Jennifer Leahy's Profile Photo

Jennifer Leahy

Licensed Real Estate Salesperson

Revenue

Over $1B in Career Sales
$167M Sold in 2023
$132M Sold in 2024
Sold Great Island, Darien for $85M in 2023

Specialties

Buyer's Agent, Listing Agent

Education

Fordham University

About Jennifer

Jennifer Leahy leads one of the most respected real estate teams in Connecticut and the New York suburbs. Renowned for her exceptional client service, expansive network, expertise in new developments, and results-driven approach, she has closed over $1.25 billion in sales, establishing herself as one of the top agents in the nation. Among her standout achievements is representing the iconic Great Island in Connecticut, culminating in an $85 million sale—one of the highest in the country in 2023. The Jennifer Leahy Team is consistently recognized as the top team in the state by Real Trends.


Beyond her real estate success, Jennifer is deeply committed to giving back to her community. She serves on the board of the Domestic Violence Crisis Center, supports numerous local charities, and has taught meditation to real estate professionals since the pandemic. Her previous roles include serving on the board of the David Lynch Foundation and as a local Commissioner on Planning & Zoning. A certified yoga instructor, she has also taught at Eagle Hill School in Greenwich. Jennifer holds a Master’s degree in Special and General Education from Bank Street College of Education and a Bachelor’s degree in Theater and Religious Studies from Fordham University.


Jennifer resides in Fairfield County with her husband, four children, and two dogs.


Jennifer Leahy’s Listings

an aerial view of a house
a living room with furniture and a large window
a living room with furniture and a chandelier
a living room with furniture and a large window
a dining room with wooden floor a chandelier a wooden table and chairs
a kitchen with stainless steel appliances kitchen island granite countertop a sink and cabinets
a kitchen with stainless steel appliances a stove sink and cabinets
a kitchen with cabinets stainless steel appliances and counter space
a kitchen with white cabinets and white appliances
a living room with fireplace furniture and a large window
a living room with fireplace furniture and a large window
a living room with furniture fireplace and flat screen tv
a spacious bedroom with a large bed and a couch
a living room with furniture and a wooden floor
a view of a hallway with wooden floor and stairs
a view of entryway and hall with a couch
a kitchen with a sink and a refrigerator
a living room with furniture and a rug
a living room with furniture and a wooden floor
a view of a dining room with furniture window and wooden floor
a bedroom with a bed and a large window
a bedroom with a bed and a table
a bedroom with a large bed and a large window
a bedroom with a bed and a window
a spacious bedroom with a bed and a view of kitchen
an open kitchen with a fireplace and outdoor view
a view of a livingroom with wooden floor and cabinet
a view of entryway with wooden floor
a view of a room with gym equipment
a bathroom with a sink and curtain
a aerial view of a house with backyard and pool
1/31
Listed By CompassPending

$6,495,000

5
Bedrooms
9,974
Square Feet
2.32
Acres
a front view of a house with a garden and trees
a view of an empty room with wooden floor and stairs
a living room with furniture and a large window
a view of a dining room with furniture
a dining room with furniture and window
a large kitchen with kitchen island a stove a refrigerator a sink dishwasher and white cabinets with wooden floor
a large white kitchen with a large island oven a sink dishwasher and white cabinets with wooden floor
a kitchen with a dining table chairs and large windows
a living room with furniture and a fireplace
a view of cabinets a wooden floor and a window in a room
a view of a hallway with closet area
a bathroom with a sink and a mirror
a bedroom with a bed and a window
a spacious bathroom with a double vanity sink tub and mirror
a bedroom with a bed and a dresser
a en suite bathroom with a granite countertop sink and a mirror
a bedroom with a large bed and a window
a bedroom with a bed and a window
a bathroom with a double vanity sink mirror and double
a spacious bathroom with sinks mirror and tub
a living room with furniture and a flat screen tv
a bathroom with a sink and mirror with bathtub
a view of kitchen with stainless steel appliances refrigerator oven and cabinets
a living room with furniture a flat screen tv and a fireplace
a view of a room with gym equipment
a living room with furniture and a flat screen tv
a bedroom with a bed and a dresser in it
a spacious bathroom with double sink shower and two mirror
a view of a patio with couches fire pit and chairs
a view of a house with backyard porch and sitting area
a view of a big yard with a house in the background
a picture of a yard
1/32
Listed By CompassPending

$3,895,000

5
Bedrooms
7,964
Square Feet
1.22
Acres
an aerial view of a house with a swimming pool
a living room with furniture a fireplace and a flat screen tv
a living room with furniture a fireplace and a floor to ceiling window
a living room with furniture potted plant and a large window
a view of a balcony with table and chairs under an umbrella
a dining room with furniture and wooden floor
a living room with furniture and a large window
a dining room with furniture a chandelier and window
a kitchen with a table and chairs in it
a dining room with furniture and window
a dining room with a fireplace and a rug
a living room with furniture and a fireplace
a view of door
a bedroom with a bed a table window and couch
a bedroom with a bed and a fireplace
a view of white cabinet with two white cabinet
a spacious bathroom with a sink a toilet and shower
a bathroom with a sink and a bathtub
a room with furniture and window
a view of a room with gym equipment and floor to ceiling windows
a bedroom with a bed and a large window
a living room with furniture and a fireplace
a spacious bedroom with a bed and wooden floor
a bedroom with a bed and a flat screen tv
a kitchen with stainless steel appliances granite countertop a sink and a stove next to a window
a utility room with cabinets washer and dryer
a bedroom with a bed and a window
a bathroom with a toilet sink a shower and a mirror
a living room with furniture and a flat screen tv
a garden view with a seating space
a view of backyard with table and chairs under an umbrella
a front view of a house with garden
a view of a back yard
a view of a white house with a yard and potted plants
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
$1,750,000 | 51 Black Alder Lane, Wilton, CT 06897
1/40
Listed By CompassUnder Contract

$1,750,000

5
Bedrooms
4,732
Square Feet
2
Acres

Jennifer Leahy’s Transactions

Past Sales
an aerial view of a house with a lake view

$85,000,000

10
Bedrooms
13,107
Square Feet
60.92
Acres
an aerial view of a house with a lake view

$85,000,000

10
Bedrooms
13,107
Square Feet
60.92
Acres
Undisclosed Address, Darien, CT 06820

$12,500,000

5
Bedrooms
7.5
Bathrooms

Undisclosed Address

Darien

a view of a garden with plants

$11,770,000

7
Bedrooms
9,500
Square Feet
5.12
Acres
an aerial view of a house with a yard and outdoor seating

$11,000,000

7
Bedrooms
9,174
Square Feet
4.01
Acres
a front view of a house with a garden and plants

$10,500,000

5
Bedrooms
8,804
Square Feet
0.88
Acres
a front view of a house with a garden

$10,250,000

7
Bedrooms
10,058
Square Feet
8
Acres
a front view of a house with a yard

$7,975,000

4
Bedrooms
6,902
Square Feet
0.75
Acres
a front view of a house with garden

$7,850,000

8
Bedrooms
12,988
Square Feet
13.03
Acres
an aerial view of a house with a garden and lake view

$7,000,000

5
Bedrooms
6,044
Square Feet
1.01
Acres
a front view of a house with a yard and potted plants

$6,500,000

5
Bedrooms
7,809
Square Feet
1.25
Acres
$6,400,000 | 558 Lake Avenue, Greenwich, CT 06830

$6,400,000

7
Bedrooms
9,281
Square Feet
2.98
Acres
$6,250,000 | 19 Old Hill Farms Road, Westport, CT 06880

$6,250,000

5
Bedrooms
7,595
Square Feet
0.96
Acres
an aerial view of residential house with outdoor space and trees all around

$6,050,000

6
Bedrooms
5,210
Square Feet
1.03
Acres
a front view of a building with a garden

$5,352,100

6
Bedrooms
8,252
Square Feet
2.14
Acres
an aerial view of a house with garden space and ocean view

$5,250,000

6
Bedrooms
8,593
Square Feet
2.05
Acres
an aerial view of a house with garden space and street view

$5,235,000

6
Bedrooms
10,845
Square Feet
2.69
Acres
Past Rentals
a front view of a house with a garden

$72,000

7
Bedrooms
8,208
Square Feet
1.01
Acres
a view of a lake view

$70,000

7
Bedrooms
11,615
Square Feet
4
Acres
a front view of a house with a dirt yard

$50,000

4
Bedrooms
4,459
Square Feet
2.62
Acres
a view of a house with a big yard and large trees

$30,000

5
Bedrooms
6,020
Square Feet
2.51
Acres
$28,500 | 47 Carriglea Drive, Riverside, CT 06878

$28,500

5
Bedrooms
6,075
Square Feet
2.51
Acres
an aerial view of multiple house with a yard

$27,500

4
Bedrooms
6,020
Square Feet
2.51
Acres
an aerial view of multiple house with a yard

$26,500

5
Bedrooms
6,020
Square Feet
2.51
Acres
a front view of a house with a yard and trees

$25,000

5
Bedrooms
6,588
Square Feet
4.1
Acres
a front view of a house with a yard and a garage

$25,000

5
Bedrooms
7,297
Square Feet
2.01
Acres
a view of a big house with a big yard and large trees

$24,000

4
Bedrooms
4,540
Square Feet
1.14
Acres
$23,000 | 47 Carriglea Drive, Riverside, CT 06878

$23,000

5
Bedrooms
6,020
Square Feet
2.51
Acres
a front view of a house with a yard and a garage

$21,000

5
Bedrooms
10,006
Square Feet
2.01
Acres
$21,000 | 7 Evergreen Lane, Larchmont, NY 10538

$21,000

6
Bedrooms
11,617
Square Feet
3.40
Acres

Listing Courtesy of Douglas Elliman Real Estate

a front view of a house with a garden and plants

$21,000

5
Bedrooms
3,448
Square Feet
0.39
Acres
a front view of a house with a garden and plants

$20,000

5
Bedrooms
3,448
Square Feet
0.39
Acres
a front view of a house with a garden and plants

$20,000

5
Bedrooms
3,448
Square Feet
0.39
Acres
a front view of a house with a garden and plants

$20,000

5
Bedrooms
3,448
Square Feet
0.39
Acres
a front view of a house with a yard table and chairs

$20,000

6
Bedrooms
7,800
Square Feet
1
Acres