Jennifer Caulfield

Jennifer Caulfield

Realtor

Essex Brokerage

13 Main Street
Essex, CT 06426

In 2005, Jennifer Caulfield and Jane Macy Pfeffer - two of the Shoreline's most successful realtors - made a decision to join forces and a very compelling partnership, with 35 years of combined experience, was created! Since the partnership's inception, Jennifer & Jane Associates have pooled their considerable talents to become a dominating force in Shoreline real estate by providing clients with committed personal service and outstanding results.

Business Philosophy

This remarkable team believes that the sale or purchase of a home is one of the most important financial and emotional decisions their clients will make. Jennifer & Jane believe that all their clients deserve loyal an d committed personal service, dedicated marketing strategies and the best results brought about by the most capable professionals in the business. Anything less than the absolute best in every transaction is simply unacceptable.

Experience

Jennifer & Jane are best known as luxury and waterfront specialists, but they take great pride in working with buyers and sellers at every price point, from cottages to castles and condos to country homes. This team has had t he great privilege of working with CEO's of Fortune 500 companies as well as first-time homebuyers and all have experienced their commitment to excellence.

Jennifer has 25 years experience in the real estate profession, with proven results. She is consistently ranked among the most elite agents on her Board, and has earned many designations and top producer awards within her company. Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional.

Jane has 12 years experience in real estate and is ranked in the top five in dollar volume of listings sold and buyer controlled sales. 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. She holds a BA in Economics and a MBA in Finance.

Community

Both Jennifer and Jane have deep roots in their community. 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....

In 2005, Jennifer Caulfield and Jane Macy Pfeffer - two of the Shoreline's most successful realtors - made a decision to join forces and a very compelling partnership, with 35 years of combined experience, was created! Since the partnership's inception, Jennifer & Jane Associates have pooled their considerable talents to become a dominating force in Shoreline real estate by providing clients with committed personal service and outstanding results.

Business Philosophy

This remarkable team believes that the sale or purchase of a home is one of the most important financial and emotional decisions their clients will make. Jennifer & Jane believe that all their clients deserve loyal an d committed personal service, dedicated marketing strategies and the best results brought about by the most capable professionals in the business. Anything less than the absolute best in every transaction is simply unacceptable.

Experience

Jennifer & Jane are best known as luxury and waterfront specialists, but they take great pride in working with buyers and sellers at every price point, from cottages to castles and condos to country homes. This team has had t he great privilege of working with CEO's of Fortune 500 companies as well as first-time homebuyers and all have experienced their commitment to excellence.

Jennifer has 25 years experience in the real estate profession, with proven results. She is consistently ranked among the most elite agents on her Board, and has earned many designations and top producer awards within her company. Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional.

Jane has 12 years experience in real estate and is ranked in the top five in dollar volume of listings sold and buyer controlled sales. 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. She holds a BA in Economics and a MBA in Finance.

Community

Both Jennifer and Jane have deep roots in their community. 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.

Jane grew up in Mystic and has lived in Essex for 25 years. She is a Board member of the Essex Corinthian Yacht Club, a Trustee of the Ivoryton Playhouse and volunteers her time to Child and Family Services and the Connecticut River Museum. Jane was formerly the President of the Essex PTO and the Williams School Development Committee.

Experience the value of partnership with Jennifer Caulfield and Jane Macy Pfeffer.

In 2005, Jennifer Caulfield and Jane Macy Pfeffer - two of the Shoreline's most successful realtors - made a decision to join forces and a very compelling partnership, with 35 years of combined experience, was created! Since the partnership's inception, Jennifer & Jane Associates have pooled their considerable talents to become a dominating force in Shoreline real estate by providing clients with committed personal service and outstanding results.

Business Philosophy

This remarkable team believes that the sale or purchase of a home is one of the most important financial and emotional decisions their clients will make. Jennifer & Jane believe that all their clients deserve loyal an d committed personal service, dedicated marketing strategies and the best results brought about by the most capable professionals in the business. Anything less than the absolute best in every transaction is simply unacceptable.

Experience

Jennifer & Jane are best known as luxury and waterfront specialists, but they take great pride in working with buyers and sellers at every price point, from cottages to castles and condos to country homes. This team has had t he great privilege of working with CEO's of Fortune 500 companies as well as first-time homebuyers and all have experienced their commitment to excellence.

Jennifer has 25 years experience in the real estate profession, with proven results. She is consistently ranked among the most elite agents on her Board, and has earned many designations and top producer awards within her company. Drawing upon a significant corporate and financial background, Jennifer is a skilled negotiator and consummate professional.

Jane has 12 years experience in real estate and is ranked in the top five in dollar volume of listings sold and buyer controlled sales. 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. She holds a BA in Economics and a MBA in Finance.

Community

Both Jennifer and Jane have deep roots in their community. 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.

Jane grew up in Mystic and has lived in Essex for 25 years. She is a Board member of the Essex Corinthian Yacht Club, a Trustee of the Ivoryton Playhouse and volunteers her time to Child and Family Services and the Connecticut River Museum. Jane was formerly the President of the Essex PTO and the Williams School Development Committee.

Experience the value of partnership with Jennifer Caulfield and Jane Macy Pfeffer.

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  • Awards
    • Platinum Award, 2020

Testimonials

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

1 & 3 Neck Road $4,850,000 link

1 & 3 Neck Road

Old Lyme, CT 06371 | New London County
$4,850,000
4 Beds 3/1 Baths 6,742 Sqft 14.6 Acres

Introducing The Marsh House...a remarkable waterfront Village estate that incorporates a Main residence, sited at 1 Neck Road...originally a sheep barn constructed entirely of...

4
bed
3/1
bath
6,742
sqft
38 Old Mail Trail $1,100,000 link

38 Old Mail Trail

Westbrook, CT 06498 | Middlesex County
$1,100,000
4 Beds 1/1 Baths 1,344 Sqft 0.11 Acres

Tucked between two multi-million dollar homes under construction in the sought-after Grove Beach Terrace Association, this humble 1940's year-round home offers a potential buyer...

4
bed
1/1
bath
1,344
sqft
8 Meetinghouse Lane $215,000 link

8 Meetinghouse Lane

Old Lyme, CT 06371 | New London County
$215,000
2.5 Acres

This is a rare opportunity to create a fabulous residence on one of the last two remaining building lots on Meetinghouse Lane, a lovely and quiet cul-de-sac road close to the Village...

2.50
acre

My Sales

Old Saybrook Single Family $5,000,000

Old Saybrook Single Family

Old Saybrook, CT 06475 | Middlesex County
$5,000,000
5 Beds 5/3 Baths 7,053 Sqft 5.1 Acres

Rare and distinctive ct river custom built shingle-style waterfront, architecturally-designed, with every amenity imagineable. Pool, bluestone terraces, dock,sandy beach, 5 acres....

5
bed
5/3
bath
7,053
sqft
Old Lyme Single Family $3,050,000

Old Lyme Single Family

Old Lyme, CT 06371 | New London County
$3,050,000
5 Beds 4/2 Baths 6,222 Sqft 2.34 Acres

Significant, architecturally-designed, shingle style residence representing the finest construction and detail. Stunning connecticut river views, exquisite gardens, terraces and...

5
bed
4/2
bath
6,222
sqft