Size

1.44 acres

Living Area

3,000 sqft

Parking

2 Car Garage

About this House

Seeking indoor/outdoor space? This well-maintained, one-family-owned home sits on 1.44 acres with landscaping, garden boxes, & a fire pit patio in a no-HOA subdivision. The main level features hardwood floors, a large kitchen with island, & a wood-burning fireplace. Relax in the bright family room or host gatherings on the large deck. The finished basement offers flexible living with a rec room, office,/bedroom, full bath, and storage. An attached 2-car garage + a bonus garage/workshop is a hobbyist’s dream. Conveniently located with quick access to Madison and beyond! Hurry, schedule a showing today! **Rm sizes, overall dimensions, lot lines/boundaries & sqft are approx & all info is obtained from 3rd-party sources. Buyer should verify any info material to the decision-making process.

5533 Windridge Rd, Oregon, WI 53575 is a 3 bedroom, 4 bathroom, 3,000 sqft single-family home built in 1991. It last sold for $620,000 on Oct 14, 2025 (2% above the $610,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate rent is $3,722/month.

Last check for updates: about 4 hours ago

Listed by Thomsen Team

Modern Realty Partners LLC

Devante Daniels

Modern Realty Partners LLC

Bought with: Abe Winter, Rock Realty

Source: SCWMLS, MLS#2007674

Home Details for 5533 Windridge Rd

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: 8'+ Ceiling,Full,Full Size Windows/Exposed,Partially Finished,Sump PumpNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 3000 Square Feet
Appliances & Utilities Appliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Main LevelWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 2Fireplace: 2 fireplaces, GasHas a Fireplace
Levels, Entrance, & Accessibility Stories: 2Levels: Two

Exterior Features
Exterior Home Features Patio / Porch: DeckFoundation: 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,Additional Garage,Attached,Detached,Garage Door Opener
Frontage Not on Waterfront
Finished Area Finished Area (above surface): 2100 Square Feet

Property Information
Year Built Year Built: 1991
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Other
Building Construction Materials: Vinyl Siding
Property Information Not Included in Sale: Garage Refrigerator, Window Curtains, Garage ShelvesIncluded in Sale: Refrigerator, Dishwasher, Microwave, Washer, Dryer, Oven/Range, Water Softener (owned).Parcel Number: 050916414018

Price & Status
Price List Price: $610,000
Status Change & Dates Off Market Date: Thu Sep 04 2025

Media
See Virtual Tour

Location
Direction & Address City: Oregon
School Information Elementary School: BrooklynElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building
Building Area Building Area: 3000 Square Feet

Lot Information
Lot Area: 1.44 Acres

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 2007674Attribution Contact: Pref: 262-424-3138Above Grade Unfinished Area: 2100

Price and Tax history

Date	Event	Price
Oct 14, 2025 Source: N/A	Sold	$620,000
Sep 7, 2025 Source: WIREX MLS #2007674	Contingent	$610,000
Sep 4, 2025 Source: WIREX MLS #2007674	Listed For Sale	$610,000

Year	Property tax	Tax assessment
2024	$7,729	$606,100

Additional Cost

Market trends in Oregon

Last updated July 2026

Avg. sale price

$539K

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

Around this home

Brooklyn Elementary School
PK-4
Public
363 Students
Oregon School District
9/10
GreatSchools Rating
Parent Rating Average
Love this school and the people that work there. A+
Other Review
5y ago
2 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 Oregon

At least 64 Trulia users voted on each feature.

94 % Say parking is easy
94 % Say it's dog friendly
92 % Say there are sidewalks
87 % Say kids play outside
86 % Say people would walk alone at night
85 % Say yards are well-kept
84 % Say car is needed
80 % Say streets are well-lit
80 % Say there's holiday spirit
77 % Say it's quiet
68 % Say it's walkable to restaurants
68 % Say they plan to stay for at least 5 years
68 % Say neighbors are friendly
58 % Say there's wildlife
48 % Say it's walkable to grocery stores
43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.

Tanya Hoppe
Resident
2y ago
"Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
0
Flag
Khockett58
Resident
5y ago
"Village Oregon Great place to live. Great schools & sport Great food places to eat. Doctor clinics Gad stations Banks. Small town but close to drive in to Madison or Stoughton And other cities "
0
Flag
Lysagrant
Resident
5y ago
"15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
0
Flag
Tjrbackstroker
Visitor
6y ago
"A quick drive up to Madison. The area is very drivable with not too much traffic. It is very easy to get on the highway."
0
Flag
Kelly J. P.
Resident
6y ago
"Love it here! Best move to call this home for our family to grow. Super nice community. We love our neighbors and enjoy to small town feel that Oregon has to offer & also super close to Madison for fun nights out!"
2
Flag
Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
0
Flag
Rachel
Resident
7y ago
"To always keep an eye on your kids no matter how safe a neighborhood is deemed to be. Oregon is a great place to live!"
1
Flag
miltydog
12y ago
"Wonderful schools and a strong sense of community"
0
Flag
Donna R. B.
12y ago
"Very private rural subdivision....may be a longer drive to madison but for the beautiful lot and privacy a huge bonus"
0
Flag
Stevie K.
12y ago
"If you like your privacy, multi level living, looking out the back you feel as if you are in the woods! Lots of updates and well cared for. Great neighbors, I used to be one but moved out West, so I have personally been inside and it's great! It is located on a private circle with little traffic! It's definitely a must see!"
0
Flag
Stefan
14y ago
"This area of Oregon is excellent. The schools are the best. The neighborhoods around Lincoln Road, County A and Hillcrest are nice, but, drivers have no regard for safety at all. Stay off these roads if you bike or run. Farm families are very nice, too. You will love bringing up children in this area. Oregon is the best community in the Madison area for kids and your families to live."
0
Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5533 Windridge Rd

What is the price history for 5533 Windridge Rd?
5533 Windridge Rd in Oregon, WI last sold for $620,000 in October 2025.
Is Oregon a buyer's or seller's market?
Oregon is currently a balanced market, based on recent for-sale activity.
What's the median sale price in Oregon?
The median sale price in Oregon is $539K.
What do residents say about Oregon?
Residents describe Oregon, WI as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Oregon, WI.
Does 5533 Windridge Rd have air conditioning?
Yes, 5533 Windridge Rd in Oregon, WI has air conditioning.
Does 5533 Windridge Rd have laundry facilities?
Yes, 5533 Windridge Rd in Oregon, WI has in-unit laundry.