Jennifer (Jenny) Holmes

Jennifer (Jenny) Holmes

Licensed Real Estate Salesperson

Rye

49 Purchase Street
Rye, NY 10580

Stamford

3 Roxbury Road
Stamford, CT 06902
  • Born In:
    New York, NY
  • Live In:
    Purchase, NY
  • Favorite Movie:
    Country Strong
  • Passion:
    Family
  • Interests:
    Walking, Reading, Tennis
  • Favorite Lyric:
    "Timing is everything."
  • Can’t Live Without:
    Patches and Midnight (my dogs)
  • Inspiration:
    My Mom

Jenny Holmes is a nationally recognized Realtor working in both Westchester County, N.Y and Fairfield County, CT and ranks in the top 1% of her company. Jenny works with a wide range of buyers and sellers. In 2021 she handled properties from $275,000 to $4,750,000—all with the same exemplary level of service

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 99% sell-to-list ratio.   And 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 rescues George and Midnight.

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.

Jenny Holmes is a nationally recognized Realtor working in both Westchester County, N.Y and Fairfield County, CT and ranks in the top 1% of her company. Jenny works with a wide range of buyers and sellers. In 2021 she handled properties from $275,000 to $4,750,000—all with the same exemplary level of service

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 99% sell-to-list ratio.   And 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 rescues George and Midnight.

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.

Jenny Holmes is a nationally recognized Realtor working in both Westchester County, N.Y and Fairfield County, CT and ranks in the top 1% of her company. Jenny works with a wide range of buyers and sellers. In 2021 she handled properties from $275,000 to $4,750,000—all with the same exemplary level of service

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 99% sell-to-list ratio.   And 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 rescues George and Midnight.

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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Testimonials

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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

“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

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

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

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

My Listings

120 Old Post Road #B205 $1,750,000 link

120 Old Post Road #B205

Rye, NY 10580 | Westchester County
$1,750,000
2 Beds 2/1 Baths 1,602 Sqft

Move right into The St. Regis Residences of Rye, this gracious home is being offered partially furnished with custom window treatments - A 55+ luxury lifestyle community. This...

2
bed
2/1
bath
1,602
sqft
1 Hillside Road $2,695,000 link

1 Hillside Road

Rye, NY 10580 | Westchester County
$2,695,000
5 Beds 4/1 Baths 4,116 Sqft 0.93 Acres

Live a convenient life in this centrally located Rye renovated colonial, located in a neighborhood that is close to Rye train station, golf, swimming, and shopping. This open floor...

5
bed
4/1
bath
4,116
sqft
120 Old Post Road #PH-E303 $1,745,000 link

120 Old Post Road #PH-E303

Rye, NY 10580 | Westchester County
$1,745,000
2 Beds 2/1 Baths 1,343 Sqft

Welcome to the St. Regis Residences, Rye, a 55+ luxury lifestyle community. This exquisitely-designed collection of condominium residences offers a full-service St. Regis staff...

2
bed
2/1
bath
1,343
sqft

My Sales

124 Bradford Avenue $4,749,000 link

124 Bradford Avenue

Rye, NY 10580 | Westchester County
$4,749,000
6 Beds 5/2 Baths 6,786 Sqft 0.56 Acres

A Modern Shingle Style Home Like No Other! NEWLY BUILT IN 2014 nestled on a LUSH and PRIVATE HALF ACRE with room for a POOL! Every aspect of his stunning beauty was carefully selected...

6
bed
5/2
bath
6,786
sqft
34 Lincoln Lane $3,787,500 link

34 Lincoln Lane

Purchase, NY 10577 | Westchester County
$3,787,500
8 Beds 7/4 Baths 10,210 Sqft 5 Acres

Taxes successfully grieved! Assessment reduced by 25%! Reduction will be implemented 2/2020. Spectacular colonial residence situated at the end of a peaceful cul-de-sac, in an...

8
bed
7/4
bath
10,210
sqft
120 Old Post Road #E106 $3,745,000 link

120 Old Post Road #E106

Rye, NY 10580 | Westchester County
$3,745,000
4 Beds 4/1 Baths 2,775 Sqft

The St. Regis Residences, Rye- A Life Extraordinary - Welcome to the St. Regis Residences Rye, a 55+ luxury lifestyle community. This exquisitely-designed collection of condominium...

4
bed
4/1
bath
2,775
sqft
670 Milton Road $3,692,000 link

670 Milton Road

Rye, NY 10580 | Westchester County
$3,692,000
4 Beds 3/1 Baths 3,386 Sqft 0.23 Acres

LIFESTYLE home on Milton Point- a BOATER'S DREAM!! Pull up to your own private deep water dock after a breathtaking sunset cruise. This luxury waterfront colonial boasts 10ft ceilings...

4
bed
3/1
bath
3,386
sqft
11 Archer Road $3,500,000 link

11 Archer Road

Harrison, NY 10528 | Westchester County
$3,500,000
5 Beds 5/1 Baths 7,851 Sqft 1.76 Acres

Spectacular rebuilt/new construction home nestled in the heart of Sterling Ridge. Inviting front mahogany porches to enjoy evening sunsets. Grand entertaining or informal family...

5
bed
5/1
bath
7,851
sqft
2 Westbank Road $3,065,000 link

2 Westbank Road

Rye, NY 10580 | Westchester County
$3,065,000
5 Beds 4/1 Baths 4,437 Sqft 0.26 Acres

Nestled in Hix Park, one of Rye's most coveted enclaves. 2 Westbank Rd offers wonderful privacy in a tranquil street. It is within walking distance to beach, marina and Milton...

5
bed
4/1
bath
4,437
sqft
35 Overhill Avenue $2,987,000 link

35 Overhill Avenue

Rye, NY 10580 | Westchester County
$2,987,000
5 Beds 4/1 Baths 4,152 Sqft 0.23 Acres

Ready for summer! Another beautiful home by Shoreline Projects, Sought after Milton Point location on quiet street near beach clubs, harbor and elementary school. Exceptional construction...

5
bed
4/1
bath
4,152
sqft
9 Dearborn Avenue $2,900,000 link

9 Dearborn Avenue

Rye, NY 10580 | Westchester County
$2,900,000
5 Beds 4/1 Baths 4,750 Sqft 0.24 Acres

Captivating design, superb craftsmanship, comfort and coastal charm unite in this elegant 12-room new home in Rye, NY. Located at 9 Dearborn Avenue in the Milton neighborhood,...

5
bed
4/1
bath
4,750
sqft
8 Puritan Woods Road $2,850,000 link

8 Puritan Woods Road

Rye, NY 10580 | Westchester County
$2,850,000
7 Beds 6/2 Baths 6,667 Sqft 1.32 Acres

8 Puritan Woods Rd offers it all! Situated on a cul de sac with a sweeping driveway. This move-in-ready transitional colonial, set on 1.32 acres, has 10ft ceilings on the first...

7
bed
6/2
bath
6,667
sqft