269 Seapuit Rd, Osterville, MA 02655
Property image
Property image
OFF MARKET

269 Seapuit Rd
Osterville, MA 02655

Osterville
  • 6 Beds
  • 6 Baths
  • 5,250 sqft

$8,748,700

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $49,407/mo*
Refinance Your Home

$8,748,700

Trulia Estimate
as of Aug 4, 2026
Est. Refi. Payment $49,407/mo*
Refinance Your Home
6 Beds
6 Baths
5,250 sqft

Local Information

  • Map ViewExplore the area around 269 Seapuit Rd.
  • Schools2 Elementary Schools2 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1934
Living Area
5,250 sqft
Price/Sqft
$1,666

About this House

Pine Island estate, surrounded by 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.
269 Seapuit Rd, Osterville, MA 02655 is a 6 bedroom, 6 bathroom, 5,250 sqft single-family home in Osterville, built in 1934. It last sold for $4,418,500 on Jun 11, 2010. It is currently off market. The Trulia Estimate is $8,748,700, with a rent estimate of $7,486/month.

Home Details for 269 Seapuit Rd

Interior Features

Heating & Cooling
Heating: Other, OilAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10

Exterior Features

Exterior Home Features
Roof: Shake ShingleExterior: Wood

Property Information

Year Built
Year Built: 1934
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Price History for 269 Seapuit Rd

DatePriceEventSource
06/11/2010$4,418,500Sold
CCIMLS #20706575
05/24/2008$9,900,000ListingRemovedAgent Provided
12/28/2007$9,900,000Listed For SaleAgent Provided

Market trends in Barnstable

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$702K
$29.31KMoM
Sale-to-List Price
98.2%
0.1%MoM
Price per sq ft
$442
$11MoM
Available listings
366
23MoM
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Property Tax and Assessment

Year2025
Tax$52,447
Assessment$6,483,000
Home facts updated by county records

Comparable Sales for 269 Seapuit Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
98 Bunker Hill Road, Osterville, MA
0.39
Single-Family Home
$2,487,500
04/16/26
5
4.5
4,715
195 Bunker Hill Rd, Barnstable, MA
0.52
Single-Family Home
$5,600,000
09/02/25
6
7.5
6,565
195 Bunker Hill Road, Osterville, MA
0.51
Single-Family Home
$5,600,000
09/02/25
6
7.5
6,565
240 Baxters Neck Rd, Barnstable, MA
0.59
Single-Family Home
$6,900,000
06/12/26
6
5.5
8,713
240 Baxters Neck Road, Marstons Mills, MA
0.60
Single-Family Home
$6,900,000
06/12/26
6
5.5
8,713
44 Seapuit Road, Osterville, MA
0.56
Single-Family Home
$4,650,000
05/28/26
7
8
8,345
431 Baxters Neck Road, Marstons Mills, MA
0.58
Single-Family Home
$2,475,000
12/11/25
4
5
5,021
431 Baxters Neck Rd, Barnstable, MA
0.58
Single-Family Home
$2,475,000
12/11/25
4
5
5,021
405 Bridge St, Barnstable, MA
0.75
Single-Family Home
$4,400,000
03/02/26
5
6
6,768
405 Bridge Street, Osterville, MA
0.76
Single-Family Home
$4,400,000
03/02/26
5
6
6,768

Nearby homes

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Assigned Schools

These are the assigned schools for 269 Seapuit 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

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

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Explore by feature - Pet Friendly

9 pet-friendly rentals in Osterville, MA

Explore by feature - Garage

8 rentals with a garage in Osterville, MA

Explore by feature - Air Conditioning

23 rentals with air conditioning in Osterville, MA

Explore by feature - Pool

6 rentals with a pool in Osterville, MA

Explore by feature - Washer/dryer

23 rentals with a washer/dryer in Osterville, MA

Homes for sale near 269 Seapuit Rd

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Off Market Homes Near 269 Seapuit Rd

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