Martha's Vineyard Vacation Rentals     Martha's Vineyard Real Estate     Point B Realty, LLC
Point B Realty

Meet Our Team

The real estate professionals at Point B Realty are dedicated to providing the highest level of customer service and satisfaction throughout the process of renting, buying and selling properties on Martha's Vineyard. 

Email Wendy >

Wendy Harman
Principal Broker/Owner, REALTOR®, GRI®
Massachusetts licensed real estate broker

Recognized as one of the top brokers/agents for overall sales transactions on Martha's Vineyard, Wendy has personally sold over $300 million in real estate since starting Point B Realty, seven years ago.

Drawing on her diverse set of skills, honed by 25 years of running corporate branding and marketing departments, online and print publishing companies, and working as one of the Island's top real estate agents, Wendy set out to create a new kind of real estate agency.

Her innovative approach has built a boutique brokerage that delivers a more engaging and satisfying experience for buyers, sellers, landlords, and renters.

To achieve this new real estate model, Wendy has assembled a unique team of specialists. They combine the best of real estate sales, rentals, marketing, technology, and concierge services, to deliver the highest level of expertise and service for Point B's clients and customers.

She lives with her husband in Edgartown. 

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Dawn Bellante Holand
Managing Director, REALTOR®
Massachusetts licensed real estate salesperson

Dawn is a familiar face to many who live on or visit the Vineyard, from both her professional endeavors as well as her active community involvement.

Drawing on her international software and technology sales and marketing experience, she became General Manager of Martha’s Vineyard Online after moving to the island. During this time, MVOL.Com became the leading portal website for the Vineyard, and online partner for hundreds of island businesses. 

Her interest in real estate helped motivate a move to Executive Director at Vineyard House, where Dawn successfully managed a $3 million dollar fundraising campaign that financed the building of a residential sober living community in Vineyard Haven.

Dawn has also served the island community in many other ways, including Tisbury Planning Board, MV Film Festival, and most recently, leading a workgroup to develop sustainable seafood business on the island.

She says one of the favorite parts of her new role at Point B is helping build the sales team, where she can draw on all her experience, to help the group do its best work, and to help clients find their ideal Vineyard home.

She and her husband, who is a well known metal sculptor, live in Vineyard Haven.

Email Stacy >

Stacy Ickes
Senior Broker Associate, REALTOR®, ABR
Massachusetts licensed real estate broker

Based on the recommendation of friends, Stacy packed her bags in the early 90’s, leaving the Midwest, and heading for some place called Martha’s Vineyard. She landed here in Edgartown that summer and 20 some years later, she’s still here, still enchanted by this magic place.

Stacy moved into real estate in 1996, and has gone on to become a top luxury sales and rental agent on the Vineyard, working at two prominent agencies before joining Point B. She's had her real estate broker's license since 2009.

Stacy resides in Edgartown.

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Kristin Buck
Senior Associate REALTOR®
Massachusetts licensed real estate salesperson

Kristin made her first venture to Martha's Vineyard in 1995 to work for the summer, while attending nursing school. She was immediately taken with the Island and returned for the next two summers, ultimately making it her home in 1998.

She spent the next seven years working at an upscale inn and restaurant on the Vineyard, where she honed her skills in business operations and management, while helping guests plan their perfect vacation or wedding day.

Kristin has been an active member of the community and non-profit worlds here on the Vineyard, including serving as president and secretary of the MV Women’s Network, and working with the Vineyard Nursing Association as a chief fundraiser and event organizer for five years.

Kristin continues to find and appreciate the Island: "The island is truly a place where your neighbors, friends, and even strangers, rise up to help those in need."

She lives in Oak Bluffs with her husband and young daughter.

Email Jen >

Jen O'Hanlon
Massachusetts licensed real estate salesperson

Having worked in the hospitality world, run her own concierge business, and now spent more than 15 years in real estate, Jen brings a keen sense of what it takes to deliver a five-star customer experience for Point B.

Jen is a Massachusetts native who started coming to the Island during college and never forgot her love for the Vineyard. She moved here in 1997 to make it her home, and now lives in Edgartown with her husband and daughter.

She has worked at two other Island real estate firms doing both sales and rentals, and is licensed in both Massachusetts and Florida.

In her spare time, she takes pleasure in horseback riding and is active with the Martha's Vineyard Horse Council. 

Email Valerie >

Valerie Hart
Associate REALTOR®, ABR
Massachusetts licensed real estate salesperson

Valerie Hart's 16 years of real estate and property management experience began in southern California, where she worked for private homeowners and three major real estate developers in Marina Del Rey, Los Angeles, and Beverly Hills.

After becoming a frequent summer visitor to Martha's Vineyard in the 1980's, she moved here year-round in 2002.

Valerie brings her diverse skills to Point B Realty, specializing in rentals, sales, and property management. Valerie's vast experience makes her the ideal consultant for clients looking to acquire, update and/or outfit their vacation homes to receive the best return on investment. 

Valerie is an avid sailor and during the summer season, you may find her sailing around the brilliant blue waters of Vineyard Sound.

Email Trish >

Trish Lyman
Broker Associate, Associate REALTOR®, ABR
Massachusetts licensed real estate broker

Trish was a long time visitor and lover of Martha’s Vineyard before she finally moved here full time. She’s been helping buyers, sellers, and renters now for more than 10 years.

She brings a customer-focused style and approach honed from an extensive background in retail. “It's my goal to make the buying or selling process as easy and enjoyable as possible,” says Trish.

Although an avid skier, snow boarder, outdoor enthusiast, and traveler, Trish finds many of her greatest inspirations right here on the Vineyard, where she is very actively involved in the community. Her long-time volunteer work includes the Martha’s Vineyard Hospital, the annual Martha’s Vineyard Striped Bass And Blue Fish Derby, and The Animal Shelter of Martha’s Vineyard.

Trish lives in Edgartown, where she is often seen out and about with “Flash,” her Nova Scotia Duck Trolling Retriever.

Email Sheylah >

Sheylah Adair Jordan
Associate REALTOR®
Massachusetts licensed real estate salesperson

Sheylah began her real estate career at the same time she started college. In fact, real estate helped her pay her way through school on the west coast. Her interests and expertise expanded to include mortgage lending, which she segued into full time.

She eventually moved east, first to Newport, Rhode Island, then after discovering the Vineyard, she moved here full time eight years ago.  “I fell in love with the community, the small town feel, and the beautiful topography of the island,“ says Sheylah. 

She continued her work as a mortgage specialists here on the Vineyard, then returned to her real estate roots at another island firm, before joining Point B.

Sheylah lives in Edgartown with her two young sons, and loves going to the beach with them year-round, whether summer swims or winter walks.

Email Allison >

Allison Fisher
Associate REALTOR®
Massachusetts licensed real estate salesperson

Allison moved to Martha's Vineyard five years ago, after having spent time living overseas. Originally a New Hampshire native, she has traveled to Indonesia, Singapore, and Dubai to pursue business opportunities.

Allison has a background in sales, and has worked in a variety of industries, including advertising and financial services.

Now an Island resident, she is focusing on real estate. She and her two young children live in Edgartown.

Email Julia >

Julia Smith
Associate REALTOR®
Massachusetts licensed real estate salesperson

Julia grew up spending every Summer here on the Vineyard, at the family home.

It is here that she met her husband, and together they have built a family, a house, and started Signature Oyster Farm -- now a successful member of the vibrant oyster farming community based in Katama Bay.

Why real estate? It seems a natural progression for this passionate Islander. "The Island is a beautiful and unique place," says Julia, "and I want to be able help others enjoy it just as we have."

Julia enjoyos fishing, kayaking, and being with family. She lives with her husband and their three children in Katama.

Email Brian >

Brian Smith
Associate REALTOR®
Massachusetts licensed real estate salesperson

Brian brings many years of business experience on Martha's Vineyard with him to Point B. After being a frequent Island visitor for years, it was a headhunter call 20 years ago that brought Brian to the Vineyard full time. Since then, he has both managed and owned several Island businesses.

Actively involved in our community and local politics, Brian has been the Vice-Chairman of the West Tisbury Personnel Board since 2009, and served on the Martha's Vineyard Commission in several roles. He has also volunteered as a math tutor in the Vineyard schools.

Brian has four children, all of whom have been educated in the Martha's Vineyard school system. He currently lives in Oak Bluffs with his wife and youngest daughter.

Email Annie >

Annie Sylvia
Associate REALTOR®
Massachusetts licensed real estate salesperson

Annie easily wins the Islander award at Point B. She is a 14th generation Islander, who was raised in West Tisbury.

Growing up, she spent summers on her family’s schooner Ishmael, which is still moored in Vineyard Haven Harbor. Sailing around the island, she explored first hand all the hidden gems the Island has to offer. 

After finishing college in Boston, Annie decided to return to the Vineyard, making it her full time home. With a background in retail and customer service, the segue into real estate was a natural fit.

Before joining Point B, Annie was a top performer at another Vineyard real estate firm, where she had a combined nine years of experience in sales and rentals. She loves working with clients and helping them realize their vision of the perfect Island life.

She has also consulted with and helped a number of landlord clients both optimize their vacation rental income, and deliver a richer vacation experience for their rental customers.

Annie lives in Edgartown with her husband and son. 

Email Melanie >

Melanie Rankow Prescott
Associate REALTOR®
Massachusetts licensed real estate salesperson

Melanie was born and raised here on the Vineyard -- much of that childhood spent in Katama. After earning a Business Management & Entrepreneurship degree from Quinnipiac University, she joined her family business -- one of the leading luxury home construction firms on the island -- where she's served as head of Client Relations for 10 years. 

Making the segue into real estate has been a natural fit, where Melanie can draw upon her vast knowledge and experience in all aspects and phases of building.

Having lived here most of life, does she have a favorite special place? That's an easy one to answer she says, "Hands down, circumnavigating the island by boat. It's a view like none other, from the beaches of Chappy to the cliffs of Aquinas, it's one breathtaking vista after another." 

Melanie is also very active in the community. She was elected to the Board of Directors of the Edgartown Board of Trade, served as its Treasurer, and has been actively involved in the Martha's Vineyard Food and Wine Festival, Christmas In Edgartown, and Pink & Green weekend.

She and her husband Nick live in Edgartown with their daughter Taylor Quinn.

Email Richard >

Richard Combra
Associate REALTOR®
Massachusetts licensed real estate salesperson

Born in Oak Bluffs, Richard has always called Martha's Vineyard home. He went through the school system here, worked through his first career with Eversource Electric for 35 years here, and raised his family here on the Vineyard.

Richard has always been very civic and community minded and involved. He has served on the Martha's Vineyard Commission, and was elected to the Board of Selectman in Oak Bluffs for a number of years.

Richard's family has also been in the ice cream business now for two generations in Oak Bluffs, as owners and operators of the popular Carousel Ice Cream Factory on Circuit Avenue.

Turning his energies now to real estate, Richard says his greatest joy is helping other people find their special place on the Vineyard.

When he's not busy with real estate, Richard can be found shellfishing or at Farm Neck Golf Club. He and his wife live in Oak Bluffs, as does one of his grown kids and their family.

Email Brittany >

Brittany Golding
Associate REALTOR®
Massachusetts licensed real estate salesperson

For Brittany, the Martha’s Vineyard magic began 11 years ago. First as a summer job waiting tables, then as a newly wed with a husband she had met on the Vineyard, and now, home with a family, and a real estate career.

Two life experiences that have prepared her unusually well for her new focus — the self discipline and team work of being a competitive dancer for most of her life, and the professionalism, service, and client confidentiality from being a licensed massage therapist with a high profile, VIP list of clients.

But perhaps it is her laugh and enthusiasm that are so contagious. She says, “When I build client relationships, I devout myself to making that relationship a priority, with a sense of understanding, compassion, and trust.”

Some of her early Martha’s Vineyard magical experiences are still some of her favorites. She loves all the lighthouses and how unique they are. Ditto for the beaches. And she’s still very active, and likes to get out and run or hike some of her Vineyard favorites, including Menemsha Hills.

She lives in Edgartown with her husband and young daughter, and their golden retriever.

Email Kseniia >

Kseniia Goggins
Associate REALTOR®
Massachusetts licensed real estate salesperson

Kseniia brings a unique international perspective with her to Point B. She grew up in Ukraine where she earned a degree in social work, and was involved in charitable work with children.

After falling in love with the U.S. during a teenage visit, she eventually made the U.S. home, and moved to Martha's Vineyard full time three years ago with her husband, who is part of a large, multi-generation Island family.

Inspired by her own journey, Kseniia brings that sense of discovery for new places and people into her daily approach, and shares that same client excitement of finding the perfect place.

She and her husband live in Edgartown, where they also enjoy riding bikes and going to the beach with family. 

Email Win >

Win Baker
Director Of Marketing & Technology

Win comes to Martha's Vineyard after many years in the media business in New York, the Internet and technology worlds of Silicon Valley, and more recently, the luxury hospitality field in Newport, Rhode Island.

Throughout his entrepreneurial journey, he has applied his insightful marketing, sales, and technology skills to help launch and grow a number of successful business endeavors. His leadership and management style have been pivotal in building a number of sales, support, marketing, production, and operation teams at both the start-up and corporate level.

He is a recognized specialist in digital and social media marketing, as well as an Emmy award-winning video director/producer/writer and professional photographer.

A seasoned property investor, the Vineyard has been a natural fit for Win, where he and his wife have renovated and sold three homes. They live in Edgartown, where they have just finished their fourth construction project.

Email Katie >

Katie Doremus Halsey
Client Services Manager REALTOR«
Massachusetts licensed real estate salesperson

Katie has been a longtime visitor to Martha’s Vineyard, until recently, when she and her husband decided to make their island dream come true. After living in Vermont for over 30 years, last October they decided to make a major life change, and moved to the Vineyard full time.  

Through the years, Katie has bought, sold, and built the homes she and her family have lived in, and with those experiences, she brings her knowledge as a buyer, seller, and general contractor to Point B.  

Point B helped Katie navigate her way to the Vineyard over the years and now she has found her way to Point B, where she hopes to help others make their Martha's Vineyard dreams come true.

Katie and her husband David, an orthopedic surgeon on the island, live in Edgartown.

Email Erin >

Erin Leighton
Concierge Services Manager REALTOR®
Massachusetts licensed real estate salesperson

After years of fulfilling many special requests for her valued clients, Erin is putting her veteran can-do experience and Island-wide network of contacts to work for Point B Realty. 

Whether helping guests with vacation planning services or coordinating hotel/inn and vacation rental accommodations for weddings and large events, Erin is both knowledgeable and dedicated to helping clients experience the ultimate vacation getaway, corporate retreat or Island wedding of their dreams.

Email Judy >

Judy Rogers
Listing and Marketing Specialist REALTOR®
Massachusetts licensed real estate salesperson

Judy brings a dynamic range of experiences to the role of Listing and Marketing Specialist at Point B Realty, including hands-on management roles in hospitality, real estate, venture capital, and start-ups. Her extensive financial and business administration experience spans enterprise to entrepreneurial, and from the United States to South America.

Judy has also managed luxury hotels, condominiums, and rental properties on both coasts in the U.S., and it was an opportunity to manage one of the Vineyard's top luxury inns that first brought her to the Island. A job turned to way-of-life, Judy has been on the Vineyard ever since.

She lives in Edgartown with her favorite doggy companion, Griffin. 

Email Guinevere >

Guinevere Cramer
Social Media & Events Manager REALTOR®
Massachusetts licensed real estate salesperson

Guinevere, a native of New York, came to the Vineyard on a whim, when her husband was offered a job at an architecture firm on the Island in 2004. She immediately fell in love with the Vineyard, those who live here, and all the amazing things this special place has to offer. 

Three months after moving here, she immersed herself in the Vineyard community as a co-host for a local TV morning show, bringing all the local happenings into viewers' homes for a number of years. Her sense of humor and enthusiasm for all things Martha's Vineyard made her a local celebrity.

In addition, she worked in the Island nonprofit world, helping to raise money for our neighbors in need. In 2010, she took a hiatus to have their first child. Since then, she's helped Point B become a recognized market leader in social media, video marketing, and nonprofit fundraising events.

Guinevere lives in Oak Bluffs with her husband and two young children.

Email David >

David Smith
Finance Manager

David grew up on the coast of Maine and always dreamed of one day living again by the ocean. After vacationing on the Vineyard for many years, he finally made the leap and moved to Martha’s Vineyard in 2012 with his two children.

David began his career as a Certified Public Accountant at Deloitte & Touche, and moved on to help grow a start-up concierge and lifestyle management company, Circles, where he worked his way up to Controller and Vice-President of Finance. He played a key role helping sell the company, and play an integral role in the transition to global giant Sodexo. 

David then moved to the Vineyard, where he has started his own finance, accounting, and human resources consulting practice.

When not crunching numbers, David can be seen on the baseball field as Martha’s Vineyard Regional High School’s Assistant Varsity Baseball Coach. David lives in Vineyard Haven with his two children, his girl friend, and their golden retriever, Jacoby.

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Susan Harman Bass
Business Services Manager

A native of Seattle, Susan first came to Martha's Vineyard on a bicycling vacation with her older sister over the summer of 1995. She has been enchanted with the Island ever since.

Susan holds a B.A. in Business Administration from Washington State University and her work experience includes finance management for law firms in Seattle and New York City. She is happy to bring her education, experience, and dedication to excellent customer service together to Point B Realty's valued customers and clients. 

Susan lives with her husband Keith and their two young daughters, Graysen and Barrett -- and their two recently adopted female rescue dogs, named Martha and Darby.

Point B Realty, LLC
19 Winter Street | Nevin Square
Post Office Box 1097
Edgartown, MA 02539
Tel/Fax 508.627.4567
Best of the Vineyard 2017Who's Who in Luxury Real Estate
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