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Madeleine Jefferson

Licensed Real Estate Agent

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About Madeleine
Madeleine "Maddie" Jefferson was immersed in real estate discussions from a young age, often overhearing them at the dinner table. With a father who founded his own development company, she gained a comprehensive understanding of the industry early on. As soon as she was able, Maddie started working part-time—and eventually transitioned to full-time—leasing and managing residential apartments. Surrounded by construction sites and design plans, she quickly developed a keen eye for detail and learned to help clients envision their future homes long before the walls were up.

After graduating from the College of Charleston in South Carolina, Maddie launched her career by marketing luxury properties in the prestigious Rittenhouse Square neighborhood of Philadelphia. Now based in Boston, she leverages her enthusiasm, experience, and signature Philly grit to assist clients in finding their perfect homes among the city’s charming brownstones, scenic waterfronts, and stunning skyline views.

When she's not delving into the latest listings or new developments, Maddie enjoys running along the harbor, horseback riding, and exploring the great outdoors. Her deep industry roots, market expertise, and hands-on experience make her a trusted advisor for anyone looking to buy or sell in the Boston area.

Madeleine Jefferson’s Listings

a living room with furniture a fireplace and a flat screen tv
a living room with furniture and a flat screen tv
a living room with stainless steel appliances kitchen island granite countertop furniture and a kitchen view
a dining room with furniture a fireplace and wooden floor
a kitchen with kitchen island white cabinets appliances and wooden floor
a kitchen with white cabinets stainless steel appliances and a window
a view of city from a balcony
a living room with furniture and a flat screen tv
a living room with furniture and a couch
a view of a chair and table in the balcony
a bathroom with a double vanity sink a mirror and a shower
a bedroom with a bed a flat screen tv and a large window
a bedroom with a bed and a desk
a bathroom with a sink a toilet and mirror
a view of a terrace with chairs
a view of cars parked in a parking garage
a picture of a counter top space
1/17
Listed By Compass

$1,499,900

2
Bedrooms
2,069
Square Feet
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
$1,290,000 | 133 I Street, Unit 3, Boston, MA 02127
1/21
Listed By Compass

$1,290,000

3
Bedrooms
1,772
Square Feet
a living room with furniture a flat screen tv and a large window
a living room with furniture and a table
a bedroom with a bed and a potted plant
a white toilet sitting next to a bathroom sink
a bedroom with a bed and a table
a bathroom with a toilet sink shower and mirror
a utility room with dryer and washer
a view of terrace with city view
a close view of water heater room
a building view
1/10
Listed By Compass

$999,900

2
Bedrooms
950
Square Feet
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
$599,900 | 262 Sidney Street, Unit 3, Cambridge, MA 02139
1/11
Listed By Compass

$599,900

2
Bedrooms
590
Square Feet
a living room with furniture and a table
a living room with furniture and wooden floor
a living room with furniture a flat screen tv and a table
a view of kitchen with cabinets and wooden floor
a kitchen with white cabinets and white appliances
a living room with furniture a wooden floor and a sink
a bedroom with a bed and a dresser in it
a bedroom with a bed and a table in it
a bathroom with a sink toilet and shower
a utility room with dryer and washer
1/10
Listed By Compass

$430,000

2
Bedrooms
746
Square Feet

Madeleine Jefferson’s Transactions

Past Sales
a swimming pool with outdoor seating and yard

$3,350,000

2
Bedrooms
1,811
Square Feet
$3,305,000 | 10 Bleecker St, Unit 7B | New York

$3,305,000

3
Bedrooms
2
Bathrooms

10 Bleecker St, Unit 7B

New York

a dining room with furniture window wooden floor

$1,450,000

2
Bedrooms
1,380
Square Feet
$1,385,000 | 12 Arnold Circle, Unit 9, Cambridge, MA 02139

$1,385,000

3
Bedrooms
1,476
Square Feet
$1,375,000 | 12 Arnold Circle, Unit 10, Cambridge, MA 02139

$1,375,000

3
Bedrooms
1,476
Square Feet
a view of kitchen with sink dining table and chairs

$1,300,000

4
Bedrooms
1,834
Square Feet
a kitchen with kitchen island a stove a refrigerator and a sink

$1,294,000

2
Bedrooms
1,451
Square Feet
a kitchen with granite countertop a sink stainless steel appliances and cabinets

$1,289,000

3
Bedrooms
1,732
Square Feet
$1,250,000 | 15 Sleeper Street, Unit 202, Boston, MA 02210

$1,250,000

2
Bedrooms
1,453
Square Feet
a living room with furniture and a large window

$1,225,000

2
Bedrooms
1,465
Square Feet
$1,210,000 | 150 Dorchester Avenue, Unit 312, Boston, MA 02127

$1,210,000

2
Bedrooms
1,409
Square Feet
a kitchen with stainless steel appliances a white refrigerator a sink a stove a dining table and chairs with wooden floor

$1,200,000

2
Bedrooms
1,595
Square Feet
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink

$1,160,000

4
Bedrooms
1,650
Square Feet
0.01
Acres
$1,125,000 | 346 Congress Street, Unit 301, Boston, MA 02210

$1,125,000

2
Bedrooms
1,123
Square Feet
a living room with furniture and a flat screen tv

$905,000

2
Bedrooms
1,377
Square Feet
a kitchen with stainless steel appliances kitchen island granite countertop a refrigerator and a stove top oven

$875,000

2
Bedrooms
1,139
Square Feet
a kitchen with stainless steel appliances granite countertop a sink a stove and a refrigerator

$805,500

2
Bedrooms
1,300
Square Feet
$760,000 | 360 West 2nd Street, Unit 6, Boston, MA 02127

$760,000

2
Bedrooms
942
Square Feet
Past Rentals
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink

$7,200

4
Bedrooms
$7,000 | 3 Pulaski Avenue, Boston, MA 02127

$7,000

4
Bedrooms
a living room with furniture a rug and a fireplace

$6,900

2
Bedrooms
a kitchen with stainless steel appliances a refrigerator a stove a sink dishwasher and a dining table with wooden floor

$6,600

4
Bedrooms
$6,600 | 3 Pulaski Avenue, Boston, MA 02127

$6,600

4
Bedrooms
$6,600 | 210 West 8th Street, Unit SF, Boston, MA 02127

$6,600

4
Bedrooms
a view of a dining room with furniture window and wooden floor

$6,500

3
Bedrooms
$6,000 | 1514 Columbia Road, Unit 2, Boston, MA 02127

$6,000

3
Bedrooms
a couple of cars parked in front of a building

$6,000

4
Bedrooms
a kitchen with stainless steel appliances granite countertop a refrigerator and a sink

$6,000

4
Bedrooms
a kitchen with granite countertop a sink stainless steel appliances and cabinets

$6,000

3
Bedrooms
$5,800 | 655 East 2nd Street, Unit 204, Boston, MA 02127

$5,800

3
Bedrooms
a living room with furniture and a wooden floor

$5,625

4
Bedrooms
$5,450 | 81 Prince Street, Unit 1, Boston, MA 02113

$5,450

3
Bedrooms
a living room with furniture and a wooden floor

$5,400

4
Bedrooms
$5,300 | 57 M Street, Unit 2, Boston, MA 02127

$5,300

4
Bedrooms
a living room with furniture and a flat screen tv

$5,250

2
Bedrooms
a living room with furniture and a flat screen tv

$5,200

4
Bedrooms