Jay Contessa

Jay Contessa

Licensed Real Estate Salesperson

Ridgefield Brokerage

470 Main Street
Ridgefield, CT 06877
  • Born In:
    Ridgefield, Ct
  • Live In:
    Redding, CT
  • Favorite Movie:
    The Godfather
  • Inspiration:
    Inches make Champions-Vince Lombardi

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.

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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  • Awards
    • Gold Award Winner

My Sales

13 Mark Twain Lane $2,000,000 link

13 Mark Twain Lane

Redding, CT 06896 | Fairfield County
$2,000,000
4 Beds 3/1 Baths 5,108 Sqft 3.2 Acres

Nestled on 3.2 quiet, wooded acres, this impeccable 4 bedroom, 3.5 bath Colonial was once a part of the famed Mark Twain property. Situated on an idyllic country lane in Redding...

4
bed
3/1
bath
5,108
sqft
276 North Avenue $1,875,000 link

276 North Avenue

Westport, CT 06880 | Fairfield County
$1,875,000
5 Beds 4 Baths 3,972 Sqft 1.2 Acres

On the market for the first time in 50 years, this is a rare opportunity to buy one of the original Coley family houses. Originally built in 1830, 276 North Ave is a stunning antique...

5
bed
4
bath
3,972
sqft
54 Ketcham Road $1,800,000 link

54 Ketcham Road

Ridgefield, CT 06877 | Fairfield County
$1,800,000
3 Beds 3/1 Baths 3,241 Sqft 12.96 Acres

Spectacular country estate, owned by the notable Landsberger family for almost 70 years, set back on 12.96 stunning acres in premier southwest location, with opportunity to...

3
bed
3/1
bath
3,241
sqft
165 Linden Tree Road $1,745,000 link

165 Linden Tree Road

Wilton, CT 06897 | Fairfield County
$1,745,000
7 Beds 5/2 Baths 6,418 Sqft 3.03 Acres

What better quality could you ask for in a home than one built by an established builder for himself and his family? Located on popular Wilton street, walking distance to scenic...

7
bed
5/2
bath
6,418
sqft
76 Canterbury Lane $1,700,000 link

76 Canterbury Lane

Ridgefield, CT 06877 | Fairfield County
$1,700,000
4 Beds 3/2 Baths 5,564 Sqft 2.06 Acres

Welcome Home to 76 Canterbury Lane in Ridgefield, CT! This breathtaking Colonial with charming front porch overlooking the rolling front grounds is impeccably maintained and quite...

4
bed
3/2
bath
5,564
sqft
120 Pine Mountain Road $1,595,000 link

120 Pine Mountain Road

Ridgefield, CT 06877 | Fairfield County
$1,595,000
1 Beds 1/1 Baths 1,613 Sqft 18.08 Acres

Twin Brooks - 18 acre private compound with expansive scenic pond, dock, bridge, extensive stone walls and professional landscaping including walking trails, gardens, plus magical...

1
bed
1/1
bath
1,613
sqft
21 Deer Spring Road $1,465,000 link

21 Deer Spring Road

Redding, CT 06896 | Fairfield County
$1,465,000
5 Beds 4/1 Baths 4,187 Sqft 10.65 Acres

Situated on over 10 Acres, this one-of-a-kind horse property is in the sought after community of Redding with award winning schools. This property features a four-stall horse stable...

5
bed
4/1
bath
4,187
sqft
18 Great Pasture Road $1,455,000 link

18 Great Pasture Road

Redding, CT 06896 | Fairfield County
$1,455,000
5 Beds 2/2 Baths 3,492 Sqft 2.91 Acres

A majestic Colonial home with unmatched street presence stands on nearly 3 gorgeous acres of land. This picturesque property is located on a sought-after scenic road. Close to...

5
bed
2/2
bath
3,492
sqft
44 Still Road $1,350,000 link

44 Still Road

Ridgefield, CT 06877 | Fairfield County
$1,350,000
4 Beds 3/1 Baths 5,128 Sqft 1.76 Acres

Originally built by Ridgefield's Pelham Country Homes, this newly renovated property is the epitome of style and grace.This fantastic property is located on a private drive...

4
bed
3/1
bath
5,128
sqft
22 Ashbee Lane $1,330,000 link

22 Ashbee Lane

Ridgefield, CT 06877 | Fairfield County
$1,330,000
5 Beds 3/1 Baths 5,706 Sqft 2.14 Acres

Step into the timeless elegance of this beautiful historic home, where old-world charm seamlessly blends with modern amenities. The gorgeous original wide board flooring will captivate...

5
bed
3/1
bath
5,706
sqft
12 Mulberry Street $1,175,000 link

12 Mulberry Street

Ridgefield, CT 06877 | Fairfield County
$1,175,000
4 Beds 2/1 Baths 3,334 Sqft 1.23 Acres

Formula for fine living: location, curb appeal, and style. This expansive Colonial Salt Box is perfectly nestled on the end of the cul-de-sac with lovely pond views. Welcome to...

4
bed
2/1
bath
3,334
sqft
30 Wood Road $1,160,000 link

30 Wood Road

Redding, CT 06896 | Fairfield County
$1,160,000
4 Beds 2/1 Baths 4,672 Sqft 2.1 Acres

Pride of ownership combined with rich features from outdoor enjoyment and proximity to key local amenities make this a "must-see." Located in the highly desirable Sunset...

4
bed
2/1
bath
4,672
sqft