Martha's Vineyard Exclusive Listings
Discover the island’s most coveted properties with our exclusive real estate listings on Martha’s Vineyard.
Properties for sale on Martha's Vineyard
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A private list of Martha’s Vineyard properties most buyers will never see.
Some of the best homes on Martha’s Vineyard never reach Zillow, the MLS, or a public sign in the front yard. They move quietly, through long-standing relationships, between sellers who value discretion and buyers who are ready.
The Portfolio Properties Exclusive Listings program is the channel for that part of the market. We maintain a small, vetted list of off-market and pre-market Vineyard properties on behalf of clients who have asked for privacy: trophy waterfronts, historic compounds, multi-parcel land plays, family estates being passed through a transition. Access is selective by design, and the conversations happen one-on-one.
If you are searching for a home above roughly $5 million, planning a long horizon on the island, or quietly testing the market before listing your own property, this is the side of our business built for you.
What sits on the private list?
A rotating set of Vineyard properties not actively marketed: waterfront estates, historic district homes in Edgartown, large family compounds, conservation-adjacent acreage, and pre-MLS listings in early homework. Most carry sale expectations between $3 million and the high eight figures.
How do buyers get access?
By introduction and conversation. We confirm fit, financial readiness, and how the property would be used. Where the seller has asked, a brief non-disclosure agreement covers the showing. There is no application form. Reach out to an agent, and the matching happens from there.
Why do sellers list this way?
Privacy is the most common reason. A public listing draws drive-by traffic, neighborhood speculation, and an inbox of underqualified inquiries. A quiet exclusive shows only to vetted buyers who can transact, often shortens timelines, and lets the seller test pricing without a public price-drop record.
Why Portfolio Properties for this work?
We have been the local-owned brokerage on Martha’s Vineyard for 25 years. The principals know the families, the architects, the trust attorneys, and the long-tenured caretakers who hear about a sale years before the rest of the market does. That relationship density is what makes a private list possible.
Twenty-five years of relationships, distilled into the part of the market most buyers cannot reach.
About the numbers. Price band reflects the range of properties typically handled through the Exclusive Listings program. Off-market activity by definition does not appear in MLS volume figures. Agent count and brokerage tenure reflect Portfolio Properties of Martha’s Vineyard, founded 2014, with principal-broker experience on the island reaching back roughly 25 years.
Four reasons a serious Vineyard buyer asks for the off-market side first.
The public market on Martha’s Vineyard runs thin. Properties at the top of the price ladder turn over quietly, on long lead times. Buyers who go private get earlier access, more honest pricing, and a smaller field of competition.
Off-market access.
A meaningful share of the Vineyard’s highest-value transactions never reach the MLS. Compounds, trophy waterfronts, and family estates often trade through introductions made years before the property is technically for sale. The private list is how those introductions get made.
Discretion in both directions.
Public listings invite scrutiny. Neighbors, contractors, and online estimators all see a price the moment it posts, and they will see every reduction after. Exclusive showings happen privately, on an NDA where appropriate, with no public price-history record left behind.
First look at pocket listings.
When a property does plan to come to market, exclusive list buyers see it first, often weeks before any MLS upload. That window is the difference between negotiating against one or two known parties and bidding against twenty inquiries that came in over the first weekend.
Twenty-five years of seller relationships.
Our principals have represented Vineyard families for a quarter of a century. That tenure produces the only thing that actually unlocks an off-market list: trust on both sides. Sellers will quietly offer the brokerage a property because the brokerage has handled their family’s last three transactions cleanly.
The Vineyard’s top tier, by the data.
Average residential sale on Martha’s Vineyard in 2025, up materially from prior years. Total 2025 dollar volume reached approximately $780 million across 297 single-family and multi-family sales. The top of the market continued to lead the recovery, with the strongest appreciation concentrated in waterfront, historic district, and large-acreage properties.
What the top tier is doing
How the top tier transacts
Sources & dates. 2025 sales count, average price, total volume, average DOM, and town-level averages: Martha’s Vineyard Real Estate Market Report 2025, Hagerty Real Estate, published January 2026. Luxury winter pulse and $5M+/$15M+ segmentation: Hagerty Real Estate Luxury Market Pulse, February 2026. Off-market share is intentionally not quantified in public MLS data because by definition off-market activity is not reported. Snapshot updates with the page. Verify any specific number with your agent before any transaction.
A small team of senior brokers who know the families and the houses.
Off-market work runs on relationships, not on volume. The agents below lead the Exclusive Listings program and are the right first conversation if you are exploring the top of the Vineyard market.
Leslie Floyd
Principal Broker · ABR®, CRS®, SRS, RSPS
Leslie founded Portfolio Properties and has been representing buyers and sellers on Martha’s Vineyard for more than two decades. She leads the brokerage’s most discreet work, including pre-market introductions for trophy properties and multi-generational family transitions.
David Adams
Managing Partner
David runs operations across the brokerage and works directly on senior client mandates. His background spans the structuring side of high-value Vineyard deals, including land assemblage, conservation overlays, and the long lead-time conversations that turn into off-market sales.
John C. Ross (J.R.)
Luxury Real Estate Agent · REALTOR®, GREEN, RENE, LHC
J.R. focuses exclusively on the high-end Vineyard market, with credentialing in luxury home certification and real-estate negotiation. He works closely with buyers exploring the $5 million-plus segment and with sellers who want a quiet, considered approach to bringing a flagship property to market.
Questions buyers ask about the private list.
Straight answers to the questions we hear most often from clients exploring off-market Martha’s Vineyard real estate.
How do I get on the private list?
There is no application form. The starting point is a direct conversation with one of our senior agents. We confirm what you are looking for, the price range you are working in, the timeline, and how you plan to use the property. From there, when something on the private list lines up, we make the introduction. Most buyers are added through that single conversation.
Are exclusive listings priced higher than MLS listings?
Not as a rule. Sellers who go off-market typically value privacy and certainty over the bidding pressure of a public listing. Pricing is set the same way it would be on the MLS, against comparables and condition. In practice many exclusive deals close at fair market value or modestly above, with significantly less drama. The premium, if there is one, is on the experience, not the price tag.
Why aren’t these listings on Zillow or the MLS?
Because the seller asked us not to put them there. The reasons vary: a family transition that is not yet public, a sitting tenant or staff to consider, a desire to avoid neighborhood speculation, or a quiet test of the market before committing to a public listing. Off-market is a deliberate choice, made with the seller, and we respect it strictly.
Can I bring my own buyer’s agent?
Yes. If you are already working with a buyer’s agent, we will work with them directly on the introduction, the showing, and the transaction. Cooperation is the norm, and we handle the cooperative compensation conversation transparently up front. If you are not represented, our agents can represent you on the buy side.
What is the difference between a pocket listing and an off-market listing?
The terms are often used interchangeably, but in practice they describe slightly different things. A pocket listing is a property that is for sale, with a price and a listing agreement, but is only being shown to a private network rather than the MLS. An off-market property is broader: it covers anything not currently on the MLS, including properties whose owners would consider selling at the right number but have not yet committed to a sale. Both sit on the private list.
How do I sign an NDA for a showing?
For roughly half of our exclusive showings the seller asks for a short non-disclosure agreement. It is one or two pages, standard in form, and covers the address, the asking price, and any sensitive detail about the property or the owner. You sign it before the showing. Your attorney is welcome to review it first. We send the document by email at the same time we confirm the appointment.
What kinds of properties are on the private list?
Direct waterfront houses on Vineyard Sound, Edgartown Harbor, Lake Tashmoo, and the south shore. Large-acreage family compounds, often in Chilmark, Aquinnah, and West Tisbury. Historic district homes in Edgartown and Vineyard Haven that rarely come to market. Conservation-adjacent land, multi-parcel assemblage opportunities, and the occasional pre-market estate from a family in transition. Most carry sale expectations between $3 million and the high eight figures.
Do you have exclusive listings outside of Martha’s Vineyard?
No. The private list is built on local relationships, and the brokerage has been Vineyard-focused since day one. For clients with a parallel search on Nantucket, Cape Cod, or coastal Connecticut and Rhode Island, we will make a direct introduction to a trusted brokerage in the right market rather than work outside our own.
How quickly do exclusive listings sell?
The pace varies more than people assume. A long-sought trophy waterfront can move in two weeks of focused conversation. A complex family compound with a trust review and multiple heirs can sit on the private list for a full year before a deal materializes. The island-wide average for residential sales in 2025 was about 168 days on market, and the top of the market typically takes longer, not shorter, because both sides are more deliberate. We tell buyers and sellers to plan for months, not weeks.
What is the typical price range of an exclusive listing?
Most of what runs through the Exclusive Listings program is priced between $3 million and $25 million. The deeper concentration sits in the $5 million-plus segment, where private sale is most common. We do see flagship deals above $25 million, handled one-to-one on a strictly confidential basis. The program is built for the part of the Vineyard market where a public listing would be the wrong tool.
Further reading from our journal.
Buyer Guide
Waterfront Due Diligence on Martha’s Vineyard
A practical checklist for buyers of Vineyard waterfront: flood zones, FEMA maps, coastal bank stability, septic, access rights, and the questions to ask before an offer. The single piece we send most often to first-time Vineyard buyers above $5 million.
Read the guideTrophy Properties
The Mansions of Vineyard Haven on Martha’s Vineyard
A walking tour of the largest historic homes in Vineyard Haven, the families behind them, and how a handful continue to change hands quietly. Useful context for any buyer thinking about a turn-key trophy property over an estate to renovate.
Read the articleHigh-End Strategy
How to Build Home Equity Faster in Chilmark, MA
Chilmark posts the highest average sale prices on the island. This piece walks through the strategies that actually compound value in the up-island market: land position, conservation easements, and renovations that match the existing building stock.
Read the articleSpeak with the team that runs the private list.
A short conversation is the only way in. We will ask what you are looking for, the price band you are working in, and how you would like to be introduced to a property. From there, when something on the private list lines up, you will hear from us directly.
All inquiries are handled in confidence. NDAs are available where the seller requires one.