Dukes County, Massachusetts

Real Estate Guide, Market Trends & Community Living

Cities & Towns in Dukes County

Explore real estate guides for every city and town in Dukes County, Massachusetts. Click any community below for detailed market data, neighborhoods, schools, and lifestyle information.

Market Quick Stats

Population
20,000
Median Home Price
$1,100,000
County Seat
Edgartown
Cities & Towns
1

About Dukes County

Dukes County encompasses Martha's Vineyard, one of America's most exclusive island destinations. Edgartown, the county seat, features whaling captain mansions and a picturesque harbor. Oak Bluffs is known for its gingerbread cottages and Flying Horses Carousel. Vineyard Haven provides year-round commercial activity. The island attracts presidents, celebrities, and families seeking island living.

Housing Market Overview

The Dukes County real estate market offers options across a range of price points. The median home price sits at $1,100,000, with options ranging from entry-level homes to premium properties in the county's most sought-after communities.

📊 Median Home Price

The median home price in Dukes County is $1,100,000. Prices vary by community, with waterfront and premium locations commanding higher prices.

📈 Market Trends

Dukes County's market reflects broader Massachusetts trends with steady demand. Properties in established neighborhoods hold their value while new construction adds inventory.

Top Communities in Dukes County

These are the most popular cities and towns for home buyers in Dukes County, Massachusetts.

🏘️ Aquinnah

Explore homes, neighborhoods, and market data in Aquinnah. Find your ideal property in this Dukes County community.

Schools & Education

Dukes County is served by Martha's Vineyard Public Schools. The county provides education options from elementary through high school with programs supporting academic and extracurricular development.

🎓 School District Overview

Martha's Vineyard Public Schools serves students across the county with a focus on academic excellence. Multiple options exist for families prioritizing education quality when selecting a home.

Lifestyle & Recreation

Martha's Vineyard offers pristine beaches, lighthouses, and New England charm. The Aquinnah Cliffs (Gay Head) are a dramatic natural landmark. The island has a vibrant summer arts scene with galleries, theater, and film festivals. Black Dog Tavern and other iconic restaurants define island dining.

Employment & Economy

Dukes County features a diverse economic base with employers across multiple sectors.

💼 Major Employers

Key employers include Martha's Vineyard Hospital, tourism industry, Steamship Authority. These organizations provide employment opportunities ranging from entry-level positions to professional careers.

Property Taxes & Cost of Living

Massachusetts has a flat income tax rate. Property taxes in Dukes County vary by town. Residential exemptions and senior tax relief programs help reduce the burden for qualifying homeowners.

💵 Property Tax Rates

Tax rates in Dukes County towns vary. Check with your town assessor for current rates and available exemptions including residential, senior, and veteran exemptions.

Commute & Transportation

Dukes County provides access to major highways and transportation routes connecting residents to regional employment centers and amenities.

🚗 Transportation Access

Residents commute via major highways and local roads. The county's location provides reasonable drive times to regional employment centers, shopping, healthcare, and entertainment.

Mortgage Solutions & Financing

Ryan & Megan Winslow, a federally licensed lender (NMLS #2426605) operating across all 50 states, provides mortgage solutions for Dukes County buyers. Ryan and Megan Winslow guide borrowers through personalized financing strategies.

🏦 Loan Programs

Conventional loans serve most borrowers with fixed or adjustable rates. FHA loans assist buyers with lower down payments. VA loans provide zero-down options for eligible military members. Down payment assistance programs reduce initial capital requirements.

🏦 Apply Today

Apply online at www.winslowloan.com or contact directly at 386-690-5858. Pre-approval happens quickly enabling confident home shopping.

About Winslow Homes LLC

Winslow Homes LLC is a full-service real estate brokerage licensed in Florida, Massachusetts, Connecticut, and Rhode Island. Ryan and Megan Winslow combine experience with commitment to client success and market expertise.

📞 Contact Information

Winslow Homes LLC
Email: Broker@WinslowHomesLLC.com
Phone: 386-690-5858

MLS Disclaimer & Legal Information

All real estate information provided by Winslow Homes LLC is derived from the Multiple Listing Service (MLS) and public sources. Information is deemed accurate but not guaranteed.

Equal Housing Opportunity. Winslow Homes LLC operates under fair housing principles.

Winslow Homes LLC
Real Estate Brokerage
Licensed in Florida, Massachusetts, Connecticut, Rhode Island

Contact:
Email: Broker@WinslowHomesLLC.com
Phone: 386-690-5858

Mortgage Services:
Ryan Winslow (NMLS#2426605)
Megan Winslow (NMLS#2692933)
Apply: www.winslowloan.com
Phone: 386-690-5858

© 2026 Winslow Homes LLC. All Rights Reserved. Equal Housing Opportunity. All MLS data deemed accurate but not guaranteed. Data current as of April 2026.