Jennifer Fly2022-02-15T09:00:28-07:00

Jennifer Fly

professional. enthusiastic. dedicated. 

Leading with warmth and wisdom, Jennifer Fly has served as a trusted broker, advocate and advisor for her clients along the Front Range for more than two decades — and now, Jennifer brings her multifaceted experience to her role as Managing Broker for milehimodern Boulder.

Jen was raised in the mountain town of Evergreen and has spent her entire adult life as a Boulder County resident. As a Colorado Native, Jen has unparalleled knowledge of and genuine appreciation for the beauty and lifestyle that Colorado offers. Previously serving as the Vice President of a boutique real estate firm in Boulder, Jen’s expertise is rooted in providing valuable mentorship to agents and supporting buyers and sellers by providing personalized, unwavering support during one of life’s most significant moments.

Jen believes that the spaces we call home are of the utmost importance. It is this idea that motivates Jen to guide her clients through the process in a seamless fashion while also mentoring brokers to exhibit the same responsibility in their transactions. Her fresh, modern approach to real estate — whether navigating first-time homebuyers or marketing a luxury home — results in an ever-growing list of accolades, as well as lifetime friendships.

Professional Proficiencies

  • Honest, Informative + Open Communication
  • Client + Broker Advocacy
  • Professional Leadership

Jennifer is a certified yoga instructor, making it a daily habit to practice between morning coffee and walking her dogs. When Jennifer isn’t traveling, spending time with her family, hiking or snowboarding, she is actively involved with Giveback Homes and Habitat for Humanity.

Jennifer’s Home Staples

  • Her Dogs, Bodie + Cali
  • Yoga
  • Planning for Travel

303 506 0253


“Jennifer Fly is a true professional in every sense of the word. Jennifer is detailed, focused, 100% engaged and invested in you. Not only did she sell my home as a seller’s agent, but turned right around and became my buyer agent. Jennifer was able to sell my home and help me find a new home in a month…unbelievable! I truly enjoyed this experience with her, one which can be a very stressful process. Jennifer’s calm demeanor and her negotiation skills were invaluable to me. If you want an agent who will give her best, please reach out to Jennifer. Added bonus? She is a great human being!”

// Marianne J.

“Jen has been a Perfect Ten as our family’s go-to real estate pro! She is knowledgeable about the real estate market, intelligent, conscientious, thorough, prompt, attentive, true to her word, thoughtful, fair-minded, helpful, informed of community resources and local crafts people/venders, genuine, and enjoyable to work with.” 

// Mike + Theresa

“(We) had intended to rent in Colorado for a year before buying a house to be sure we wanted to live there.  When we drove down highway 36 from Denver to Boulder and dropped over the hill with a dramatic view of Boulder and the Flatiron Mountains, we knew this was where we wanted to live.  We decided to buy instead of renting a house but did not know a single person in Colorado.  We read relator reviews for a couple of nights and decided to go with Jen Fly who seemed to have the very best reviews.  What a great decision that was!!  We feel so fortunate that we had the steady, sure and professional guidance from Jen Fly.  She has been in the business a long time and knows the trade well.  She provided the kind of customer service that is so often missing in today’s world.  The superlatives that come to mind with Jen: diligent, dependable, tireless, highly motivated, caring, receptive to our needs, professional, spirited, genuine and thoughtful.  As a relator, Jen is exceptional in every way.  If you are looking for the very best realtor, you have found her.”

// Dick + Alice

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