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74 Ruby Ridge in Oro-Medonte: Sugarbush House for sale : MLS®# S13648262
74 Ruby Ridge Oro-Medonte L0L 2E0 
$1,098,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13648262
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to 74 Ruby Ridge-a brand-new, never-lived-in 2,170 sq. ft. bungalow set on a massive, picturesque 0.7-acre greenbelt lot (99' x 310') in beautiful Oro-Medonte. Offering a peaceful Muskoka-like setting just minutes from Barrie, Orillia, and Hwy 400, this home seamlessly blends tranquility with modern luxury. Step inside to a bright, open-concept layout anchored by a high-end chef's kitchen featuring stunning quartz countertops, a matching quartz backsplash, extended cabinetry, a huge island, and an extended double-door fridge overlooking lush forest views. The sun-filled living spaces flow effortlessly into three oversized bedrooms, including a primary suite with a spa-inspired ensuite and serene nature views. Complete with an oversized 2-car garage, parking for 4 on the driveway, and a prime location near top schools, trails, and ski resorts, this greenbelt retreat offers an unmatched blend of privacy, elegance, and convenience. More detailsListed by HOMELIFE CLASSIC REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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1415 15 16 Side Road E in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13648774
1415 15 16 Side Road E Oro-Medonte L0L 1T0
$1,098,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13648774
- Bedrooms:
- 3
- Bathrooms:
- 3
Elegance meets nature in this exceptional custom-built bungalow, nestled in the heart of Oro-Medonte. Situated on a premium 109' x 198' landscaped end lot with no homes to the west, this stunning property offers breathtaking views of surrounding forest, EP land, and picturesque farmland while providing unmatched privacy. Built in 2018, this thoughtfully engineered home was designed to maximize natural sunlight from sunrise to sunset while optimizing monthly energy efficiency. The open-concept main flr is an entertainer's dream, showcasing expansive windows, 10-foot tray ceilings, pot lights, hardwood floors, and solid-core doors throughout. The chef-inspired kitchen features quartz counters, custom cabinetry, under-cabinet lighting, premium SS appliances, a large floor-to-ceiling pantry, breakfast bar, and a convenient coffee/wine bar. French doors lead to a fully covered 150sqft deck, creating the perfect three-season outdoor living space overlooking the beautiful backyard-ready for your future pool and hot tub.The main level offers three spacious beds and two full baths, including a luxurious primary retreat with a walk-in closet and spa-inspired ensuite, a convenient laundry room and inside entry to the fully insulated, finished oversized garage with an extra-deep 25-ft bay. The bright, professionally finished basement expands your living space with a large rec room and a third full bath. Additional premium upgrades include 200-amp service, ac, heat pump, on-demand hot water with recirc option, sump pump with battery backup, GenerLink w emergency generator, a high-capacity 10GPM well, large paved driveway, over $40k in mature trees and landscaping for added privacy and shade. Located just steps to local school and mins from skiing, golf, beaches, boating, hiking trails, shopping, convenient access to Highways 11 and 400, this remarkable home offers the perfect balance of luxury, efficiency, and year-round outdoor living in one of Oro's most desirable communities More detailsListed by RE/MAX HALLMARK CHAY REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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24 Woodland Crescent in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13649914
24 Woodland Crescent Oro-Medonte L4M 4Y8
$1,275,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13649914
- Bedrooms:
- 4
- Bathrooms:
- 3
Sprawling Bungalow over 5300 sq ft on 1.87 Acres, surrounded by forest and private. This unique home offers the potential for in law suite and/or the possibility of indoor heated car storage/shop. Lots of potentential in an affluent subdivision Simcoe Estates. There is a serene pond out back that is full of tree frog guppies. The tree frogs are a joy to hear at night. There are 3 bedrooms on the main floor and one in the lower level furnished as a sitting room. The metal roof is impressive and solid. The layout is grand with a large eat in kitchen over looking the pond. Seperate dining room. Living room with gas fireplace. Family room with gas fireplace and out side entry to a hot tub area. The primary suite offers a walk out and ensuite bathroom. More detailsListed by RE/MAX HALLMARK CHAY REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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3 Thoroughbred Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13650378
3 Thoroughbred Drive Oro-Medonte L0K 1E0
$1,399,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13650378
- Bedrooms:
- 4
- Bathrooms:
- 3
Modern country style 1655sf bungalow in prestigious Braestone with w/o bsmt, inlaw suite, elevator, generator, inground pool and 3 car man cave heated garage nestled on .80 acre lot backing to greenspace. Enjoy $200,000 of improvements lovingly upgraded over the last couple of years. Experience coffered ceilings, chef's kitchen with centre island, floor-to-ceiling stone gas fireplace in the living room, 3 main flr bdrms, separate laundry and mud room with elevator, and walk-out to deck with gazebo and heater. The professionally finished w/o basement presents an open concept 1 bedroom huge suite with oversized windows, new spacious kitchen, living room with fireplace, 3 pc bath, bedroom, elevator room with built in storage cabinets and walk out to inground pool, gardens and firepit. The heated garage is outfitted with cabinets, tire racks, epoxy flooring and 3 garage door openers. This amazing multi-generational home is nestled in the Braestone's Horseshoe Valley natural enclave that offers extensive walking trails, cross-country skiing, horseback riding, maple sugar tapping, orchard and berry picking, stocked fish pond, skating, tobogganing, field of flowers & berry patch. It is located within minutes of downhill skiing, golf, spa, adventure park, Horse Shoe Valley Resort, sailing at Bass Lake etc. Welcome home to nature and happiness! More detailsListed by ROYAL LEPAGE RCR REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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75 Moonstone Road E in Oro-Medonte: Moonstone House for sale : MLS®# S13652190
75 Moonstone Road E Oro-Medonte L0K 1N0 OPEN HOUSE: Aug 08, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, August 8, 2026 2:00PM - 4:00PMOPEN HOUSE: Aug 09, 202602:00 PM - 04:00 PM EDTOpen House on Sunday, August 9, 2026 2:00PM - 4:00PM
$1,549,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13652190
- Bedrooms:
- 6
- Bathrooms:
- 5
Welcome to 75 Moonstone Road East, a custom family home in Oro-Medonte where thoughtful design, exceptional space & everyday fun come together in a way you rarely see. Set on approximately 1.23 acres, this impressive home offers more than 5,400 sq. ft. of finished living space across three levels, with 6 bedrooms, 5 bathrooms & a fully finished walkout lower level. The open main floor was made for gathering, with a striking kitchen, oversized walk-in pantry, spacious living & dining areas, main-floor laundry & an incredible mudroom with floor-to-ceiling closets, drawers & built-in storage. The main-floor primary suite provides a private retreat, while heated bathroom floors, plush carpeting, dimmable lighting, a dedicated loft A/C system & an owned on-demand hot water heater add comfort throughout. Downstairs, the walkout lower level offers even more space with bedrooms, recreation & games areas, a playroom, mirrored gym, sauna, cold room & storage. Then there are the features that make this home unforgettable. An indoor slide connects the main floor to the playroom, while outside, a private 45' x 70' sport court features basketball & pickleball lines, power, lighting & spectator bleachers. There is also an astroturf play area with climber, firepit, WiFi-operated irrigation, covered front porch & partially covered rear deck. Practical features are equally impressive, including municipal water, private septic, 200-amp service, an attached 2-car garage, circular driveway parking for approximately 10 vehicles & a full-house natural gas Generac generator. Located close to Mount St. Louis Moonstone, golf, schools & Highway 400, this is a home designed for family life in every season. Moonstone-area recreational amenities include Ramey Memorial Park, Mount St. Louis Moonstone & Bonaire Golf Club. Beautiful enough to impress. Thoughtful enough to make everyday life easier. Fun enough that the kids may never want to leave. More detailsListed by RE/MAX CROSSTOWN REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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1199 Line 15 N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13652518
1199 Line 15 N Oro-Medonte L3V 8J1
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13652518
- Bedrooms:
- 3
- Bathrooms:
- 2
Priced to sell! Location, location, location on beautiful Bass Lake approx 1 hr drive(78KM)from400/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 forrelaxing, family fun, & enjoying stunning lake views year-round. Conveniently located just 5-15minutes from restaurants, shopping, Costco, downtown Orillia, skiing & golfing. This charming4-season well maintained bungalow is filled with character & thoughtful details throughout. Theformer 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. Thisversatile space is ideal as a guest retreat, office/Studio or can easily be converted back intoa garage or hook up plumbing for a future washroom. Inside the home, you'll find uniquefeatures including stained glass accents, diamond lattice windows, a antique Dutch door, abeautiful Napoleon gas fireplace with a stone surround & built-in TV niche. The home alsooffers main floor laundry & breathtaking views of Bass Lake. This solid wood kitchen has loadsof cupboards/pantry & is equipped with stainless steel appliances, including a JennAir gasstove with a down draft vent & Bosch dishwasher, along with granite countertops. The basementoffers a floor to ceiling real stone fireplace with a gas insert, excellent additional livingspace with a foyer featuring wall-to-wall storage, a 3-piece bathroom, kitchenette, additionalbedroom, 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 fencedbackyard 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 perfectsetting for entertaining & enjoying lakeside living. More detailsListed by RE/MAX HALLMARK REALTY LTD.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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75 Cathedral Pines Road in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S13643948
75 Cathedral Pines Road Oro-Medonte L4M 4Y8 OPEN HOUSE: Aug 08, 202612:00 PM - 02:00 PM EDTOpen House on Saturday, August 8, 2026 12:00PM - 2:00PM
$945,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13643948
- Bedrooms:
- 4
- Bathrooms:
- 3
Located in the Cathedral Pines neighbourhood of Horseshoe Valley, 75 Cathedral Pines Drive is a robustly built early-1980s brick bungalow situated on a private, pie-shaped, half-acre-plus lot featuring over 300 feet of depth, a circular driveway with RV or boat parking, an attached double garage, and a rear storage shed. Offered on the open market for the first time in over 30 years, the home provides over 3,600 square feet of finished living space across two levels, including an open-concept living and dining area with vaulted ceilings, a corner wood-burning fireplace, a spacious eat-in kitchen, three main-floor bedrooms, an enclosed sunroom, and a fully finished lower level with a large recreation room, extra bedrooms, additional bath space, and ample storage. Key updates include a steel roof installed in 2023 and a furnace replaced in 2020. Situated within walking distance of the new Horseshoe Heights Elementary School and community centre, the property offers immediate access to local downhill skiing, golf, hiking, and 43 km of cross-country and mountain bike trails, while remaining just 15 minutes from Barrie's Royal Victoria Regional Health Centre and Georgian College, and approximately one hour from Toronto Pearson International Airport. More detailsListed by RE/MAX HALLMARK CHAY REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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5305 Line 7 N in Oro-Medonte: Moonstone House for sale : MLS®# S13644706
5305 Line 7 N Oro-Medonte L0K 1N0
$949,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13644706
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to this beautifully appointed custom built 3-bedroom bungalow set on over 1.5 acres of private, forested land where peace, privacy, and stunning natural beauty await. Surrounded by mature trees and offering breathtaking views in every season, this is your perfect escape just minutes from Mount St. Louis Moonstone Ski Hill and Highway 400. Step inside to discover a chef-inspired kitchen complete with a large island ideal for cooking, gathering, and entertaining. The open-concept design creates a warm, inviting atmosphere that flows effortlessly through the home. The fully finished basement adds incredible versatility, featuring a cozy gas fireplace, a stylish wet bar, and a walk-up separate entrance perfect for guests, in-laws, or income potential. Outside, enjoy the ultimate backyard experience with multiple gazebos for shaded lounging or outdoor dining, and a custom-built fire pit perfect for evening gatherings under the stars. Whether you're seeking a full-time residence or a year-round retreat, this property combines modern comfort with the tranquility of nature. With ski slopes, trails, and easy highway access just moments away, the lifestyle you've been dreaming of is finally within reach. Come fall in love this is more than a home, it's your sanctuary. More detailsListed by KELLER WILLIAMS EXPERIENCE REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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26 Cathedral Pines Road in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S13646460
26 Cathedral Pines Road Oro-Medonte L4M 4Y8 OPEN HOUSE: Aug 09, 202601:00 PM - 03:00 PM EDTOpen House on Sunday, August 9, 2026 1:00PM - 3:00PM
$1,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13646460
- Bedrooms:
- 5
- Bathrooms:
- 5
TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens in the Cathedral Pines neighbourhood, this English country manor-inspired residence sits on over half an acre, revealing nearly 2,900 square feet above grade, timeless architecture, and traditional craftsmanship. The home features a circular driveway, metal roof (2006), established gardens, a double garage with an EV charger, and a secluded backyard with a deck and expansive lawn. A significant investment has also been made in new windows and doors throughout the home, completed in 2025. Oak flooring, wood doors, detailed trim, and wood accents bring character to the interior, while dual living spaces shape the main level, each with a wood-burning fireplace, including a family room with a beamed ceiling and full-height masonry-style surround. The kitchen features wood cabinetry, pantry storage, updated high-end appliances, abundant prep space, and a breakfast area with a garden door walkout to the backyard. All five bedrooms are positioned on the second level, along with laundry for added ease, including a spacious primary bedroom with three closets and a newly renovated 4-piece ensuite. With five bathrooms in total, the home is well suited for a family-sized layout. The insulated and drywalled basement offers room for storage, hobbies, a workshop area, or future finishing potential, while high-speed Fibe internet options through both Rogers and Bell are an uncommon advantage for the area. Moments from Vettä Nordic Spa, Horseshoe Valley Resort, ski hills, golf, forested trails, biking, and dining, this address captures the best of Horseshoe Valley across all four seasons. More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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82 Diamond Valley Drive in Oro-Medonte: Sugarbush House for sale : MLS®# S13647218
82 Diamond Valley Drive Oro-Medonte L0L 2E0 OPEN HOUSE: Aug 08, 202602:00 PM - 04:00 PM EDTOpen House on Saturday, August 8, 2026 2:00PM - 4:00PM
$1,114,999Residential Freehold- Status:
- Active
- MLS® Num:
- S13647218
- Bedrooms:
- 4
- Bathrooms:
- 3
FOREST VIEWS, ELEVATED FINISHES, & A WALKOUT BASEMENT - YOUR PRIVATE HALF-ACRE RETREAT IN SUGARBUSH AWAITS! Tucked away on a quiet street in Sugarbush, this raised bungalow invites you to live a lifestyle wrapped in beauty, comfort, and year-round outdoor recreation. Surrounded by forest and protected green space, the setting offers a peaceful connection to nature, where mature trees line the landscape and every window captures a picture-perfect view. Imagine morning coffee on your balcony as the sun filters through the trees, backyard dinners under the stars, and weekends spent exploring nearby ski slopes, golf courses, Vetta Nordic Spa, hiking trails, and conservation lands, all just minutes from your door. The half-acre lot is beautifully landscaped with endless space for play, entertaining, and relaxation, with the exciting potential to add a backyard pool thanks to the front septic placement. Step inside to a bright, open-concept interior where natural light pours through oversized windows, highlighting the warmth of a gas fireplace in the living room, the elegant dining area, and the chef-worthy kitchen with quartz counters, modern cabinetry, a large breakfast bar island, and a walkout to the elevated balcony. Three spacious bedrooms grace the main level, including a primary retreat with dual closets and a private ensuite complete with a deep soaker tub. A sleek 3-piece bathroom and convenient main floor laundry round out the level. Downstairs, the finished basement offers incredible versatility with a fourth bedroom, a stylish bathroom, a cozy media room with an electric fireplace, and a large rec room that opens directly to the backyard, creating excellent in-law potential. Every inch of this home has been crafted with care, showcasing high-end finishes and a like-new feel that's ready for you to fall in love. Don't miss your chance to call this unforgettable #HomeToStay yours, where coming home each day feels like stepping into your very own private escape! More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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1988 Warminster Side Road in Oro-Medonte: Warminster House for sale : MLS®# S13638042
1988 Warminster Side Road Oro-Medonte L3V 0K5 OPEN HOUSE: Aug 08, 202611:00 AM - 01:00 PM EDTOpen House on Saturday, August 8, 2026 11:00AM - 1:00PM
$849,500Residential Freehold- Status:
- Active
- MLS® Num:
- S13638042
- Bedrooms:
- 4
- Bathrooms:
- 2
Welcome to 1988 Warminster Sideroad, located in the heart of beautiful Oro-Medonte. Lovingly maintained by its original owners since it was built in 2014, this impressive raised bungalow offers over 2,200 square feet of finished living space, perfectly designed for growing families and those who appreciate country living with modern conveniences. The home features 3+1 bedrooms and 2 full bathrooms, providing ample room for family, guests, or a home office. The bright and inviting upper level boasts a spacious living room, while the fully finished lower level offers a warm and welcoming family room complete with a cozy gas fireplace-an ideal space to relax or entertain year-round. Outside, you'll find an attached single-car garage and parking for up to four additional vehicles. A powered Quonset hut provides the perfect solution for hobbyists, contractors, or anyone needing exceptional workshop and storage space. During the warmer months, enjoy the above-ground pool surrounded by a spacious deck, creating the perfect setting for family gatherings and summer entertaining. Situated on a generous 109' x 196' lot, this property backs onto peaceful greenspace, offering added privacy and a picturesque natural backdrop. Located in a family-friendly neighbourhood, you'll appreciate the convenient access to schools, shopping, amenities, golf courses, ski hills, and all that Oro-Medonte has to offer, while being just 15 minutes from Orillia. Don't miss this incredible opportunity to make 1988 Warminster Sideroad your next home and enjoy the perfect balance of comfort, space, and country charm. More detailsListed by RE/MAX RIGHT MOVE- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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6 Slalom Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13639452
6 Slalom Drive Oro-Medonte L0K 1N0 OPEN HOUSE: Aug 09, 202612:00 PM - 02:00 PM EDTOpen House on Sunday, August 9, 2026 12:00PM - 2:00PM
$657,500Residential Freehold- Status:
- Active
- MLS® Num:
- S13639452
- Bedrooms:
- 2
- Bathrooms:
- 3
PRIVATE CHALET RETREAT NESTLED IN NATURE WITH FOUR-SEASON OUTDOOR RECREATION AT YOUR DOORSTEP! Imagine waking up surrounded by towering trees, stepping outside to the sounds of nature, and spending your days exploring forest trails just minutes from home. This enchanting 1970s chalet-style retreat offers an unparalleled four-season lifestyle in one of Simcoe's most desirable locations. Tucked away on a quiet, forest-lined street and set on over half an acre of beautifully treed land, this property feels like your own private escape. Located just 2 minutes from Mount St. Louis Moonstone Ski Resort, with the expansive Copeland Forest just down the road, adventure awaits in every season, from morning hikes and bike rides to snowshoeing, skiing, snowmobiling, and ATV excursions. Golf, spa days, and additional resort amenities are all nearby at Settler's Ghost Golf Club, Vetta Nordic Spa, and Horseshoe Valley Resort, while Hwy 400 provides effortless connections to Barrie, Orillia, Midland, and cottage country. Step inside and be welcomed by a warm, inviting atmosphere filled with character. The open-concept living space is designed for gathering, featuring a natural gas fireplace, a bright dining area surrounded by expansive windows that bring the beauty of the outdoors inside, and a walkout leading to a private deck nestled among the trees. Upstairs, two bedrooms offer peaceful retreats, including a loft-style primary suite overlooking the living area below. The basement provides added flexibility with a rec room, a full bath, and office space, offering room to create whatever your lifestyle needs. Outside, follow a whimsical winding nature path, enjoy the fenced yard space, or simply relax beneath the trees. With a durable steel roof, ample driveway space, and a location surrounded by some of the region's best outdoor experiences, this #HomeToStay invites you to slow down, reconnect with nature, and create memories in every season. More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
Data was last updated August 8, 2026 at 04:15 AM (UTC)
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