Jay Contessa

Licensed Real Estate Salesperson

Jay Contessa

Jay Contessa

Licensed Real Estate Salesperson

Ridgefield Brokerage

470 Main Street
Ridgefield, CT 06877
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Delivering concierge level service to every client every day.

I am a third generation Ridgefield native currently living in Redding for over 25 years. I bring decades of local expertise on our awarded winning school systems and the distinct characteristics that make our communities so special. Our towns are graced with an abundance of scenic charm and family businesses with long held traditions of generosity and support. Fairfield County’s vast architecture of homes, proximity to NYC, the Vermont mountains, and to the shoreline, makes our communities the perfect choice to raise a family or for a weekend getaway...

Delivering concierge level service to every client every day.

I am a third generation Ridgefield native currently living in Redding for over 25 years. I bring decades of local expertise on our awarded winning school systems and the distinct characteristics that make our communities so special. Our towns are graced with an abundance of scenic charm and family businesses with long held traditions of generosity and support. Fairfield County’s vast architecture of homes, proximity to NYC, the Vermont mountains, and to the shoreline, makes our communities the perfect choice to raise a family or for a weekend getaway.

I bring a strong proven track record of negotiation skills, marketing, financing and customer service from my prior successful years in corporate leadership. In addition, I have personal experience in home building and complex renovations including residential and commercial properties. As a realtor, my role will be to facilitate and educate my clients to make the best decisions in what could be a complicated process of buying and selling homes.

Today, you need a broker that knows the community's and has the professional resources and marketing tools to get the job done. I look forward to making that happen.

Delivering concierge level service to every client every day.

I am a third generation Ridgefield native currently living in Redding for over 25 years. I bring decades of local expertise on our awarded winning school systems and the distinct characteristics that make our communities so special. Our towns are graced with an abundance of scenic charm and family businesses with long held traditions of generosity and support. Fairfield County’s vast architecture of homes, proximity to NYC, the Vermont mountains, and to the shoreline, makes our communities the perfect choice to raise a family or for a weekend getaway.

I bring a strong proven track record of negotiation skills, marketing, financing and customer service from my prior successful years in corporate leadership. In addition, I have personal experience in home building and complex renovations including residential and commercial properties. As a realtor, my role will be to facilitate and educate my clients to make the best decisions in what could be a complicated process of buying and selling homes.

Today, you need a broker that knows the community's and has the professional resources and marketing tools to get the job done. I look forward to making that happen.

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Testimonials

We couldn't have been luckier when we were paired with Jay Contessa through his agency. Jay listened to all of our wants and needs and shared his thorough knowledge of the local communities and real estate market while showing us properties. He ensured that the purchase of our property went smoothly with the seller. Thank you, Jay!

David and Amy

We couldn't have been luckier when we were paired with Jay Contessa through his agency. Jay listened to all of our wants and needs and shared his thorough knowledge of the local communities and real estate market while showing us properties. He ensured that the purchase of our property went smoothly with the seller. Thank you, Jay!

David and Amy

Jay is a true professional in his field. He constantly kept us in the loop with updates and feedback. He always went above and beyond in both buying and selling of our homes. Always responded in a very timely manner to any of our needs. Jay is both personable and professional in every way.

gloria Ogiela

Wonderful experience from start to finish! Thank you!

Linda Kallner

We are so very happy that, now that the time has come to downsize, we entrusted the sale of our favorite home to Nick Davis (mgr) and Jay Contessa (our agent) at Sotheby's. The market information we received was spot on, and the preparation leading up to the listing of our home was insightful and thorough. Above all, we appreciate the personal interest, and the consideration of our feelings and needs through the entire process. Best real estate experience ever. Thank you!

Rodrigo Escobar

Jay was the best real estate agent anyone could ask for. To say he went above and beyond is an understatement. He, of course, knew the market in our search radius very well and showed us any home that might be of interest while understanding the comps and relative pricing/value to advise us appropriately. But beyond that, he also scoped out open house volume, found and coordinated vendors for us, and really anything we needed (or didn’t even know we needed). Jay showed us what is possible and blew away all expectations we had for a real estate agent!

Micah Spellman

Jay Contessa was exceptional and went above and beyond for myself and my family. He is honestly the epitome of what one would hope a real estate agent would be. We are beyond grateful for him and all he did for us.

Leslie Lewis

In my opinion, Jay Contessa is a ten-star real estate agent and a person of absolute integrity. My experience with Jay was easy because he attended to every detail personally and took responsibility for on time performance throughout the process. My purchase was via a new LLC formation which is more involved than a usual purchase. Jay made sure all the banking, legal, inspection and accounting processes were knitted together as necessary, making the transaction as stress free as possible on my behalf. Jay is hard working, honest person who services his clients' interests. I whole heartedly recommend him to whomever is looking to buy or sell real estate.

Leslie A Lewis III

Jay is awesome!! Jay is an agent who truly cares about his clients--not just a commission! He acts as your advocate, not one who is out there to collect a payday. He helped me with prompt research and strategy sessions for both renting a property and buying properties. A big thing that Jay does is finds the right home at the right price. Not just a home at whatever price. Those who I've referred him too were also delighted with his custom care and attention to detail in finding them their new homes!

Sam Williams

Jay was the best real estate broker we have ever worked with ( and Have made 2 other house purchases in my life) . He went above and beyond for us and honestly gave great advice as well as being a great resource for services in the area. he was available 24/7 and was knowledgeable and professional. I would refer Jay to anyone I know looking for a house in Connecticut.

Chris Hoffman

My husband and I are so thankful to have purchased our first home through Jay and William Pitt! Jay was so helpful in helping us learn about the different towns in the area and really helped us to understand where we were in relation to town landmarks and our jobs at each home we looked at. Searching for a home during the pandemic was not easy by any means, yet we still felt each offer we placed was fair thanks to Jay's guidance. Jay always knew all the houses on the market in our price range and tailored our search as much as he could given the circumstances! It was reassuring to tour houses with Jay because of his expertise - for example, he would always check the equipment in the basement, the heat, hot water, etc. to note the quality of them and if they'd likely need to be replaced soon. It was fantastic to work with a realtor like Jay who was quick to pick up on our personalities in addition to our housing "wants"! I'd absolutely recommend him to friends and family looking to purchase a home in the Ridgefield area!

Lori , Buyer
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My Sales

165 Linden Tree Road
Wilton, CT $1,745,000
SOLD

165 Linden Tree Road

Wilton, CT

$1,745,000
  • 7 Beds
  • 5/2 Baths
  • 6,418 Sqft
76 Canterbury Lane
Ridgefield, CT $1,700,000
SOLD

76 Canterbury Lane

Ridgefield, CT

$1,700,000
  • 4 Beds
  • 3/2 Baths
  • 5,564 Sqft
18 Great Pasture Road
Redding, CT $900,000
SOLD

18 Great Pasture Road

Redding, CT

$900,000
  • 5 Beds
  • 2/2 Baths
  • 3,492 Sqft
4 Cricklewood Road
Redding, CT $885,000
SOLD

4 Cricklewood Road

Redding, CT

$885,000
  • 4 Beds
  • 2/2 Baths
  • 4,046 Sqft