Osterville · Waterfront specialists

Waterfront Realtor in Osterville

If you are searching for a waterfront realtor in Osterville, MA, we are the Freitas Monteforte Group at Compass, a Cape Cod luxury real estate team built for this market. Led by Livia Freitas Monteforte, Senior Vice President, Broker, and Founding Partner, and joined by Robert and our team, we focus on waterfront and estate homes across Osterville and the wider Cape Cod region. Waterfront property here is its own kind of work. It is shaped by tides and frontage, dock rights and mooring access, flood zones, and conservation setbacks. That is what we concentrate on.

Livia Freitas Monteforte
Livia Freitas Monteforte
Senior Vice President · Broker · Founding Partner

What We Do Best, and For Whom

Here is who we work with. We help families securing a legacy home on the water, owners ready to sell a shorefront home for what it is worth, and out-of-town or relocating buyers who want a trusted local agent before they fly in. We also offer bilingual English and Portuguese support, so international clients can move through a high-stakes purchase in the language they negotiate in. Because waterfront value so often lives in the land itself, our first conversations start with the frontage and its permitting history rather than the kitchen finishes.

Osterville Waterfront Market Snapshot

Osterville sits in Barnstable (ZIP 02655) on Cape Cod, and luxury waterfront listings here frequently span from $4,000,000 to upwards of $18,000,000, with new properties surfacing regularly. Here is how we read the market at a glance:

FactorWhat to expect
Property typesGated estates, private deep-water dock homes, beachfront houses
Key locationsOyster Harbors, West Bay, Seapuit River, Eel River Road
Price range$4,000,000 to $18,000,000+
Typical acreage0.5 to 2+ acre lots
Buyer profileLegacy families, second-home buyers, relocations

Some of these homes are brokered privately well before they reach public search:

AreaBedsBathsSizeLotPriceListed
Oyster Harbors5 bed4 bath6,200 sqft1.3 acre$12,500,0002 days ago
West Bay4 bed3 bath4,800 sqft0.9 acre$7,900,0005 days ago
Seapuit River3 bed2 bath3,100 sqft0.6 acre$4,250,0001 day ago

A low price per square foot can read like a bargain until you weigh what the water hides, from flood insurance exposure to a seawall or dock that is quietly failing.

Oyster Harbors, Osterville, Massachusetts
Oyster Harbors, Osterville, Massachusetts
West Bay, Osterville, Massachusetts
West Bay, Osterville, Massachusetts

Homes for sale in Osterville

View all Osterville homes

The Mechanism: How We Help

Waterfront transactions turn on details that inland deals never touch, so we run a process designed around them. We help clients read a property the way an owner will years from now, weighing frontage quality and permitting history alongside seawall and dock condition, elevation, and insurance exposure. For buyers, we pursue the right homes, including quietly marketed and off-market opportunities, then pressure-test each one before anyone commits. For sellers, we position a waterfront home to reach the specific, often out-of-area buyers who pay a premium for it, using the Compass marketing platform along with our own relationship network. Because so much of our business comes from referrals, our incentive stays tied to a client's long-term outcome rather than a fast close.

Buying waterfrontSelling waterfront
UpsideOff-market access, expert due diligencePremium pricing, targeted reach
Watch-outsFlood insurance, permits, erosion, dock rightsMispricing the land versus the house
Our edgeLocal eyes on the groundCompass platform plus private network

Whatever the deal, we verify dock rights and mooring access in writing before anyone signs. That one detail can reshape a transaction.

5.066 Google reviews · View on Google

Featured reviews

Showing 2 of 66 reviews. Rating and total above cover all reviews.

★★★★★
Luanne Zingarelli
January 2026

Their proactive and professional approach was impressive, and they worked hard to get exposure to potential buyers despite the slow real estate market that we were experiencing.

★★★★★
Anna Feldman
November 2025

She’s very knowledgeable, easy to work with, and often knew about things going on the market before they were listed.

Proof

Our track record is independently recognized. RealTrends ranks us among the top 1.5% of agents nationwide and the number 1 team in Barnstable. Our practice is built specifically around waterfront and luxury property under the Compass brand: precise pricing, disciplined negotiation, and marketing reach matched to the caliber of these homes. We are glad to share the frontage-specific results behind those numbers.

Our Osterville agents

Livia Freitas Monteforte
Waterfront Realtor · Osterville
James Monteforte
Waterfront Realtor · Osterville
Jessica Nolan
Waterfront Realtor · Osterville
Vanessa Walker
Waterfront Realtor · Osterville
Melissa Vaught
Waterfront Realtor · Osterville
Leanne Bocchetti
Waterfront Realtor · Osterville
Madeline Smith
Waterfront Realtor · Osterville

Areas we serve

Common Questions, Answered

A few questions come up in almost every first call.

How do we know a waterfront listing is priced right?

We ground pricing in comparable frontage and real buyer demand, because on the water the land and location often carry the value.

What about hidden risks like flood insurance, permits, and erosion?

Those are the items we investigate early, so surprises surface before an offer rather than after a closing.

What if I am buying from out of state?

We act as your eyes and advocate on the ground, in English or Portuguese.

What if I want discretion?

Much of the best waterfront activity happens privately, and we handle it that way.

Start a Conversation

When you are ready to buy or sell waterfront property in Osterville, we would like to begin with a conversation, no pressure, just a clear read on your goals and the market. Call or email our team at (508) 457-0202, or reach us at Compass, 1 Locust Street, Falmouth, MA. We will tell you honestly what your home is worth or what a given property is likely to cost, and how we would get you there.

Call Freitas Monteforte Group · (508) 457-0202