21 Chisholm Street
CentralOakville, ONL6K 3W2Near Lakeshore Rd W btw Trafalgar and Kerr Sts
3 upcoming open houses
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What this listing tells us
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.
Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.
Listing, price, and tax history
Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.
| Date | Event | Status | Price | Change | MLS® | View |
|---|---|---|---|---|---|---|
| Jun 26, 2026 | Price reducedCurrent | Reduced | $2,999,999 | −$250,001 (7.7%) | W12747126 | This page |
| Feb 2, 2026 | ListedCurrent | For sale | $3,250,000 | — | W12747126 | This page |
| May 8, 2025 | Previously listed | Ter | $3,399,000 | — | W12133086 | View |
| Mar 14, 2025 | Previously listed | Ter | $3,500,000 | — | W12020446 | View |
Inside this property
Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.
Features & systems
Heating, cooling, parking, exterior, lot, possession, and more.
Systems
5- Heating
- Forced Air
- Air conditioning
- Central Air
- Fireplaces
- 2
- Water source
Getting around, schools & the block
Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.
Points of interest classified by the MLS® feed.
- Arts Centre
- Lake/Pond
- Library
- Marina
The money — monthly cost, mortgage & return
Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.
Cost of ownership
A monthly snapshot at typical assumptions — personalize the mortgage just below.
How this home sits in the Oakville market
Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.
The Oakville market right now
Average sold price, days on market, and closed-transaction count for Oakville — sourced from MLS®.
- Avg sold price$1,552,516Last 30 days
- Median sold price$1,357,500Middle of the market
- Days on market31 dAvg from list to close
- Closed last 30d831MLS® transactions
We'll get you into 21 Chisholm Street — the seller pays our commission
On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.
$0 to you. The seller pays our fee.
On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.
Property flags & disclosures
An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.
We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 21 Chisholm Street and found nothing flagged. We re-check automatically as new records publish.
Common questions about this property
Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.
How much is 21 Chisholm Street listed for?
21 Chisholm Street is listed at $2,999,999 on the MLS® (listing W12747126). The price refreshes on Summitly within minutes of any MLS® change.
How many bedrooms, bathrooms, and square feet does 21 Chisholm Street have?
Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
