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44 Tiffany Drive

$3,245,000

Lagoon/Harbor, Oak Bluffs, MA 02557

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4 beds

4 baths

10 rooms

3,927 SqFt

MLS #44347

This handsome, newly renovated classic Cape, is nestled on a private 1.38 acre lot in the sought after Lagoon Estates community. The property has been thoughtfully renovated with two new kitchens, 5 new bathrooms, 4-bedrooms (two ensuite), all new windows and new flooring on first floor. It's seamless floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace to the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. The first floor includes one of the ensuite bedrooms and a large screened in porch off the dinning room. The 2nd floor includes two large bedrooms (one ensuite), a second full bathroom and new washer/dryer. The attached 1-bedroom apartment includes living/dining/kitchen area, washer/dryer, heat/AC and sits above a large 2-car garage with mud room and lots of storage space. To the side of the garage is a large separate bonus/variable use room with heat/AC that could be used as an office or game family room. Full unfinished basement has three additional rooms that could be used as a family room, studio/workshop and grow room. Property includes a spacious rear patio and deck with access off both the kitchen and screened in porch, as well as an outdoor shower and parking for several cars in the driveway. The lot is large enough in this R3 zone for an in-ground pool behind the garage. Assessed value does not reflect extensive 2026 renovations. Please note: Newly seeded lawn areas have been touched up and furniture in several rooms is virtually staged and noted in photos. Title V septic passed inspection 5/12/25 and in-ground propane tank pressured tested in 2025.

Property highlights

Unfurnished

Deck

Patio

Screen Porch

Septic Tank

Cable

Town Water

Property Details

Association Fee:
600
Association Fee Includes:
Road maintenance
Basement:
Full unfinished basement has bulkhead access and three additional rooms that could be used as a family roomstudio/workshop and grow room.
Fireplace Features:
1 Count Rumford fireplace in LR and 1 Jotul propane stove in family room
Flooring:
2
Foundation Types:
Poured concrete
Frontage Type:
None
Heating:
GFHA
Interior Features:
AC,Ins,MiniSplit,OShFloor 1: Living room, dining room, kitchen, family room, ensuite bedroom with walk-in closet, office/family room with separate entrance.Floor 2: Large ensuite bedroom, a third bedroom, full bathroom and washer/dryer.
Link MLS Comments:
From Barnes Road turn on to Tiffany Drive, the property is the sixth house on the right.
Lot Features:
Landscaped and wooded
Parking Features:
Ample parking area in front of 2-car garage
Possible Use:
Assessed Building Value:
1053300.00
Assessed Land Value:
746300.00

Price History

May 15, 2026
$3,245,000

Tax Information

This property was most recently assessed in 2026. It has been assessed at a value of $1,799,600. The annual tax responsibility for this property is $15,000.

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