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Our

Story

…a boutique real estate shop owned by local Realtors with diverse areas of expertise including, but not limited to, Farms, Waterfront Real Estate, Hunting Properties, Residential, Historic Estates, Commercial Sales, and Equine Facilities.

Our continuing success is attributed to our strong ties to Maryland's Eastern Shore community, particularly Kent, northern Queen Anne's, and lower Cecil Counties.

We are dedicated to offering professional service in a personalized manner, providing Buyers insight about the local lifestyle, as well as Sellers the honesty and expertise it requires to market a listing successfully. From aligning estate managers to procuring farmers who lease crops, think of Cross Street Realtors as your gateway to peace of mind. Our hands-on approach is evident to any client, even to those current client relationships that extend throughout Europe. The client/customer relationships we establish survive well beyond the sale.

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Service

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What Our Clients

Are Saying

Want a realtor who does what she says, goes above and beyond any request you have, stays with you after the sale, and someone who is fun to work with - you'd better call Stacy! This is what Stacy brings to the table. She also has the abili...

-Jim

When I looked to buy my first home in the early pandemic, Stacy Kendall found me the perfect home in Chestertown. She helped educate me about the home buying process and homeownership, and I couldn't have been happier.

-Rachel

Jody is my go-to realtor for any real estate transaction. She has represented my interest for two purchases and one sale and I trust her completely. Jody is proactive and always available, and has always responded timely to my many requests to view homes and/or obtain market information about a home. In addition to her commitment and loyalty to her clients, Jody has a fantastic personality and is truly a pleasure to work with. I highly recommend her for any real estate transaction.

-Debra

My experience with realtor Joelle Dolch was wonderful! She explained every step and document that selling a house presented. She shared ideas and experience in making a good presentation so the potential buyers were able to see the advantages of the house that owners often take for granted. She was not only professional but she was also very caring and supportive during my emotional times. I am grateful that she was my realtor and I would highly recommend her to anyone selling their house, as well as looking for their next home.

-Cindy

I started looking for a new home when the market at my price point was extremely hot. Sarah was amazing. Super helpful & patient! Always available to look at any house that peaked my interest and was constantly pointing out things that I wouldn’t have ever thought about as a first time buyer. I would recommend her to anyone!

-Krista

This new transplant from Hawaii was frustrated and had given up on Chestertown as a home until someone recommended Stacy and Chris at Cross Street. 10 minutes into our conversation Stacy paused and said I’ll take care of this! Stacy’s persuasion, dedication and professionalism had done the impossible. I had a new home to rent in town for my family and I. I am currently living in a spacious open floor rental where I can walk to the river on my daily walks. Stacy and Chris listen, research, and deliver with finesse and a welcoming smile! They will find my forever home when I’m ready.

-Carlos

I highly recommend Cross Street Realtors. They’re professional and reliable! Their service is top notch. Thank you Stacy and Joe for going above and beyond to get our property sold!!! My husband and I have had multiple transactions through Cross Street. We will continue to use them in the future for buying and selling!

-Mallory

My wife and l had a wonderful experience this year purchasing our home in Rock Hall because of the great work of Jeff Guthrie and the team at Cross Street Realtors. They are simply the best at what they do.

-Will

Stacy and her team at Cross Street provide outstanding service, and I can't express enough gratitude for the exceptional experience I had with them. When my mother needed to relocate to assisted living, I had to manage her financial affairs from out of state as a POA. In addition to everything else, the process of selling her home and farmland felt overwhelming. Stacy stepped in and alleviated the stress and challenges and handled almost everything. She turned what felt like an impossible task into a smooth and manageable process. In my opinion, Stacy and her team have set a new standard.

-Brady
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