Jennifer (Jenny) Holmes

Jennifer (Jenny) Holmes

Licensed Real Estate Salesperson

Jennifer (Jenny) Holmes
  • M
Rye
49 Purchase Street
Rye, NY 10580
Stamford
3 Roxbury Road
Stamford, CT 06902

Years in Business

Properties Sold

Overall Sales Volume

About Me About Me

Jenny Holmes is a nationally recognized Realtor working in both Westchester County, NY and Fairfield County, CT and ranks in the Top 1% of her company. Jenny works with a wide range of buyers and sellers. In 2023, she handled properties from $275,000 to $7,300,000—all with the same exemplary level of service making herself the #1 Agent in the Rye office of Julia B. Fee Sotheby's International Realty. 

After starting with her family's real estate firm, then joining Julia B. Fee Sotheby’s International Realty in 2008, Jenny has earned a twenty year reputation for providing distinctive service. 

Jenny is incredibly passionate about her job, and works tirelessly to find the perfect home with her buyers and the perfect buyers for her sellers. For her sellers she consistently achieves a 100.2% sell-to-list ratio. For buyers she counsels and strategizes methods to navigate the competitive buying process.  

Jenny has been always lived in Westchester County having grown up in Rye and then settling in Purchase. She and her husband Billy have raised twin daughters, Madison and Savannah and their puppy rescue George.

Jenny's idea of relaxation is any type of exercise outside, whether it's walking, tennis, or kayaking on the Sound. She enjoys being active in the community, and is an avid supporter of My Sisters’ Place, Children's Hope Chest, Harrison Educational Foundation and University of Virginia Alumni Association.

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  • Born In New York, NY
  • Lives In Purchase, NY
  • Favorite Movie Country Strong
  • Passion Family
  • Interests Walking, Reading, Tennis, Crossword Puzzles
  • Favorite Lyric "Timing is everything."
  • Inspiration My Mom
  • Can't Live Without My dog George
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Agent Designations

  • Licensed Real Estate Salesperson

My Awards

  • HGAR Platinum Award Winner
  • Top 5% JBFSIR Agent
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My Listings and Sales

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Testimonials (18)

Jenny Holmes is absolutely the best. As is her daughter Madison who worked with her. Jenny is the one to have on your side, whether buying or selling. Madison brings a thoughtful, smart, and kind perspective which makes her very valuable to clients like us. Dick and Martha Pagen
Excellent Broker. I wish I had a person like Jennifer working for my company. SHE SHOULD BE REWARDED Edward and Jayne Bieber
Second time we have worked with Jenny. Both were great experiences. She took the time to understand what we were looking for and found us options that matched our goals, giving us a real choice. She continued to help through the paperwork all the way though our move in. Cannot recommend her enough. John J. and Shawn O'Neil
Lisa and Jenny were so lovely! They helped demystify the process of buying a home and we’re wonderful to work with throughout the entire process. Elizabeth Hil Kennedy
X Catherine Foulkes
Jenny Holmes is great! She is on top of everything and very quick to respond to questions and requests. Michael Tomaino
Jenny was absolutely wonderful during this whole process - from start to finish !! I can’t tell you how seamless she made a difficult emotional process for me ! Thank you Jenny and team ! Beth Meister Estate of William Straus
Jenny Holmes was amazing - we were looking for a home in Rye while we are living in California - Jenny was always there for us and went out of her way to show us homes virtually and in person - we recommend her with the highest rating. Alexandra and Eric Weinberger
Jenny Holmes is exceptional. She is thoughtful and focused and gives helpful advice. We know we are in good hands when represented by Jenny and William Pitt/Julia B. Fee Sotheby's International Realty Susan and James Schwab
Jenny was a pleasure to work with - she kept our needs in mind throughout the entire process, and helped us find the perfect home for our family! Amy; Eric Skott Pearl; Hartford
Jenny was extremely helpful in our rental search, and we are grateful that she thought of us and our family! We have already recommended her to other friend looking to come to Rye this fall! Thank you! Vivekanand Yerrapu; Kathryn Reddy
I was represented by Jenny Holmes in the sale of my home. She walked me through the home selling process seamlessly. She is a consummate professional and guided me the preparation of my home to handling a multiple bidding situation on my property that resulted in a favorable outcome for myself.” Rye Resident
Thank you for helping us so expertly and calmly through the process of selling and moving. We always knew you had our backs and we definitely appreciate all the little things you did to smooth the way when the various obstacles arose. It was not an easy process (probably never is) but you were straightforward and professional throughout and so easy to work with. Harrison, New York
An email sent to Paul Breunich, President and Chief Executive Officer. I am reaching out to you to let you know about our recent experience working with Jenny Holmes on the sale of our home. As I'm sure you know, there are many realtors in your industry who take on their role as a job or position to pass the time, but to Jenny, it's a career and that clearly came across during our engagement with her. Given my vocation, retaining the right person to advise my wife and me on the sale of our home was quite important. I interviewed a select few and none came close to what Jenny possesses as an advisor. Aside from the typical advice for preparing a home to go on the market and showings to prospective buyers, Jenny's value was during the marketing and negotiating stages. She was extremely strategic in her negotiations and her advice to us was spot-on every time. She managed our expectations and provided sound advice throughout the entire process. Her experience really showed during those negotiations and the end result was a great success. Harrison, New York
Jenny Holmes is a very savvy, honest broker that holds her clients and their best interest in the highest regard. We had a difficult transaction and she took control of the situation and guided us to a successful sale.” Harrison Resident
We hold Jenny in the highest regard and want to make sure your office knows how much we appreciate her hard work, advice and professionalism. She has done an amazing job that has encompassed all aspects of our new home purchase and previous home sale. We were passively looking for a new home in Rye as we had finished renovating our existing home just a few years ago. We knew we would only be interested in moving if we could find a new construction or a relocation to a quieter area. Also, within a modest increase to what we perceived to be our current value of our home. Through a lot of time, patience, and active listening on her part Jenny helped us find a home that fit what we were looking for perfectly. She focused on showing us the listings we would potentially have interest in and she always found time to meet with us within our busy schedules. She expertly handled all aspects of both transactions, from the negotiation on the purchase of our new home to negotiating the sale of our existing home successfully and swiftly. She had a clear understanding of key decision issues and the marketplace overall. She is an outstanding broker and we truly appreciate how she made a difficult process run smoothly from start to finish. She is a true professional and has been a pleasure to work with. Jim and Susan Schwab
“Jenny Holmes is a very savvy, honest broker that holds her clients and their best interest in the highest regard. We had a difficult transaction and she took control of the situation and guided us to a successful sale.” Harrison Resident
“I was represented by Jenny Holmes in the sale of my home. She walked me through the home selling process seamlessly. She is a consummate professional and guided me the preparation of my home to handling a multiple bidding situation on my property that resulted in a favorable outcome for myself.” Rye Resident

Additional Communities

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White Plains
341
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Port Chester
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Jennifer (Jenny) Holmes in the News

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  • Jennifer (Jenny) Holmes

    Jennifer (Jenny) Holmes

    Licensed Real Estate Salesperson
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