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About This Home
This 4-bedroom, 5-bathroom single family at 44 Tiffany Drive in Oak Bluffs, MA is listed for $3,245,000 ($826 per sqft). Built in 1987, the home offers 3,927 sqft of living space on a 1.38 acres lot.
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.
Key Features
- Built in 1987
- 1.38 acre lot
- Fireplace
Property Details
Amenities
Monthly Cost Estimate
$17,955/mo
20% down · 6.5% · 30 years
Estimates only. Actual payments may vary.
Location
44 Tiffany Drive
Oak Bluffs, MA 02557
Features & Amenities
Interior Features
Exterior Features
Property Details
Flooring
Pool Features
Parking
Appliances
Questions & Answers
This 4-bedroom, 5-bathroom single family at 44 Tiffany Drive is listed at $3,245,000 ($826/sqft). The estimated monthly payment is $14,662 based on 20% down at 6.5% interest.
HOA fees are $600/month.
Key features include: Built in 1987, 1.38 acre lot, Fireplace. Interior Features: AC, Ins, MiniSplit. Exterior Features: Deck, Patio, ScrPorch.
This property is listed by Perry Patterson and can be reached at 9737891264 or ppatterson259@gmail.com.


