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Timothy Dailey

Timothy Dailey
Real Estate Agent (Salesperson)
Fairfield CT

Salesperson (CT: RES.0777812)

21 years experience

REALTOR® 1 Active Listings Serves Fairfield County, CT
View on Realtor.com

Contact Information

Brokerage
Higgins Group Re - Fairfield
Office Address
1499 Post Rd
Fairfield, CT  06824
(Fairfield County)
Office Phone
203-254-9000
Office Fax
203-256-2309
Mobile
203-209-1205
Email
timd*************@*****.com
Show Email for $5

Service Areas

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

About Timothy Dailey

Tim is a lifelong resident of Fairfield, Connecticut, bringing a wealth of knowledge about this cherished coastal community and its neighboring areas. Before embarking on his real estate career, Tim co-owned a highly successful floral business with his father for 54 years. This experience honed his professional skills and provided him with valuable insights into managing a thriving enterprise.

His deep-rooted connections and familiarity with the local landscape have enabled Tim to cultivate an extensive client base throughout Fairfield County, facilitating a seamless transition into a distinguished career in real estate.

Tim is also an active participant in the Fairfield community. His volunteer efforts include serving as a board member for the Wakeman Boys and Girls Club, participating in the Wakeman Hall of Fame Committee, chairing the Town of Fairfield Golf Commission, and presiding over the H. Smith Richardson Golf Club.

In addition to his community involvement, Tim is a passionate golfer, having achieved numerous accolades in the sport. His accomplishments include being a four-time champion at the H. Smith Richardson Golf Course, the 2016 New England Senior Champion, and a two-time winner of the Greater Bridgeport District Championship.

Tim and his wife, Breda, a teacher at Burr Elementary School and a respected translator of old Gaelic, are proud parents of two sons, John and Colin. Both sons have established successful careers in Fairfield County and Michigan. Tim and Breda continue to reside in Fairfield, actively engaging with the community and its diverse offerings.

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

$1,729,276
Avg. Listing Price
From Timothy'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 1/15/2026, Timothy Dailey has 1 property for sale in Fairfield and surrounding areas.

$885,000

Listed 2025-10-16

3430 Park Ave
Bridgeport, CT  06604

Beds: 8.0
Baths: 4.5
Sq Ft: 5,365
Lot: 16,117 sf
Multi Family Map
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Current Property Rentals

Timothy Dailey currently has no rental properties available in Fairfield and surrounding areas. Check back later.