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Cheryl Ridgely

Cheryl’s life journey has taken her from east coast to west coast, the mid-Atlantic states, and to the Rocky Mountains where she has embraced all there is to love about living in Southwest Montana. Having owned and leased real estate while living in Bozeman & Big Sky now for more than 25 years, this is definitely the last best place to call home.

Her son and daughter-in-law are both MSU School of Engineering graduates. Her daughter and son-in-law are property and business owners in Bozeman & Big Sky, with whom she partners on real estate ventures. She regularly supports and encourages her grandchildren on the soccer field, golf course, ski hill, and horse riding arena. She has an extended blended family with two step-children and grandchildren who live near Pittsburgh.

Cheryl’s real estate story began when she was 9 years old helping her parents with turnover of their rental property. After college, she did 10 personal relocations in 7 states and had a lot of practice staging homes for resale before choosing to settle in Montana as home base. Cheryl’s passions include travel, golf, photography, the family dogs, and all things related to grandkid pursuits.

Cheryl Ridgely
Distinctive Properties, Institute for Luxury CLHMS & GUILD™

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Cheryl is a seasoned executive with more than 35 years of real estate, healthcare business, and management consulting experience. Having served in a senior leadership capacity for 15 years with a local health system, she led business development & market expansion initiatives. In this capacity Cheryl was responsible for strategic planning, real estate acquisition, land asset management & development, facility planning and construction project management for key installations, along with marketing communications and public relations. She has had oversight responsibility for more than $42M of commercial & residential real estate transactions, facility planning, and construction including the feasibility, architectural, & construction planning for the greenfield $24M Big Sky Medical Center. Additionally, Cheryl led the development team for a 55+ subdivision and $46M in infrastructure and vertical construction, along with managing land use master planning projects and numerous real estate lease transactions for the corporation.

She has owned and leased personal and vacation rental real estate while living in Bozeman & Big Sky for more than 25 years. Her investment property experience led to POA management & board experience. Since its founding in 2016, Cheryl has been an owner of Stay Montana, a vacation rental management company now operating in Big Sky, Bozeman, and the Flathead Valley. She is also an owner of RTE Property Group, a professional property management company providing multi-family, commercial, and association property management.

Cheryl has served on numerous community boards and has a passion for advancing economic initiatives to strengthen and improve our region and community.

Competitive Edge:

  • Decades of marketing experience
    - Cheryl has extensive marketing expertise that she brings to every engagement to successfully position the owner’s property in a competitive market place for the best possible return on investment. She will leave no stone unturned to sell your property, identify options and alternatives to benefit your real estate projects, and find your ideal new real estate investment. Cheryl is professionally trained in market research and applies that knowledge to sourcing data and information for the benefit of each client’s real estate transaction so buyers and sellers can make educated, informed decisions.
  • Land development expertise
    Cheryl has a deep understanding and working knowledge of land development, including navigation of municipal subdivision requirements and processes. She has decades’ long experience with commercial and residential construction project management from feasibility analysis and planning through vertical construction. Her work in economic development provides understanding of the synergies of real estate site selection, neighborhood development, and the overall contributions of each to create and maintain a vibrant community where people desire to live, work, and play. Cheryl has experience working with community, business, municipality & government leaders in Bozeman, Big Sky, Belgrade, and throughout the greater Gallatin Valley region.
  • Focus on spaces & places for diverse needs
    Cheryl embraced the role of universal design in creating beautiful and functional living environments to enhance lifestyles of all ages and generations. This became instrumental in her work to obtain her CAPS education & supported her efforts with active adult subdivision planning. With a forward thinking mindset, she can help clients plan for future transitions.
  • Loves where she lives, works, & plays
    Cheryl loves the concept of ‘cocooning’. As a full time working mom & executive for decades she knows the importance of finding and creating home and work environments that can be soothing, energizing, and rejuvenating to match today’s lifestyles. She loves matching a client’s life and work style with a home’s functionality and location to create a favorite haven for each inhabitant.
  • Creative experience marketing approach
    Cheryl has enjoyed working with owners to stage properties and create ‘memory spaces’ to showcase homes listed for sale and generate top of mind awareness with prospective buyers.
  • Skilled negotiator
    Cheryl has facilitated corporate and small business transactions for more than 35 years. She is a natural mediator and a key to her business success is understanding the needs and preferences of all parties and then identifying winning and workable solutions for mutual benefit of all.

Community Service & Professional Involvement:
Cheryl has worked extensively through the years to support various community organizations including: founding director and officer of Bozeman Deaconess Real Estate Development Corporation [2006-2017]; Prospera Business Network [2005-2013, Board President 2012]; HRDC - Human Resources Development Council District IX [2006-2013, Board Vice Chair 2011-2012]; Northern Rocky Mountain Economic Development District [2012 - 2017]; founding board member of Bozeman Fiber [2015-2017]; Leadership Bozeman 2015; Bozeman School District Long Range Planning Committee [2005-2017], Mental Health Local Advisory Council [2005-2013], and the City of Bozeman Economic Development Council [2011-2021].

Education & Certifications:
Cheryl received a Bachelor of Science degree in Public Administration and Social Services from West Liberty University in WV, and obtained Professional Teaching Certification from Central Connecticut State University School of Graduate Studies. She obtained her CAPS [Certified Aging in Place Specialist] designation from the National Association of Home Builders in 2013. Cheryl received her real estate salesperson license in 2018 and her broker license in 2022. She has completed the ERA Distinctive Properties certification and has earned the Certified Luxury Home Marketing Specialist designation and achieved GUILD™ recognition for her sales performance through the Institute for Luxury Home Marketing. She is also a member of the following organizations: National Association of Realtors, Montana Association of Realtors, Gallatin Association of Realtors, Big Sky Country Multiple Listing Service, Community Associations Institute, and the Institute of Real Estate Management.

Fun Facts

Words I live by?
Live life with intention
Places I've called home?
Nashville, Baltimore, Cheshire CT, Milwaukee, San Diego, Wheeling WV
Favorite drink?
Most rewarding project I've ever completed?
Big Sky Medical Center
Most recent home renovation?
Kitchen, floating wall with fireplace between living room & dining room, laundry room with dog wash tub & lockers for everyone's stuff
Favorite word?
Hygge (hoo-guh): a feeling of cozy contentment and well-being by enjoying the simple things in life



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