2 Sengekontacket Rd, Oak Bluffs, MA 02557
Property image
Property image
OFF MARKET

2 Sengekontacket Rd
Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 1,900 sqft (on 0.94 acres)

$1,499,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $8,345/mo*
Refinance Your Home

$1,499,400

Trulia Estimate
as of Aug 19, 2026
Est. Refi. Payment $8,345/mo*
Refinance Your Home
4 Beds
3.5 Baths
1,900 sqft
(on 0.94 acres)

Home Value

Trulia Estimate
$1.5M
Since last month
Decreased$800 (-0.1%)
Since last year
Increased$51K (+3.5%)
Since last sale
Increased$674K (+81.7%)
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 +125% in the last 10 years
MonthEstimated value
2026
August 2026$1.5M
July 2026$1.5M
June 2026$1.52M
May 2026$1.5M
April 2026$1.49M
March 2026$1.5M
February 2026$1.47M
January 2026$1.46M
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
26 Box Turtle Ln, Oak Bluffs, MA
0.37
Single-Family Home
$1,995,000
08/29/25
4
3.5
2,891
30 Sengekontacket Rd, Oak Bluffs, MA
0.44
Single-Family Home
$2,125,000
10/30/25
4
3
2,262
10 Wood Duck Way, Oak Bluffs, MA
0.33
Single-Family Home
$2,250,000
12/10/25
4
3.5
3,014
2 Farm Path, Oak Bluffs, MA
0.54
Single-Family Home
$1,705,000
03/24/26
4
3
3,058
11 Flamingo Dr, Edgartown, MA
0.59
Single-Family Home
$1,260,000
11/03/25
4
2
1,820
32 Flamingo Dr, Edgartown, MA
0.68
Single-Family Home
$1,817,500
02/27/26
5
3
2,432
16 Majors Cove Ln, Edgartown, MA
0.63
Single-Family Home
$1,350,000
11/20/25
3
2
1,965
7 S Meadow Ln, Oak Bluffs, MA
0.63
Single-Family Home
$1,850,000
03/31/26
4
3
3,142
103 Meadow View Rd, Oak Bluffs, MA
0.58
Single-Family Home
$1,687,500
07/10/26
3
2.5
2,862
39 Sengekontacket Rd, Oak Bluffs, MA
0.62
Single-Family Home
$3,746,925
11/14/25
4
3.5
2,861

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
3 Sengekontacket Rd, Oak Bluffs, MA 02557
0.06
$2,935,400
5
4.5
3,400
Off Market
4 Quail Run #17, Oak Bluffs, MA 02557
0.14
$891,500
2
2
1,208
Off Market
7 Quail Run Rd, Oak Bluffs, MA 02557
0.14
$965,300
2
1.5
1,323
Off Market
4 Quail Run #24, Oak Bluffs, MA 02557
0.14
$753,400
2
2
1,443
Off Market
4 Quail Run #1, Oak Bluffs, MA 02557
0.15
$849,000
1
1.5
1,182
For Sale
4 Quail Run #21, Oak Bluffs, MA 02557
0.15
$925,000
2
1.5
1,208
For Sale
4 Quail Run #2, Oak Bluffs, MA 02557
0.15
$1,075,400
2
1.5
1,323
Off Market
8 Fresh Pond Rd, Oak Bluffs, MA 02557
0.16
$4,695,000
7
4.5
5,320
For Sale
15 Peter Williamson Blvd, Oak Bluffs, MA 02557
0.22
$3,277,600
6
5.5
3,124
Off Market
19 Quantapog Rd, Oak Bluffs, MA 02557
0.19
$1,519,800
3
3
1,822
Off Market
19 Stone Pound Way, Oak Bluffs, MA 02557
0.28
$2,364,500
3
2.5
2,742
Off Market
20 Hidden Cove Rd, Oak Bluffs, MA 02557
0.28
$1,625,000
4
3
1,898
For Sale

Local Information

  • Map ViewExplore the area around 2 Sengekontacket Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1981
Lot Size
0.94 acres
Living Area
1,900 sqft
Price/Sqft
$789

About this House

JUST REDUCED - Motivated Seller! This property has a lot going for it. Located in the desirable community of Sengekontacket, with access to tennis courts, dock, boat launch and storage, mooring potential, and use of the community Club House located on Fresh Pond. These amenities enhance the many options available with the property. A pleasant four bedroom home that includes a finished lower level and bonus room with full bath above the 2 car garage for expanded living space. This property can be used for personal use with plenty room for extended family and friends, or as an investment property. There is rental history in place. NEW 4 BEDROOM SEPTIC INSTALLED!
2 Sengekontacket Rd, Oak Bluffs, MA 02557 is a 4 bedroom, 4 bathroom, 1,900 sqft single-family home built in 1981. It last sold for $825,000 on Nov 30, 2018. It is currently off market. The Trulia Estimate is $1,499,400, with a rent estimate of $7,599/month.

Home Details for 2 Sengekontacket Rd

Interior Features

Heating & Cooling
Heating: Baseboard, ElectricHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Interior Details
Types of Rooms: Dining Room
Appliances & Utilities
DishwasherDryerRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
Parking Spaces: 8

Property Information

Year Built
Year Built: 1981Year Updated: 2008
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.94 acres

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Mar 18, 2021
Source: N/A
ListingRemoved
Nov 30, 2018
Source: LINK #32240
Sold
$825,000
Jul 30, 2018
Source: N/A
ListingRemoved
$899,000
Jul 16, 2018
Source: N/A
PriceChange
$899,000
Price decreased by 4%
Jul 26, 2017
Source: Agent Provided
PriceChange
$939,000
Price decreased by 4%

Market trends in Oak Bluffs

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
58
4MoM

Around this home

What Locals Say about Oak Bluffs

At least 18 Trulia users voted on each feature.

  • 96 % Say it's dog friendly

  • 86 % Say kids play outside

  • 83 % Say yards are well-kept

  • 79 % Say it's walkable to restaurants

  • 79 % Say car is needed

  • 78 % Say people would walk alone at night

  • 78 % Say it's walkable to grocery stores

  • 73 % Say there's wildlife

  • 73 % Say they plan to stay for at least 5 years

  • 70 % Say there's holiday spirit

  • 67 % Say it's quiet

  • 62 % Say parking is easy

  • 59 % Say neighbors are friendly

  • 47 % Say there are community events

  • 44 % Say there are sidewalks

  • 36 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "Easy to walk dogs"
    0
    Flag
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
    0
    Flag
  • Adrianalleyne
    "Oak Bluffs has a vibrant history and continues to be a bastion of African American culture. It’s worth checking out some of the many cultural sites in Oak Bluffs and throughout the island "
    0
    Flag
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
    0
    Flag
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
    0
    Flag
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
    0
    Flag
  • Andrea H.
    "This is fantasy island. It is not like the real world it's not fast paced. we say we're on island time. there's hardly any crime it's safe for kids. and it's a good community."
    0
    Flag
  • tkurian
    "I own a property in Oak Bluffs"
    0
    Flag
  • Kristin Z.
    "We live here year round in what most people think is a vacation paradise for the rich and famous. But in actuality it is one of the best communities to live in terms of caring wonderful neighbors and exciting intellectual stimulation throughout the winter in the form of performances, music groups, communities by interests. "
    0
    Flag
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 2 Sengekontacket Rd

  • What is 2 Sengekontacket Rd estimated to be worth?
    Trulia's estimated value for 2 Sengekontacket Rd in Oak Bluffs, MA is $1,499,400.
  • What is the price history for 2 Sengekontacket Rd?
    2 Sengekontacket Rd in Oak Bluffs, MA last sold for $825,000 in November 2018.
  • Is Oak Bluffs a buyer's or seller's market?
    Oak Bluffs is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Oak Bluffs?
    Residents describe Oak Bluffs, MA as dog-friendly, well-kept, and walkable to restaurants. See recently sold homes in Oak Bluffs, MA.
  • Does 2 Sengekontacket Rd have laundry facilities?
    Yes, 2 Sengekontacket Rd in Oak Bluffs, MA has in-unit laundry.
  • How big is the lot at 2 Sengekontacket Rd?
    The lot at 2 Sengekontacket Rd in Oak Bluffs, MA is about 0.94 acres (40,946 sq ft).

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