Hilary Maddox's Profile Photo

Hilary Maddox

Managing Director

Awards

2025: REAL Trends ā€˜America’s Best’ Real Estate Professionals List

Education

B.A. Princeton University - Majored in History of Science
Princeton Womens Lacrosse - 1996-2000 (Captain); National Championship Runner-Up (2000)

Charity

Proudly Supports:

Camp Harborview
The Brookline Teen Center
Brookline Youth Lacrosse - Youth Boys Coach
About Hilary
A 15+ year resident of Brookline, Hilary Maddox has high energy, a knack for numbers, and a passion for real estate. Hilary began her career in finance, spending six years in investment banking and venture capital before deciding to get out from behind the desk. She now uses her problem-solving skills, specialized market knowledge, and negotiating skills to help her clients' meet their real estate needs. Hilary is known for her enthusiasm, strong work ethic, trustworthiness and winning attitude.

Hilary grew up in a family that loves renovating. She has always had an an eye for design and a deep appreciation for the architectural integrity of a house. She also loves the challenge of a project: she completed a gut renovation of her 1890’s Pill Hill home, where she now lives with her two sons.

Hilary moved to Brookline at the age of six, where she attended the Park School before Groton School and Princeton University. At Princeton, she captained the Women’s Lacrosse team, leading the team to the National Championship Finals. Hilary brings the same high standards of leadership, dedication and teamwork to her real estate practice. She is committed to working hard, while having fun in the process. When she's not working or playing with her kids, Hilary loves wearing through her running shoes, exploring new restaurants, and finding the next best place to travel.

Hilary Maddox’s Listings

front view of a house with a street
a living room with furniture and a fireplace
a living room with furniture fireplace and large windows
a view of a balcony with dining table and chairs
a living room with furniture and a floor to ceiling window
a living room with furniture
a view of a dining room with furniture and a large window
a kitchen with stainless steel appliances granite countertop a stove and a sink
a large white kitchen with cabinets
a living room with furniture and a large window
a bedroom with a bed chair and window
a view of a house with backyard sitting area and garden
a yard with table and a chairs
a view of a table and chairs in the garden
a front view of a house with a garden
a house view with a garden space
a front view of a house with a yard
front view of a house with a yard
front view of a house with a yard
a view of a house with a garden
1/20
Listed By Compass

$5,000,000

5
Bedrooms
6,419
Square Feet
1.03
Acres
a front view of a house with a yard and garage
a living room with furniture and wooden floor
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a living room with furniture and a fireplace
a bedroom with a bed and a large window
a view of a dining room with furniture window and wooden floor
a kitchen with stainless steel appliances a stove a sink and a refrigerator
a bathroom with a tub sink and mirror
a view of a dining room with furniture a chandelier and wooden floor
a living room with a couch and a table
a living room with furniture a flat screen tv and a fireplace
a living room with furniture and a chandelier
a living room with furniture and a large window
a bathroom with a sink toilet and shower
a utility room with cabinets dryer and washer
a bedroom with a large bed and a fireplace
a bathroom with a sink double vanity and a mirror
a bedroom with a bed and a couch
a bathroom with a granite countertop sink mirror vanity and toilet
a bedroom with a bed and furniture
a bathroom with a sink a toilet and a window
a bedroom with a bed and a couch next to a window
a bedroom with a bed and a window
a living room with furniture
a view of walk in closet with clothes and shoes
a front view of a house with a yard and trees
a front view of a house with garden
a house view with a garden space
a view of a chairs and table in the patio
a view of an outdoor space and yard
a front view of a house with garden
a living room with furniture and a flat screen tv
a living room with furniture and a book shelf
a bedroom with a bed and a window
a bathroom with a sink and a mirror
a bedroom with a bed and a chandelier
front view of a house with a yard
an aerial view of a house with a garden
an aerial view of a house with a garden
1/40
Listed By CompassUnder Agreement

$4,995,000

7
Bedrooms
6,193
Square Feet
0.96
Acres