OFF MARKET

Off market jun 2010 for $4.4M

$8,815,021

Est. refi paymentEst. refi $8,541/mo

•

5,250

sq ft

269 Seapuit Rd, Osterville, MA 02655

About this home

Pine Island estate, surrounded by the water on all sides, this elegantly appointed 2+ acre waterfront estate offers over 5,000+/- square feet of luxurious living space, five bedrooms, five full baths and stunning panoramic views. A private deep water dock provides immediate access to the surrounding Bays, Nantucket Sound, and the Islands. One of the most prized locations in the village of Osterville. *Property taxes stated herein are obtained from sources deemed to be reliable. Various exemptions available to homeowners can affect assessments and property taxes. Please verify the property taxes stated herein with appropriate town agencies.

Single-familyProperty Type

1934Year Built

2.02 acresLot Size

$1,679Est. Price/Sq.Ft.

2 car garageParking

Listed by John Largay, Jr • Sotheby's International Realty

Bought with Debra Caney • Robert Paul Properties, Inc.

Redfin checked: 2 minutes ago

•Source:CCIMLS #20706575

Redfin Estimate

$8,815,021

$4.4M since sold in June 2010$330K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 138.2% higher than the average sale price ($3.70M) of 6 comparable homes.

SOLD APR 16, 2026
$2,487,500
A
5 beds4.5 baths4,715 sq ft
98 Bunker Hill Rd, Osterville, MA 02655
SOLD SEP 2, 2026
$3,900,000
B
4 beds4.5 baths4,241 sq ft
30 Cockachoiset Ln, Osterville, MA 02655
SOLD SEP 11, 2026
$2,350,000
C
5 beds6.5 baths5,348 sq ft
205 Little River Rd, Cotuit, MA 02635
SOLD AUG 31, 2026
$3,700,000
D
4 beds4.5 baths3,557 sq ft
280 Ice Valley Rd, Osterville, MA 02655
SOLD DEC 3, 2025
$5,275,000
E
5 beds5.5 baths4,637 sq ft
245 North Bay Rd, Osterville, MA 02655
SOLD MAY 8, 2026
$4,495,000
F
5 beds5.5 baths3,820 sq ft
1045 Main St, Cotuit, MA 02635

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Earn from this home

Sell

$6,263,149

Est. take-home

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Refinance

Est. cash available

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Rent

$4,689/mo

Redfin rental estimate

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Market trends in Barnstable Town, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

97.1%

0.1% MoM

Median sale price

$700K

$5K MoM

Avg. days on market

34d

6 days MoM

Recently sold homes

185

25 MoM

New listings for sale

NEW 12 HRS AGO
$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
$16,500,000
8 beds10 baths8,763 sq ft
143 Bayberry Way, Osterville, MA 02655
$5,695,000
4 beds3.5 baths3,012 sq ft
108 Seapuit River Rd, Osterville, MA 02655
$959,000
3 beds3 baths2,048 sq ft
31 Jasons Ln, Osterville, MA 02655
VIDEO TOUR
$15,850,000
8 beds8 baths7,730 sq ft
141 Eel River Rd, Osterville, MA 02655
See all

Provided by Redfin

Sale history for 269 Seapuit Rd

Year

Property tax

Land + Additions

Assessment*

2023

$47,851 (−7.7%)

$4,895,800 + $841,700

$5,737,500

2022

$51,830 (−2.3%)

$4,665,000 + $711,600

$5,376,600

2021

$53,036 (−9.8%)

$4,398,500 + $657,400

$5,055,900

2020

$58,784 (−3.0%)

$4,790,100 + $573,400

$5,363,500

2019

$60,607 (−1.2%)

$4,790,100 + $582,900

$5,373,000

2018

$61,361 (+4.4%)

$5,042,200 + $426,700

$5,468,900

2017

$58,794 (+30.0%)

$5,042,200 + $421,900

$5,464,100

2015

$45,239

$3,756,600 + $412,900

$4,169,500

Tax history for 269 Seapuit Rd

Year

Property tax

Land + Additions

Assessment*

2023

$47,851 (−7.7%)

$4,895,800 + $841,700

$5,737,500

2022

$51,830 (−2.3%)

$4,665,000 + $711,600

$5,376,600

2021

$53,036 (−9.8%)

$4,398,500 + $657,400

$5,055,900

2020

$58,784 (−3.0%)

$4,790,100 + $573,400

$5,363,500

2019

$60,607 (−1.2%)

$4,790,100 + $582,900

$5,373,000

2018

$61,361 (+4.4%)

$5,042,200 + $426,700

$5,468,900

2017

$58,794 (+30.0%)

$5,042,200 + $421,900

$5,464,100

2015

$45,239

$3,756,600 + $412,900

$4,169,500

*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

Stories

Lot width

—

Lot depth

—

Lot size

2.02 Acres

Year renovated

—

Sq. Ft.

4,883

Year built

1934

Style

Single Family Residential

County

Barnstable County

APN

2231668

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 25, 2024.

Property details

Parking

Parking Information
Parking Features: Detached

Garage Infromation
Has Garage
Garage Spaces: 2

Interior

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

Basement Information
Basement: Partial

Laundry Information
Laundry Features: Laundry Room

Fireplace Information
FireplacesTotal: 4

Other Room Information
Total Rooms : 10

Interior Features
Interior Features: No
Flooring: Other, Wood, Carpet
Appliances: Oil
Patio And Porch Features: Deck, Porch

Exterior

Exterior Features
Exterior Features: Underground Sprinkler System
Construction Materials: Shingle Siding
Roof: Flat, Pitched, Wood, Shingle

Property Information
Property Sub Type: Single Family Residence

Lot Information
Lot Features: Level
Has Waterfront
Waterfront Features: Salt, Other - See Remarks, Waterview, Waterfront
Water Source: Public

Building Information
Year Built: 1934

Utilities

Heating & Cooling
Has Heating
Heating: Oil, Other

Location

Location Information
Directions: Main Street Osterville to 269 Seapuit Road

Public facts

Beds: 6
Baths: 5.0
Sq. Ft.: 4,883
Stories: 2.0
Lot Size: 2.02 acres
Style: Single Family Residential
Year Built: 1934
Year Renovated: —
County: Barnstable County
APN: 2231668

Home facts updated by county records on Sep 25, 2024

Around this home

Schools

Barnstable United Elementary School

Public 4-5 • Assigned • 2.0mi

3/10

Barnstable High School

Public 8-12 • Assigned • 4.4mi

3/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

7/10 Flood Factor

Estimated 73-81% chance 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, 18 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

$8.38M – $10.14M

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Nearby similar homes

VIDEO TOUR

$1,895,000

4 beds2.5 baths2,636 sq ft

420 Starboard Ln, Osterville, MA 02655

$999,000

2 beds2.5 baths1,564 sq ft

16 Second Ave #4, Osterville, MA 02655

$3,450,000

4 beds5 baths3,924 sq ft

156 E Bay Rd, Osterville, MA 02655

$975,000

3 beds2 baths1,706 sq ft

227 Bumps River Rd, Barnstable, MA 02630

$975,000

3 beds2 baths1,706 sq ft

227 Bumps River Rd, Osterville, MA 02655

$799,000

3 beds4 baths1,961 sq ft

251 Lakeside Dr, Marstons Mills, MA 02648

New listings for sale in 02655

NEW 12 HRS AGO

$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

$16,500,000

8 beds10 baths8,763 sq ft

143 Bayberry Way, Osterville, MA 02655

$5,695,000

4 beds3.5 baths3,012 sq ft

108 Seapuit River Rd, Osterville, MA 02655

$959,000

3 beds3 baths2,048 sq ft

31 Jasons Ln, Osterville, MA 02655

Home values near 269 Seapuit Rd

Data from public records.

Address	Redfin Estimate
315 Seapuit Rd, Osterville, MA 4 Beds \| 5 Baths \| 4664 Sq. Ft.	$3,766,175
275 Seapuit Rd, Osterville, MA 3 Beds \| 2 Baths \| 1319 Sq. Ft.	—

Address	Redfin Estimate
284 Seapuit Rd, Osterville, MA 5 Beds \| 4 Baths \| 5284 Sq. Ft.	$4,551,022
320 Seapuit Rd, Osterville, MA 6 Beds \| 6 Baths \| 4958 Sq. Ft.	$4,594,545

Address	Redfin Estimate
233 Seapuit Rd, Osterville, MA 1 Beds \| 1.5 Baths \| 2040 Sq. Ft.	$3,164,190
285 Seapuit Rd, Osterville, MA 5 Beds \| 6.5 Baths \| 5200 Sq. Ft.	$9,381,349

Property information provided by CCIMLS when last listed in 2007. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in Barnstable Town, MA

Sale history for 269 Seapuit Rd

Tax history for 269 Seapuit Rd

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02655

Home values near 269 Seapuit Rd

More real estate resources