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Real Estate Agent Kenny Crowley

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Kenny understands that the world of real estate is about building lasting relationships and friendships, which in turn, fosters a community of quality folks who enjoy working together time and time again. Whether purchasing, selling, or investing, Kenny recognizes that these are momentous occasions in people’s lives. He prides himself on being in tune with his client’s needs and truly listening, while offering his many years of experience and expertise to help navigate through these transitions and advocate for his client’s best interests.

With over 20 years of hands-on experience in both commercial and residential construction, as well as being a real estate investor himself, Kenny’s keen eye can offer insights that help to identify strengths and avoid potential future pitfalls in your real estate investment. This also comes in handy for recommending improvements and potential costs necessary in getting your property ready for sale on the market. 

Every real estate transaction offers unique opportunities to learn something new, and it can be fun with the right guidance. Even when stakes are high, Kenny’s calm and kind demeanor helps to make the process fluid and low stress. He operates from a foundation of education, accurate information, prompt communication, and transparency which are paramount in providing this kind of experience. He knows his job is less about selling real estate and more about an investment in people and the community we live in.

An avid outdoorsman and life-long musician, Kenny has lived and traveled extensively throughout the US and abroad, obtaining degrees in both Landscape Architecture and Ecotourism along the way. Settling into the cozy mountains of Asheville nearly a decade ago, he fell in love with the region’s vibrant music scene, rich history, and artistic community. Not to mention the abundance of outdoor activities and the quality food scene which is exceptional for a smaller city. Through his outdoor adventure exploration and his real estate career, Kenny has learned most every nook, cranny, and holler of the Western North Carolina mountain region and the characteristics that each unique area has to offer. With a well-traveled perspective, he recognizes the immense potential this unique part of the world holds, and looks forward to sharing this same special connection with his clients.


"Working with Kenny Crowley was a great experience, largely due to his approach and demeanor. I always felt like he was giving us his honest, unbiased opinion and that he wanted us to do what was best for us to find the home that we had set out to find. Kenny also has a great network of people for contracting and repairs that we're continuing to tap into as we do some light maintenance to our property. Highly recommend Kenny."

-Colin Strausburg

"Kenny Crowley at Looking Glass has been great to work with. He's very knowledgeable about the Asheville market. Highly recommend!"

-Kyle Randall

"Kenny was amazing! Not only did he help us sell our condo, but was able to find us a house to buy and helped schedule both to close on the same day. Kenny has many contacts to help with home inspections, HVAC inspections, and any repairs or upgrades. He helped us with staging and was there all through the negotiations. Before we purchased our new home, my wife and I were looking for land in which to build. Kenny was patient and knowledgeable regarding land, building houses, and good locations in western North Carolina. After we decided to buy an existing home, Kenny spent many hours with us to get an understanding of what we wanted, then spent a day driving around and looking. Overall Kenny is positive, communicative, and dedicated. His number one priority is to help find people find the home they want. I would recommend Kenny for anyone looking to buy or sell a home."

-Ed Hogg

"We had a wonderful experience working with Kenny and buying our first home. He made a stressful, drawn-out search feel relaxed and enjoyable. I would highly recommend him and Looking Glass Realty to anyone in Asheville and beyond."

-Christie Strong

"We had such a great experience working with Kenny Crowley and Looking Glass. We worked with Kenny last year while looking for a home. We were nervous about being from out of state and trying to buy a home in such a competitive market but Kenny was amazing. He was so responsive, patient, and knowledgeable. He did everything from booking showings on the same day to taking extensive videos for us to view when we couldn’t be in person to see homes. He also has an excellent eye for renovation potential or possible red flags with a property and ultimately he helped guide us into what is our current home and we couldn’t be happier."

-Hilary Brownlow

"Kenny Crowley guided us through the lengthy process of building a new house in the Asheville area. He was our bright spot during this stressful time. Kenny's construction background, his strong listening skills, timely communication and his ability to move the process along as quickly as possible were invaluable! We highly recommend him!"


"Kenny Crowley at Looking Glass Realty in Asheville, NC was a 5-star agent in helping us find and successfully purchase a condo in Asheville recently. The market was (and is still) challenging for buyers due to high demand for homes in this wonderful city. Kenny was attentive, prompt, thorough, and advised us well on what offer might be required to get the property we desired. He was easy to work with and genuinely nice."

-Roger McSharry

"We are from out of state and were looking to buy a home. Mr. Kenny Crowley worked around our schedule to set up in person showings while we were in North Carolina on vacation. He's very knowledgeable about the area. Kenny listened to what we were looking for. He provided the back story for each property we viewed, and exceeded our expectations! Kenny also helped us navigate through the offer process. If you're looking for a realtor who cares about what you want versus just trying to sell a home, I highly recommend Mr. Kenny Crowley! He's been wonderful through the whole process!"

-Aimee Vera

"Kenny is a true gem. With his extensive experience as a builder, he is able to offer clients invaluable perspective on the quality and integrity of the homes they are considering. His experience also gives him the ability to communicate and negotiate skillfully with inspectors, contractors and other real estate professionals. Not having any background in these areas myself, I took tremendous comfort in Kenny's keen eye and expert advocacy. He also did an amazing job of keeping all aspects of my home-buying process organized and moving along efficiently. And on top of everything, his optimistic and supportive demeanor make him a joy to work with! I would recommend Kenny without reservation to anyone looking for a top-notch home-buying experience!"

"I truly can't say enough great things about Kenny. He is sincere, kind and down to earth, but more than that, he goes above and beyond in taking care of everything. He had the answers before I even asked the questions. Finding out the details, contacting all the right people for information and quotes, as well as inspections. He also has a construction background, which gives him great insight as to structure and quality of a building. I have to say he gives 120%. If I could give him more stars I would!"

"We are from out of state and were looking to buy a home. Kenny worked around our schedule to set up in person showings while we were in North Carolina on vacation. He's very knowledgeable about the area. Kenny listened to what we were looking for. He provided the back story for each property we viewed, and exceeded our expectations! Kenny also helped us navigate through the offer process. If you're looking for a realtor who cares about what you want versus just trying to sell a home, I highly recommend Kenny. He's been wonderful through the whole process!"


"Kenny was an absolute delight! As a first time home buyer, I had a lot of anxiety and questions on whether or not I could find a home to suit my needs and still be within my budget. Kenny exceeded those expectations and found the perfect house. He was very informative, responded quickly and kept me in the loop with everything. Very genuine and truly dedicated in making sure that I found a place to call home.

Thank you, Kenny!"

"Adam Skoog and Kenny Crowley helped me purchase my first house about a year ago. Couldn't have asked for a better experience. They are knowledgeable, professional, attentive, and have a great network. From start to finish, Looking Glass ensured my home buying experience was top notch. Highly recommend!"

-James Keane

"I am an out of state investor looking to invest in Burnsville, NC. When I first started looking, I called 4 different Realtors including Kenny. Kenny was the only one that called me back. Since then, he has been very communicative about the market and its trends in that area. I have seen quite a few properties with him and he always gets back to me regarding any questions in a timely manner. Along with knowledge, communication is a rare quality among Real Estate Agents so if you find that important, I highly recommend working with Kenny."

"For the past 6 months, Mr. Crowley has been assisting me in my search for a specific property in and around the Asheville area and I am very grateful to have his expertise. I am a detailed person with a busy schedule and Kenny has been very prompt and direct in responding to all my questions. It has been a challenge, and he has been patient, diligent, and has really listened to my needs. He has a broad knowledge of the region and has shown me some really unique properties that I would have never found on my own. Since I am likely looking to build, it’s an added bonus that Mr. Crowley has a strong background in construction. He’s certainly an asset and I’d highly recommend his services!"

Kenny Crowley

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  • (828) 333-0272

  • Kenny@LookingGlassRealty.com

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