206 E Bay Rd, Osterville, MA 02655
OFF MARKET

206 E Bay Rd
Osterville, MA 02655

Osterville
  • 4 Beds
  • 4.5 Baths
  • 3,522 sqft (on 1.05 acres)

$6,601,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $37,126/mo*
Refinance Your Home

$6,601,700

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $37,126/mo*
Refinance Your Home
4 Beds
4.5 Baths
3,522 sqft
(on 1.05 acres)

Home Value

Trulia Estimate
$6.6M
Since last month
Increased$161K (+2.5%)
Since last year
Increased$495K (+8.1%)
Since last sale
Increased$6M (+658.3%)
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 +105% in the last 10 years
MonthEstimated value
2026
August 2026$6.63M
July 2026$6.58M
June 2026$6.47M
May 2026$6.33M
April 2026$6.22M
March 2026$6.05M
February 2026$6.03M
January 2026$5.99M
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
77 Robbins Street, Osterville, MA
0.45
Single-Family Home
$1,349,000
05/08/26
4
2.5
2,976
120 Robbins Street, Osterville, MA
0.51
Single-Family Home
$1,220,000
09/03/25
3
3.5
3,226
120 Robbins St, Barnstable, MA
0.52
Single-Family Home
$1,220,000
09/03/25
3
3.5
2,976
92 Wianno Circle, Osterville, MA
0.41
Single-Family Home
$1,490,000
05/29/26
3
3
2,459
64 Bay Street, Osterville, MA
0.80
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
125 Wianno Circle, Osterville, MA
0.42
Single-Family Home
$3,200,000
05/14/26
4
4.5
2,752
48 Bayview Circle, Osterville, MA
0.45
Single-Family Home
$1,168,500
05/08/26
3
2.5
1,775
48 Bayview Cir, Barnstable, MA
0.45
Single-Family Home
$1,168,500
05/08/26
3
2.5
1,775
26 Hinckley Circle, Osterville, MA
0.53
Single-Family Home
$807,150
08/15/25
3
3
1,934
26 Hinckley Cir, Barnstable, MA
0.54
Single-Family Home
$807,150
08/15/25
3
3
1,934

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
199 E Bay Rd #13, Barnstable, MA 02630
0.09
$1,726,000
3
3.5
3,551
Recently Sold
156 E Bay Road, Osterville, MA 02655
0.12
$3,450,000
4
5
3,924
For Sale
199 East Bay Road #13, Osterville, MA 02655
0.13
$1,726,000
3
3.5
3,551
Recently Sold
149 East Bay Road, Osterville, MA 02655
0.15
$4,396,100
4
3.5
3,100
Off Market
149 E Bay Rd, Barnstable, MA 02630
0.16
-
4
3.5
3,100
Off Market
281 Wianno Avenue, Osterville, MA 02655
0.22
$4,213,900
7
5.5
4,375
Off Market
321 Wianno Avenue, Osterville, MA 02655
0.25
$3,278,000
5
4
3,424
Off Market
281 Wianno Ave, Barnstable, MA 02630
0.26
-
7
5.5
4,375
Off Market
219 Wianno Ave, Barnstable, MA 02630
0.32
-
3
2.5
2,708
Off Market
219 Wianno Avenue, Osterville, MA 02655
0.33
$3,514,700
3
2.5
2,708
Off Market
19 E Bay Road, Osterville, MA 02655
0.36
$1,506,300
3
2.5
1,471
Off Market
177 Bayview Circle, Osterville, MA 02655
0.39
$849,900
3
2.5
2,100
For Sale

Local Information

  • Map ViewExplore the area around 206 E Bay Rd.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1983
Lot Size
1.05 acres
Living Area
3,522 sqft
Price/Sqft
$1,874
Parking
Garage

About this House

Magnificent waterfront home boasts sensational panoramic bay and Nantucket Sound views with deep water dock on East Bay. Privately set and meticulously maintained, this seaside retreat features an impeccably designed chef's kitchen that opens to a sun-filled great room, relaxed dining room, and fireplaced living room - all with soaring ceilings and spectacular water views. Other highlights include finely appointed first-floor master suite with private deck, elegant second-floor master suite, two nicely appointed guest bedrooms, beautiful spa-like bathrooms, and expansive deck overlooking the harbor. Extensive 2018 renovations included new kitchen, four new bathrooms, new fireplaces, refinished floors, new deck, and new entrance. Located just a short walk to Dowses Beach and Village amenities, this coastal oasis provides a stunning palette for a lifetime of summertime memories.
206 E Bay Rd, Osterville, MA 02655 is a 4 bedroom, 5 bathroom, 3,522 sqft single-family home in Osterville, built in 1983. It last sold for $875,000 on Oct 15, 1991. It is currently off market. The Trulia Estimate is $6,601,700, with a rent estimate of $7,296/month.

Home Details for 206 E Bay Rd

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 11
Fireplace & Spa
Fireplace

Exterior Features

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

Property Information

Year Built
Year Built: 1983
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 1.05 acres

Price and Tax history

DateEventPrice
Oct 11, 2020
Source: Agent Provided
ListingRemoved
$7,395,000
Aug 31, 2020
Source: Agent Provided
Listed For Sale
$7,395,000
Oct 15, 1991
Source: N/A
Sold
$875,000

Market trends in Barnstable

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$681K
$20.33KMoM
Sale-to-List Price
98.2%
Price per sq ft
$461
$19MoM
Available listings
346
20MoM
Skip to last item
  • Results are loading
Skip to first item

Around this home

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

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

11 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

13 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

29 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

7 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

30 rentals with a washer/dryer in Osterville, MA

Homes for sale near 206 E Bay Rd

Skip to last item
Skip to first item

Off Market Homes Near 206 E Bay Rd

Skip to last item
Skip to first item

Frequently asked questions about 206 E Bay Rd

  • What is 206 E Bay Rd estimated to be worth?
    Trulia's estimated value for 206 E Bay Rd in Osterville, MA is $6,601,700.
  • What is the price history for 206 E Bay Rd?
    206 E Bay Rd in Osterville, MA last sold for $875,000 in October 1991.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $681K. That is down $20.33K from the prior month.
  • Does 206 E Bay Rd have air conditioning?
    Yes, 206 E Bay Rd in Osterville, MA has air conditioning.
  • How big is the lot at 206 E Bay Rd?
    The lot at 206 E Bay Rd in Osterville, MA is about 1.1 acres.