558 Hillcrest Dr, Oregon, WI 53575
Property image
Property image
OFF MARKET

$535,100

Trulia Estimate
  • 4 Beds
  • 2.5 Baths
  • 2,833 sqft (on 0.33 acres)

558 Hillcrest Dr, Oregon, WI 53575

Refinance Your Home
Currently Off Market - Sold Jun 23, 2022 for $465,000

Home Value

Trulia Estimate
$535K
Since last month
Decreased$3K (-0.5%)
Since last year
Increased$16K (+3%)
Since last sale
Increased$70K (+15%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$535K
July 2026$538K
June 2026$547K
May 2026$551K
April 2026$549K
March 2026$542K
February 2026$529K
January 2026$517K
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
409 E Netherwood St, Oregon, WI
0.23
Single-Family Home
$484,900
05/29/26
4
3
2,674
460 Nygaard St, Oregon, WI
0.30
Single-Family Home
$445,000
05/15/26
4
2
2,468
585 N Perry Pkwy, Oregon, WI
0.10
Single-Family Home
$399,900
05/19/26
5
1.5
1,871
110 Saratoga Cir, Oregon, WI
0.32
Single-Family Home
$500,000
02/17/26
3
3
2,642
326 Prairie View Ct, Oregon, WI
0.20
Single-Family Home
$408,000
08/27/26
4
2
1,440
345 Veldor St, Oregon, WI
0.20
Single-Family Home
$440,000
06/15/26
3
2
1,932
150 Potomac Pl, Oregon, WI
0.37
Single-Family Home
$570,000
07/03/26
4
2
2,284
130 Potomac Pl, Oregon, WI
0.39
Single-Family Home
$640,000
06/26/26
4
3.5
2,950
850 N Perry Pkwy, Oregon, WI
0.42
Single-Family Home
$436,000
03/05/26
4
2.5
2,122
247 Orchard Dr, Oregon, WI
0.24
Single-Family Home
$374,000
07/10/26
3
1.5
1,518

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
596 Hillcrest Dr, Oregon, WI 53575
0.06
$405,400
3
2
1,530
Off Market
389 E Lincoln St, Oregon, WI 53575
0.07
$433,200
3
1.5
1,739
Off Market
403 E Lincoln St, Oregon, WI 53575
0.07
$414,400
3
1.5
1,568
Off Market
591 Farwell Dr, Oregon, WI 53575
0.12
$430,900
3
2
1,863
Off Market
446 N Oak St, Oregon, WI 53575
0.14
$417,000
3
1
1,657
Off Market
585 N Perry Pkwy, Oregon, WI 53575
0.10
$399,900
5
1.5
1,871
Recently Sold
532 N Oak St, Verona, WI 53575
0.14
$411,600
3
2
2,000
Off Market
448 E Lincoln St, Oregon, WI 53575
0.11
$411,900
3
2
1,440
Off Market
468 E Lincoln St, Oregon, WI 53575
0.12
$437,700
3
2
2,020
Off Market
644 Farwell Dr, Oregon, WI 53575
0.15
$201,200
4
1.5
1,621
Off Market
513 N Oak St, Oregon, WI 53575
0.17
$356,500
3
2
1,376
Off Market
290 Orchard Dr, Oregon, WI 53575
0.18
$649,300
8
4
3,200
Off Market

Local Information

  • Map ViewExplore the area around 558 Hillcrest Dr.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1963
Lot Size
0.33 acres
Living Area
2,833 sqft
Price/Sqft
$189
Parking
Garage

About this House

No showings until Saturday 5/27/17 starting at 2:30pm. Have you ever dreamed of raising your kids in a home that all their friends want to hangout at? Well if you have, you just found it! This home will be the place of kids and adults entertainment for years to come. With just a glance out one of the many back windows you can see your kids playing in the pool or large back yard, or hear the giggles in the lower level basement. Fourth of July barbecues and lazy weekends by the pool will never get old in this great home. Over-sized 3 car garage w/room for toys. VRP- $275K-$300K!
558 Hillcrest Dr, Oregon, WI 53575 is a 4 bedroom, 3 bathroom, 2,833 sqft single-family home built in 1963. It last sold for $465,000 on Jun 23, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $535,100, with a rent estimate of $3,185/month.

Home Details for 558 Hillcrest Dr

Interior Features

Heating & Cooling
Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
Cable ReadyDishwasherRefrigerator
Fireplace & Spa
FireplaceHot Tub or Spa
Levels, Entrance, & Accessibility
Floors: Hardwood

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
DeckExterior: Vinyl, BrickPatio
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.33 acres

Price and Tax history

DateEventPrice
Jun 23, 2022
Source: N/A
Sold
$465,000
Apr 26, 2022
Source: WIREX MLS #1932329
Contingent
$425,000
Apr 21, 2022
Source: WIREX MLS #1932329
Listed For Sale
$425,000
Jun 30, 2017
Source: SCWMLS #1804210
Sold
$290,000
May 23, 2017
Source: Agent Provided
Listed For Sale
$275,000

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!"
    0
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 558 Hillcrest Dr

  • What is 558 Hillcrest Dr estimated to be worth?
    Trulia's estimated value for 558 Hillcrest Dr in Oregon, WI is $535,100.
  • What is the price history for 558 Hillcrest Dr?
    558 Hillcrest Dr in Oregon, WI last sold for $465,000 in June 2022.
  • 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 558 Hillcrest Dr have air conditioning?
    Yes, 558 Hillcrest Dr in Oregon, WI has air conditioning.
  • How big is the lot at 558 Hillcrest Dr?
    The lot at 558 Hillcrest Dr in Oregon, WI is about 0.33 acres (14,374 sq ft).

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