About Janis Hennessy
Luxury Properties Specialist / Sales VP - New Canaan Office
Four Elm Street, New Canaan, CT 06840
Email: Janis.Hennessy@raveis.com | Cell: 203.856.8827
New Canaan and Fairfield County Luxury Real Estate Agent| Pricing Strategy Specialist | Luxury Market Data | Negotiation Expert | 30 Years Experience
Bio
Janis Hennessy is a luxury real estate agent with nearly 30 years of experience serving New Canaan, Darien, Stamford, Norwalk, and Wilton. She has worked with clients of all needs: from moving around the world, to New York City, and just down the block, bringing the same level of care and expertise to every relocation, near or far. A frequent resource for families relocating from New York City, she helps them navigate everything from top-rated schools to commuter logistics as they make the move to suburban life. Luxury real estate is not simply about selling homes, it's about intelligence and disciplined negotiation. Janis's career is defined by data-driven pricing strategy, premium marketing execution, and results that consistently outperform the market, including strong sale-to-list price ratios, low days on market, strategic pricing that drives competitive demand, and maximum value through skilled negotiation. She has consistently ranked in the top 1.5% of real estate professionals in the United States, including in 2026. Her approach combines advanced market trend analysis, luxury market data interpretation, confidential representation, transaction risk management, and elevated, targeted marketing strategies. A repeated Diamond Award recipient, Chairman's Elite Club member, and Past President of the New Canaan Board of Realtors, Janis is widely respected for her leadership, discretion, and commitment to protecting her clients' financial interests. For discerning buyers and sellers of luxury real estate in New Canaan and Fairfield County, representation matters, Janis delivers a sophisticated, results-oriented experience designed to protect assets and build long-term value.
Professional Specialty
Board of Directors, New Canaan Board of Realtors
CT Realtors, Strategic Growth Committee
Past President, New Canaan Board of Realtors
Past Lead, New Canaan Board of Tax Appeal
Achievements
Top 1.5% of Real Estate Professionals in the U.S. (2026, REALTRENDS)
Chairmans Elite Award 2024, 2025
Top 15 Agent Company-wide, 2022
DIAMOND Level Top Producer
Five Star Professional
Personal
Originally from Boston, Janis and her husband have called New Canaan home for over 35 years, raising their two sons through the New Canaan Public Schools. Her sons went on to attend the University of Miami and Boston College, followed by graduate school at Georgia Tech Engineering and Harvard Business School, and now work in tech and media. Outside of real estate, Janis is an avid swimmer who also loves pilates and pickleball, and she enjoys taking advantage of the many wonderful talks and events that come through New Canaan.
$1,795,000
4 beds
4 baths
2,947 sqft
61 Sunrise Avenue, New Canaan, CT, 06840
New Listing
$12,000
4 beds
3 baths
2,533 sqft
133 Jelliff Mill Road, New Canaan, CT, 06840
$5,995,000
5 beds
7 baths
6,588 sqft
211 Oenoke Ridge, New Canaan, (Oenoke Ridge), CT, 06840
$4,999,000
6 beds
8 baths
6,658 sqft
19 Orchard Lane, New Canaan, CT, 06840
$4,675,000
6 beds
8 baths
8,070 sqft
85 Harrison Avenue, New Canaan, CT, 06840
Price Reduced
$4,195,000
6 beds
6 baths
7,201 sqft
148 Douglas Road, New Canaan, CT, 06840
$3,595,000
6 beds
7 baths
6,440 sqft
225 Marvin Ridge Road, New Canaan, CT, 06840
New Listing
$3,500,000
390 Smith Ridge Road, South Salem, NY, 10590
$2,995,000
5 beds
5 baths
3,250 sqft
16 Grace Street, New Canaan, CT, 06840
$2,995,000
5 beds
5 baths
5,731 sqft
148 West Hills Road, New Canaan, (Oenoke Ridge), CT, 06840
New Listing
$2,850,000
5 beds
5 baths
4,630 sqft
758 Smith Ridge Road, New Canaan, (Smith Ridge), CT, 06840
$2,725,000
5 beds
5 baths
5,900 sqft
96 Old Highway, Wilton, (South Wilton), CT, 06897
$2,595,000
4 beds
3 baths
3,264 sqft
667 Carter Street, New Canaan, CT, 06840
$2,525,000
8 beds
3 baths
3,443 sqft
2646 Boston Post Road, Darien, (Noroton), CT, 06820