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Princess Anne, MD real estate

Compare top Princess Anne real estate agents.

Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for November 2026.*


*Sales data is calculated based on transaction information available to Agent Pronto at the time of publishing and may not accurately reflect all transactions for a given agent.

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Learn more about what Princess Anne has to offer.

Princess Anne offers residents a welcoming coastal hometown with a tight-knit community, accessible healthcare, abundant parks and outdoor recreation, strong schools, and a lively mix of local shops and services.

Princess Anne, MD real estate

Princess Anne is a small, historic town on the lower Eastern Shore with direct access to major routes that connect to Salisbury, Ocean City, and Somerset County. Daily life here is shaped by the presence of University of Maryland Eastern Shore, giving the community an academic anchor while still retaining a relaxed, rural pace.

Residents enjoy practical amenities close at hand. Local shops and services line the town center, while larger retail and healthcare options in Salisbury are within an easy drive. The Princess Anne branch of the Somerset County Library offers programs for all ages, along with study and meeting space. Outdoor recreation is accessible at Manokin River Park and along nearby waterways that invite fishing, paddling, and quiet evening walks.

Families value schools in the Somerset County Public Schools system, and the Somerset County Recreation and Parks department supports youth sports and community events. Local eateries and cafes give residents everyday dining options without leaving town.

Housing in Princess Anne ranges from historic homes near downtown to newer subdivisions outside the core, with prices that often feel more attainable than in larger regional hubs like Annapolis or Baltimore. Navigating these options is easier with an agent who understands local neighborhoods, back roads, and upcoming development. Agent Pronto connects buyers and sellers with professionals who know Princess Anne well, helping make each move more straightforward and less stressful.

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“Will is THE BEST. We worked with him in 2020 to buy our Salisbury, MD and then worked with him to sell our home in 2024. He is local to Maryland and is very knowledgeable about the area. He made our move from Virginia to Maryland really easy. After we closed on our Salisbury house he brought us an entire gift basket full of local goodies and made us feel welcome. If you are looking to buy or sell a house in Maryland then Will is the guy you want!”

Claire Mannisto ·

Photo of The Harrington Group
Coldwell Banker Realty
“James did a wonderful job helping us to sell our home in difficult market. HIs negotiation skills are fantastic along with his demeanor. He was able to get us a deal that we were comfortable with. He has a good eye and provided great recommendations on things to address prior to pictures. Overall, I would highly recommend James to sell you home.”

kmlizzi ·

Photo of James Littlefield
Northrop Realty
“Karen was Great in every way, i am not to good with words i just would like to say, If i would buy another house i would go with Karen again 100%. Karen is professional, a great listener, We bought the house we wanted at the price we wanted .Thank you Karen again for all that you did for us.”

klbandme36 ·

Photo of Karen Chapman
IN-VISION REALTY
“We have moved and purchased several homes in the past 3 years. For our home in Delaware, we were very luck to find Dale. As we all know, the stress of finding a home and then moving can be overwhelming. This is where the professionalism, knowledge, and practical experiences of Dale took over. If he didn't have an answer (very rare) he would research and present the best solution. Without a doubt, Dale is the best Real Estate Partner that we have ever worked with in our home search. You and your Family will benefit working with Dale.”

smarks80 ·

Photo of Dale Hunter Jr
Bayside Realty
“I recently had the pleasure of working with Megan to sell my mom's home, and I truly can't say enough wonderful things about her. I would not hesitate for a second to work with her again. Megan is absolutely amazing! From day one, Megan impressed me with her knowledge of the local real estate market, her professionalism, and her resourcefulness. My mom’s home was sold through an estate sale that came with plenty of unexpected challenges, but Megan handled every single one with calm confidence, kindness, and expertise. No matter what issue came up, she never got flustered. Instead, she dug in, found solutions, and kept everything moving forward. Her resourcefulness and determination made all the difference. One of the things I appreciated most was how great Megan was at keeping our family informed every step of the way, regularly checking in and making sure we always knew what was happening. She was always available and ready with great advice and, best of all, solutions!! Megan helped us with finding repairmen, plumber, and she shared lots of options to quickly clear out the house, incredible! Knowing she was working tirelessly in our corner gave me tremendous peace of mind. Beyond her expertise, what truly sets Megan apart is that she genuinely cares about her clients. She always advocated for our best interests, worked relentlessly on our behalf, and treated our family with kindness, patience, and respect. Thanks to her hard work, the house was sold so quickly, I couldn’t believe it. At the end of this process, I feel that Megan is more of a friend than our realtor. If you're looking for someone who is knowledgeable, incredibly hardworking, compassionate, and a true advocate for her clients, I can't recommend Megan highly enough. She is the BEST!!”

Michelle Kendall ·

Photo of John Reynolds
Keller Williams Flagship
“Bob's professionalism, knowledge, and patience exceeded my expectations. I highly recommend Bob for your next move.”

Charlotte · Salisbury, MD

Photo of Bob Heim
ERA Real Estate ERA Martin Associates
“After speaking with Tyrone, it's clear he possesses the experience, expertise, local market knowledge and professionalism I was looking for in a realtor. Throughout the entire home buying process he patiently listened to me and quickly understood what my needs were in terms of amenities, community, location, proximity to work, and convenient access to shopping, dining entertainment, etc. And when it came to preparing and presenting our offer, it was collaborative because he valued my input! He had the foresight to establish rapport and an open line of communication with the listing agent early on in the negotiation phase, which helped tremendously! Aside from being a top tier real estate professional, Tyrone is good people...he's an honest guy and his integrity is beyond reproach!!! I recommend him highly, without reservation.”

Clay · Columbia, MD

Photo of Tyrone Eugene
CENTURY 21 Envision
“Bob Faith is an outstanding choice in handling Real Estate needs. Bob is extremely responsive, professional, personable and honest. He knows the market, he knows the reputable professionals in the area, and he knows how to efficiently handle the unexpected! I highly recommend Bob Faith, he was incredible in handling the sale of our property!”

Divinodiva ·

Photo of Bob Faith
Dockside Properties
“If you call anyone besides Dallas Watson you're wrong. Point blank. Made buying my first home such a stress free, comfortable experience. Top notch knowledge. Top notch professionalism, and communication with Dallas makes you think you're talking to a friend you've known your whole life. On a scale of 1-10 on every category I'd give him infinity! Thank you Dallas! I love the house and loved working with you man! Keep being #1!!!”

CraigEast3 ·

Photo of Dallas Watson
Keller Williams Walt Taraila
“Wendy did an amazing job to help sell my house. Was able to present my house in such a way that it sold faster than expected and for more than asking. Highly recommend Wendy for all your buying and selling needs.”

TylerStever ·

Photo of Your Delmarva Home
Long & Foster Real Estate Long & Foster
“Mike was extremely helpful and instrumental in my homebuying journey. He was very patient and responsive when it came to the many houses I wanted to tour. And when it came to the multiple offers I put in on multiple houses he was quick to draw up the paperwork. I'm also military, so I went with a VA loan. He was very helpful in helping me look for potential VA Appraisal issues. I would highly recommend Mike for your homebuying agent needs.”

j dukes3 jd ·

Photo of Mike Cowan
Coldwell Banker
“Debbie is wonderful at what she does! She has years of experience and expertise, gives honest advice and looks out for her clients best interest! She is very responsive and flexible. She sold me my first home ten years ago and I just worked with her again to purchase my new home. 100% recommend her!”

Lauren Fink ·

Photo of Debbie Balderson
SAMSON PROPERTIES
“We listed a vaction home in a fairly remote area of the Eastern Shore of Maryland, with very little inventory and very few buyers. Kristy guided us the entire time -- she knows the market, she priced the house fairly, she kept us posted on every step. When the inspections showed we needed some repairs, she had a range of professionals availble to do the work at very reasonble prices. The first "buyer" disappeared without a trace (very odd) before settlement, she guideded us through the subsequent steps. We relisted and got a full price offer!”

user2896575 ·

Photo of Kristy Thomas
RE/MAX Advantage Realty
“Very knowledgeable and extremely helpful and the aid of purchasing and selling property. Her 20+ years of real estate experience really speaks volume when it comes to the purchase or selling of your home from Maryland, Delaware, or Virginia Neda Howell has you covered.”

chowens93 ·

Photo of Neda Howell
Long & Foster Real Estate

Frequently Asked Questions

There are more than 2 million real estate agents across the U.S., and you want to be sure the one you partner with is an experienced and trustworthy professional with strong local expertise covering the housing market in and around Princess Anne. Working with a proven agent will help you sell your home faster and for more money, and help you find your dream home at the best possible price.


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