729297 21St Side Road

FOR SALE
$2,399,000
729297 21St Side Road, Blue Mountains
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
729297 21St Side Road
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3
BEDROOMS
2
BATHROOMS
1
KITCHENS
8
ROOMS
X13456170
MLSID
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Property Description
A rare opportunity to create a private country estate on almost 15 acres in one of the Blue Mountains' most exceptional settings, near Loree Forest, close proximity to ski hills and along the edge of the escarpment. Positioned between the Bruce Trail and Conservation lands, this remarkable property is just 15 minutes from Collingwood and Thornbury and offers the privacy, scale, and setting that are increasingly difficult to find.The restored and renovated 1880s farmhouse provides character and context, but the real opportunity lies in the land. A proposed building site for a secondary dwelling is situated within the rural zone on a level area along the valley ridge, offering the potential to capture expansive, unobstructed Georgian Bay views, dramatic sunrises over the valley, morning fog settling into the landscape, and spectacular fall colour.For those envisioning a substantial custom residence, this is an extraordinary canvas-an opportunity to create something truly distinctive in a setting defined by nature, privacy, and panoramic views.
Property Features
Clear View, Fenced Yard, Golf, Greenbelt/Conservation, Skiing, Sloping, Water Heater, Central Vacuum, Private, None, Propane, Wood
Property Details
Address
729297 21St Side Road
Postal Code
N0H 1J0
Property Type
Detached, Detached
Zoning
RU & OS
Lot Size
723' x 452'
Acreage
14.8 Feet
Taxes
$5,245 (2026
Basement
Partially Finished
Exterior
Canopy, Deck, Landscaped, Porch, Porch Enclosed
Heat Type
Other
Heat Source
Electric
Water
Well
Parking Spaces
8
Garage Type
None
Listing contracted with Chestnut Park Real Estate
495529 Grey Road 2, Blue Mountains
3
BEDS
2
BATHS
$1,999,000
FOR SALE
SPECTACULAR VIEW PROPERTY: Take advantage of potential HST rebate savings available for qualifying newly constructed residences. Recent housing affordability initiatives may significantly reduce the tax burden associated with building new. Nestled on almost 25 stunning acres, this exceptional property offers some of the most expansive and breathtaking views in the area, with sweeping panoramas of Georgian Bay, the Beaver Valley, and the iconic Niagara Escarpment. It's the perfect place to bring your dream home to life on a blank canvas, with much of the infrastructure already in place. The driveway is installed, providing easy access to the building site, while electrical service is connected and a buried conduit is ready for future expansion. Previously approved building plans further streamline the process of turning your vision into reality. From its elevated vantage point, the property delivers uninterrupted scenic beauty, with direct Bruce Trail access along the upper portion of the land, creating an immediate connection to nature. Outdoor enthusiasts will appreciate having skiing, hiking, cycling, and countless recreational opportunities right at their doorstep. Buyers planning to build a qualifying new home may benefit from recently announced federal GST/HST rebate incentives, potentially reducing the overall cost of construction. While your future home takes shape, the recently and extensively renovated 2-bedroom, 1-bathroom bungalow offers comfortable accommodations. Updated in 2018, it features a charming wood-burning fireplace along with modern upgrades to the furnace, electrical, and plumbing systems. Large heated & winterized barn adds tremendous versatility, providing ample space for equipment, recreational vehicles or a workshop. A rare offering combining privacy, spectacular views, established infrastructure, + endless outdoor adventure-this is an extraordinary opportunity to create a legacy property in one of the area's most sought-after settings.
595530 4Th Line, Blue Mountains
3
BEDS
3
BATHS
$2,195,000
FOR SALE
MINUTES TO OSLER SKI CLUB. Hidden behind mature trees on a breathtaking, private 1+ acre lot, this fully transformed ranch bungalow offers a lifestyle that feels like a boutique country resort. Over $500,000 invested over the past 3 years elevates this home into a truly turnkey luxury property. Inside, the space is effortlessly inviting with vaulted ceilings, a stunning floor-to-ceiling stone wood-burning fireplace, and beautifully refinished hardwood floors. The main living space is enhanced by custom wood beams, a shiplap ceiling, and an elegant wall feature. Natural light pours through oversized windows and a new sliding door in the breezeway, seamlessly connecting the interior to the spectacular patio. Designed for beauty and function, the gourmet kitchen boasts premium Cambria countertops, 2023 black Bosch stainless appliances, and a spacious eat-in island. The primary suite is a private sanctuary featuring a walk-in closet, motorized blinds, a custom wall feature, and a completely renovated spa-inspired 4-piece ensuite with a deep soaker tub and glass shower. Every door has been replaced with solid wood and new hardware, alongside updated pot lights throughout the main level. The fully finished walk-out lower level provides exceptional flexibility with an expansive rec room, stylish bar, 2 additional bedrooms, a 4-piece bath, and generous storage. Outside, a professionally designed patio and large stone fire pit create a private escape surrounded by nature, complete with a stone bench nestled in the front forest. Additional features: freshly painted interior, 3-car insulated garage with A/C, 2023 upgraded 200-amp electrical, and a detached storage garage with hydro. Mechanicals include a new heat pump, furnace, and boiler (2024), new eavestroughs (2025), central vac, and in-ground sprinklers. HVAC & septic were recently checked in 2026, ensuring total peace of mind.
529685 Osprey - The Blue Mountains Townline, Blue Mountains
4
BEDS
2
BATHS
$2,100,000
FOR SALE
Set on 50 breathtaking acres overlooking the stunning Pretty River Valley and directly bordering 2,700 acres of Provincial Park, this remarkable property offers an unmatched blend of privacy, nature, and convenience. Despite its peaceful setting on a quiet country road, you are only 10-15 minutes from Collingwood, Blue Mountain, Osler Bluff, Devil's Glen, and countless year-round amenities. Step outside your back door to enjoy hiking, snowshoeing, or simply relaxing with an evening drink while taking in the panoramic views. The 2,325 sq. ft. four-bedroom home is designed to capture the beauty of its surroundings, with expansive windows throughout the main living areas framing spectacular views of the valley, forests, and abundant wildlife. Beyond the home itself, the property is a nature lover's dream, featuring waterfalls, trout-filled creeks, wooded trails, and secluded hideaways waiting to be explored. A two-level 40' x 60' barn, originally designed for horses, offers endless potential for equestrian use or other ventures, while an additional outbuilding would make an inspiring artist's studio or creative retreat. Serene, picturesque, and truly one of a kind, this is a property that must be experienced to be fully appreciated.
108 Grand Cypress Lane, Blue Mountains
4
BEDS
3
BATHS
$1,999,000
FOR SALE
An Exceptional Golf Course Retreat - Where Luxury Meets Lifestyle. Prime address on Monterra Golf Course - a home that perfectly balances refined living with the tranquility of nature. Overlooking the pond and 5th and 6th fairways, this beautifully renovated residence is a rare opportunity to own a slice of paradise in Ontario's premier 4-season playground. From its professionally landscaped grounds, mature trees and spectacular sunset views, it is a mountain lifestyle without compromise. Minutes from the Village at Blue Mountain, TSC/Craigleith/Alpine Ski Clubs and the Georgian Trail, this home is at the heart of everything. Enjoy world-class skiing, golf, cycling, biking, water sports, shopping & dining in Collingwood and Thornbury. The open-concept layout flows seamlessly into the sunroom, dining, kitchen and living room with cozy gas fireplace. Expansive windows fill every corner with natural light and connect the indoors to the beauty beyond. Step through glass doors to a stone patio, an ideal setting for summer gatherings, morning coffee, or spaces for connection & reflection. A second gas fireplace in the dining area - flanked by custom built-in bookcases - creates a sophisticated backdrop for art, sculpture, or cherished collections. Upstairs, the primary suite offers a 5-pc ensuite and generous walk-in closet. Three additional guest bedrooms and 3-pc bath provide ample accommodation for visiting family/friends. The versatile lower-level basement crawlspace offers a finished landing and a cozy recreation area - perfect for visiting grandchildren. Nearly 1,000 sq. ft. of exceptional storage ensures there's room for everything. The triple garage is a dream for active homeowners - with space for golf gear, skis, kayaks, paddleboards, bikes and seasonal essentials. Whether you're hosting friends after a day of skiing, unwinding after golf, every moment here feels a little more elevated, designed for unforgettable living.
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