Jenn Schaake

Create a Legacy for Your Family

Cascade Sotheby's International Realty
Schaake Capital Group
650 SW Bond St. Ste 150, Bend, OR 97702

Cascade Hasson Sotheby's International Realty
57100 Beaver Drive, Bldg. 23, Ste. 140, Sunriver, OR 97707


Tel: 541-480-1142
Cell: 541-480-1142

Markets Served: Sunriver, Oregon;Sisters, Oregon;Redmond, Oregon;Camp Sherman, Oregon;Bend, Oregon;

Specialties: 1031 Exchanges; Architecturally Significant; Athletes/Celebrities; Aviation Properties/Communities; Buyer's Specialist; Country Club Properties; Country Properties; Custom Construction; Downtown; Eco/Green Properties; Equestrian; Executive Relocation; Farms/Ranches; Gated Communities; Golf; High-Rise; International Buyers; International Properties; LGBTQ+ Friendly; Listing Specialist; Marina/Boating; Mountain Properties; New Homes; Residential Investments; Resort/Vacation; Senior; Ski Properties; Sporting (tennis, fishing); Townhomes/Condos; Trustee Sales; Waterfront/Waterview;

What do Clients Say?

Jenn was amazing to work with. She knew the market well, had a great sense of existing and upcoming "supply" in the Sunriver market (including pocket listings) that could fit our needs, and helped us get our dream property under contract and closed without a complicated bidding process. She's a true professional that I would use again!

Kevin S.

Jenn is a true pro's pro. Never have I experienced a service professional so responsive, so caring (genuine), so attentive to one's needs and so friendly all at the same time. She clearly knows the area, every nook of the RE industry, and has "juice" and "hookups" with everyone you need as you get ready to relocate and once you are there. Then she shows up with beer! Seriously, if you are looking to have someone represent your home, or if you are a buyer in search, you will not do better than Jenn.

Dave and Micki B.

Jenn Schaake was recommended to us through a trusted family friend. Her stellar track record was plain to see but she won us over during our initial meeting. Although we entered a professional relationship with high expectations, Jenn nonetheless overdelivered. During a trying and emotional time for our family, Jenn achieved the best possible outcome in the sale of my Mom’s house. Further, she did so with compassion, respect and professionalism that made the entire real estate selling process go smoothly with minimized disruption. This was a winning combination for us that could not have gone better. I found Jenn easy to work with throughout the engagement. She is an excellent communicator and we developed a mutual trust. It is clear to me why Jenn has earned her reputation as a top tier realtor. I most strongly recommend Jenn to anyone seeking to buy or sell a home in Central Oregon.

Craig W.

I accepted a job in Bend from out of state. We were very discouraged about housing until we met Jenn. Jenn is the most ethical, knowledgeable, professional realtor I have met. The other important think about Jenn is she is really kind and caring. She wants to understand your housing needs so your choice is good in the long term. She is always available. Jenn is excellent at what she does- her education combined with her natural affinity for this profession make for a great real estate agent. And, she is fun to be around!

Julie and Perry W.

Working with Jenn Shaake is a new level of Real Estate experience. Her knowledge of the resort home market is unmatched. We were immediately impressed with her process and leadership as she worked with us to prepare our house for launch. Watching her market the home and manage showings was like a conductor before their orchestra. All the pieces came together at just the right time, and in a way that showed she has done this hundreds of times before. Surprises were few, but met with calm and tested advice. Ultimately our home sold at a price higher than we anticipated in the pandemic environment in which we chose to list. Due to her savvy understanding of the market and inventory, we were able to navigate "uncertain times" with a great deal of certainty and ultimately come out ahead. We recommend Jenn to anyone with a property in Sunriver looking to make sure the right buyers find your home, allowing you to become part of a transaction that is one of a kind.

Jordan and Shannon S.

About Jenn

Jenn Schaake is a highly regarded broker known for her integrity, professionalism, excellent negotiation and communication skills, and local expertise. She has distinguished herself as one of the region’s premier agents and has been in the top 1% of all real estate sales in Central Oregon since 2017. Jenn has also been recognized as Real Trends America's Best, ranking in the top 1% of individual real estate agents in the United States for 3-consecutive years: 2020, 2021, and 2022. Specializing in the luxury golf and resort communities of Sunriver, Crosswater, Caldera Springs, Brasada Ranch, Pronghorn, and Bend, Jenn is driven by the challenge of helping her clients achieve their real estate objectives, assisting them with her thorough and tenacious approach to each transaction.

Jenn’s overriding goal is to serve as a resource, so her clients have the information they need to proceed with confidence. Whether she's creating a unique marketing strategy to position a property to maximize profits for a seller, helping buyers craft a strategic offer for their ideal home, or working with investors to identify property based on a cash-on-cash return analysis, she is a tireless champion for her clients.

Jenn fosters positive relationships with the agents, contractors and vendors she works with and has built an incredible network of resources for her clients. She is contacted regularly by agents both in and out of her market, asking for advice and recommendations. Jenn’s personality and work ethic have earned her a reputation as one of the most respected real estate professionals in the area. Jenn possesses a natural repertoire of dynamic qualities that not only differentiate her among her peers but allow her to be a resource for her clients long after their transaction has closed.

Jenn gained her formative business experience with over 15 years in the financial sector, including roles in lending, underwriting, regional management, and acquisition and merger consulting. Attention to detail, tenacious research, conscientious negotiation skills, thorough execution, and effective communication became the hallmarks of her success.

She graduated cum laude with degrees in political science and economics with a concentration in law and policy. Jenn is a Principal Broker licensed in the state of Oregon and has earned designations as a Graduate, Realtor Institute (GRI), a Real Estate Negotiation Expert (RENE), a Certified Luxury Home Marketing Specialist (CLHMS), a Seller Representative Specialist (SRS), a Resort and Second Home Property Specialist (RSPS), a Senior Real Estate Specialist (SRES), and an Electronic Marketing Professional (e-PRO). Jenn is passionately involved in the Central Oregon community and serves on several local, state, and national non-profit and industry-related boards and committees.

Let Jenn share her enthusiasm and love of Central Oregon and the lifestyle it offers with you and your family. Whether you are selling or buying a home, condo, or investment property, you can rely on Jenn to assist with your real estate needs and help you create a legacy for your family.