Caroline Howard

Licensed Real Estate Salesperson

Caroline Howard

Caroline Howard

Licensed Real Estate Salesperson

Rye Brokerage

49 Purchase Street
Rye, NY 10580
Visit my website
Languages spokenI Speak: English, Spanish

Passionate about homes, community, design, and the vibrant tapestry of Westchester County, Caroline’s path to becoming a dedicated real estate agent at Julia B Fee Sotheby's felt natural. Her unique journey of moving 21 times within the picturesque town of Rye has afforded Caroline an intimate knowledge of the diverse neighborhoods and lifestyles this area has to offer. With a rich background in retail buying and planning, she brings to real estate a distinct perspective and analytical acumen, honed through her experiences in managing diverse projects and anticipating market trends...

Passionate about homes, community, design, and the vibrant tapestry of Westchester County, Caroline’s path to becoming a dedicated real estate agent at Julia B Fee Sotheby's felt natural. Her unique journey of moving 21 times within the picturesque town of Rye has afforded Caroline an intimate knowledge of the diverse neighborhoods and lifestyles this area has to offer. With a rich background in retail buying and planning, she brings to real estate a distinct perspective and analytical acumen, honed through her experiences in managing diverse projects and anticipating market trends. Growing up in a household where design and cabinetry were central, she developed a profound appreciation for the art of creating beautiful, functional homes catered to the individual needs of the family. Her weekends growing up were often spent exploring open houses in Westchester and Fairfield counties, sparking a lifelong passion for real estate.

Caroline’s upbringing immersed her in the world of design and renovations, equipping her to understand the nuances of homes and their potential. She is committed to leveraging both her professional expertise and personal experiences to facilitate seamless real estate transactions, matching individuals and families with homes that resonate with their unique needs and aspirations. With a keen eye for functional design and a deep love for the local community, Caroline strives to empower clients with the insights needed to envision and personalize their dream spaces. Caroline is dedicated to both assisting buyers in finding their ideal homes and effectively representing sellers in marketing and selling their properties. 

Passionate about homes, community, design, and the vibrant tapestry of Westchester County, Caroline’s path to becoming a dedicated real estate agent at Julia B Fee Sotheby's felt natural. Her unique journey of moving 21 times within the picturesque town of Rye has afforded Caroline an intimate knowledge of the diverse neighborhoods and lifestyles this area has to offer. With a rich background in retail buying and planning, she brings to real estate a distinct perspective and analytical acumen, honed through her experiences in managing diverse projects and anticipating market trends. Growing up in a household where design and cabinetry were central, she developed a profound appreciation for the art of creating beautiful, functional homes catered to the individual needs of the family. Her weekends growing up were often spent exploring open houses in Westchester and Fairfield counties, sparking a lifelong passion for real estate.

Caroline’s upbringing immersed her in the world of design and renovations, equipping her to understand the nuances of homes and their potential. She is committed to leveraging both her professional expertise and personal experiences to facilitate seamless real estate transactions, matching individuals and families with homes that resonate with their unique needs and aspirations. With a keen eye for functional design and a deep love for the local community, Caroline strives to empower clients with the insights needed to envision and personalize their dream spaces. Caroline is dedicated to both assisting buyers in finding their ideal homes and effectively representing sellers in marketing and selling their properties. 

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Testimonials

After getting engaged in July 2025, my fiancé and I set out to purchase our first ever home. We had our sights set on Westchester, but with low inventory in one of the world’s hottest housing markets, we were unsure where to begin. Cue Fiona and Caroline. Fiona and Caroline helped us from beginning to end. They worked around our schedules, and met us on weekends for open houses and private showings. They connected us with their network of mortgage brokers, real estate attorneys, inspectors, painters, and contractors. They also helped us navigate a rather complex transaction. Fiona prioritized our concerns, always making the time—no matter how late or early—to discuss our options and strategize. She is a strong, experienced, and skillful advocate, and advised us of which concerns were worth raising and which were more likely to sour the buyer-seller relationship, often reminding us that: “sellers are from Venus, and buyers are from Mars.” Fiona and Caroline remained optimistic and calm throughout the entire process—two qualities that made the world of difference when my fiancé and I felt discouraged and uncertain. By following their advice and guidance, we successfully landed our dream starter home (beating out ten other offers!) after only one month of house hunting. We’ve learned that buying a home is no easy feat. As with most transactions, there are uncertainties and inevitabilities that arise. The one thing you can be certain of: having a fantastic real estate duo who will be at your side when those challenges arise.

Katherine C. & Will G.

After getting engaged in July 2025, my fiancé and I set out to purchase our first ever home. We had our sights set on Westchester, but with low inventory in one of the world’s hottest housing markets, we were unsure where to begin. Cue Fiona and Caroline. Fiona and Caroline helped us from beginning to end. They worked around our schedules, and met us on weekends for open houses and private showings. They connected us with their network of mortgage brokers, real estate attorneys, inspectors, painters, and contractors. They also helped us navigate a rather complex transaction. Fiona prioritized our concerns, always making the time—no matter how late or early—to discuss our options and strategize. She is a strong, experienced, and skillful advocate, and advised us of which concerns were worth raising and which were more likely to sour the buyer-seller relationship, often reminding us that: “sellers are from Venus, and buyers are from Mars.” Fiona and Caroline remained optimistic and calm throughout the entire process—two qualities that made the world of difference when my fiancé and I felt discouraged and uncertain. By following their advice and guidance, we successfully landed our dream starter home (beating out ten other offers!) after only one month of house hunting. We’ve learned that buying a home is no easy feat. As with most transactions, there are uncertainties and inevitabilities that arise. The one thing you can be certain of: having a fantastic real estate duo who will be at your side when those challenges arise.

Katherine C. & Will G.

We had an excellent experience working with Caroline Howard. We were looking for a rental for our family while renovating our home, and Caroline was outstanding throughout the process. She negotiated hard on our behalf and was far more prepared and proactive than many agents we’ve worked with in both Westchester and NYC. Caroline’s market knowledge, attention to detail, and professionalism really set her apart. She made a potentially stressful situation feel manageable and ensured we were well represented every step of the way. We would highly recommend her to anyone looking for a reliable and skilled real estate agent.

Ru & George Ibrahim

We can't say enough good things about working with Caroline Howard! When we started our home search last spring, she had a wonderful way of combining deep professionalism with genuine good humor that made the search feel more fun and much more manageable. Caroline listened attentively to our needs, was thoughtful in her recommendations, and responded to our (numerous!) questions quickly and to the point. Exactly the kind of support we needed! And she stayed connected and kept us on her updates even after our active search ended. Thank you, Caroline!

Zhenia & Micky Stadnick

Caroline was the ultimate professional. She was prompt and honest, friendly and caring. She responded within hours to me when I first reached out to her for help. We needed a short term rental while our primary home was under construction. Caroline came back to me with options, prices and detailed information about each listing. I highly recommend working with her. In addition to her professional demeanor she is a lovely young woman and I will use her again for our real estate needs without any hesitation!

Hillary Kennedy

Hi Caroline, I felt it was important to take a minute to write you and say THANK YOU! Your follow up and attention to detail was amazing, as soon as I reached out to you, you replied with answers and found us exactly what we needed. I am very grateful, you made what appeared to be daunting... easy and seamless. We were moved in temporary housing within 2 weeks of my first contact with you! Amazing! The next time I need a Real Estate Agent you'll be my first call!

Hillary and Philip Kennedy

Outstanding work by Fiona Dogan and Caroline Howard, who made the process clear and transparent and were able to anticipate potential issues and deal with them in a no fuss manner. Would love to provide constructive feedback but I can’t think of anything- Fiona just needs to keep doing what’s she’s doing.

Mark and Carol Annett

Excellent suite of services provided by Fiona Dogan of the Rye city office in NY. The staging process, while daunting and loads of work for sellers, was carried out efficiently and surely did the trick in getting in our multiple bidders for our home. We also greatly appreciated it was included in the overall package pricing. Caroline Howard subbed in for Fiona with our pre-closing and closing activities and did a fantastic job communicating with us as well. Fiona is a wonderful person, very good at her job, and super easy to work with - I've already recommended her to several people in Rye for near-term selling :-) Thank you for all. The only ask I've have is that the overall realty and Sotheby's in particular, should consider offering up to all/most sellers an option to have furnishings sold (to the public) in an equally expeditious fashion. We would have loved that help as it took tons of time to sell our high-end pieces and some did not sell as we ran out of said time before closing. Please consider offering this. Thanks.

Cathy; Brian Durei; Morrissey

We had an excellent experience looking at both For Sale & For Rent properties across Westchester County over the last year. Highly recommend using this Sotheby's!

Christopher; Madison Howard; Kempf Howard
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My Listings

655 North Street
Harrison, NY $2,295,000

655 North Street

Harrison, NY

$2,295,000
  • 7 Beds
  • 5/2 Baths
  • 6,430 Sqft

My Sales

723 Boston Post Road
Rye, NY $4,500,000
SOLD

723 Boston Post Road

Rye, NY

$4,500,000
  • 5 Beds
  • 5/1 Baths
  • 5,759 Sqft
2 Puritan Road
Rye, NY $3,070,000
SOLD

2 Puritan Road

Rye, NY

$3,070,000
  • 4 Beds
  • 3 Baths
  • 4,886 Sqft
1 Morehead Drive
Rye, NY $2,905,000
SOLD

1 Morehead Drive

Rye, NY

$2,905,000
  • 5 Beds
  • 4/1 Baths
  • 4,280 Sqft
19 Walnut Street
Rye, NY $2,895,000
SOLD

19 Walnut Street

Rye, NY

$2,895,000
  • 5 Beds
  • 4/1 Baths
  • 3,546 Sqft

Additional Communities

Click to view listings available

Additional Communities

Click to view listings available
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