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 596 Hillcrest Dr estimated to be worth?

Trulia's estimated value for 596 Hillcrest Dr in Oregon, WI is $409,500 .

What is the price history for 596 Hillcrest Dr?

596 Hillcrest Dr in Oregon, WI last sold for $325,000 in April 2025.

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 596 Hillcrest Dr have air conditioning?

Yes, 596 Hillcrest Dr in Oregon, WI has air conditioning.

Does 596 Hillcrest Dr have laundry facilities?

Yes, 596 Hillcrest Dr in Oregon, WI has laundry facilities.

OFF MARKET

596 Hillcrest Dr
Oregon, WI 53575

3 Beds
2 Baths
1,530 sqft (on 0.33 acres)

$409,500

Trulia Estimate

as of Aug 24, 2026

$409,500

Trulia Estimate

as of Aug 24, 2026

3 Beds

2 Baths

1,530 sqft

(on 0.33 acres)

Home Value

Trulia Estimate

$410K

Since last month

$4K (-1%)

Since last year

$115K (+39.4%)

Since last sale

$82K (+25.2%)

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 +104% in the last 10 years

Month	Estimated value
2026
August 2026	$407K
July 2026	$411K
June 2026	$421K
May 2026	$425K
April 2026	$424K
March 2026	$422K
February 2026	$411K
January 2026	$401K
2025
December 2025	$420K
November 2025	$418K
October 2025	$413K
September 2025	$293K
August 2025	$292K
July 2025	$295K
June 2025	$295K
May 2025	$296K
April 2025	$325K
March 2025	$298K
February 2025	$332K
January 2025	$326K
2024
December 2024	$327K
November 2024	$325K
October 2024	$328K
September 2024	$328K
August 2024	$333K
July 2024	$336K
June 2024	$344K
May 2024	$343K
April 2024	$342K
March 2024	$335K
February 2024	$325K
January 2024	$306K
2023
December 2023	$305K
November 2023	$308K
October 2023	$310K
September 2023	$312K
August 2023	$314K
July 2023	$319K
June 2023	$321K
May 2023	$326K
April 2023	$315K
March 2023	$304K
February 2023	$292K
January 2023	$288K
2022
December 2022	$287K
November 2022	$291K
October 2022	$294K
September 2022	$297K
August 2022	$298K
July 2022	$304K
June 2022	$307K
May 2022	$307K
April 2022	$299K
March 2022	$283K
February 2022	$253K
January 2022	$252K
2021
December 2021	$250K
November 2021	$250K
October 2021	$252K
September 2021	$255K
August 2021	$260K
July 2021	$268K
June 2021	$279K
May 2021	$289K
April 2021	$278K
March 2021	$266K
February 2021	$261K
January 2021	$259K
2020
December 2020	$257K
November 2020	$258K
October 2020	$259K
September 2020	$256K
August 2020	$247K
July 2020	$247K
June 2020	$245K
May 2020	$243K
April 2020	$235K
March 2020	$233K
February 2020	$224K
January 2020	$223K
2019
December 2019	$224K
November 2019	$225K
October 2019	$230K
September 2019	$236K
August 2019	$237K
July 2019	$228K
June 2019	$224K
May 2019	$233K
April 2019	$236K
March 2019	$231K
February 2019	$230K
January 2019	$226K
2018
December 2018	$229K
November 2018	$232K
October 2018	$230K
September 2018	$227K
August 2018	$228K
July 2018	$225K
June 2018	$218K
May 2018	$220K
April 2018	$209K
March 2018	$209K
February 2018	$207K
January 2018	$204K
2017
December 2017	$198K
November 2017	$195K
October 2017	$195K
September 2017	$196K
August 2017	$198K
July 2017	$199K
June 2017	$205K
May 2017	$203K
April 2017	$205K
March 2017	$206K
February 2017	$202K
January 2017	$201K
2016
December 2016	$200K
November 2016	$201K
October 2016	$199K
September 2016	$197K
August 2016	$200K

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
105 Dale Dr, Oregon, WI	0.13	Single-Family Home	$415,000	08/26/25	3	2	1,590
247 Orchard Dr, Oregon, WI	0.24	Single-Family Home	$374,000	07/10/26	3	1.5	1,518
315 N Perry Pkwy, Oregon, WI	0.32	Single-Family Home	$339,900	09/30/25	3	1.5	1,326
585 N Perry Pkwy, Oregon, WI	0.09	Single-Family Home	$399,900	05/19/26	5	1.5	1,871
102 Emily Cir, Oregon, WI	0.35	Single-Family Home	$285,000	07/06/26	3	2	1,400
345 Veldor St, Oregon, WI	0.26	Single-Family Home	$440,000	06/15/26	3	2	1,932
326 Prairie View Ct, Oregon, WI	0.24	Single-Family Home	$225,000	11/12/25	4	2	1,440
437 N Main St, Oregon, WI	0.42	Single-Family Home	$406,000	11/13/25	3	2	1,218
135 Johnson St, Oregon, WI	0.50	Single-Family Home	$373,000	08/17/26	3	2	1,514
613 N Main St, Oregon, WI	0.42	Single-Family Home	$407,000	07/01/26	2	2	1,527

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
644 Farwell Dr, Oregon, WI 53575	0.10	$201,500	4	1.5	1,621	Off Market
591 Farwell Dr, Oregon, WI 53575	0.10	$431,300	3	2	1,863	Off Market
532 N Oak St, Verona, WI 53575	0.13	$413,000	3	2	2,000	Off Market
585 N Perry Pkwy, Oregon, WI 53575	0.09	$399,900	5	1.5	1,871	Recently Sold
389 E Lincoln St, Oregon, WI 53575	0.13	$433,200	3	1.5	1,739	Off Market
403 E Lincoln St, Oregon, WI 53575	0.12	$414,500	3	1.5	1,568	Off Market
105 Dale Dr, Oregon, WI 53575	0.13	$431,200	3	2	1,590	Off Market
513 N Oak St, Oregon, WI 53575	0.16	$359,700	3	2	1,376	Off Market
678 N Oak St, Oregon, WI 53575	0.17	$373,800	3	1	1,400	Off Market
446 N Oak St, Oregon, WI 53575	0.15	$417,800	3	1	1,657	Off Market
433 E Netherwood St, Oregon, WI 53575	0.17	$457,600	4	3	2,122	Off Market

Local Information

Map ViewExplore the area around 596 Hillcrest 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

1962

Lot Size

0.33 acres

Living Area

1,530 sqft

Price/Sqft

$268

Parking

1 Car Garage

HOA

None

About this House

Stroll back to 1962..."I Can't Stop Loving You" by Ray Charles, "Roses are Red" by Bobby Vinton, "Mashed Potato Time" by DeeDee Sharp and the list goes on . . . great news, oak hardwood floors under the carpet in the living room and appears to have in all 3 bedrooms too. Bright east facing kitchen and dinette with door to the spacious backyard. New refrigerator in 2024. Lower level has retro rec room with bar and an office area and a full bath along with lots of storage space. Laundry in LL. Full basement, crawl space under the dinette area. The newer windows and vinyl siding are approx. 12-15 years old. Furnace new in 2021. Roof est. 10-12 years old. One car attached garage. Bring your ideas and muscle to make this home yours!! Near the Oregon High School on a quiet, one block street.

596 Hillcrest Dr, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,530 sqft single-family home built in 1962. It last sold for $325,000 on Apr 25, 2025 (12% above the $290,000 asking price). More recently, it was listed as a rental in October 2025 with an asking price of $2,600 per month. That rental listing was removed on January 10, 2026. It is currently off market. The Trulia Estimate is $409,500, with a rent estimate of $2,332/month.

Last check for updates: about 12 hours ago

Listed by Brenda Cuta

First Weber Inc

Bought with: Jason Holtman, RE/MAX Preferred

Source: SCWMLS, MLS#1995181

Home Details for 596 Hillcrest Dr

Active Status
MLS Status: Sold

Interior Features
Interior Details Basement: Crawl Space,PartialNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Family Room, Kitchen, Living Room
Beds & Baths Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout Living Area: 1530 Square Feet
Appliances & Utilities Appliances: Water Softener IncludedLaundry: Lower Level
Heating & Cooling Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa No Fireplace
Levels, Entrance, & Accessibility Stories: 1Levels: One

Exterior Features
Exterior Home Features Foundation: 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): 1130 Square Feet

Property Information
Year Built Year Built: 1962
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building Construction Materials: Vinyl Siding
Property Information Included in Sale: New 2024 Refrigerator, Original Gas Cooktop, Original Wall Oven, Water Softener, Garage Door OpenerParcel Number: 050901424946

Price & Status
Price List Price: $290,000

Location
Direction & Address City: OregonCommunity: Netherwood Heights
School Information Elementary School: Call School DistrictElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building
Building Area Building Area: 1530 Square Feet

Lot Information
Lot Area: 0.33 acres

Offer
Listing Terms: Arms Length

Miscellaneous
BasementMls Number: 1995181Attribution Contact: HomeInfo@firstweber.comAbove Grade Unfinished Area: 1130

Price and Tax history

Date	Event	Price
Jan 10, 2026 Source: Zillow Rentals	ListingRemoved	$2,600
Oct 22, 2025 Source: Zillow Rentals	Listed For Rent	$2,600
Apr 25, 2025 Source: N/A	Sold	$325,000
Apr 10, 2025 Source: WIREX MLS #1995181	Pending	$290,000
Mar 20, 2025 Source: WIREX MLS #1995181	Contingent	$290,000
Mar 14, 2025 Source: WIREX MLS #1995181	Listed For Sale	$290,000

Year	Property tax	Tax assessment
2024	$4,478	$301,600

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. "
0
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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."
0
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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 596 Hillcrest Dr

What is 596 Hillcrest Dr estimated to be worth?
Trulia's estimated value for 596 Hillcrest Dr in Oregon, WI is $409,500.
What is the price history for 596 Hillcrest Dr?
596 Hillcrest Dr in Oregon, WI last sold for $325,000 in April 2025.
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 596 Hillcrest Dr have air conditioning?
Yes, 596 Hillcrest Dr in Oregon, WI has air conditioning.
Does 596 Hillcrest Dr have laundry facilities?
Yes, 596 Hillcrest Dr in Oregon, WI has laundry facilities.