259 Windsor St is a 2-bedroom, 2-bathroom detached home in Oshawa, listed for $769,900. It has 700-1100 sq ft of living space.
1Recently updated throughout, the main floor features two bright bedrooms, a full 4-piece bath, and a spacious open-concept living and kitchen area.
2Enjoy modern appliances, laundry facilities and ample parking.
3Beautiful two bedroom basement apartment features new laminate floors, kitchen w/granite countertops, backsplash, stainless steel appliances and breakfast bar + oversize sink.
Stunning home in a quiet, family-friendly neighbourhood. Recently updated throughout, the main floor features two bright bedrooms, a full 4-piece bath, and a spacious open-concept living and kitchen area. Functional layout with large windows for plenty of natural light. Enjoy modern appliances, laundry facilities and ample parking. Beautiful two bedroom basement apartment features new laminate floors, kitchen w/granite countertops, backsplash, stainless steel appliances and breakfast bar + oversize sink. New 3-piece bath w/ glass shower. Very bright w/great functional layout. Open concept kitchen and living room. Enjoy a large backyard with a spacious, beautiful sunroom perfect for relaxing or entertaining. Conveniently located with easy access to highways, transit, and amenities.
2 bedrooms, 2 bathrooms, about 700 sq ft, works out to roughly $1,100 per square foot, the bed-to-bath ratio is generous. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.Ask Zara a follow-up
Inside 259 Windsor St
Every detail from the listing, in one place.
Type
Detached
Style
Bungalow
Living space
700-1100 sq ftas stated on the listing
Parking
4 spaces
Basement
Finished, Apartment
Features & systems
Parking & garage
Parking spaces
4
Interior
Basement
Finished · Apartment
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
Bungalow
Property class
Detached
259 Windsor St Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
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
$3,782
/mo
based on the purchase price of $769,900
$153,980 cash
$615,920 financed
$518,766 total interest
Principal54%$615,920
Interest46%$518,766
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 Oshawa
Other 2–4 bed homes for sale in Oshawa around $770K.
Average days on market28Homes sold in about 28 days on average.
Sale-to-list ratio99.5%On average, homes sold below asking.
Active listings761Homes for sale here right now.
Median vs prior 90 days−2.2%Compared with Apr 14 – Jul 13, 2026: prices down.
Based on 717 sales from Jul 13 – Oct 11, 2026 (512 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
259 Windsor St is listed at $769,900 (MLS® E13885916). Summitly updates the price as soon as the MLS® record changes.
Is $769,900 a good price for 259 Windsor St?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Oshawa. 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 259 Windsor St changed?
No — 259 Windsor St is still listed at its original asking price of $769,900.
How many bedrooms and bathrooms does 259 Windsor St have?
259 Windsor St has 2 bedrooms and 2 bathrooms, with about 700–1,100 square feet of living space. It is a detached home in Oshawa.
Is 259 Windsor St close to transit?
The nearest rapid-transit station is Oshawa GO Station (Lakeshore East GO), about 4.6 km in a straight line. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 259 Windsor St?
About $3,782 a month — principal and interest on $769,900 with 20% down ($153,980), 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 259 Windsor St compare with other homes in Oshawa?
Its asking price of $769,900 is about 16% above the median sold price in Oshawa over the last 90 days, $665,000, across 717 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 259 Windsor St been sold before?
Yes — Summitly has 1 earlier MLS® listing of 259 Windsor St on record. Their prices and dates are shown to signed-in members under TRREB rules: sign in free to see them in the Listing history above.
Where is 259 Windsor St?
259 Windsor St is in Oshawa, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 259 Windsor St been on the market?
259 Windsor St was listed today (October 11, 2026).
What is the price per square foot of 259 Windsor St?
About $700 to $1,100 per square foot: the asking price of $769,900 over the 700–1,100 sq ft the listing gives as its size range.
