5296 Middlebury Drive, Mississauga

Price: $1,378,888

4 bedrooms, 3 bathrooms

2,500 - 2,999 sqft

Property Type: Detached

MLS#: W13655834

Charming family home in the coveted John Fraser/Aloysius Gonzaga school catchment - perfect for young families seeking top schools and easy commuting. The family has been lovingly maintaining the property since 1990 & are ready to pass the torch to the next lucky family. 5296 Middlebury Drive offers 2,819 sq ft of finished living space, plus 1346 sq ft of unfinished lower level space. Great flow and energy w/generously sized rooms, ideal for growing households. Upgrades and features include: Oak hardwood staircase, Oak hardwood floors in the living & dining room. The family room has a cozy gas fireplace & hardwood floors. Updated kitchen (2019) w/quality stainless appliances, double door fridge w/ice & water dispenser, quartz counters and a large table height work/eat-at island overlooking the sunny, private backyard, great for kids and summer relaxation. Convenient main-floor laundry and inside access to the double garage. Huge principal suite, w/renovated spa like ensuite bath (2020) featuring walk-in glass shower w/ a linear drain, separate oval soaker tub & a double sink vanity w/quartz counters. Main bathroom also remodelled in 2020. Side-door with direct access to the unblemished basement - excellent opportunity to create an in-law or income producing suite. Interlocking patio (2023), mature perennial landscaping & established trees. Mechanicals: Attic Insulation upgrade to R50 (2023), Roof Shingles (2007); windows and front door (2010); furnace & AC (2008), Basement waterproofing 2012 & 2018.This prime location offers conveniences within a few minutes' walk to Erin Mills Town Centre, Library, Community Centre, restaurants, grocery stores, trails, dog park, & multiple elementary/secondary schools. Quick commuter access to highways 403 / 407 / 401 and just ~7 minutes to Streetsville GO by car. This move-in-ready gem offers tonnes of space, updates, and a family-focused neighbourhood. PICTURES ARE VIRTUALLY STAGED.

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$1,378,888 - 5296 Middlebury Drive, Mississauga

Detached for Sale in Mississauga

Popular Listing

Neighbourhood: Central Erin Mills

4Beds
3Baths
2,500 - 2,999Sq Ft
Detached
Property Details
MLS Number
W13655834
Property Type
Detached
Status
active
Days on Site
14
Bedrooms
4
Bathrooms
3
Square Feet
2,500 - 2,999 sqft
Neighbourhood
Mississauga
Lot Size
5,753 sqft
Listing Brokerage
RIGHT AT HOME REALTY
Description

Charming family home in the coveted John Fraser/Aloysius Gonzaga school catchment - perfect for young families seeking top schools and easy commuting. The family has been lovingly maintaining the property since 1990 & are ready to pass the torch to the next lucky family. 5296 Middlebury Drive offers 2,819 sq ft of finished living space, plus 1346 sq ft of unfinished lower level space. Great flow and energy w/generously sized rooms, ideal for growing households. Upgrades and features include: Oak hardwood staircase, Oak hardwood floors in the living & dining room. The family room has a cozy gas fireplace & hardwood floors. Updated kitchen (2019) w/quality stainless appliances, double door fridge w/ice & water dispenser, quartz counters and a large table height work/eat-at island overlooking the sunny, private backyard, great for kids and summer relaxation. Convenient main-floor laundry and inside access to the double garage. Huge principal suite, w/renovated spa like ensuite bath (2020) featuring walk-in glass shower w/ a linear drain, separate oval soaker tub & a double sink vanity w/quartz counters. Main bathroom also remodelled in 2020. Side-door with direct access to the unblemished basement - excellent opportunity to create an in-law or income producing suite. Interlocking patio (2023), mature perennial landscaping & established trees. Mechanicals: Attic Insulation upgrade to R50 (2023), Roof Shingles (2007); windows and front door (2010); furnace & AC (2008), Basement waterproofing 2012 & 2018.This prime location offers conveniences within a few minutes' walk to Erin Mills Town Centre, Library, Community Centre, restaurants, grocery stores, trails, dog park, & multiple elementary/secondary schools. Quick commuter access to highways 403 / 407 / 401 and just ~7 minutes to Streetsville GO by car. This move-in-ready gem offers tonnes of space, updates, and a family-focused neighbourhood. PICTURES ARE VIRTUALLY STAGED.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$6,099.28/mo

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5-yr fixed avg.

Principal: $1,103,110Interest: $726,675
Mortgage Amount$1,103,110
Total Interest$726,675
Est. Property Tax$977/mo
Total Cost$1,829,785

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Central Erin Mills

Discover Central Erin Mills

Central Erin Mills is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Central Erin Mills

  • Convenient location in Mississauga
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

John Fraser Secondary SchoolPublic High School
Lorne Park Secondary SchoolPublic High School
St. Francis Xavier Secondary SchoolCatholic High School
Erin Mills Middle SchoolPublic Middle School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Central Erin Mills offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

5296 Middlebury Drive, Mississauga

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,550/mo
Range: $3,018 - $4,082
Cap Rate (ROI)
2.0%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,550
Maintenance Fees-$0
Property Tax (est.)-$977
Insurance (est.)-$287
Net Cash Flow+$2,286

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Competitive Pricing

At $552/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.

Detached Home Advantages

Detached homes in Mississauga are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Family-Friendly Layout

4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Mississauga. Good resale value as demand remains consistent.

Bathroom Count Matters

With 3 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.

Mississauga Market Insight

Mississauga continues to mature as a city with its own identity. The LRT expansion, growing downtown core, and Square One development are driving appreciation. Transit access is excellent with MiWay, GO Transit, and soon the Hurontario LRT. Many of my clients find they rarely need to commute to Toronto for entertainment or dining anymore.

About Central Erin Mills

I know Central Erin Mills well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.

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    5296 Middlebury Drive, Mississauga | $1,378,888 | Battaglia Team