Upcoming open house
Sun, Nov 8 · 11:00 AM–12:30 PM
Arrive prepared. Get the November 2026 Barnstable Bean Group Buyer’s Guide before you tour.
About this home
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.
Listing last checked: Listing updated:
Listed by Kelly Powers Crosby · LandVest, Inc. · MLS #73599441
Request property information
Select a document to start a request. You can add others in the form. Availability varies.
Details at a glance
Interior5 property facts
- Rooms
- 9
- Heating
- Forced Air, Oil
- Cooling
- Central Air
- Basement
- Yes · Interior Entry, Bulkhead
- Fireplaces
- 1
Building5 property facts
- Style
- Single Family Residence
- Year built
- 1982
- Garage
- 2
- Parking
- 10
- Foundation
- Concrete Perimeter
Land & utilities5 property facts
- Lot size
- 1 acres
- Water
- Public
- Sewer
- Private Sewer
- Pool
- Not reported
- Zoning
- RF-1
Financial2 property facts
- Annual taxes
- $14,035
- Assessment year
- 2026
Location
Estimated monthly cost
Explore costs at the $3,350,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$18,109 / monthAdjust
- Principal & interest
- $16,939
- Property tax
- $1,170
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $14,035. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
More property insights
Automated value estimate $2,950,000
Estimated range $2,780,000–$3,200,000.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisPhoto-based condition insights
Overall presentation: above average
Explore more of Barnstable
Continue your search in Barnstable.
Need help making sense of this home?
About 106 Bayberry Way
Can I request a private showing?
Request a tour of 106 Bayberry Way and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.

