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Real Estate SERVICES | Fairfield County, CT

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Explore the Best of Real Estate in Fairfield County, CT.

Experience a seamless journey to finding your dream home within our vibrant community. We offer exceptional homes for sale, catering to a variety of preferences and budgets. Each listing is meticulously curated to meet your lifestyle and aesthetic needs. Our team is dedicated to turning your vision into reality and making your home-buying journey as smooth as possible. Whether you're a first-time buyer or looking for a luxurious upgrade, we're here to help you every step of the way. Explore diverse options and find your perfect forever home today!

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FEATURED LISTINGS - Coming Soon

Stay tuned for our upcoming featured listings, showcasing the best properties that will soon be available. Check back soon for exclusive opportunities and listings!

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Dream Homes for Sale

Embark on an exciting quest to find your dream home in the beautiful enclaves of Fairfield County. With homes that echo personality and charm, we offer an endless variety of choices designed to suit your lifestyle needs and desires. From cozy cottages to sprawling estates, each property tells its own story. Our team, led by experienced hands like Michael Calise, is ready to walk beside you every step of the way. Embrace the excitement of finding your forever haven and start crafting your new narrative today. Explore our vibrant listings and find where you belong.

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Comprehensive Real Estate Services AWAIT YOU

We offer diverse real estate services to showcase properties, including accurate floor measurement, detailed floor plans, and engaging video home tours. Our services also feature aerial drone footage and expert realtor videos to enhance marketing and increase buyer engagement.

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Two people are sitting at a table looking at a floor plan.
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Prime Commercial Properties for Sale

Unlock the potential of your business with our range of commercial properties for sale. Strategically located, these properties offer immense growth opportunities in thriving markets. Whether you are seeking office space, retail locations, or multi-family investments, we provide expert guidance tailored to your unique requirements. With these strategically situated properties, you're not just buying real estate, you're investing in your future success. Browse our exclusive listings and step into your prosperous tomorrow.

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Fairfield County: Your Ideal Home Destination

With its unique vibe and welcoming spirit, Fairfield County is more than a mere location. It's a lifestyle. Nestled in this dynamic area, we bring local insights and community love to every transaction. From the serene shores of Westport to the vibrant energy of its surrounding neighbors, each community offers a spectacular setting to call home. Discover the county's perfect blend of nature, culture, and opportunity. We're here to make your move seamless and exciting. Start your Fairfield County adventure and experience a place where life blooms.

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Our Unwavering Commitment: Community and Excellence

At the heart of our operations is a commitment to community and unwavering excellence. We believe in nurturing our ties with local residents, supporting their real estate journeys with dedication, friendliness, and unsurpassed industry knowledge. By choosing us, you align with a team that cherishes community engagement and values the lasting relationships we build along the way. Experience how our passion for people and places can redefine your real estate expectations. Let's make your next move together!

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Featured Property Highlights

Discover a thoughtfully curated collection of exceptional properties, each embodying our dedication to quality and our skill in connecting buyers with their perfect spaces. These highlighted selections illustrate the broad spectrum of residential and commercial properties that we've successfully facilitated for our clients.

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A large lush green field surrounded by trees on a sunny day.
An aerial view of a large house surrounded by trees
An aerial view of a large house with a pool
A blue building with white trim and a red door
A kitchen with a table and stools in front of it
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A kitchen with stainless steel appliances and white cabinets
A kitchen with stainless steel appliances and white cabinets
A kitchen with a table and stools and sliding glass doors
A dining room with a table and chairs and french doors
A living room with hardwood floors and a table and chairs
A large house with a large deck in the backyard
A bedroom with a large bed and a couch
A dining room with a long table and chairs
A living room with white furniture and a fireplace
A blue house with a white porch and a gray roof
An aerial view of a large white house surrounded by trees
A staircase in a house decorated for christmas
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Why Choose Us? Key Selling Points

Settlers & Traders Real Estate Company embodies unmatched dedication and expertise. Discover what makes us the premier choice in real estate services:


  • Over 30 years of local market experience
  • Comprehensive service spanning both residential and commercial properties
  • Deep-rooted connections in Fairfield County and beyond
  • Specialized expertise tailored to individual client needs
  • Committed to personal service with a client-first approach


Our legacy and dedication make your real estate journey a rewarding experience. Partner with us, and let's create a future worth investing in!

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Trusted by Homeowners and Realtors ALIKE

We take pride in delivering exceptional service, and our feedback reflects our commitment to quality and satisfaction. Satisfied with your experience? Leave a review today!

INTERESTED IN Buying, Selling or Renting a Home or Property?

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Frequently Asked Questions

Have any questions about our services? Feel free to reach out to us.

  • Why is Settlers & Traders Real Estate Company so popular?

    Settlers & Traders Real Estate Company has become a cornerstone of the Fairfield County real estate market thanks to over 30 years of dedicated service. Our popularity stems from our extensive experience in residential and commercial real estate. With offices in key locations, we emphasize personal service and deep local knowledge. This enables us to guide clients through every real estate transaction seamlessly. Our team specializes in investment sales, tenant representation, and offers an array of property types from office spaces to multi-family homes. Real estate in Fairfield County thrives under our expert guidance. Furthermore, Michael Calise, our seasoned broker, with over 50 years of experience, ensures that our clients receive top-notch service. When it comes to real estate in Fairfield County, we lead with integrity and professionalism. This commitment to excellence in real estate has earned us the trust of our clients. Discover how we can assist you in your real estate journey today.

  • Who can benefit from your real estate services?

    Our real estate services cater to a diverse clientele, including individuals seeking homes for sale and businesses looking for commercial properties. Whether you are a first-time buyer or an experienced investor, our team is equipped to help you find the perfect property. We also specialize in assisting companies with tenant representation and investment sales. Our vast knowledge of the Westport and Redding areas allows us to provide tailored solutions to meet your specific needs. Reach out to us to learn more about how we can assist you.

  • What additional services do you offer?

    In addition to traditional real estate services, we are proud members of the Greater Fairfield County and Litchfield County MLS. We also participate in the RELO network, the largest group of independent real estate companies in the U.S. This affiliation increases the scope of our services, offering clients broader access to properties and real estate professionals across the country. Explore the full range of services we offer by contacting our offices in Westport and Redding.

  • How experienced is your team in the real estate industry?

    Our team boasts extensive experience in the real estate industry, led by our broker, Michael Calise, who brings over 50 years of expertise. Michael's background encompasses roles as a broker, developer, property owner, and consultant. This deep well of knowledge ensures that our clients benefit from insight gained through decades of working in various facets of real estate. To experience our expertise firsthand, connect with our team today.

  • Why choose your real estate services in Westport?

    Choosing our real estate services in Westport means working with a company that prioritizes client satisfaction through personalized service. Our location in Westport allows us to provide local insight and knowledge unmatched by larger, national firms. We are committed to smooth transitions for new residents or those relocating within town and have a proven track record of success. Let us show you the seamless experience we offer by reaching out to our Westport office today.

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