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

What is 369 Prairie Grass Rd estimated to be worth?

Trulia's estimated value for 369 Prairie Grass Rd in Oregon, WI is $620,300 .

What is the price history for 369 Prairie Grass Rd?

369 Prairie Grass Rd in Oregon, WI last sold for $345,000 in November 2014.

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 369 Prairie Grass Rd have air conditioning?

Yes, 369 Prairie Grass Rd in Oregon, WI has air conditioning.

Does 369 Prairie Grass Rd have laundry facilities?

Yes, 369 Prairie Grass Rd in Oregon, WI has laundry facilities.

OFF MARKET

$620,300

Trulia Estimate

5 Beds
4 Baths
3,031 sqft (on 0.25 acres)

369 Prairie Grass Rd, Oregon, WI 53575

Est. Refi. Payment $4,188/mo*

Refinance Your Home

Currently Off Market - Sold Nov 5, 2014 for $345,000

Home Value

Trulia Estimate

$620K

Since last month

$7K (-1%)

Since last year

$6K (+0.9%)

Since last sale

$281K (+81.3%)

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 +67% in the last 10 years

Month	Estimated value
2026
September 2026	$626K
August 2026	$632K
July 2026	$636K
June 2026	$651K
May 2026	$650K
April 2026	$650K
March 2026	$634K
February 2026	$614K
January 2026	$604K
2025
December 2025	$603K
November 2025	$608K
October 2025	$607K
September 2025	$620K
August 2025	$620K
July 2025	$625K
June 2025	$627K
May 2025	$631K
April 2025	$630K
March 2025	$625K
February 2025	$606K
January 2025	$595K
2024
December 2024	$594K
November 2024	$594K
October 2024	$595K
September 2024	$594K
August 2024	$599K
July 2024	$604K
June 2024	$610K
May 2024	$614K
April 2024	$614K
March 2024	$606K
February 2024	$598K
January 2024	$573K
2023
December 2023	$566K
November 2023	$567K
October 2023	$575K
September 2023	$573K
August 2023	$572K
July 2023	$579K
June 2023	$577K
May 2023	$587K
April 2023	$576K
March 2023	$561K
February 2023	$541K
January 2023	$531K
2022
December 2022	$528K
November 2022	$533K
October 2022	$537K
September 2022	$540K
August 2022	$541K
July 2022	$556K
June 2022	$565K
May 2022	$565K
April 2022	$559K
March 2022	$546K
February 2022	$517K
January 2022	$505K
2021
December 2021	$495K
November 2021	$491K
October 2021	$489K
September 2021	$488K
August 2021	$490K
July 2021	$501K
June 2021	$508K
May 2021	$512K
April 2021	$501K
March 2021	$472K
February 2021	$459K
January 2021	$459K
2020
December 2020	$455K
November 2020	$458K
October 2020	$451K
September 2020	$449K
August 2020	$444K
July 2020	$441K
June 2020	$438K
May 2020	$437K
April 2020	$439K
March 2020	$437K
February 2020	$440K
January 2020	$437K
2019
December 2019	$440K
November 2019	$438K
October 2019	$429K
September 2019	$427K
August 2019	$426K
July 2019	$424K
June 2019	$424K
May 2019	$433K
April 2019	$437K
March 2019	$427K
February 2019	$427K
January 2019	$436K
2018
December 2018	$443K
November 2018	$449K
October 2018	$448K
September 2018	$442K
August 2018	$434K
July 2018	$438K
June 2018	$434K
May 2018	$435K
April 2018	$426K
March 2018	$429K
February 2018	$422K
January 2018	$426K
2017
December 2017	$413K
November 2017	$407K
October 2017	$403K
September 2017	$402K
August 2017	$402K
July 2017	$401K
June 2017	$403K
May 2017	$400K
April 2017	$400K
March 2017	$392K
February 2017	$386K
January 2017	$386K
2016
December 2016	$385K
November 2016	$381K
October 2016	$379K
September 2016	$375K

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
857 Ashworth Dr, Oregon, WI	0.12	Single-Family Home	$570,000	11/06/25	4	3.5	2,639
302 Oakmont St, Oregon, WI	0.04	Single-Family Home	$635,000	01/02/26	4	3.5	3,514
301 Bergamont Blvd, Oregon, WI	0.13	Single-Family Home	$735,000	07/22/26	4	3.5	3,181
826 Sumac St, Oregon, WI	0.23	Single-Family Home	$610,000	12/22/25	4	3.5	2,943
799 Edenberry Ln, Oregon, WI	0.22	Single-Family Home	$430,000	06/25/26	4	3	3,007
370 Riviera STREET, Oregon, WI	0.21	Single-Family Home	$740,000	10/31/25	4	3.5	3,352
669 N Woods Edge Dr, Oregon, WI	0.29	Single-Family Home	$427,000	01/02/26	4	3	2,699
658 Prairie Grass Rd, Oregon, WI	0.25	Single-Family Home	$640,000	10/10/25	4	3.5	3,023
300 Bergamont Blvd, Oregon, WI	0.09	Single-Family Home	$775,000	06/15/26	4	3	3,268
897 Sumac St, Oregon, WI	0.13	Single-Family Home	$575,000	06/29/26	3	3.5	2,206

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
336 Oakmont St, Oregon, WI 53575	0.05	$708,000	4	3.5	3,195	Off Market
897 Ashworth Dr, Oregon, WI 53575	0.07	$606,700	4	3	2,600	Off Market
319 Prairie Grass Rd, Oregon, WI 53575	0.03	$564,000	4	3.5	2,629	Off Market
344 Oakmont St, Oregon, WI 53575	0.06	$789,800	5	3.5	3,204	Off Market
302 Oakmont St, Oregon, WI 53575	0.04	$635,000	4	3.5	3,514	Recently Sold
325 Oakmont St, Oregon, WI 53575	0.06	$709,400	4	3.5	3,000	Off Market
315 Oakmont St, Oregon, WI 53575	0.06	$712,300	4	3.5	3,630	Off Market
346 Bergamont Blvd, Oregon, WI 53575	0.09	$756,000	4	3	3,062	Off Market
857 Ashworth Dr, Oregon, WI 53575	0.12	$588,400	4	3.5	2,639	Off Market
300 Bergamont Blvd, Oregon, WI 53575	0.09	$775,000	4	3	3,268	Recently Sold
897 Sumac St, Oregon, WI 53575	0.13	$575,000	3	3.5	2,206	Recently Sold
849 Ashworth Dr, Oregon, WI 53575	0.13	$587,500	3	2.5	2,683	Recently Sold

Local Information

Map ViewExplore the area around 369 Prairie Grass Rd.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 2006

0.25 acre lot

3,031 sqft

$205/sqft

About this House

This single-family home is located at 369 Prairie Grass Rd, Oregon, WI. 369 Prairie Grass Rd is in Oregon, WI and in ZIP code 53575. This property has 5 bedrooms, 4 bathrooms and approximately 3,031 sqft of floor space. This property has a lot size of 10890 sqft and was built in 2006.

369 Prairie Grass Rd, Oregon, WI 53575 is a 5 bedroom, 4 bathroom, 3,031 sqft single-family home built in 2006. It last sold for $345,000 on Nov 5, 2014. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $620,300, with a rent estimate of $3,546/month.

Home Details for 369 Prairie Grass Rd

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 2
Interior Details Types of Rooms: Family Room, Laundry Room
Appliances & Utilities DishwasherMicrowaveRefrigerator

Exterior Features
Exterior Home Features Roof: OtherExterior: Stone, BrickPatioPorch
Parking & Garage Parking Spaces: 3

Property Information
Year Built Year Built: 2006
Property Type / Style Property Type: Single Family HomeArchitecture: Other

Lot Information
Lot Area: 10890 sqft

Price and Tax history

Date	Event	Price
Nov 5, 2014 Source: N/A	Sold	$345,000
Sep 9, 2014 Source: Agent Provided	Listed For Sale	$345,000
Aug 11, 2008 Source: N/A	Sold	$306,500
Jun 13, 2008 Source: Agent Provided	PriceChange	$314,900 Price decreased by 3%
May 25, 2008 Source: Agent Provided	PriceChange	$324,900 Price decreased by 2%
May 4, 2008 Source: Agent Provided	Listed For Sale	$329,900
Apr 28, 2006 Source: N/A	Sold	$321,700

Year	Property tax	Tax assessment
2024	$9,248	$598,800

Additional Cost

Market trends in Oregon

Last updated August 2026

Avg. sale price

$535K

$4.17KMoM

Sale-to-List Price

—

Price per sq ft

$223

$18MoM

Available listings

8MoM

Around this home

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
6y 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
8y 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"
0
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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
14y 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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LGBTQ Local Legal Protections

Frequently asked questions about 369 Prairie Grass Rd

What is 369 Prairie Grass Rd estimated to be worth?
Trulia's estimated value for 369 Prairie Grass Rd in Oregon, WI is $620,300.
What is the price history for 369 Prairie Grass Rd?
369 Prairie Grass Rd in Oregon, WI last sold for $345,000 in November 2014.
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 369 Prairie Grass Rd have air conditioning?
Yes, 369 Prairie Grass Rd in Oregon, WI has air conditioning.
Does 369 Prairie Grass Rd have laundry facilities?
Yes, 369 Prairie Grass Rd in Oregon, WI has laundry facilities.