99 E Bay Rd, Osterville, MA 02655
OFF MARKET

99 E Bay Rd
Osterville, MA 02655

Osterville
  • 5 Beds
  • 4.5 Baths
  • 3,228 sqft (on 0.84 acres)

$3,092,200

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $17,348/mo*
Refinance Your Home

$3,092,200

Trulia Estimate
as of May 17, 2026
Est. Refi. Payment $17,348/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,228 sqft
(on 0.84 acres)

Local Information

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

Description

Around the corner from Dowses Beach, youll find this interesting U-shaped ranch; 3 bedrooms, including the Master on one side, and 2 guest bedrooms on the other side. Formal living room, kitchen with breakfast nook, and family room. Hardwood floors, gas heat, AC, and large lot with 20 x 40 heated in-ground pool. Plus finished room with bath in walkout lower level. Current has laundry in the basement, but there are hookups on the first floor. Terrific village setting with proximity to shops, restaurants, and beach. Works well for year-round or second home. Taxes may vary due to owner use of property, buyer should confirm.
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.

Home Highlights

Parking
Garage
Outdoor
No Info
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
No Info

Home Details for 99 E Bay Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Tile, Hardwood
Interior Details
Number of Rooms: 10Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Office
Appliances & Utilities
DishwasherRefrigerator

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Shingle Not Wood
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1973
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Lot Information

Lot Area: 0.84 acres

Price History for 99 E Bay Rd

DatePriceEventSource
05/31/2020$1,599,000ListingRemovedAgent Provided
02/24/2020$1,599,000Listed For SaleAgent Provided
11/18/2019$1,599,000ListingRemovedAgent Provided
05/23/2019$1,599,000PriceChange
Agent Provided
01/17/2019$1,689,000Listed For SaleAgent Provided
11/26/2018$1,650,000ListingRemovedAgent Provided
09/13/2018$1,650,000Listed For SaleAgent Provided
07/19/2002$1,450,000Sold
N/A
08/17/1998$780,000Sold
N/A
11/30/1992$315,000Sold
N/A
11/10/1989$211,000Sold
N/A
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Property Tax and Assessment

Year2025
Tax$20,379
Assessment$2,519,000
Home facts updated by county records

Comparable Sales for 99 E Bay Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
281 Wianno Ave, Barnstable, MA
0.16
Single-Family Home
$4,200,000
08/08/25
7
5.5
4,375
281 Wianno Avenue, Osterville, MA
0.20
Single-Family Home
$4,200,000
08/08/25
7
5.5
4,375
77 Robbins Street, Osterville, MA
0.39
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
25 Blanid Road, Osterville, MA
0.22
Single-Family Home
$2,425,000
05/28/25
4
2.5
2,573
25 Blanid Rd, Barnstable, MA
0.22
Single-Family Home
$2,425,000
05/28/25
4
2.5
2,573
19 E Bay Road, Osterville, MA
0.17
Single-Family Home
$1,500,000
07/11/25
3
2.5
1,471
19 E Bay Rd, Barnstable, MA
0.18
Single-Family Home
$1,500,000
07/11/25
3
2.5
1,471
64 Bay Street, Osterville, MA
0.58
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
125 Wianno Circle, Osterville, MA
0.27
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
120 Robbins Street, Osterville, MA
0.47
Single-Family Home
$1,220,000
09/03/25
3
3.5
3,226

Assigned Schools

These are the assigned schools for 99 E Bay Rd.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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

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 99 E Bay Rd

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Homes for rent near 99 E Bay Rd

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Off Market Homes Near 99 E Bay Rd

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Explore by feature

99 E Bay Rd, Osterville, MA 02655 is a 5 bedroom, 5 bathroom, 3,228 sqft single-family home built in 1973. 99 E Bay Rd is located in Osterville, Osterville. This property is not currently available for sale. 99 E Bay Rd was last sold on Jul 19, 2002 for $1,450,000. The current Trulia Estimate for 99 E Bay Rd is $3,092,200.