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Diane Dupont

Diane Dupont
Real Estate Agent (Broker)
Madison CT

Broker (CT: REB.0757757)

REALTOR® 1 Active Listings Serves New Haven County, CT
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Contact Information

Brokerage
William Pitt Sotheby's International Realty

Office Website
Office Address
373 Boston Post Rd
Madison, CT  06443
(New Haven County)
Office Phone
203-245-6700
Office Fax
203-245-6722
Mobile
203-245-6700
Email
dian*******@*****.com
Show Email for $5

Service Areas

Branford Center: CT Branford: CT East Haven: CT Clinton: CT Killingworth: CT Guilford Center: CT Town Of Guilford: CT Guilford: CT Madison Center: CT Madison: CT Town Of Madison: CT North Branford: CT Northford: CT New Haven: CT

About Diane Dupont

Diane is a seasoned real estate professional with a straightforward philosophy: to provide exceptional customer service tailored to her clients' unique needs. With a commitment to integrity and a wealth of industry knowledge, she ensures that every real estate transaction not only meets but exceeds client expectations. Diane's dedication to her clients’ goals—whether buying or selling—is evident in her enthusiastic approach.

Having earned her broker's license in 1987, Diane has cultivated extensive experience in both commercial and residential real estate. She previously served as president of her own real estate firm, where she honed her expertise in the market. Additionally, Diane collaborated closely with her husband, Richard A. Gentile, a well-known custom builder and developer, contributing to several significant projects in the Madison area.

Before her real estate career, Diane held the position of national account sales manager for Fortune 500 companies, which equipped her with valuable marketing skills and professionalism that she applies to her real estate practice. A consistent multi-million dollar producer, Diane has received numerous accolades throughout her career and is an active member of the National Association of Realtors, the Connecticut Association of Realtors, and the Mid-Shore Association of Realtors.

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

$613,085
Avg. Listing Price
From Diane's portfolio
3.4 / 2.4
Avg. Beds/Baths
Typical property size
2,083 sf
Avg. Square Footage
Interior living space
1654
Active Listings
Current inventory

New Haven County stands as Connecticut's second-most populous county and a fascinating study in real estate contrasts, where prestigious university towns meet post-industrial cities undergoing remarkable transformations. With 4,434 actively licensed real estate agents serving this diverse market, the county represents one of the most professionally saturated real estate environments in New England, reflecting both the complexity of local housing needs and the significant opportunities available to industry professionals.

The real estate landscape here defies simple categorization, spanning from New Haven's revitalized downtown districts and prestigious East Rock neighborhood to the affluent suburban enclaves of Madison and Guilford along the shoreline. What makes this market particularly intriguing is how Yale University's presence creates a unique dual economy—driving demand for both luxury faculty housing and affordable student accommodations, while simultaneously fueling commercial real estate development that serves the broader Connecticut economy.

Major New Haven County, Connecticut Real Estate Markets

New Haven anchors the county's real estate activity, but the market extends far beyond the Elm City's borders. Waterbury, often overlooked by coastal observers, has emerged as a surprising bright spot with its affordable housing stock attracting young professionals priced out of Fairfield County. Meanwhile, shoreline communities like Branford, East Haven, and West Haven offer compelling alternatives to their more expensive Fairfield County counterparts, providing coastal living at more accessible price points.

The Naugatuck Valley towns of Ansonia, Derby, and Seymour represent some of the state's most interesting redevelopment opportunities, where former manufacturing sites are being transformed into mixed-use developments. Hamden and North Haven serve as crucial suburban markets, offering family-friendly communities with reasonable commuting access to both New Haven and the broader New York metropolitan area, creating steady demand across multiple price segments.

Market Dynamics and Geographic Complexity

New Haven County's real estate market operates on multiple economic engines simultaneously, creating unusual stability even during broader market fluctuations. The Yale economic ecosystem provides consistent rental demand and faculty relocation needs, while the county's position between New York and Boston creates ongoing interest from commuters seeking value. Surprisingly, the county has seen significant interest from remote workers who discovered they could afford larger homes here while maintaining their metropolitan salaries.

Geographic diversity adds another layer of complexity, with coastal properties following different seasonal patterns than inland communities, and urban areas experiencing different appreciation rates than suburban markets. The county's real estate professionals must navigate everything from historic home regulations in places like Guilford to urban redevelopment incentives in New Haven and Waterbury, requiring specialized knowledge that varies dramatically within relatively short distances.

Why Businesses Need New Haven County, Connecticut Agent Contact Data

With all 4,434 licensed agents maintaining email contact information, New Haven County offers exceptional accessibility for businesses seeking to connect with real estate professionals. Mortgage lenders find this market particularly valuable because the diverse price points and property types create opportunities across their entire product spectrum, from first-time homebuyer programs to jumbo loans for shoreline properties.

Home service companies and contractors discover that New Haven County's mix of historic properties, new construction, and ongoing redevelopment creates consistent demand for specialized services. The concentration of educated, digitally-connected agents means marketing messages reach decision-makers who understand value propositions quickly, while the county's geographic diversity allows businesses to test different approaches across urban, suburban, and coastal markets within a single, manageable region.

Current Property Listings

As of 2/17/2026, Diane Dupont has 1 property for sale in Madison and surrounding areas.

$2,375,000

Listed 2026-01-08

132 Summer Hill Rd
Madison, CT  06443

Beds: 4.0
Baths: 4.5
Sq Ft: 4,517
Lot: 81,457 sf
Single Family Map
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$879,000

Listed 2026-02-16

6 Old Coach Rd
Killingworth, CT  06419

Beds: 4.0
Baths: 3.5
Sq Ft: 2,806
Lot: 91,040 sf
Single Family Map
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Current Property Rentals

As of 2/15/2026, Diane Dupont has the following rental property available in Madison and surrounding areas.

$2,100

Listed 2025-12-21

73 W Main St Apt 2
Clinton, CT  06413

Beds: 1.0
Baths: 1.0
Sq Ft: 960
Lot: 56,628 sf
Apartment Map
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