Cindy Raney


Over her 16 year career in real estate, Cindy has established herself as an elite realtor, recognized as a 5-Star agent by Zillow and Connecticut Magazine. As the lead partner for Cindy Raney & Co., Cindy helps her clients buy and sell luxury properties throughout Fairfield County. Because Cindy is a native of Fairfield, she is intimately familiar with the area and the charm every town has to offer throughout the county. Prior to building her successful real estate practice, Cindy earned her CFP and was a leading advisor for several financial services institutions.

Having transitioned with her family from Manhattan back to Fairfield, Cindy is acutely aware of what it’s like for people to relocate to the suburbs of Connecticut. Cindy’s motto is to provide every client with an “exceptional experience.” If you’re looking to buy or sell in Fairfield County, reach out to Cindy and experience the Cindy Raney & Co. difference.


Top 1% Agent Nationwide
Luxury Property Specialist


$1M+ Properties
Relocation from Manhattan
Vacation Homes




Working with Cindy was always our calm ballast even when twists and turns confronted us which essentially became the norm during the pandemic. Cindy constantly assessed the market and correctly told us when to take our house off the market and then again when to put it on the market safely and sure enough we came away with a wonderful offer we were very happy with. At every turn, I could count on Cindy being a total professional and having our best interests always in mind. When we need to make minor repairs to be ahead of any issues, she always had the proper referrals that would solve the problem quickly. My wife and I have proudly referred her to everybody that has asked us to suggest a good broker. Cindy is beyond good. I can’t imagine anyone better.
Jim Haskel
The decision to sell our first house after years of renting it was not an easy one. The decision to go with Cindy was. From day 1 to closing she was consistently proactive, responsive, supportive, and reliable. In a market that was anything but consistent and having buyers that were not the easiest to deal with, having someone with these qualities representing us was incredibly important to keeping our sanity during the process. Having used other agents in the past, I honestly can say Cindy was the most diligent, realistic, honest, and hardworking. Thank you, Cindy! And while I hope I don’t require real estate services in the future, if I did Cindy would, without question, be my choice of agent to represent us.
Katie Kwok
Cindy was a lifesaver for us navigating a tough buying process with a lot of hoops to work through. She advocated for us in a fantastic way, made sure every step went well, and connected us with helpful other professionals to settle mortgage/insurance/inspections etc so that the whole process was remarkably easy. Could not be happier with how it all turned out!
Morgan Breitmeyer

Sold Listings

23 Covlee Drive Westport

  • 5 Bed
  • 6 Bath
  • 4800 sq ft

3 Keene Road Westport

  • 6 Bed
  • 7 Bath
  • 5787 sq ft

13 Sprucewood Lane Westport

  • 5 Bed
  • 4.5 Bath
  • 5765 sq ft

1133 Cedar Road Southport

  • 5 Bed
  • 6 Bath
  • 6308 sq ft

249 Old South Road Southport

  • 4 Bed
  • 3.5 Bath
  • 4553 sq ft

591 Hulls Farm Road Southport

  • 5 Bed
  • 8 Bath
  • 8268 sq ft

75 Sasco River Lane Southport

  • 6 Bed
  • 6 Bath
  • 5359 sq ft

111 Golden Pond Lane Fairfield

  • 5 Bed
  • 6.5 Bath
  • 8279 sq ft

695 Morehouse Lane Fairfield

  • 4 Bed
  • 5 Bath
  • 6314 sq ft

1615 Cross Highway Fairfield

  • 4 Bed
  • 5 Bath
  • 4606 sq ft

15 Ridge Drive Westport, CT

  • 5 Bed
  • 4.5 Bath
  • 3840 sq ft

1310 Redding Road Fairfield

  • 5 Bed
  • 6 Bath
  • 4414 sq ft

345 Rowland Road Fairfield

  • 4 Bed
  • 2.5 Bath
  • 2850 sq ft

33 Evergreen Hill Road Fairfield

  • 5 Bed
  • 5 Bath
  • 4399 sq ft

308 Colonese Road Fairfield

  • 6 Bed
  • 5 Bath
  • 3778 sq ft

340 Burr Street Fairfield

  • 4 Bed
  • 3 Bath
  • 4263 sq ft

103 Osborne Lane Southport

  • 4 Bed
  • 3.5 Bath
  • 3488 sq ft

287 Senese Drive Fairfield

  • 4 Bed
  • 4 Bath
  • 3900 sq ft

590 Gilbert Highway Fairfield

  • 5 Bed
  • 3 Bath
  • 3396 sq ft