Skip to content
1 / 56
For saleMLS® S14084702

44 HIGHLAND Drive, Oro-Medonte, ON L0L 2L0

Horseshoe Valley · L0L 2L0

$1,599,000

$533 / sq ft

2 weeks on market

Bedrooms
4+1
Bathrooms
4
Interior
3,000 sf
Parking
13
Lot
108.4 × 446.82 ft
Age
16-30 years

What's special

  • Attached garage
  • Pool
  • Central air
  • Separate entrance
  • 4 fireplaces
  • Built-in oven
  • Auto garage door remote
  • Countertop range

Book a private showing

Pick a time that suits you. No obligation.

Loading open times…

About this property

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 (ski hills and 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!

Rooms

18 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
KitchenMain4.47 × 6.70 m14.7 × 22.0 ftCentre Island · Breakfast Bar · Granite Counters
Family RoomMain3.96 × 6.70 m13.0 × 22.0 ftGas Fireplace · Hardwood Floor · W/O To Deck
Dining RoomMain4.59 × 3.81 m15.1 × 12.5 ftHardwood Floor
Living RoomMain5.94 × 4.26 m19.5 × 14.0 ftW/O To Pool · Gas Fireplace · Broadloom
OfficeMain4.08 × 3.35 m13.4 × 11.0 ftGranite Counters · B/I Desk
BathroomMain——
LaundryMain2.48 × 2.48 m8.1 × 8.1 ftSlate Flooring · 2 Pc Bath
Primary BedroomSecond5.23 × 5.02 m17.2 × 16.5 ftWalk-In Closet(s) · Gas Fireplace · W/O To Balcony
SittingSecond4.92 × 2.99 m16.1 × 9.8 ftGas Fireplace
BathroomSecond2.28 × 4.95 m7.5 × 16.2 ft5 Pc Ensuite
BathroomSecond3.37 × 2.36 m11.1 × 7.7 ft4 Pc Bath
BedroomSecond3.91 × 3.65 m12.8 × 12.0 ft—
BedroomSecond3.88 × 3.81 m12.7 × 12.5 ft—
BedroomSecond3.98 × 3.35 m13.1 × 11.0 ft—
BedroomBasement3.20 × 3.65 m10.5 × 12.0 ft—
Living RoomBasement7.92 × 8.22 m26.0 × 27.0 ftWalk-Up · Combined w/Dining · Breakfast Bar
BathroomBasement2.10 × 1.89 m6.9 × 6.2 ft4 Pc Bath
BathroomBasement——

Features

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

Property details

Property

Property type
detached
Bedrooms
4 + 1
Bathrooms
4
Interior size
3,000 sq ft
Year built
16-30
Lot size
108.4 × 446.82 ft
Zoning
R1 Residential
Possession
Flexible

Interior

Basement
Full, Walk-Up, Finished, Separate Entrance
Heating
Forced Air · Gas
Cooling
Central Air
Fireplaces
4
Exposure
West

Exterior & services

Construction
Stucco (Plaster)
Garage
Attached
Parking spaces
13
Pool
Inground,Salt
Sewer
Septic

Costs

List price
$1,599,000
Property taxes
$9,468 / year (2026)
Price per sq ft
$533
Rental items
Two hot water tanks

Listing

MLS® number
S14084702
Status
For sale
Listed
October 16, 2026
Days on market
20
Last updated
November 3, 2026
Listing brokerage
RIGHT AT HOME REALTY

Price & sale history

This property's sale history is hidden

TRREB rules require a free account before sold and leased prices can be shown. One registration unlocks full sale history across the site.

Unlock sale history & sold price

Free. Takes about twenty seconds.

Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced above most comparable listings — about 95% of comparable detached listings in Horseshoe Valley are asking less.

$879KMedian $1.20M$1.47M
This home
$533 / sq ft
Comparable median
$600 / sq ft

Based on 19 comparable active detached listings in Horseshoe Valley. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $319,800
$319,800
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$7,072.92
Property tax (est.)
$789.03
Estimated monthly
$7,862

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$28,455
Total due on closing
$28,455

An estimate on the asking price of $1,599,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of RIGHT AT HOME REALTY. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$1,599,000

Contact Book a viewing

Comparable sales nearby

What similar homes in this area actually sold for.

Nearby sold prices are hidden

Recent closed sales for comparable homes in this area — the numbers that tell you whether the asking price is realistic.

Unlock nearby sold prices

Free. Takes about twenty seconds.

Similar properties nearby