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

$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
$6,495,000 | 386 North Street, Greenwich, CT 06830
1/31
Listed By Compass

$6,495,000

5
Bedrooms
9,974
Square Feet
2.32
Acres
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
$5,575,000 | 25 Dialstone Lane, Riverside, CT 06878
1/35
Listed By Compass

$5,575,000

6
Bedrooms
6,520
Square Feet
0.28
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

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 a garage

$25,000

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

$25,000

5
Bedrooms
6,588
Square Feet
4.1
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 garden and plants

$21,000

5
Bedrooms
3,448
Square Feet
0.39
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 yard and a garage

$21,000

5
Bedrooms
10,006
Square Feet
2.01
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
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