Jennifer Dain

Real Estate Salesperson

Jennifer Dain

Jennifer Dain

Real Estate Salesperson

Guilford Brokerage

102 B Broad Street
Guilford, CT 06437
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With over a decade of real estate expertise and a lifetime of Connecticut roots, Jennifer knows that a home is more than just a transaction—it’s a milestone. She brings a unique "consultative" approach to the table, ensuring you are never just a client, but a partner in the process.

Jennifer’s career began in patient advocacy and high-level sales, a background that sharpened her ability to listen deeply and negotiate fiercely. Today, she uses those same skills to guide clients through the New Haven and Middlesex shoreline markets with transparency and trust...

With over a decade of real estate expertise and a lifetime of Connecticut roots, Jennifer knows that a home is more than just a transaction—it’s a milestone. She brings a unique "consultative" approach to the table, ensuring you are never just a client, but a partner in the process.

Jennifer’s career began in patient advocacy and high-level sales, a background that sharpened her ability to listen deeply and negotiate fiercely. Today, she uses those same skills to guide clients through the New Haven and Middlesex shoreline markets with transparency and trust. When she isn't scouting the perfect property in Guilford,Branford or Madison, Jennifer is likely gardening, refurbishing furniture, or enjoying life in Hamden with her husband, Brad, and their growing family.

With over a decade of real estate expertise and a lifetime of Connecticut roots, Jennifer knows that a home is more than just a transaction—it’s a milestone. She brings a unique "consultative" approach to the table, ensuring you are never just a client, but a partner in the process.

Jennifer’s career began in patient advocacy and high-level sales, a background that sharpened her ability to listen deeply and negotiate fiercely. Today, she uses those same skills to guide clients through the New Haven and Middlesex shoreline markets with transparency and trust. When she isn't scouting the perfect property in Guilford,Branford or Madison, Jennifer is likely gardening, refurbishing furniture, or enjoying life in Hamden with her husband, Brad, and their growing family.

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  • Awards
    • 2014 Team Silver award winners
    • 2018 Team Gold award winners
    • 2017 Bronze award winner
    • 2018 Bronze award winner
    • 2022 Bronze award winner
    • 2023 Silver award winner
  • Interests
    • Traveling
    • Cooking

Testimonials

Jennifer was a pleasure to work with! She taught my wife and I so much about the current real estate market and overall homeownership. Couldn’t have been happier with her level of commitment to helping us find our house!

Jeffrey Bartek

Jennifer was a pleasure to work with! She taught my wife and I so much about the current real estate market and overall homeownership. Couldn’t have been happier with her level of commitment to helping us find our house!

Jeffrey Bartek

I have worked with Jennifer Dain for a few years. She worked tirelessly to help me find the right place to move to, showing me many options. When the right place came along, she worked a miracle selling my home in such a short time. Everything she suggested turned out to make this sale so much better for me. I am impressed with the tools and the detail every sale gets. I would not hesitant to recommend Jen andSotheby.

Lorraine Mattei

Jenn was a true professional in every way possible. Have a question, no problem. Knowledgeable, personal, open and honest. I couldn’t have asked for more. Very pleased with every aspect of selling my home.

Roberta Satori

Dear Jennifer, I am writing you to express our sincere appreciation for the outstanding service you provided to our family. From the initial consultation to the closings. Jen you demonstrated impeccable communication professionalism in- depth knowledge of both sides as a Sellers agent and our Buyers Agent. The transactions weren’t easy. Your calm demeanor meant a great deal to us. Most of all your commitment and advocacy are attributes in business rarely seen today. We most definitely would recommend and use your services in the future. Sincerely, Anne and Peter

Anne Scandone

Working with Jennifer Dain was definitely exceptional. She went above and beyond. Jennifer was very efficient in preparing our house for sale.( Her knowledge of the current market helped to get us more than our asking price.) I feel that Jenn is a great asset to The William Pitt Sotheby’s company.

Arthur & Denise Granucci

Jennifer Dain is very good at her job. She walked with me through every step of the buying process and I couldn’t have made my purchase without her. She is smart, professional, and incredibly reliable. I would highly recommend Jennifer for all your real estate needs.

Mary Grace Carocci

I was so impressed with Jennifer’s dedication to sell my house. She came up with so many positive ideas. With these ideas planted in my mind, I relaxed and knew that she would make it happen. I would recommend her to anyone who is indeed looking for a dedicated agent to sell their home.

Mary d. Jordan

Jennifer is extremely knowledgeable and has a way of making a difficult situation seem easy. She was always available to answer any questions we had. She also took the time to keep our daughter informed and this was greatly appreciated. We feel very fortunate to have had Jennifer as our realtor and would highly recommend her to anyone selling or buying a house.

Thomas & Marianne Hession

Jennifer was an exceptional resource and advocate for me as a first time home buyer. She knows what she is doing and is able to explain everything. She worked tirelessly to make sure the process went as smoothly as possible. I’d recommend Jennifer as an agent to anyone.

Bethany Hull

Jen is amazing! She made everything for me easy and I didn’t have to worry. Always on her A game. I used her for buying and selling my home.

Thomas & Lauren Kellaher
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My Sales

30 Pawson Trail And 219 Pawson Rd
Branford, CT $1,950,000
SOLD

30 Pawson Trail And 219 Pawson Rd

Branford, CT

$1,950,000
  • 4 Beds
  • 5/2 Baths
  • 4,666 Sqft
107 New Canaan Road
Wilton, CT $1,250,000
SOLD

107 New Canaan Road

Wilton, CT

$1,250,000
  • 4 Beds
  • 2/2 Baths
  • 4,017 Sqft
280 Tanner Marsh Road
Guilford, CT $1,080,000
SOLD

280 Tanner Marsh Road

Guilford, CT

$1,080,000
  • 4 Beds
  • 2/1 Baths
  • 3,801 Sqft
34 Matteo Court
Madison, CT $975,000
SOLD

34 Matteo Court

Madison, CT

$975,000
  • 4 Beds
  • 4/3 Baths
  • 4,900 Sqft

Additional Communities

Click to view listings available

Additional Communities

Click to view listings available
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