148 Winchester Road, Whitby

Price: $795,000

3 bedrooms, 2 bathrooms

700 - 1,099 sqft

Property Type: Detached

MLS#: E13064912

Beautiful bungalow offering excellent potential for first-time home buyers, investors, or those looking for multi-generational living. The main floor features 2 spacious bedrooms, a bright and functional layout, and comfortable living space throughout. The separate entrance basement includes 1 bedroom, a living room, and a 3-piece bathroom, providing great in-law suite or convert into rental potential. Live in one space and rent the other to help offset your mortgage, or add this property to your investment portfolio and hold for future growth and development potential. A fantastic opportunity in a growing and desirable area of Brooklin.

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$795,000 - 148 Winchester Road, Whitby

Detached for Sale in Whitby

46 days on market
3Beds
2Baths
700 - 1,099Sq Ft
Detached
Property Details
MLS Number
E13064912
Property Type
Detached
Status
active
Days on Site
46
Bedrooms
3
Bathrooms
2
Square Feet
700 - 1,099 sqft
Neighbourhood
Whitby
Listing Brokerage
RE/MAX METROPOLIS REALTY
Description

Beautiful bungalow offering excellent potential for first-time home buyers, investors, or those looking for multi-generational living. The main floor features 2 spacious bedrooms, a bright and functional layout, and comfortable living space throughout. The separate entrance basement includes 1 bedroom, a living room, and a 3-piece bathroom, providing great in-law suite or convert into rental potential. Live in one space and rent the other to help offset your mortgage, or add this property to your investment portfolio and hold for future growth and development potential. A fantastic opportunity in a growing and desirable area of Brooklin.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$4,078.76/mo

Includes CMHC insurance ($22,181)

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5%10%50%

5-yr fixed avg.

Principal: $715,500Interest: $485,948
Mortgage Amount$737,681
Total Interest$485,948
Est. Property Tax$563/mo
Total Cost$1,223,629

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: Whitby

Discover Whitby

Whitby 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 Whitby

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

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary 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

Whitby 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

148 Winchester Road, Whitby

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$2,800/mo
Range: $2,380 - $3,220
Cap Rate (ROI)
3.1%
Fair

Monthly Cash Flow Breakdown

Rental Income+$2,800
Maintenance Fees-$0
Property Tax (est.)-$563
Insurance (est.)-$166
Net Cash Flow+$2,071

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

Fair Market Value

At $1136/sqft, this property is priced in line with current Whitby 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.

Negotiation Opportunity

At 46 days on site, this property has exceeded the typical selling timeline for Whitby. This creates leverage for buyers. The seller may be motivated by carrying costs, life circumstances, or previous deals falling through. I'd recommend a strategic offer below asking with terms that favour you.

Detached Home Advantages

Detached homes in Whitby 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.

Efficient Living

At 700 sqft, this is a more compact space. The upside: lower utility bills, less maintenance, and easier cleaning. Consider how you'll use the space - built-in storage, multi-functional furniture, and good organization become important. Great for singles, couples, or those who prefer a low-maintenance lifestyle.

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.

Investment Perspective

Looking at this as an investment: Whitby properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $3,313 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    148 Winchester Road, Whitby — $795,000 | Battaglia Team