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299 Winona Drive in Toronto has been sold

MLS #:
C12457626
Type:
Semi-Detached, 2-Storey
Approx. SQFT:
1100-1500
Basement:
Finished
3 3
2 17.17 x 123.83 ft lot
PROPERTY HISTORY
List Date List Price Last Status Sold Date Sold Price Days On Market
0000-00-00 $00000 Ter N/A N/A N/A
0000-00-00 $00000 Sld Oct 06, 2020 $1,115,000
0000-00-00 $00000 Sld Apr 17, 2006 $381,000

Listed by Re/Max Noblecorp Real Estate.

299 Winona Drive is a Semi-Detached, 2-Storey and is currently for Sale @ $1,559,000. Taxes in 2025 were $5,097.62.

More homes for sale under 1.6M in Toronto

Step inside and prepare for the wow factor, this solid, sturdy home has been reimagined from top to bottom. The 2-Storey on 299 Winona Drive has 3 bedrooms, 3 bathrooms, and is located on a 123.83 x 17.17 ft lot in the community of Oakwood Village . Sitting on an expansive lot in one of the best locations on Winona, it was taken right down to the studs with new electrical, windows, doors, furnace, AC, and hot water tank. Every detail has been addressed with exceptional quality. Inside, you'll find 3 bright bedrooms and 3 bathrooms, including a newly added main-floor bath. High-end finishes shine throughout: a floating staircase, marble countertops, custom built-ins, surround sound, and a cozy fireplace. The vaulted ceiling in the primary suite creates a true retreat, enhanced with smart-home technology. Outdoors, enjoy an entertainers backyard with new decking perfect for gatherings. Complete with a detached garage and ideally positioned just steps to St. Clairs shops, restaurants, and farmers market, with Cedarvale Park and ravine trails nearby.

All existing appliances, light fixtures and window coverings.

The address 299 Winona Drive was listed for sale (MLS# C12457626) on Friday, October 10, 2025.

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  • Date Listed: Friday, October 10, 2025
  • Listing Brokerage: Re/Max Noblecorp Real Estate - Disclaimer: The information contained in this listing has not been verified by Re/Max Noblecorp Real Estate and should be verified by the buyer.
  • Virtual Tour: View Virtual Tour for 299 Winona Drive
  • City: Toronto

    More 3 bedrooms homes for sale in Toronto

  • Neighbourhood: Oakwood Village
  • Major Intersection: Oakwood Ave. & St. Clair Ave.
  • Full Address: 299 Winona Drive, Toronto, M6C 3S8, Canada, ON, Canada
  • Kitchen: Marble Counter, B/I Appliances, Pot Lights
  • Living Room: W/O To Yard, 2 Pc Bath, Fireplace
  • Amenities:
  • Taxes: $5,097.62 (2025)
Dining11 x 13 ft143 sq ft
Kitchen14 x 10 ft140 sq ft
Living13 x 13 ft169 sq ft
Primary10 x 13 ft130 sq ft
2nd Br9 x 7 ft63 sq ft
3rd Br12 x 11 ft132 sq ft
Rec14 x 13 ft182 sq ft
Laundry7 x 11 ft77 sq ft
  • Sunday - October 19 2:00 - 4:00 PM

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