149 East Bay Road, Osterville, MA 02655
Property image
Property image
OFF MARKET

$4,365,600

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

149 East Bay Road, Osterville, MA 02655

Osterville
Est. Refi. Payment $26,166/mo*
Refinance Your Home
Currently Off Market - Sold Jun 24, 2024 for $4,572,500

Home Value

Trulia Estimate
$4.37M
Since last month
Decreased$13K (-0.3%)
Since last year
Decreased$392K (-8.3%)
Since last sale
Decreased$218K (-4.8%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +190% in the last 10 years
MonthEstimated value
2026
October 2026$4.35M
September 2026$4.37M
August 2026$4.39M
July 2026$4.42M
June 2026$4.47M
May 2026$4.41M
April 2026$4.31M
March 2026$4.28M
February 2026$4.34M
January 2026$4.53M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
82 Crystal Lake Road, Osterville, MA
0.29
Single-Family Home
$3,475,000
08/17/26
4
4
4,364
125 Wianno Circle, Osterville, MA
0.27
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
18 Winfield Lane, Osterville, MA
0.76
Single-Family Home
$2,700,000
05/14/26
3
3
3,055
64 Bay Street, Osterville, MA
0.77
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
268 Parker Road, Osterville, MA
0.49
Single-Family Home
$3,995,000
06/01/26
5
4.5
6,239
146 Scudder Road, Osterville, MA
0.34
Single-Family Home
$2,500,000
08/12/26
3
4
2,650
106 Hathaway Road, Osterville, MA
0.77
Single-Family Home
$2,800,000
07/21/26
3
3.5
2,676
92 Wianno Circle, Osterville, MA
0.28
Single-Family Home
$1,490,000
05/29/26
3
3
2,459
77 Robbins Street, Osterville, MA
0.45
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
125 Wianno Ave, Osterville, MA
0.27
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
149 E Bay Rd, Barnstable, MA 02630
0.00
-
-
-
-
Off Market
38 York Ter, Osterville, MA 02655
0.03
$2,550,400
4
4
2,640
Off Market
38 York Ter, Barnstable, MA 02630
0.03
-
-
-
-
Off Market
167 E Bay Rd, Barnstable, MA 02630
0.03
-
-
-
-
Off Market
167 E Bay Rd, Osterville, MA 02655
0.03
$3,470,500
4
3
2,487
Off Market
137 E Bay Rd, Osterville, MA 02655
0.03
$4,461,800
5
4.5
5,763
Off Market
137 E Bay Rd, Barnstable, MA 02630
0.03
-
-
-
-
Off Market
145 E Bay Rd, Osterville, MA 02655
0.04
$2,739,600
5
4
3,252
Off Market
36 York Ter, Osterville, MA 02655
0.04
$2,290,300
4
3
2,292
Off Market
27 York Ter, Osterville, MA 02655
0.04
-
Studio
-
-
Off Market
173 E Bay Rd, Osterville, MA 02655
0.05
$2,485,600
3
4
2,895
Off Market
24 York Ter, Osterville, MA 02655
0.05
$2,297,200
4
4
2,780
Off Market
156 E Bay Rd, Osterville, MA 02655
0.06
$3,152,300
3
3
2,424
Off Market
17 York Ter, Osterville, MA 02655
0.06
$2,881,800
5
3.5
3,002
Off Market
17 York Ter, Barnstable, MA 02630
0.06
-
-
-
-
Off Market
170 E Bay Rd, Osterville, MA 02655
0.07
$2,484,700
4
2.5
2,106
Off Market
14 York Ter, Osterville, MA 02655
0.07
$3,093,600
4
3.5
3,488
Off Market
14 York Ter, Barnstable, MA 02630
0.07
-
-
-
-
Off Market
121 E Bay Rd, Osterville, MA 02655
0.07
$3,012,400
5
4
2,754
Off Market
121 E Bay Rd, Barnstable, MA 02630
0.07
-
-
-
-
Off Market

Local Information

  • Map ViewExplore the area around 149 East Bay Road.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1958
0.96 acre lot
3,100 sqft
$1,408/sqft
2 Car Garage

About this House

What's unique:Upscale detailsCoastal luxuryMarble bathroom
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.
149 East Bay Road, Osterville, MA 02655 is a 4 bedroom, 4 bathroom, 3,100 sqft single-family home in Osterville, built in 1958. It last sold for $4,572,500 on Jun 24, 2024 (7% below the $4,895,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $4,365,600.
Last check for updates: about 3 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

Home Details for 149 East Bay Road

Interior Features

Interior Details
Basement: Full,PartialNumber of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Appliances & Utilities
Appliances: Natural Gas, Water Heater
Heating & Cooling
Heating: Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Natural Gas
Fireplace & Spa
Number of Fireplaces: 1
Windows, Doors, Floors & Walls
Flooring: Hardwood, Tile
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood, Tile

Exterior Features

Exterior Home Features
Roof: Wood ShinglePatio / Porch: Patio, PorchExterior: Underground Sprinkler SystemNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Has a GarageHas an Attached GarageParking Spaces: 2Parking: Direct Access,Garage Door Opener
Frontage
Not on Waterfront

Days on Market

Cumulative Days on Market: 30

Property Information

Year Built
Year Built: 1958
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: Shingle Siding
Property Information
Parcel Number: 140159

Price & Status

Price
List Price: $4,895,000

Active Status

MLS Status: Closed

Location

Direction & Address
City: Osterville

Building

Building Area
Building Area: 3100 Square Feet

Lot Information

Lot Area: 0.96 acres

Listing Info

Special Conditions: None

Miscellaneous

BasementMls Number: 22401542Attribution Contact: 508-648-5086Showing Requirements: Appointment Required, Call Listing Agent

Price and Tax history

DateEventPrice
Jun 24, 2024
Source: CCIMLS #22401542
Sold
$4,572,500
May 16, 2024
Source: CCIMLS #22401542
Pending
$4,895,000
Apr 16, 2024
Source: CCIMLS #22401542
Listed For Sale
$4,895,000
Sep 1, 2023
Source: CCIMLS #22300514
ListingRemoved
$5,195,000
Jun 30, 2023
Source: CCIMLS #22300514
PriceChange
$5,195,000
Price decreased by 5%

Market trends in Barnstable

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$677K
$5.15KMoM
Sale-to-List Price
98.4%
0.2%MoM
Price per sq ft
$469
$5MoM
Available listings
282
27MoM
Sourced by Trulia Market Trends

Around this home

Neighborhood Overview

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

What Locals Say about Osterville

This October

Trick-or-Treat Score

Built from what locals say about Osterville.
  • 63% say neighbors are friendly
  • 63% say there's holiday spirit
  • 40% say there are community events
Trulia Trick or TreatStart Ghost Hunt
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"
    1
    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

LGBTQ Local Legal Protections

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 2026-10-25 08:23:05 PDT. All properties are subject to prior sale, changes, or withdrawal. Copyright 2026© Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

Frequently asked questions about 149 East Bay Road

  • What is 149 East Bay Road estimated to be worth?
    Trulia's estimated value for 149 East Bay Road in Osterville, MA is $4,365,600.
  • What is the price history for 149 East Bay Road?
    149 East Bay Road in Osterville, MA last sold for $4,572,500 in June 2024.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $677K. That is down $5.15K from the prior month.
  • Does 149 East Bay Road have air conditioning?
    Yes, 149 East Bay Road in Osterville, MA has air conditioning.
  • How big is the lot at 149 East Bay Road?
    The lot at 149 East Bay Road in Osterville, MA is about 0.96 acres (41,818 sq ft).

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Off Market Homes Near 149 East Bay Road

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