Montgomery County PA vs Chester County PA: Which Is Better for Families? (2026 Guide)

Montgomery County PA vs Chester County PA: Which Is Better for Families? (2026 Guide)

Montgomery County and Chester County are both excellent choices for families in 2026; Montgomery generally offers better commute flexibility and more walkable suburbs, while Chester tends to offer larger lots, newer construction, and higher median prices with a more rural feel.

Location and Commute

Montgomery County

  • Positioned northwest of Philadelphia with strong access to Center City and King of Prussia/Route 202.

  • Multiple SEPTA Regional Rail lines serve towns like Ambler, Lansdale, Jenkintown, and Conshohocken, giving roughly 45–60 minute train rides into Center City from many family-oriented suburbs.

  • Average commute times sit around the high 20s in minutes, similar to other close-in suburbs and shorter than commuting from deeper Chester County into the city.​

Chester County

  • Lies west of Montgomery, farther from Center City overall; many areas are car-dependent for commuting.​

  • 2026 market data notes strong local job bases (e.g., West Chester, Exton, Great Valley/Route 202 corridor), making it ideal for families working within Chester County.

  • Driving from towns like West Chester into Center City is often 45+ minutes without traffic and 1 hour+ with, and door-to-door via rail (driving to Exton or Paoli, then train) can approach 75–90 minutes.​

Commute takeaway: For families with one or more parents commuting regularly to Philadelphia or King of Prussia, Montgomery is usually more convenient. For families who work locally in Chester County or hybrid/remote, Chester’s extra distance can be less of a concern.

School District Strength

Montgomery County

Commonly researched, high-performing districts include:

  • Lower Merion, Wissahickon, Upper Dublin, Colonial, North Penn, which appear consistently on “top district” lists and Main Line/Philly-area school roundups.

Chester County

Frequently targeted family districts include:

  • Tredyffrin-Easttown School District (TESD) – repeatedly ranked in the top 10 in Pennsylvania, with very strong standardized test performance.

  • Unionville-Chadds Ford School District (UCFSD) – Unionville High ranked 5th in PA by U.S. News 2025–26 and the district ranked #2 in Chester County and top 15 statewide by Niche.

  • West Chester Area, Downingtown Area – also appear in statewide “top district” lists and Main Line/Chester County school rankings.

School takeaway: Both counties have elite public school options. If schools are a top priority, you’re deciding between specific districts and neighborhoods (e.g., Lower Merion vs T/E vs Unionville-Chadds Ford) more than between counties.

Home Prices, Housing Styles, and Lot Sizes

Price picture (2025–2026)

  • Montgomery County: Median sale price around $450,000, up about 6.8% year over year, with homes selling quickly (roughly 30 days on market).

  • Chester County: Median sale price around $537,000–$556,000, up roughly 3–7% year over year, making it one of the priciest counties in the region.

Montgomery County housing

  • Walkable boroughs (Ambler, Lansdale, Jenkintown, Conshohocken) with smaller lots and downtown cores.

  • Classic subdivisions and townhome communities, plus some higher-end estates closer to the Main Line and in upper-county townships.

  • Lot sizes near Philadelphia are typically smaller, expanding as you move north and west.

Chester County housing

  • Noted for larger lot sizes, more open space, and scenic countryside, especially in outer and southern townships.

  • Significant newer-construction developments around West Chester, Downingtown, and the 202 corridor, often at higher price points (many new SF homes starting $800,000–$1.5M+).

  • Mix of small-town boroughs (e.g., West Chester Borough) and rural/semi-rural neighborhoods.

Housing takeaway: Families prioritizing walkability and lower overall price often favor Montgomery; families seeking space, newer construction, and scenery with a higher budget often lean Chester.

Property Taxes and Costs

  • Both counties sit in the higher-cost tier for Pennsylvania suburbs, with school district millage driving much of the property tax bill.

  • Montgomery County’s 2026 adopted budget includes a 4% county property tax increase, adding to already-elevated school taxes in many districts.

  • Chester County also features strong, high-performing districts (like T/E and Unionville-Chadds Ford) that tend to come with above-average tax burdens, though effective rates vary by township.

Tax takeaway: There isn’t a clear “low-tax county winner” between the two. You need to compare specific townships and districts when budgeting, especially for family buyers sensitive to monthly payments.

Lifestyle and Community Feel

Montgomery County

  • Appeals to families who value walkable boroughs, commuter rail, and established neighborhoods with parks, playgrounds, and community events.

  • Offers a balanced suburban + small-town feel, with good access to shopping, healthcare, and activities without giving up city proximity.

Chester County

  • Appeals to families wanting more open space, larger yards, and scenic landscapes, sometimes at the cost of longer drives.

  • Many areas feel more rural or semi-rural, with farm views, trails, and a quieter pace—especially attractive for outdoor-oriented families.

Lifestyle takeaway: If your family wants shorter commutes, walkable kids’ activities, and rail-access towns, Montgomery often fits better. If you picture kids with a big yard, quieter roads, and more country feel, Chester is often ideal—assuming your budget supports its higher median prices.

Long-Term Resale for Families

  • Market reports show both counties starting 2026 with solid momentum, rising prices, and relatively low inventory.

  • Chester County’s median prices and demand are particularly strong, with homes selling for a median $537K and still gaining about 3.3% YOY.​

  • Montgomery County maintains steady demand and fast days on market, especially around strong school districts and commuter hubs.

For family buyers, this means:

  • Choosing a strong district + desirable micro-neighborhood is more important than which county you pick.

  • Buying with price discipline and planning to hold 5–10+ years tends to work well in both counties.

Which County Is Better for Your Family?

You may lean Montgomery County if you prioritize:

  • Regular commuting to Philadelphia or King of Prussia.

  • Walkable boroughs, commuter rail, and established suburban neighborhoods.

  • Balancing strong schools with slightly lower median prices versus Chester’s top areas.

You may lean Chester County if you prioritize:

  • Larger lots, newer construction, and scenic open space.

  • Working within Chester County or along the western Route 202 corridor.

  • Top-tier districts like Tredyffrin-Easttown or Unionville-Chadds Ford and you’re comfortable with higher home prices.

Want a Family-Focused Side-by-Side?

The best way to decide is to compare specific districts and towns (e.g., Upper Dublin vs Downingtown, Wissahickon vs Unionville-Chadds Ford) based on:

  • School preferences

  • Commute and schedule

  • Lot size and neighborhood feel

  • Budget and monthly comfort

👉 Schedule Your Buyer Strategy Consultation

Montgomery County PA vs Chester County PA: Which Is Better for Families? (2026 Guide)

Montgomery County and Chester County are both excellent choices for families in 2026; Montgomery generally offers better commute flexibility and more walkable suburbs, while Chester tends to offer larger lots, newer construction, and higher median prices with a more rural feel.

Location and Commute

Montgomery County

  • Positioned northwest of Philadelphia with strong access to Center City and King of Prussia/Route 202.

  • Multiple SEPTA Regional Rail lines serve towns like Ambler, Lansdale, Jenkintown, and Conshohocken, giving roughly 45–60 minute train rides into Center City from many family-oriented suburbs.

  • Average commute times sit around the high 20s in minutes, similar to other close-in suburbs and shorter than commuting from deeper Chester County into the city.​

Chester County

  • Lies west of Montgomery, farther from Center City overall; many areas are car-dependent for commuting.​

  • 2026 market data notes strong local job bases (e.g., West Chester, Exton, Great Valley/Route 202 corridor), making it ideal for families working within Chester County.

  • Driving from towns like West Chester into Center City is often 45+ minutes without traffic and 1 hour+ with, and door-to-door via rail (driving to Exton or Paoli, then train) can approach 75–90 minutes.​

Commute takeaway: For families with one or more parents commuting regularly to Philadelphia or King of Prussia, Montgomery is usually more convenient. For families who work locally in Chester County or hybrid/remote, Chester’s extra distance can be less of a concern.

School District Strength

Montgomery County

Commonly researched, high-performing districts include:

  • Lower Merion, Wissahickon, Upper Dublin, Colonial, North Penn, which appear consistently on “top district” lists and Main Line/Philly-area school roundups.

Chester County

Frequently targeted family districts include:

  • Tredyffrin-Easttown School District (TESD) – repeatedly ranked in the top 10 in Pennsylvania, with very strong standardized test performance.

  • Unionville-Chadds Ford School District (UCFSD) – Unionville High ranked 5th in PA by U.S. News 2025–26 and the district ranked #2 in Chester County and top 15 statewide by Niche.

  • West Chester Area, Downingtown Area – also appear in statewide “top district” lists and Main Line/Chester County school rankings.

School takeaway: Both counties have elite public school options. If schools are a top priority, you’re deciding between specific districts and neighborhoods (e.g., Lower Merion vs T/E vs Unionville-Chadds Ford) more than between counties.

Home Prices, Housing Styles, and Lot Sizes

Price picture (2025–2026)

  • Montgomery County: Median sale price around $450,000, up about 6.8% year over year, with homes selling quickly (roughly 30 days on market).

  • Chester County: Median sale price around $537,000–$556,000, up roughly 3–7% year over year, making it one of the priciest counties in the region.

Montgomery County housing

  • Walkable boroughs (Ambler, Lansdale, Jenkintown, Conshohocken) with smaller lots and downtown cores.

  • Classic subdivisions and townhome communities, plus some higher-end estates closer to the Main Line and in upper-county townships.

  • Lot sizes near Philadelphia are typically smaller, expanding as you move north and west.

Chester County housing

  • Noted for larger lot sizes, more open space, and scenic countryside, especially in outer and southern townships.

  • Significant newer-construction developments around West Chester, Downingtown, and the 202 corridor, often at higher price points (many new SF homes starting $800,000–$1.5M+).

  • Mix of small-town boroughs (e.g., West Chester Borough) and rural/semi-rural neighborhoods.

Housing takeaway: Families prioritizing walkability and lower overall price often favor Montgomery; families seeking space, newer construction, and scenery with a higher budget often lean Chester.

Property Taxes and Costs

  • Both counties sit in the higher-cost tier for Pennsylvania suburbs, with school district millage driving much of the property tax bill.

  • Montgomery County’s 2026 adopted budget includes a 4% county property tax increase, adding to already-elevated school taxes in many districts.

  • Chester County also features strong, high-performing districts (like T/E and Unionville-Chadds Ford) that tend to come with above-average tax burdens, though effective rates vary by township.

Tax takeaway: There isn’t a clear “low-tax county winner” between the two. You need to compare specific townships and districts when budgeting, especially for family buyers sensitive to monthly payments.

Lifestyle and Community Feel

Montgomery County

  • Appeals to families who value walkable boroughs, commuter rail, and established neighborhoods with parks, playgrounds, and community events.

  • Offers a balanced suburban + small-town feel, with good access to shopping, healthcare, and activities without giving up city proximity.

Chester County

  • Appeals to families wanting more open space, larger yards, and scenic landscapes, sometimes at the cost of longer drives.

  • Many areas feel more rural or semi-rural, with farm views, trails, and a quieter pace—especially attractive for outdoor-oriented families.

Lifestyle takeaway: If your family wants shorter commutes, walkable kids’ activities, and rail-access towns, Montgomery often fits better. If you picture kids with a big yard, quieter roads, and more country feel, Chester is often ideal—assuming your budget supports its higher median prices.

Long-Term Resale for Families

  • Market reports show both counties starting 2026 with solid momentum, rising prices, and relatively low inventory.

  • Chester County’s median prices and demand are particularly strong, with homes selling for a median $537K and still gaining about 3.3% YOY.​

  • Montgomery County maintains steady demand and fast days on market, especially around strong school districts and commuter hubs.

For family buyers, this means:

  • Choosing a strong district + desirable micro-neighborhood is more important than which county you pick.

  • Buying with price discipline and planning to hold 5–10+ years tends to work well in both counties.

Which County Is Better for Your Family?

You may lean Montgomery County if you prioritize:

  • Regular commuting to Philadelphia or King of Prussia.

  • Walkable boroughs, commuter rail, and established suburban neighborhoods.

  • Balancing strong schools with slightly lower median prices versus Chester’s top areas.

You may lean Chester County if you prioritize:

  • Larger lots, newer construction, and scenic open space.

  • Working within Chester County or along the western Route 202 corridor.

  • Top-tier districts like Tredyffrin-Easttown or Unionville-Chadds Ford and you’re comfortable with higher home prices.

Want a Family-Focused Side-by-Side?

The best way to decide is to compare specific districts and towns (e.g., Upper Dublin vs Downingtown, Wissahickon vs Unionville-Chadds Ford) based on:

  • School preferences

  • Commute and schedule

  • Lot size and neighborhood feel

  • Budget and monthly comfort

👉 Schedule Your Buyer Strategy Consultation