Cindy Raney, Realtor

  • BIO
  • As a lifelong resident of Fairfield, Connecticut and its surrounding towns, Cindy Raney knows this area inside out. With an average of $25 million in sales per year, and as a top producer at Riverside Realty for the past ten years, Cindy has the experience to get her clients the houses they want. Cindy is excited by the whole scope of real estate – from clients searching for their first home to experienced homeowners looking to downsize. Cindy’s Wall Street background, Certified Financial Planner (CFP) designation, and BA in Economics from UCONN ensure she is well poised to execute the business side of real estate. She excels at negotiating and with overall market knowledge.  As one of the top 1% of Realtors nationwide, Cindy is honored to be continuously voted a Five Star Realtor through Connecticut magazine.

    Though Cindy has a loyal following of repeat-customers, she relishes the opportunity to work with buyers moving from New York City and beyond, and is one of the top realtors for buyers relocating in her network. Having lived in Fairfield, Southport & Westport, as well as done the city-to-suburbs jump herself, Cindy has a natural connection with people looking to make this move. She understands how overwhelming this transition can be, especially when children are part of the equation.

    Working with Riverside Realty allows Cindy to put her clients’ needs first: “I really wanted to be with a boutique firm that would allow me to do whatever I needed to do for my clients.” Cindy helps her clients tackle the entire process – from honest advice about neighborhoods to setting up great home inspectors, attorneys, and insurance agents to finalize the process. As a tech-savvy realtor, Cindy also makes the process run as seamlessly as possible. She goes beyond the regular call of duty: she manages the showings, texts her sellers, vets the buyers, and consistently calls agents for feedback to save everyone time. That said, Cindy doesn’t believe in applying pressure; she wants her clients to take as long as they need to find the right home. For her sellers, she sets the right sale price to move the property at a desired pace, always stages, and uses professional photography to put forth the strongest marketing. She is the one to work with if you want to learn more about Fairfield County.

    To stay connected to the community she loves, Cindy is involved with many local charities. She was the Chairperson of the Preschool board at Southport Congregational Church, she has twice Co-Chaired “Rooms With a View” – one of the area’s premiere design events, has co-chaired the Christmas Tree Festival’s Children’s event several times, and sits on the PTA board. You’ll probably bump into Cindy at some point in Fairfield – at the store, the soccer field, or the beach – as she runs around town with her three children. 

  • It’s simple. Cindy is great at what she does! She is extremely organized and focused and for this busy working mom I love having her on my side. Cindy understands that buying a house is a big decision. She really does want you to find exactly what you are searching for and she won’t let you settle! I almost put an offer on a home that I would have later regretted and she said, “I would rather not sell you anything than to have you buy this house that doesn’t meet all of your needs. Let me keep searching for you. We will find it!” In today’s tough economy most realtors would have said, “Great! When do you want to close?” Cindy has proven herself to me by the way she stays on top of new listings, comps and by her negotiations. I have built several homes in which I have lived in and I have renovated and flipped a few as well. I have dealt with many different real estate agents and I know how they work. From this point on I will only call on Cindy whether it is to buy or to sell. I know she goes above and beyond!

    Rachel Florio
    Celebrity Trend Expert/Television

    We decided to put our home on the market in the fall of 2007. Cindy helped us with every aspect of getting the house ready…from managing minor renovations to staging our home for sale. Within a few days we had several offers and got over our asking price in a buyers market! When it came to finding a home to buy we didn’t have much time. Cindy listened to our needs and helped us find the perfect home very quickly.

    Michelle & John Phelan, Southport

    Cindy has been nothing but outstanding in our interactions over the past 6 months. We feel that she truly understands our requirements in terms of house, neighborhood and price range and has patiently devoted a lot of time to the search. Upon first meeting Cindy we were pleasantly taken aback by her understanding of the market, dedication to our needs, honesty, utmost professionalism and integrity. Although we have not yet found our perfect house we are confident that we will and that Cindy will do an outstanding job in completing said transaction in the best possible way. I would full heartedly recommend Cindy to my friends and colleagues and plan on doing so at the first opportunity.

    Daniel & Yelena Matviyenko, Westport

    Cindy, Heather and I can’t thank you enough for your help finding our new home. Your commitment and dedication were truly first rate. We felt a great connection and confidence from the first moment we met you. We were convinced that working with you we would be successful in finding a wonderful home that matched both of our needs. You exceeded our expectations in finding the right house, getting our existing home sold and guiding us through the process. I would recommend you without hesitation.

    Ben & Heather Frimmer, Weston

    Cindy helped us buy our home in 2007. When we started working with her in 2005 we were interested in learning more about Weston, Westport & Fairfield. Cindy patiently helped us narrow our search and we are now very happy in our new neighborhood in Fairfield. She was there for us every step of the way – even after the closing. She is now a very close friend of ours and we refer friends and colleagues to her at every opportunity. We highly recommend her and are happy to serve as a reference.

    Matt and Ruth Merchant. Fairfield
    CTO, General Electric

    Cindy was a fresh breath of professionalism and client service. I would highly recommend her for her honesty, straightforwardness and market knowledge. She provided us with marketable action items and expertise to sell our home fast!


    We had a specific neighborhood we were interested in, and a tight timeframe. In addition to staying on top of new listings, Cindy put in the extra effort to reach out directly to homeowners to uncover off-market possibilities. This proactive approach enabled us to find the perfect home for us, at a price we are very pleased with. Cindy was truly a pleasure to work with and her expertise and positive attitude throughout the process was a real asset. We couldn’t be happier and strongly recommend her services.

    David Herbst, Fairfield

    Sold our house in a week! Amazingly helpful! Couldn’t be more pleased!

    Helped stage house. Took professional photographs. Made an impressive hardcover booklet and website to advertise house. Networked aggressively with other realtors to get the house seen as much as possible.

    Cindy made the house selling process enjoyable 🙂


    Cindy is an outstanding Realtor! My husband and I were first time home buyers, who were very nervous about the process. The moment we meet Cindy she was attune to what we wanted and she never tried to “sell us” on why XYZ was better. She noted our preferences, and helped us find what was right for us. Also, Cindy was very low pressure, we always felt that she was looking out for our best interests. Cindy was patient with us (my husband is very picky), answered all of our questions and helped us find our dream home. We could always count of Cindy to be there for us and made the purchase of our first home easy and enjoyable. I would absolutely recommend Cindy to be your Realtor.

    Julie Gooding, Fairfield

  • Voted Connecticut Magazine Five Star Realtor

    Top Producer – top 1/2 of 1% of Realtors nationwide

    Cartus Relocation Specialist

    Previews Luxury Property Specialist

    Certified Financial Planner (CFP)

    University of Connecticut at Storrs BA Economics

Riverside Realty Group
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