33 Sengekontacket Rd, Oak Bluffs, MA 02557
OFF MARKET

$2,546,400

Trulia Estimate
  • 4 Beds
  • 4.5 Baths
  • 2,649 sqft (on 1.20 acres)

33 Sengekontacket Rd, Oak Bluffs, MA 02557

Est. Refi. Payment $14,092/mo*
Refinance Your Home
Currently Off Market - Sold Dec 17, 2009 for $925,000

Home Value

Trulia Estimate
$2.55M
Since last month
Decreased$7K (-0.3%)
Since last year
Decreased$89K (-3.4%)
Since last sale
Increased$2M (+175.8%)
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 +161% in the last 10 years
MonthEstimated value
2026
August 2026$2.55M
August 2026$2.55M
July 2026$2.56M
June 2026$2.69M
May 2026$2.68M
April 2026$2.67M
March 2026$2.67M
February 2026$2.66M
January 2026$2.65M
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 Sengekontacket Rd, Oak Bluffs, MA
0.07
Single-Family Home
$2,125,000
10/30/25
4
3
2,262
39 Sengekontacket Rd, Oak Bluffs, MA
0.18
Single-Family Home
$3,746,925
11/14/25
4
3.5
2,861
10 Wood Duck Way, Oak Bluffs, MA
0.15
Single-Family Home
$2,250,000
12/10/25
4
3.5
3,014
29 Majors Cove Ln, Edgartown, MA
0.39
Single-Family Home
$4,500,000
06/11/26
5
4
3,518
103 Meadow View Rd, Oak Bluffs, MA
0.59
Single-Family Home
$1,687,500
07/10/26
3
2.5
2,862
32 Flamingo Dr, Edgartown, MA
0.78
Single-Family Home
$1,817,500
02/27/26
5
3
2,432
16 Majors Cove Ln, Edgartown, MA
0.60
Single-Family Home
$1,350,000
11/20/25
3
2
1,965
16 Mockingbird Dr, Edgartown, MA
0.69
Single-Family Home
$2,495,000
11/20/25
4
5
2,694
7 S Meadow Ln, Oak Bluffs, MA
0.77
Single-Family Home
$1,850,000
03/31/26
4
3
3,142
2 Farm Path, Oak Bluffs, MA
0.91
Single-Family Home
$1,705,000
03/24/26
4
3
3,058

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
30 Sengekontacket Rd, Oak Bluffs, MA 02557
0.07
$2,174,200
4
3
2,262
Off Market
26 Box Turtle Ln, Oak Bluffs, MA 02557
0.07
$2,049,500
4
3.5
2,891
Off Market
18 Wood Duck Way, Oak Bluffs, MA 02557
0.11
$1,800,000
4
3
2,064
For Sale
18 Wood Duck Way, Edgartown, MA 02539
0.12
$1,800,000
4
3
2,864
For Sale
10 Wood Duck Way, Oak Bluffs, MA 02557
0.15
$2,250,000
4
3.5
3,014
Recently Sold
31 Ice Pond Ln, Oak Bluffs, MA 02557
0.19
-
-
-
-
Off Market
39 Sengekontacket Rd, Oak Bluffs, MA 02557
0.18
$3,746,925
4
3.5
2,861
Recently Sold
43 Sengekontacket Road, Oak Bluffs, MA 02557
0.24
$5,495,000
3
3
2,234
For Sale
19 Stone Pound Way, Oak Bluffs, MA 02557
0.26
$2,488,800
3
2.5
2,742
Off Market
15 Peter Williamson Blvd, Oak Bluffs, MA 02557
0.28
$3,197,100
6
5.5
3,124
Off Market
8 Fresh Pond Rd, Oak Bluffs, MA 02557
0.33
$4,695,000
7
4.5
5,320
For Sale
40 Hidden Cove Road UNIT 2, Oak Bluffs, MA 02557
0.33
$1,595,000
3
3.5
2,739
For Sale

Local Information

  • Map ViewExplore the area around 33 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
2014
Lot Size
1.2 acres
Living Area
2,649 sqft
Price/Sqft
$961
Parking
Garage

About this House

This single-family home is located at 33 Sengekontacket Rd, Oak Bluffs, MA. 33 Sengekontacket Rd is in Oak Bluffs, MA and in ZIP code 02557. This property has 4 bedrooms, 4 bathrooms and approximately 2,649 sqft of floor space. This property has a lot size of 1.20 acres and was built in 2014.
33 Sengekontacket Rd, Oak Bluffs, MA 02557 is a 4 bedroom, 4 bathroom, 2,649 sqft single-family home built in 2014. It last sold for $925,000 on Dec 17, 2009. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,546,400, with a rent estimate of $8,210/month.

Home Details for 33 Sengekontacket Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Library, Master Bath, Mud Room, Office, Pantry, Recreation Room, Workshop, Solarium Atrium, Sun RoomWet BarCeiling Fan
Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: Asphalt, Shake ShingleDeckExterior: WoodGardenLawnPatioPorchSprinkler System
Parking & Garage
GarageParking Spaces: 10Parking: Carport, Garage Detached, Off Street

Property Information

Year Built
Year Built: 2014Year Updated: 2015
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.20 acres

Mobile R/V

RV Parking
Rv Parking

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Dec 17, 2009
Source: LINK #17910
Sold
$925,000
Mar 7, 2008
Source: LINK #9291
Sold
$673,339
Feb 2, 2008
Source: Agent Provided
Listed For Sale
$699,900
Apr 9, 2004
Source: LINK #8938
Sold
$725,000

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 33 Sengekontacket Rd

  • What is 33 Sengekontacket Rd estimated to be worth?
    Trulia's estimated value for 33 Sengekontacket Rd in Oak Bluffs, MA is $2,546,400.
  • What is the price history for 33 Sengekontacket Rd?
    33 Sengekontacket Rd in Oak Bluffs, MA last sold for $925,000 in December 2009.
  • 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 33 Sengekontacket Rd have air conditioning?
    Yes, 33 Sengekontacket Rd in Oak Bluffs, MA has air conditioning.
  • Does 33 Sengekontacket Rd have laundry facilities?
    Yes, 33 Sengekontacket Rd in Oak Bluffs, MA has in-unit laundry.

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