You’re not buying a house. you’re buying a lifestyle.
Kathleen brings an experienced eye for design to everything she does, along with a passion for matching buyers to sellers and sellers to buyers.
Kathleen brings an experienced eye for design to everything she does, along with a passion for matching buyers to sellers and sellers to buyers.
After years in real estate, Kathleen Usherwood joined Compass in the fall of 2021. She was drawn to their luxury marketing skills, their use of client-friendly technology, and their commitment to a high bar of personal excellence provided to buyers and sellers. She and her husband, plus their two daughters, have been residents of Pound Ridge for over 24 years. She has been an active volunteer in the local schools, including Pound Ridge Elementary and The Harvey School where her daughters attended. Kathleen and her family have been active fosters for over 14 different rescue dogs. They are now the proud owners of two small dogs, a sweet Yorkie, and a feisty Chi. As a Parsons School of Design alumnus and former fashion designer,
Kathleen helped us close on our dream home and working with her was a wonderful experience! She is extremely knowledgeable on the local market and has strong working relationships with other brokers in the area, which were very...
Working with Kathleen Usherwood to find our perfect family home was such a wonderful experience from start to finish. She took the time to truly get to know us, understand our priorities, and learn exactly what we were looking ...
Kathleen is a fantastic real estate agent who is professional, knowledgeable and friendly. When we were looking for a house in Connecticut, she understood our likes and dislikes, was not pushy but was willing to show us innumer...
Kathleen is the best. She tirelessly helped me find a house -took me patiently to so many different places to narrow down where I would even like to move. She navigated the whole buying process. Naturally, when it was time to s...
Kathleen was fantastic from start to finish. Her staging advice made our house look its best, and her marketing strategy got us a sale above asking in less than a week. She's smart, thorough, and truly looks out for your best i...
We are so grateful to have worked with Kathleen in buying our first home. She’s extremely knowledgeable, incredibly hardworking, and always on call for questions big and small. As first-time home buyers, she was the ultimate re...
Final walk through nightmares or our lucky day? Kathleen took the time with our final walk through, we were able to spend time in the home and by doing so we found a small water leak coming from the primary bathroom onto the ce...
Kathleen is an incredibly dedicated and thoughtful agent. Her support and communication throughout our home buying journey was invaluable and she ensured that every detail was taken care of from paperwork to connecting us with ...
We were in search of an out-of-the-box home. Kathleen’s unparalleled knowledge of the northern Westchester/Western CT market truly made a difference. Her patience and attentiveness ensured a smooth journey to finding that uniqu...
We couldn't have found a more exceptional broker to guide us through our home search journey. Kathleen's dedication throughout the process made us feel confident that we were in the most capable hands. With her passion for the ...
Kathleen went above and beyond to find us the perfect home for our growing family. She understood what mattered to us, and was both attentive and patient for the entire year that we searched. Once we found the right home, she p...
Kathleen is AMAZING. She stuck by our side for a long search, and along the way was always honest, gave us things to think about in the process, but always stayed the course. She helped us get into our first home that we could ...
Kathleen gave us 100% of her time, expertise, and real estate know-how. She was committed to selling our house for the best possible price which she did! Kathleen guided us through the selling process with humor, strategic thin...
We cannot recommend Kathleen highly enough for your home sale and purchase. She was a true partner in the process, down to the landscaping and staging, which helped us get our home on the market and sold as quickly as possible ...
Kathleen was so knowledgeable and instantly knew what we wanted in a dream home. She is kind, easily accessible, and fun! We met Kathleen coincidentally at an open house. Without ever having met her, she immediately asked the q...
Kathleen is a highly resourceful and well-connected agent, who is a pleasure to work with. She was always available, highly responsive, and very effective-helping us buy and sell in two different states seamlessly!
I met Kathleen online in May when I was looking for a summer rental in Connecticut or upstate NY. After just one or two conversations, she got my requirements, my style, my budget and we began exploring houses together online. ...
I had the good fortune to be referred to Kathleen when my condo became available to rent or sell. She is the most dedicated and hard working agent a lessor could have asked for. She showed the property herself and never gave in...
Kathleen not only brokered the purchase of my dream home, a goal that seemed unattainable just 12 months ago...her business acumen, market knowledge, humor, and tenacity landed me in an antique home on the NY/CT border. She hel...
We cannot recommend Kathleen highly enough for your home sale and purchase. She was a true partner in the process, down to the landscaping and staging, which helped us get our home on the market and sold as quickly as possible ...
Perfectly blending suburban sophistication with New England charm, Westchester County, NY and Fairfield County, CT represent the premier destinations for those seeking an elevated lifestyle just outside NYC. This coastal and riverside region offers a diverse mix of vibrant, walkable downtowns, scenic Hudson River towns, and exclusive shoreline communities like Greenwich and Westport. Connected seamlessly to Manhattan via the Metro-North railroad, both counties boast top-tier public schools, historic architecture, and abundant green spaces—making the area the gold standard for luxury, convenience, and community-oriented living.
Welcome! Whether you've landed here intrigued by a unique property, or thinking about a weekend retreat, maybe a home to downsize in, raise a family or escape the city, you're in the right place. Your journey is my passion and I'd love to help you find your place to call home in the charming towns of Northern Westchester and Southern Connecticut. Please reach out to say hello!
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