“Thanks to Beatriz now l made one of the biggest dream, to own a house to secure my family”
Century 21 North East
- Agent Pronto
- Massachusetts
- Cuttyhunk
The best way to find top real estate agents in Cuttyhunk, MA
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Compare top Cuttyhunk real estate agents.
Agent Pronto analyzes transaction data, agent specialties, and client reviews to handpick the best agents in your area. Updated for October 2025. *
* 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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See why so many people rely on Agent Pronto to make their real estate journey a success.
“From the first phone call Jill communicated competence. She clearly knows the home buying process inside and out and helped my wife and I understand every step of the process. She's helped us all through the process, sending us recommendations and coming to showings with us. She pointed out things about the houses we were looking at that I would not have noticed and helped us get better at looking critically at properties.”
Century 21 C21 North East
“Amy laid out the sales strategy and it happened just as she predicted. We achieved a rapid sale for a great price”
Kinlin Grover Compass
“I have used Brad in the past. He has repeatedly demonstrated a strong understanding of the housing market and how to best navigate through it. Brad's guidance was critical in helping us secure our dream home by being aggressive, concientious and thoughtful. Now more than ever it is important to have a strong realtor!”
Century 21 North East
“Attentive and on your side , Adam is there for the prospective buyer”
Century 21 Tassinari & Associates
“Spencer is a gem! From the start, his deep knowledge of the market and attention to detail when we were looking at properties blew us away. He’s always available, whether to answer questions or provide guidance, making us feel completely supported every step of the way. Spencer’s approachable, funny, and yet always professional—he truly made the process enjoyable and stress-free. He handled the sale of our home with perfection, the entire process was above expectations. Highly recommend him to anyone looking for an outstanding realtor!”
Topp Realtors
“1st time working with Craig Celli. He was very professional. I was not selling my home, but my aunt's. While the home was on the market, Craig always kept me abrest of any open houses, what the interested buyers were saying about the home whether possitive or negative. Was very honest on what the sales price should be set at to open the market to reach more buyers. I would absolutely use Craig again.”
CENTURY 21 CELLI
“Kurt service is excellent. He always give guidence one step ahead & give me enough time to prepare doucment without delay for closing. He send me enough data to decide price for my house and able to find buyer to purchase house on same price without any discount. Great communication skill and knowledge as a realtor. I work twice with him so far & I recomed him as a realtor.”
RE/MAX Liberty
“I needed help finding a reputable real estate agent in my area, there are so many to choose from. Agent Pronto found Krista Dunn for me & we just closed on our house! Thank you Agent pronto, I will be using you again!”
Exit Realty Cape Realty
“We've been working with Lisa for many years, she is always looking out for what's best for us. We've also referred her multiple times to family and friends. We're forever grateful to have such an amazing person in our lives!”
Exit Realty Exit Real Estate Executives
“We are beyond grateful for Shawnai! She helped us find the perfect home, and we absolutely love it. The process was long and had its share of ups and downs, but she made it bearable every step of the way with her professionalism, helpful tips, and encouraging chats. She was always responsive, knowledgeable, and patient, taking time to explain every step so we always felt confident and informed. She handled everything flawlessly, worked seamlessly with all the other professionals involved, and made sure no detail was overlooked. Most of all, it was clear how much she truly cared about us finding not just a house, but the right home for our family. She put her whole heart into the process, and we always felt supported and prioritized. We can’t thank her enough for making this milestone possible. I highly recommend her to anyone looking for a realtor who goes above and beyond!”
Century 21 Signature Properties
“If not the most talented and detail-oriented realtor, Michelle Silverio, is among them. Thank you for your help acquiring our properties. We greatly appreciate all the long trips to help us achieve our goals. Thank you Michelle and we hope that your professionalism and charisma brightens many other families lives.”
Century 21 North East
“Sheri was incredibly knowledgeable, patient, and helpful throughout the process of buying our first home. Had great attention to detail and pointed out things we hadn’t even considered. We would highly recommend Sheri!”
Media Realty, LLC
“Nancy is professional, easy to communicate with, responsive to calls and text. She is a very experienced realtor who knows the market well and has many useful contacts for new home owners. I highly recommend her and for Fudge reators.”
Fudge Properties, Inc.
“James Laney was extremely knowledgeable throughout the sales process. He did an outstanding job in developing a strong marketing strategy which quickly resulted in the sale of my home. He planned, organized and single handedly managed a very successful Open House Event which resulted in the successful offer to purchase the house one day later. James was expremely organized and responded very quickly to any questions that I posed to him. Would highly recommend James to any potential seller or buyer.”
Century 21 North East
“Len went above and beyond during the whole process of selling my mother's home. He was kind, considerate, compassionate and extremely helpful, during an especially stressful time. I would definitely recommend him without hesitation.”
Century 21 North East - Integra
“El seńor Juan lopera,excelente agente vendedor respetuoso al entrar a la propiedad igual que su equipo de trabajo ,muy buena comunicación,siempre pendiente durante todo el proceso de venta. Gracias.”
eXp Realty
“Marcia is a very knowledgeable and experienced realtor. She is always professional, prepared, friendly, and communicative. It was a pleasure working with her and I never felt anxious regarding the listing and sale of my co-op. Since I lived in that co-op for so many years, it was a scary decision to sell my unit. Marcia made it so easy. I would recommend Marcia to anyone looking for a realtor.”
Century 21 Metrowest Realty
“My husband and I have worked with four Realtors in 3 different markets - CA, KY & RI. Our experience with Christine - first when selling a house in 2022 and the purchase of our current home (2025) - has been unrivaled. She is professional, knowledgeable, amiable, and fully answered our many questions.”
CENTURY 21 Topsail Realty
“Eugene Clark was amiable and very patient. he walked me through the process step by step with clarity and good humor. even after the closing he has been available and very helpful”
C&M Signature Property Group
Learn more about what Cuttyhunk has to offer.
Cuttyhunk offers residents a charming coastal atmosphere with stunning views, rich maritime history, and a peaceful community environment.
Cuttyhunk is the outermost of the Elizabeth Islands, a sea-breezy community in Dukes County within the town of Gosnold. Life orbits the harbor: moorings fill with visiting boats, and the [Cuttyhunk Marina] welcomes cruisers and day-trippers. Getting here is straightforward—the [Cuttyhunk Ferry Company] connects the island to New Bedford on a year-round schedule that swells in summer, while private craft also arrive from Falmouth.
Onshore, days run on ocean time. Trails climb to Lookout Hill for sweeping views, beaches ring Buzzards Bay, and anglers chase legendary striped bass in Vineyard Sound. Summer brings the intimate museum at the [Cuttyhunk Island Historical Society], sunset ice cream on the pier, and a beloved skiff delivering oysters and chowder from [Cuttyhunk Shellfish Farms] right to your mooring. High-speed internet has improved remote-work viability, yet nights remain blissfully quiet under an astonishing sky.
Families appreciate the island’s scale: bikes and golf carts outnumber cars, and the one-room public school offers exceptional attention with a curriculum rooted in natural science and seamanship. Essentials are close at hand—a small market, seasonal cafés, and a post office—while the community rallies for events, junior sailing, and harbor cleanups.
Homes range from classic cedar-shingled cottages to waterfront retreats oriented to spectacular sunsets and steady sea breezes. If you’re weighing a move or considering selling here, Agent Pronto can connect buyers and sellers with trusted, top-tier real estate agents who understand the rhythms, logistics, and opportunities of this singular island market.
Frequently Asked Questions
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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 Cuttyhunk. 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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Choosing a real estate agent to help you buy or sell property is one of the most important decisions you’ll make in your lifetime. You want to make sure your agent is an expert in your area, has a proven record helping people buy and sell similar homes to yours, and is well regarded by their previous clients. Let us know a few details about the property you are selling or the kind of home you want to buy, and Agent Pronto will match you with trusted real estate agents that have the experience you need. And before you interview an agent, check out our top five questions to ask a buyer’s agent and listing agent.
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We consider performance metrics, close rates, specialties, and client reviews to qualify the best full-time agents. We then take the information you provide about the home you are selling or the kind of home you want to buy, and analyze the top local agents with the right experience for your specific needs. For more than a decade, we've helped hundreds of thousands of home buyers and sellers find the right agent. Get started now and find the perfect real estate agent.
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No. Agent Pronto is a free service for home buyers and sellers and you are under no obligation to work with our recommended agents. Find your Cuttyhunk Realtor® or real estate agent today.