Active
2 Days on market
99 The Boulevard Edgartown — Photo 1 of 37

99 The Boulevard Edgartown — Photo 1 of 37

$2,455,000

99 The Boulevard, Edgartown, MA 02539

Edgartown, MA 02539

Investor Analysis

Beds

4

Baths

4.5

SqFt

3,039

Style

Single Family

Built

1985

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!

Market Value Analysis

This Property
Size (SqFt) →Price →
This Property$808/sqft
Local Avg (Edgartown)$1326/sqft
39% BelowMarket Average

* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Edgartown, MA.

Property Details

Financials

Original Price$2,475,000
Annual Taxes$5,601.6

Parking

Garage1
Off-Street5

Interior Specifications

Total Rooms8
Fireplaces2
Flooring--
BasementUnfinished

Climate & Utilities

HeatingCentral, Oil
CoolingCentral Air, Heat Pump
WaterPublic
SewerPublic Sewer, Private Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningR20

Property & Lot

Acres0.28
SqFt Lot12,000
Lot FeaturesLevel

Geography

Property History

Listed
$2,475,000

Sep 15, 2026

MLS® 73577541

Expired
$2,595,000

Dec 3, 2025

MLS® 73321001

Listed
$2,595,000

Dec 21, 2024

MLS® 73321001

Population

5,278

U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)

Median Household Income

$125K

U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)

Renter-Occupied Homes

13.0%

U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)

New Construction Permits — Dukes County

170 housing units permitted in the last 12 months (+110% vs the prior 12 months) — 35 in 5+ unit buildings

U.S. Census Bureau, Building Permits Survey (through Jul '26)

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 3,039 sq ft principal dwelling). Lot size: 12,000 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.

Listing Provided By

Listing Agent: Jennifer Dasilva

Listing Office: Compass

MLS® Number: 73577541

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