Jennifer Twombly

Jennifer Twombly

Licensed Real Estate Salesperson

Social Media

Specialties

Licensed in CT

Luxury Property Specialist
Buyer's Agent
Listing Agent
New Construction
Antique Homes
Fairfield County

Education

Providence College - B.A.
University of Maryland - M.Ed.
Real Estate University - Principles and Practices
About Jennifer
Jennifer Twombly is a trusted real estate professional specializing in the vibrant communities of Fairfield County. Born and raised in Westport, Jennifer has an innate understanding of the local market dynamics and a deep love for the community she calls home.
 
With a passion for real estate, Jennifer finds great joy in helping her clients achieve their dreams of finding the perfect home. She is driven by the satisfaction of guiding her clients through the intricate process of buying or selling a property, ensuring a seamless experience from start to finish. Jennifer particularly appreciates the opportunity to connect with her clients on a personal level, understanding their unique needs and preferences to deliver tailored solutions.

Jennifer's expertise in the Westport market is unparalleled. As a top-ranked real estate expert, she has earned the prestigious Five Star Professional designation for her 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 provide her clients with 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 towards your real estate goals and help you discover the true essence of Fairfield County living.

Client Testimonials

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"It is with great pleasure that I recommend Jen Twombly for anyone seeking a dedicated and compassionate real estate professional. Jen recently assisted my elderly mother in selling her cherished home, and I am immensely grateful for the level of care and expertise that was demonstrated throughout the entire process. Selling a home is a daunting endeavor, but for an elderly senior who has built a lifetime of memories, it can be an emotionally overwhelming experience. Jen showed exceptional sensitivity and understanding towards my mother's attachment to her home. Her patience in listening to my mother's concerns, fears, and hopes demonstrated a level of empathy that truly set her apart.
What impressed me most about Jen was her ability to strike a perfect balance between professionalism and genuine human connection. She not only provided a thorough market analysis and tailored marketing plan but also took the time to engage in meaningful conversations with both my mother and myself. She patiently answered questions, addressed worries, and eased the transition by outlining each step of the process in a clear and comprehensible manner.
Throughout the marketing, negotiation, and closing phases, Jen demonstrated remarkable skill and negotiation prowess. We received a staggering 14 offers the first weekend the house was on the market. Jen helped sort out and understand the offers and was a terrific advocate for us in the negotiation phase. She was able to secure a deal that exceeded our financial expectations, providing peace of mind for my mother's future. In a world where it's often difficult to find professionals who truly care about their clients' well-being, Jen stands out as a beacon of compassion, integrity, and expertise. If you are seeking a realtor who not only possesses the technical knowledge to navigate the real estate market but also understands the emotional intricacies of selling a beloved home, I wholeheartedly recommend Jen Twombly."
~ L.L., Westport

"Jennifer is the most astute realtor. She provided phenomenal advice that resulted in a cash offer above asking within hours of the first showing! This was the smoothest transaction ever! I was very pleased to work with Jen on the sale of my home." ~ E.W., Westport

"What a wonderful experience it was working with Jennifer Twombly to sell my house. I met with her and she was a fantastic person - kind, understanding, competent, energetic, and diligent. She did not disappoint. She did an amazing job helping me to prepare the house, negotiating several offers, and finally getting me a higher price than I had expected. She was always in constant communication, letting me know about showings, providing feedback from prospective buyers and agents, and communicating directly with the real estate lawyer. This constant communication is a vital piece of the selling process and many agents drop the ball on this front. She was so understanding and supportive of this difficult and emotional process. I will recommend her to all of my friends who are buying or selling. She is a rare gem and a pleasure to work with." ~ L.B., Weston

"Jen is always prepared and extremely knowledgeable. She has cultivated positive relationships with other realtors in the area which helps when negotiating. Jen also has a good network to refer clients for support in the process - legal representation. Jen is extremely personable and kind while still being able to handle difficult situations. I think Jen is a very special and unique realtor offering spot-on market information while providing that personal touch in a very approachable manner." ~ K.R., Westport

"Jen is the consummate professional. She knows her market, is a highly skilled negotiator, and assumes a much appreciated no pressure posture. Working with Jen not only resulted in success, the process was an utter pleasure. In fact, she has become our family agent and is now helping my son to find his dream home. It is with the utmost confidence, backed by experience, that I recommend Jen Twombly as an invaluable asset in finding and securing the property of your dreams." ~ H.B., Weston

"We highly recommend Jen. She was fantastic with the sale of our house. Jen has excellent attention to detail, conscientious follow-through, and a supportive demeanor. She cares about her clients and protects them. We are very happy we chose Jen to sell our house." ~ D.F., Westport

"Jennifer gave us sound and level-headed advice from the get-go. She armed us with data and soothed our nerves along the way. She helped us time our sale perfectly and prepare our home with a fabulous design professional. She follows up on every detail in the fast-paced, high-stakes climate the pandemic created. Jennifer is well-versed in market expectations and negotiates expertly with maximum value and fairness. We could not recommend her more highly." ~ J.S., Weston

"Jen Twombly is a fantastic realtor. From start to finish her professionalism, attention to detail, and reassuring guidance were above and beyond. I would highly recommend her. She takes very good care of her clients and listens to them - a very important quality." ~ C.D., Westport

"As a realtor, Jennifer Twombly is the consummate professional. She is incredibly responsive and well-researched. Her steady demeanor and genuine thoughtfulness make her the perfect guide through a tumultuous real estate market. Her integrity is apparent every step of the way. Real estate agents are multi-faceted: market expert, deal broker and psychology guru… she excels at all of it. We could not recommend her more highly, she is exactly who you want by your side." ~ J.C., Weston

"Jen graciously and intelligently guided us through the entire process of selling our house in Westport. She was directly responsible for the successful conclusion of the sale. Because of her expertise and hard work, we achieved a sale price that was significantly higher than our expectations. She made perceptive suggestions about those things we needed to do to maximize the property’s value. From the outset, she inspired confidence and we followed her advice without hesitation. We always felt that Jen was on our team and that she would spare no effort to bring the transaction to a successful conclusion. In every respect, she was a model professional and we remain profoundly grateful for her assistance." ~ H.P., Westport

"Jen worked with us for close to a year navigating multiple options (build, buy) in a tough sellers’ market. Her knowledge of the area is extraordinary, and her guidance made the process super easy and enjoyable. Jen was wonderful taking the anxiety and stress out of a typically stressful situation. I can’t rave enough - 10 out of 10!" ~ B.G., Weston

"We were incredibly lucky and pleased for Jennifer Twombly to represent us when we sold our home. Jen has the perfect balance of modern day technology expertise and old school, on-the-ground market intelligence. In addition, she’s incredibly easy-going, always available for both big and small questions, very communicative, and extraordinarily patient. Furthermore, she was an excellent sounding-board as we weighed the pros and cons of various sales strategies. We have no doubt Jen’s presence with buyers made a material impact. As a result, Jen ultimately landed us an outcome that exceeded both our value and timing expectations. Jen is the person you want as your representative: smart, skilled, market leading subject matter expertise, and a professional who prioritizes your concerns." ~ J.S., Weston

"Apart from Jen’s skills as a top-notch realtor, what really impresses me is how she was able to listen. That skill has fallen by the wayside in recent years; however, she excels at it. My mother passed away and we needed to sell her home, where my sisters and I had grown up. Jen listened, put together a plan, and we signed on the dotted line. She helped take out the emotions when negotiating with would-be buyers and gave time to regroup when needed. Recommend her? Yes! Use her again? Without a doubt! Thanks for all your help, Jen!" ~ P.M., Westport

"My husband and I were relocated to Connecticut from Florida and worked with Jen Twombly to find our new home. What a great fit! We’re new to the area and Jen patiently helped us tour all of the surrounding communities to find ther perfect home for us. She was ready with recommendations for inspectors, an insurance agent, a contractor, even an arborist for our apple trees! Jen has a way of diffusiing the stress of searching for a new home and making it something to look forward to. What a lovely experience! And, we love our new home! All thanks to Jen!" ~ R.L., Wilton

"From the first meeting, Jen totally understood what we each wanted and found us the perfect home, on a cul de sac, with a pool, and a spacious yard but in the heart of Westport. Jen was knowledgeable and informative, but never pushy. She gave us great recommendations for local options, including my lawer, general contractor, and places to eat. Jen was a pleasure to work with. I would highly recommend her. In fact, I recommended her to my brother and he just closed on a house with her as well!" ~ A.A., Westport

"Working with Jennifer Twombly was truly a delight. As brand new homeowners, we had so many questions. Jen answered every single one of them and treated us with the utmost respect, patience, and kindness from day one. She was attentive to our needs and wishes, and we often wondered if she ever slept because she was seemingly available to assist us at a moment’s notice! We appreciated her professionalism and valued her advice during the homebuying process. Jen has a talent for making each client feel like the most important person, and we trusted her completely. We could not be happier or more in love with our new home! We thank Jen again for making the process feel so enjoyable and effortless." ~ K.R., Redding

Spotlight

Private Exclusive | Compass Coming Soon | 22 Limekiln Road, Redding

Introducing an extraordinary residence in Redding, CT, where modern luxury meets natural beauty on 9.59 private acres. This home, built by an experienced and renowned local builder, boasts a sophisticated design tailored to its breathtaking surroundings. The open floor plan seamlessly blends the main living spaces, creating an inviting environment perfect for both entertaining and everyday living. Finished to perfection on three levels, this 4,500 sq ft home offers 3 ensuite bedroom and a luxurious primary suite. Each level of the home is crafted with meticulous attention to detail, ensuring that every corner reflects the highest quality standards. The seamless integration of the interior spaces with the natural landscape, coupled with the home's focus on capturing stunning views, privacy, and natural light, makes this property a masterpiece of modern architecture and design. Experience the perfect blend of luxury and tranquility in a home that truly stands apart.
Private Exclusive | Compass Coming Soon | 22 Limekiln Road, Redding

Jennifer Twombly’s Listings

a front view of a house with a yard and garage
1/40
Listed By CompassUnder Contract

$2,395,000

Bedrooms
6
Bathrooms
6
Square Feet
4,725
Acres
0.26
a front view of a house with a garden
1/5
Compass Coming Soon

$2,345,000

Bedrooms
4
Bathrooms
5
Square Feet
4,500
Acres
Unavailable
a black and white photo of a lake
1/13
Listed By CompassUnder Contract - Continue To Show

$389,999

Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
Unavailable
Acres
4

Jennifer Twombly’s Transactions

Past Sales
front view of a house with a yard

$3,150,000

Bedrooms
7
Bathrooms
7
Square Feet
7,205
Acres
0.44
a front view of a house with swimming pool and view of house

$3,000,000

Bedrooms
7
Bathrooms
10
Square Feet
8,689
Acres
1.01
a front view of a house with a yard

$2,800,000

Bedrooms
5
Bathrooms
6
Square Feet
6,302
Acres
1.28
$2,700,000 | 170 Newtown Turnpike, Weston, CT 06883

$2,700,000

Bedrooms
5
Bathrooms
6
Square Feet
7,331
Acres
4.82
a view of house with a yard

$2,700,000

Bedrooms
6
Bathrooms
6
Square Feet
5,477
Acres
0.27
a front view of a house with a yard and trees

$2,700,000

Bedrooms
5
Bathrooms
7
Square Feet
5,500
Acres
0.73
a front view of a house with a yard

$2,495,000

Bedrooms
5
Bathrooms
6
Square Feet
5,936
Acres
2.5
a front view of a house with a garden and yard

$2,235,000

Bedrooms
6
Bathrooms
8
Square Feet
10,339
Acres
2.52
$2,150,000 | 5 Deerwood Road, Westport, CT 06880

$2,150,000

Bedrooms
4
Bathrooms
3
Square Feet
3,182
Acres
1.01
a front view of a house with a yard and garage

$2,150,000

Bedrooms
5
Bathrooms
6
Square Feet
5,286
Acres
0.3
an aerial view of a house with outdoor space and trees all around

$2,000,000

Bedrooms
5
Bathrooms
5
Square Feet
6,494
Acres
2.1
$1,825,000 | 127 Lords Highway, Weston, CT 06883

$1,825,000

Bedrooms
5
Bathrooms
5
Square Feet
4,192
Acres
3.4
$1,800,000 | 79 Walbin Court, Fairfield, CT 06824

$1,800,000

Bedrooms
4
Bathrooms
5
Square Feet
4,581
Acres
0.25
a front view of a house with a garden

$1,765,000

Bedrooms
3
Bathrooms
3
Square Feet
3,076
Acres
1.45
$1,749,000 | 71 Lords Highway East, Weston, CT 06883

$1,749,000

Bedrooms
5
Bathrooms
7
Square Feet
4,840
Acres
2.1
a front view of a house with a yard and garage

$1,700,000

Bedrooms
4
Bathrooms
5
Square Feet
4,148
Acres
0.51
a view of a house with a big yard

$1,630,000

Bedrooms
5
Bathrooms
5
Square Feet
5,200
Acres
2
a view of a house with swimming pool and porch

$1,600,000

Bedrooms
4
Bathrooms
3
Square Feet
3,047
Acres
0.53
Past Rentals
an aerial view of a house with a swimming pool

$35,000

Bedrooms
4
Bathrooms
6
Square Feet
5,409
a view of a swimming pool with a patio

$35,000

Bedrooms
5
Bathrooms
6
Square Feet
7,069
a front view of a house with a yard

$25,000

Bedrooms
5
Bathrooms
6
Square Feet
7,069
a front view of house with yard and trees in the background

$20,000

Bedrooms
4
Bathrooms
5
Square Feet
3,756
an aerial view of a house

$16,000

Bedrooms
4
Bathrooms
6
Square Feet
5,409
$4,800 | 201 Main Street, Westport, CT 06880

$4,800

Bedrooms
2
Bathrooms
2
Square Feet
935
a front view of a house with garden

$4,200

Bedrooms
3
Bathrooms
3
Square Feet
1,700