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 320 Kennedy Dr estimated to be worth?

Trulia's estimated value for 320 Kennedy Dr in Oregon, WI is $389,600 .

What is the price history for 320 Kennedy Dr?

320 Kennedy Dr in Oregon, WI last sold for $242,000 in May 2018.

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 320 Kennedy Dr have air conditioning?

Yes, 320 Kennedy Dr in Oregon, WI has air conditioning.

Does 320 Kennedy Dr have laundry facilities?

Yes, 320 Kennedy Dr in Oregon, WI has in-unit laundry.

OFF MARKET

$389,600

Trulia Estimate

3 Beds
1 Bath
1,138 sqft (on 0.26 acres)

320 Kennedy Dr, Oregon, WI 53575

Est. Refi. Payment $2,582/mo*

Refinance Your Home

Currently Off Market - Sold May 31, 2018 for $242,000

Home Value

Trulia Estimate

$390K

Since last month

$4K (-1%)

Since last year

$8K (+2.2%)

Since last sale

$147K (+60.7%)

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 +151% in the last 10 years

Month	Estimated value
2026
August 2026	$389K
July 2026	$393K
June 2026	$399K
May 2026	$402K
April 2026	$401K
March 2026	$394K
February 2026	$383K
January 2026	$375K
2025
December 2025	$372K
November 2025	$375K
October 2025	$374K
September 2025	$382K
August 2025	$381K
July 2025	$390K
June 2025	$389K
May 2025	$391K
April 2025	$389K
March 2025	$383K
February 2025	$370K
January 2025	$364K
2024
December 2024	$363K
November 2024	$365K
October 2024	$363K
September 2024	$362K
August 2024	$367K
July 2024	$370K
June 2024	$374K
May 2024	$372K
April 2024	$375K
March 2024	$368K
February 2024	$360K
January 2024	$342K
2023
December 2023	$341K
November 2023	$341K
October 2023	$346K
September 2023	$347K
August 2023	$347K
July 2023	$351K
June 2023	$351K
May 2023	$351K
April 2023	$342K
March 2023	$333K
February 2023	$322K
January 2023	$317K
2022
December 2022	$316K
November 2022	$319K
October 2022	$321K
September 2022	$324K
August 2022	$325K
July 2022	$331K
June 2022	$334K
May 2022	$334K
April 2022	$330K
March 2022	$324K
February 2022	$308K
January 2022	$301K
2021
December 2021	$295K
November 2021	$293K
October 2021	$293K
September 2021	$294K
August 2021	$298K
July 2021	$305K
June 2021	$305K
May 2021	$300K
April 2021	$293K
March 2021	$290K
February 2021	$287K
January 2021	$283K
2020
December 2020	$282K
November 2020	$279K
October 2020	$275K
September 2020	$276K
August 2020	$272K
July 2020	$270K
June 2020	$270K
May 2020	$269K
April 2020	$270K
March 2020	$268K
February 2020	$263K
January 2020	$260K
2019
December 2019	$258K
November 2019	$257K
October 2019	$258K
September 2019	$254K
August 2019	$257K
July 2019	$255K
June 2019	$255K
May 2019	$255K
April 2019	$254K
March 2019	$253K
February 2019	$253K
January 2019	$249K
2018
December 2018	$248K
November 2018	$245K
October 2018	$244K
September 2018	$245K
August 2018	$245K
July 2018	$245K
June 2018	$244K
May 2018	$242K
April 2018	$242K
March 2018	$185K
February 2018	$183K
January 2018	$181K
2017
December 2017	$175K
November 2017	$178K
October 2017	$173K
September 2017	$169K
August 2017	$165K
July 2017	$166K
June 2017	$166K
May 2017	$165K
April 2017	$164K
March 2017	$161K
February 2017	$160K
January 2017	$160K
2016
December 2016	$159K
November 2016	$158K
October 2016	$157K
September 2016	$155K

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
258 Prairie View St, Oregon, WI	0.17	Single-Family Home	$360,700	03/04/26	3	1	1,380
267 Orchard Dr, Oregon, WI	0.28	Single-Family Home	$280,000	08/18/26	2	1	1,156
315 N Perry Pkwy, Oregon, WI	0.15	Single-Family Home	$339,900	09/30/25	3	1.5	1,326
326 Prairie View Ct, Oregon, WI	0.09	Single-Family Home	$408,000	08/27/26	4	2	1,440
345 Veldor St, Oregon, WI	0.11	Single-Family Home	$440,000	06/15/26	3	2	1,932
277 N Main St, Oregon, WI	0.36	Single-Family Home	$329,300	04/30/26	3	2	1,555
641 Janesville St, Oregon, WI	0.59	Single-Family Home	$320,000	07/09/26	3	1	1,147
163 Johnson St, Oregon, WI	0.44	Single-Family Home	$180,000	11/12/25	3	1	1,209
247 Orchard Dr, Oregon, WI	0.29	Single-Family Home	$374,000	07/10/26	3	1.5	1,518
437 N Main St, Oregon, WI	0.41	Single-Family Home	$406,000	11/13/25	3	2	1,218

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
350 Kennedy Dr, Oregon, WI 53575	0.05	$493,500	4	2	2,588	Off Market
345 Kennedy Dr, Oregon, WI 53575	0.05	$441,600	3	1.5	1,793	Off Market
326 Prairie View Ct, Oregon, WI 53575	0.09	$408,000	4	2	1,440	Recently Sold
65 Carnoustie Way Raquel Cir, Oregon, WI 53575	0.07	-	-	-	-	Off Market
L211 Carnoustie Way Camelot, Oregon, WI 53575	0.07	-	-	-	-	Off Market
L249 Carnoustie Way Raven, Oregon, WI 53575	0.07	-	-	-	-	Off Market
340-342 Nygaard St, Oregon, WI 53575	0.06	$413,500	4	2	2,288	Off Market
355 Veldor St, Oregon, WI 53575	0.11	$433,600	3	1.5	1,856	Off Market
345 Veldor St, Oregon, WI 53575	0.11	$440,000	3	2	1,932	Recently Sold
315 Prairie View Ct, Oregon, WI 53575	0.13	$423,800	3	2	1,893	Off Market
389 E Lincoln St, Oregon, WI 53575	0.17	$433,200	3	1.5	1,739	Off Market
403 E Lincoln St, Oregon, WI 53575	0.18	$413,100	3	1.5	1,568	Off Market

Local Information

Map ViewExplore the area around 320 Kennedy Dr.
Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Home Highlights

Single-Family Home

Built in 1968

0.26 acre lot

1,138 sqft

$342/sqft

Garage

About this House

This single-family home is located at 320 Kennedy Dr, Oregon, WI. 320 Kennedy Dr is in Oregon, WI and in ZIP code 53575. This property has 3 bedrooms, 1 bathroom and approximately 1,138 sqft of floor space. This property has a lot size of 0.26 acres and was built in 1968.

320 Kennedy Dr, Oregon, WI 53575 is a 3 bedroom, 1 bathroom, 1,138 sqft single-family home built in 1968. It last sold for $242,000 on May 31, 2018. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $389,600, with a rent estimate of $2,053/month.

Home Details for 320 Kennedy Dr

Interior Features
Heating & Cooling Heating: Forced AirAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility Stories: 1Floors: Hardwood
Appliances & Utilities Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher

Property Information
Year Built Year Built: 1968
Property Type / Style Property Type: Single Family Home

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

Community
Units in Building: 1

Lot Information
Lot Area: 0.26 acres

Price and Tax history

Date	Event	Price
May 31, 2018 Source: N/A	Sold	$242,000
Apr 20, 2018 Source: Agent Provided	Listed For Sale	$239,900
Sep 16, 2014 Source: N/A	Sold	$142,000

Year	Property tax	Tax assessment
2024	$5,764	$381,700

Additional Cost

Market trends in Oregon

Last updated July 2026

Avg. sale price

$539K

Sale-to-List Price

—

Price per sq ft

—

Available listings

10MoM

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
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"
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 320 Kennedy Dr

What is 320 Kennedy Dr estimated to be worth?
Trulia's estimated value for 320 Kennedy Dr in Oregon, WI is $389,600.
What is the price history for 320 Kennedy Dr?
320 Kennedy Dr in Oregon, WI last sold for $242,000 in May 2018.
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 320 Kennedy Dr have air conditioning?
Yes, 320 Kennedy Dr in Oregon, WI has air conditioning.
Does 320 Kennedy Dr have laundry facilities?
Yes, 320 Kennedy Dr in Oregon, WI has in-unit laundry.