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Jennifer Leahy

Jennifer Leahy
Real Estate Agent (Salesperson)
Greenwich CT

Salesperson (CT: RES.0798123)

24 years experience

REALTOR® 2 Active Listings Serves Fairfield County, CT
View on Realtor.com

Contact Information

Brokerage
Compass Connecticut Llc

Office Website
Office Address
200 Greenwich Ave 3rd Floo
Greenwich, CT  06830
(Fairfield County)
Office Phone
203-343-0141
Office Fax
Mobile
917-699-2783
Email
jenn**********@*******.com
Show Email for $5

Service Areas

Greenwich: CT Town Of Greenwich: CT Byram: CT Cos Cob: CT

About Jennifer Leahy

Jennifer Leahy is at the helm of the leading real estate team in Connecticut and the New York suburbs. With a commitment to exceptional client service, she leverages her extensive national and global connections, innovative marketing strategies, and thorough business practices to achieve outstanding results for buyers, sellers, and renters alike. A recognized authority in Connecticut real estate, Jennifer's insights are frequently featured in prominent publications such as The Wall Street Journal, The New York Times, and Bloomberg News.

Her accolades include being named Douglas Elliman’s top agent in Connecticut from 2016 to 2019, as well as leading the firm’s top team in both 2020 and 2021. Jennifer's career in real estate began in 2002, and she quickly distinguished herself in the mortgage sector, closing nearly half a billion dollars in loans. This results-oriented approach has translated into over half a billion dollars in sales at Douglas Elliman, positioning her team among the best in the nation. Additionally, she made a notable appearance on *Million Dollar Listing New York* (Episodes 3 & 4, Season 7) for a luxury property in Connecticut.

Beyond her professional achievements, Jennifer is deeply committed to her community and family. She serves on the Board of the Domestic Violence Crisis Center, teaches a bi-monthly meditation class for Douglas Elliman agents, and has previously held a board position with the David Lynch Foundation. Her community involvement also includes serving as a local Commissioner on Planning & Zoning and co-founding Cambodia's Children Education Fund. With a Master’s degree in Special and General Education from Bank Street College of Education, she has also taught at Eagle Hill School in Greenwich. Jennifer earned her undergraduate degree in Theater and Religious Studies from Fordham University. She resides in Fairfield County with her partner, two biological children, two stepchildren, and two dogs.

Fairfield County, CT Real Estate Market Analysis (Single Family Homes)

$1,729,276
Avg. Listing Price
From Jennifer's portfolio
3.8 / 3.3
Avg. Beds/Baths
Typical property size
3,262 sf
Avg. Square Footage
Interior living space
1648
Active Listings
Current inventory

Fairfield County, Connecticut represents one of the most sophisticated and affluent real estate markets in the United States, serving as a gateway between New York City and New England. This coastal region attracts high-net-worth buyers seeking luxury properties, waterfront estates, and convenient access to Manhattan's financial district. The market's proximity to NYC, combined with Connecticut's favorable tax environment and top-rated school districts, creates a unique dynamic that sustains premium property values even during economic uncertainty.

With 8,256 total actively licensed agents operating throughout the county, Fairfield County maintains one of the highest concentrations of real estate professionals per capita in Connecticut. What's particularly noteworthy is that all 8,256 agents have email addresses on file, indicating a tech-savvy professional community that embraces digital marketing and communication. This level of digital connectivity reflects the sophisticated clientele these agents serve and the competitive nature of the luxury market segments.

Major Fairfield County, Connecticut Real Estate Markets

The county's real estate landscape is anchored by several distinct markets, each with unique characteristics. Greenwich and New Canaan dominate the ultra-luxury segment, featuring multimillion-dollar estates and serving hedge fund executives and financial industry leaders. Stamford has emerged as a corporate hub with a growing condominium market, while Westport and Darien attract families seeking coastal lifestyle combined with excellent schools. Norwalk offers more accessible price points while maintaining proximity to major employment centers.

Danbury and Ridgefield represent the county's more affordable markets, though "affordable" is relative in Fairfield County terms. These areas have seen increased activity as remote work trends allow buyers to prioritize space over commute times. Fairfield and Trumbull provide middle-market opportunities, while Wilton and Weston cater to buyers seeking privacy and larger lots. Each submarket operates with distinct pricing dynamics, inventory levels, and buyer demographics.

Market Dynamics and Geographic Complexity

Fairfield County's real estate market operates on multiple tiers simultaneously, creating complex dynamics that require specialized knowledge. The luxury waterfront properties in towns like Greenwich can command $10-50 million, while inland communities offer homes starting in the mid-six figures. Seasonal fluctuations are pronounced, with spring and fall driving peak activity as families coordinate moves with school schedules. Interest rate sensitivity varies significantly by price point, with cash transactions common in higher-end segments.

Geographic complexity adds another layer of sophistication to market analysis. Coastal properties face different appreciation patterns than inland estates, while proximity to Metro-North railroad stations creates distinct value premiums. Municipal tax policies vary considerably between towns, influencing buyer decisions and creating pockets of relative value. The county's position as a bedroom community for NYC means that Manhattan market conditions often ripple through Fairfield County with a slight delay.

Why Businesses Need Fairfield County, Connecticut Agent Contact Data

The concentration of wealth and sophisticated real estate professionals in Fairfield County creates exceptional opportunities for businesses serving the luxury market. Mortgage lenders specializing in jumbo loans, wealth management firms, luxury home service providers, and high-end contractors all benefit from direct access to the county's 8,256 licensed agents. These professionals serve as gatekeepers to affluent clientele who require specialized financial products, premium services, and luxury amenities.

Having complete email contact information for all licensed agents provides unprecedented market reach for B2B companies. Whether launching new luxury home products, promoting wealth management services, or offering specialized insurance products for high-value properties, direct agent contact eliminates intermediaries and enables targeted marketing campaigns. The professional sophistication of Fairfield County agents means they're receptive to quality business partnerships that enhance their service offerings to demanding clientele.

Current Property Listings

As of 2/17/2026, Jennifer Leahy has 2 properties for sale in Greenwich and surrounding areas.

$5,575,000

Listed 2025-10-13

25 Dialstone Ln
Riverside, CT  06878

Beds: 6.0
Baths: 6.5
Sq Ft: 6,520
Lot: 12,197 sf
Single Family Map
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$8,750,000

Listed 2025-04-21

841 Winchester Rd
Norfolk, CT  06058

Beds: 5.0
Baths: 4.5
Sq Ft: 8,240
Lot: 5,009,400 sf
Single Family Map
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Current Property Rentals

As of 2/17/2026, Jennifer Leahy has the following rental properties available in Greenwich and surrounding areas.

$5,800

Listed 2025-10-08

100 E Putnam Ave Unit 206
Cos Cob, CT  06807

Beds: 2.0
Baths: 2.0
Sq Ft: 953
Apartment Map
View Full Details

$7,400

Listed 2026-01-25

100 E Putnam Ave Unit 211
Greenwich, CT  06807

Beds: 2.0
Baths: 2.0
Sq Ft: 40,120
Lot: 33,106 sf
Apartment Map
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$48,000

Listed 2026-01-02

4 Winker Ln
Westport, CT  06880

Beds: 7.0
Baths: 8.5
Sq Ft: 8,208
Lot: 43,996 sf
Single Family Map
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$20,000

Listed 2025-12-16

106 Patterson Ave
Greenwich, CT  06830

Beds: 5.0
Baths: 3.5
Sq Ft: 3,448
Lot: 16,988 sf
Single Family Map
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$6,300

Listed 2025-07-17

100 E Putnam Ave Unit 305
Cos Cob, CT  06807

Beds: 1.0
Baths: 1.0
Sq Ft: 971
Apartment Map
View Full Details