Homes, values and local insight for Carlisle, Middlesex County, Massachusetts. Typical home value $1,318,000.
Reviewed and updated October 3, 2026 by Ryan and Megan Winslow, Winslow Homes
Live listings open in a new tab, highest price first. Or type exactly what you want in the search bar.
Carlisle is a distinctive Massachusetts community that offers residents a blend of local character, quality amenities, and regional convenience.
The Carlisle 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 Carlisle 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 Carlisle 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 Carlisle
Properties with lake, pond, or reservoir access where available in Carlisle.
Homes near local waterways offering natural settings and scenic views.
What Every Buyer Must Know
Some areas of Carlisle near waterways may fall in AE flood zones. Verify specific property with FEMA flood map.
Moderate flood risk exists in select Carlisle areas near wetlands or drainage basins.
Most Carlisle 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 Carlisle
Steady appreciation and rental demand make Carlisle suitable for long-term wealth building.
Rental demand in Carlisle supports cash flow strategies for single-family and multifamily properties.
Older properties in Carlisle offer value-add opportunities through renovation and modernization.
Carlisle 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 Carlisle 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 Carlisle to nearby cities via major roads and highways.
Carlisle residents commute to regional metropolitan areas for employment and entertainment.
Carlisle supports remote workers with reliable broadband access, quiet residential settings, and home office-friendly properties.
Your Dollar in Carlisle
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 Carlisle aligns with regional Massachusetts averages. Housing remains the largest expense category.
Homeowners insurance in Carlisle averages $1,200-$2,500 annually. Coverage varies by property age, value, and risk factors.
Living the Carlisle Life
Carlisle offers parks, trails, and outdoor recreation opportunities year-round.
Local restaurants, cafes, and cultural venues provide community gathering spaces in Carlisle.
Local retail, services, and major shopping areas accessible within and near Carlisle.
Employment & Economic Drivers
Retail, professional services, and hospitality anchor the Carlisle economy.
Residents also commute to regional employment centers for professional opportunities.
Remote work grows as a major economic factor in Carlisle, supported by quality broadband and home-office friendly properties.
Getting Around Carlisle
Carlisle connects to major highways and arterials providing access to regional destinations.
Carlisle offers walkable neighborhoods and bike-friendly areas in the town center and residential zones.
Carlisle residents access regional airports within reasonable driving distance for domestic and international travel.
What's Coming to Carlisle
Expanding development areas bringing new construction to Carlisle.
The Carlisle market outlook remains positive with steady demand, moderate appreciation, and balanced inventory conditions expected through 2026.
Real Estate Investment in Carlisle
Pre-approve financing before searching. Work with Carlisle-focused agents.
Long-term holds in Carlisle 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 Carlisle 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 Carlisle is worth $1,318,000, 62% above the Middlesex County typical value of $814,000 and 99% above the Massachusetts typical value of $662,000.
Zillow Home Value Index for Carlisle, August 2026. The middle of the market for single family homes and condos.
Home values in Carlisle moved +28.9% over five years and +67.9% over ten.
Median gross rent in Carlisle. Useful for investors running rental numbers.
Share of occupied homes in Carlisle lived in by the owner.
Older homes often need inspection focus on roof, systems and windows.
Median household income in Carlisle.
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 Carlisle home of $1,318,000:
Ryan and Megan price Carlisle homes from recent sales, not guesses. Send your address and you get a free market analysis, with no obligation.
Typical value $682,000 · 36,953 residents
Area guide →Typical value $1,035,000 · 14,955 residents
Area guide →Typical value $1,435,000 · 18,092 residents
Area guide →Typical value $838,000 · 25,024 residents
Area guide →Typical value $703,000 · 42,978 residents
Area guide →Typical value $870,000 · 24,539 residents
Area guide →See the full Middlesex County real estate guide or the Massachusetts real estate guide.
The Zillow Home Value Index for Carlisle was $1,318,000 in August 2026, +1.1% over the past year.
Carlisle is in Middlesex County, Massachusetts.
About 5,317 people as of the 2024 Census Bureau estimate, up from 5,242 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.
94% of occupied homes in Carlisle 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 Carlisle, MA before they hit the big home search sites.
The typical home in Carlisle is worth $1,318,072 as of August 2026 in ZIP code 01741. Values moved +1.1% 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 |
|---|---|---|---|---|---|
| 01741 | $1,318,072 | +1.1% | +28.6% |
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.
