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About Jennifer

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Meet Jennifer

Jennifer Twombly is a top Westport realtor and lifelong Westport, CT resident with The Jennifer Leahy Team at Compass — the #1 real estate team in Fairfield County. Backed by an elite, RealTrends-verified team with over $1B in career sales and record-setting transactions, Jennifer brings big-league marketing, strategy, and negotiation power to every client she represents. As a superb Westport listing agent, she is known for strategic pricing, elevated presentation, and skilled, professional negotiation — all focused on achieving the strongest price and terms for your sale.

With years of experience and an intimate knowledge of the local area, Jennifer has built a reputation for excellence, integrity, and truly personalized service. Her deep understanding of Westport’s neighborhoods, schools, and lifestyle allows her to position each home — and each buyer — for success in one of Connecticut’s most competitive markets. Jennifer’s client-first approach means she listens carefully to your needs, develops tailored strategies, and leverages Compass’s innovative tools and her team’s reach to ensure every transaction is seamless and rewarding. Whether you're buying your first home, upgrading to your dream property, or investing in Westport real estate, Jennifer is committed to guiding you every step of the way with expert negotiation, attention to detail, and genuine care.

Jennifer's expertise in the Westport market is unparalleled. As a top-ranked real estate expert, she earned the prestigious Five Star Professional designation for outstanding service and exceptional client satisfaction. In addition, her sales volume places her among the top-ranked professionals in the area. Her extensive market knowledge and local insights give her clients a distinct advantage, enabling them to make informed decisions and secure the best possible outcomes.
 
Beyond her professional achievements, Jennifer cherishes her time spent with her family and two beloved dogs, Lola and Lucy. Jennifer and her husband raised their 3 children in Westport and reside there today. When she's not assisting clients, you can often find her honing her culinary skills in the kitchen or enjoying the serene beauty of Compo Beach. These personal passions reflect Jennifer's warm and welcoming nature, creating an instant connection with those she works with. Committed to serving the needs of the community, Jennifer's dedication to her clients is unwavering. Whether you are a first-time buyer, a seasoned investor, or looking to sell your property, Jennifer Twombly is your trusted partner in the Westport real estate market. With her professional expertise, personal touch, and unwavering commitment, she is ready to guide you toward your real estate goals and help you discover the true essence of Fairfield County living.

 

Jennifer Twombly

Licensed Real Estate Salesperson at The Jennifer Leahy Team
LICENSE NUMBER
RES.0811180
ADDRESS
54 Wilton Rd Westport, CT 06880

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Your real estate journey deserves the care and expertise of a professional who truly understands the Westport market. Jennifer Twombly is committed to delivering exceptional results and building lasting relationships with her clients. Let’s collaborate to make your real estate goals a reality.

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