John Middleton | Real Estate Realtor® / Agent


Real Estate. Redefined.

People often ask “How’s the market?”
If you’re considering acquiring or disposing of real estate that’s a reasonable question, but we often hear responses that miss the essence of the question in a meaningful way. The real estate market is neither hot nor cold, good nor bad. The real estate market is indifferent. It is dynamic. It can be stable or volatile. There are undervalued and overvalued offerings and throughout it all, there are equity-building opportunities. Since 2003, John Middleton’s history as a real estate and business leader includes sourcing properties, structuring capital, site selection, strategic conception and implementation, structuring transactions, property development and more. But according to John, the most important element is building lasting relationships based on trust.

“Our role as real estate advisors is to focus on developing fully transparent, relationship-based transactions which ultimately translates to providing the greatest value for our clients. Because trust, not necessarily agreement, is essential in the role of an advisor."

As a boutique real estate investment firm, John Middleton - Real Estate Advisors caters to individuals and investment groups looking for personalized service and real world-demonstrated acquisition and disposition advice and services.

“Our long-term relationships with brokers, builders, lenders, appraisers and other professionals throughout the real estate industry - paired with our comprehensive strategies and effective negotiations - allows us to connect our clients to the right people and the right properties using the right approach. The result is the greatest possible benefit to our client's objectives.”

The firm’s focuses include strategic investment advisory and facilitation processes for buyers and sellers, 1031 tax-deferred exchanges, single-tenant investment sales and acquisitions, net lease investments, joint venture advisory, capital structure advisory, build-to-suit developments, debt/equity, specialized search and family office/professional investor representation. Or, as John likes to put it, “It’s Real Estate. Redefined.”


"John is a distinguished professional and, unlike many in his field, operates with a real sense of dedication to service and results. If I ever needed to hire a real estate agent in northwest Montana again, then John would be my first choice. He is serious and extremely knowledgeable about his work, and also very gracious and patient. I'm honored to be able to recommend him to anyone who needs assistance buying or selling real estate in the region."
-David Groce, ESQ. Operations, Planning, Administration and Generalist



John assisted us in buying a house in NW Montana while we were still living in Virginia, and it was a very easy transaction. John directed us to the right property and handled the sale with impeccable integrity. He is someone who can be trusted and upholds the professional code."
-Karen Loving, Teacher of the Alexander Technique and CranioSacral Practitioner



"We have known and worked with John Middleton for over 8 years. During this time, he has shown integrity and hard work ethics. He works for his clients first and looks out for their interests. Would highly recommend him in all areas of his business."
-David Quinn, President at Quinn Home Inspection



"I've been fortunate to be able to work with John Middleton on real estate transactions in Flathead County, MT. For a couple of those deals, it was essential that "out of the box" deal making take place. John advised the buyers and kept the sellers motivated during challenging negotiations that were ultimately win-win solutions for both the buyer and seller. It is great to work with a guy like John in situations like that."
-David Boye, Broker/Owner at Black Diamond Mortgage Corp.


John Middleton displayed exceptional tenacity throughout my lengthy listing and eventual home sale. He never lost focus, remained committed and never became complacent when it came to pursuing a buyer for my house. He was always confident and positive, and I believe my home sale was a direct result of his dedication and professionalism. I hope to use his services again in the future and would not hesitate to recommend him to others. Kudos on a job well done

-Kevin Devine, Seller

We work closely with John to set realistic prices and list our properties. They sell quickly, negotiations are on point, and the closings are seamless.

We've referred several friends and acquaintances to John, and will continue to recommend him in the future.

-Scott Fair, Seller and Buyer

John found my husband and I the most perfect piece of property on Flathead Lake, a little piece of "heaven", that actually went over and beyond our wildest dreams or expectations! He was incredibly diligent and responsive, putting in many hours showing us potential lots. And then before our acreage was even listed, John heard about it through his wide network of contacts and knew he had found our dream property. The purchase transaction went very smoothly with absolutely NO hitches, and we could not be happier. I would highly recommend John for any of your real estate needs, from selling to purchasing.

-Gail Elizabeth, Seller and Buyer

John has helped me buy several investment properties. He's developed an intuition for the types of properties that appeal to my husband and me as investors, and has been instrumental in helping us to ...



We loved working with John to sell our house. Every part of the process was smooth and seamless. We were very pleased with the price he got for us and thankfully, the house sold very quickly. His communication ...



Very knowledgeable about current market prices and conditions. Extremely patient and helpful. Understand's his clients needs and goes above and beyond.



We worked closely with John to set a realistic price and list on our land in Kila. The property sold quickly, negotiations were on point, and the closing was seamless.

We've referred several ...



John Middleton displayed exceptional tenacity throughout my lengthy listing and eventual home sale. He never lost focus, remained committed and never became complacent when it came to pursuing a buyer ...



John found my husband and I the most perfect piece of property on Flathead Lake, a little piece of \"heaven\", that actually went over and beyond our wildest dreams or expectations! He was incredibly ...




John's Listings

Viewing 3 Listings

1040 East 4th Street, Whitefish, MT 59937




Fantastic location close to schools and the heart of downtown, this home has two bedrooms upstairs with one bath, full kitchen with newer appliances and freshly updated gas burning fireplace. One bedroom downstairs with it's own kitchen and bathroom, living area, fireplace and ''flex space'' (office, additional sleeping area, storage). Shared laundry area in lower level and ample storage. Double oversize detached garage (with a finished/insulated hobby shop in the back), designer chicken coop and a great fenced yard that's perfect for entertaining on those long Montana summer nights. This is a turn-key investment for absentee owners or a nice division of space for a primary residence.

41 Sky Ridge Trail, Kalispell, MT 59901




One owner, Greg Bain built home on two acres with Columbia and Swan Range views. Mature trees, adjacent to farmland. Low maintenance landscaping with perennial flower beds galore, bonus detached shop/garage, storage shed and ample parking for RV's. Quiet neighborhood centrally located to Whitefish, Kalispell and Columbia Falls. Geothermal heat pump provides low heating and cooling bills. This meticulously maintained home has been pre-inspected by Quinn Home Inspections for Buyer's peace of mind and is ready for immediate occupancy.

785 Elk Ridge Road, Whitefish, MT 59937

Property Type


Five wooded acres with beautiful mountain views. The Elkhorn community is comprised of larger lots and a gated entry providing peace, quiet, security and privacy - making one feel worlds away - yet it's located just five minutes from downtown. Very nice homes in the area, this is a premium building lot.