44 HIGHLAND Drive
Horseshoe Valley · Oro-Medonte, ON L0L 2L0
Listing brokerage: RIGHT AT HOME REALTY
Asking price
$1,599,000
Key facts
- DetachedProperty type
- 5Bedrooms
- 4Bathrooms
- 13 spacesParking
- 3,250 sq ftLiving space
- 108.4 ftLot frontage
- Oct 15, 2026Listed
- 25 daysOn market
- S14084702MLS® number
About this home
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!
Price history
- Listed$1,599,000
Location
44 HIGHLAND Drive, Oro-Medonte
Schools & transit
School locations and boards shown from open data. We do not publish rankings; any future scores will be sourced, dated and shown factually.
Nearby schools
- Horseshoe Heights Public SchoolSimcoe County DSB · Elementary · 1.4 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- W. R. Best Memorial Public SchoolSimcoe County DSB · Elementary · 6.4 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
- Hillsdale Elementary SchoolSimcoe County DSB · Elementary · 8.8 km in a straight lineBoundary data unavailable for this board — we don't guess catchment lines.
Nearby transit
Lines nearby: GO Barrie, 68
- Allandale Waterfront GOGO Transit · 19.4 km in a straight line · about 243 min walk (estimate) · GO Barrie, 68
- Burton Ave. @ Granville St.GO Transit · 19.7 km in a straight line · about 247 min walk (estimate) · 68
- Burton Ave. @ Bayview Dr.GO Transit · 19.7 km in a straight line · about 247 min walk (estimate) · 68
Sources
- Contains information licensed under the Open Government Licence – Ontario. Source: Ontario Ministry of Education.
- Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service.
MLS® #S14084702
Last updated Nov 3, 2026
MLS®, Multiple Listing Service®, and the associated logos are owned by The Canadian Real Estate Association (CREA)/the applicable board and identify the quality of services provided by real estate professionals who are members.
Listing data is provided under licence by the Toronto Regional Real Estate Board and is deemed reliable but not guaranteed accurate.



