Kelly Connell
Partner
Fairfield County real estate leader Kelly Connell has spent 13 years helping clients successfully navigate one of life’s most significant financial decisions—buying or selling a home. Known for her market expertise, negotiation strength, and disciplined, client-focused approach, Kelly delivers strategically guided, financially sound results while providing exceptional, detail-driven service from start to finish.
As a Certified Senior Advisor (CSA)® and proud member of Compass Plus—Compass’ specialized division supporting older adults and their families through real estate transitions—Kelly brings both expertise and empathy to complex life-stage moves, from selling longtime residences to planning next chapters.
Kelly is the Principal of the Pinnacle Team, one of Fairfield County’s most successful real estate teams, and a Compass Founding Agent serving Darien, Rowayton, Norwalk, and New Canaan. She is a highly regarded local expert known for producing consistent outcomes through data-driven strategy, precise execution, and strong collaborative leadership.
Kelly’s path into real estate began when she met her business partner, Meggan Douglas, who represented her in two Rowayton home purchases. Inspired by those experiences, Kelly transitioned from a successful career in sales and marketing, bringing a results-oriented mindset, sharp attention to detail, and proven client service discipline that continues to fuel the Pinnacle Team’s impressive organic growth and high rate of repeat and referral business.
A University of Connecticut graduate, Kelly has lived in Rowayton since 2005. She values the area’s coastal lifestyle, deep community roots, and the opportunity to share firsthand local insight with her clients. Outside of work, Kelly treasures time with her family, including twin sons who attend Florida State University and her beloved dog, Tally the Boxer. She also enjoys boating on Long Island Sound, attending beach concerts, exploring new destinations, and cheering on the FSU football team.
Areas of Expertise
Luxury residential sales
Waterfront and coastal properties
High-end buyer representation
Strategic property marketing
Investment property consulting
Market pricing and valuation
Luxury home negotiations
Relocation assistance
New construction opportunities
Off-market property sourcing
Track Record & Achievements
Achievement | Details |
|---|---|
Years of Experience | 13+ Years in Luxury Real Estate |
Career Sales Volume | $185M+ Closed Transactions |
Homes Sold | 220+ Luxury Properties |
Average Client Rating | 5/5 Client Satisfaction |
Average Days on Market | 18 Days |
Negotiation Success | Consistently Achieves Strong Market Value for Sellers |
Local Market Focus | Coastal & Luxury Residential Communities |
Recognition | Top Luxury Property Specialist at Novalux |
Client Testimonials
"I cannot emphasize enough how amazing it is to work with Kelly. She has provided invaluable guidance and support throughout our journey to find our home. At each step in the process, she has gone above and beyond to equip us with the right information so that we felt comfortable with the decisions we made."
""Kelly helped us find exactly the type of house we wanted, in the area we wanted!! She makes each client feel like her only client by being incredibly responsive. Kelly sincerely cared that we were satisfied (and excited) about our new home, and she negotiated fiercely on our behalf. We couldn’t be more pleased with our experience!"

