Jessica Witter

Jessica Witter-Aladesanmi

Vice President

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Awards

RealTrends Verified, 2025

Education



Client Testimonials

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" Jessica, Krystyna, and the whole team here are truly top-notch. Over the years we have worked with them to sell two homes and to buy three homes. Would not work with anyone else. They are extremely responsive and fast-moving with a high sense of urgency, professional, trustworthy, respectful, give great advice on staging, they are honest and have high integrity. They also surround themselves with an amazing network, so always have great connections to stagers, lenders, photographers, insurance reps, etc. who have made deals very smooth every time we have worked with them. Overall great experience and highly recommend. " - subscriptions998

About Jessica
NAR Speaker 2019

Realtor Magazine 30 under 30 Finalist 2015.

With wit, creativity and determination, Jessica Witter has earned her rightful place among the country's leading real estate authorities. She's an exceptional negotiator and marketer, and her elite customer service puts every client at ease.

As the co-founders of the Witter & Witter team, Jessica and her mother Joan, Sotheby's 2013 Massachusetts Realtor of the Year, excel at serving buyers and sellers from Boston to the Cape and everywhere in between. They offer an unrivaled understanding of the marketplace, and they're supported by a full-service team of professionals.

Jessica's path to real estate success was forged by her constant desire to challenge herself, and she first honed her sales skills at a car dealership. Never one to back down from a challenge, she entered real estate in 2009 on the heels of the global financial crisis. With her signature hard work and tenacity, Jessica quickly earned a loyal clientele and developed a talent for training and motivating others.

Jessica was born and raised in West Hyannisport and graduated from Bryant University with a bachelor's in communications and marketing. She is a 2015 Realtor Magazine 30 under 30 finalist and a frequent industry speaker, sales trainer and conference panelist.

Home Style Video at 221 Victory:

Jessica Witter-Aladesanmi’s Listings

$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
$1,599,000 | 799 Heath Street, Unit 2, Brookline, MA 02467
1/22
Listed By CompassUnder Agreement

$1,599,000

4
Bedrooms
2,366
Square Feet
a front view of a house with a yard
a front view of a house
a living room with furniture and a dining table with kitchen view
a view of a kitchen with stainless steel appliances wooden floor dining table and chairs
a kitchen with stainless steel appliances granite countertop a stove top oven a sink a dining table and chairs with wooden floor
a kitchen with stainless steel appliances granite countertop a sink stove and cabinets
a kitchen with stainless steel appliances wooden floor dining table and chairs
a view of a dining room with furniture window and wooden floor
a view of staircase with lots of frames on wall and wooden floor
a living room with furniture and a couch
a living room with furniture a flat screen tv and a fireplace
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a window
a bathroom with a sink a toilet and mirror
a kitchen with a washer and dryer in it
a bedroom with a bed and a flat screen tv
a bedroom with a bed and wooden floor
a view of walk in closet with clothes and shoes
a bathroom with a granite countertop toilet a sink and a window
a bedroom with a bed and window
a bedroom with a bed and a large window
a view of a room with gym equipment
a terrace of a house with outdoor seating
a view of a chairs and table in the back yard of the house
an aerial view of multiple house
$965,000 | 37 Rangeley Street, Boston, MA 02124
1/26
Listed By CompassContingent

$965,000

3
Bedrooms
1,726
Square Feet
0.15
Acres
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
$349,000 | 1600 West Street, Stoughton, MA 02072
1/19
Listed By Compass

$349,000

Unavailable
Bedrooms
Unavailable
Bathrooms
Unavailable
Square Feet
1.65
Acres