44 Tiffany Dr Oak Bluffs — Photo 1 of 15
Recent Drop: $445,000
$2,800,000
Investment Analysis — 44 Tiffany Dr
Oak Bluffs, MA 02557 — Lagoon Estates
Based on HUD Small Area Fair Market Rent for Dukes County, MA, a 4-bedroom in 02557 carries an estimated $3,400/mo in gross rent — about a 0.79% cap rate and $22,028/yr in estimated NOI at the $2,800,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
4.5
SqFt
3,927
Style
Single Family
Built
1987
Tucked away in a serene setting and set on a private 1.38-acres, this beautifully renovated 4BR/4.5BA Cape offers over 4,000 sq ft. of living space with pleanty of room for a backyard pool. The seller will escrow $50K towards a pool at closing depending on the offer. The property has been thoughtfully renovated with two new kitchens, 4.5 new bathrooms, 4-bedrooms (two ensuite), and all new appliances and windows. Its floor plan is great for entertaining and flows family and guests from an oversized living room with fireplace into the dining room, gourmet kitchen and an inviting family room with cathedral ceiling and propane stove. First floor includes an ensuite bedroom and large screened in porch. The 1-bedroom apartment above the 2-car garage includes living/dining/kitchen area, washer/dryer, and heat/AC. The property includes a full basement, spacious rear patio and deck, outdoor shower and is large enough for an in-ground pool. Assessed value does not reflect extensive 2026 renovations. Furnishings in the photos have been virtually staged.
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 3,927 sq ft principal dwelling). Lot size: 60,113 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Estimates — not financial advice
These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Geography
Property History
$2,800,000
Was $2,900,000
Jul 21, 2026
MLS® 73527128
$2,900,000
Was $3,095,000
Jul 3, 2026
MLS® 73527128
$3,095,000
Was $3,245,000
Jun 5, 2026
MLS® 73527128
$3,245,000
May 30, 2026
MLS® 73527128
Listing Agent: Perry Patterson
Listing Office: MV Luxury Homes LLC
MLS® Number: 73527128
