44 HIGHLAND Drive, Oro-Medonte, ON

$1,599,000
MLS#:S14084702
5 beds
4 baths
3000-3500 sqft
13.0 parking
Residential Freehold
Residential Freehold for sale - 5 Bed, 4 Bath Home at 44 HIGHLAND Drive Oro-Medonte ON listed at $1,599,000 (MLS# S14084702) - Main View
For Sale
Added:Oct 15, 2026(4 days ago)
Updated:Oct 19, 2026(today)
Last Checked:9 minutes ago

Property Highlights

Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of Horseshoe Valley. Expertly crafted featuring premium stucco (plaster) construction, this residence presents an exceptional opportunity offered at $1,599,000 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 5 Bedrooms and 4 Bathrooms
  • Generous living space spanning 3000-3500 sqft on a premium 108.4 x 446.82 ft lot
  • Features a full, walk-up, finished, separate entrance basement, adding superb versatility for recreation, a home gym, or extra storage
  • Ample parking with 3.0 garage spaces (13.0 total parking spaces) with a convenient attached configuration
  • Notable attributes: Built-In Oven, Auto Garage Door Remote, Countertop Range
  • equipped with central air central cooling and highly efficient forced air heating via gas

Description

Welcome to your home in paradise with all the luxurious extras you'd put on your wish-list! Home inspected, thumbs up! This heavenly, one acre parcel has a backyard retreat which includes a 16 x 32 foot, saltwater pool (high efficiency radiant heating), oversized Hot Tub, large enclosed patio area with rust proof fenced enclosure. Add the large outbuilding with built-in cabana, an overnight bunkie room, plus storage area for the pool equipment etc. There are several walk-outs to a large deck area for family get togethers and just a few steps down on your private forested ravine, you have a custom stone firepit setting for those evening smores! Trails throughout this area in the Highland Hills (sunset views!). Now step into your custom built residence with beautiful slate and hardwood flooring, cathedral ceilings and a layout that breathes luxury. Perfect space here to work from home (office with granite topped, built-in desk) or bring extended family with the separate entrance access to in-law space in the fully finished basement (bedroom, bath, kitchenette and gas fireplace). The kitchen is a chef's dream with professionally refinished cabinetry (2025), huge working island (granite c/tops throughout), breakfast bar, pantry, and endless cupboards. Open concept here as it overlooks the living room (fireplace and walk out to deck) and your backyard bliss. Moving up to the second floor, the master bedroom is truly a delight with cozy double sided gas fireplace adjoining your private sitting room, huge and say it again, huge walk-in closet, and a walkout to the balcony overlooking the backyard pool, ravine and beautiful skyline. The spa-like master bath features wifi thermostat and heated floors. The oversize drive is interlock paved with plenty of room for your truck, toys and guest parking. The 3 car garage doors are wifi entry and upgraded wiring is installed for an electric charger. This is a 'must visit' property you won't want to miss!

Schedule a Tour

No public open houses currently scheduled. Request a private in-person viewing or live video walkthrough at your convenience.

Private Viewings Available
Or choose date:
Free service • No obligation • Licensed REALTOR® accompaniment
Price Drop Alert

Waiting for a price change? Get an instant notification if the seller reduces the asking price.

Work with the SOUSA TEAM to unlock your . If we are unable to negotiate your purchase price below asking, we'll rebate you up to $10,000!*

Schedule a Tour

Contact us to schedule a private viewing of this property.

Contact Agent

Generate CMA Report

Property Summary

This detached home located at 44 HIGHLAND Drive, Oro-Medonte is currently for sale and has been available for 4 days. This property is listed at $1,599,000 with an estimated mortgage of $5,322* per month. It has 5 beds, 4 bathrooms, and is 3000-3500 square feet. 44 HIGHLAND Drive, Oro-Medonte is in the Horseshoe Valley neighborhood.

Work with the SOUSA TEAM to unlock your .

* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Yes! Featuring 5 bedrooms and 4 bathrooms, this home offers ample space and comfort for growing families in Horseshoe Valley, Oro-Medonte.

Highly Recommended for Families
What We Love About This Home
  • •5 spacious bedroom layout offering versatile living space
  • •4 well-appointed bathrooms
  • •3000-3500 sqft of generous functional square footage
Standout Features & Layout
Who Should Buy This Home?

Growing families needing multi-bedroom flexibility and space in Horseshoe Valley, Oro-Medonte.

Target Buyer Match

Key Features

Bedrooms
5
Bathrooms
4
Kitchens
1
Living Area
3000-3500 sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Price$1,599,000
AddedOct 15, 2026 (4 days ago)
UpdatedOct 19, 2026 (today)
Last Checked9 minutes ago
Transaction TypeFor Sale
List Office NameRIGHT AT HOME REALTY

Property Details

Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionStucco (Plaster)
BasementFull, Walk-Up, Finished, Separate Entrance
Lot Size108.4 Ă— 446.82 Feet
CountySimcoe
Annual Tax$9,468.33
Rental ItemsTwo hot water tanks
Legal DescriptionLOT 9 PLAN 51M720; ORO-MEDONTE

Parking & Garage

Parking Total13.0
Parking Space10
Garage Parking3.0
Garage TypeAttached

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air

Features

Property Features

  • Fenced Yard
  • Golf
  • Ravine
  • Wooded/Treed

Interior Features

  • Built-In Oven
  • Auto Garage Door Remote
  • Countertop Range
  • Central Vacuum
  • In-Law Capability
  • Storage
  • Water Softener
  • Sump Pump

Security Features

  • Carbon Monoxide Detectors
  • Smoke Detector
  • Security System

Community Features

None listed

Property History

No historical data available for this property.

This could be the first listing for this address.

Oro-Medonte Home Buyer Advisory & Market HubActive MLS® Listing in Oro-Medonte, Ontario

Looking to Buy a Home in Oro-Medonte?

If you are looking for a house in Oro-Medonte or researching Oro-Medonte real estate for sale, this 5-bedroom detached at 44 HIGHLAND Drive, Oro-Medonte, ON offers an exceptional opportunity to buy a home in Oro-Medonte, Ontario. Whether you are a first-time Oro-Medonte home buyer or comparing active Oro-Medonte MLS® homes for sale, working with a dedicated Oro-Medonte buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.

Oro-Medonte Homes for Sale & MLS® Listings

Browse all verified Oro-Medonte real estate listings, compare active Oro-Medonte houses for sale, and view brand new MLS® inventory before it hits the open market.

Dedicated Oro-Medonte Buyer Agent

Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Oro-Medonte realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.

Oro-Medonte Buyer Budget & Costs

Estimated mortgage: $5,322*/month*. Estimated Ontario Land Transfer Tax: $28,455. First-time Oro-Medonte home buyers may qualify for up to $8,475 in rebates.

Frequently Asked Questions: Buying a Home in Oro-Medonte

Frequently Asked Questions about 44 HIGHLAND Drive, Oro-Medonte, ON

Q.What is the asking price for 44 HIGHLAND Drive, Oro-Medonte, ON ?

The current listing price for 44 HIGHLAND Drive, Oro-Medonte, ON in Horseshoe Valley, Oro-Medonte is $1,599,000.

Q.How many bedrooms and bathrooms does this property have?

This property features 5 bedrooms and 4 bathrooms across approximately 3000-3500 sqft.

Q.What property type and architectural style is 44 HIGHLAND Drive, Oro-Medonte, ON ?

44 HIGHLAND Drive, Oro-Medonte, ON is a Detached (2-Storey) featuring a Full, Walk-Up, Finished, Separate Entrance basement.

Q.What key property features does 44 HIGHLAND Drive, Oro-Medonte, ON offer?

Key property features include: Fenced Yard, Golf, Ravine, Wooded/Treed.

Q.What interior features are included in this home?

Interior highlights include: Built-In Oven, Auto Garage Door Remote, Countertop Range, Central Vacuum, In-Law Capability, Storage, Water Softener, Sump Pump.

Q.What security features are installed at 44 HIGHLAND Drive, Oro-Medonte, ON ?

Security features include: Carbon Monoxide Detectors, Smoke Detector, Security System.

Q.Is parking available at this property?

Yes, this property offers parking space for 13.0 vehicles (Attached).

Q.What heating and cooling systems are installed?

Heating is provided via Gas and cooling via Central Air.

Location

Initializing map...
44 HIGHLAND Drive, Oro-Medonte, ON

Google Street View

Open in Google Maps
Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Horseshoe Valley, Oro-Medonte

SAFETY RATING9.4 / 10
Low Incident Area
Total Annual Incidents35 incidents / yr
Average Per Month2.9 incidents / mo
Population BenchmarkArea Average residents
Personal Safety
Very Low

8 assaults (30.0/100k)

Property Security
Very Low

8 B&E (30.0/100k)

Auto Theft Risk
Low Risk

10 thefts (35.0/100k)

1-Year Trend
â–Ľ 6%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Official Police Services ArcGIS Open Data
Halton & GTA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

Loading local market trends...

Pricing & Value Insights

Data-driven valuation for 44 HIGHLAND Drive, Oro-Medonte, ON L0L 2L0

Estimated Sales Range
$1,519,000 - $1,567,000

Based on 0 recent similar sales in the pocket.

Market Speed
Loading stats...

Properties in this area are selling at a steady pace.

Market Trend
Calculating trend...

Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Oro-Medonte.

Configure Loan Settings

Interest Rate4.00%
Down Payment$479,700 (30.0%)
* Minimum Canadian down payment required for this price is $319,800.
Amortization Period30 Years
Estimated Monthly Payment$5,322Based on a loan of $1,119,300 over 30 years.
Purchase Price$1,599,000
Loan Amount$1,119,300
Provincial Land Transfer Tax:$28,455
Total Estimated Closing Taxes:$28,455

About Purchasing a Home in Oro-Medonte, ON

For a property listed at $1,599,000 in Oro-Medonte, the legal minimum down payment is $319,800 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $28,455 for this transaction. As this listing is in Oro-Medonte (outside the City of Toronto), no additional municipal land transfer tax is levied, resulting in total estimated land transfer taxes of $28,455.

Similar Listings in Horseshoe Valley, Oro-Medonte

Explore all Just Listed Homes in Oro-Medonte →

Horseshoe Valley, Oro-Medonte Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Horseshoe Valley, Oro-Medonte.

Verified Local Data
City Population6,202,225
City Median Age39.6 Yrs
City Ownership65% Owners
Avg Area List Price$772,354

People & Families

Age Distribution

Household Composition

One-person households
25%
Families with children
50%
Couples without children
24%
Other households
0%

Top Ethnic Origins

Chinese11%
English9%
Indian9%
Irish8%

Best Schools in Horseshoe Valley, Oro-Medonte

Elementary Schools

Guthrie
Public22 Highway 11, Oro-Medonte, Ontario, L0L 2E0
7.2

Secondary Schools

No secondary schools data loaded.

Horseshoe Valley, Oro-Medonte Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied65%
Rented35%

Need more details or a custom CMA?

Generate a full market evaluation or explore city guides using the sidebar links.

Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.

Similar Active Listings in Oro-Medonte

Compare prices, square footage, and school zones for similar Residential Freehold nearby

All Oro-Medonte Homes
Residential Freehold for sale - 5 Bed, 6 Bath Home at 93 Moonstone Road Oro-Medonte ON listed at $1,499,000 (MLS# S14084226)
Added 3 days ago
$1,499,000Est. $4,990/mo
5bd
6ba
Residential Freehold

93 Moonstone Road, Oro-Medonte

Oct 15, 2026
DOM: 5

5 bed, 6 bath Detached for sale in Moonstone. View photos, price history, school ratings & sold comps.

MLS#: S14084226
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at 29 Thoroughbred Drive Oro-Medonte ON listed at $1,499,000 (MLS# S14028040)
Added 5 days ago
$1,499,000Est. $4,990/mo
4bd
4ba
Residential Freehold

29 Thoroughbred Drive, Oro-Medonte

Oct 13, 2026
DOM: 7

4 bed, 4 bath Detached for sale in Rural Oro-Medonte. View photos, price history, school ratings & sold comps.

MLS#: S14028040
For Sale
Residential Freehold for sale - 3 Bed, 5 Bath Home at 8 Morgan Drive Oro-Medonte ON listed at $1,699,900 (MLS# S13877138)
Added 11 days ago
$1,699,900Est. $5,658/mo
3bd
5ba
Residential Freehold

8 Morgan Drive, Oro-Medonte

Oct 8, 2026
DOM: 12

3 bed, 5 bath Detached for sale in Rural Oro-Medonte. View photos, price history, school ratings & sold comps.

MLS#: S13877138
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at 12 Nordic Trail Oro-Medonte ON listed at $1,199,999 (MLS# S13873728)
Added 4 days ago
$1,199,999Est. $3,994/mo
3bd
3ba
Residential Freehold

12 Nordic Trail, Oro-Medonte

Oct 7, 2026
DOM: 13

3 bed, 3 bath Detached for sale in Horseshoe Valley. View photos, price history, school ratings & sold comps.

MLS#: S13873728
For Sale