565 Oakwood Dr, Oregon, WI 53575
Property image
Property image
SOLD
MAY 6, 2026

$511,000

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,800 sqft (on 0.25 acres)

565 Oakwood Dr, Oregon, WI 53575

Est. Refi. Payment $3,463/mo*
Refinance Your Home
Currently Off Market - Sold May 6, 2026 for $512,500 (8% above list price)

Home Value

Trulia Estimate
$511K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$41K (+8.7%)
Since last sale
Decreased$2K (-0.3%)
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 +77% in the last 10 years
MonthEstimated value
2026
September 2026$511K
August 2026$512K
July 2026$514K
June 2026$516K
May 2026$514K
April 2026$489K
March 2026$484K
February 2026$472K
January 2026$461K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
411 Butternut Dr, Oregon, WI
0.41
Single-Family Home
$480,000
03/04/26
3
2
2,130
451 Oakwood Dr, Oregon, WI
0.13
Single-Family Home
$580,000
07/01/26
4
3
2,652
435 Ash St, Oregon, WI
0.19
Single-Family Home
$552,000
07/08/26
4
2.5
3,054
168 Hickory Ct, Oregon, WI
0.43
Single-Family Home
$420,000
12/08/25
3
2
2,300
617 Windward Way, Oregon, WI
0.33
Single-Family Home
$401,000
08/28/26
3
2.5
1,447
423 Butternut Dr, Oregon, WI
0.40
Single-Family Home
$564,000
08/28/26
3
2
2,944
489 Cherry Wood Dr, Oregon, WI
0.43
Single-Family Home
$453,000
08/31/26
3
2.5
2,137
1129 Lincoln Rd, Oregon, WI
0.30
Single-Family Home
$466,000
04/30/26
4
3
2,381
156 Hickory Ct, Oregon, WI
0.44
Single-Family Home
$576,000
04/23/26
3
2.5
2,194

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
L121 Alpine Pkwy, Oregon, WI 53575
0.04
-
-
-
-
Off Market
980 Brynhill Dr, Oregon, WI 53575
0.04
$1,150,000
6
4
5,125
Recently Sold
570 Oakwood Dr, Oregon, WI 53575
0.04
$448,600
4
2
1,790
Off Market
1008 Brynhill DRIVE, Oregon, WI 53575
0.08
$853,000
4
2.5
3,596
Off Market
1078 Brynhill Dr, Oregon, WI 53575
0.09
$926,100
4
3.5
3,539
Off Market
970 Brynhill Dr, Oregon, WI 53575
0.04
$716,600
4
3.5
3,020
Off Market
1048 Brynhill Dr, Oregon, WI 53575
0.10
$895,400
5
3.5
3,581
Off Market
1028 Brynhill Dr, Oregon, WI 53575
0.10
$877,300
5
3
3,918
Off Market
1038 Brynhill Dr, Oregon, WI 53575
0.10
$802,600
5
3.5
3,186
Off Market
L169 Alpine Pkwy, Oregon, WI 53575
0.07
-
-
-
-
Off Market
535 Oakwood Dr, Oregon, WI 53575
0.05
$440,400
3
2
1,603
Off Market

Local Information

  • Map ViewExplore the area around 565 Oakwood Dr.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1999
0.25 acre lot
1,800 sqft
$285/sqft
Garage

About this House

This beautifully kept home offers peace and an abundance of natural sunlight. This home boasts natural hardwood floors throughout first floor, vaulted ceilings, open kitchen, spacious primary and more. Bring your ideas for the large unfinished basement; already stubbed for a bathroom. Walking distance to parks and trails, short distance to downtown Oregon and 20 min drive to downtown Madison. Don’t miss out on calling this classic beauty your home!
565 Oakwood Dr, Oregon, WI 53575 is a 3 bedroom, 2 bathroom, 1,800 sqft single-family home built in 1999. It last sold for $512,500 on May 6, 2026 (8% above the $474,900 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $511,000, with a rent estimate of $2,707/month.
Last check for updates: about 5 hours ago
Listed by Elizabeth Joy Barthen
Relish Realty
Bought with: Laura Lahti, Y Realty Wisconsin
Source: SCWMLS, MLS#2020132

Home Details for 565 Oakwood Dr

Active Status

MLS Status: Sold

Interior Features

Interior Details
Basement: FullNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 2
Dimensions and Layout
Living Area: 1800 Square Feet
Appliances & Utilities
Appliances: Washer, Dryer, Water Softener IncludedDryerLaundry: Main LevelWasher
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: 1 fireplace, GasHas a Fireplace
Levels, Entrance, & Accessibility
Stories: 1Levels: One

Exterior Features

Exterior Home Features
Patio / Porch: Patio
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 2Parking: 2 car,Garage Door Opener
Frontage
Not on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1800 Square Feet

Property Information

Year Built
Year Built: 1999
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Ranch
Building
Construction Materials: Brick, Stone, Vinyl Siding
Property Information
Not Included in Sale: Sellers' Personal PropertyIncluded in Sale: Refrigerator, microwave, oven, dishwasher, washer/dryer, April Aire Humidity System, Water SoftenerParcel Number: 050911441113

Price & Status

Price
List Price: $474,900Price Per Sqft: $285/sqft
Status Change & Dates
Off Market Date: Thu Apr 09 2026

Media

Location

Direction & Address
City: OregonCommunity: Stone Ridge
School Information
Elementary School: Prairie ViewElementary School District: OregonJr High / Middle School: OregonJr High / Middle School District: OregonHigh School: OregonHigh School District: Oregon

Building

Building Area
Building Area: 1800 Square Feet

Lot Information

Lot Area: 10890 sqft

Listing Info

Special Conditions: Restrictions/Covenants

Offer

Listing Terms: Arms Length

Miscellaneous

BasementMls Number: 2020132Above Grade Unfinished Area: 1800

Price and Tax history

DateEventPrice
May 6, 2026
Source: N/A
Sold
$512,500
Apr 15, 2026
Source: WIREX MLS #2020132
Pending
$474,900
Apr 9, 2026
Source: WIREX MLS #2020132
Listed For Sale
$474,900
Jun 23, 2014
Source: N/A
Sold
$263,000
Apr 3, 2014
Source: Agent Provided
Listed For Sale
$264,900

Market trends in Oregon

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$535K
$4.17KMoM
Sale-to-List Price
—
Price per sq ft
$223
$18MoM
Available listings
43
8MoM

Around this home

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!"
    0
    Flag
  • 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

LGBTQ Local Legal Protections

Frequently asked questions about 565 Oakwood Dr

  • What is 565 Oakwood Dr estimated to be worth?
    Trulia's estimated value for 565 Oakwood Dr in Oregon, WI is $511,000.
  • What is the price history for 565 Oakwood Dr?
    565 Oakwood Dr in Oregon, WI last sold for $512,500 in May 2026.
  • 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 565 Oakwood Dr have air conditioning?
    Yes, 565 Oakwood Dr in Oregon, WI has air conditioning.
  • Does 565 Oakwood Dr have laundry facilities?
    Yes, 565 Oakwood Dr in Oregon, WI has in-unit laundry.

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