Stunning 4+1 Bedroom Executive Home in Oakville's Sought-After Preserve Community! This beautifully upgraded and impressive home offers elegant finishes and exceptional living space throughout. The main floor flows perfectly with an open concept design and features a large dining area, rich hardwood flooring and sunlight throughout. The gourmet kitchen is perfect for entertaining with caesarstone countertops, stainless steel appliances, a Thermador 6-burner gas stove, wine fridge, and an expansive centre island with a breakfast bar and an abundance of cabinetry. When you walk into the spacious Family room you can enjoy spectacular sunlight and cozy evenings with the striking ledgestone gas fireplace. Upstairs you will find four bright and generous bedrooms. The luxurious primary retreat features a spacious walk-in closet and beautifully appointed five-piece ensuite with a glass enclosed shower, soaker tub and double vanity. There is also an additional beautiful 5-piece bathroom and convenient second-floor laundry (LG Smart Washer and Dryer 2026).The fully finished lower level features a generous recreation area, an additional fifth bedroom/office, also with a 3-piece spa-inspired ensuite including a custom-built 6'x7' sauna featuring a Tylo Sense Combi Elite smart heater and lava rocks for maximum relaxation. The lower-level suite is ideal for your own private retreat, or a comfortable space for overnight guests or extended family. This gorgeous home is ideally situated close to top-ranked schools, parks, scenic trails, the hospital, shopping, Sixteen Mile Sports Complex, highways, GO Transit and more.An exceptional family home in one of Oakville's most desirable neighbourhoods!
4 bedrooms, 3 bathrooms, about 2,000 sq ft, works out to roughly $788 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 144 Cherryhurst Rd
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
2000-2500 sq ftas stated on the listing
Parking
3 spacesYes garage
Basement
Full
Features & systems
Parking & garage
Garage
Yes
Parking spaces
3
Interior
Basement
Full
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
144 Cherryhurst Rd Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® W14034450$1,575,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 144 Cherryhurst Rd Compares to the Oakville Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
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Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$7,738
/mo
based on the purchase price of $1,575,000
$315,000 cash
$1,260,000 financed
$1,061,251 total interest
Principal54%$1,260,000
Interest46%$1,061,251
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. 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.
Similar homes for sale nearby in Oakville
Other 3–4 bed homes for sale in Oakville around $1.6M.
Average days on market34Homes sold in about 34 days on average.
Sale-to-list ratio96.5%On average, homes sold below asking.
Active listings1,231Homes for sale here right now.
Median vs prior 90 days+0.8%Compared with Apr 17 – Jul 16, 2026: prices up.
Based on 1,074 sales from Jul 16 – Oct 14, 2026 (698 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 144 Cherryhurst Rd
How much is 144 Cherryhurst Rd listed for?
144 Cherryhurst Rd is listed at $1,575,000 (MLS® W14034450). Summitly updates the price as soon as the MLS® record changes.
Is $1,575,000 a good price for 144 Cherryhurst Rd?
Summitly rates it Fair Price: the asking price is Within 3% below to 5% above Zara's estimate, an estimate built from recent sales in Oakville. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 144 Cherryhurst Rd changed?
No — 144 Cherryhurst Rd is still listed at its original asking price of $1,575,000.
How many bedrooms and bathrooms does 144 Cherryhurst Rd have?
144 Cherryhurst Rd has 4 bedrooms and 3 bathrooms, with about 2,000–2,500 square feet of living space. It is a detached home in Oakville.
How much would the monthly mortgage be on 144 Cherryhurst Rd?
About $7,738 a month — principal and interest on $1,575,000 with 20% down ($315,000), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 144 Cherryhurst Rd compare with other homes in Oakville?
Its asking price of $1,575,000 is about 20% above the median sold price in Oakville over the last 90 days, $1,310,000, across 1,074 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 144 Cherryhurst Rd been sold before?
Summitly has no earlier MLS® sale or lease of 144 Cherryhurst Rd on record from the last two years. Older records aren't shown under TRREB rules.
Where is 144 Cherryhurst Rd?
144 Cherryhurst Rd is in Oakville, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 144 Cherryhurst Rd been on the market?
144 Cherryhurst Rd was listed today (October 14, 2026).
What is the price per square foot of 144 Cherryhurst Rd?
About $630 to $788 per square foot: the asking price of $1,575,000 over the 2,000–2,500 sq ft the listing gives as its size range.
Does 144 Cherryhurst Rd have parking or a garage?
Yes — the listing gives 3 parking spaces. Garage: Yes.
Does 144 Cherryhurst Rd have a basement, and is it finished?