27 & 30 North Bay Rd, Osterville, MA 02655

Off market oct 2020 for $5.5M

$6,676,024

Est. refi paymentEst. refi $18,481/mo

•

6,074

sq ft

27 & 30 North Bay Rd, Osterville, MA 02655

About this home

Waterfront property in Oyster Harbors comprised of two lots, one with house (#27) and another vacant across the street with water access and a deep-water dock with electric power (#30). The home has five bedrooms – a first floor master with twin en suite baths – and four upstairs bedrooms each with private bath; there are also two half baths. One of the upstairs bedrooms serves as a second master and has a separate sitting room and office. Open-concept common areas include a grand family room, a chef's kitchen, a breakfast nook, and a finished lower level. Oyster Harbors is a private, gated community with 24-hour security yet close to all major attractions, regional air travel, and island ferries.

Single-familyProperty Type

1984Year Built

2.04 acresLot Size

$1,099Est. Price/Sq.Ft.

2 car garageParking

Listed by Herb Pheeney • Oyster Real Estate

Bought with Kathleen Deerman • Robert Paul Properties, Inc.

Redfin checked: a minute ago

•Source:CCIMLS #22004527

Redfin Estimate

$6,676,024

$1.2M since sold in October 2020$213K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 99.7% higher than the average sale price ($3.34M) of 5 comparable homes.

SOLD SEP 11, 2026
$2,350,000
A
5 beds6.5 baths5,348 sq ft
205 Little River Rd, Cotuit, MA 02635
SOLD APR 16, 2026
$2,487,500
B
5 beds4.5 baths4,715 sq ft
98 Bunker Hill Rd, Osterville, MA 02655
SOLD DEC 3, 2025
$5,275,000
C
5 beds5.5 baths4,637 sq ft
245 North Bay Rd, Osterville, MA 02655
SOLD MAR 2, 2026
$4,400,000
D
5 beds6 baths6,768 sq ft
405 Bridge St, Osterville, MA 02655
SOLD APR 27, 2026
$2,200,000
E
4 beds5 baths6,294 sq ft
804 Main St, Cotuit, MA 02635

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Earn from this home

Sell

$2,460,160

Est. take-home

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Refinance

Est. cash available

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Rent

$4,648/mo

Redfin rental estimate

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Market trends in 02655, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

96.1%

+0.3% MoM

Median sale price

$1.1M

$81K MoM

Avg. days on market

40d

1 days MoM

Recently sold homes

4 MoM

New listings for sale

$3,390,000
3 beds4.5 baths5,049 sq ft
140 Seapuit Rd, Osterville, MA 02655
$775,000
2 beds1.5 baths1,170 sq ft
15 South St, Osterville, MA 02655
$299,900
1 bed1 bath412 sq ft
3040 Falmouth Rd Apt G3, Osterville, MA 02655
VIDEO TOUR
$6,600,000
5 beds6.5 baths4,955 sq ft
434 Sea View Ave, Osterville, MA 02655
$795,000
2 beds1.5 baths1,170 sq ft
13 South St, Osterville, MA 02655
$975,000
3 beds2 baths1,706 sq ft
227 Bumps River Rd, Barnstable, MA 02630
$3,225,000
3 beds3 baths1,506 sq ft
32 Starboard Ln, Osterville, MA 02655
$975,000
3 beds2 baths1,706 sq ft
227 Bumps River Rd, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 27 & 30 North Bay Rd

Date

Event

Price

CCIMLS #22004527

Oct 30, 2020

Sold

$5,500,000

$905/sq ft

Aug 3, 2020

Pending

—

Jul 29, 2020

Contingent

—

Jul 18, 2020

Listing Removed

—

Jul 18, 2020

Listed

$5,800,000

$955/sq ft

CCIMLS #9903406

Oct 25, 1999

Sold

$2,772,000

$456/sq ft

May 8, 1999

Listed

$2,995,000

$493/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$31,501 (+7.8%)

$1,358,600 + $2,418,500

$3,777,100

2022

$29,214 (+0.7%)

$1,021,500 + $2,009,000

$3,030,500

2021

$29,002 (−6.5%)

$1,051,600 + $1,713,100

$2,764,700

2020

$31,024 (+8.5%)

$1,130,900 + $1,699,800

$2,830,700

2019

$28,591 (+6.9%)

$1,033,900 + $1,500,800

$2,534,700

2018

$26,734 (+7.6%)

$1,088,300 + $1,294,400

$2,382,700

2017

$24,849 (+6.4%)

$1,088,300 + $1,221,100

$2,309,400

2015

$23,350

$1,051,500 + $1,100,600

$2,152,100

Tax history for 27 & 30 North Bay Rd

Year

Property tax

Land + Additions

Assessment*

2023

$31,501 (+7.8%)

$1,358,600 + $2,418,500

$3,777,100

2022

$29,214 (+0.7%)

$1,021,500 + $2,009,000

$3,030,500

2021

$29,002 (−6.5%)

$1,051,600 + $1,713,100

$2,764,700

2020

$31,024 (+8.5%)

$1,130,900 + $1,699,800

$2,830,700

2019

$28,591 (+6.9%)

$1,033,900 + $1,500,800

$2,534,700

2018

$26,734 (+7.6%)

$1,088,300 + $1,294,400

$2,382,700

2017

$24,849 (+6.4%)

$1,088,300 + $1,221,100

$2,309,400

2015

$23,350

$1,051,500 + $1,100,600

$2,152,100

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

1.1 Acres

Year renovated

—

Sq. Ft.

6,074

Year built

1984

Style

Single Family Residential

County

Barnstable County

APN

2231495

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Mar 6, 2023.

Property details

Parking

Garage Infromation
Has Garage
Garage Spaces: 2

Interior

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (1/2): 2

Basement Information
Basement: Finished

Other Room Information
Total Rooms : 13

Interior Features
Flooring: Hardwood, Carpet
Appliances: Propane Gas, Water Heater

Exterior

Exterior Features
Exterior Features: Outdoor Shower, Underground Sprinkler System
Construction Materials: Shingle Siding
Roof: Wood, Shingle

Property Information
Property Sub Type: Single Family Residence

Lot Information
Has Waterfront
Water Body Name: North Bay
Waterfront Features: Waterview, Waterfront, Bay/Harbor
Water Source: Public

Building Information
Year Built: 1984

Utilities

Heating & Cooling
Has Heating
Heating: Oil
Has Cooling
Cooling: Central Air

Location

Location Information
Directions: Immediately after entering Oyster Harbors gate, take first right onto North Bay Road. Property with house is on the left (#27). Vacant lot with deep-water dock is across the street (#30).

Public facts

Beds: 6
Baths: 4.5
Sq. Ft.: 6,074
Stories: 2.0
Lot Size: 1.1 acres
Style: Single Family Residential
Year Built: 1984
Year Renovated: —
County: Barnstable County
APN: 2231495

Home facts updated by county records on Mar 6, 2023

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.8mi

3/10

Barnstable High School

Public 8-12 • Assigned • 5.1mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

4/10 Heat Factor

7 days above 88° expected this year, 17 days in 30 years

8/10 Wind Factor

80% chance of strong winds in next 30 years

4/10 Air Factor

4 unhealthy days expected this year, 4 days in 30 years

Provided by First Street

Historical weather

Osterville, MA • 02655

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 8.8 hours in June and 4.5 hours in December, placing it below the U.S. average for solar exposure.

8.8 hrs

4.5 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$6.34M – $7.68M

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Home values near 27 & 30 North Bay Rd

Data from public records.

Address	Redfin Estimate
9 N Bay Road, Osterville, MA 5 Beds \| 5.5 Baths \| 4317 Sq. Ft.	$3,532,047
49 N Bay Road, Osterville, MA 7 Beds \| 6 Baths \| 5960 Sq. Ft.	$6,438,245

Address	Redfin Estimate
92 N Bay Road, Osterville, MA 6 Beds \| 6.5 Baths \| 6482 Sq. Ft.	$6,742,596
92 N Bay Road, Osterville, MA 6 Beds \| 6.5 Baths \| 6482 Sq. Ft.	$6,033,635

Address	Redfin Estimate
72 N Bay Road, Osterville, MA 3 Beds \| 2.5 Baths \| 2082 Sq. Ft.	$5,447,213
50 Oakdale Path, Osterville, MA 4 Beds \| 5.5 Baths \| 4823 Sq. Ft.	$4,351,862

Property information provided by CCIMLS when last listed in 2020. This data may not match . Learn more.

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