Jennifer (Jenny) Holmes

Jennifer (Jenny) Holmes About Jennifer (Jenny)

Licensed Real Estate Salesperson

Jenny Holmes is a nationally recognized Realtor, serving clientele across Westchester County, NY, and Fairfield County, CT. Consistently ranking within the Top 1% of her company, Jenny’s expertise and commitment to excellence have made her a trusted name in the real estate market. Jenny successfully managed transactions ranging from $275,000 to $7.3 million, reinforcing her reputation for delivering exceptional results. Jenny's impressive achievements have earned her the distinction of being a leading agent at the Rye office of Julia B. Fee Sotheby’s International Realty. 

With over 20 years of experience in the industry, Jenny’s career began at her family’s real estate firm and flourished upon joining Julia B. Fee Sotheby’s International Realty in 2008. Jenny understands that home is more than just a place—it’s where life happens, where comfort, lifestyle, and memories are created. Whether representing a buyer or a seller, Jenny approaches each transaction with this core belief, ensuring every property is showcased to its highest potential. Her strategic approach has resulted in a 100.2% sell-to-list ratio for her sellers, while her insightful advice ensures that buyers navigate today’s competitive market with confidence.

A lifelong Westchester resident, Jenny’s roots run deep—from her childhood in Rye to her current home in Purchase. She and her husband, Billy, raised their twin daughters, Madison and Savannah, along with their beloved rescue pups, George and Booker. Jenny enjoys outdoor activities such as hiking, tennis, and kayaking on the Sound, embracing the beauty of the area she knows so well.  

Beyond her professional success, Jenny is a dedicated community advocate. She actively supports a variety of local and educational initiatives, including My Sisters' Place, Children's Hope Chest, the Harrison Educational Foundation, and the University of Virginia Alumni Association. Her passion for both her career and her community truly distinguishes her as a Realtor of unparalleled distinction.

 

READ MORE

Our agents are recognized in the communities they serve for their deep knowledge, expert guidance and commitment to excellence.

  • Lives In Purchase, NY
  • Born In New York, 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

Follow
Jennifer (Jenny)

Stay in the loop with Jennifer (Jenny) on the latest property buzz, catch exclusive new listings, get the local scoop, and immerse yourself in a world of real estate news!

Jennifer (Jenny) Holmes photo 1
Jennifer (Jenny) Holmes photo 2
Jennifer (Jenny) Holmes photo 3
Jennifer (Jenny) Holmes photo 4
Jennifer (Jenny) Holmes photo 5
Jennifer (Jenny) Holmes photo 6
Jennifer (Jenny) Holmes photo 7
Jennifer (Jenny) Holmes photo 8
Jennifer (Jenny) Holmes photo 9
Jennifer (Jenny) Holmes photo 10
Jennifer (Jenny) Holmes photo 11
Jennifer (Jenny) Holmes photo 12

Agent Designations

  • Licensed Real Estate Salesperson

Agent Awards

  • Top 1% JBFSIR Agent
  • HGAR Platinum Award Winner

AGENT Highlights

Years in Business

Properties Sold

Overall Sales Volume

My Listings and Solds

Loading listings...

double quote
Endorsements
Excellent! Daniel M. and Zareen Bayly
double quote
Endorsements
Our agent Jennifer Holmes was extremely attentive and assisted us in every way with the process of buying our new home and selling our present home. Steven and Frances Rosenberg
double quote
Endorsements
Very kind, smart and patient. Jenny was a pleasure to work with. Thank you. Paula Butler
double quote
Endorsements
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
double quote
Endorsements
Excellent Broker. I wish I had a person like Jennifer working for my company. SHE SHOULD BE REWARDED Edward and Jayne Bieber
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
X Catherine Foulkes
double quote
Endorsements
Jenny Holmes is great! She is on top of everything and very quick to respond to questions and requests. Michael Tomaino
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
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
double quote
Endorsements
“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
double quote
Endorsements
“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

COMMUNITIES
LISTINGS
White Plains
351
COMMUNITIES
LISTINGS
Port Chester
85

In The News

Westchester Magazine

These Are the Best Real Estate Agents in Westchester in 2022…

READ MORE

Luxury_Homes

From @WilliamPittSIR and @JuliaBFeeSIR in #Rye, New York is this elegant 12-room new home on a quiet street in the…

READ MORE
  • Jennifer (Jenny) Holmes

    Jennifer (Jenny) Holmes

    Licensed Real Estate Salesperson
    M.
    Rye
    49 Purchase Street
    Rye, NY 10580
    Stamford
    3 Roxbury Road
    Stamford, CT 06902

Contact

  • This field is for validation purposes and should be left unchanged.

QR Download Link

Scan to download agent info

  • Contact
CONTACT ME
Sign Up For Updates

Subscribe to receive the latest real estate market updates, exclusive new listings, architecture & design inspiration and more.