Find the perfect real estate agent in Oak Bluffs, MA

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Oak Bluffs, MA real estate

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 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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Home buyers and sellers love Agent Pronto.

We’ve helped over 500,000 home buyers and sellers find their ideal real estate agent.

“Brad Morse did an exceptional job in selling the VFW Post at 9A Milk St. This was an unique property and he his skills and marketing made the difference in getting a great price for the VFW. He was always available, even when out of town, and his knowledge of the market in the Westborough area allowed the VFW to set a resonable price on the property. His hard work on this sale has helped set up Westborough VFW Post to be in a position to help Veterans in our local area. Brad is a strong supporter of Veterans and the Town of Westborough, I would use him again and he has my highest recomendation to any person looking to sell a property in our area.”

Michael Van Nest · Westborough, MA

Photo of Brad Morse
Century 21 North East
“We've worked with Amy twice. She helped us buy this apartment seven years ago and sell it this year. We'd definitely be happy to work with Amy again and recommend her to our friends. She was very attentive and professional and helped us a lot. Thank you, Amy!”

Kenneth and Tatiana · Limerick, ME

Photo of Amy Harbeck
Kinlin Grover Compass
“Attentive and on your side , Adam is there for the prospective buyer”

Nate Murphy · Kingston, MA

Photo of Adam  Yorks
Century 21 Tassinari & Associates
“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.”

Cheryl Gard · Salem, MA

Photo of Craig Celli
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.”

Pranav Patel · Gardner, MA

Photo of The HomesJustForYou Team
RE/MAX Liberty
“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!”

Kristi Seymour · Southbridge, MA

Photo of Lisa Caron
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!”

Marisa and Tim · Acushnet, MA

Photo of Shawnai Matos
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.”

Leonardo · Springfield, MA

Photo of Michelle Silverio
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!”

Sana Tharadra · Holden, MA

Photo of Sheri Barrette
Media Realty, LLC
“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.”

R. Kahlau · Princeton, MA

Photo of James Laney
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.”

Denise Kastrinakis · Beverly, MA

Photo of Len Ferrari
Century 21 North East - Integra
“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”

Marjorie Dunbar · Hopedale, MA

Photo of Beatriz Gomez
Century 21 North East
“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.”

Cynthia · Westborough, MA

Photo of Marcia Canter
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.”

Hannah · Portsmouth, RI

Photo of Christine Farley
CENTURY 21 Topsail Realty
“Very happy with the process and service received, will use Derrick again”

Kojo · Worcester, MA

Photo of Derrick  Asante
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.”

Linda Hanson · Amesbury, MA

Photo of Nina  Sable
Berkshire Hathaway Commonwealth
“I'd strongly recommend Jill! We felt like we were in good hands every step of the way”

Avery · Malden, MA

Photo of Jill Fitzpatrick
Century 21 C21 North East
“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."”

Gary Pratico · Oxbow, ME

Photo of Kathryn Tully
Century 21 Northeast
“tom answered every text,email and phone call promptly,he was extremely helpful and patient with us”

Candace Tupper · Stoughton, MA

Photo of Team Dixon
Keller Williams Keller Wiliams Realty
“Working with Farrah was a great experience. She really took care of our needs from start to finish!”

Pat · Pompano Beach, MA

Photo of Farrah DiPietro
Coastal Homes Realty Group

Oak Bluffs real estate Market Report.

Information and statistics on the latest trends in the Oak Bluffs real estate market, updated for October 2025. *

The typical home value in Oak Bluffs is projected to be $944,380 for the month of October. September’s finalized data reported the typical value of a home in the city to be $1,143,250—down 13.72% over the previous 12 months. For comparison, county-level data pegged home values at $1,500,000 in Dukes County for the most recent reporting period. That number is expected to float around $1,433,500 in October.

Oak Bluffs had 3 new listings and 6 listings that went under contract in September, decreasing the area’s total available inventory to 36—down 10.0% from the previous month. Inventory is projected to have further decreased in October.

Of those 36 active listings, 30.56% reduced their price in the month of September. The median listing price for homes in Oak Bluffs fell 39.31% from August to September, bringing the current median listing price to $1,150,000. Based on projected data for October, listing prices may continue to fall.

The number of days that homes have been on the market prior to going under contract rose year-over-year. In September 2025, the median time for a listed property to go pending was 20 days, compared to -64 days in September 2024. In recent months the median number of days from listed to pending appears to be increasing. That trend is predicted to have carried through to this October.

Oak Bluffs, MA real estate
60
Buyer’s Market
Seller’s Market
Buyer’s Market
0
25
50
75
100

Market gauge is calculated based on the the number of active listings divided by home sales over the most recently available reporting period.

* Data provided by Redfin, a national real estate brokerage.

Learn more about what Oak Bluffs has to offer.

Oak Bluffs offers residents a walkable harbor-side community with iconic Victorian cottages, a vibrant arts and dining scene, and easy access to beaches and parks within a close-knit, year-round atmosphere.

Oak Bluffs hums with seaside energy, from its postcard harbor and broad beaches to the celebrated gingerbread cottages of the Martha’s Vineyard Camp Meeting Association. Families and day-trippers converge on Ocean Park’s lawns and the waterfront boardwalk, then make a beeline for the hand-carved Flying Horses Carousel, the nation’s oldest platform carousel. Quick connections keep life moving: ferries via the Steamship Authority and island-wide buses on the Vineyard Transit Authority make commuting, shopping, and school drop-offs straightforward.

Education anchors the community. Oak Bluffs School serves K–8 with strong arts and STEM programs, while older students attend Martha’s Vineyard Regional High School right in town. Weekends fill easily: tee off amid salt marsh vistas at Farm Neck Golf Club, read and recharge at the Oak Bluffs Public Library, or watch the lighthouse glow from East Chop at dusk. Year-round healthcare is close by at Martha’s Vineyard Hospital. Signature traditions, including Illumination Night and summer concerts, bring neighbors together and keep the calendar lively.

Proximity to island hubs adds convenience without sacrificing character—shops and dining in Edgartown and the ferry bustle of Vineyard Haven are minutes away, and the town is part of scenic Dukes County. Whether you’re settling in for your first season or planning a long-term move, Agent Pronto can connect buyers and sellers with trusted Oak Bluffs real estate experts who know the market, the neighborhoods, and the island’s rhythm.

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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!

Sarah W.

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!


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 Oak Bluffs. 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.