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
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.
Massachusetts MLS Property Info Network (MLSPIN) - The property listing data and information 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 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
Copyright © MFRMLS.com All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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. Information on this site was last updated Last updated on September 28, 2026 4:49 PM UTC The listing information on this page last changed on Last updated on September 28, 2026 4:49 PM UTCd. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of MFR MLS.
All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information 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.
Updated on September 28, 2026 4:49 PM UTC
Copyright Southeast Florida Multiple Listing Service © 2026. Accuracy of listing information is not guaranteed. Listing information is provided for personal consumer, non-commercial use, solely to identify potential properties for potential purchase. All other use is strictly prohibited, is a violation of the terms of use, and may violate federal and state law.
Data Last Updated: September 28, 2026 4:44 PM UTC
Information is deemed to be reliable, but is not guaranteed. © 2026 MLS. Last Updated September 28, 2026 4:46 PM UTC The information on this sheet has been made available by the MLS and may not be the listing of the provider. Listing data provided by the Daytona Beach Area Association of REALTORS® Internet Data Exchange (IDX) program. Data is believed to be accurate but not warranted.
New Smyrna Beach Board of REALTORS® All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested