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$439,000
2 Beds 2 Baths S13234964 MLS
Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential. Set in a four-season resort environment, it offers a true escape from the city while opening the door to strong short-term rental opportunities year-round. Step inside to a private vestibule-style entry leading to two separate living spaces. The main suite features a bright, sun-filled layout with wraparound windows and breathtaking sunrise views directly from the bedroom. Enjoy a spacious one-bedroom design complete with a full kitchen, large eat-at island, gas fireplace set against a stunning stone feature wall, and walk-out access to a private balcony from the main living area. The bathroom is thoughtfully designed with a spa-like feel, featuring a double vanity and soaker tub, along with a separate water closet with shower, toilet, and additional vanity offering both comfort and functionality. The second suite offers a fully self-contained, hotel-style setup with its own private entrance, kitchenette, open living/sleeping area, full bathroom, and private balcony ideal for short-term rental, guests, or extended family. This dual-suite configuration creates a rare opportunity to generate income while maintaining personal use. Surrounded by year-round attractions including Horseshoe Resort, Vetta Nordic Spa, golf courses, ski hills, and extensive trail systems, this property is perfectly positioned for consistent seasonal rental activity. Whether it's winter skiing, summer biking, or fall retreats, the location supports strong occupancy potential across all seasons. Conveniently located approximately one our from Toronto, 15 minutes to Barrie, and minutes to Highway 400 and daily amenities. Owners and guests also enjoy access to resort-style features. Ideal as a personal getaway, full-time residence, or income-generating investment this is a rare chance to secure a property that works for you all year long.

90 Highland Drive Unit 2014/15, Oro-Medonte

$429,900
2 Beds 2 Baths S12893774 MLS Carriage Country Club BLDG.
Discover this fully furnished turnkey condo w/over 1,400sqft space at Carriage Country Resort, perfectly situated in the picturesque Horseshoe Valley. This unique offering includes a spacious one-bedroom apartment with a private terrace and a studio apartment featuring a balcony. Both units come with a shared separate laundry room for added convenience. Designed in a hotel-like style, the condo comes fully equipped with everything you see- from furniture and décor to towels and glassware-so you can simply take the key and move in hassle-free. The one-bedroom unit is immediately available for occupancy. The studio apartment currently leased, at $1,500 per month. This is an exceptional opportunity to own a versatile property that combines comfort, convenience, and investment potential in a sought-after resort location. Only 1h from Toronto, 15min to Barrie and 10min to Hwy400 and few min to Horseshoe Valley Sky resort Amenities: Indoor/Outdoor Pools, Hot Tubs, Fire Pits, Clubhouse, Fitness Room, Games Room, BBQ area, visitor parking.

90 Highland Drive Unit 2244/45, Oro-Medonte

$605,000
2 Beds 2 Baths S12274527 MLS
Discover the perfect blend of luxury, flexibility, and location in this beautifully updated 2-bedroom, 2-bathroom Copeland model condo, offering 1,200 sq ft of finished living space and two deeded parking spots at the sought-after Highland Heights resort community. This fully furnished unit is ideal for investors, vacationers, or personal use. It can be enjoyed as a spacious single residence or divided into two separate, self-contained suites, each with its own private entrance perfect for Airbnb, short-term rentals, or multigenerational living. Suite Highlights: Main Suite: One-bedroom with an open-concept living/dining area, Gas fireplace, full kitchen with 7 appliances, in-suite laundry, spa-like bathroom, and large windows with serene forest views. Second Suite: Cozy bachelor-style unit with its own washroom, bar/kitchenette, and private balcony ideal for guests or rental income. Outdoor Space: Two private balconies overlooking treed surroundings and rolling hills. Pet-Friendly & Smoke-Free Exceptional Amenities: Year-round indoor & outdoor pools Hot tub, sauna, fire pits, BBQ pavilion Fitness centre, games room, clubhouse, playground On-site free parking and WiFi Resort Lifestyle & Recreation at Your Doorstep: Live the four-season resort lifestyle with direct access to: Horseshoe Resort, Mount St. Louis Moonstone Ski Resort, and Vettä Nordic Spa Golfing, skiing, mountain biking, hiking, snowmobiling, and treetop trekking Copeland Forest, Bass Lake, and Simcoe County Trails Just 1 hour from the GTA and minutes from Barrie, Orillia, and Craighurst Location Benefits:2 units for the price of one with high Airbnb potential Short drive to Casino Rama, Simcoe County Museum, Hardwood Ski & Bike, and Scenic Caves Free on-site parking, easy access to Hwy 400Bonus Features: In-suite laundry, dishwasher, stove, oven, microwave, fridge Jacuzzi tub, sauna access, air conditioning Total of 4 beds across 2 bedrooms Internet included for both suites

90 HIGHLAND Drive Unit 2042, Oro-Medonte