“Amy demonstrated professionalism and expertise in guiding us to a successful sale of our property. She made the process easy. I would highly recommend her.”
Kinlin Grover Compass
- Agent Pronto
- Massachusetts
- Oak Bluffs
Find the perfect real estate agent in Oak Bluffs, MA
We analyze top real estate agents in Oak Bluffs and across the country to find you the most proven local agents, for free.
Compare the top real estate agents in Oak Bluffs
Agent Pronto analyzes transaction data, specialties, client reviews, and more to find the best agent for you. Updated for August 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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Sell your home fast and for top dollar or find your dream home at the best possible price. Use our free service to find top agents you can trust.
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“We've know and interacted with dozens of local Brokers over the past 30 years by providing catering services and being involved with Broker open Houses. We've seen & experienced both excellence and mediocrity in some of our interactions. Brad proved to be in a league of his own in our experience. He was diligent, attentive and communicative beyond expectations and proved to be a most excellent choice for our Sale. In every interaction he treated us as partners in the sale, he listened attentively but most of all, he was a trusted advisor and a terrific communicator. We'd recommend him to anyone who wishes to work with him as diligently as he works and attain the best financial return on your investment, guided by Brad.”
Century 21 North East
“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
“Sherri was very knowledgeable and helpful throughout the whole process! Thank you for helping us find our first home!”
Media Realty, LLC
“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
“Topnotch service! Grateful that I found him and highly recommend him for any real estate transaction you need help with. Would use him again in a heartbeat. He and his team made selling our family home so much easier than we ever expected. Thank you, Craig Celli!”
CENTURY 21 CELLI
“Beatriz, Is an amazing person, no matter what you need she has your back. Weather it be a dumpster or mover's etc Beatriz works very hard for you as her team does. She did so much advertising on our house we had it sold before we could even do an open house. We also used Beatriz to buy our next house that's how much we enjoyed working with her and her team. It's hard to sell and buy in 2 months but Beatriz and her team knew it and were there for us. Beatriz and her team are amazing I highly recommend them”
Century 21 North East
“Hiring Lisa Caron to sell our home in Brookfield was one of the best choices we've ever made. Lisa made sure we knew everything necessary to sell our home quickly at the price we wanted. She is a true professional that we highly recommend.”
Exit Realty Exit Real Estate Executives
“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
“Shawnai was great to work with. She took the time to get to know us, was patient with our changing wants & needs. Shawnai always made herself available when we wanted to see a property or simply had a question. I'd recommend working with Shawnai to anyone in the Market for a new home.”
Century 21 Signature Properties
“Very happy with the process and service received, will use Derrick again”
Century 21 XSELL REALTY
“Nina Sable was enjoyable to work with and her professional expertise was was appreciated.She was always available for my many questions, and showed personal interest in my needs.”
Berkshire Hathaway Commonwealth
“I'd strongly recommend Jill! We felt like we were in good hands every step of the way”
Century 21 C21 North East
“I cannot say enough positive about my experience working with Kurt. Kurt is honest, smart, personable, patient, knowledgeable, hard working, a great communicator, and professional. He has a way of explaining everything extremely well, and was always able to keep me calm when things appeared to be chaotic. I would recommend Kurt and his team in a heartbeat.”
RE/MAX Liberty
“Kathy is absolutely everything that a seller or home buyer wants in a real estate agent. In the original purchase of our home and now with its sale, Kathy is an agent's agent. Having assigned the highest level of commendation in every category of this evaluation above, it should be clear that we consider her efforts on our behalf to be flawless. She was our agent in the beginning and she is a friend at its conclusion. Our friendship will continue for years to come. It would be my priviledge and pleasure to share my assessment of Kathy as our agent for purchase and sale with any prospective clients if deemed helpful and appropriate. I can't evaluate her with any greater clarity than to say that she is "an agent's agent" and "the best of the best."”
Century 21 Northeast
“tom answered every text,email and phone call promptly,he was extremely helpful and patient with us”
Keller Williams Keller Wiliams Realty
“Working with Farrah was a great experience. She really took care of our needs from start to finish!”
Coastal Homes Realty Group
“Jenn was a pleasure to work with. She knew that purchasing this particular piece of property was very important to me and she made sure that it happened for me.”
Real Broker MA, LLC
“My agent was Susan Whitehead. I have sold a number of houses in my 77-year life. I found that Susan is the best agent I have ever had. My wife and I sincerely appreciate her tireless help. We are so impressed with her professionalism and hard working. Our house was sold much quicker than we expected. Susan guided us through every step in the tedious selling process. In the process, Sharon was also helping us a lot. Elizabeth was a great manager for this sales project and was the key helper for this sale. Thank you, Susan, Sharon, and Elizabeth! Thank you SRG!”
Silva Realty Group Inc.
Oak Bluffs real estate Market Report.
Information and statistics on the latest trends in the Oak Bluffs real estate market, updated for August 2025. *
Oak Bluffs had 4 new listings and 2 listings that went under contract in June, increasing the area’s total available inventory to 20—up 11.11% from the previous month. Inventory is projected to have further increased in July.
Of those 20 active listings, 5.0% reduced their price in the month of June. The median listing price for homes in Oak Bluffs fell 32.97% from May to June, bringing the current median listing price to $1,672,500. Based on projected data for July, listing prices may continue to fall.
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Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.
Learn more about what Oak Bluffs has to offer.
Oak Bluffs offers residents a vibrant blend of charming historic architecture, lively community events, and picturesque waterfront views that create a delightful coastal lifestyle.
Oak Bluffs weaves together a tapestry of Victorian architecture, lively culture, and eye-catching shoreline, making it a standout destination for both year-round living and vacation escapes. The historic Gingerbread Cottages infuse color and character throughout the oak-lined streets, while the illuminated sweep of Ocean Park invites families and friends for picnics and panoramic views of the harbor. At the heart of town, the bustling Circuit Avenue pulses with locally owned shops, cafes, and restaurants, delivering a vibrant sense of community spirit.
Those considering a move will appreciate the educational options within the Martha’s Vineyard Public Schools, and the opportunity to enjoy a range of youth activities and enrichment programs. Oak Bluffs also shares the island’s renowned access to pristine beaches—spend sun-filled days at Inkwell Beach or venture out for a fun ride on the iconic Flying Horses Carousel, the oldest operating platform carousel in the country.
Cultural events, such as annual festivals and the Oak Bluffs Library programming, foster an inclusive and lively pace of life, while ferry access and proximity to Edgartown enhance the island lifestyle. Whether watching the sunset at the East Chop Lighthouse or exploring connections with nearby Tisbury, Oak Bluffs consistently delivers the kind of community that feels both storied and alive. For anyone seeking to buy or sell property here, Agent Pronto can connect you with a trusted local real estate agent to help you navigate this uniquely spirited market.
Within a few minutes, I was paired up with an awesome agent who really knew the local area and helped me find a great condo in a super tight market. It was daunting to think about how to find the right agent. Agent Pronto got me the right agent, pronto!
Take the guesswork out of finding an agent.
With over 2 million real estate agents across the U.S., it’s not easy deciding who to trust when buying or selling a home.
We’ve analyzed performance metrics, close rates, specialties, and client reviews of the top real estate agents in Oak Bluffs to qualify the best agents for your specific needs.
We know that choosing the right real estate agent can be a stressful task. With Agent Pronto, it doesn’t have to be.
Data analysis with a human touch.
Agent Pronto works through troves of local and national housing data, client reviews, and agent performance metrics to find the top agents in Oak Bluffs. But we don’t stop there.
Our Agent Specialists will take into account any special requests you have when searching for your real estate agent recommendation.
Need a great agent who speaks fluent Spanish and is a luxury condo expert in your neighborhood? No problem!
Resources for buyers and sellers.
Tips and market insights to make your Oak Bluffs real estate journey a success.
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. 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.
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