99 The Boulevard Edgartown, MA ^$ 2,455,000

99 The Boulevard

^$ 2,455,000

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Recently Listed

99 The Boulevard

Edgartown, MA, 02539

^$ 2,455,000

Bedrooms4 Baths4.1 Sq 3,039

Monthly Estimate*

^$ 15,501

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Single Family Home for sale in Edgartown, MA

for $2,455,000 with 4 bedrooms and 4 full baths, 1 half bath. This 3,039 square foot home was built in 1985 on a lot size of 0.28.

Welcome to a beautifully renovated custom contemporary colonial located just 1/3 mile from the Sengekontacket Pond boat landing. Perfect for kayaking, paddle boarding, and coastal living, this builder-owned home seamlessly blends classic Vineyard charm with modern luxury. The bright, open-concept main floor features a wood-burning fireplace, custom kitchen, and direct access to a private backyard oasis with a stone patio, built-in grill, and fire pit. Spanning three finished levels, the home offers and unmatched layout versatility. The second floor features a loft that connects via a balcony to a private studio/office suite above the garage. The third-floor retreat boasts its own full bath and a private balcony with elevated views. Key upgrades include brand-new HVAC, Andersen windows, refinished hardwood floors and a MicroFAST septic system. An exceptional year-round residence or high-yield investment property with a strong rental history!

Single Family Active

Price

^$ 2,455,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 5,601

Style

Contemporary

Lot Size

0.28

Year Built

1985

Town/City

Edgartown

County/Region

Dukes

MLS | Web ID

73577541

List By

Jennifer DaSilva

Listing Agent

Compass

Broker

Affordability Calculator

$15,968

Per Month

Monthly Principal & Interest: $15,501
Monthly Property Taxes: $467
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.49% 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 Edgartown, MA

Average List Price ^$4,456,286

Percent of Sale Price 82%

About Edgartown, MA

4,279 Population

13% Since 2002

^$75,439 Median Income

47.27 Median Age

18% 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
9/15/2026	$2,455,000	-0.81%	Price Down
9/15/2026	$2,475,000		Listed Price

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99 The Boulevard, Edgartown, MA, 02539 is a Single Family Home for sale at $2,455,000 with 3,039 sqft and a lot size of 0.28. 99 The Boulevard has 4 bedrooms, 4.1 baths, and was built in 1985. The property's zip code is 02539 which is in Edgartown, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% 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 10/3/2026.

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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99 The Boulevard

Single Family Home for sale in Edgartown, MA

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