A pair of massive urban development applications engineered to reshape both the northern and southern transit corridors of Oshawa have advanced to the municipal floor for final planning approvals. Under the active real estate files tracking The Oshawa Biglieri Group Developments 2026, city planners have delivered a dual-agenda brief to the Economic & Development Services Committee for their Monday afternoon session. The comprehensive proposals—shepherded by prominent regional consulting firm The Biglieri Group—map out a massive 700-unit master-planned subdivision in the north and a high-density, nine-story long-term care (LTC) and mixed-use commercial complex in the south.
The simultaneous applications arrive as city developers accelerate efforts to diversify Oshawa’s housing inventory while restoring dormant commercial brownfields.
Winchester Estates: Redesigning the Northern Kedron Grid
The largest residential footprint on Monday’s docket centers on Winchester Estates, a massive proposed community spanning a significant acreage in Oshawa’s fast-growing Kedron neighborhood. Earmarked for a strategic land parcel situated on the east side of Ritson Road, south of Winchester Road and north of Conlin Road, the project is slated to inject 700 new low-to-medium density housing units, including a mix of single-family detached homes and traditional townhomes.
Following intense public feedback gathered during an initial statutory community assembly on May 5, the developer has submitted critical engineering revisions to secure staff approval:
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Infrastructure Layouts: The revised plan establishes three dedicated employment blocks, a future development block, two open space zones, and a mandatory road-widening block.
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Transit Access: To address localized gridlock concerns, the builder has integrated a secondary external access roadway to relieve vehicle flow onto Ritson Road.
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Stormwater Modifications: Engineers swapped out the standard open stormwater management pond for a specialized “dry pond” infrastructure network, utilizing permeable surfaces and native vegetation to minimize standing water hazards while protecting regional water tables.
Backed by these ecological and traffic updates, city staff have officially recommended that the committee grant the project final subdivision approval.
The Bloor Street Renewal: High-Density Care and Housing
Simultaneously, the committee is evaluating a major zoning overhaul in South Oshawa designed to transform a long-dormant property profile. The Biglieri Group has submitted a Zoning By-law Amendment application targeting 487, 489, 513, and 517 Bloor Street East to significantly increase permitted building heights and unlock a wider range of commercial allowances.
The site carries historic local significance, having served as the location of a devastating, high-profile multi-structure fire in 2023 that required nearly two years of environmental remediation and site clean-up before clearing safety parameters for structural reconstruction.
| Construction Envelope | Structural Height | Capacity & Unit Output | Commercial Allotment |
| Long-Term Care Wing | 9 Stories | 208 Private Suites / 256 Long-Term Beds | Fully Integrated Medical Support |
| Mixed-Use Apartment | 8 Stories | 76 Modern Residential Apartments | 7,200 sq. ft. Ground-Floor Retail |
The southern master plan splits into a dual-tower campus layout. The cornerstone is a nine-story, 208-unit long-term care home engineered to deliver 256 advanced-care beds to relieve intense pressure on Durham’s aging medical networks.
Directly adjacent, the developer will construct an eight-story mixed-use residential building housing 76 modern apartments, anchored by nearly 7,200 square feet of ground-floor commercial space. The retail footprint is designed for walk-in medical clinics, pharmacies, and neighborhood convenience options, establishing an independent, pedestrian-friendly health and housing hub along the Bloor Street corridor.
