18 Winter Court, Whitby

Price: $1,299,900

5 bedrooms, 4 bathrooms

2,500 - 2,999 sqft

Property Type: Detached

MLS#: E12847940

Welcome to this beautifully maintained executive home, offering over 2,700 sq ft plus a bright walk-out basement with a fully finished in-law suite. Perfectly situated on a quiet court, this property backs onto greenspace with a desirable western exposure, providing both privacy and natural light. The in-law suite is thoughtfully designed to be walker/wheelchair accessible with no steps, widened doorways, its own laundry facilities, and a separate entrance ideal for multi-generational living. The renovated eat-in kitchen features quartz countertops, stainless steel appliances, pot lights, and a spacious breakfast area with walkout to a deck overlooking the serene backyard. The main level is finished with crown moulding, hardwood and porcelain floors, and a hardwood staircase leading to the second floor. Main floor laundry provides convenient access to the double car garage. Upstairs, the primary retreat boasts double door entry, a large sitting area, a walk-in closet, and a renovated spa-like ensuite. Homes of this calibre are rare showcasing pride of ownership inside and out. A true must-see!

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$1,299,900 - 18 Winter Court, Whitby

Detached for Sale in Whitby

103 days on market
5Beds
4Baths
2,500 - 2,999Sq Ft
Detached
Property Details
MLS Number
E12847940
Property Type
Detached
Status
active
Days on Site
103
Bedrooms
5
Bathrooms
4
Square Feet
2,500 - 2,999 sqft
Neighbourhood
Whitby
Listing Brokerage
RE/MAX COMMUNITY REALTY INC.
Description

Welcome to this beautifully maintained executive home, offering over 2,700 sq ft plus a bright walk-out basement with a fully finished in-law suite. Perfectly situated on a quiet court, this property backs onto greenspace with a desirable western exposure, providing both privacy and natural light. The in-law suite is thoughtfully designed to be walker/wheelchair accessible with no steps, widened doorways, its own laundry facilities, and a separate entrance ideal for multi-generational living. The renovated eat-in kitchen features quartz countertops, stainless steel appliances, pot lights, and a spacious breakfast area with walkout to a deck overlooking the serene backyard. The main level is finished with crown moulding, hardwood and porcelain floors, and a hardwood staircase leading to the second floor. Main floor laundry provides convenient access to the double car garage. Upstairs, the primary retreat boasts double door entry, a large sitting area, a walk-in closet, and a renovated spa-like ensuite. Homes of this calibre are rare showcasing pride of ownership inside and out. A true must-see!

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$5,749.90/mo

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5%20%50%

5-yr fixed avg.

Principal: $1,039,920Interest: $685,049
Mortgage Amount$1,039,920
Total Interest$685,049
Est. Property Tax$921/mo
Total Cost$1,724,969

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

18 Winter Court, Whitby

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,950/mo
Range: $3,358 - $4,543
Cap Rate (ROI)
2.5%
Fair

Monthly Cash Flow Breakdown

Rental Income+$3,950
Maintenance Fees-$0
Property Tax (est.)-$921
Insurance (est.)-$271
Net Cash Flow+$2,758

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 $520/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.

Negotiation Opportunity

At 103 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.

Excellent Flexibility

With 5 bedrooms, you have genuine flexibility. Beyond the master and kids' rooms, you can have a dedicated home office, guest room, hobby space, or even rental income potential. In today's work-from-home era, extra bedrooms add significant value. Properties with 5+ bedrooms are relatively rare in Whitby.

Bathroom Count Matters

With 4 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.

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 $5,416 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    18 Winter Court, Whitby — $1,299,900 | Battaglia Team