255 Orchard Dr, Oregon, WI 53575
Property image
Property image
OFF MARKET

255 Orchard Dr
Oregon, WI 53575

  • 3 Beds
  • 1 Bath
  • 1,004 sqft

$349,700

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,296/mo*
Refinance Your Home

$349,700

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $2,296/mo*
Refinance Your Home
3 Beds
1 Bath
1,004 sqft

Local Information

  • Map ViewExplore the area around 255 Orchard 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
1960
Living Area
1,004 sqft
Price/Sqft
$348
Parking
Garage

About this House

This single-family home is located at 255 Orchard Dr, Oregon, WI. 255 Orchard Dr is in Oregon, WI and in ZIP code 53575. This property has 3 bedrooms, 1 bathroom and approximately 1,004 sqft of floor space. This property has a lot size of 8799 sqft and was built in 1960.
255 Orchard Dr, Oregon, WI 53575 is a 3 bedroom, 1 bathroom, 1,004 sqft single-family home built in 1960. It last sold for $198,900 on Aug 10, 2017. It is currently off market. The Trulia Estimate is $349,700, with a rent estimate of $1,848/month.

Home Details for 255 Orchard Dr

Interior Features

Heating & Cooling
Heating: Forced AirHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Property Information

Year Built
Year Built: 1960
Property Type / Style
Property Type: Single Family Home

Exterior Features

Parking & Garage
GarageParking: Garage Detached

Community

Units in Building: 1

Lot Information

Lot Area: 8799 sqft

Price History for 255 Orchard Dr

DatePriceEventSource
08/10/2017$198,900Sold
N/A
06/25/2017$189,900Listed For SaleAgent Provided

Market trends in Oregon

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
61
2MoM
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Property Tax and Assessment

Year2024
Tax$4,758
Assessment$301,800
Home facts updated by county records

Comparable Sales for 255 Orchard Dr

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
258 Prairie View St, Oregon, WI
0.17
Single-Family Home
$360,700
03/04/26
3
1
1,380
247 Orchard Dr, Oregon, WI
0.01
Single-Family Home
$374,000
07/10/26
3
1.5
1,518
163 Johnson St, Oregon, WI
0.32
Single-Family Home
$180,000
11/12/25
3
1
1,209
326 Prairie View Ct, Oregon, WI
0.20
Single-Family Home
$225,000
11/12/25
4
2
1,440
437 N Main St, Oregon, WI
0.19
Single-Family Home
$406,000
11/13/25
3
2
1,218
277 N Main St, Oregon, WI
0.32
Single-Family Home
$329,300
04/30/26
3
2
1,555
403 E Lincoln St, Oregon, WI
0.23
Single-Family Home
$400,000
08/04/25
3
1.5
1,568
315 N Perry Pkwy, Oregon, WI
0.41
Single-Family Home
$339,900
09/30/25
3
1.5
1,326
448 E Lincoln St, Oregon, WI
0.30
Single-Family Home
$397,000
08/13/25
3
2
1,440
613 N Main St, Oregon, WI
0.24
Single-Family Home
$407,000
07/01/26
2
2
1,527

Nearby homes

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Assigned Schools

These are the assigned schools for 255 Orchard Dr.
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
    "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."
    0
    Flag

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Apartments for Rent

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Explore by feature - Pet Friendly

7 pet-friendly rentals in Oregon, WI

Explore by feature - Garage

6 rentals with a garage in Oregon, WI

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Homes for sale near 255 Orchard Dr

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Off Market Homes Near 255 Orchard Dr

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