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44 Tiffany Dr, Oak Bluffs MA 02557

Oak Bluffs, MA 02557 • Lagoon Heights - Lagoon Estates
$3,245,000
$2,900,000
Est. $15,612/month
4
Beds
4.5
Baths
3,927
Sq Ft
$738
Price/Sq Ft
1.38
Acres
1987
Year Built
2
Garage Spaces
40
Days on Market
Active Price Drop -$345,000 Listed May 30, 2026 • MLS# 73527128 Copied! • Updated Jul 7, 2026

About this home

This handsome, newly renovated classic Cape, is nestled on a private 1.38-acre lot in the sought after Lagoon Estates community, Oak Bluffs. The property has been thoughtfully renovated with two new kitchens, 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 inground pool. Assessed value does not reflect extensive 2026 renovations. Furnishings in the photos have been virtually staged.

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Recently Sold Nearby

Property History

Market Insights

2
Price Changes
10.6%
Price Range

Property Timeline

Price Reduced
Jul 3, 2026
$2,900,000 $195,000 (-6.3%)
From $3,095,000 to $2,900,000 (-6.3%)
Price Reduced
Jun 5, 2026
$3,095,000 $150,000 (-4.62%)
From $3,245,000 to $3,095,000 (-4.6%)
🏠
Listed for Sale
May 30, 2026
$3,245,000
Original listing

Tax History

Year Taxes Assessment
2026 $8,980 $1,799,600

Financial Details

Annual Property Tax
$8,980
Tax Year 2026
Assessed Value
$1,799,600

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1987
Living Area 3,927 sq ft
Lot Size 1.38 acres
Bedrooms 4
Full Baths 4
Half Baths 1
Total Rooms 10

Interior

Heating Central, Heat Pump, Propane
Cooling Central Air, Heat Pump
Flooring None
Appliances None
Fireplace None
Fireplaces 1
Basement None
Laundry None
Features None

Exterior

Construction None
Architecture Cape
Roof None
Features None
Pool None
Spa None
Fencing None
Patio/Porch None
Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Off Street
Total Spaces 6
Electric None
Water Public
Sewer Private Sewer
Gas None
Other None
Annual Tax $8,980
Assessed Value $1,799,600
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Dukes
Total market time (incl. prior listings) 38 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1987
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
3,927 sq ft
Total Rooms
10

Room Details

Other Floor

Bathroom1
Bedroom5
Bedroom4
Bedroom3
Dining Room
Kitchen
Bathroom2
Bedroom2
Living Room
Bathroom3
Master Bedroom
Office
Family Room
Master Bathroom
Yes

Interior Features

Flooring:
Appliances:
Interior Features:
Windows:
Basement:
Laundry:
Security:

Construction & Materials

Style: Cape
Year Built: 1987
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Central, Heat Pump, Propane
Cooling: Central Air, Heat Pump
Hot Water:
Water Source: Public
Sewer: Private Sewer
Energy Features:

Exterior & Lot

Exterior Features:
Patio & Porch:
Fencing:
Other Structures:
Lot Features: Level
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 6
Parking Features: Attached, Garage Door Opener, Off Street

Special Features

Fireplaces: 1
Fireplace Type:
Community Amenities:

Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
$0
Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%

Monthly Payment Breakdown

Principal & Interest $0
Property Tax $748
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

-0.5% Rate
$0/mo
Save $0/mo
Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo

Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Location

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Neighborhood

Lagoon Heights - Lagoon Estates

44 Tiffany Dr, Oak Bluffs MA 02557

Oak Bluffs, MA 02557

Listing Information

Listing Agent Perry Patterson
Listing Office MV Luxury Homes LLC
Office Phone 973-789-1264
Agent MLS ID CN202902
Office MLS ID AN7285
Listing Data Updated Jul 7, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 1 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 2 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 3 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 4 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 5 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 6 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 7 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 8 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 9 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 10 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 11 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 12 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 13 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 14 44 Tiffany Dr, Oak Bluffs MA 02557 - Photo 15
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