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Detached for Sale in Caledon
New — Listed 5 days ago- MLS Number
- W13215984
- Property Type
- Detached
- Status
- active
- Days on Site
- 5
- Bedrooms
- 3
- Bathrooms
- 4
- Square Feet
- 1,500 - 1,999 sqft
- Neighbourhood
- Caledon
- Listing Brokerage
- COLDWELL BANKER SELECT REAL ESTATE
Welcome to 29 Autumn Oak Court, perfectly situated on a quiet, family-friendly court in Bolton's highly coveted South Hill - one of the community's most desirable and established neighbourhoods. This 2 car garage detached home offers 3beds/4baths. The long driveway is sidewalk-free and allows for ample parking. A generous porch to sip your morning coffee. This spacious and well-appointed home offers an ideal blend of comfort, functionality, and inviting living spaces designed for both everyday living and effortless entertaining. The bright, open-concept kitchen provides a welcoming gathering space and features a sliding door walkout to the backyard, creating the perfect setting for outdoor dining, summer barbecues, and memorable get-togethers. The generous family room is both warm and inviting, anchored by a cozy gas fireplace and offering ample space for relaxing evenings and family time. Upstairs, all bedrooms are impressively sized with large closets, ensuring plenty of space for growing families. The oversized primary bedroom offers a peaceful retreat, complete with a large window that fills the room with natural light, a walk-in closet, and a private 4-piece ensuite bath. The professionally fully finished basement expands your living space with a full kitchen, full bathroom, and stunning custom wood cabinetry throughout - ideal for extended family living, guests, or a versatile recreation and entertainment area. A cold cellar adds valuable storage options. The main-floor laundry room enhances everyday convenience and practicality. There is also easy garage door access. Located close to parks, schools, and local amenities, this exceptional home offers comfort, space, and an unbeatable court location in sought-after Bolton South Hill - a fantastic opportunity.
Estimate your monthly payments for this property
Estimated Payment
$5,130.51/mo
Includes CMHC insurance ($27,900)
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 Caledon
Caledon 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 Caledon
- •Convenient location in Caledon
- •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
Caledon 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.
29 Autumn Oak Court, Caledon
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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 $667/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.
Just Listed - Act Strategically
This property hit the market within the last week. In Caledon's current market, desirable homes often receive multiple offers within 5-7 days. If you're seriously interested, I recommend booking a showing immediately. However, never let urgency override due diligence - we'll still do proper inspections.
Detached Home Advantages
Detached homes in Caledon 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.
Starter Home Potential
3 bedrooms works well for couples planning families or small families with one child. Consider whether you might outgrow the space in 5-7 years. If so, factor in potential moving costs when making your decision. Alternatively, some buyers convert a bedroom to an office and make it work long-term.
Bathroom Count Matters
With 4 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.
Investment Perspective
Looking at this as an investment: Caledon properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $4,167 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.