Homes, values and local insight for West Tisbury, Dukes County, Massachusetts. Typical home value $1,664,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
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West Tisbury is a distinctive Massachusetts community that offers residents a blend of local character, quality amenities, and regional convenience.
The West Tisbury real estate market serves a range of buyers including first-time homeowners, growing families, professionals, and retirees. Properties include single-family homes, condominiums, and townhouses across various price points and styles that reflect the area's architectural heritage and modern development.
Winslow Homes LLC and Ryan & Megan Winslow serve West Tisbury buyers and sellers across Massachusetts. Ryan and Megan Winslow provide both real estate brokerage and mortgage services as Mortgage Bankers with The Federal Savings Bank (Ryan Winslow NMLS #2426605 | Megan Winslow NMLS #2692933). Get pre-approved at www.winslowloan.com or call 386-690-5858.
Explore West Tisbury Neighborhoods
Historic center with local shops, dining, and civic institutions.
Residential area with established neighborhoods and good school access.
Quiet residential streets with a mix of homes and convenient commuter access.
Expanding area with newer construction and family-friendly amenities.
Unique Property Types in West Tisbury
Properties with lake, pond, or reservoir access where available in West Tisbury.
Homes near local waterways offering natural settings and scenic views.
What Every Buyer Must Know
Some areas of West Tisbury near waterways may fall in AE flood zones. Verify specific property with FEMA flood map.
Moderate flood risk exists in select West Tisbury areas near wetlands or drainage basins.
Most West Tisbury properties are in Zone X (minimal flood risk). Flood insurance optional but may be recommended.
Insurance Tip: Massachusetts homeowners insurance averages $1,500-$2,200 annually. Coastal properties may need additional windstorm coverage.
Real Estate Investment in West Tisbury
Steady appreciation and rental demand make West Tisbury suitable for long-term wealth building.
Rental demand in West Tisbury supports cash flow strategies for single-family and multifamily properties.
Older properties in West Tisbury offer value-add opportunities through renovation and modernization.
West Tisbury investment risks include regional market volatility, property tax changes, and insurance cost increases. Work with experienced agents to assess individual opportunities.
Where New Homes Are Being Built
New development zones on the outskirts of West Tisbury offer modern construction and newer floor plans.
Buyer Tips for New Construction: Always hire your own inspector for new builds. Review CDD obligations carefully. Negotiate upgrades, not price. A buyer's agent costs you nothing with new construction and provides critical representation.
Drive Times & Work-From-Anywhere
Convenient access from West Tisbury to nearby cities via major roads and highways.
West Tisbury residents commute to regional metropolitan areas for employment and entertainment.
West Tisbury supports remote workers with reliable broadband access, quiet residential settings, and home office-friendly properties.
Your Dollar in West Tisbury
Massachusetts property tax averages 1.14% statewide. Senior citizen and veteran exemptions available. Residential tax rate varies by town.
Massachusetts has a flat 5% income tax rate plus a 4% surtax on income over $1M (effective 2023). Property tax rates vary by municipality. The residential exemption in some communities reduces the assessed value of owner-occupied homes. No sales tax on clothing under $175.
Cost of living in West Tisbury aligns with regional Massachusetts averages. Housing remains the largest expense category.
Homeowners insurance in West Tisbury averages $1,200-$2,500 annually. Coverage varies by property age, value, and risk factors.
Living the West Tisbury Life
West Tisbury offers parks, trails, and outdoor recreation opportunities year-round.
Local restaurants, cafes, and cultural venues provide community gathering spaces in West Tisbury.
Local retail, services, and major shopping areas accessible within and near West Tisbury.
Employment & Economic Drivers
Retail, professional services, and hospitality anchor the West Tisbury economy.
Residents also commute to regional employment centers for professional opportunities.
Remote work grows as a major economic factor in West Tisbury, supported by quality broadband and home-office friendly properties.
Getting Around West Tisbury
West Tisbury connects to major highways and arterials providing access to regional destinations.
West Tisbury offers walkable neighborhoods and bike-friendly areas in the town center and residential zones.
West Tisbury residents access regional airports within reasonable driving distance for domestic and international travel.
What's Coming to West Tisbury
Expanding development areas bringing new construction to West Tisbury.
The West Tisbury market outlook remains positive with steady demand, moderate appreciation, and balanced inventory conditions expected through 2026.
Real Estate Investment in West Tisbury
Pre-approve financing before searching. Work with West Tisbury-focused agents.
Long-term holds in West Tisbury benefit from regional appreciation trends.
DISCUSS INVESTMENT STRATEGY
Avoid These Costly Errors
Get pre-approved with Ryan & Megan Winslow, Mortgage Bankers with The Federal Savings Bank, before shopping.
Budget for taxes, insurance, HOA, and maintenance beyond the mortgage payment.
A local West Tisbury agent knows which streets flood, which buildings have pending special assessments, and which neighborhoods are appreciating fastest. Buyer agent services are free to the buyer in most transactions.
The typical home in West Tisbury is worth $1,664,000, 7% above the Dukes County typical value of $1,558,000 and 151% above the Massachusetts typical value of $662,000.
Zillow Home Value Index for West Tisbury, August 2026. The middle of the market for single family homes and condos.
Home values in West Tisbury moved +36.4% over five years and +120.9% over ten.
Median gross rent in West Tisbury. Useful for investors running rental numbers.
Share of occupied homes in West Tisbury lived in by the owner.
A newer housing stock means fewer surprises at inspection.
Median household income in West Tisbury.
Ryan and Megan are mortgage bankers with The Federal Savings Bank, lending in all 50 states. You get the home and the loan from one team. On a typical West Tisbury home of $1,664,000:
Ryan and Megan price West Tisbury homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $1,348,000 · 4,927 residents
Area guide →Typical value $1,264,000 · 5,407 residents
Area guide →Typical value $2,406,000 · 1,249 residents
Area guide →Typical value $1,869,000 · 5,328 residents
Area guide →Typical value $1,809,000 · 451 residents
Area guide →Typical value $1,313,000 · 62 residents
Area guide →See the full Dukes County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for West Tisbury was $1,664,000 in August 2026, +4.6% over the past year.
West Tisbury is in Dukes County, Massachusetts.
About 3,637 people as of the 2024 Census Bureau estimate, up from 3,547 in 2020.
Ryan and Megan Winslow of Winslow Homes have sold over 3,000 homes since 2009 and are licensed in Florida, Massachusetts, Connecticut and Rhode Island. Call or text 386-690-5858.
Apply at www.winslowloan.com. Ryan and Megan are mortgage bankers with The Federal Savings Bank and lend in all 50 states, including FHA, VA and conventional loans.
90% of occupied homes in West Tisbury are owner occupied, based on the 2019 to 2023 American Community Survey.
17 years, over 3,000 homes sold, and one team for the home and the loan. Call or text 386-690-5858.
Sources: U.S. Census Bureau 2024 population estimates and 2019 to 2023 American Community Survey; Zillow Home Value Index, August 2026. Numbers update as new data is released. Talk to Ryan and Megan for current sold prices on your street.
No in-person meeting or phone call needed for most addresses. See your estimated value, price range and value trend in seconds.
Get coming-soon homes, pocket listings and price drops in West Tisbury, MA before they hit the big home search sites.
The typical home in West Tisbury is worth $1,687,184 as of August 2026 in ZIP code 02575. Values moved +4.2% over the last 12 months at the middle ZIP code.
| ZIP | Typical value | 12 months | 5 years | Median sale, Mar to May 2026 | Days on market |
|---|---|---|---|---|---|
| 02575 | $1,687,184 | +4.2% | +36.0% |
Sources: Zillow Home Value Index through August 2026 and the Redfin Data Center ZIP code tracker, March to May 2026. Ask Ryan and Megan for a value for your own home.
