Life at 385 Winston Road offers a sense of ease that begins the moment you arrive. The lobby sets the tone with a clean, modern design and 24-hour concierge, creating a welcoming and relaxed atmosphere throughout the building. Residents enjoy a thoughtful collection of amenities,including a fitness centre and yoga studio, a beautifully designed party room with a kitchenette and bathrooms, and a rooftop terrace with widelake views that make it easy to step outside and take in the surroundings. A pet spa adds everyday convenience, while underground parkingkeeps winter mornings simple. Inside the suite, a welcoming foyer with a double closet offers a practical place to settle in before the spaceopens into the main living area. The kitchen is well-appointed with stainless steel appliances and a functional layout that keeps everything withineasy reach. The living room offers a relaxed place to unwind and leads out to a private balcony for fresh air and quiet moments. A glassed-in denprovides a flexible space that works well as a home office, reading area, or creative corner. The bedroom is generously sized and easily fits aking-size bed with room to move comfortably around it. Tall windows enhance the sense of space, while a large closet and a 3-piece ensuitewith a glass door shower add convenience. A second 4-piece bathroom and in-suite laundry complete the layout. Step outside and the lifestylecontinues. Grimsby-on-the-Lake is known for its boutique shops, restaurants, cafes, and charming waterfront community. Scenic paths, everydayconveniences, and quick access to the highway make commuting and errands effortless while keeping the lake always in view. With light,connection, and quiet luxury by the water, the charm of this property is not just in its walls, but in the life it promises.
1 bedroom, 2 bathrooms, about 700 sq ft, works out to roughly $643 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this condo fits your budget and timing.
Inside 385 Winston Rd #501
Every detail from the listing, in one place.
Type
Condo
Style
1 Storey/Apt
Living space
700-799 sq ftas stated on the listing
Parking
1 spaceYes garage
Basement
None
Features & systems
Parking & garage
Garage
Yes
Parking spaces
1
Interior
Basement
None
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
1 Storey/Apt
Property class
Condo Apartment
385 Winston Rd #501 Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® X13476696$449,999
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 385 Winston Rd #501 Compares to the Grimsby 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 →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
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
$2,211
/mo
based on the purchase price of $449,999
$90,000 cash
$359,999 financed
$303,214 total interest
Principal54%$359,999
Interest46%$303,214
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
Want rate-drop alerts and a saved shortlist?
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.
For homeowners nearby
Own a home on Winston Road? See what yours is worth
Get an instant estimate for your own home, based on recent sales around you. A free account shows the number and emails you the full report.
Free · No obligation · Backed by Coldwell Banker
Book a tour of 385 Winston Rd #501 with a licensed buyer's agent
Your agent is usually paid from the seller's side. We'll confirm the co-operating commission on this listing before you sign anything.
Zara, any time
Zara · AI virtual agent
Ask about 385 Winston Rd #501 day or night. Zara reads this listing and answers in plain words. When you want a person, she hands you to a licensed agent.
A licensed local agent
Your agent shows you the home, checks the paperwork and negotiates your offer, on your side, not the seller's.
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 Grimsby
Other 1–2 bed homes for sale in Grimsby around $450K.
Average days on market33Homes sold in about 33 days on average.
Sale-to-list ratio97.5%On average, homes sold below asking.
Active listings191Homes for sale here right now.
Median vs prior 90 days+3.3%Compared with Apr 16 – Jul 15, 2026: prices up.
Based on 168 sales from Jul 15 – Oct 13, 2026 (105 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
More in this building
3 for sale · 4 for rent at 385 Winston Rd — plus its sale and lease history.
385 Winston Rd #501 is listed at $449,999 (MLS® X13476696). Summitly updates the price as soon as the MLS® record changes.
Is $449,999 a good price for 385 Winston Rd #501?
Summitly rates it Above Market: the asking price is 5% to 15% above Zara's estimate, an estimate built from recent sales in Grimsby. 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 385 Winston Rd #501 changed?
No — 385 Winston Rd #501 is still listed at its original asking price of $449,999.
How many bedrooms and bathrooms does 385 Winston Rd #501 have?
385 Winston Rd #501 has 1 bedroom and 2 bathrooms, with about 700–799 square feet of living space. It is a condo in Grimsby.
How much would the monthly mortgage be on 385 Winston Rd #501?
About $2,211 a month — principal and interest on $449,999 with 20% down ($90,000), 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 385 Winston Rd #501 compare with other homes in Grimsby?
Its asking price of $449,999 is about 38% below the median sold price in Grimsby over the last 90 days, $723,250, across 168 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 385 Winston Rd #501 been sold before?
Summitly has no earlier MLS® sale or lease of 385 Winston Rd #501 on record from the last two years. Older records aren't shown under TRREB rules.
Where is 385 Winston Rd #501?
385 Winston Rd #501 is in Grimsby, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 385 Winston Rd #501 been on the market?
113 days — 385 Winston Rd #501 was listed on June 22, 2026.
What is the price per square foot of 385 Winston Rd #501?
About $563 to $643 per square foot: the asking price of $449,999 over the 700–799 sq ft the listing gives as its size range.
Does 385 Winston Rd #501 have parking or a garage?
Yes — the listing gives 1 parking space. Garage: Yes.
Does 385 Winston Rd #501 have a basement, and is it finished?
The listing says 385 Winston Rd #501 has no basement.