Jennifer Caulfield

Jennifer Caulfield

Realtor

Essex Brokerage

13 Main Street
Essex, CT 06426

Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional. She is a Gold Award winner at William Pitt Sotheby's International Realty and has proven negotiation skills and an understanding of real property investments and real estate transactions. Jennifer, a long-time resident of Old Lyme, serves on the Board of the Connecticut River Museum, and contributes her time and assistance to Child and Family Services, the Florence Griswold Museum and the Lyme Academy College of Fine Arts. She is also a member of the Old Lyme Country Club, Essex Yacht Club and the Black Hall Club

Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional. She is a Gold Award winner at William Pitt Sotheby's International Realty and has proven negotiation skills and an understanding of real property investments and real estate transactions. Jennifer, a long-time resident of Old Lyme, serves on the Board of the Connecticut River Museum, and contributes her time and assistance to Child and Family Services, the Florence Griswold Museum and the Lyme Academy College of Fine Arts. She is also a member of the Old Lyme Country Club, Essex Yacht Club and the Black Hall Club

Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional. She is a Gold Award winner at William Pitt Sotheby's International Realty and has proven negotiation skills and an understanding of real property investments and real estate transactions. Jennifer, a long-time resident of Old Lyme, serves on the Board of the Connecticut River Museum, and contributes her time and assistance to Child and Family Services, the Florence Griswold Museum and the Lyme Academy College of Fine Arts. She is also a member of the Old Lyme Country Club, Essex Yacht Club and the Black Hall Club

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  • Awards
    • Gold Award, 2022, 2023
    • Platinum Award, 2020, 2021

Testimonials

My realtor with Sotheby's was terrific. She knew and understood what I wanted in a house and found it for me. I was delighted and would recommend her to all my friends,

Claudia Weicker

Thanks to Jennifer Caulfield for help and encouragement in a long and complicated sale I felt she was always there for me

Rosemary Willis

Jennifer Caulfield is professional, knowledegable, pragmatic and efficient. One of the best brokers I've ever worked with. Highly recommend her and WPSIR.

Kathryn Hunter

Mrs Caulfield was exceptional. She made the deal go through. What pro!!!

David McDermott

Recently I was responsible for the sale of an estate property. I contacted Jennifer Caulfield of William Pitt Sotheby's International to inquire about doing an appraisal and discuss marketing the property. From the first meeting until the sale, Jennifer's expertise and professionalism gave me complete confidence. She provided an impressive portfolio of William Pitt Sotheby's services and the proposed marketing strategy for the property. Her knowledge of the market and the unique features of the area and the home combined to bring about the sale to my complete satisfaction. Highly recommend!

Barbara Aubin

My realtor, backed by the exceptional support and infrastructure at WPS's handled a unique property to the end with professionalism and extraordinary attention and care. Would recommend them to all.

Robert Zdon

Jennifer is a wonderful realtor. She helped us with three properties this year.

Timothy & Robin D'Albenas

We have bought and sold 8 homes over the last 11 years because we were never able to find the right house in the right location. Old Saybrook and Essex have been our target but we’ve always “settled” nearby, unable to find the right house. Jennifer Caulfield brought us multiple offers on our sale and found the right house for us in the North Cove section of Old Saybrook. Right house. Right location. Right Agent.

Barbara & Charles Coffery

Great agent! William Pitt has great reach, very broad.

Rosemary Petersen

Xun Mei Del Sesto of Sotheby's in Chicago researched agents in SECT for me. She is a friend and a consummate professional with charm and approachability. Jennifer Caulfield is elegant, smart with Xun Mei's other qualities. She managed to sell our very unique house despite the challenges of the pandemic. It had been with another broker for over a year and a half prior to my signing with Jennifer. There had been very little action or communication. Our experience with Sotheby's and Jennifer Caulfield was the opposite. Jennifer was attentive and encouraging and she closed the deal, finding us a lovely buyer who will appreciate the house as much as we did for 20 years. We would highly recommend Jennifer Caulfield and Sotheby's affiliates.

Timothy & Katherine Love

My Listings

2 Village Lane $1,390,000 link

2 Village Lane

Old Lyme, CT 06371 | New London County
$1,390,000
5 Beds 4/1 Baths 4,910 Sqft 1.19 Acres

This architecturally designed and custom built residence is located on a beautiful and private cul-de-sac with comparable luxury homes as your neighbors! Sited on a rolling hill...

5
bed
4/1
bath
4,910
sqft

My Sales

32 Doane Road $4,100,000 link

32 Doane Road

Deep River, CT 06417 | Middlesex County
$4,100,000
5 Beds 5 Baths 5,791 Sqft 3.72 Acres

You are about to discover Windsong, an extraordinary and elegant refuge.This direct waterfront estate is equidistant from Boston and New York City; easily accessible by car, train...

5
bed
5
bath
5,791
sqft
22 Selden Road $3,400,000 link

22 Selden Road

Lyme, CT 06371 | New London County
$3,400,000
8 Beds 7/1 Baths 6,784 Sqft 17 Acres

" Blendon Hall " is a grand waterfront Italianate Estate designed by Charles Platt, built in 1902, set amidst 16 acres of historic terraced gardens, with pool and pool house, guesthouse,...

8
bed
7/1
bath
6,784
sqft
13 Riverview Street $3,300,000 link

13 Riverview Street

Essex, CT 06426 | Middlesex County
$3,300,000
3 Beds 3/1 Baths 3,657 Sqft 0.35 Acres

Sited on a picturesque lane in the historic Village of Essex, this North Cove waterfront residence was architecturally designed and custom built with understated elegance and an...

3
bed
3/1
bath
3,657
sqft