39 Sengekontacket Rd, Oak Bluffs, MA 02557
SOLD
NOV 14, 2025

39 Sengekontacket Rd
Oak Bluffs, MA 02557

  • 4 Beds
  • 3.5 Baths
  • 2,861 sqft (on 1.30 acres)

$3,746,925

Last Sold: Nov 14, 2025
8% below list $4.08M
$1,310/sqft
Est. Refi. Payment $20,014/mo*

$3,746,925

Last Sold: Nov 14, 2025
8% below list $4.08M
$1,310/sqft
Est. Refi. Payment $20,014/mo*
4 Beds
3.5 Baths
2,861 sqft
(on 1.30 acres)

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

SPECTACULAR WATERFRONT home with stunning water views from every room. Situated in a private location in the Sengekontacket Association, this is an exceptional property in a rare setting. Completely renovated in 2014. In addition to the breathtaking water view of Major's Cove and of Felix Neck throughout the home, the front of the property faces serene pastoral views. This home offers four bedrooms with a main floor master and ensuite, exquisite craftmanship throughout and a unique setting on the water. Great care was taken in the planning of this home to ensure maximum enjoyment of the tranquil surroundings and views. Each of three bedrooms on the second floor has a water view. The quality of materials used in the construction of this home is outstanding. As you walk through the property, the landscaping and gardens are impeccable, and have been featured in MV Magazine. The back yard gently slopes down to the water. Carefully planned by the owners, this home was constructed to follow net zero design principles which provide an energy-efficient retreat. Lovingly maintained by the owners, this property is a true one of a kind sanctuary on the Vineyard.
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from December 02, 2025

Home Highlights

Parking
No Info
Outdoor
No Info
A/C
Heating only
HOA
$92/Monthly
Price/Sqft
$1,310/sqft
Listed
180+ days ago

Home Details for 39 Sengekontacket Rd

Interior Features

Interior Details
Basement: Partially finished basement with playroom, large workshop and separate utility room.Basement is fully insulated.Clamdoor bulkhead.Number of Rooms: 8
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 1Number of Bathrooms: 4Number of Bathrooms (full): 3Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2861 Square Feet
Appliances & Utilities
Utilities: CblAppliances: Stove: Jenn-Air Steam Convection oven and Jenn-Air Convection oven, Washer: Electrolux
Heating & Cooling
Heating: ElectricNo CoolingHas HeatingHeating Fuel: Electric
Windows, Doors, Floors & Walls
Flooring: 2
Levels, Entrance, & Accessibility
Floors: 2
View
Has a ViewView: Pasture

Exterior Features

Exterior Home Features
Other Structures: There is a very pretty outdoor storage shed with a good amount of storage space. The property is entitled to install a boat mooring subject to prior review and approval by the Oak Bluffs Harbormaster.Exterior: C/Tennis, Cov, Deck, Garden, ScrPorch, WViewsFoundation: Poured concrete.Garden
Parking & Garage
No CarportNo GarageNo Attached GarageParking: Parking for several cars.
Frontage
WaterfrontWaterfront: WaterfrontFrontage Type: WaterfrontOn Waterfront
Water & Sewer
Sewer: Septic Tank

Property Information

Year Built
Year Built: 1974Year Renovated: 2014
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Property Information
Parcel Number: 48650

Price & Status

Price
List Price: $4,075,000Price Per Sqft: $1,310/sqft

Active Status

MLS Status: S

Location

Direction & Address
City: Oak Bluffs

Building

Building Area
Building Area: 2861 Square Feet

HOA

HOA Fee Includes: Community tennis courts, boat dock, club house, garbage pick up, road maintenance and snow removal. Association Board reviews fees annually.Has an HOAHOA Fee: $1,100/Annually

Lot Information

Lot Area: 1.3 Acres

Offer

Listing Agreement Type: E

Miscellaneous

BasementMls Number: 43191
Last check for updates: about 22 hours ago
Listed by Jayne Isford
Ocean Park Realty Inc
Bought with: Katya Brush, Compass | Point B
Source: LINK, MLS#43191

Price History for 39 Sengekontacket Rd

DatePriceEventSource
11/14/2025$3,746,925Sold
LINK #43191
10/06/2025$4,075,000PendingLINK #43191
09/06/2025$4,075,000ContingentLINK #43191
05/15/2025$4,075,000Listed For SaleLINK #43191
11/19/2012$1,200,000Sold
LINK #22721
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Property Tax and Assessment

Year2025
Tax$16,393
Assessment$3,246,200
Home facts updated by county records

Comparable Sales for 39 Sengekontacket Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.19
Single-Family Home
$2,125,000
10/30/25
4
3
2,262
0.25
Single-Family Home
$1,995,000
08/29/25
4
3.5
2,891
0.30
Single-Family Home
$2,250,000
12/10/25
4
3.5
3,014
0.87
Single-Family Home
$1,850,000
03/31/26
4
3
3,142
0.91
Single-Family Home
$1,817,500
02/27/26
5
3
2,432
0.83
Single-Family Home
$2,495,000
11/20/25
4
5
2,694
1.09
Single-Family Home
$1,705,000
03/24/26
4
3
3,058
1.03
Single-Family Home
$3,120,000
12/09/25
4
3.5
4,372
0.70
Single-Family Home
$1,350,000
11/20/25
3
2
1,965

Nearby homes

Get a sense of prices in the area by checking nearby homes.
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Assigned Schools

These are the assigned schools for 39 Sengekontacket Rd.
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

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.
  • P5j4f84ncw
    "Local people, well known community,quite,hard working people,solid business,good schools,hospitality,new opportunities,security and safety place to leave. "
  • 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 "
  • Trulia User
    "Oak Bluffs is a charming town with a bustling summer harbor and lovely shopping district. It’s a beautiful place to live. "
  • Jrheneeb
    "I love it here. It’s beautiful and the people are amazing. It’s a great place To come relax and unwind. "
  • Kayceesmith27
    "I take the bus to and from work . Car for longer distances. Boat to get to the main land which is 45min ride."
  • 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."
  • tkurian
    "I own a property in Oak Bluffs"
  • 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. "
  • Island R. E.
    "This is a lovely and desirable area close to town and everything the island has to offer."

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Apartments for Rent

Homes for sale near 39 Sengekontacket Rd

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Off Market Homes Near 39 Sengekontacket Rd

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© 2026 LINK, All Rights Reserved. Data last updated: 2026-06-01 09:37:38 PDT. Some properties may no longer be for sale if they have gone under contract, have sold, or are no longer being offered for sale since the last update.

Homes for rent near 39 Sengekontacket Rd

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39 Sengekontacket Rd, Oak Bluffs, MA 02557 is a 4 bedroom, 4 bathroom, 2,861 sqft single-family home built in 1974. This property is not currently available for sale. 39 Sengekontacket Rd was last sold on Nov 14, 2025 for $3,746,925 (8% lower than the asking price of $4,075,000). The current Trulia Estimate for 39 Sengekontacket Rd is $3,810,400.