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44 Tiffany Dr

Oak Bluffs, MA 02557

Offered at$2,800,000

Residential · Active · MLS #73527128
Listing Courtesy of MV Luxury Homes LLC | Perry Patterson

4Bedrooms
5Bathrooms
3,927Square feet
1987Year built

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MLS PIN data

About this home

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.

Property information

Details at a glance

Interior

Rooms
10
Heating
Central, Heat Pump, Propane
Cooling
Central Air, Heat Pump
Fireplaces
1

Building

Style
Single Family Residence
Year built
1987
Garage
2
Parking
6
Foundation
Concrete Perimeter

Land & utilities

Lot size
1.38 acres
Water
Public
Sewer
Private Sewer
Zoning
R3

Financial

Annual taxes
$8,980
Assessment year
2026

Listing history

Price and status timeline

No additional public listing history was supplied for this property.

Property value estimate

An informed starting point

Estimated value$3,485,060

Estimated range $3,056,648$3,913,472

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Sold Jul 19, 2026$2,813,500

34 Hilltop Rd

Photo insights

Condition signals

Overall presentationexcellent

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Oak Bluffs

MetricThis propertyOak Bluffs
List price$2,800,000$2,035,00038% above local
Price / sq ft$713$1,14138% below local
Days on market5610044% below local
Explore homes in Oak Bluffs

Active city listing statistics from MLS PIN as of September 5, 2026. Asking prices are not completed-sale values.

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Common questions

About 44 Tiffany Dr

Can I schedule a private showing?

Yes. Request a tour of 44 Tiffany Dr and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.