Oct 18, 2026
01:00 PM
-
03:00 PM
EDT
44 HIGHLAND Drive
Horseshoe Valley
Oro-Medonte
L0L 2L0
$1,599,000
Residential Freehold
beds: 4+1
baths: 4.0
Open House
-
Oct 18, 2026
01:00 PM
-
03:00 PM
EDT
NOTES: Open House on Sunday, October 18, 2026 1:00PM - 3:00PM
- Status:
- Active
- Prop. Type:
- Residential Freehold
- MLS® Num:
- S14084702
- Bedrooms:
- 4+1
- Bathrooms:
- 4
- Photos (49)
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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!
- Under Contract:
- Hot Water Heater, Security System
- Property Type:
- Residential Freehold
- Property Sub Type:
- Detached
- Property Attached:
- No
- Home Style:
- 2-Storey
- Approx. Age:
- 16-30
- Total Approx Floor Area:
- 3000-3500
- Lot Size:
- .50-1.99
- Lot Depth:
- 446'10"136 m
- Lot Frontage:
- 108'5"33 m
- Lot Shape:
- Irregular
- Lot Details:
- 401.87 x 108.4
- Topography:
- Terraced, Wooded/Treed
- Direction Faces:
- West
- Bedrooms:
- 4+1
- Bathrooms:
- 4.0
- Water supply:
- Municipal
- Kitchens:
- 1
- Kitchens in Basement:
- 0
- Bedrooms Above Grade:
- 4
- Bedrooms Below Grade:
- 1
- Kitchens Above Grade:
- 1
- Rooms Above Grade:
- 14
- Rooms Below Grade:
- 3
- Rooms:
- 17
- Zoning:
- R1 Residential
- Heating type:
- Forced Air
- Heating Fuel:
- Gas
- Fireplaces:
- 4
- Foundation:
- Poured Concrete
- Roof:
- Asphalt Shingle
- Basement:
- Full, Walk-Up, Finished, Separate Entrance
- Fireplace Features:
- Living Room, Family Room, Natural Gas
- Fireplace/Stove:
- Yes
- Garage:
- Attached
- Garage Spaces:
- 3.0
- Other Structures:
- Out Buildings
- Parking Features:
- Private Double, Inside Entry
- Parking Spaces:
- 10
- Total Parking Spaces:
- 13.0
- Family Room:
- Yes
- Possession Details:
- Flexible
- Lot Irregularities:
- irregular
- Pool:
- Inground, Salt
- Link:
- No
- HST Applicable To Sale Price:
- Included In
- Assessment:
- $896,000
- Assessment Year:
- 2026
- Taxes:
- $9,468.33 / 2026
- Assessment:
- $896,000.00 / 2026
- Simcoe
- Oro-Medonte
- Horseshoe Valley
- Fenced Yard, Golf, Ravine, Wooded/Treed
- Built-In Oven, Auto Garage Door Remote, Countertop Range, Central Vacuum, In-Law Capability, Storage, Water Softener, Sump Pump
- Hot Tub, Deck, Landscaped, Patio, Lawn Sprinkler System, Recreational Area
- Carbon Monoxide Detectors, Smoke Detector, Security System
- Two hot water tanks
- Built-in fridge, oven, microwave, countertop gas range, dishwasher, wine fridge, washer, dryer, Hot tub, Pool equipment, water softener
- Personal belongings
- None
- Stucco (Plaster)
- No
- None
- Forest, Panoramic, Golf Course, Trees/Woods
- Floor
- Type
- Size
- Other
- Main
- Kitchen
- 21'11¾"6.70 m × 14'8"4.47 m
- Centre Island, Breakfast Bar, Granite Counters
- Main
- Family Room
- 21'11¾"6.70 m × 13'3.96 m
- Gas Fireplace, Hardwood Floor, W/O To Deck
- Main
- Dining Room
- 15'1"4.60 m × 12'6"3.81 m
- Hardwood Floor
- Main
- Living Room
- 19'6"5.94 m × 14'4.27 m
- W/O To Pool, Gas Fireplace, Broadloom
- Main
- Office
- 13'5"4.09 m × 11'3.35 m
- Granite Counters, B/I Desk
- Main
- Laundry
- 8'2"2.49 m × 8'2"2.49 m
- Slate Flooring, 2 Pc Bath
- Second
- Primary Bedroom
- 17'2"5.23 m × 16'6"5.03 m
- Walk-In Closet(s), Gas Fireplace, W/O To Balcony
- Second
- Sitting
- 16'2"4.93 m × 9'10"3.00 m
- Gas Fireplace
- Second
- Bedroom
- 12'10"3.91 m × 12'3.66 m
- Second
- Bedroom
- 12'8¾"3.88 m × 12'6"3.81 m
- Second
- Bedroom
- 13'1"3.99 m × 11'3.35 m
- Basement
- Bedroom
- 12'3.66 m × 10'6"3.20 m
- Basement
- Living Room
- 27'8.23 m × 26'7.92 m
- Walk-Up, Combined w/Dining, Breakfast Bar
- Floor
- Ensuite
- Pieces
- Other
- Second
- Yes
- 5
- 7'5¾" x 16'2⅞" 5 Pc Ensuite
- Second
- No
- 4
- 11'1" x 7'9" 4 Pc Bath
- Basement
- No
- 4
- 6'11" x 6'2" 4 Pc Bath
- UFFI:
- No
- Utilities Gas:
- Yes
- Utilities Hydro:
- Yes
- Utilities Water:
- Yes
- Sewers:
- No
- Special Designation:
- Unknown
- Sewers:
- Septic
- Air Conditioning:
- Central Air
- Central Vacuum:
- Yes
- Seller Property Info Statement:
- No
- Laundry Level:
- Main Level
-
Over 4100 finished living space
-
Photo 2 of 49
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All fenced patio/pool with no-rust fencing.
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Main floor family/living area
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Huge custom kitchen open to extra fam/living room
-
Triple garage -wired wifi and for electric charger
-
Photo 7 of 49
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Photo 8 of 49
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Cathedral height entry area
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Built-in, granite topped desk in office
-
Photo 11 of 49
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Separate Dining room overlooks front gardens
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Gas fireplace, w/out to large deck
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Large island workspace, double sinks
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Built-in stainless steel appliances
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All new cabinetry 2025, wine fridge
-
Picture perfect, w/out to side deck
-
Open concept to kitchen, note second island/bar
-
Photo 19 of 49
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Photo 20 of 49
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Large master -w/out to balcony overlooking pool
-
Photo 22 of 49
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Double sided gas fireplace
-
Huge walk-in closet, built-in shelving/storage
-
Sitting room, fireplace
-
Sitting room off master
-
Spa-size 5 pc ensuite to Master BR
-
Photo 28 of 49
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2nd Bedroom
-
2nd Bedroom o/looks backyard
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Main bathroom, 5 pc on 2nd floor
-
3rd Bedroom
-
Bsmt level 5th Bedroom
-
4th bedroom
-
Bsmt level - 4pc
-
Built-in granite toppe breakfast bar with bar sink
-
Dinette area/Bsmt
-
Bsmt living area, gas fireplace, Sep Entrance
-
Large deck off fam & Living rooms
-
Huge i/lock patio/sitting area, Hot Tub
-
Outbuilding with cabana, mini-bunkie, pump room
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16x32 ft saltwater pool
-
Photo 43 of 49
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Mini bunkie in outbuilding
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Cabana room in outbuilding
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Custom firepit area sequestered in the trees
-
Aerial photo
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Horseshoe Highlands
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Lot backs onto trails, golf and more!
Larger map options:
Listed by RIGHT AT HOME REALTY
Data was last updated October 16, 2026 at 03:15 AM (UTC)
Area Statistics
- Listings on market:
- 20
- Avg list price:
- $1,161,494
- Min list price:
- $749,900
- Max list price:
- $1,775,000
- Avg days on market:
- 42
- Min days on market:
- 2
- Max days on market:
- 646
These statistics are generated based on the current listing's property type
and located in
Horseshoe Valley. Average values are
derived using median calculations. This data is not produced by
the MLS® system.
- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
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