99 The Boulevard Edgartown — Photo 1 of 37
$2,455,000
99 The Boulevard, Edgartown, MA 02539
Edgartown, MA 02539
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!
Key facts
It was listed on September 15, 2026. The price has come down from an original $2,475,000 to $2,455,000. The annual property taxes are $5,602 (2026 tax year). It sits on a 0.28-acre (12,000 sq ft) lot.
Market Value Analysis
* Analysis is based on 20 actively listed and recently sold comparable properties strictly within Edgartown, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Geography
Property History
$2,475,000
Sep 15, 2026
MLS® 73577541
$2,595,000
Dec 3, 2025
MLS® 73321001
$2,595,000
Dec 21, 2024
MLS® 73321001
Questions about this home
When was 99 The Boulevard, Edgartown listed?
99 The Boulevard, Edgartown was listed on September 15, 2026.
Has the price of 99 The Boulevard, Edgartown changed?
The price has come down from an original $2,475,000 to $2,455,000.
What are the property taxes for 99 The Boulevard, Edgartown?
The annual property taxes for 99 The Boulevard, Edgartown are $5,602 (2026 tax year).
How big is the lot at 99 The Boulevard, Edgartown?
99 The Boulevard, Edgartown sits on a 0.28-acre (12,000 sq ft) lot.
What is the status of 99 The Boulevard, Edgartown?
99 The Boulevard, Edgartown is actively listed for sale.
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 Agent: Jennifer Dasilva
Listing Office: Compass
MLS® Number: 73577541
