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About James

James Boyles Trumbull, CT Real Estate Agent Headshot

James Boyles

With a distinguished career spanning more than 25 years, Jim Boyles brings a rare blend of executive-level sales expertise, construction insight, and refined client service to the luxury real estate market in Connecticut and Florida. Known for his discretion, integrity, and attention to detail, Jim represents high-net-worth buyers and sellers seeking a seamless, elevated real estate experience.
 
Jim’s professional foundation was built in the world of high-stakes sales, marketing, and project management, where he consistently delivered multi-million-dollar results and earned recognition for leadership and mentorship. His deep understanding of construction and design gives his clients a unique advantage, whether assessing investment-grade estates or preparing a luxury home for market.
 
Before returning full-time to real estate, Jim proudly served the people of Connecticut as a police officer, honing advanced communication, negotiation, and crisis-management skills. This background has instilled in him an unwavering commitment to service, confidentiality, and trust—qualities that define the luxury experience he now delivers at Keller Williams.
 
Active in community leadership, Jim serves on several boards and volunteers as an instructor with regional emergency services organizations. He believes in building relationships that last well beyond the closing table and prides himself on being a trusted advisor who puts clients first.
 
For Jim, luxury is not just about price, it’s about the quality of the journey. He is honored to help his clients navigate their most important real estate decisions with confidence, clarity, and care.

Contact Details

Email address [email protected]
Primary phone (203) 772-9328
Address 35 Nutmeg Dr Trumbull CT, 06611
License #RES.0821901
See Why My Clients Love Me

Testimonials

Read what my clients have to say about working with me.

"It was a pleasure working with Jim to find my family's perfect home. He was very responsive and worked around our schedule. He was honest and critical about houses, and pretty knowledgeable when it came to potential problems and pitfalls, as well as potential for renovations. We were able to get on the same page as far as what we were looking for in a house, and it helped get us our dream home in a very competitive market."
"It was a pleasure working with Jim to find my family's perfect home. He was very responsive and worked around our schedule. He was honest and critical about houses, and pretty knowledgeable when it came to potential problems and pitfalls, as well as potential for renovations. We were able to get on the same page as far as what we were looking for in a house, and it helped get us our dream home in a very competitive market."
Kevin M.
"It was an absolute pleasure working with James. He was extremely mindful about our needs as he showed us various properties. His honesty and commitment towards finding us our dream home felt surreal. James is genuinely interested in making sure that you (the purchaser) are investing your hard earned money into a property that you will love calling your home. He was very patient, flexible, and most importantly, thoughtful throughout the entire process. I highly recommend James because he is very personable and extremely knowledgeable. You can trust what he is saying without a doubt. All that I've mentioned are qualities you ought to have in your realtor. You will be extremely satisfied with the beyond exceptional service he provides, just like we were; guaranteed!"
"It was an absolute pleasure working with James. He was extremely mindful about our needs as he showed us various properties. His honesty and commitment towards finding us our dream home felt surreal. James is genuinely interested in making sure that you (the purchaser) are investing your hard earned money into a property that you will love calling your home. He was very patient, flexible, and most importantly, thoughtful throughout the entire process. I highly recommend James because he is very personable and extremely knowledgeable. You can trust what he is saying without a doubt. All that I've mentioned are qualities you ought to have in your realtor. You will be extremely satisfied with the beyond exceptional service he provides, just like we were; guaranteed!"
Trixie B.
"James was very knowledgeable about the market, house values, and helped everywhere he could. Answer all my questions and even provide informative comments that are always helpful in my search. The way James negotiated our offer was outstanding and professional. He is super fun to work with. I would recommend him to my friends and family."
"James was very knowledgeable about the market, house values, and helped everywhere he could. Answer all my questions and even provide informative comments that are always helpful in my search. The way James negotiated our offer was outstanding and professional. He is super fun to work with. I would recommend him to my friends and family."
Paul B.
"James (as we know him, Jim) is not your average Real Estate Professional. I have never worked with someone that is always willing to go the extra mile. James has worked with my wife and me, and not only did he help us find our little cozy nest, but he put in a lot of time and work to help us with our search. For months, we looked at a ton of properties but could not find one to our liking. Jim never gave up on us or grew impatient. We finally found the one, and he made the process go so smoothly and quickly. I am happy to say my wife and I chose the right person to help us with our home search!"
"James (as we know him, Jim) is not your average Real Estate Professional. I have never worked with someone that is always willing to go the extra mile. James has worked with my wife and me, and not only did he help us find our little cozy nest, but he put in a lot of time and work to help us with our search. For months, we looked at a ton of properties but could not find one to our liking. Jim never gave up on us or grew impatient. We finally found the one, and he made the process go so smoothly and quickly. I am happy to say my wife and I chose the right person to help us with our home search!"
Miguel R.
"James did such an amazing job helping me find an awesome house that even months later, it's still unbelievable. James was present and available for any questions/answers every step of the way. This experience was super stressful, but getting the perfect amount of help throughout this whole process as a first-time home buyer. You will be in great hands."
"James did such an amazing job helping me find an awesome house that even months later, it's still unbelievable. James was present and available for any questions/answers every step of the way. This experience was super stressful, but getting the perfect amount of help throughout this whole process as a first-time home buyer. You will be in great hands."
Buyer
"James really went above and beyond to help me with the purchase of my home. Simply made it all easy, I would work with him again, he took the time to look for my housing needs, I got everything I needed and more with James, I’m sure other agents can’t offer the amount of care and passion for this business. Truly appreciate all the work and love my new home as well as the easy process! I wouldn’t have done it without your help. Thank you."
"James really went above and beyond to help me with the purchase of my home. Simply made it all easy, I would work with him again, he took the time to look for my housing needs, I got everything I needed and more with James, I’m sure other agents can’t offer the amount of care and passion for this business. Truly appreciate all the work and love my new home as well as the easy process! I wouldn’t have done it without your help. Thank you."
Jackie

Featured Listings

Portfolio

  • 36 September Lane Sold

    $1,100,000

    36 September Lane, Weston, CT 06883

    • 4 Beds
    • 3 Baths
    • 2,677 Sq.Ft.
  • 40 Pine Street Sold

    $545,000

    40 Pine Street, Shelton, CT 06484

    • 3 Beds
    • 3 Baths
    • 1,776 Sq.Ft.
  • 2 Belair Drive Sold

    $449,000

    2 Belair Drive, Danbury, CT 06811

    • 3 Beds
    • 3 Baths
    • 1,344 Sq.Ft.
  • 24 Cedar Avenue Sold

    $420,000

    24 Cedar Avenue, Waterbury, CT 06705

    • 6 Beds
    • 4 Baths
    • 3,060 Sq.Ft.
  • 481 Savin Avenue Sold

    $420,000

    481 Savin Avenue, West Haven, CT 06516

    • 5 Beds
    • 3 Baths
    • 1,461 Sq.Ft.
  • 635 Lakeside Boulevard West Sold

    $350,000

    635 Lakeside Boulevard West, Waterbury, CT 06708

    • 3 Beds
    • 2 Baths
    • 1,784 Sq.Ft.
  • 179 New Haven Avenue Sold

    $298,000

    179 New Haven Avenue, Waterbury, CT 06708

    • 3 Beds
    • 2 Baths
    • 2,106 Sq.Ft.
  • 37 Carey Avenue Sold

    $293,000

    37 Carey Avenue, Meriden, CT 06451

    • 2 Beds
    • 1 Bath
    • 957 Sq.Ft.
  • 25 Padanaram Road 6 Sold

    $285,000

    25 Padanaram Road 6, Danbury, CT 06811

    • 2 Beds
    • 2 Baths
    • 1,114 Sq.Ft.
  • 17 Avon Court 17 Sold

    $280,000

    17 Avon Court 17, Beacon Falls, CT 06403

    • 3 Beds
    • 3 Baths
    • 2,260 Sq.Ft.
  • 1121 Quinnipiac Avenue Sold

    $250,000

    1121 Quinnipiac Avenue, New Haven, CT 06513

    • 2 Beds
    • 1 Bath
    • 744 Sq.Ft.
  • 240 Cross Street Sold

    $250,000

    240 Cross Street, Naugatuck, CT 06770

    • 4 Beds
    • 1 Bath
    • 1,085 Sq.Ft.
  • 8 Bankside Trail Sold

    $220,000

    8 Bankside Trail, Newtown, CT 06482

    • 2 Beds
    • 1 Bath
    • 620 Sq.Ft.
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