Jay Cannone

Trumbull CT

William Raveis Real Estate

145 Closed Sales

$85.7M Total Value

$325K - $2.1M Price Range

$591.1K Average Price

Prior 5 years

About Jay

You might say that real estate is a family tradition for Jay Cannone. Growing up, home sales, and mortgage issues were tableside chat. The son of Fairfield’s top real estate professional, Jay was raised learning the lessons his father had spent a lifetime developing. It was only natural to follow his father’s footsteps into the business.

As a service, Jay has put together this web site filled with valuable area information and free special reports to help with any real estate transaction. For more than 25 years, he has put his knowledge to work in communities across Fairfield County. When the time comes for you to buy or sell your home, call Jay Cannone. He will put A Tradition of Excellence to work for you.

Jay Cannone proudly serves the real estate needs of residents in Fairfield County, Connecticut.

Home Types: House, MultiFamily, Townhouse, Condo, Commercial, Manufactured, Lot/Land

Years of Experience: 42

Education: The Catholic University of America

Transaction History

1 Year
2 Year
5 Year

Seller Deals
Total Deals	34
Total Value	$24,235,950
Average Sale Price	$712,822
Price Range	$206K - $2.1M

Buyer Deals
Total Deals	5
Total Value	$2,472,000
Average Sale Price	$494,400
Price Range	$160K - $1M

1 Year View by Quarter

Seller Deals
Total Deals	53
Total Value	$34,989,250
Average Sale Price	$660,175
Price Range	$206K - $2.1M

Buyer Deals
Total Deals	12
Total Value	$7,052,000
Average Sale Price	$587,667
Price Range	$160K - $1.1M

2 Year View by Quarter

Seller Deals
Total Deals	121
Total Value	$73,421,984
Average Sale Price	$606,793
Price Range	$143K - $2.1M

Buyer Deals
Total Deals	24
Total Value	$12,291,000
Average Sale Price	$512,125
Price Range	$72K - $1.1M

5 Year View

Neighborhoods Jay is Experienced In

Jay's Open Houses

$469,900
- 3 Beds
- 1 Bath
- 1,343 Sq Ft
145 Intervale Rd

Trumbull, CT
One of the best values in Trumbull! If you've been waiting for an affordable opportunity to own a single-family home in one of Fairfield County's most desirable communities, this may be the one you've been waiting for. Bring your decorating ideas & build instant equity while customizing this well-maintained home to your own personal taste. Located in Trumbull's sought-after Nichols neighborhood &

Jay Cannone William Raveis Real Estate

$899,900
- 4 Beds
- 2.5 Baths
- 2,100 Sq Ft
100 Old Dike Rd

Trumbull, CT
Direct waterfront living on beautiful Pinewood Lake in Trumbull's highly sought-after Nichols neighborhood! This beautifully renovated Col offers breathtaking lake views, a peaceful setting, & an ideal location just minutes from schools, parks, shopping, restaurants, & major highways. A charming front entrance welcomes you into a warm interior featuring hdwd floors, a new gas FP w/ hand-carved

Jay Cannone William Raveis Real Estate

Jay's Active Listings

$939,900
- 4 Beds
- 3.5 Baths
- 3,492 Sq Ft
1209 Daniels Farm Rd

Trumbull, CT
Step into a piece of Trumbull's history with this enchanting, updated Craftsman Cape loc in the highly sought-after Daniels Farm section, close to top-rated schools, parks, shopping, restaurants, & major highways. Originally built by Col. William C. Weeks when Daniels Farm Rd was a rural farm district, this unique home, known as "Kobble Cot," blends historic charm w/ modern comfort & has long

Jay Cannone William Raveis Real Estate

$799,900
- 4 Beds
- 3 Baths
- 2,824 Sq Ft
15 Wedgewood Rd

Trumbull, CT
A beautifully maintained Col loc in the highly sought-after Tashua neighborhood of Trumbull. Lovingly cared for by its original owner, this spacious 4-bdrm, 3-ba home is just a short walk to Tashua Elementary School. The formal LR & formal DR feature hdwd flooring preserved beneath wall-to-wall carpeting, while large windows throughout the home fill every rm w/ natural light. The spacious EIK

Jay Cannone William Raveis Real Estate

$1,800,000
- 5 Beds
- 3.5 Baths
- 3,345 Sq Ft
422 Riverside Ave

Westport, CT
A rare opportunity in the heart of Westport's coveted Saugatuck section. Set on 1.10 dry acres w/ beautiful views overlooking the Saugatuck River, this property known historically as Twin Hickory's offers a unique blend of history, charm, & future potential. Rich in character & dating back more than a century, the property traces its roots to the Franklin M. Raymond estate. Orig constructed as a

Jay Cannone William Raveis Real Estate

$569,900
- 3 Beds
- 2 Baths
- 1,404 Sq Ft
116 Hurd Rd

Trumbull, CT
Located in the highly sought-after Daniels Farm School District, this beautifully maintained ranch-style home offers the perfect combination of comfort, privacy, & peaceful living. Set on a level & private .81-acre lot, the property's beautifully wooded backyard creates a quiet setting. This home provides a calm & inviting environment while still being conveniently close to schools, parks,

Jay Cannone William Raveis Real Estate

$699,900
- 4 Beds
- 2.5 Baths
- 2,576 Sq Ft
571 Wheeler Rd

Monroe, CT
Nestled on over 2 private wooded acres in a convenient Monroe location, this charming Colonial offers the perfect blend of privacy, comfort, and convenience close to schools, parks, shopping, and highways. A welcoming front porch leads into a sun filled open floor plan featuring hardwood oak floors, spacious living and dining room, and picturesque wooded views throughout. Updated kitchen offers

Jay Cannone William Raveis Real Estate

Recently Sold

$485,000

Sold May 1, 2026
- 4 Beds
- 2 Baths
- 2,026 Sq Ft
22 Beverly Rd

Trumbull, CT
- 8% Below List
- $239/SF
- 34 Days On Market
- Current Est. Value $526K
Jay Cannone William Raveis Real Estate

$219,900

Sold Apr 30, 2026
- 2 Beds
- 1.5 Baths
- 1,077 Sq Ft
308 Meadowside Rd

Unit 305

Milford, CT
- $204/SF
- 4 Days On Market
- Current Est. Value $223K
Jay Cannone William Raveis Real Estate

$590,000

Sold Apr 9, 2026
- 4 Beds
- 2 Baths
- 2,064 Sq Ft
97 Greenbrier Rd

Trumbull, CT
- 12% Above List
- $286/SF
- 18 Days On Market
- Current Est. Value $584K
Jay Cannone William Raveis Real Estate

$422,000

Sold Apr 2, 2026
- 3 Beds
- 1 Bath
- 1,104 Sq Ft
3460 Old Town Rd

Bridgeport, CT
- 2% Below List
- $382/SF
- 41 Days On Market
- Current Est. Value $421K
Jay Cannone William Raveis Real Estate

$465,000

Sold Mar 30, 2026
- 4 Beds
- 2 Baths
- 1,299 Sq Ft
24 Botsford Ave

Milford, CT
- 5% Below List
- $358/SF
- 57 Days On Market
- Current Est. Value $466K
Jay Cannone William Raveis Real Estate

$620,000

Sold Mar 2, 2026
- 5 Beds
- 3.5 Baths
- 2,376 Sq Ft
14 Gisella Rd

Trumbull, CT
- 10% Below List
- $261/SF
- 78 Days On Market
- Current Est. Value $611K
Jay Cannone William Raveis Real Estate

$560,000

Sold Feb 27, 2026
- 2 Beds
- 3 Baths
- 3,198 Sq Ft
1 Village Dr

Trumbull, CT
- 7% Below List
- $175/SF
- 71 Days On Market
- Current Est. Value $598K
Jay Cannone William Raveis Real Estate

$600,000

Sold Feb 11, 2026
- 3 Beds
- 2 Baths
- 2,668 Sq Ft
4487 Madison Ave

Trumbull, CT
- 20% Above List
- $225/SF
- 5 Days On Market
- Current Est. Value $583K
Jay Cannone William Raveis Real Estate

$585,000

Sold Dec 12, 2025
- 3 Beds
- 2.5 Baths
- 3,383 Sq Ft
34 Merrimac Dr

Trumbull, CT
- 4% Below List
- $173/SF
- 51 Days On Market
- Current Est. Value $620K
Jay Cannone William Raveis Real Estate

Awards and Designations

NAR - National Association of Realtors

Other Experience

First Time Home Buyers, Investments, Luxury Homes

Agent License: Connecticut REB.0098150

Jay Cannone

(475) 330-3048

Homes for Sale by City

Jay Cannone

About Jay

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 Jay is Experienced In

Jay's Listings and Deals

Jay's Open Houses

Jay's Active Listings

Recently Sold

Awards and Designations

Other Experience