FAIRFIELD, SOUTHPORT, WESTPORT AND WESTON, CONNECTICUT
Featured Property

272 Fairfield Beach Road

Fairfield, CT

  • $2,995,000
  • 5 Bed
  • 4.5 Bath
  • 4771 sq ft
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Featured Property

23 Bayberry Lane

Westport, CT

  • $2,900,000
  • 5 Bed
  • 8 Bath
  • 7443 sq ft
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Featured Property

249 Old South Road

Southport, CT

  • $1,995,000
  • 4 Bed
  • 3.5 Bath
  • 4553 sq ft
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Featured Property

1615 Cross Highway

Fairfield, CT

  • $1,500,000
  • 4 Bed
  • 5 Bath
  • 4606 sq ft
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Featured Property

217 Osborne Lane

Southport, CT

  • $1,299,000
  • 4 Bed
  • 3.5 Bath
  • 4761 sq ft
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Featured Property

308 Colonese Road

Fairfield, CT

  • $939,000
  • 6 Bed
  • 5 Bath
  • 3778 sq ft
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Fairfield County's elite realtor with over $300 million in sales.

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.

THE CINDY RANEY & CO.
DIFFERENCE

Cindy was a breeze to work with from start to finish. She was honest, straightforward, and got us exactly what we wanted. She was a calm point in the craziness of the market. Especially since we were also under stress from selling a house in a different state, as well as buying in an area we knew very little about! I recommend her (and team) to anyone and everyone I know looking in Fairfield County.
Heather Canale
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
In the midst of what felt to me like a very crowded seller's market, with many similarly-priced, high-quality properties for sale in the community, Cindy delivered. Maybe more-importantly, she removed virtually all of the anxiety from the process, allowing me to stay focused on my life. Her command of the market, coupled with her unwavering focus on each step of the process, big or small, made me feel as though I was her only client. I strongly-recommend Cindy to anybody looking for the expertise of a large commercial enterprise with the bespoke feel of local boutique.
Adam Galaburda
Cindy helped my wife and I both purchase and sell a home in Southport, Connecticut. We had originally met Cindy when viewing a home she had for sale and quickly realized that her local knowledge of the town, market, and real estate process would be a great asset. We worked with her over many months to find exactly the right home, her advice was critical in the search process over many months. When we ultimately found the right home Cindy helped us navigate the process and negotiate effectively. Upon purchasing of our new house she also helped sell our previous home which was listed and sold in less than a week based upon her staging and improvement advice. We have met many realtors but Cindy local insights and command of a real estate transaction are unparalleled. She also provided a number of key people to support our process along the way and they were all very helpful and knowledgeable.
Evan Klein
Five stars just aren't enough! Cindy is the best; it is that simple. Cindy made me feel like I was her only client. She works tirelessly with integrity and passion. We were looking for a very specific home in Fairfield. Cindy was very patient and didn't give up until she found us the perfect  home. We have worked with Cindy on both the buy and sell side. I would never work with anyone else. Besides being knowledgeable, and a complete expert in her field who goes above and beyond, Cindy is a complete pleasure to be with. I highly, highly recommend Cindy to anyone who is looking to buy or sell a home.
Ruth Merchant
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
Very professional, dedicated, thorough, and intelligent. Cindy knows the area and business incredibly well and directed me through the process with much attention and thought. On a personal level, she's down to earth and a pleasure to work with. Highly recommend.
M.K.
Cindy helped us buy our first home in 2019. From our initial communication, I knew that Cindy would be a great advocate for us during what was a completely new, sometimes stressful process. She was great at explaining everything and answering all of our questions. Cindy offered great advice  while we negotiated and was always extremely responsive to our calls, emails, and texts. She also provided great vendor recommendations and we've been very impressed with everyone she referred us to. Most importantly, she was super friendly and lovely to work with during the process. We would highly recommend Cindy Raney to anyone looking to buy a new home!
N.V.
From start to finish Cindy was wonderful! Full of knowledge of the community where we purchased the home, the details of the house and regulations, the level of expertise is unsurpassed. She communicated any updates and to-do’s of the transaction very quickly and professionally. Cindy delivered our dream home. We would highly recommend Cindy to anyone who wants to get their right home.
R.B.
One could not ask for a better realtor then Cindy Raney. Not only is Cindy lovely to work with, she has the perfect combination of market knowledge, technical expertise, patience and tenacity to help her clients through what is often not an easy process. Intelligent, proactive and even handed, Cindy is a thorough professional, who has developed an extensive network of industry professionals who can help benefit her clients as needed. Working with Cindy selling our old home and purchasing our new one, my husband and I always knew that above all, Cindy absolutely cared about our family and would work tirelessly to bring our transaction to the best possible conclusion.
W.J.
Sold our house in a week! Amazingly helpful! Couldn't be more pleased!

 Cindy helped stage house, took professional photographs, had impressive marketing materials and website to advertise house. Networked aggressively with other realtors to get the house shown as much as possible.

 Cindy made the house selling process enjoyable.
Stephanie Rosenthal
Cindy has been nothing but outstanding. She truly understands our requirements in terms of house, price, neighborhood 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.
Daniel and Yelena Matviyenko, Westport
Cindy's commitment and dedication were truly first rate. We felt a great connection and confidence in her from the start. She exceeded our expectations in finding the right house, getting our existing home sold and guiding us through the process.
Ben and Heather Frimmer, Weston

Recently Sold

23 Covlee Drive Westport

  • $4,600,000
  • 5 Bed
  • 6 Bath
  • 4800 sq ft

3 Keene Road Westport

  • $2,199,000
  • 6 Bed
  • 7 Bath
  • 5787 sq ft

13 Sprucewood Lane Westport

  • $2,100,000
  • 5 Bed
  • 4.5 Bath
  • 5765 sq ft

1133 Cedar Road Southport

  • $2,070,000
  • 5 Bed
  • 6 Bath
  • 6308 sq ft

591 Hulls Farm Road Southport

  • $1,700,000
  • 5 Bed
  • 8 Bath
  • 8268 sq ft

75 Sasco River Lane Southport

  • $1,637,487
  • 6 Bed
  • 6 Bath
  • 5359 sq ft

111 Golden Pond Lane Fairfield

  • $1,550,000
  • 5 Bed
  • 6.5 Bath
  • 8279 sq ft

695 Morehouse Lane Fairfield

  • $1,550,000
  • 4 Bed
  • 5 Bath
  • 6314 sq ft

15 Ridge Drive Westport, CT

  • $1,269,500
  • 5 Bed
  • 4.5 Bath
  • 3840 sq ft

1310 Redding Road Fairfield

  • $1,235,000
  • 5 Bed
  • 6 Bath
  • 4414 sq ft

345 Rowland Road Fairfield

  • $1,210,000
  • 4 Bed
  • 2.5 Bath
  • 2850 sq ft

33 Evergreen Hill Road Fairfield

  • $999,000
  • 5 Bed
  • 5 Bath
  • 4399 sq ft

340 Burr Street Fairfield

  • $915,000
  • 4 Bed
  • 3 Bath
  • 4263 sq ft

103 Osborne Lane Southport

  • $875,000
  • 4 Bed
  • 3.5 Bath
  • 3488 sq ft

287 Senese Drive Fairfield

  • $850,000
  • 4 Bed
  • 4 Bath
  • 3900 sq ft

590 Gilbert Highway Fairfield

  • $750,000
  • 5 Bed
  • 3 Bath
  • 3396 sq ft