Searching ...

Tucked away on a quiet, beautiful one-acre lot in Osterville, 106 Bayberry Way offers rare peace and privacy. Bordered by protected land trust acreage, the property offers natural woodland views that will remain, giving you the feel of a private retreat while staying close to everything Osterville has to offer.Inside, the home features four bedrooms, two full baths, and two half baths. The light-filled living room offers an inviting space to relax, and the beautiful dining room is perfect for hosting family and friends. The cozy family room centers on a classic fireplace, ideal for gathering on cool Cape evenings. The sunroom overlooks the peaceful surroundings, a perfect spot for morning coffee or a good book. The two-car garage adds convenience and storage.Climb up to the widow's walk and enjoy a drink from the wet bar above the treetops.  Take in the views and soak up summer sunsets from your own private perch.With its generous lot and serene setting, this property is a wonderful opportunity to create your own Cape Cod escape. Being sold as-is.

Highlights

  • Residential
  • Single Family Residence
  • Built in 1982
  • 1.0 Acre Lot
  • 2 Car Garage
  • 8 days on Market

  • Bedrooms
    4
  • Bathrooms
    2 full · 2 half
  • Year Built
    1982
  • Architectural Style
    Colonial
  • Foundation
    Concrete Perimeter
  • Garage Spaces
    2.0
  • Parking Features
    Attached, Paved, Garage
  • Living Area
    3132.0
  • Cooling
    Central Air
  • Heating
    Forced Air, Oil
  • Basement
    Interior Entry

  • Acres
    1.0
  • View
    Water, Scenic, Bay
  • Water
    Public


Ask a Question

What's your home worth?

Calculate your current home value within seconds.

Frequently Asked Questions

How do I schedule a tour of 106 Bayberry Way?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 106 Bayberry Way.

They know residentials in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 106 Bayberry Way?

Click Ask a Question to talk with our team. You already know it is a 4 bed, 2 bath, listed for $3,350,000. We can talk through recent upgrades, potential seller motivation, how this single family residence compares to others in Barnstable, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 106 Bayberry Way?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 106 Bayberry Way at around $20,234. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 106 Bayberry Way?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Barnstable County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 106 Bayberry Way?

In most cases, yes. Whether 106 Bayberry Way is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Barnstable's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 106 Bayberry Way?

We can handle that for you. Our preferred local agent specializes in residentials in Barnstable and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $3,350,000 with 3,132 sqft of space—that comes out to approximately $1,070 per square foot.

How long has this property been on the market?

106 Bayberry Way was listed on November 05, 2026, which means it's been on the market for 8 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 1982, making it approximately 44 years old.

What is the lot size of this property?

106 Bayberry Way sits on a 1.0-acre lot, which is 43,560 square feet.

What are the property taxes for 106 Bayberry Way?

The most recent public record shows annual property taxes for 106 Bayberry Way were approximately $14,035. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 106 Bayberry Way still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data


Search Nearby Postal Codes

Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed. Copyright 2026, MLS Property Information Network (MLS PIN). All rights reserved.

Last Updated: November 13, 2026 at 10:52AM | Source: MLS Property Information Network (MLS PIN) | MLS#: 73599441