Providing Real Estate Solutions Through Experience, Knowledge and Commitment

What can we help you with today?

Finding an Apartment Rental
Buying or Selling Your Home
Hiring a Property Manager
Real Estate Investments
Currently Managed Properties

Now Leasing

Who are we?

Jessica Smith

Jes specializes in Commercial Sales, Leasing and Property Management. She has been licensed for 20 years. Her responsibilities include overseeing all financial and contract management in addition to all licensed Winsor Brook agents.

Scott Smith

Scott specializes in Property Management and Residential Sales and Leasing. Scott has practiced real estate with Winsor Brook for over 15 years. He is responsible for overseeing all of the on-site physical management and Tenant and Vendor management.

Sean H.
Local Guide
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Absolutely a great property management company. The staff are professional and friendly. I've noticed a big difference this year in the property's. Emergency calls are down significantly. Working with Erik Roy has been great The preventative maintenance plan has paid off. Erik communicates with Tenants and vendors to quickly resolve any issues throughout the property's. I've been doing business with Winsor Brook property advisors for two years now and things have improved significantly on all property's. Special thanks to Erik and Carly it's been great working with you.
Martha V.
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I highly recommend this company! I rented an apartment in Dover from Winsor Brook for two years. I have many good things to say about them…. the office staff gave exceptional prompt courteous service anytime we communicated. And the maintenance staff always got back to me immediately when I contacted them with any issues that arose (and there were not many issues )… maintenance was especially prompt and courteous in communication with me to make sure the apartment was top notch. I highly recommend this property management company, and a special thank you to Scott, Eric and Carly for taking extra steps to ensure my rental experience was comfortable and positive.
Randa M.
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Winsor Brook Property Management goes above and beyond! Jessica Smith and the office staff are friendly and quick to respond to any concerns. Erik Roy is frequently on the property and is personally very involved with managing the Davis Farm Condos. It was obvious from the beginning that he was looking forward to working not only with the condominium board but with the individual owners. Feeling very fortunate we found them!
James T.
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Fantastic! Quiet and clean and great grounds and right next to river walk. Great floor plan including my own laundry which is awesome! Very private spot in Dover which is rare! Erik the property manager is on point.
Sam B.
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We’ve had multiple Property Management Companies over the past twenty years. Erik and Winsor Brook are unequivocally the best. Their commitment to customer service for members of the community is impressive. Erik’s passion for his clients is on display each time he interacts with the HOA. I’ve never had reason to doubt any concern raised would be addressed in a timely manner and resolved to all parties’ satisfaction. I can’t recommend Erik and Winsor Brook highly enough.
Dawn A.
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I can't say enough about Carly and Jess of Winsor Brook Properties. We listed our home for sale with them and they were amazing to work with. They went above and beyond for us and we can't thank them enough. Also, they sold our home in just 5 Days!! Thank you again for everything!
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