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106 Bayberry Way Osterville, MA $ 3,350,000
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$ 3,350,000 Get more info
106 Bayberry Way
$ 3,350,000
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Recently Listed
Open House 11/8 11am - 12:30pm
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106 Bayberry Way

Osterville, MA, 02655
$ 3,350,000
Bedrooms4 Baths2.2 Sq 3,132

Monthly Estimate*

$ 23,138

106 Bayberry Way, Osterville, MA 02655 - Image 1
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Single Family Home for sale in Osterville, MA

for $3,350,000 with 4 bedrooms and 2 full baths, 2 half baths. This 3,132 square foot home was built in 1982 on a lot size of 1.

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.

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Open House

11/8/2026 11:00 AM - 12:30 PM
106 Bayberry Way Osterville, MA
* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm
Single Family Active

Price

$ 3,350,000

Bedrooms

4

Full Bath

2

Half Bath

2

Property Type

Single Family

Taxes

$ 14,035

Style

Colonial

Lot Size

1

Year Built

1982

Town/City

Osterville

County/Region

Barnstable

MLS | Web ID

22605602
Features
General
Heating Oil
Cooling Central Air
Roof Shingle
Appliances Oil Water Heater
Garage Spaces 2
Patio/Porch Features Deck Patio
Architectural Style Colonial
Construction Materials Wood Siding
Year Built 1982
Stories Count 2
Property Subtype Single Family Residence
Tax Year 2026
Waterfront Features Waterview
County Barnstable
Property Type Residential
HOA false
Attached Garage true
Garage Y/N true
Total Rooms 9
Full Baths 2
Status Active
City Osterville
MLS Area Barnstable
Lot Size Units Acres
Lot Size Square Feet 43560
Tax Annual Amount 14035
Building Area Units Square Feet
Standard Status Active
Tax Assessed Value 2063900
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Interior
Interior Amenities Wet Bar
Flooring Wood Tile Carpet
Total Fireplaces 1
Air Conditioning Y/N true
Heating Y/N true
Half Baths 2
Total Bedrooms 4
Total Baths 4
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Exterior
Parking Features Driveway Paved
Water Source Public
Total Parking 8
Lot Size Area 1
Building Area Total 3132
Lot Size Acres 1
Waterfront Y/N false
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* Excluded Features
List By
Kelly Crosby

Listing Agent

Landvest, Inc.

Broker

kcrosby@landvest.com

Email

Affordability Calculator

$24,307
Per Month
95%
5%
0%
Monthly Principal & Interest
$23,138
Monthly Property Taxes
$1,170
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
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Pricing History
DatePricePrice ChangeDescription
11/5/2026$3,350,000 Listed Price

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106 Bayberry Way, Osterville, MA, 02655 is a Single Family Home for sale at $3,350,000 with 3,132 sqft and a lot size of 1. 106 Bayberry Way has 4 bedrooms, 2.2 baths, and was built in 1982. The property's zip code is 02655 which is in Osterville, MA

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