16 Highland Drive

FOR SALE
$1,348,000
16 Highland Drive, Oro-Medonte
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
16 Highland Drive
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1 + 3
BEDROOMS
3
BATHROOMS
1
KITCHENS
5 + 5
ROOMS
S13417362
MLSID
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Property Description
Welcome to 16 Highland Drive in the sought-after Horseshoe Highlands of Oro-Medonte. This is a rare opportunity on the Highland Drive ridge, one of just nine properties with clear, panoramic views across Horseshoe Valley and Georgian Bay to Meaford-approximately 80 kilometres. Only one other of these view properties has come to market in the past five years. Fully renovated to showcase the spectacular setting, this exceptional walkout bungalow offers seamless open-concept living designed for both everyday comfort and entertaining. The home features four bedrooms and three full bathrooms, with a bright, airy layout throughout. The main level is finished with rich hardwood floors and includes a dedicated, spacious home office-ideal for remote work in a peaceful setting. The updated kitchen is the heart of the home, complete with granite countertops, a large island for gathering, and generous prep space for hosting family and friends. The main floor principal suite enjoys sweeping views, an exceptionally spacious ensuite, and a large walk-in closet. The lower level is as light-filled as the main floor, thanks to glass walkout doors leading to the rear yard. Here you'll find additional bedrooms, a full bathroom with tub and shower, and a small service area that adds flexibility for entertaining or multi-generational living. Set in the heart of Horseshoe Valley, the home offers convenient access to outdoor recreation, including skiing, hiking, biking trails, golf, and the local resort and spa. The community is approximately 15 minutes to Barrie and about one hour to Toronto Pearson International Airport. Nearby amenities include two ski areas within two kilometers, 43 kilometers of cross-country and mountain bike trails, and a new elementary school and community centre just one kilometer away. Opportunities like this are few and far between on this coveted ridge. Experience comfort, space, and exceptional views in one remarkable home.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2016-06-16 2016-07-08 22 $612,000 $598,000
Property Features
Golf, Park, Skiing, Water Heater, Private, Natural Gas
Property Details
Address
16 Highland Drive
Postal Code
L0L 2L0
Property Type
Detached, Detached
Lot Size
99' x 174'
Taxes
$5,831 (2025
Basement
Finished with Walk-Out
Heat Type
Forced Air
Heat Source
Gas
Water
Municipal
Parking Spaces
6
Garage Type
Attached
Listing contracted with Re/Max Hallmark Chay Realty
13 Alpine Way, Oro-Medonte
1+3
BEDS
3
BATHS
$1,270,000
FOR SALE
Found in the heart of Horseshoe Valley, within an enclave of exclusive homes, this property offers an exceptional lifestyle in what many consider a true "Blue Zone" for healthy, active living. From skiing and golf to mountain biking and pickleball, there is something for everyone-enhanced by the convenience of a new school and recreation centre just around the corner.Bathed in natural light, the home's main floor showcases soaring vaulted ceilings throughout, creating an atmosphere of elegance with a refined country-chic appeal. The kitchen features granite countertops and a walkout to a spacious deck, complete with a pergola and a new hot tub (2025)-perfect for relaxing or entertaining. The inviting living room is anchored by a gas fireplace and enhanced by a fully wired speaker system that extends throughout the home. An elegant dining room further highlights the home's generous entertaining potential.The main floor primary bedroom is a true retreat, offering vaulted ceilings, stunning views of the beautifully landscaped garden, and private access to the deck and hot tub. The bright 4-piece ensuite includes a walk-in glass shower and sun-filled windows.The lower level expands the living space with two additional bedrooms, a 5-piece bathroom, and a freshly painted recreation room with built in sound system. An adjoining office with French doors and a bright window offers flexibility as a home gym or potential fourth bedroom. A spacious bonus room, currently used as a sewing studio, provides endless possibilities-from a games room, to additional storage.From the durable metal roof to the oversized double-car garage and meticulously maintained gardens, this home reflects true pride of ownership. With over 3000 sq ft of finished living space and Pre-inspected for peace of mind, it's ready to welcome your family to stay, play, and unwind in this exceptional oasis. Outdoor Photos Coming Soon!
23 Country Club Lane, Oro-Medonte
1+3
BEDS
3
BATHS
$1,178,000
FOR SALE
Exceptional home backing onto a prestigious golf course and cross-country ski trails, offering a unique year-round lifestyle. Extensively renovated with over $300,000 in upgrades (2024-2025), this property features soaring cathedral ceilings, an abundance of natural light from the octagon cupola, and an elegant open staircase. Offering approximately 3,400 sq. ft. of finished living space, including a walk-out basement and double garage with insulated workshop. The main floor boasts a spacious family room with stone wood-burning fireplace, floor-to-ceiling windows, and walk-out to a large deck overlooking the golf course. Bright eat-in kitchen and main floor primary bedroom with 3-piece ensuite.Lower level includes a large recreation room with gas fireplace, three additional bedrooms,Sauna,and 3-piece bath.
54 Highland Drive, Oro-Medonte
2+2
BEDS
3
BATHS
$1,175,000
FOR SALE
Custom built by luxury builder Crown Point, this exceptional home offers over 3,200 sq ft of finished living space designed for comfort, wellness, and year-round enjoyment. Soaring cathedral ceilings, expansive windows, and abundant natural light create an inviting, uplifting atmosphere throughout.The spacious living room flows seamlessly into an elegant formal dining area that seats 12, ideal for hosting large gatherings. The renovated kitchen is both stylish and functional, featuring premium upgrades including a magic corner, dual touchless faucets, and a wine fridge. Just off the kitchen, a sunken sunroom with electric fireplace and bar-height counter provides the perfect space for relaxed entertaining.The primary bedroom suite is a serene retreat with a spa-inspired ensuite complete with a hydrotherapy tub and oversized shower, and dual walk-in closets, including a custom dressing room that could serve as 2nd bedroom on this upper level. A versatile adjacent room with French doors is ideal as a home office, fitness or yoga studio, or possible 3rd bedroom. Main-floor laundry offers convenient access to the three-car garage and basement.The finished lower level has a separate entrance, and includes a comfortable recreation area, two bright bedrooms with large windows, and a 4-piece bathroom, create the perfect space for a teenage getaway! Outdoors, enjoy a meticulously landscaped, private backyard oasis with an inground sprinkler system, tiered deck, and hot tub -ideal for relaxing and entertaining in every season. The natural gas hook up for the fire pit and the BBQ enhances your outdoor entertaining experience. A durable metal roof adds long-term value and peace of mind.Located in highly sought-after four-season recreational community, close to Horseshoe Resort, Vetta Nordic Spa, skiing, hiking, biking, trails, and walking distance to the new elementary school and recreation centre. This is luxury living designed for an active, balanced lifestyle.
764 Warminster Side Road, Oro-Medonte
2+2
BEDS
3
BATHS
$1,125,000
FOR SALE
CUSTOM-BUILT BUNGALOW WITH A POND ON 6.54 TREED ACRES! Set on 6.54 acres with farmer's field views and an impressive 715 ft of road frontage, this custom-built executive bungalow is made for slow days by the pond, casting a line for smallmouth bass, taking the canoe or paddleboard out and ending the night around the fire pit under wide-open skies. The setting feels worlds away from the pace of the city with generous separation from neighbouring homes, three golf courses within 10 minutes, and Bass Lake Provincial Park, Copeland Forest, Horseshoe Valley, Vettä Nordic Spa, Quayle's Brewery, Orillia and Coldwater all within easy reach. Built in 2008 by a reputable builder, the home features an open-concept layout with 9-foot ceilings, engineered hardwood flooring, pot lights, neutral finishes and 5 main-floor walkouts. The open-concept living area is centred around a wood-burning fireplace with a stone surround and wood mantel, while the adjacent dining area can comfortably seat 8 to 10 people. The kitchen features white cabinetry with display storage, tile flooring, extensive counter space ideal for cooking and baking, a double sink and breakfast bar seating. Two main-floor bedrooms include a spacious primary suite with a 3-piece ensuite featuring a granite-topped vanity and glass shower, while the second bedroom offers direct walkout access. The walkout basement with in-law potential extends the living space with a generous rec room warmed by an electric fireplace, 2 additional bedrooms, full bathroom, workshop, cold room and ample storage. A covered front porch and large rear deck provide the perfect vantage point to take in the scenery. An asphalt driveway, attached double garage with inside entry, garage door openers and high ceilings for a potential car lift, generator hookup, 200-amp service with a 100-amp subpanel, owned water softener, HRV, central vacuum and an owned tankless hot water heater (2023) complete this exceptional #HomeToStay.
1199 Line 15, Oro-Medonte
2+1
BEDS
2
BATHS
$1,299,000
FOR SALE
Location, location, location on beautiful Bass Lake approx 1 hr drive(78KM)from 400/King Rd! This is a rare opportunity to own a Bungalow featuring your own private beach. Featuring sandy, shallow, warm water located a few steps across the street- perfect for relaxing, family fun, & enjoying stunning lake views year round. Conveniently located just 5-15 minutes from restaurants, shopping, Costco, downtown Orillia, skiing & golfing. This charming 4-season well maintained bungalow is filled with character & thoughtful details throughout. The former garage has been transformed into a fully insulated bunky with a sealed concrete pad, vinyl flooring, wood ceilings with pot lights, 200-amp service & air conditioning. This versatile space is ideal as a guest retreat, office/studio or can easily be converted back into a garage or hook up plumbing for a future washroom. Inside the home, you'll find unique features including stained glass accents, diamond lattice windows, a antique Dutch door, a beautiful Napoleon gas fireplace with a stone surround & built-in TV niche. The home also offers main floor laundry & breathtaking views of Bass Lake. This solid wood kitchen has loads of cupboards/pantry & is equipped with stainless steel appliances, including a JennAir gas stove with a down draft vent & Bosch dishwasher, along with granite countertops. The basement offers a floor to ceiling real stone fireplace with a gas insert, excellent additional living space with a foyer featuring wall-to-wall storage, a 3-piece bathroom, kitchenette, additional bedroom, along with 2 built in queen size beds for guests, wood ceilings & crown mouldings, laundry hookup & a bonus large crawl space for extra storage. Outside, the fully fenced backyard is great for kids and pets that is private & surrounded by trees & landscaping, a BBQ gas line, a hot tub (as is) with new refurbished pump & two storage sheds, creating the perfect setting for entertaining & enjoying lakeside living.
20 Dorothys Drive, Oro-Medonte
2+1
BEDS
2
BATHS
$1,100,000
FOR SALE
This Hawkestone bungalow delivers with an exceptional 819 sqft detached heated garage/workshop, including 642 sqft garage and separate 177 sqft workshop/storage area, with room to accommodate a cube van, vehicles, equipment, hobbies, trades, or year-round projects. Add in two driveways, RV parking potential, mature gardens, raised vegetable and flower beds, and the Lake Simcoe lifestyle close by, and this property offers a rare blend of comfort, function, and lifestyle.pen concept 3 bedroom, 2 bath bungalow offers comfortable main-floor living with two bedrooms on the main level, including primary bedroom with walk-in closet. Bright principal rooms, lovely windows, and scenic views of the mature property bring the outside in. The custom kitchen features Caesarstone counters, Café-brand appliances, an added coffee bar and storage, and walkout to backyard deck.The great room is a true feature space, with soaring ceiling detail, warm wood accents, expansive windows, and striking stone wood-burning fireplace. The lower level includes a third bedroom with ensuite bath, additional living space, and generous storage, including ample space under the family room for seasonal items.Practical features include HRV, two furnaces, drilled well, septic, and water softener. Outdoors, this property is a gardener's dream, with approximately 300 sqft of raised mature vegetable and flower beds, mature gardens, professional landscaping, granite stonework, an upgraded deck, and front and backyard auto irrigation systems set on timers for easier care and enjoyment.Close to Lake Simcoe access, Hawkestone Wharf, Hawkestone Yacht Club, Bayview Memorial Park, Trehaven Golf & Country Club, the Lake Country Oro-Medonte Rail Trail, and year-round recreation. Refer to the aerial photos to appreciate the home's proximity to Lake Simcoe access and the trail, all while enjoying a quiet setting with convenient access between Barrie and Orillia.Offers quick or flexible close
17 Stanley Avenue, Oro-Medonte
1+1
BEDS
2
BATHS
$1,049,000
FOR SALE
EXCEPTIONAL LAKE SIMCOE ESCAPE WITH 50 FT OF SHORELINE SERENITY, PRIVATE DOCK ACCESS, & AN AIRY OPEN-CONCEPT DESIGN! Experience the best of lakeside living with this charming bungalow nestled in the tranquil Simcoeside neighbourhood along the scenic shores of Lake Simcoe. Wake up to mesmerizing sunrises and enjoy 50 feet of private waterfront, complete with a personal dock for effortless access to boating, fishing, and swimming. The landscaped and fully fenced yard offers lush greenery, vibrant gardens, and a stamped concrete walkway leading to the inviting front entrance, while the back porch and patio create the ideal space to unwind and take in panoramic lake views, with a staircase leading directly down to the dock. Inside, the open-concept main floor showcases a seamless connection between the kitchen, living room, and dining area, all bathed in natural light from expansive windows and a sliding glass walkout that beautifully frames the water. The main level includes a stylish 4-piece bath and a large primary bedroom with a walk-in closet, while the fully finished basement extends the living space with a generous rec room featuring an electric fireplace, a second bedroom, a 3-piece bath, and laundry with storage - plus the potential to add another bedroom if desired. The detached garage has been thoughtfully converted into a cozy multi-purpose retreat with a ductless heat pump, easily returned to a traditional garage if preferred. Ideally located just moments from the Hawkstone Yacht Club, Trehaven Golf and Country Club, Bayview Memorial Park and Beach, and scenic trails, plus only a short drive to Orillia, Barrie, and Horseshoe Valley for shopping, dining, and year-round recreation, this inviting #HomeToStay combines privacy, comfort, and lakeside charm - a rare opportunity to truly embrace the Lake Simcoe lifestyle!
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