5529 Sheil Dr, Oregon, WI 53575
Property image
Property image
OFF MARKET

$514,400

Trulia Estimate
  • 3 Beds
  • 2.5 Baths
  • 2,986 sqft (on 0.72 acres)

5529 Sheil Dr, Oregon, WI 53575

Est. Refi. Payment $3,384/mo*
Refinance Your Home
Currently Off Market - Sold Mar 11, 2022 for $372,100

Home Value

Trulia Estimate
$514K
Since last month
Decreased$7K (-1.3%)
Since last year
Increased$30K (+6.2%)
Since last sale
Increased$142K (+38.3%)
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 +105% in the last 10 years
MonthEstimated value
2026
August 2026$515K
August 2026$514K
July 2026$521K
June 2026$532K
May 2026$527K
April 2026$518K
March 2026$513K
February 2026$495K
January 2026$488K
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
5570 Sheil Dr, Oregon, WI
0.17
Single-Family Home
$450,000
11/26/25
3
2
2,164
5498 Windridge Rd, Oregon, WI
0.31
Single-Family Home
$524,900
04/06/26
3
3
2,388
5533 Windridge Rd, Oregon, WI
0.24
Single-Family Home
$620,000
10/14/25
3
3.5
3,000
5438 Marie Rd, Oregon, WI
0.32
Single-Family Home
$765,500
05/05/26
4
2
2,776
1055 Glenway Rd, Oregon, WI
0.75
Single-Family Home
$465,000
08/21/26
4
2
1,714
5556 County Road A, Brooklyn, WI
0.77
Single-Family Home
$522,800
06/15/26
4
2.5
2,288
659 Rinpoche Ln, Oregon, WI
1.13
Single-Family Home
$1,275,000
05/29/26
4
4
4,087
656 Rinpoche Ln, Oregon, WI
1.17
Single-Family Home
$850,000
06/29/26
4
3.5
3,745
667 Cypress Way, Oregon, WI
1.50
Single-Family Home
$636,000
10/27/25
3
2
1,817
640 Rinpoche Ln, Oregon, WI
1.22
Single-Family Home
$855,000
06/26/26
5
3.5
4,181

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
5512 Sheil Dr, Oregon, WI 53575
0.08
$496,500
3
2.5
1,875
Off Market
5563 Sheil DRIVE, Oregon, WI 53575
0.14
$379,300
4
1.5
1,382
Off Market
Lot 23 Ralph Rd, Oregon, WI 53575
0.17
$94,000
-
-
-
Recently Sold
5570 Sheil Dr, Oregon, WI 53575
0.17
$450,000
3
2
2,164
Recently Sold
920 S Azure Ct, Oregon, WI 53575
0.21
$586,600
3
3.5
2,683
Off Market
5456 Sundrift Ct, Oregon, WI 53575
0.22
$590,600
3
3.5
2,800
Off Market
5592 Ralph Rd, Oregon, WI 53575
0.23
$362,000
3
2
2,114
Off Market
5533 Windridge Rd, Oregon, WI 53575
0.24
$643,800
3
3.5
3,000
Off Market
5438 Marie Rd, Oregon, WI 53575
0.32
$765,500
4
2
2,776
Recently Sold
872 Hillcrest Ln, Oregon, WI 53575
0.31
$523,800
3
2.5
2,752
Off Market
5498 Windridge Rd, Oregon, WI 53575
0.31
$524,900
3
3
2,388
Recently Sold
5462 Windridge Rd, Oregon, WI 53575
0.37
$486,800
3
2.5
2,336
Off Market

Local Information

  • Map ViewExplore the area around 5529 Sheil Dr.
  • Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1977
0.72 acre lot
2,986 sqft
$172/sqft
Garage

About this House

Peaceful, Private settings surround this 3 (possibly 4) bdrm home in Hillcrest Heights. Situated on .72 acres, this ranch boasts long driveway w/extra side parking, backyard w/deck & concrete patio, paver walkway to fire pit, & 2 sheds for extra storage. Inside finishes will not disappoint! Kitchen includes SS appliances, grey subway tile backsplash, Arcadia white cabinets & lots of storage space. Dining Room & living room can be interchanged or if you need two living rooms, the kitchen has space for an eat in table. Master bdrm features master bathroom. Almost completely finished bsmt has huge rec room, half bath, den/possible 4th bdrm (no egress) & unfished laundry space & extra storage/workshop. 2 Car attached garage. Home sweet home welcomes you with a true country feel.
5529 Sheil Dr, Oregon, WI 53575 is a 3 bedroom, 3 bathroom, 2,986 sqft single-family home built in 1977. It last sold for $372,100 on Mar 11, 2022. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $514,400, with a rent estimate of $3,660/month.

Home Details for 5529 Sheil Dr

Interior Features

Heating & Cooling
Heating: RadiantAir ConditioningCooling System: Central, WallHeating Fuel: Radiant
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
DishwasherMicrowaveRefrigerator

Property Information

Year Built
Year Built: 1977
Property Type / Style
Property Type: Single Family Home

Exterior Features

Exterior Home Features
Exterior: Vinyl
Parking & Garage
GarageParking: Garage Attached

Community

Units in Building: 1

Lot Information

Lot Area: 0.72 acres

Price and Tax history

DateEventPrice
Mar 11, 2022
Source: WIREX MLS #1766757
Sold
$372,100
Feb 10, 2022
Source: RE/MAX International #1766757
Pending
$369,900
Feb 8, 2022
Source: WIREX MLS #1766757
Listed For Sale
$369,900
Jan 13, 2022
Source: RE/MAX International
ListingRemoved
Jan 3, 2022
Source: RE/MAX International #1766757
Pending
$369,900

Market trends in Oregon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$535K
$4.17KMoM
Sale-to-List Price
—
Price per sq ft
$223
$18MoM
Available listings
43
8MoM

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."
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    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
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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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 5529 Sheil Dr

  • What is 5529 Sheil Dr estimated to be worth?
    Trulia's estimated value for 5529 Sheil Dr in Oregon, WI is $514,400.
  • What is the price history for 5529 Sheil Dr?
    5529 Sheil Dr in Oregon, WI last sold for $372,100 in March 2022.
  • Is Oregon a buyer's or seller's market?
    Oregon is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Oregon?
    The median sale price in Oregon is $535K. That is down $4.17K from the prior month.
  • Does 5529 Sheil Dr have air conditioning?
    Yes, 5529 Sheil Dr in Oregon, WI has air conditioning.
  • How big is the lot at 5529 Sheil Dr?
    The lot at 5529 Sheil Dr in Oregon, WI is about 0.72 acres (31,363 sq ft).

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