44 Tiffany Dr Oak Bluffs, MA ^$ 3,245,000

44 Tiffany Dr

^$ 3,245,000

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44 Tiffany Dr

Oak Bluffs, MA, 02557

^$ 3,245,000

Bedrooms4 Baths4.1 Sq 3,927

Monthly Estimate*

^$ 19,980

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Single Family Home for sale in Oak Bluffs, MA

for $3,245,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,927 square foot home was built in 1987 on a lot size of 1.38.

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.

Single Family Active

Price

^$ 3,245,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 8,980

Style

Cape

Lot Size

1.38

Year Built

1987

Town/City

Oak Bluffs

County/Region

Dukes

MLS | Web ID

73527128

List By

Perry Patterson

Listing Agent

Mv Luxury Homes Llc

Broker

Affordability Calculator

$20,728

Per Month

Monthly Principal & Interest: $19,980
Monthly Property Taxes: $748
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Trends

Single family listings in Oak Bluffs, MA

Average List Price ^$2,238,077

Percent of Sale Price 31%

About Oak Bluffs, MA

4,795 Population

29% Since 2002

^$64,471 Median Income

46.88 Median Age

19% Households with Children

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Trends Information provided by ATTOM Data Solutions.

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Pricing History

Date	Price	Price Change	Description
5/30/2026	$3,245,000		Listed Price

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44 Tiffany Dr, Oak Bluffs, MA, 02557 is a Single Family Home for sale at $3,245,000 with 3,927 sqft and a lot size of 1.38. 44 Tiffany Dr has 4 bedrooms, 4.1 baths, and was built in 1987. The property's zip code is 02557 which is in Oak Bluffs, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 6/4/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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44 Tiffany Dr

Single Family Home for sale in Oak Bluffs, MA

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