434 Winston Road, Oakville

Price: $1,490,000

4 bedrooms, 2 bathrooms

1,100 - 1,499 sqft

Property Type: Detached

MLS#: W12982986

Nestled on a quiet street among multi-million dollar homes in a mature West Oakville neighborhood, this beautifully updated raised bungalow is an exceptional find for downsizers and families alike. Offering over 2,200 square feet of freshly painted living space, the home features a highly functional 2+2 bedroom, 2-bathroom layout. Newly redone hardwood floors flow effortlessly throughout the bright, open-concept main level, where a cozy living room anchored by a charming wood-burning stove seamlessly connects to a stunning modern kitchen. This culinary space is perfectly appointed with stainless steel appliances, crisp white shaker cabinetry, and a large quartz center island. Downstairs, the finished lower level significantly expands your living space, boasting a spacious recreation room, a versatile den, a convenient three-piece bathroom, and two additional bedrooms accented by French doors. Step outside to discover your own private, fully-fenced backyard oasis shaded by mature trees. An elevated wooden deck and green lawn lead down to an expansive Banas stone patio that beautifully frames a premium, three-year-old saltwater pool. Designed for ultimate outdoor entertaining, this resort-style retreat is complete with tranquil water feature, an automatic cover, and a brand-new privacy fence. Perfectly situated just minutes from the boutique shops and fine dining of downtown Oakville, this home offers an unparalleled lifestyle near top-rated schools, including Pinegrove Public School, St. Thomas Aquinas, and Appleby College. Some photos have been virtually staged.

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delisted
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$1,490,000 - 434 Winston Road, Oakville

Detached for Sale in Oakville

4Beds
2Baths
1,100 - 1,499Sq Ft
Detached
Property Details
MLS Number
W12982986
Property Type
Detached
Status
delisted
Days on Site
19
Bedrooms
4
Bathrooms
2
Square Feet
1,100 - 1,499 sqft
Neighbourhood
Oakville
Listing Brokerage
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Description

Nestled on a quiet street among multi-million dollar homes in a mature West Oakville neighborhood, this beautifully updated raised bungalow is an exceptional find for downsizers and families alike. Offering over 2,200 square feet of freshly painted living space, the home features a highly functional 2+2 bedroom, 2-bathroom layout. Newly redone hardwood floors flow effortlessly throughout the bright, open-concept main level, where a cozy living room anchored by a charming wood-burning stove seamlessly connects to a stunning modern kitchen. This culinary space is perfectly appointed with stainless steel appliances, crisp white shaker cabinetry, and a large quartz center island. Downstairs, the finished lower level significantly expands your living space, boasting a spacious recreation room, a versatile den, a convenient three-piece bathroom, and two additional bedrooms accented by French doors. Step outside to discover your own private, fully-fenced backyard oasis shaded by mature trees. An elevated wooden deck and green lawn lead down to an expansive Banas stone patio that beautifully frames a premium, three-year-old saltwater pool. Designed for ultimate outdoor entertaining, this resort-style retreat is complete with tranquil water feature, an automatic cover, and a brand-new privacy fence. Perfectly situated just minutes from the boutique shops and fine dining of downtown Oakville, this home offers an unparalleled lifestyle near top-rated schools, including Pinegrove Public School, St. Thomas Aquinas, and Appleby College. Some photos have been virtually staged.

Mortgage Calculator

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Estimated Payment

$6,590.77/mo

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5-yr fixed avg.

Principal: $1,192,000Interest: $785,232
Mortgage Amount$1,192,000
Total Interest$785,232
Est. Property Tax$1,055/mo
Total Cost$1,977,232

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: Oakville

Discover Oakville

Oakville 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 Oakville

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

Nearby Schools

Oakville Trafalgar High SchoolPublic High School
Iroquois Ridge High SchoolPublic High School
Holy Trinity Catholic Secondary SchoolCatholic High School
Abbey Park High SchoolPublic High 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

Oakville 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

434 Winston Road, Oakville

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,200/mo
Range: $2,720 - $3,680
Cap Rate (ROI)
1.5%
Below Average

Monthly Cash Flow Breakdown

Rental Income+$3,200
Maintenance Fees-$0
Property Tax (est.)-$1,055
Insurance (est.)-$310
Net Cash Flow+$1,835

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

Premium Pricing

At $1355/sqft, this property is priced above the Oakville average of $950/sqft. I'd want to see upgraded finishes, premium location, or recent renovations to justify this price point. During our showing, I'll point out exactly what you're paying extra for.

Market Position

At 19 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Detached Home Advantages

Detached homes in Oakville 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 Oakville. Good resale value as demand remains consistent.

Oakville Premium

Oakville commands premium prices for good reasons: top-rated schools, waterfront access, charming downtown, and affluent community. Homes here hold value exceptionally well during market corrections. The trade-off is higher property taxes and home prices. If schools and lifestyle are priorities, Oakville delivers.

Investment Perspective

Looking at this as an investment: Oakville properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $6,208 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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