
$3,250,000 - 21 Chisholm Street, Oakville
Townhouse for Sale in Oakville
- MLS Number
- W12747126
- Property Type
- Townhouse
- Status
- active
- Days on Market
- 2
- Bedrooms
- 4
- Bathrooms
- 5
- Square Feet
- 3,000 sqft
- City
- Oakville
Executive Harbour Living in the Heart of Oakville. A rare three-storey townhouse just steps from the lake and a short stroll to downtown Oakville. Thoughtfully renovated with both style and function in mind, this home delivers exceptional living spaces, refined finishes, and beautiful harbour and lake views.The main floor is designed for modern executive living, anchored by a stunning chef's kitchen with a large island and premium finishes. An open-concept family space with gas fireplace flows seamlessly to a spacious private terrace, ideal for effortless entertaining.The second level features three bedrooms, including a luxurious primary suite where mornings begin with sweeping harbour views. Enjoy a Juliette balcony, generous walk-in closet, and spa-inspired ensuite, a true private retreat.The third floor loft elevates the home even further. With its own kitchenette, skylights, and private deck overlooking the harbour, this versatile space can serve as a fourth bedroom, executive home office, guest suite, or private lounge.The finished lower level adds yet another dimension, offering a recreation area, gym space, cozy gas fireplace, and direct access to the double car garage.This is turnkey, low maintenance living at its finest. Harbour views. Downtown charm. Walkable dining, shopping, cafés, and culture at your doorstep. More than a home, this is a lifestyle designed for those who value time, quality, and location.
Discover Oakville
Oakville 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 Oakville
- •Convenient location in Oakville
- •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
Oakville 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.
21 Chisholm Street, Oakville
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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 25+ years of GTA real estate experience
Fair Market Value
At $1083/sqft, this property is priced in line with current Oakville market conditions. The pricing suggests the seller has done their homework. We may have modest room for negotiation, typically 2-4% in today's market.
Just Listed - Act Strategically
This property hit the market within the last week. In Oakville'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.
Townhouse Benefits
Townhouses offer an excellent balance of space and maintenance. You get more room than a condo with lower upkeep than a detached home. Key things to verify: whether it's freehold or condo-titled (affects fees and rules), and the condition of shared walls for noise considerations. Townhouses in Oakville have shown strong appreciation as families seek more space.
Larger Home Realities
At 3,000 sqft, this is a substantial home. Budget approximately $400-600/month more for utilities compared to an average-sized home. Maintenance costs scale with size too - roof, HVAC, and cleaning all cost more. That said, space is a luxury that's hard to add later, and larger homes often have better resale in family-oriented neighbourhoods.
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 Oakville. Good resale value as demand remains consistent.
Bathroom Count Matters
With 5 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.