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
3 Nordic Trail, Oro-Medonte
2+2
BEDS
3
BATHS
$1,280,000
FOR SALE
Exceptional space, exceptional privacy, and an exceptional location in the heart of one of Ontario's premier recreational communities. Welcome to 3 Nordic Trail in Horseshoe Valley. This executive walkout bungalow features 4 bedrooms, 3 bathrooms, and nearly 4,200 square feet of finished living space. Situated on a private lot of just under half an acre (92 ft x 193 ft), this property offers nearly double the lot size and privacy of nearby newer developments. The main level defines open-concept living, boasting a soaring main room with vaulted ceilings, a large kitchen featuring extensive granite countertops, a principal living area with a fireplace, a dining space, and a walkout to a screened-in porch. The main floor layout is completed by two bedrooms, including the principal suite. A rare opportunity to own a home of this scale on a premium, private lot in a highly desirable neighborhood.
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.
8 Alpine Way, Oro-Medonte
2+2
BEDS
3
BATHS
$1,124,988
FOR SALE
Welcome to this stunning all-brick bungalow nestled in the prestigious Horseshoe Highlands, where refined living meets the beauty of the surrounding landscape. Thoughtfully designed for both comfort and convenience, this exceptional home features a spacious primary bedroom and convenient main-floor laundry, along with beautiful hardwood floors and brand-new appliances throughout.The oversized lot offers an incredible outdoor setting, complete with mature trees, a large backyard, and an impressive two-tier deck-perfect for entertaining, relaxing, or enjoying the peaceful surroundings. A double-car garage provides ample parking and storage, while the walkout basement expands the living space and offers direct access to the backyard. Downstairs, unwind in the luxurious private sauna after a day of recreation or simply enjoy your own personal retreat.Located within the highly sought-after Horseshoe Heights school district, including a brand-new school, this home is ideally positioned for families and outdoor enthusiasts alike. Enjoy being just five minutes from Vetta Spa and Horseshoe Resort, with a driving range right in the neighbourhood and several renowned golf courses just minutes away.An exceptional home in an exceptional setting-offering space, style, recreation, and the tranquility of Horseshoe Highlands, all within easy reach.
16 Chestnut Lane, Oro-Medonte
2+1
BEDS
3
BATHS
$1,199,900
FOR SALE
Experience refined single-level living in this custom Crown Point-built executive bungalow offering over 3,400 sq.ft. of finished living space, set on a premium estate lot on a quiet Horseshoe Valley cul-de-sac. This home blends luxury, privacy, and the best of four-season recreation. Main level spans ~2,100 sq.ft. with 9' ceilings and a stunning 12' vaulted great room featuring floor-to-ceiling stone gas fireplace and a full wall of glass overlooking the private, treed yard. Open-concept kitchen, dining, and great room create an ideal flow for entertaining, enhanced by granite counters, quality cabinetry, and walkout access to the expansive deck for al fresco dining. Private bedroom wing includes two generous bedrooms, featuring serene primary suite with walk-in closet, linen closet and a spa-inspired ensuite with glass shower and double granite vanity. Main floor laundry adds convenience. Bright, professionally finished lower level - with large above-grade windows and a separate entrance - offers exceptional in-law or guest-suite potential. Enjoy a spacious family/rec room with gas fireplace, wet bar, third bedroom, third full bath, and a dedicated workshop. Outdoors, the landscaped 83' x 158' pie-shaped lot provides exceptional privacy with mature trees, a large deck and patio, and plenty of room for gatherings. Irrigation system for easy lawn maintenance. Parking is abundant with a double attached garage (connected to the finished workshop) and a wide driveway suitable for multiple vehicles. Your access to nature, relaxation, all season outdoor recreation paradise! Steps to Vetta Spa and Horseshoe Valley Resort - all season - food & bev, skiing, snow shoeing, snow tubing, three season golf, miles of trails, swimming, lots of outdoor activities, hotel, conference services and more. Minutes to shopping in Craighurst, or just a short drive to Barrie or Orillia for all the amenities required for a busy household. Easy highway access - HWY 400, HWY 11 & more!
5222 6Th Line, Oro-Medonte
2+2
BEDS
3
BATHS
$1,170,000
FOR SALE
Welcome to this exceptional custom-built Pacific Log Home, crafted by the Ontario Distributor of Pacific Log Homes and nestled on a spectacular private, tree-filled 2.49 acre lot backing onto peaceful farmland. Tucked away on a quiet dead-end street, the long tree-lined driveway creates a truly picturesque arrival. This beautifully maintained home blends timeless log home charm with thoughtful modern updates, including a renovated basement featuring a luxurious high-end bathroom, a durable steel roof (2020), propane furnace (2021), and propane on-demand hot water system (2021).Enjoy the ultimate four-season lifestyle just steps from Mount St. Louis Moonstone, scenic hiking and biking trails, lakes, Copeland Forest, Horseshoe Valley Ski Resort and Vettä Nordic Spa. Located in the welcoming community of Moonstone, you'll appreciate the highly regarded local elementary school, close-knit neighborhood, and convenient access to Barrie and Orillia. Whether you're seeking outdoor adventure or peaceful country living, this one-of-a-kind property offers the perfect balance of privacy, comfort, and convenience.
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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