5498 Windridge Rd, Oregon, WI 53575
Property image
Property image
SOLD
APR 6, 2026

5498 Windridge Rd
Oregon, WI 53575

  • 3 Beds
  • 3 Baths
  • 2,388 sqft (on 0.82 acres)

$524,900

Last Sold: Apr 6, 2026
$220/sqft

$524,900

Last Sold: Apr 6, 2026
$220/sqft
3 Beds
3 Baths
2,388 sqft
(on 0.82 acres)

Home Value

Trulia Estimate
$515K
Since last month
Decreased$2K (-0.3%)
Since last year
Decreased$28K (-5.1%)
Since last sale
Decreased$10K (-1.8%)
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 +85% in the last 10 years
MonthEstimated value
2026
August 2026$515K
July 2026$517K
June 2026$516K
May 2026$520K
April 2026$518K
March 2026$517K
February 2026$519K
January 2026$530K
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
5533 Windridge Rd, Oregon, WI
0.12
Single-Family Home
$620,000
10/14/25
3
3.5
3,000
5570 Sheil Dr, Oregon, WI
0.29
Single-Family Home
$450,000
11/26/25
3
2
2,164
1055 Glenway Rd, Oregon, WI
0.50
Single-Family Home
$465,000
08/20/26
4
2
1,714
5438 Marie Rd, Oregon, WI
0.63
Single-Family Home
$765,500
05/05/26
4
2
2,776
656 Rinpoche Ln, Oregon, WI
0.88
Single-Family Home
$850,000
06/29/26
4
3.5
3,745
659 Rinpoche Ln, Oregon, WI
0.84
Single-Family Home
$1,275,000
05/29/26
4
4
4,087
640 Rinpoche Ln, Oregon, WI
0.92
Single-Family Home
$855,000
06/26/26
5
3.5
4,181
667 Cypress Way, Oregon, WI
1.25
Single-Family Home
$636,000
10/27/25
3
2
1,817
5556 County Road A, Brooklyn, WI
1.07
Single-Family Home
$522,800
06/15/26
4
2.5
2,288

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
0.09
$593,700
3
3.5
2,800
Off Market
5533 Windridge Rd, Oregon, WI 53575
0.12
$645,600
3
3.5
3,000
Off Market
5462 Windridge Rd, Oregon, WI 53575
0.16
$490,200
3
2.5
2,336
Off Market
5512 Sheil Dr, Oregon, WI 53575
0.26
$497,900
3
2.5
1,875
Off Market
920 S Azure Ct, Oregon, WI 53575
0.28
$592,400
3
3.5
2,683
Off Market
5570 Sheil Dr, Oregon, WI 53575
0.29
$450,000
3
2
2,164
Recently Sold
5563 Sheil DRIVE, Oregon, WI 53575
0.33
$380,500
4
1.5
1,382
Off Market
Lot 23 Ralph Rd, Oregon, WI 53575
0.37
$94,000
-
-
-
Recently Sold
925 Hillcrest Ln, Oregon, WI 53575
0.39
$527,200
3
1
1,344
Off Market
5592 Ralph Rd, Oregon, WI 53575
0.42
$363,200
3
2
2,114
Off Market
1055 Glenway Rd, Oregon, WI 53575
0.50
$465,000
4
2
1,714
Recently Sold

Local Information

  • Map ViewExplore the area around 5498 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
1981
Lot Size
0.82 acres
Living Area
2,388 sqft
Price/Sqft
$220/sqft
Parking
2 Car Garage
HOA
None

About this House

Just minutes from Oregon and Madison, this neighborhood offers peace and tranquility, enjoy the almost acre lot with room to roam. Well maintained ranch style home invites you to spacious tiled foyer that leads to the vaulted living room with stone fireplace, Four season room with walls of windows overlooking the .82 acre lot, kitchen with dinette area for casual dining and a formal dining room or flex room, buyer's choice. Two bedrooms (primary has double closets) and 2 updated baths on main level as well as a bright laundry room with window and work station. The walk out lower level has 3rd bedroom, full bath, cozy family room with wood fireplace for warmth and efficiency, Don't miss the hot tub room and loads of storage space. Two car attached garage has 200 AMP service and newer epoxy floor. New Furnace in 2023 and New A/C in 2022. Original Central Vac not used much, hoses in LL. 12 x 16 shed near back of property. Ultimate UHP included!
5498 Windridge Rd, Oregon, WI 53575 is a 3 bedroom, 3 bathroom, 2,388 sqft single-family home built in 1981. It last sold for the $524,900 asking price on Apr 6, 2026. It is currently off market. The Trulia Estimate is $514,900, with a rent estimate of $3,047/month.
Last check for updates: about 3 hours ago
Listed by Brenda Cuta
First Weber Inc
Brendan McGrath
First Weber Inc
Bought with: Shelia Reese, Redfin Corporation
Source: SCWMLS, MLS#2015760

Home Details for 5498 Windridge Rd

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: Full,Full Size Windows/Exposed,Walk-Out Access,Partially FinishedNumber 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: 3Number of Bathrooms (full): 3Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 2388 Square Feet
Appliances & Utilities
Utilities: Internet - CableAppliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Forced Air,RadiantHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 2Fireplace: 2 fireplaces, Wood BurningHas a Fireplace
Windows, Doors, Floors & Walls
Window: Skylight(s)
Levels, Entrance, & Accessibility
Stories: 1Levels: One

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,Attached,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Non-Municipal/Prvt dispos
Finished Area
Finished Area (above surface): 1592 Square Feet

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Aluminum Siding, Brick
Property Information
Included in Sale: Stove, Refrigerator, Dishwasher, Microwave, Water Softener, Window Coverings, Washer and DryerParcel Number: 050915329989

Price & Status

Price
List Price: $524,900Price Per Sqft: $220/sqft

Location

Direction & Address
City: OregonCommunity: Windridge
School Information
Elementary School: Call School DistrictElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building

Building Area
Building Area: 2388 Square Feet

Lot Information

Lot Area: 0.82 acres

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 2015760Attribution Contact: HomeInfo@firstweber.comAbove Grade Unfinished Area: 1592

Price and Tax history

DateEventPrice
Apr 6, 2026
Source: N/A
Sold
$524,900
Mar 16, 2026
Source: WIREX MLS #2015760
Pending
$524,900
Feb 18, 2026
Source: WIREX MLS #2015760
Contingent
$524,900
Feb 16, 2026
Source: WIREX MLS #2015760
PriceChange
$524,900
Price decreased by 3%
Jan 30, 2026
Source: WIREX MLS #2015760
Listed For Sale
$539,900

Market trends in Oregon

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$539K
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
10MoM

Around this home

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
    "Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
    0
    Flag
  • Khockett58
    "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
    "15 minute drive from Madison. No public transportation. Easy access to rate 14. Not much traffic even at rush hour."
    0
    Flag
  • Tjrbackstroker
    "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.
    "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.
    "Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
    0
    Flag
  • Rachel
    "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
    "Wonderful schools and a strong sense of community"
    0
    Flag
  • Donna R. B.
    "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.
    "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!"
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  • Stefan
    "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."
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LGBTQ Local Legal Protections

Frequently asked questions about 5498 Windridge Rd

  • What is 5498 Windridge Rd estimated to be worth?
    Trulia's estimated value for 5498 Windridge Rd in Oregon, WI is $514,900.
  • What is the price history for 5498 Windridge Rd?
    5498 Windridge Rd in Oregon, WI last sold for $524,900 in April 2026.
  • 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.
  • Does 5498 Windridge Rd have air conditioning?
    Yes, 5498 Windridge Rd in Oregon, WI has air conditioning.
  • Does 5498 Windridge Rd have laundry facilities?
    Yes, 5498 Windridge Rd in Oregon, WI has in-unit laundry.

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