149 East Bay Road, Osterville, MA 02655
OFF MARKET

149 East Bay Road
Osterville, MA 02655

Osterville
  • 4 Beds
  • 3.5 Baths
  • 3,100 sqft (on 0.96 acres)

$4,356,800

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $24,412/mo*
Refinance Your Home

$4,356,800

Trulia Estimate
as of May 19, 2026
Est. Refi. Payment $24,412/mo*
Refinance Your Home
4 Beds
3.5 Baths
3,100 sqft
(on 0.96 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

Embrace the epitome of coastal luxury in Osterville Village with this impeccably restored shingle-style residence. A striking entrance with Belgian block stonework leads to professionally landscaped grounds. The main level features an artisanal kitchen, a chic bar area, and a sumptuous primary suite with a marble bathroom. Throughout, find exquisite craftsmanship and upscale details. The sprawling backyard oasis offers privacy and tranquility. This residence is ideally situated between the village and Dowses Beach. Buyers and agents are advised to verify details.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from August 31, 2024

Home Highlights

Parking
2 Car Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
180+ days ago

Home Details for 149 East Bay Road

Interior Features

Interior Details
Basement: Full,Partial,Interior EntryNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3100 Square Feet
Appliances & Utilities
Appliances: Gas Water Heater
Heating & Cooling
Heating: Forced AirHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Has a Fireplace
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: Shingle WoodExterior: Private Yard, Underground SprinklerFoundation: Block, PouredNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Garage Attached
Frontage
Road Frontage: PublicRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 30

Property Information

Year Built
Year Built: 1958Year Renovated: 2022
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle SidingNot a New ConstructionNot Attached PropertyDoes Not Include Home Warranty
Property Information
Condition: Updated/Remodeled, ApproximateParcel Number: 140159

Price & Status

Price
List Price: $4,895,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville
School Information
Elementary School District: BarnstableJr High / Middle School District: BarnstableHigh School District: Barnstable

Building

Building Area
Building Area: 3100 Square Feet

HOA

No HOA

Lot Information

Lot Area: 0.96 acres

Listing Info

Special Conditions: None

Offer

Listing Terms: Conventional

Miscellaneous

BasementMls Number: 22401542Showing Requirements: Appointment Required, Call Listing Agent
Last check for updates: about 4 hours ago
Listed by Ellen Valentgas, (508) 648-5086
Sotheby's International Realty
Bought with: Rick Shechtman, (508) 364-5200, Kinlin Grover Compass
Source: CCIMLS, MLS#22401542

Price History for 149 East Bay Road

DatePriceEventSource
06/24/2024$4,572,500Sold
CCIMLS #22401542
05/16/2024$4,895,000PendingCCIMLS #22401542
04/16/2024$4,895,000Listed For SaleCCIMLS #22401542
09/01/2023$5,195,000ListingRemovedCCIMLS #22300514
06/30/2023$5,195,000PriceChange
CCIMLS #22300514
06/02/2023$5,495,000PriceChange
CCIMLS #22300514
02/23/2023$5,895,000Listed For SaleCCIMLS #22300514
03/01/2021$2,050,000Sold
CCIMLS #22100213
05/18/2020$1,925,000ListingRemovedAgent Provided
10/07/2019$1,925,000PriceChange
Agent Provided
08/08/2019$1,975,000Listed For SaleAgent Provided
05/30/2016$2,075,000ListingRemovedAgent Provided
11/05/2015$2,075,000Listed For SaleAgent Provided
06/30/2004$1,750,000Sold
N/A
06/25/2003$925,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$21,093
Assessment$2,607,300
Home facts updated by county records

Comparable Sales for 149 East Bay Road

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
281 Wianno Avenue, Osterville, MA
0.12
Single-Family Home
$4,200,000
08/08/25
7
5.5
4,375
281 Wianno Ave, Barnstable, MA
0.12
Single-Family Home
$4,200,000
08/08/25
7
5.5
4,375
125 Wianno Circle, Osterville, MA
0.27
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
25 Blanid Rd, Barnstable, MA
0.29
Single-Family Home
$2,425,000
05/28/25
4
2.5
2,573
25 Blanid Road, Osterville, MA
0.29
Single-Family Home
$2,425,000
05/28/25
4
2.5
2,573
64 Bay Street, Osterville, MA
0.69
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
64 Bay St, Barnstable, MA
0.76
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
18 Winfield Lane, Osterville, MA
0.76
Single-Family Home
$2,700,000
05/14/26
3
3
3,055
77 Robbins Street, Osterville, MA
0.45
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
125 Wianno Cir, Barnstable, MA
0.27
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752

Assigned Schools

These are the assigned schools for 149 East Bay Road.
View nearby schools on GreatSchools
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Neighborhood Overview

Osterville
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Osterville

At least 22 Trulia users voted on each feature.

  • 91 % Say car is needed

  • 83 % Say parking is easy

  • 78 % Say there's wildlife

  • 76 % Say yards are well-kept

  • 73 % Say it's quiet

  • 71 % Say it's dog friendly

  • 63 % Say neighbors are friendly

  • 63 % Say there's holiday spirit

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say people would walk alone at night

  • 50 % Say kids play outside

  • 49 % Say it's walkable to restaurants

  • 40 % Say there are community events

  • 38 % Say it's walkable to grocery stores

  • 27 % Say there are sidewalks

  • 25 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Jacqueline Hicks
    "This area lacks decent public transportation. Having a car is extremely helpful. The is the bus system but it isn’t that reliable and it doesn’t have lots of stops and routes so one has to walk a distance to get to path of bus"
    0
    Flag
  • Trulia User
    "moderate traffic at regular business hours, otherwise VERY easy travel, and safe drivers on the road "
    0
    Flag
  • Purplevelvet917
    "The bus goes by only once an hour each way. A car is helpful. Summer traffic make the commute slow so allow for extra time."
    1
    Flag
  • Joshtweaver
    "Very friendly upscale area with beautiful scenery. Great for a summer vacation. Very peaceful. Can get quiet at times so if you’re looking for excitement you may want to look elsewhere. "
    14
    Flag
  • Joshtweaver
    "Great area for kids to grow up or spend the summers in. Very friendly community feel. Safe to walk around in. "
    0
    Flag
  • Ashleighmaeb
    "An hour and a half drive back to Boston if your lucky. You can fly which is way more convenient but driving is the cheapest. It’s our summer home so we don’t care that much since we’re down all summer."
    2
    Flag
  • Hudson
    "I’ve lived in this neighborhood for over 3 years and love it. The neighbors are nice and there are lots of kids and young families."
    0
    Flag
  • bagleyheath
    "Ostervile, lovely place apart from the people. Rude arrogant, dont you know who I am? types where the rules of civilty only apply to others. If you are in the top 1% or aspire to be you'll love it."
    1
    Flag

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Apartments for Rent

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Homes for sale near 149 East Bay Road

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All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than CC&I Assoc. of REALTORS®, Inc. includes the name of the listing company. Neither the listing company nor CC&I Assoc. of REALTORS®, Inc. shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. This site was last updated 2022-04-05 08:58:10 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2022© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Homes for rent near 149 East Bay Road

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Off Market Homes Near 149 East Bay Road

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Explore by feature

149 East Bay Road, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,100 sqft single-family home built in 1958. 149 East Bay Road is located in Osterville, Osterville. This property is not currently available for sale. 149 East Bay Road was last sold on Jun 24, 2024 for $4,572,500 (7% lower than the asking price of $4,895,000). The current Trulia Estimate for 149 East Bay Road is $4,356,800.