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44 HIGHLAND Drive

44 HIGHLAND Drive

Oro-Medonte, ON

  • 5 bed
  • 4 bath
  • approx. 3000-3500 sqft
  • Detached
$1,599,000

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!

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Listing Details

Taxes (2026)
$9,468
Listed
October 15, 2026

Price History

Property

Style
2-Storey
Age
16-30
Construction
Stucco (Plaster)
Roof
Asphalt Shingle
Foundation
Poured Concrete
Interior
Built-In Oven, Auto Garage Door Remote, Countertop Range, Central Vacuum, In-Law Capability, Storage, Water Softener, Sump Pump
Lot Size
108.4 x 446.82 Feet

Parking

Garage
Attached
Covered Spaces
3
Total Parking
13

Utilities

Sewer
Septic
Heat Source
Gas

Location & Legal

Cross Street
Horseshoe Vall Rd and 4th Line
Zoning
R1 Residential
Parcel Number
740530178
Possession
30-59 days
Occupancy
Owner

Included

Inclusions
Built-in fridge, oven, microwave, countertop gas range, dishwasher, wine fridge, washer, dryer, Hot tub, Pool equipment, water softener
Exclusions
Personal belongings
Rental Items
Two hot water tanks

Community

Postal area L0L

Population
42,022
Private dwellings
19,252
Median age
46.8
Average household size
2.7
Median household income
$106,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Oro-Medonte · last 12 months

Median sold price
$890,000
Homes sold
295
Median days on market
32
Sale-to-list price
95.9%

Based on 295 recorded sales of residential freehold properties in Oro-Medonte over the last 12 months.

Rooms

2-piece on Basement, 2 × 4-piece on Second, 4-piece on Basement

Second

  • Bathroom7'6" x 16'3"
  • Bathroom11'1" x 7'9"
  • Bedroom12'9" x 12'6"
  • Bedroom13'1" x 11'
  • Bedroom12'10" x 12'
  • Primary Bedroom17'2" x 16'6"
  • Sitting16'2" x 9'10"

Main

  • Bathroom
  • Dining Room15'1" x 12'6"
  • Family Room13' x 22'
  • Kitchen14'8" x 22'
  • Laundry8'2" x 8'2"
  • Living Room19'6" x 14'
  • Office13'5" x 11'

Basement

  • Bathroom6'11" x 6'2"
  • Bathroom
  • Bedroom10'6" x 12'
  • Living Room

Listed by

RIGHT AT HOME REALTY

Walk Score

7

Walk

Scores by Walk Score®

Mortgage Calculator

$319,800

Estimated Monthly Payment

$7,855

Land transfer tax

Estimated land transfer tax$28,455

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $7,855/mo (20% down, 5.5%)

Taxes: $789/mo · Insurance: $400/mo

Estimates only. Consult a financial advisor.

R

Reita | Assistant

Online

Reita said:

Reita is an automated assistant, not a licensed real estate agent. This listing mentions Add the large outbuilding with built-in cabana, an overnight bunkie room, plus storage area for the pool equipment etc.. I can help you explore neighbourhoods, understand the market, and find our free tools. What are you looking for?

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