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99 Winchester Street

Cabbagetown-South St. James Town / Toronto C08, ON M4X 1B1

Sold
3 Beds
3 Baths
Semi-Detached
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About This Property

Welcome to this stunning, newly renovated 3-storey semi-detached corner home in the heart of Cabbagetown! Blending historic charm with modern luxury, this exquisite 3 bedroom, 3 bathroom gem offers a rare opportunity to own a truly unique property in one of Torontos most sought-after neighbourhoods. The 10' high main level boasts a bright and airy open-concept living space with sleek finishes and designer touches throughout. Entertain in the gourmet open concept kitchen featuring high-end appliances perfect for gatherings. Retreat to the professionally designed home theatre for an unparalleled cinematic experience, or unwind in the custom wine room for a private tasting.The upper levels house spacious bedrooms with custom storage, including a luxurious primary suite with a spa-like ensuite. Enjoy morning coffee on one of two private walk-out decks, or escape to the serene side yard retreat, complete with a tranquil water feature a rare urban oasis. Additional highlights include 2 coveted parking spots, a rarity in the area, and an abundance of natural light thanks to the homes prime corner location. This Cabbagetown stunner combines elegance, functionality, and the ultimate city lifestyle, offering easy access to parks, shops, and restaurants. Don't miss the chance to own this extraordinary property that perfectly balances sophistication and comfort. Your urban dream home awaits!

Property Details

StatusSold
Property TypeSemi-Detached
Listing TypeSale
Bedrooms3
Bathrooms3
Postal CodeM4X 1B1
Last UpdatedOct 7, 2026 · 7:28 p.m.

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Features & Amenities

  • View
  • Fireplace
  • Air Conditioning
  • Basement

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TRREB MLS® Attribution

MLS® C9311817

Listed by RE/MAX HALLMARK REALTY LTD.

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

MLS®C9311817
TypeSemi-Detached
CityToronto C08

Team Filipe · RE/MAX · (647) 210-6070

Listed By

RE/MAX HALLMARK REALTY LTD.