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

OFF MARKET

151 Sterling Dr
Oregon, WI 53575

3 Beds
1.5 Baths
2,329 sqft (on 0.34 acres)

$442,000

Trulia Estimate

as of Jul 19, 2026

$442,000

Trulia Estimate

as of Jul 19, 2026

3 Beds

1.5 Baths

2,329 sqft

(on 0.34 acres)

Local Information

Map ViewExplore the area around 151 Sterling Dr.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

Tucked away in a quiet neighborhood, around the corner & minutes from the heart of Oregon, this meticulous, thoughtfully updated 3 bed, 1.5 bath, stand out ranch offers the perfect blend of comfort, convenience, style, & affordability. The expansive .34 acre yard, with a new fence & shed in 2024, provides an outdoor reprieve for your pets, entertainment, & privacy. Whether envisioning a playful rec room, office, art studio, or space to relax, the flexibility of the lower level adds not only square footage, but endless options for your personal desires. With a newly designed fireplace & modernized kitchen, bath, & flooring updates bringing appeal & newer roof, gutters, & windows bringing peace of mind, there is every reason to consider 151 Sterling Dr. as your next place to call home!

151 Sterling Dr, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 2,329 sqft single-family home built in 1970. It last sold for $429,000 on Sep 2, 2025 (3% above the $415,000 asking price). It is currently off market. The Trulia Estimate is $442,000, with a rent estimate of $2,603/month.

Home Highlights

Parking

1 Car Garage

Outdoor

Patio

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

180+ days ago

Home Details for 151 Sterling Dr

Interior Features
Interior Details Basement: Full,FinishedNumber of Rooms: 5Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 2329 Square Feet
Appliances & Utilities Utilities: Internet - CableAppliances: Washer, DryerDryerLaundry: Main LevelWasher
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa Number of Fireplaces: 1Fireplace: 1 fireplace, ElectricHas a Fireplace
Levels, Entrance, & Accessibility Stories: 1Levels: One

Exterior Features
Exterior Home Features Patio / Porch: PatioFencing: FencedOther Structures: StorageFoundation: Poured concrete foundatn
Parking & Garage Number of Garage Spaces: 1Number of Covered Spaces: 1No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 1Parking: 1 car,Attached,Garage Door Opener
Frontage Not on Waterfront
Water & Sewer Sewer: Public Sewer
Finished Area Finished Area (above surface): 1196 Square Feet

Property Information
Year Built Year Built: 1970
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building Construction Materials: Wood Siding
Property Information Not Included in Sale: Curtains, Backyard Security Camera, and Garage HeaterIncluded in Sale: Oven/Range, Refrigerator, Dishwasher, Microwave, Disposal, Built in Window Shades, Garage Door Opener, New Shed, and Backyard Flower Pots with Posts and LightingParcel Number: 050912302075

Price & Status
Price List Price: $415,000

Active Status
MLS Status: Sold

Location
Direction & Address City: OregonCommunity: Meadowcrest Second Addition
School Information Elementary School: Netherwood KnollElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building
Building Area Building Area: 2329 Square Feet

Lot Information
Lot Area: 0.34 acres

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 2005424Attribution Contact: Pref: 608-576-6239Above Grade Unfinished Area: 1196

Last check for updates: about 11 hours ago

Listed by Tiffany Shields

Century 21 Affiliated

Bought with: Jan Ogden, Creative Real Estate Services Inc

Source: SCWMLS, MLS#2005424

Price History for 151 Sterling Dr

Date	Price	Event	Source
09/02/2025	$429,000	Sold	N/A
Recording Date 09/02/2025 Contract Date 08/28/2025 County Transfer Tax N/A Total Transfer Tax N/A
07/30/2025	$415,000	Pending	WIREX MLS #2005424

07/29/2025	$415,000	Listed For Sale	WIREX MLS #2005424

02/24/2023	$348,000	Sold	SCWMLS #1949183
Recording Date 02/24/2023 County Transfer Tax N/A Total Transfer Tax N/A
01/26/2023	$325,000	Contingent	WIREX MLS #1949183

01/22/2023	$325,000	Listed For Sale	WIREX MLS #1949183

05/19/2018	$250,000	Sold	N/A
Recording Date 05/19/2018 Contract Date 05/18/2018 County Transfer Tax N/A Total Transfer Tax $750
06/03/2005	$169,900	Sold	N/A
Recording Date 06/03/2005 Contract Date 05/27/2005 County Transfer Tax N/A Total Transfer Tax $510

Market trends in Oregon

Last updated June 2026

Avg. sale price

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Sale-to-List Price

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Price per sq ft

—

Available listings

2MoM

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Property Tax and Assessment

Year	2024
Tax	$5,640
Assessment	$374,000

Home facts updated by county records

Comparable Sales for 151 Sterling Dr

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
269 Kierstead Ln, Oregon, WI	0.19	Single-Family Home	$375,000	01/14/26	3	2	2,167
411 Butternut Dr, Oregon, WI	0.32	Single-Family Home	$480,000	03/04/26	3	2	2,130
700 S Perry Pkwy, Oregon, WI	0.40	Single-Family Home	$365,000	10/29/25	3	2	2,184
168 Hickory Ct, Oregon, WI	0.43	Single-Family Home	$420,000	12/08/25	3	2	2,300
865 Miller Dr, Oregon, WI	0.39	Single-Family Home	$400,000	06/18/26	3	2	1,800
192 State St, Oregon, WI	0.15	Single-Family Home	$395,000	12/01/25	3	3	1,918
805 Miller Dr, Oregon, WI	0.42	Single-Family Home	$473,000	05/29/26	4	2	2,325
182 Ames St, Oregon, WI	0.30	Single-Family Home	$430,000	12/05/25	3	2.5	1,857

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $410,400
3 bd
2 ba
1,613 sqft
187 Sterling Dr,
Oregon, WI 53575
OFF MARKET
Est. $414,100
3 bd
2 ba
1,736 sqft
202 Sterling Dr,
Oregon, WI 53575
OFF MARKET
Est. $503,300
4 bd
2 ba
2,469 sqft
161 Kierstead Ln,
Oregon, WI 53575
OFF MARKET
Est. $360,900
3 bd
1.5 ba
1,601 sqft
524 S Main St,
Oregon, WI 53575
OFF MARKET
Est. $384,800
3 bd
1 ba
1,232 sqft
235 Sterling Dr,
Oregon, WI 53575
OFF MARKET
Est. $320,600
3 bd
1 ba
1,442 sqft
552 S Main St,
Oregon, WI 53575
OFF MARKET
Est. $361,600
3 bd
2 ba
1,960 sqft
148 State St,
Oregon, WI 53575
SOLD
DEC 1, 2025
$395,000
3 bd
3 ba
1,918 sqft
192 State St,
Oregon, WI 53575
OFF MARKET
Est. $426,800
3 bd
2 ba
1,951 sqft
159 State St,
Oregon, WI 53575
OFF MARKET
Est. $386,200
3 bd
2 ba
1,346 sqft
260 Kierstead Ln,
Oregon, WI 53575
OFF MARKET
Est. $385,700
3 bd
2 ba
1,636 sqft
270 Kierstead Ln,
Oregon, WI 53575

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Additional Cost

Assigned Schools

These are the assigned schools for 151 Sterling 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
Resident
2y ago
"Friendly and family orientated little Town with great school district. Our neighbors are great and watch out for each other. "
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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
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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
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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."
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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
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Ken D.
Resident
7y ago
"Great schools, convenient to madison, stoughton and Fitchburg. Housing market is booming, low crime"
0
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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
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miltydog
12y ago
"Wonderful schools and a strong sense of community"
0
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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"
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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!"
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Stefan
13y 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."
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