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Kathleen O'Grady

Kathleen O'Grady
Real Estate Agent (Salesperson)
Westport CT

Salesperson (CT: RES.0764194)

23 years experience

REALTOR® 3 Active Listings Serves Fairfield County, CT
View on Realtor.com

Contact Information

Brokerage
Compass Fairfield

Office Website
Office Address
54 Wilton Rd
Westport, CT  06880
(Fairfield County)
Office Phone
203-489-6499
Office Fax
203-405-0629
Mobile
203-913-7777
Email
ksog****@*********.net
Show Email for $5

Service Areas

Fairfield: CT Southport: CT Easton: CT Town Of Trumbull: CT Trumbull: CT Greens Farms: CT Westport: CT

About Kathleen O'Grady

**Professional Profile**

With a commitment to delivering innovative home marketing strategies and tailored property search services, this real estate team excels in navigating the dynamic landscape of the housing market. By harnessing cutting-edge technology and social media, they maintain a client-centric approach that prioritizes individual needs.

Their impressive track record speaks volumes, reflecting a history of successful listings and sales. The team's achievements are a source of pride, with their success defined by the strong relationships they cultivate with clients and friends alike.

**Education**
- Bachelor of Science, Fairfield University
- Master of Business Administration, Pace University

**Achievements**
- 2006-2019: Chairman's Elite - Top 1% of William Raveis Sales Nationwide
- 2017: Top Listing Team, Fairfield/Southport Office
- 2016: Ranked 1st Sales Team, Fairfield/Southport Office (Two consecutive years)
- 2015: Ranked 1st Sales Team, Fairfield/Southport Office
- 2014: Ranked 2nd Sales Team, Fairfield/Southport Office
- 2013: Ranked 1st Sales Associate, Fairfield/Southport; 3rd Sales Team, Fairfield/Southport
- 2012: Ranked 2nd Agent, Fairfield/Southport
- 2011: Ranked 2nd Agent, Fairfield/Southport
- 2010: Ranked 1st Agent, Fairfield/Southport

**Professional Associations**
- National Association of Realtors
- Connecticut Association of Realtors
- Greater Fairfield Board of Realtors
- Women's Council of Realtors

**Specializations**
- Seller Representation
- Buyer Representation
- Luxury Properties
- Waterfront and Beach Area Properties

**Community Engagement**
- Member, Gaelic American Club
- Member, Black Rock Yacht Club (Yachting Committee)
- Former Board Member, Community Sailing of Fairfield
- PTA Member, Ludlowe High School (Chair of Community Give Back Fundraising)
- Former PTA Member & Volunteer, TMS
- Former PTA Member & Volunteer, Mill Hill
- Volunteer, Near & Far Aid
- Volunteer, Homefront
- Committee Member, Pequot Library

**Personal Background**
A resident of Fairfield for over 30 years, this agent has deep roots in the community, with two children who graduated from the Southport/Fairfield school system. They are currently enrolled at Fairfield Prep and Villanova University.

**Service Areas**
- Fairfield
- Southport
- Westport
- Rowayton
- Easton
- Weston
- Stamford
- Referrals throughout Connecticut and nationwide

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

$1,729,276
Avg. Listing Price
From Kathleen'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, Kathleen O'Grady has 3 properties for sale in Westport and surrounding areas.

$499,000

Listed 2026-01-03

732 Tunxis Hill Rd
Fairfield, CT  06825

Beds: 4.0
Baths: 2.0
Sq Ft: 1,380
Lot: 6,534 sf
Single Family Map
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$200,000

Listed 2026-01-02

33 Nob Hill Cir Unit A
Bridgeport, CT  06610

Beds: 2.0
Baths: 1.0
Sq Ft: 900
Condos Map
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$1,999,999

Listed 2025-11-23

137 Millard St
Fairfield, CT  06824

Beds: 4.0
Baths: 3.5
Sq Ft: 3,000
Lot: 6,534 sf
Single Family Map
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Current Property Rentals

As of 2/17/2026, Kathleen O'Grady has the following rental properties available in Westport and surrounding areas.

$2,400

Listed 2025-03-17

69 Waterside Ln Unit 1
Clinton, CT  06413

Beds: 1.0
Baths: 1.0
Sq Ft: 432
Lot: 39,640 sf
Single Family Map
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$2,400

Listed 2025-03-17

69 Waterside Ln Unit 3
Clinton, CT  06413

Beds: 1.0
Baths: 1.0
Sq Ft: 432
Lot: 39,640 sf
Single Family Map
View Full Details

$2,400

Listed 2025-03-17

69 Waterside Ln Unit 2
Clinton, CT  06413

Beds: 1.0
Baths: 1.0
Sq Ft: 432
Lot: 39,640 sf
Single Family Map
View Full Details

$7,500

Listed 2026-02-12

87 Old Dam Rd
Fairfield, CT  06824

Beds: 3.0
Baths: 2.0
Sq Ft: 1,840
Lot: 7,841 sf
Single Family Map
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$6,000

Listed 2025-10-01

2 Ocean Ave
Milford, CT  06460

Beds: 4.0
Baths: 3.0
Sq Ft: 3,036
Lot: 4,792 sf
Single Family Map
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