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Copyright © 2026 The Canadian Home Realty Inc.
  • Ontario
  • Whitby
  • Rolling Acres
  • 39 Winterberry Drive
39-winterberry-drive-whitby-ontario-e12460281
39-winterberry-drive-whitby-ontario-e12460281
39-winterberry-drive-whitby-ontario-e12460281
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  • Sold Sold in Oct 2025
  • Detached

39 Winterberry Drive

Whitby, Rolling Acres
  • 4 Bedrooms
  • 4 Bathrooms
  • 2 Garage
  • Share
Sold Price: $ 1,011,000
2.64%
Listed Price: $ 985,000
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Room Details of 39 Winterberry Drive, Whitby

FloorBedroomsBathrooms
Basement * 1
Ground * 1
Second 4 2

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Key Facts About 39 Winterberry Drive, Whitby

  • Tax $7,287 / 2025
  • Property Type Residential
  • Building Type Detached
  • Building Style 2-Storey
  • Size 2000 - 2500 feet²
  • Lot Size 42.86 x 115 feet
  • Parking 2 garage, 2 parking
  • Basement Finished
  • Listing # E12460281
  • Data Source PROPTX
  • Days on Market 6
  • Listed On 14/10/2025
  • Updated On 21/10/2025
  • Market Demand
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Description

Welcome to this desirable 4-bedroom home that truly shows pride of ownership! Beautifully maintained and thoughtfully upgraded, this property offers comfort, style, and functionality throughout. The renovated kitchen features Cambria countertops, stainless steel appliances, and pot lights perfect for family gatherings and entertaining. Enjoy cozy evenings in the family room with a gas fireplace, or host special occasions in the formal dining room. The main floor includes upgraded flooring, convenient laundry with garage access, and large windo

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Property Details of 39 Winterberry Drive, Whitby

Property

  • Property Type Detached
  • Style 2-Storey
  • Fronting On S
  • Community Rolling Acres
  • Municipality Whitby

Inside

  • Bedrooms 4
  • Bathrooms 4
  • Bathroom Details 1, 2pc Main
  • Bathroom Details 2, 4pc Second
  • Bathroom Details 1, 3pc Basement
  • Basement Finished
  • Kitchen 1
  • Rooms 8
  • Family Rooms Y
  • Central Vac Y
  • Fireplace Y

Utilities

  • Water Municipal
  • Cooling Central Air
  • Heating Type Forced Air
  • Heating Fuel Gas

Building

  • Size 2000 - 2500 feet²
  • Architecture Style 2-Storey
  • Exterior Feature Brick

Parking

  • Garage Type Attached
  • Garage 2
  • Parking Places 2
  • Total Parking Places 4

Land

  • Sewer Sewer
  • Frontage 42.86
  • Depth 115
  • Lot Size 42.86 x 115 feet
  • Lot Size Code Feet
  • Cross Street Thickson and Rossland

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Our Estimate

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Estimated Rent

$ 3,773

Rental Yield

3.81%

School Score

7.9/10

Rental Score

4.5/5

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Rooms

Living Room (4.59X2.9 metre)
Level: Main
Kitchen (7.59X4.63 metre)
Level: Main
Dining Room (3.86X2.9 metre)
Level: Main
Family Room (5.64X2.93 metre)
Level: Main
Primary Bedroom (5.14X4.24 metre)
Level: Second
Bedroom 2 (3.64X3.17 metre)
Level: Second
Bedroom 3 (3.51X2.94 metre)
Level: Second
Bedroom 4 (3.25X2.94 metre)
Level: Second
Recreation (7.26X4.04 metre)
Level: Basement
Exercise Room (6.06X2.82 metre)
Level: Basement
Office (3.55X3.34 metre)
Level: Basement

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Expense Breakdown

Monthly Mortgage Payment

$0/monthly

30 Year , 3.99% interest

Cash Expenditure for Home Purchase

$1,000

  • Downpayment
    $0
  • PST on Mortgage Insurance
    $0
  • Land Transfer Tax
    $0
  • Lawyer Fees
    $1,000
  • Title Insurance
    $0

Monthly Expenses After Home Purchase

$569

  • Mortgage Payment
    $0
  • Property Insurance
    $50
  • Property Tax
    $250
  • Phone
    $40
  • Monthly debt payments
    $0
  • Cable
    $60
  • Utilities
    $124
  • Internet
    $45
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MLS® Trusted listing from Toronto Real Estate Board The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.

Copyright:© The Canadian Home Realty Inc. All rights reserved. The Canadian Home Realty Inc is a registered real estate brokerage.

About 39 Winterberry Drive, Whitby

Welcome to the stunning house for sale in Whitby , located at 39 Winterberry Drive, Whitby. This desirable detached home, nestled in the charming community of Rolling Acres, boasts an impressive four bedrooms and four bathrooms, making it an ideal choice for families or anyone seeking ample space and comfort. As you approach this beautifully maintained brick property, you can’t help but appreciate the pride of ownership that radiates from every corner.

Stepping inside, you are greeted by a warm and inviting atmosphere that flows throughout the house for sale in Whitby. The main floor features a thoughtfully renovated kitchen that is sure to impress. Outfitted with elegant Cambria countertops, stainless steel appliances, and pot lights, this kitchen is perfect for family gatherings and entertaining friends. The open layout seamlessly connects the kitchen to the family room, where you can enjoy cosy evenings by the gas fireplace, creating a perfect spot for relaxation.

The main floor also includes a formal dining room, ideal for hosting special occasions, as well as upgraded flooring that enhances the overall aesthetic of the home. Large windows allow natural light to flood in, creating a bright and airy feel. For added convenience, there is a laundry area with direct access to the attached garage, making chores a breeze.

As you ascend to the second floor of this lovely house for sale in Whitby, you will find spacious bedrooms that offer comfort and tranquillity. Each bedroom is designed with modern finishes, ensuring a stylish yet functional space for everyone. The bathrooms have been updated to include luxurious features such as heated floors and a whirlpool tub in the primary bathroom, providing a spa-like experience right at home.

One of the standout features of this property is the fully finished basement, which adds incredible living space to the house for sale in Whitby. This versatile area includes a three-piece bathroom complete with a shower, a recreation room with another gas fireplace, and an exercise area that encourages an active lifestyle. Additionally, there’s an office space perfect for those who work from home, along with plenty of storage options to keep everything organised.

Outside, the professionally landscaped yard is a true highlight. The sprinkler system ensures that the garden remains lush and vibrant throughout the seasons, enhancing the property’s curb appeal. The backyard is equipped with a retractable awning, creating a fantastic entertaining space that can be enjoyed in any weather. Whether you’re hosting a summer barbecue or simply relaxing with a book, this outdoor retreat is sure to impress.

This house for sale in Whitby is not only aesthetically pleasing but also practical, featuring a newly installed high-efficiency furnace and heat pump to keep you comfortable year-round. With central air conditioning, you can enjoy a cool environment during the warmer months, while the forced air heating system ensures warmth during the colder seasons.

Located at 39 Winterberry Drive, Whitby, this home is conveniently situated close to all amenities, including schools, parks, and transit options, making it a perfect place to call home. With two garage spaces and additional parking available, you’ll never have to worry about finding a spot for your vehicles.

In summary, this house for sale in Whitby at 39 Winterberry Drive, Whitby, offers a unique blend of style, comfort, and functionality. With its spacious layout, modern upgrades, and beautiful outdoor space, it’s a fantastic opportunity for anyone looking to settle in the lovely community of Rolling Acres. Don’t miss your chance to make this stunning property your new home!

Rolling Acres is a charming residential neighbourhood nestled within the vibrant city of Whitby, Ontario. Characterised by its picturesque tree-lined streets and well-maintained parks, this community offers a serene suburban atmosphere while still being conveniently close to urban amenities. Residents enjoy a range of local shops, schools, and recreational facilities, making it an ideal place for families and professionals alike. With its blend of natural beauty and accessibility, Rolling Acres provides a welcoming environment for those seeking a peaceful yet connected lifestyle.

Schools in the Neighbourhood

This property is conveniently located near several educational institutions, making it an ideal choice for families. Within just 0.6 km, you will find John Dryden Public School, offering both English and French language instruction for grades JK to 8, as well as St. Mark the Evangelist Catholic School, which provides a strong Catholic education in both English and French for grades JK to 8, boasting a commendable school rating of 5.8. For secondary education, Father Leo J. Austin Catholic Secondary School is located 1.5 km away, offering English and French programs for grades 9 to 12, with a notable rating of 7.1. Additionally, the Secondary at Home program and R S McLaughlin Collegiate and Vocational Institute are within a short distance, catering to students in grades 9 to 12. The proximity to these schools ensures that your children will have access to quality education in both public and Catholic systems, all within a manageable distance from your new home. This vibrant educational landscape adds significant value to the property, making it an attractive option for prospective buyers seeking a family-friendly community.

FAQs About 39 Winterberry Drive, Whitby

How many bathrooms does this property have?

This property features 4 bathroom(s) and 4 bedroom(s).

Does this 4 bedroom property have additional bedrooms or a den?

This Detached property does not have an additional bedroom or a den.

What is the square footage (sqft) of this Detached property?

The total square footage of this Detached 4 bed property in Whitby is 2000 - 2500.

How many parking spaces are available with this property?

39 Winterberry Drive boasts 2 convenient parking spaces.

How many cars can be parked in the garage of 39 Winterberry Drive?

This property features a garage with space for 2 cars.

What type of garage does this property have?

This property includes an Attached garage with space for 2 cars.

Does this property have a basement?

Yes, this property has a basement.

What type of basement is it?

This property features Finished basement.

Does this property have a swimming pool?

It is not specified whether this property has a swimming pool.

Does this property have a fireplace?

A fireplace is available in this property.

How many kitchens does this property have?

This property includes 1 kitchen(s).

Is there a maintenance fee associated with this property?

Information about the maintenance fee is not available.

Is this property furnished?

Information about whether this property is furnished is not available.

What type of heating system is in place?

The heating system in place is a Forced Air.

What utilities are available for this property?

Information about utilities is not available.

School Rating for 39 Winterberry Drive, Whitby

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Listing History

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