Kaitlyn Oberle

Kaitlyn Oberle

Licensed Real Estate Agent / Sales & Marketing Consultant at TradeWinds Realty Group LLC
  •   5   (12 reviews)

About Kaitlyn

Kaitlyn resides in Scituate and is a life long resident of the South’s Shore. Educated at Boston University, she is familiar with all surrounding areas from Boston to Cape Cod! Kaitlyn applies her past professional experience as a project manager to effectively work with sellers, buyers, attorneys, and lenders to ensure a smooth real estate transaction and positive experience for her clients. TradeWinds Realty Group’s simple mission is to exceed the expectations of our clients and customers. We offer an innovative, personalized approach to real estate.

Kaitlyn's reviews

  5  
Kaitlyn has 12 reviewsacross 8 different locations, showing 6.
Review Kaitlyn
almost 7 years ago
Kaitlyn worked extremely hard to help us find our first home

Kaitlyn worked extremely hard to help us find our first home. She was diligent, professional and always accessible to us. Kaitlyn was exceptionally supportive during a very trying and frustrating buying/closing process and she did it all with a smile. She is an expert in her field and we were lucky to have her as out agent.

over 7 years ago
There are not enough wonderful words to describe our experience with Kate, she is amazing and incred

There are not enough wonderful words to describe our experience with Kate, she is amazing and incredibly personable! As first time home buyers who knew next to nothing about the process Kate was always available to answer any and all questions and if she didn’t know an answer, she would find out very quickly. She listened, finding us properties in our price range and location needs immediately and reached out to all properties we were interested in. Kate made the whole process easy and when we hit some bumps in the road when we did make an offer, through no fault of hers, her grace and professionalism eased our anxieties tremendoulsy. She kept us up to date on all things with our new home frequently and was right there next to us when we closed, cheering us on. I could go on and on about our experience with Kate but I’ll leave it simply as- do yourself a HUGE favor and work with her, you won’t regret it! Thank you Kate, times a million!!

over 7 years ago
Always 10 steps ahead!

Purchasing our second home was likely one of the most stressful events of our lives together not because we did not have a great team behind us, but because naturally inventory was low and it was for sure one hell of a sellers market. I finally settled and told Kaitlyn I wanted to put the hault on searching for a forever home and find a for now home that would fulfill our needs but not our wants. While she accepted that choice she continued to search high and low for the best fit for my family and caught her eye on a gem we could not miss out on! Throughout the process Kailtyn was on her game at all times and always ten steps ahead. Her response time was unbelievable and her dedication to making sure we understood every detail throughout the process was so helpful and reassuring. She made the process as easy as I could ever possibly imagine it being and our communications were always enjoyable and witty. Kaitlyn is a fantastic person, is knowledgeable in almost anything you whip up to ask her, and her attention to detail is untouched in a time when you need it most, home buying. If you want a true professional that will be realistic and always do what’s best for you, then I suggest you give Kaitlyn a call. You won’t regret it.

over 7 years ago
Purchasing our second home was likely one of the most stressful events of our lives together not bec

Purchasing our second home was likely one of the most stressful events of our lives together not because we did not have a great team behind us, but because naturally inventory was low and it was for sure one hell of a sellers market. I finally settled and told Kaitlyn I wanted to put the hault on searching for a forever home and find a for now home that would fulfill our needs but not our wants. While she accepted that choice she continued to search high and low for the best fit for my family and caught her eye on a gem we could not miss out on! Throughout the process Kailtyn was on her game at all times and always ten steps ahead. Her response time was unbelievable and her dedication to making sure we understood every detail throughout the process was so helpful and reassuring. She made the process as easy as I could ever possibly imagine it being and our communications were always enjoyable and witty. Kaitlyn is a fantastic person, is knowledgeable in almost anything you whip up to ask her, and her attention to detail is untouched in a time when you need it most, home buying. If you want a true professional that will be realistic and always do what’s best for you, then I suggest you give Kaitlyn a call. You won’t regret it.

over 7 years ago
Highly skilled and knowledgeable!

Kate is the best. We connected with her through Dave Ramsey's ELP program so I knew we would get someone highly skilled. Kate is very knowledgeable, professional and responsive. I would recommend her to anyone looking to buy or sell a home!

over 7 years ago
Kate is the best

Kate is the best. We connected with her through Dave Ramsey's ELP program so I knew we would get someone highly skilled. Kate is very knowledgeable, professional and responsive. I would recommend her to anyone looking to buy or sell a home!

Show all 12 reviews

Kaitlyn's properties

Kaitlyn has sold 2 properties in the last 12 months, showing 2, sorted by most recent activity

SoldDec 23, 2025
$480,000
25 Valley Road
Holbrook MA 02343
3
2
6
Single-Family
Listing courtesy of Keller Williams Realty and TradeWinds Realty Group LLC
SoldJun 26, 2025
$310,000
26 Azalea Road
Bristol County MA 02048
1
1
2
Single-Family
Listing courtesy of Keller Williams Realty and TradeWinds Realty Group LLC
Show all 2 properties
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