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Business Details
50+ Years
experience
Your Trusted Real Estate, Insurance, and Appraisal Experts in Cynthiana, KY
At Whalen & Company & Company, our core value is integrity, guiding every interaction with clients and the community. Established in 1953, we are a third-generation, family-owned business dedicated to serving the Bluegrass region through real estate, insurance, auctions, and appraisals. Our team of certified professionals brings decades of combined experience and local expertise to every transaction. We prioritize personalized service, ensuring clients receive tailored solutions for their unique needs. Our real estate agents specialize in residential and commercial properties, while our insurance division offers coverage from top-rated carriers.

As principal auctioneers and certified appraisers, we provide transparent, reliable services that uphold our reputation. With a focus on community, we manage rental properties in Cynthiana and Harrison County. Our clients benefit from our commitment to responsiveness and industry knowledge, as evidenced by positive testimonials. We take pride in being a trusted partner for all real estate-related needs.
Services
Real Estate Insurance Services Rentals Auctions Appraisals
Details
  • Year established: 1953
Highlights and features
  • We offer third-generation family-owned expertise in real estate and appraisals.
  • Our team includes certified residential and general real property appraisers.
  • Local knowledge spans Fayette, Scott, Bourbon, Harrison, and Nicholas Counties.
  • We provide responsive service across real estate, insurance, auctions, and appraisals.
  • Coverage from top-rated insurance carriers tailored to individual needs.
What people say
Very responsive Knowledgeable Dedicated Responsive service Successfully completed sale
Services
Real Estate
Whalen & Company & Company offers comprehensive real estate services for residential, commercial, and land properties. Our agents provide expert guidance through every transaction step, ensuring competitive pricing and market visibility. With local expertise in the Bluegrass region, we connect buyers and sellers for successful outcomes.
Insurance Services
As an independent agency, we offer tailored home, auto, commercial, and life insurance policies from top-rated carriers. Our agents analyze individual needs to secure affordable, comprehensive coverage. This ensures clients receive optimal protection aligned with their unique circumstances.
Rentals
We manage rental properties in Cynthiana and Harrison County, offering listings for homes and commercial spaces. Our team handles tenant inquiries, lease agreements, and property viewings. This service connects landlords with reliable tenants while maintaining compliance and transparency.
Auctions
Our professional auctions maximize returns for real estate, farms, and personal property. Led by certified auctioneers, we organize on-site events that attract qualified buyers. This approach ensures fair market value and efficient sales processes for sellers.
Appraisals
Certified appraisers deliver accurate, detailed reports for residential and commercial properties across five Kentucky counties. Utilizing local market analysis and rigorous standards, we ensure reliable valuations for transactions, taxes, or development planning. Clients benefit from timely, data-driven insights.
People
Isaac Whalen
Associate Broker, Principal Auctioneer
Fourth-generation real estate professional with expertise in auctions and property sales. Leads auction events and brokerage services while maintaining family legacy of integrity-driven transactions.
Mackenzie Leathers
Associate Broker, Appraiser
Certified residential appraiser and insurance agent known for responsiveness and client-focused approach. Manages property listings and valuation reports with attention to detail and market accuracy.
Gerry Whalen
Principal Broker, Appraiser
Senior broker with dual certification as a general real property appraiser. Oversees complex transactions and appraisals while mentoring junior agents in industry best practices.
Tiffany Whalen
Associate Broker, Insurance Agent
Insurance and real estate specialist connecting clients with tailored coverage and property solutions. Focuses on residential sales and policy optimization for local families and businesses.
Kevin Ritchie
Realtor
Experienced agent dedicated to residential and land transactions. Utilizes market knowledge to guide buyers and sellers through competitive real estate processes in the Bluegrass region.
Questions
What services does Whalen & Company & Company & Company offer?
We provide real estate sales, rentals, insurance, auctions, and appraisal services across central Kentucky.
Are your appraisers certified?
Yes, our team includes certified residential and general real property appraisers serving five counties.
How do your auction services work?
Our professional auctioneers organize on-site live events to maximize sales prices for real estate and personal property.
Can you help with rental property management?
We manage residential and commercial rentals in Cynthiana and Harrison County with full lease support.
Do you offer insurance policies from multiple carriers?
As an independent agency, we offer competitive options from top-rated insurance providers.
Reviews (6)
Jamie Pierce
Jun 25, 2021 Report
Mackenzie was amazing! She sold our house for us, 5 days after going on the market. She kept us informed of everything that was happening during the process. I can't say enough great things about her. Do yourself a favor and use Mackenzie Leathers for your real estate needs!
Nathaniel Tate
May 26, 2021 Report
Mackenzie has been great throughout the entire process of this first time home buyer. Very responsive and always there to answer any questions. She made everything much easier and I would recommend her to anyone.
Matt Weber
Apr 12, 2021 Report
Tiffany was very prompt with helping as soon as I walked into the building. Very friendly and professional.
Sandra Doyle
Feb 25, 2021 Report
MacKenzie was just phenomenal throughout the whole process! She sold my house extremely fast and got me a much better price for my house than I expected. She is incredibly professional and very responsive. I strongly recommend her and Whalen and Company for your real estate needs.
Laura Norcross
Nov 29, 2020 Report
Mackenzie was absolutely wonderful through the process of selling our home and buying a new one! She was very responsive, knowledgeable about all aspects of buying/selling, and dedicated to ensuring all parties would be happy. The sale of our home took awhile due to the buyer's lender, but Mackenzie was on top of everything quickly and did whatever she could if possible to move along the process. So thankful for her and will use her again (although I don't think we will be moving for awhile)! Highly recommend. :)
Linda Stubbs
Nov 24, 2020 Report
I have had Kevin Gaunce at Whalen and Co as my insurance agent for many years and every question or claim has been given personal and professional attention. I was so impressed with their speed of dealing with hail storm damage I received to my roof several years ago. They had an adjustor at my door quickly and a check issued within days. I highly recommend contacting Kevin Gaunce with any insurance needs. Linda Stubbs