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$1,600,000
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Property Description
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
Full Property Details
Full Property Details for 44 Tiffany Dr
General
- Sold For: $1,600,000
- Taxes: $8,817 (2025)
- Status: Closed
- Type: Single Family
- Source: CCI
- MLS ID: 22503290
- Added to Site: 227 day(s) ago
Interior
- Number of Rooms: 10
- Flooring: Hardwood, Tile, Laminate, Wood
Rooms
Bathrooms
- Total Bathrooms: 4
- Full Bathrooms: 4
Bedrooms
- Total Bedrooms: 4
Additional Information
- Shared Amenities: Deeded Beach Rights
Exterior
- Exterior Features: Outdoor Shower
Parking
- Garage: Yes
Location
- County: Dukes
- Driving Directions: Barnes Road to Lagoon Estates. Take a right into Lagoon Estates onto Tiffany Drive. The property is the sixth house on the right.
Heating & Cooling
- Cooling Type: Central Air
Utilities
- Sewer: Septic Tank
Structural Information
- Architectural Style: Cape Cod
- Construction: Clapboard, Shingle Siding
- Exterior Const.: Clapboard, Shingle Siding
- Basement Desc.: Bulkhead Access, Interior Entry, Full
- Roof: Asphalt
- Stories/Levels: 1
- Square Feet: 3,927
- Year Built: 1987
- Property Condition: Updated/Remodeled, Actual
Lot Features
- Lot Size (Acres): 1.38
- Lot Size (Sq. Ft.): 60,113
- Lot Size Source: Assessor
- Frontage: Private Road
- Street/Road Desc.: Paved
- Zoning: R3
Financial Considerations
- Price Per Sq. Ft.: $407
- Assessment Amount: $1,746,100
- Land Assmt: $717,600
- Tax Amount: $8,817
- Tax Year: 2025
Disclosures and Reports
- Special Conditions: Standard
- Property ID: 36711
Listed by Island Real Estate, Sheila M Morse
Sold by Cci.Unknownoffice, Member Non
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Schools
Schools serving 44 Tiffany Dr
School Districts:Oak Bluffs School District, Martha's Vineyard School District
| Name | Grades | Distance |
|---|---|---|
Oak Bluffs Elementary School 50 Tradewinds Road, Oak Bluffs, MA 02557 | PK-8 | 2.5 mi |
Marthas Vineyard Regional High School 100 Edgartown-Vineyard Haven R, Oak Bluffs, MA 02557 | 9-12 | 0.8 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 44 Tiffany Dr
Date
Details
Price
Change
Source
1/06/2026
Sold
$1,600,000
—
MLS
10/16/2025
Price Reduced
$1,600,000
-7.25%
MLS
9/29/2025
Price Reduced
$1,725,000
-5.48%
MLS
8/12/2025
Price Reduced
$1,825,000
-5.19%
MLS
7/23/2025
Price Reduced
$1,925,000
-8.11%
MLS
7/06/2025
Listed
$2,095,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
44 Tiffany Drive, Oak Bluffs, MA 02557 (MLS# 22503290) is a Single Family property that was sold at $1,600,000 on January 06, 2026. Want to learn more about 44 Tiffany Drive? Do you have questions about finding other Single Family real estate for sale in Oak Bluffs? You can browse all Oak Bluffs real estate or contact a Coldwell Banker agent to request more information.

