44 HIGHLAND Drive, Oro-Medonte, ON

Oro-Medonte, Horseshoe Valley Hood
Horseshoe Vall Rd and 4th Line
4+1 Br | 4 Bath | 3000-3500 Sqft
$1,599,000 For Sale

Property Overview

  • Detached — 2-Storey
  • SqFt: | 3000-3500 Sqft
  • Lot Size: 108.40 x 446.82 Feet
  • Age: 16-30 Years
  • Basement: Full, Walk-Up, Finished, Separate Entrance
  • Exterior: Stucco (Plaster)
  • Taxes: 9,468 / 2026
  • Zoning: n/a
  • MLS #: S14084702
  • Sewer: Septic
  • Heat Source: Gas , Forced Air

Property 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 (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!

Built-in fridge, oven, microwave, countertop gas range, dishwasher, wine fridge, washer, dryer, Hot tub, Pool equipment, water softener

Property Details

  • For: For Sale
  • Type: Detached
  • Style: 2-Storey
  • Lot: 108.40 x 446.82 Feet
  • Region: Simcoe
  • Hood: Horseshoe Valley
  • Zoning: n/a
  • Lot Irreg: irregular
  • Fronting On: West

Building Details

  • Age: 16-30 Years
  • Exterior: Stucco (Plaster)
  • Heat: Gas , Forced Air
  • A/C: Central Air
  • Interior Features: Built-In Oven, Auto Garage Door Remote, Countertop Range, Central Vacuum, In-Law Capability, Storage, Water Softener, Sump Pump
  • Pool: Inground, Salt
  • Sewer: Septic
  • Garage: Attached
  • Total Parking: 13.00
  • Driveway: Private Double, Inside Entry

Property Interior

  • Sqft: 3000-3500 Sqft
  • Bed: 4 +1
  • Bath: 4
  • Kitchen: 1
  • Family Room: No
  • Basement: Full, Walk-Up, Finished, Separate Entrance
Rooms Details

Kitchen

Main Level

4.47 x 6.7

Centre Island, Breakfast Bar, Granite Counters

Family Room

Main Level

3.96 x 6.7

Gas Fireplace, Hardwood Floor, W/O To Deck

Dining Room

Main Level

4.59 x 3.81

Hardwood Floor

Living Room

Main Level

5.94 x 4.26

W/O To Pool, Gas Fireplace, Broadloom

Office

Main Level

4.08 x 3.35

Granite Counters, B/I Desk

Bathroom

Main Level

Laundry

Main Level

2.48 x 2.48

Slate Flooring, 2 Pc Bath

Primary Bedroom

Second Level

5.23 x 5.02

Walk-In Closet(s), Gas Fireplace, W/O To Balcony

Sitting

Second Level

4.92 x 2.99

Gas Fireplace

Bathroom

Second Level

2.28 x 4.95

5 Pc Ensuite

Bathroom

Second Level

3.37 x 2.36

4 Pc Bath

Bedroom

Second Level

3.91 x 3.65

Bedroom

Second Level

3.88 x 3.81

Bedroom

Second Level

3.98 x 3.35

Bedroom

Basement Level

3.2 x 3.65

Living Room

Basement Level

7.92 x 8.22

Walk-Up, Combined w/Dining, Breakfast Bar

Bathroom

Basement Level

2.1 x 1.89

4 Pc Bath

Bathroom

Basement Level

Property Listed by: RIGHT AT HOME REALTY
Virtual Tour: https://youtu.be/fnvK9Vz3enA

Home Valuation Estimate

What is 44 HIGHLAND Drive, Oro-Medonte, ON worth in today’s Horseshoe Valley, Oro-Medonte market?

This HomeZira valuation preview helps buyers and sellers think through the asking price for this 4-bedroom Detached with 3000-3500 sq. ft. in Horseshoe Valley, Oro-Medonte. The full estimate reviews the property’s location, home type, bedroom count, size range, age, and nearby comparable market activity after sign-in.

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Location

  • Address: 44 HIGHLAND Drive
  • Neighborhood: Horseshoe Valley
  • Zip/Postal Code: L0L 2L0
  • Nearby Amenities: Fenced Yard, Golf, Ravine, Wooded/Treed
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About 44 HIGHLAND Drive, Oro-Medonte, ON L0L 2L0, Oro-Medonte

Located at 44 HIGHLAND Drive, Oro-Medonte, ON in Oro-Medonte (Horseshoe Valley neighbourhood), near Horseshoe Vall Rd and 4th Line. This freehold home offers Detached, ["2-Storey"], 4 bedrooms, 4 bathrooms, 17 total rooms and 3000-3500 sq.ft. (approx.) in a layout suited to everyday family living. Basement: Full, Walk-Up, Finished, Separate Entrance • 13 parking spots • Garage: Attached • Heating: Gas Forced Air • Cooling: Central Air. Property taxes are approximately $9,468 for 2026. 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 Hig.

FAQs for 44 HIGHLAND Drive, Oro-Medonte, ON , Horseshoe Valley , Oro-Medonte

What are the listing details for 44 HIGHLAND Drive, Oro-Medonte, ON?
44 HIGHLAND Drive, Oro-Medonte, ON is a Detached for sale in Oro-Medonte, in the Horseshoe Valley neighbourhood, Simcoe. The current list price is $1,599,000. MLS number: S14084702.
How many bedrooms and bathrooms does this home have?
44 HIGHLAND Drive, Oro-Medonte, ON is listed as a Detached with a ["2-Storey"] style, featuring 4+1 bedroom(s) and 4 bathroom(s). The listed interior size range is 3000-3500 sq. ft..
What lot, basement, garage, or parking details are listed?
The lot size is listed as approximately 108.40 x 446.82 Feet. The basement is listed as: Full, Walk-Up, Finished, Separate Entrance. Garage type: Attached. Total parking: 13 space(s).
What heating, cooling, and exterior details are shown?
Heating is listed as: Gas, Forced Air. Cooling is listed as: Central Air. Exterior/construction materials are listed as: Stucco (Plaster).
Where is this property located?
44 HIGHLAND Drive, Oro-Medonte, ON is located in the Horseshoe Valley neighbourhood of Oro-Medonte. The listed cross street is Horseshoe Vall Rd and 4th Line.
What information is available on this public listing page?
The public listing page shows current active listing information, property photos, room details when available, map location, listed price, property features, and contact options. Annual taxes are listed as $9,468 / 2026. Valuation tools and similar sold-property previews are available after sign-in where applicable, without displaying sold data in this public FAQ.

FAQ content is based on current active listing fields shown on this page. Sold prices, sold comparables, and VOW-only details are not included in this public FAQ.