
Jennifer Matthews
Licensed Real Estate Salesperson
Design Savvy, Wall Street Smart
A former home design magazine Publisher, and recognized industry leader, Jennifer spent more than twenty-five years leading sales teams - selling to and negotiating with the world's top luxury brands working on titles like Elle Décor, House & Garden, Western Interiors, Luxe Interiors + Design, and Cottages & Gardens (CTC&G, NYC&G, HC&G).
Prior to launching her real estate business, Jennifer was VP of Sales at Sotheby’s NYC in e-commerce luxury home where she mastered the art of client service and discretion working with luxury brands, dealers, interior designers, and their clients. She joined William Pitt Sotheby’s International Realty knowing the power of the global brand first hand.
Her home design and marketing advice is sought after proving invaluable in representing sellers to achieve the highest price for their property and representing buyers purchasing primary or weekend property– she really knows Connecticut, is armed with trade resources, and loves the hunt! Buyers and sellers benefit from her sales, sharp negotiating and analytical skills - developed early on Wall Street.
Jennifer and her husband moved to Rowayton, CT from San Francisco in 1999 and raised their son Andrew - along with a golden named Bentley, and two rescued black labs, Jack and Winston. You will find her working in the Rowayton office most days – so please stop in!
Fun Facts: Jennifer constantly rearranged furniture as a child, read Vogue at 10, loves a great tag sale, is a history, art, and classical architecture lover and mid-century modern fan. She digs preppy New England style, has a thing for sailing and boats, and all things equestrian - she took lessons at New Canaan Mounted Troop, her husband is a descendant of the Weed family in Darien, and a most notable life moment to date was being a “greeting family” for the arrival of her Majesty Queen Elizabeth II and Prince Philip in Bermuda at Tucker’s Point in 2008.
She is a member of the Decorator’s Club, HBRA (Home Builders & Remodelers Association), NAR (National Association of Realtors), DBOR (Darien Board of Realtors), the MLS, and supports local organizations like the Rowayton Arts Center, Farm Creek Preserve/Norwalk Land Trust, Bayley Beach, Rowayton Civic Association,...
A former home design magazine Publisher, and recognized industry leader, Jennifer spent more than twenty-five years leading sales teams - selling to and negotiating with the world's top luxury brands working on titles like Elle Décor, House & Garden, Western Interiors, Luxe Interiors + Design, and Cottages & Gardens (CTC&G, NYC&G, HC&G).
Prior to launching her real estate business, Jennifer was VP of Sales at Sotheby’s NYC in e-commerce luxury home where she mastered the art of client service and discretion working with luxury brands, dealers, interior designers, and their clients. She joined William Pitt Sotheby’s International Realty knowing the power of the global brand first hand.
Her home design and marketing advice is sought after proving invaluable in representing sellers to achieve the highest price for their property and representing buyers purchasing primary or weekend property– she really knows Connecticut, is armed with trade resources, and loves the hunt! Buyers and sellers benefit from her sales, sharp negotiating and analytical skills - developed early on Wall Street.
Jennifer and her husband moved to Rowayton, CT from San Francisco in 1999 and raised their son Andrew - along with a golden named Bentley, and two rescued black labs, Jack and Winston. You will find her working in the Rowayton office most days – so please stop in!
Fun Facts: Jennifer constantly rearranged furniture as a child, read Vogue at 10, loves a great tag sale, is a history, art, and classical architecture lover and mid-century modern fan. She digs preppy New England style, has a thing for sailing and boats, and all things equestrian - she took lessons at New Canaan Mounted Troop, her husband is a descendant of the Weed family in Darien, and a most notable life moment to date was being a “greeting family” for the arrival of her Majesty Queen Elizabeth II and Prince Philip in Bermuda at Tucker’s Point in 2008.
She is a member of the Decorator’s Club, HBRA (Home Builders & Remodelers Association), NAR (National Association of Realtors), DBOR (Darien Board of Realtors), the MLS, and supports local organizations like the Rowayton Arts Center, Farm Creek Preserve/Norwalk Land Trust, Bayley Beach, Rowayton Civic Association, Rowayton Historical Society, Open Door Shelter, and the Philip Johnson Glass House.
A former home design magazine Publisher, and recognized industry leader, Jennifer spent more than twenty-five years leading sales teams - selling to and negotiating with the world's top luxury brands working on titles like Elle Décor, House & Garden, Western Interiors, Luxe Interiors + Design, and Cottages & Gardens (CTC&G, NYC&G, HC&G).
Prior to launching her real estate business, Jennifer was VP of Sales at Sotheby’s NYC in e-commerce luxury home where she mastered the art of client service and discretion working with luxury brands, dealers, interior designers, and their clients. She joined William Pitt Sotheby’s International Realty knowing the power of the global brand first hand.
Her home design and marketing advice is sought after proving invaluable in representing sellers to achieve the highest price for their property and representing buyers purchasing primary or weekend property– she really knows Connecticut, is armed with trade resources, and loves the hunt! Buyers and sellers benefit from her sales, sharp negotiating and analytical skills - developed early on Wall Street.
Jennifer and her husband moved to Rowayton, CT from San Francisco in 1999 and raised their son Andrew - along with a golden named Bentley, and two rescued black labs, Jack and Winston. You will find her working in the Rowayton office most days – so please stop in!
Fun Facts: Jennifer constantly rearranged furniture as a child, read Vogue at 10, loves a great tag sale, is a history, art, and classical architecture lover and mid-century modern fan. She digs preppy New England style, has a thing for sailing and boats, and all things equestrian - she took lessons at New Canaan Mounted Troop, her husband is a descendant of the Weed family in Darien, and a most notable life moment to date was being a “greeting family” for the arrival of her Majesty Queen Elizabeth II and Prince Philip in Bermuda at Tucker’s Point in 2008.
She is a member of the Decorator’s Club, HBRA (Home Builders & Remodelers Association), NAR (National Association of Realtors), DBOR (Darien Board of Realtors), the MLS, and supports local organizations like the Rowayton Arts Center, Farm Creek Preserve/Norwalk Land Trust, Bayley Beach, Rowayton Civic Association, Rowayton Historical Society, Open Door Shelter, and the Philip Johnson Glass House.
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Testimonials
Jennifer was great - above and way beyond expectations. I had the misfortune of breaking my leg just prior to putting the house on the market, and she handled all of the logistics of final preparation and staging, not to mention the usual broker responsibilities. In an unusually volatile market, we worked closely on pricing and presentation, and ended up closing with an amount well above what the comparison homes went for. Very happy with the whole process!
It was great working with you on the purchase of a Connecticut Property. I am grateful for all of your help in making this a smooth transaction. Thank you for your partnership. I look forward to working together in the future. Thank you!!
Professional advice and research service with ultimate customer service attention to detail from your very pleasant agent, Jennifer Matthews. A+ all around!
What a pleasure it was to work with you...I know you will soar as you successfully transition from publishing to real estate. Let's work together again!
Jennifer is full of energy and positivity. Colleagues benefit greatly from her sales experience, leadership skills, professionalism, work ethic and industry connectedness. Jennifer’s motivation is infectious. She exhibits perseverance, adaptability, and a desire to continuously build on her skillset. She is a pleasure to work with.
Jennifer is smart, driven and effective. She is one of the hardest working people I know and she gets results. In addition to being a hard-worker she is also one of the kindest, most up-beat people I have ever met. She is one of those rare colleagues you enjoy working with because they are both fun and personable and get the job done. She is someone who I hope to continue have to have in both my personal & professional orbit throughout my career.
Jennifer is an extraordinary colleague and salesperson, always willing to go the extra mile, creative in her pitches and thorough in her follow-ups. She was directly responsible for the growth in our sales, working tirelessly to bring on new clients and enhance relationships with existing ones. She has been able to pivot with the business and in the face of the pandemic, showing her adaptability. Jennifer is also the loveliest and kindest person to work with!
I have had the honor to report directly to Jennifer Matthews, and I have never had a more collaborative or more supportive manager. Jennifer truly looks out for her team. In addition to being proactive and responsive, Jennifer is a strategic thinker who always manages to push the business forward.
Our client and his daughters are forever grateful as are we for your kindness. Thank you...you have made such a difference! Warm Regards,
Thank you so much for letting us into this beautiful home. We can't wait for the years to come filled with cooking, swimming, beach days, and movies!
Jennifer is one of the most proactive enthusiastic sales people we have worked with! She was always creative and out of the box and continually coming up with ideas and initiatives.
My Sales
18 Janes Lane
Stamford, CT 06903 | Fairfield County $1,250,0005 Beds | 4/1 Baths | 6,459 Sqft | 2.12 Acres |
This exceptional home is located on a quiet street of North Stamford within a mile of the Merritt Parkway, surrounded by two parks and two schools. This beautiful Contemporary...
- 5
- bed
- 4/1
- bath
- 6,459
- sqft
9 Patton Drive
Darien, CT 06820 | Fairfield County $915,0003 Beds | 2 Baths | 1,450 Sqft | 0.15 Acres |
Welcome to this beautifully updated sun-filled Cape Cod-style home, exuding a warm and inviting urban cottage vibe, nestled in one of Darien's most desirable neighborhoods. Perfectly...
- 3
- bed
- 2
- bath
- 1,450
- sqft
62 Raymond Street
Darien, CT 06820 | Fairfield County $865,0003 Beds | 2 Baths | 1,880 Sqft | 0.23 Acres |
Move right into this stylish updated Darien Dutch colonial on the border of Darien and Rowayton - enjoy close proximity to the water and quaint seaside village of Rowayton - the...
- 3
- bed
- 2
- bath
- 1,880
- sqft
37 South Street
Roxbury , CT 07683 $12,5003 Beds | 3/1 Baths | 1,700 Sqft | 3.42 Acres |
- 3
- bed
- 3/1
- bath
- 1,700
- sqft
88 Five Mile River Road
Darien, CT 06820 | Fairfield County $10,500/mo4 Beds | 3 Baths | 2,756 Sqft | 0.45 Acres |
The Connecticut coastline awaits you- an incredible and rare opportunity to live in Darien on the Five Mile River Road across the street from the water! This charming coastal colonial...
- 4
- bed
- 3
- bath
- 2,756
- sqft