$999,000 - 66 Theodore Drive, Mississauga
Detached for Sale in Mississauga
New — Listed todayNeighbourhood: Streetsville
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- MLS Number
- W13870122
- Property Type
- Detached
- Status
- active
- Days on Site
- 0
- Bedrooms
- 3
- Bathrooms
- 2
- Square Feet
- 1,100 - 1,499 sqft
- Neighbourhood
- Mississauga
- Taxes (2025)
- $6,761
- Listing Brokerage
- RE/MAX REAL ESTATE CENTRE INC.
Nestled In The Best Pocket Of The Charming Streetsville With Several Luxurious Custom Build Homes. Few Minutes Walk To Upscale Queen Street Which Is The Hub Of The Streetsville Area. A Short Walk To One Of The Best Schools In Ontario - Highly Ranked Vista Heights. And Few Steps to Streetsville Secondary School. Living Room Picture Window Looks Out To A Front Wooded Easement, Beautiful Front yard With No House In Front. Walk Out To The Large Flat 61 X 125' Lot Which, Pies Out To 75' Wide In The Backyard, Updated Eat- In Kitchen. All Good Sized Bedrooms, No Carpet In The House, Gleaming Hardwood Throughout and Vinyl Flooring In The Basement, No Sidewalk To Worry About Snow Cleaning, Quiet Street And Gorgeous Backyard Give The Feeling Of Living in The Cottage, Walking Distance to Streetsville GO Train Station. Move In To Live or Build Your Dream Home. Ready Architectural Drawings & Survey Are Available. City Committee Of Adjustment Approval To Build Apprx 4000 Sq Ft House With Legal Basement Apartment, Elevator and Modern Design
Estimate your monthly payments for this property
Estimated Payment
$5,125.39/mo
Includes CMHC insurance ($27,872)
5-yr fixed avg.
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.
The Village in the City
Streetsville is one of Mississauga's most charming and historic neighbourhoods, known for its village-like atmosphere and vibrant main street. Originally a separate village founded in 1858, Streetsville has maintained its small-town character while benefiting from modern amenities. The area features tree-lined streets, heritage homes, and a strong sense of community pride.
Why Live in Streetsville
- •Historic main street with boutique shops and restaurants
- •Annual Bread and Honey Festival draws thousands of visitors
- •Mix of heritage homes and newer developments
- •Strong sense of community with active residents' association
- •Excellent schools and family-friendly environment
Nearby Schools
Transit & Commuting
- •MiWay bus routes along Queen Street
- •Close proximity to Highway 401 and 403
- •Streetsville GO Station for commuting to Toronto
- •20-minute drive to Toronto Pearson Airport
Parks & Amenities
- •Streetsville Village Square
- •Vic Johnston Community Centre
- •Credit River trails and parks
- •Local farmers' market (seasonal)
- •Historic Streetsville Cemetery
Lifestyle & Community
Streetsville offers a perfect blend of heritage charm and modern convenience. Residents enjoy walkable streets with local shops, cafes, and restaurants. The community is known for its family-friendly atmosphere, excellent schools, and active social calendar including festivals and community events.
66 Theodore Drive, Mississauga
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Monthly Cash Flow Breakdown
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's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Fair Market Value
At $908/sqft, this property is priced in line with current Mississauga market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Just Listed - Act Strategically
This property hit the market within the last week. In Mississauga's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
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.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
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 Streetsville
I know Streetsville 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.








































