Winding Woods Project Details
FREEHOLD TOWNS, SEMIS & DETACHED HOMES
ON SALE NOW FROM $690,257!*
Welcome to Winding Woods by Fieldgate Homes, a new collection of Freehold Towns, Semi-Detached & Detached Homes coming soon to Whitevale Rd & Peter Matthews Dr in North Pickering! Here, residents will enjoy a unique blend of natural surroundings and modern convenience, with easy access to Highways 401 & 407, the Pickering GO Station, Pickering Town Centre, parks, trails, schools, and everyday amenities. Set within one of the GTA’s fastest-growing communities, Winding Woods offers an exceptional opportunity to live and invest in the future of Pickering.
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REGISTER TO GET PRICING FOR Winding WoodsReasons to Buy*
MARKET OUTLOOK & DEMAND FOR WINDING WOODSPickering is one of the fastest-growing property markets in the Greater Toronto Area. Driven by the province’s Seaton master plan, the city’s population is projected to reach over 256,000 residents and add more than 93,000 jobs by 2051. This rapid growth creates an exceptional long-term opportunity for real estate buyers. The continuous influx of new residents and employment opportunities ensures a highly stable, high-demand environment for low-density housing in well-planned suburban neighborhoods. |
CONNECTIVITY & TRANSPORTATION AT WINDING WOODSCommuters will benefit from the exceptional transit network surrounding this modern neighborhood. Located near Whitevale Road and Peter Matthews Drive, the community offers quick access to Highway 407, Highway 401, and Highway 412, making driving across the region simple. The nearby Pickering GO Station is just a fifteen-minute drive away, offering direct train service to downtown Toronto’s Union Station in about forty-five minutes. Local travel is further supported by dependable Durham Region Transit bus routes running through North Pickering, ensuring the growing area stays smoothly connected. |
LOCATION ADVANTAGES OF WINDING WOODSThis North Pickering neighborhood balances a safe, family-friendly environment with beautiful green spaces and daily conveniences. The area is bordered by protected greenbelt land on three sides, putting walking trails, nature spaces, and local golf courses like Whitevale Golf Club right outside your door. Growing families are close to quality schools, including Pine Ridge Secondary School and Vimy Ridge Public School. Additionally, shopping centers like the Shops at Pickering City Centre are just a ten-minute drive away, offering a great mix of popular stores, medical services, and local dining. |
THE DEVELOPER BEHIND WINDING WOODSBuying a home built by Fieldgate Homes provides peace of mind and long-term security. Founded in 1957, this family-run builder has a proven history spanning nearly seven decades and four generations of expertise. The company is widely recognized across Ontario for its high-quality craftsmanship, great architectural design, and excellent customer service. To date, Fieldgate Homes has successfully chosen and developed more than 65,000 homes across 425 master-planned communities in the Greater Toronto Area. This large scale ensures organized building timelines, reliable warranties, and neighborhoods designed to hold their value for decades. |
Winding Woods Quick Facts*
Developer: Fieldgate Homes
Address: Whitevale Rd & Peter Matthews Dr, Pickering
Pricing: Starting From $690,257* (Price after rebate)
Occupancy: 2026
Home Types: Freehold Towns, Semi-Detached & 30′ Detached Homes
Square Footage: 1,646 sq ft – 2,278 sq ft
Deposit Structures
Freehold Towns: $20,000 on Signing, 30 & 60 Days | $10,000 in 90 & 120 Days (Total: $80,000)
Semi-Detached: $20,000 on Signing, 30 & 60 Days | $15,000 in 90 & 120 Days (Total: $90,000)
30′ Detached: $20,000 on Signing, 30, 60, 90 & 120 Days (Total: $100,000)
Incentives*: Platinum VIP Pricing & Floor Plans, First Access to the Best Availability, Assignment, Property Management & Leasing Services Available, Free Lawyer Review of Your Purchase Agreement, Free Mortgage Arrangements, Bonus $10,000 to Spend at Décor Centre Plus Central Air and Five Appliances (5 Appliances – Stainless Steel Fridge, Stove, Dishwasher & White Washer & Dryer), All Development Charges Included in Purchase Price
FAQs
What is Winding Woods?
Winding Woods is a premium master-planned residential community in North Pickering that blends contemporary, low-rise living with scenic natural beauty. Surrounded by a protected greenbelt on three sides, this family-friendly development offers an ideal balance of countryside tranquility and urban convenience for GTA investors.
Where is Winding Woods located?
Winding Woods is situated at the prime intersection of Whitevale Road and Peter Matthews Drive in the rapidly growing city of Pickering. This strategic location places residents in the heart of the master-planned Seaton community, offering effortless access to the rest of the Greater Toronto Area.
What amenities are nearby?
Residents will enjoy exceptional connectivity with Highway 401, Highway 407, and the Pickering GO Station all located just minutes away for an easy commute into downtown Toronto. The surrounding area is also rich with lifestyle amenities, including the Shops at Pickering City Centre, top-rated local schools, and premier outdoor destinations like the Greenwood Conservation Area.
What types of homes are available?
This diverse low-rise community features a collection of beautifully designed freehold townhomes, semi-detached homes, and spacious single-family detached homes on 30-foot and 36-foot lots. Many of the masterfully crafted townhomes include highly desirable layouts that offer rare two-car garages and total parking for up to four vehicles.
What makes Winding Woods a good investment?
Pickering is currently one of the fastest-growing real estate hubs in the Durham Region, making this project an excellent opportunity for long-term capital appreciation. Its high rental demand, competitive entry-level pricing for the GTA, and close proximity to Toronto’s eastern border make it a highly lucrative addition to any real estate portfolio.
MIB Incentives*
Developer Approved Platinum VIP Brokers
Absolute First Access to Pricing and Floorplans
The Very Best Incentives & Promotions
Extended Deposit Structure
Capped Development Levies
Right of Assignment
Free Lawyer Review of your Purchase Agreement
Free Mortgage Arrangements



