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Detached for Sale in Oshawa
Popular ListingNeighbourhood: Windfields
- MLS Number
- E13482244
- Property Type
- Detached
- Status
- active
- Days on Site
- 13
- Bedrooms
- 4
- Bathrooms
- 3
- Square Feet
- 2,500 - 2,999 sqft
- Neighbourhood
- Oshawa
- Listing Brokerage
- ROYAL LEPAGE SIGNATURE REALTY
Welcome to 2239 Pilgrim Square, a beautifully maintained Tribute Home, Norcliffe model, proudly cared for by the original owners, located in the highly sought-after Windfields neighbourhood in North Oshawa. Offering approximately 2,535 sq.ft. of thoughtfully designed living space, this 4-bedroom, 3-bathroom home is ideal for growing, extended, or multi-generational families.The bright and spacious main level features hardwood and ceramic flooring, large windows, and an inviting open-concept layout designed for both everyday living and entertaining. The family room is anchored by a cozy gas fireplace, while the upgraded kitchen showcases stainless steel appliances, granite countertops, a custom mirrored backsplash, and a walkout to the deck overlooking the fully fenced and landscaped backyard complete with interlock patio. Convenient main floor laundry includes a closet, separate basement access, and inside entry to the garage.A stunning mid-level great room with soaring 12-foot ceilings creates an impressive focal point and offers additional living space filled with natural light.The spacious primary retreat features two closets, including a walk-in closet, and a large 4-piece ensuite with a separate glass shower and relaxing soaker tub. Three additional generously sized bedrooms complete the upper level.The bright lower level boasts 9-foot ceilings and four large above-grade windows, offering exceptional future living space with endless possibilities for customization, recreation, extended family accommodations, or potential in-law suite opportunities.Located just minutes from parks, schools, Ontario Tech University, Durham College, Highway 407, Costco, shopping, restaurants, and everyday amenities, this exceptional home offers the perfect combination of space, comfort, and convenience. Pre-home inspection report available upon request. OPEN HOUSE JULY 4 & 5, 2026 2:00 - 4.00pm!
Estimate your monthly payments for this property
Estimated Payment
$4,873.48/mo
Includes CMHC insurance ($26,502)
5-yr fixed avg.
Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.
Discover Windfields
Windfields is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.
Why Live in Windfields
- •Convenient location in Oshawa
- •Access to local shops and dining
- •Good public transit connections
- •Community parks and green spaces
- •Well-maintained neighbourhoods
Nearby Schools
Transit & Commuting
- •MiWay bus routes throughout the area
- •GO Transit stations within driving distance
- •Easy highway access to 401/403/QEW
- •Walking distance to local amenities
Parks & Amenities
- •Local parks and recreational facilities
- •Community centres
- •Shopping plazas nearby
- •Restaurants and cafes
Lifestyle & Community
Windfields offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.
2339 Pilgrim Square, Oshawa
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Monthly Cash Flow Breakdown
Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe's Thoughts
Honest perspective from 30+ years of GTA real estate experience
Competitive Pricing
At $380/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.
Detached Home Advantages
Detached homes in Oshawa are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.
Family-Friendly Layout
4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Oshawa. Good resale value as demand remains consistent.
Bathroom Count Matters
With 3 bathrooms, morning routines are much smoother. Multiple bathrooms significantly improve daily livability and are a major selling point for resale. Buyers consistently pay more for adequate bathroom counts - this is a strong feature.
About Windfields
I know Windfields well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.
Investment Perspective
Looking at this as an investment: Oshawa properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $3,958 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.