Cindy Raney Real Estate Agent - Coldwell Banker Realty

Cindy Raney listing agent for 9 Greenbrier Rd, Westport, CT - sold for $5,375,000 — Sold $5,375,000

Cindy Raney listing agent for 640 Sasco Hill Rd, Fairfield, CT - sold for $10,400,000 — Sold $10,400,000

Cindy Raney listing agent for 19 Old Hill Rd, Westport, CT - sold for $3,100,000 — Sold $3,100,000

Cindy Raney listing agent for 641 Penfield Rd, Fairfield, CT - sold for $3,550,000 — Sold $3,550,000

Cindy Raney

Responds Quickly

Westport CT

Coldwell Banker Realty

153 Closed Sales

$321.2M Total Value

$785K - $10.4M Price Range

$2.1M 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	29
Total Value	$74,063,120
Average Sale Price	$2,553,901
Price Range	$1.3M - $7M

Buyer Deals
Total Deals	19
Total Value	$47,587,000
Average Sale Price	$2,504,579
Price Range	$615K - $5.5M

1 Year View by Quarter

Seller Deals
Total Deals	51
Total Value	$120,798,120
Average Sale Price	$2,368,591
Price Range	$551K - $10.4M

Buyer Deals
Total Deals	26
Total Value	$64,039,000
Average Sale Price	$2,463,038
Price Range	$615K - $5.5M

2 Year View by Quarter

Seller Deals
Total Deals	96
Total Value	$203,995,620
Average Sale Price	$2,124,954
Price Range	$300K - $10.4M

Buyer Deals
Total Deals	57
Total Value	$117,219,000
Average Sale Price	$2,056,474
Price Range	$615K - $5.5M

5 Year View

Areas Cindy is Experienced In

Cindy's Listings and Deals

Cindy's Active Listings

$3,975,000
- 5 Beds
- 4.5 Baths
- 5,740 Sq Ft
415 Old Post Rd

Fairfield, CT
Over an acre to yourself. The best of Fairfield within reach. In the heart of downtown Fairfield and the beach area, 415 Old Post Road offers something almost impossible to find: land and privacy to create a generational estate, with the life of a coastal town just beyond your gate. Only a handful of properties in the Sherman School district offer this. Fewer still could tell this story. The

Cindy Raney Coldwell Banker Realty

$3,695,000
- 4 Beds
- 4.5 Baths
- 3,744 Sq Ft
110 Judson Rd

Fairfield, CT
Nestled on one of Fairfield Beach's most coveted streets, this exceptional new construction blends timeless coastal architecture with sophisticated design in a location that's simply hard to duplicate. Just moments from the beach, town, train, schools, and parks, 110 Judson offers the rare convenience today's buyers seek without sacrificing privacy or tranquility. Thoughtfully positioned at a

Cindy Raney Coldwell Banker Realty

$2,895,000

Pending
- 5 Beds
- 5 Baths
- 3,967 Sq Ft
655 Beach Rd

Fairfield, CT
THANK YOU FOR YOUR STRONG INTEREST IN 655 BEACH RD. SELLERS HAVE RESPECTIVELY ASKED FOR HIGHEST AND BEST OFFERS TO BE SUBMITTED BY 5PM MONDAY 9/7. Some beach homes ask you to compromise on space. This one was designed so you wouldn't have to. Just blocks from the beach, this five-bedroom, five-bath home offers approximately 4,000 square feet of beautifully considered living space-with the

Cindy Raney Coldwell Banker Realty

$2,285,000

Pending
- 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

$2,275,000

Pending
- 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

Recently Sold

$1,850,000

Sold Sep 2, 2026
- 3 Beds
- 3.5 Baths
- 2,294 Sq Ft
18 Vani Ct

Westport, CT
- 3% Above List
- 11 Days On Market
- $806/SF
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$1,812,000

Sold Aug 28, 2026
- 4 Beds
- 3.5 Baths
- 2,884 Sq Ft
5 Drumlin Rd

Westport, CT
- 1% Above List
- 14 Days On Market
- $628/SF
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$3,000,000

Sold Aug 27, 2026
- 5 Beds
- 8 Baths
- 8,279 Sq Ft
111 Golden Pond Ln

Fairfield, CT
- 8% Below List
- 47 Days On Market
- $362/SF
- Current Est. Value $3M
Cindy Raney Coldwell Banker Realty

$1,310,000

Sold Jul 27, 2026
- 4 Beds
- 4 Baths
- 3,098 Sq Ft
126 Rolling Hills Dr

Fairfield, CT
- 1% Above List
- 21 Days On Market
- $423/SF
- Current Est. Value $1M
Cindy Raney Coldwell Banker Realty

$3,600,000

Sold Jul 9, 2026
- 5 Beds
- 4.5 Baths
- 4,692 Sq Ft
349 Beach Rd

Fairfield, CT
- 13 Days On Market
- $767/SF
- Current Est. Value $4M
Cindy Raney Coldwell Banker Realty

$1,700,000

Sold Jul 8, 2026
- 4 Beds
- 5 Baths
- 4,255 Sq Ft
276 Pemburn Dr

Fairfield, CT
- 6% Above List
- 11 Days On Market
- $400/SF
- Current Est. Value $2M
Cindy Raney Coldwell Banker Realty

$2,755,000

Sold Jul 8, 2026
- 5 Beds
- 4.5 Baths
- 6,022 Sq Ft
790 Cedar Brook Ln

Southport, CT
- 10% Above List
- 6 Days On Market
- $457/SF
Cindy Raney Coldwell Banker Realty

$5,375,000

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

Westport, CT
- 6% Below List
- 87 Days On Market
- $395/SF
- Current Est. Value $5M
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
- 15 Days On Market
- $702/SF
- 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 Homebuyers, Investments, Luxury Homes, New Construction

Agent License: Connecticut #RES0766946

Cindy Raney

(475) 882-8983

Responds Quickly

(475) 882-8983

Nearby Homes

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

Areas Cindy is Experienced In

Cindy's Listings and Deals

Cindy's Active Listings

Recently Sold

Awards and Designations

Other Experience