One-Of-A-Kind & Move-In Ready! You Won't Want To Miss Your Opportunity To Own This Rare Offering In The Highly Sought After Community Of Westridge. Built New In 2018 & Originally A Model Home For The Area, This Stunning 4 Bedroom, 4 Bathroom Home Sprawls Over A Tastefully Appointed 2418 Sqft Layout & Sits On One Of The Only 50+ Foot Lots In The Neighbourhood. The Deep, Covered Front Porch Invites You In To The Spacious, Bright & Airy Foyer. From There You'll Find Your Way To The Front Office/Bedroom, Which Shares A Fantastic Jack & Jill Bathroom With Another Bedroom Tucked In Behind; A Perfect Setup For Guests. Continuing Throughout The Main Floor You Will Find A Gorgeous, Open-Concept Living Space Complete With Built-In Shelving, Vaulted Ceilings With Exposed Beams, Engineered Hardwood Floors & An Expansive, Modern Kitchen With Stainless Steel Appliances, Quartz Countertops & A Full, Tiled Backsplash. The Main Floor Also Offers A Serene Primary Bedroom Suite With Walk-In Closet, 5-Pc Ensuite Bath & Cozy Electric Fireplace. True One-Floor Living Is An Option Here With Another 2-Pc Powder Room & The Laundry Room With Insider Entry To The Insulated & Drywalled Double Garage Rounding Out The Main Floor. Upstairs Boasts A Unique Loft Space Complete With An Amply-Sized Family Room, 3-Pc Bathroom & Large Adjoining Bedroom With Walk-In Closet. The Basement Here Remains Unfinished, Allowing For Further Development Potential & Already Contains A Rough-In For Another Bathroom. Stepping Through The Patio Doors Onto Your Expansive Private Back Deck Is Truly The Icing On The Cake, As This Property Backs Onto Lush, Greenspace That Brings A Taste Of Country Life To This Urban Setting. Recent Updates Include: Brand New AC (2026), New Washer & Dryer, New Refrigerator (2025), Newer Light Fixtures Throughout The Home, New Bathroom Mirrors, Extended Deck Complete With Privacy Panels & Hot Tub Platform, & Freshly Painted Walls Throughout The Main Floor (2023).
4 bedrooms, 3 bathrooms, about 2,000 sq ft, works out to roughly $447 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 265 Diana Dr
Every detail from the listing, in one place.
Type
Detached
Style
Bungaloft
Living space
2000-2500 sq ftas stated on the listing
Lot size
52.66 x 109.91 Feet
Parking
4 spacesYes garage
Basement
Full, Unfinished
Features & systems
Parking & garage
Garage
Yes
Parking spaces
4
Interior
Basement
Full · Unfinished
Lot & land
Lot dimensions
52.66 x 109.91 Feet
Lot size (sqft)
0
Listing & possession
Property style
Bungaloft
Property class
Detached
265 Diana Dr Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® S14157380$894,900
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 265 Diana Dr Compares to the Orillia Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
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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
$4,396
/mo
based on the purchase price of $894,900
$178,980 cash
$715,920 financed
$602,993 total interest
Principal54%$715,920
Interest46%$602,993
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 Orillia
Other 3–6 bed homes for sale in Orillia around $895K.
Average days on market44Homes sold in about 44 days on average.
Sale-to-list ratio96.1%On average, homes sold below asking.
Active listings259Homes for sale here right now.
Median vs prior 90 days−3.8%Compared with May 10 – Aug 8, 2026: prices down.
Based on 215 sales from Aug 8 – Nov 6, 2026 (160 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 265 Diana Dr
How much is 265 Diana Dr listed for?
265 Diana Dr is listed at $894,900 (MLS® S14157380). Summitly updates the price as soon as the MLS® record changes.
Is $894,900 a good price for 265 Diana Dr?
Summitly rates it Excellent Deal: the asking price is 10% or more below Zara's estimate, an estimate built from recent sales in Orillia. 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 265 Diana Dr changed?
No — 265 Diana Dr is still listed at its original asking price of $894,900.
How many bedrooms and bathrooms does 265 Diana Dr have?
265 Diana Dr has 4 bedrooms and 3 bathrooms, with about 2,000–2,500 square feet of living space. It is a detached home in Orillia.
How much would the monthly mortgage be on 265 Diana Dr?
About $4,396 a month — principal and interest on $894,900 with 20% down ($178,980), 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 265 Diana Dr compare with other homes in Orillia?
Its asking price of $894,900 is about 58% above the median sold price in Orillia over the last 90 days, $565,000, across 215 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 265 Diana Dr been sold before?
Summitly has no earlier MLS® sale or lease of 265 Diana Dr on record from the last two years. Older records aren't shown under TRREB rules.
Where is 265 Diana Dr?
265 Diana Dr is in Orillia, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 265 Diana Dr been on the market?
265 Diana Dr was listed today (November 6, 2026).
What is the price per square foot of 265 Diana Dr?
About $358 to $447 per square foot: the asking price of $894,900 over the 2,000–2,500 sq ft the listing gives as its size range.
Does 265 Diana Dr have parking or a garage?
Yes — the listing gives 4 parking spaces. Garage: Yes.
Does 265 Diana Dr have a basement, and is it finished?
The listing describes the basement as: Full, Unfinished.
