183 Bay St, Osterville, MA 02655
Property image
Property image
OFF MARKET

$9,839,700

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 5,067 sqft (on 1.54 acres)

183 Bay St, Osterville, MA 02655

Osterville
Est. Refi. Payment $56,657/mo*
Refinance Your Home
Currently Off Market - Sold Oct 6, 2021 for $6,150,000

Home Value

Trulia Estimate
$9.84M
Since last month
Decreased$90K (-0.9%)
Since last year
Increased$1M (+14.7%)
Since last sale
Increased$4M (+60.7%)
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 +79% in the last 10 years
MonthEstimated value
2026
September 2026$9.88M
August 2026$9.84M
July 2026$9.97M
June 2026$10.22M
May 2026$9.76M
April 2026$9.73M
March 2026$9.6M
February 2026$9.38M
January 2026$9.24M
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
30 Cockachoiset Lane, Osterville, MA
0.26
Single-Family Home
$3,900,000
09/02/26
4
4.5
4,241
64 Bay Street, Osterville, MA
0.23
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
64 Bay St, Barnstable, MA
0.24
Single-Family Home
$2,550,000
12/04/25
4
5
2,812
355 Bridge St, Barnstable, MA
0.55
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
355 Bridge Street, Osterville, MA
0.55
Single-Family Home
$3,000,000
11/06/25
4
3.5
3,720
67 Fire Station Road, Osterville, MA
0.27
Single-Family Home
$2,000,000
03/31/26
4
4
2,999
98 Bunker Hill Road, Osterville, MA
0.61
Single-Family Home
$2,487,500
04/16/26
5
4.5
4,715
405 Bridge St, Barnstable, MA
0.62
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge Street, Osterville, MA
0.62
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
21 Cockachoisett Lane, Osterville, MA
0.28
Single-Family Home
$2,700,000
06/18/26
4
3.5
3,015

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
126 Bay Street, Osterville, MA 02655
0.14
$1,541,600
2
2
1,847
Off Market
35 Blue Heron Drive, Osterville, MA 02655
0.15
$4,250,000
3
3.5
2,721
For Sale
100 Meadowlark Lane, Osterville, MA 02655
0.20
$2,441,300
4
3.5
3,478
Off Market
64 Bay Street, Osterville, MA 02655
0.23
$2,550,000
4
5
2,812
Recently Sold
64 Bay St, Barnstable, MA 02630
0.24
$2,550,000
4
5
2,812
Recently Sold
54 Jasons Ln, Barnstable, MA 02630
0.26
$765,800
2
1
936
Off Market
67 Fire Station Road, Osterville, MA 02655
0.27
$2,000,000
4
4
2,999
Recently Sold
25 Manor Way, Barnstable, MA 02630
0.26
$1,495,000
4
4
2,509
Recently Sold
25 Manor Way, Osterville, MA 02655
0.26
$1,495,000
4
4
2,509
Recently Sold
30 Cockachoiset Lane, Osterville, MA 02655
0.26
$3,900,000
4
4.5
4,241
Recently Sold
933-933 S Main St #I, Osterville, MA 02655
0.30
-
3
1.5
1,216
Off Market
933-I Main Street, Osterville, MA 02655
0.30
$966,100
3
1.5
1,216
Off Market

Local Information

  • Map ViewExplore the area around 183 Bay St.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 2016
1.54 acre lot
5,067 sqft
$1,942/sqft
Garage

About this House

Magnificent seaside estate boasts exquisite architectural finishes, commanding views of North Bay, lush meadows, and private dock. Masterfully built in 2016 by Peter Boyle, this gracious residence has been meticulously designed by Ivan Bereznicki to capture sensational water and golf course views while effortlessly blending the finest craftsmanship with luxurious amenities to create an idyllic seaside retreat. Highlights include state-of-the art kitchen with superb finishes, waterside fireplaced living room, paneled library with built-ins, splendid master suite, three handsome guest bedrooms with en suite baths, and serene vistas from nearly every richly appointed room. Tucked away yet close to village amenities, this one-of-a-kind masterpiece is the pinnacle of refined coastal living.
183 Bay St, Osterville, MA 02655 is a 4 bedroom, 5 bathroom, 5,067 sqft single-family home in Osterville, built in 2016. It last sold for $6,150,000 on Oct 6, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $9,839,700, with a rent estimate of $7,821/month.

Home Details for 183 Bay St

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: 12Types of Rooms: Walk In Closet, Dining Room, Laundry Room, Office
Appliances & Utilities
DishwasherMicrowaveRefrigerator

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Shingle Not WoodPatio
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 2016
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Lot Information

Lot Area: 1.54 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Jun 3, 2022
Source: MLS PIN #72889686
ListingRemoved
Oct 6, 2021
Source: CCIMLS #22005399
Sold
$6,150,000
Sep 18, 2021
Source: MLS PIN #72889686
Pending
$6,995,000
Sep 5, 2021
Source: MLS PIN #72889686
Contingent
$6,995,000
Sep 4, 2021
Source: BHHS broker feed #22005399
Pending
$6,995,000

Market trends in Barnstable

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$682K
$3.33KMoM
Sale-to-List Price
98.5%
0.3%MoM
Price per sq ft
$464
$3MoM
Available listings
309
37MoM

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

Frequently asked questions about 183 Bay St

  • What is 183 Bay St estimated to be worth?
    Trulia's estimated value for 183 Bay St in Osterville, MA is $9,839,700.
  • What is the price history for 183 Bay St?
    183 Bay St in Osterville, MA last sold for $6,150,000 in October 2021.
  • Is Osterville a buyer's or seller's market?
    Osterville is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Osterville?
    The median sale price in Osterville is $682K. That is down $3.33K from the prior month.
  • Does 183 Bay St have air conditioning?
    Yes, 183 Bay St in Osterville, MA has air conditioning.
  • Does 183 Bay St have laundry facilities?
    Yes, 183 Bay St in Osterville, MA has laundry facilities.

Explore by feature - Pet Friendly

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Explore by feature - Garage

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Explore by feature - Air Conditioning

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Explore by feature - Pool

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Explore by feature - Washer/dryer

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Apartments for Rent

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Off Market Homes Near 183 Bay St

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