Cindy Raney

Responds Quickly

Westport CT

Coldwell Banker Realty

143 Closed Sales

$292.5M Total Value

$749K - $10.4M Price Range

$2M Average Price

Prior 5 years

About Cindy

Cindy Raney is one of Connecticut’s most accomplished and trusted luxury real estate advisors, with over 21 years of experience and $800+ million in closed sales. As the founder of Cindy Raney & Team at Coldwell Banker Global Luxury, she serves Fairfield County with a focus on Westport, Weston, Fairfield, Southport, Wilton, Darien, New Canaan, Greenwich, and Ridgefield. In 2025 she closed $92 million individually and led her team to $125+ million. Cindy also sold the highest recorded residential property in Connecticut outside of Greenwich—a $10.4M estate on Sasco Hill Road.

Cindy is a member of the International Luxury Alliance and the Coldwell Banker Society of Excellence—placing her among the top 0.5% of REALTORS® worldwide. In 2025, her team ranked #1 for medium-sized Coldwell Banker teams in Connecticut and top 25 nationally. With over 160 five-star reviews across platforms like Google, Zillow, and FastExpert, she’s known for expert results, strategic pricing, and a highly personal approach to luxury real estate.

Home Types: House, Townhouse, Condo

Years of Experience: 23

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	32
Total Value	$83,241,120
Average Sale Price	$2,601,285
Price Range	$551K - $10.4M

Buyer Deals
Total Deals	11
Total Value	$27,398,000
Average Sale Price	$2,490,727
Price Range	$615K - $5.5M

1 Year View by Quarter

Seller Deals
Total Deals	51
Total Value	$116,381,120
Average Sale Price	$2,281,983
Price Range	$551K - $10.4M

Buyer Deals
Total Deals	24
Total Value	$57,156,000
Average Sale Price	$2,381,500
Price Range	$615K - $5.5M

2 Year View by Quarter

Seller Deals
Total Deals	92
Total Value	$192,573,620
Average Sale Price	$2,093,192
Price Range	$300K - $10.4M

Buyer Deals
Total Deals	51
Total Value	$99,916,000
Average Sale Price	$1,959,137
Price Range	$560K - $5.5M

5 Year View

Neighborhoods Cindy is Experienced In

Cindy's Active Listings

$2,395,000
- 4 Beds
- 4.5 Baths
- 4,168 Sq Ft
224 Wilson Rd

Easton, CT
Many buyers today are searching for something remarkably difficult to find: the ability to simplify life without sacrificing beauty, privacy, or prestige. Welshmoor delivers exactly that. Set behind stone pillars and a winding tree-lined drive on five extraordinary acres, this private estate offers something rarely found today: the ability to live beautifully and entirely on one level. Rolling

Cindy Raney Coldwell Banker Realty

$3,275,000
- 5 Beds
- 8 Baths
- 8,279 Sq Ft
111 Golden Pond Ln

Fairfield, CT
111 Golden Pond Lane is the rare luxury home that feels as welcoming as it is impressive. Tucked at the end of a quiet, tree-lined cul-de-sac, the home opens with an undeniable scale - soaring 19-foot ceilings, a dramatic two-story entry, sweeping staircases, and natural light that moves effortlessly throughout the day. Yet what makes the home memorable is not its grandeur alone, but the warmth

Cindy Raney Coldwell Banker Realty

$2,450,000
- 4 Beds
- 4.5 Baths
- 5,376 Sq Ft
3808 Redding Rd

Fairfield, CT
3808 Redding Road presents a rare opportunity to step into one of Fairfield's most distinctive properties; where early American history and modern living come together. Originally dating to 1769 and fully rebuilt in 2008, the home was reimagined to preserve its architectural integrity while delivering an ease making it livable for today. Inside the tone is warm, grounded, and refined. Original

Cindy Raney Coldwell Banker Realty

$3,595,000
- 5 Beds
- 4.5 Baths
- 4,692 Sq Ft
349 Beach Rd

Fairfield, CT
OPEN HOUSE TODAY HAS BEEN CANCELED. 349 Beach Road is the kind of home that instantly slows the pace of life - where mornings begin with walks to the beach, afternoons are spent by the pool beneath coastal skies, and evenings gather naturally around the warmth of the fire. Just moments from Fairfield's shoreline, the home offers a lifestyle that feels both relaxed and effortlessly elevated.

Cindy Raney Coldwell Banker Realty

$1,599,000
- 4 Beds
- 5 Baths
- 4,255 Sq Ft
276 Pemburn Dr

Fairfield, CT
The kind of home families wait for. Bright, quiet, and intuitively laid out, this is a house that feels right from the start. At the center of the home, the kitchen, breakfast area, and family room connect seamlessly - creating a living space buyers search for, but rarely find executed this well. It's where mornings begin, afternoons unfold, and evenings last a little longer. Outside, the

Cindy Raney Coldwell Banker Realty

$2,495,000
- 5 Beds
- 4.5 Baths
- 6,022 Sq Ft
790 Cedar Brook Ln

Southport, CT
Set along a storybook private drive, where a gently winding brook passes beneath charming stone bridges, this is a home defined as much by its setting as by the way it lives. There's a quiet magic here-a sense of privacy and calm that feels rare, yet a warmth that makes it easy to imagine putting down roots and staying awhile. Inside, the home unfolds with an easy, natural flow. The spaces are

Cindy Raney Coldwell Banker Realty

$1,299,000
- 4 Beds
- 4 Baths
- 3,098 Sq Ft
126 Rolling Hills Dr

Fairfield, CT
Rolling Hills Drive is the kind of street where homes feel settled into their surroundings, quiet and residential, with attractive homes lining the neighborhood and nature close at hand. Just moments from hiking trails, Lake Mohegan, and Smith Richardson Golf Course, it's a setting that offers both neighborhood connection and easy access to the outdoors. At 126, a classic Colonial sits gracefully

Cindy Raney Coldwell Banker Realty

Recently Sold

$5,375,000

Sold May 21, 2026
- 7 Beds
- 9 Baths
- 13,615 Sq Ft
9 Greenbrier Rd

Westport, CT
- 6% Below List
- $395/SF
- 87 Days On Market
- Current Est. Value $6M
Cindy Raney Coldwell Banker Realty

$2,025,000

Sold May 15, 2026
- 3 Beds
- 3.5 Baths
- 2,883 Sq Ft
21 Turkey Hill Rd N

Westport, CT
- 21% Above List
- $702/SF
- 15 Days On Market
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$2,199,120

Sold May 11, 2026
- 4 Beds
- 3.5 Baths
- 3,023 Sq Ft
234 Wilton Rd

Westport, CT
- 2% Above List
- $727/SF
- 19 Days On Market
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$1,450,000

Sold May 4, 2026
- 4 Beds
- 2.5 Baths
- 2,968 Sq Ft
1115 Galloping Hill Rd

Fairfield, CT
- 7% Above List
- $489/SF
- 14 Days On Market
- Current Est. Value $1M
Cindy Raney Coldwell Banker Realty

$3,000,000

Sold Apr 16, 2026
- 4 Beds
- 5.5 Baths
- 3,961 Sq Ft
1380 Old Academy Rd

Fairfield, CT
- 16% Above List
- $757/SF
- 8 Days On Market
- Current Est. Value $3M
Cindy Raney Coldwell Banker Realty

$1,610,000

Sold Apr 7, 2026
- 4 Beds
- 3 Baths
- 4,057 Sq Ft
88 Overhill Rd

Fairfield, CT
- 15% Above List
- $397/SF
- 11 Days On Market
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$1,682,000

Sold Mar 9, 2026
- 5 Beds
- 4.5 Baths
- 3,797 Sq Ft
341 Crestwood Rd

Fairfield, CT
- 9% Above List
- $443/SF
- 6 Days On Market
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$4,160,000

Sold Feb 27, 2026
- 4 Beds
- 4.5 Baths
- 4,432 Sq Ft
324 Sunnieholme Dr

Fairfield, CT
- 8% Above List
- $939/SF
- 11 Days On Market
- Current Est. Value $4M
Cindy Raney Coldwell Banker Realty

$2,175,000

Sold Feb 26, 2026
- 5 Beds
- 2.5 Baths
- 2,924 Sq Ft
115 Fern St

Fairfield, CT
- $744/SF
- 16 Days On Market
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

Awards and Designations

#1 Medium-Sized Coldwell Banker Team in Connecticut
#5 Coldwell Banker Realty Individual Advisor in Connecticut
Coldwell Banker International Society of Excellence
International Luxury Alliance
Top 30 Coldwell Banker Medium Teams Nationally
Top REALTOR®
ALHS - Accredited Luxury Home Specialist

Other Experience

First Time Home Buyers, Investments, Luxury Homes, New Construction

Agent License: Connecticut #RES0766946

Cindy Raney

(475) 882-8983

Responds Quickly

(475) 882-8983

Homes for Sale by City

Cindy Raney

About Cindy

Transaction History

Seller Deals

Buyer Deals

Production Over Time

1 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

2 Year View by Quarter

Seller Deals

Buyer Deals

Production Over Time

5 Year View

Neighborhoods Cindy is Experienced In

Cindy's Listings and Deals

Cindy's Active Listings

Recently Sold

Awards and Designations

Other Experience