44 Tiffany Drive Oak Bluffs, MA $ 1,600,000
44 Tiffany Drive
$ 1,600,000
Share Save

44 Tiffany Drive

Oak Bluffs, MA, 02557
$ 1,600,000
Bedrooms4 Baths4.0 Sq 3,927

Monthly Estimate*

$ 9,982

44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 1
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 2
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 3
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 4
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 5
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 6
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 7
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 8
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 9
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 10
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 11
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 12
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 13
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 14
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 15
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 16
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 17
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 18
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 19
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 20
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 21
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 22
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 23
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 24
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 25
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 26
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 27
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 28
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 29
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 30
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 31
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 32
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 33
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 34
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 35
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 36
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 37
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 38
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 39
44 Tiffany Drive, Oak Bluffs, MA 02557 - Image 40

Single Family Home for sale in Oak Bluffs, MA

for $1,600,000 with 4 bedrooms and 4 full baths. This 3,927 square foot home was built in 1987 on a lot size of 1.38.

Nestled within the desirable Lagoon Estates development and set on a beautifully wooded 1.38-acre lot abutting Land Bank property, this expansive and sun-filled home offers versatile living space and a flexible floor plan. The main house features generously sized rooms enhanced by large windows that flood the interior with natural light. The kitchen boasts white cabinetry, a wall-mounted microwave and oven combination, counter cooktop, breakfast bar with seating, and a built-in desk with glass shelving--perfect for casual meals or entertaining. French glass-pane doors with elegant glass knobs provide classic charm and a graceful flow between the kitchen, dining room, family room, and living room. The family room features a vaulted ceiling with skylights and a striking full stone wall with brick insert for a gas propane stove, while the spacious living room offers a Count Rumford brick fireplace. The first floor also includes a bedroom, full bathroom, and a mudroom, all with beautifully maintained distressed oak and oak hardwood flooring. Upstairs, you will find two spacious bedrooms, including a primary ensuite with Jacuzzi tub, plus a third full bath. Flooring on this level

See more

Single Family Pending

Price

$ 1,600,000

Bedrooms

4

Full Bath

4

Property Type

Single Family

Taxes

$ 8,817

Style

Cape Cod

Lot Size

1.38

Year Built

1987

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

22503290

Features
General
Sewer Septic Tank
Cooling Central Air
Roof Asphalt
Zoning R3
Garage Spaces 2
Architectural Style Cape Cod
Construction Materials Clapboard Shingle Siding
Year Built 1987
Stories Count 1
Township Oak Bluffs
Property Subtype Single Family Residence
Tax Year 2025
Community Features Deeded Beach Rights
County Dukes
New Construction No
Property Type Residential
HOA N
Attached Garage Yes
Garage Y/N Yes
Total Rooms 10
Full Baths 4
Status Pending
Directions Barnes Road to Lagoon Estates. Take a right into Lagoon Estates onto Tiffany Drive. The property is the sixth house on the right.
City Oak Bluffs
High School District Martha's Vineyard
Lot Size Units Acres
Lot Size Square Feet 60113
Carport Y/N No
Property Attached Y/N No
Land Lease Y/N No
Tax Annual Amount 8817
Home Warranty Y/N No
Property Condition Updated/Remodeled Actual
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Pending
Middle/Junior School District Martha's Vineyard
Elementary School District Martha's Vineyard
Tax Assessed Value 1746100
Waterview Y/N No
See more
Interior
Basement Bulkhead Access Interior Entry Full
Flooring Hardwood Tile Laminate Wood
Air Conditioning Y/N Yes
Heating Y/N Yes
Fireplace Y/N No
Half Baths 0
Total Bedrooms 4
Main Level Bathrooms 1
Below Grade Finished Area Unit Type Square Feet
Total Baths 4
See more
Exterior
Exterior Amenities Outdoor Shower
Lot Features Wooded
Lot Size Area 1.38
Foundation Details Poured
Building Area Total 3927
Lot Size Acres 1.38
Road Surface Type Paved
Lot Size Source Assessor
Waterfront Y/N No
Road Frontage Type Private Road
See more
* Excluded Features
List By
Sheila M Morse

Listing Agent

Island Real Estate

Broker

Morse@vineyard.net

Email

Affordability Calculator

$10,717
Per Month
93%
7%
0%
Monthly Principal & Interest
$9,982
Monthly Property Taxes
$735
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
Learn more about how to save

Discover how much house you can afford

Your dream home may be within reach.

Learn More about how to save

The time to sell is now
THE TIME TO SELL IS NOW! What's my home worth?
Nearby
2088120 Elementary School
2088116 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
10/17/2025$1,600,000 -7.25% Price Down
9/29/2025$1,725,000 -5.48% Price Down
8/12/2025$1,825,000 -5.19% Price Down
7/23/2025$1,925,000 -8.11% Price Down
7/6/2025$2,095,000 Listed Price

Map


See all

44 Tiffany Drive, Oak Bluffs, MA, 02557 is a Single Family Home for sale at $1,600,000 with 3,927 sqft and a lot size of 1.38. 44 Tiffany Drive has 4 bedrooms, 4.0 baths, and was built in 1987. The property's zip code is 02557 which is in Oak Bluffs, MA