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1189 Woodland Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13499698
1189 Woodland Drive Oro-Medonte L3V 0R8 
$3,099,990Residential Freehold- Status:
- Active
- MLS® Num:
- S13499698
- Bedrooms:
- 4
- Bathrooms:
- 4
Some properties offer waterfront. Others offer a lifestyle and a feeling that simply can't be replicated. From the curb appeal to the breathtaking lake views the moment you step inside, this is a home designed to be experienced.Along the shores of Lake Simcoe, this luxury waterfront home is where mornings begin with panoramic lake views and evenings end on the rooftop patio atop the rare double boathouse. Redesigned in 2022, the thoughtfully reimagined floor plan blends timeless design with modern comfort, creating exceptional spaces for both entertaining and everyday living. Extensive upgrades and carefully selected finishes elevate this home well above the ordinary.The open-concept main living area was designed to maximize the views, anchored by a beautifully appointed chef's kitchen at the heart of the home. A fully finished walkout lower level with a self-contained in-law suite offers outstanding flexibility for multi-generational living or guests, while still enjoying generous lake views. Outside, multiple outdoor living spaces embrace every aspect of waterfront living. Relax on the waterside patio, entertain on expansive decks, gather around the outdoor gas fireplace, unwind on the rooftop boathouse patio, or spend the day on the lake from your private dock. The sheltered shoreline provides calmer conditions and a more comfortable outdoor experience throughout the season.With over 100 ft of private Lake Simcoe shoreline, extensive updates, a whole-home generator, & finished walkout lower level, this property offers a truly distinctive waterfront setting. The combination of location, atmosphere & design must be experienced in person. This home offers a lifestyle defined by luxury, connection to the water, and memories waiting to be made. 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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15 Palm Beach Road in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13502062
15 Palm Beach Road Oro-Medonte L0L 1T0
$2,299,999Residential Freehold- Status:
- Active
- MLS® Num:
- S13502062
- Bedrooms:
- 4
- Bathrooms:
- 3
Set along the pristine shores of Lake Simcoe, this exceptional waterfront estate offers a rare blend of privacy, prestige, and resort-style living, perfectly positioned between Barrie and Orillia. Welcome to 15 Palm Beach, where crystal clear waters meet your own private sandy beach, creating a setting that feels worlds away from the everyday. This fully reimagined, turnkey residence has undergone over $550,000 in top-to-bottom renovations, delivering a flawless fusion of modern design and timeless luxury. Expansive interiors are complemented by panoramic lake views, while every detail, from the custom flooring and designer bathrooms to the new windows, doors, and premium appliances, has been meticulously curated. Arrive through a gated, fully fenced iron entrance to a sprawling 5000 sq ft interlock driveway, setting the tone for the exclusivity that continues throughout the property. Thoughtfully equipped for both comfort and peace of mind, the home features full security. Thoughtfully equipped for both comfort and peace of mind, the home features a full security system, a generator with gas hookup, and a state-of-the-art water filtration system with an additional well tank. This is more than a home; it is a private waterfront retreat designed for those who expect the exceptional. Life on the water is not just better here; it is elevated. More detailsListed by RE/MAX NOBLECORP REAL ESTATE- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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21 Pemberton Lane in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13502654
21 Pemberton Lane Oro-Medonte L9S 3T7
$24,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13502654
* APPROVED REDEVELOPMENT *WATERFRONT*EQUESTRIAN Set Within The Coveted Stretch Known As "Millionaires Row". Unlock The Full Potential Of Casa Lago Estate. Comprising Three Separately Titled Parcels With Dual Road Frontage And Four Gated Access Points. A Truly Exceptional, Permit-Ready Offering With Approved Plans Already In Place, Allowing You To Begin Building Your Dream Lakefront Estate Without Delay. Elevate The Property With A Spectacular 8,000-14,000 Sq. Ft. plus, Main Waterfront Residence, Complemented By An Guest House, Lakeside Pool, And An Impressive Three-Bay Boathouse-Excavation Completed-Featuring Second-Storey Storage Space And A Wrap-Around Deck. PLUS Two Stable Buildings, 8400 Sqft Indoor Riding Arena, 2400 Sqft Equipment Building. A Rare Opportunity To Own One Of The Most Significant Private Holdings Just 45 Minutes North Of Toronto. This Extraordinary 37-Acre Waterfront Estate Offers Over 515 Feet Of Pristine Shoreline Along The Prestigious Shores Of Kempenfelt Bay On Lake Simcoe. Framed By Mature Landscapes And Accessed Through Grand Private Gated Entrance, The Property Delivers A Remarkable Sense Of Scale, Privacy, And Natural Beauty. Including A Dedicated Service Entrance And Private Stable Access-This Estate Offers Unparalleled Flexibility For Customization, Expansion, Or Multigenerational Living. A True Legacy Property In One Of Ontario's Most Exclusive Waterfront Enclaves, Casa Lago Estate Represents A Seamless Blend Of Vision, Scale, And Readiness-An Unmatched Opportunity To Create A World-Class Lakefront Estate. More detailsListed by RE/MAX REALTRON BARRY COHEN HOMES INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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15 Poplar Crescent in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13492006
15 Poplar Crescent Oro-Medonte L0L 1T0
$599,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13492006
- Bedrooms:
- 3
- Bathrooms:
- 1
Exceptional opportunity in a sought-after location on an impressive 100 x 180 ft lot! Enjoy deeded access to Lake Simcoe, including a boat launch and Bayview Memorial Park with its beach and park. Ideally situated close to golf courses, ski hills, snowmobile and rail trails, and only a few minutes to Barrie and Orillia.This charming bungalow offers just under 1,000 sq. ft. of living space with 3 bedrooms and 1 bathroom. The bright eat-in kitchen includes laundry and opens through newer sliding patio doors to a spacious deck, while the generous living room provides a comfortable gathering space.Recent updates include new laminate flooring and carpeting, mostly newer windows, a newer front door, furnace, blown-in attic insulation, drilled well with a new pump, UV water filtration system, pressure tank, and a roof replaced in 2016 with a 25-year warranty. The septic system was pumped in 2022, and the interior has been freshly painted throughout.The property also features a newly built 10 x 10 ft shed with hydro and a roll-up door, plus a beautiful gazebo perfect for outdoor entertaining. Located on a quiet, family-friendly street with over 55 acres of environmentally protected forest directly across the road, this meticulously cared-for home is ready to enjoy. More detailsListed by HOMELIFE GOLCONDA REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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20 Dorothys Drive in Oro-Medonte: Hawkestone House for sale : MLS®# S13492106
20 Dorothys Drive Oro-Medonte L0L 1T0
$1,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13492106
- Bedrooms:
- 3
- Bathrooms:
- 2
For the buyer who wants a bungalow, a serious heated garage/workshop, gardens worth slowing down for, and the Lake Simcoe lifestyle close by, 20 Dorothy's Drive delivers the full Hawkestone package. With ample parking, this open concept, 3 bedroom, 2 bath bungalow offers comfortable main-floor living with two bedrooms on the main level, including a spacious 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, added coffee bar and storage, and a walkout to the backyard deck. The great room is a true feature space, with soaring ceiling detail, warm wood accents, expansive windows, and a 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 an HRV system, two furnaces, drilled well, septic system, UV filtration, and water softener. Outdoors, this property is a gardener's dream, with mature gardens, raised garden areas, professional landscaping, granite stonework, an upgraded deck, and front and backyard watering systems set on timers for easier care and enjoyment. Two driveways add valuable parking and flexibility. The oversized heated garage/workshop is a major highlight, with insulated and finished space, multiple garage doors, excellent ceiling height, and room for vehicles, storage, hobbies, trades, or year-round projects. 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. 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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11 Snowshoe Trail in Oro-Medonte: Moonstone House for sale : MLS®# S13492868
11 Snowshoe Trail Oro-Medonte L0K 1N0
$1,125,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13492868
- Bedrooms:
- 4
- Bathrooms:
- 3
Top 5 Reasons You Will Love This Home: 1) Set on a spectacular half-acre treed lot, this property offers exceptional privacy and tranquility with towering mature trees creating a stunning natural backdrop and a peaceful setting that feels like a private getaway year-round 2) Designed for year-round enjoyment, the backyard features a firepit, a hot tub nestled beneath the trees, a charming treehouse for the kids, and an expansive covered upper deck and lower decks overlooking a private outdoor oasis perfect for relaxing and entertaining 3) Whether you're searching for a full-time residence or a weekend escape, this property delivers the best of both worlds, located just minutes from Mount St. Louis Moonstone, you'll enjoy skiing, snowboarding, hiking, cycling, and year-round outdoor adventures, all while being conveniently close to Highway 400 4) The heart of the home features soaring vaulted ceilings, a stunning stone fireplace, and an inviting open-concept layout connecting the living room, dining area, and kitchen, while downstairs, the massive walkout lower level presents exceptional flexibility with a large recreation room complete with gas fireplace, pool table, a private office, an additional bedroom, and abundant space for family gatherings, overnight guests, teenagers, or multi-generational living 5) Pride of ownership shines throughout this beautifully maintained 3+1 bedroom bungalow, thoughtfully cared for and designed for comfortable living, featuring the added peace of mind of a GenerLink system, and offering the perfect combination of charm, functionality, and lifestyle in one exceptional package. 1,536 above grade sq.ft. plus a finished lower level. More detailsListed by FARIS TEAM REAL ESTATE BROKERAGE- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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8 Morgan Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13493248
8 Morgan Drive Oro-Medonte L0K 1E0
$1,699,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13493248
- Bedrooms:
- 3
- Bathrooms:
- 5
PRICE IMPROVEMENT - Exceptional Value in Braestone! Welcome to 8 Morgan Drive, a stunning custom-built home in the highly sought-after Braestone community of Oro-Medonte. Now offered at an improved price, this exceptional property delivers outstanding value with over 5,300 sq ft of finished living space, premium upgrades, and breathtaking sunset views. Built in 2018 by Georgian International, this elegant residence features 3 spacious bedrooms, each with its own ensuite, plus a finished lower level with a media room, recreation space, and additional bedroom ideal for guests or extended family. The impressive Great Room boasts soaring 18-ft ceilings and expansive west-facing windows that flood the home with natural light. The chef-inspired kitchen is equipped with premium Miele appliances, granite countertops, custom cabinetry, and a large island overlooking the main living area. Thoughtful upgrades include smart home integration for blinds, lighting and irrigation, Bell Fibre internet with hardwired Ethernet throughout, a Generac backup generator, water filtration and softening systems, and central humidifier. Exterior features include composite decking, professional landscaping, and a 3-car garage with 9-ft doors and upgraded wall-mounted LiftMaster openers. Enjoy the unmatched Braestone lifestyle with access to trails, parks, community amenities, Braestone Farm, and the Starfall Observatory, all maintained through a modest monthly fee. Combining luxury, technology, privacy, and four-season recreation, this is an exceptional opportunity to own one of Oro-Medonte's most desirable homes at a compelling new price. *Some photos have been virtually staged.* More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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593 Lakeshore Road E in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13496680
593 Lakeshore Road E Oro-Medonte L5G 1J4
$320,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13496680
Rare opportunity to own a large corner lot at 593 Lakeshore Road East in beautiful Oro-Medonte, ideally positioned near Lake Simcoe and surrounded by the natural charm, recreation, and tourism the area is known for. This impressive vacant lot offers exceptional frontage, including approximately 134 feet facing the waterway, with additional street frontages of approximately 131 feet and 110 feet, creating excellent visibility, access, and future potential. Backing onto a creek and located in a desirable lakeside setting, this property presents a unique opportunity for buyers, builders, investors, or those looking to secure land in a sought-after area. Held by the same family for many decades and not previously offered for sale, this property provides a rare chance to explore a variety of possible future uses. Based on preliminary discussions and surrounding area precedent, there may be potential to pursue residential development or other creative uses, subject to buyer due diligence, municipal approvals, and any applicable requirements. With its size, corner exposure, proximity to Lake Simcoe, and long-term potential, this is a property worth serious consideration. More detailsListed by RE/MAX METROPOLIS REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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16 Oneida Avenue in Oro-Medonte: Sugarbush House for sale : MLS®# S13487302
16 Oneida Avenue Oro-Medonte L0K 1E0
$998,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13487302
- Bedrooms:
- 3
- Bathrooms:
- 3
Built in 2011 and extensively renovated and remodeled in 2023, this turnkey home offers modern finishes, exceptional privacy, and a prime location in the sought-after Sugarbush community. The interior was thoughtfully redesigned to create a more functional open-concept layout with a dedicated foyer, new flooring throughout, fresh paint, and a custom kitchen featuring upgraded cabinetry, sleek countertops, a large island with live-edge wood breakfast bar, and all-new appliances. All 3 bathrooms have been fully renovated, including the primary ensuite with a rain shower. Additional updates include a new furnace and central air conditioning installed in 2023.Situated on a quiet dead-end street, the location offers minimal traffic and enhanced privacy in a mature, treed setting with only one neighbouring home. Outdoor features include a deck with walkout from the dining room, private stone patio with firepit area, and a fenced section of the yard for pets. The oversized 3-car garage provides ample room for vehicles, storage, and recreational equipment and includes an EV charger. Perfectly situated between Horseshoe Valley and Mount St. Louis Moonstone, surrounded by golf courses, and just moments from renowned trail networks, this property is ideally located for those who enjoy year-round outdoor recreation. More detailsListed by SOHO CLASSIC REALTY LTD.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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7 Ridgewood Court in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S13489856
7 Ridgewood Court Oro-Medonte L0L 2L0
$1,699,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13489856
- Bedrooms:
- 4
- Bathrooms:
- 4
Nestled in the prestigious Horseshoe Valley community, just steps from the resort, trails, and green space, this custom-built bungalow offers privacy, luxury, and stunning south-east views over nature. Situated on a quiet cul-de-sac, the home welcomes you with a grand covered porch entrance and an impressive 14 ft timber arch. Large windows throughout fill the home with natural light. Entertain effortlessly in the great room with a gas fireplace or in the gourmet kitchen featuring quartz counters, backsplash, premium appliances, and a walk-in pantry. The space opens to a large 400 sq.ft. covered deck with expansive views. A built-in surround sound system extends throughout the home, creating an immersive atmosphere for entertaining. The luxury primary suite showcases timber ceilings and a private walk-out to the back porch, along with a spa-like ensuite that includes a steam shower and walk-in closet. Two additional bedrooms, an office, and laundry complete the main level, where solid bamboo hardwood flooring runs throughout. The walk-out basement is a true retreat, featuring a wet bar, theatre room, gym/leisure area, sauna, heated floors, and a bedroom with its own ensuite bathroom. All bathroom floors in the home are heated for added comfort, and the remainder of the home features 10 ft ceilings, enhancing the sense of space and openness. Outdoor living shines with beautiful, professionally landscaped grounds featuring a stone patio, Arctic Spa hot tub, sprinkler system, and fire pit area - perfect for relaxing or hosting under the stars. The property backs onto recreational trails and forest, offering exceptional privacy and direct access to nature. Additional highlights include a heated driveway, a heated three-car garage, and a full Generac backup generator. With unmatched privacy, scenic views, and proximity to local amenities, schools, hospital, and major highways, this property represents a rare opportunity in a highly sought-after community. More detailsListed by SOTHEBY'S INTERNATIONAL REALTY CANADA- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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127 Shoreline Drive in Oro-Medonte: Hawkestone House for sale : MLS®# S13490490
127 Shoreline Drive Oro-Medonte L3V 0K2
$1,539,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13490490
- Bedrooms:
- 3
- Bathrooms:
- 3
Peaceful. Waterfront. Timeless. Where peaceful mornings on the lake and easy access to city amenities come together. Perfectly positioned between Barrie and Orillia, this Lake Simcoe waterfront home offers the ideal balance of year-round living and cottage-style escape.Set on a quiet, year-round municipal road with school bus service, the property invites you to slow down and enjoy every season. Spend summer days on the water with the convenience of your own boathouse and rail system, unwind on the expansive waterfront deck, or simply take in the views from the comfort of home. With 100 feet of shoreline, a walkout basement, and a circular driveway, the outdoor spaces are thoughtfully designed for both entertaining and everyday enjoyment.Inside, soaring cathedral ceilings and two fireplaces create a warm, inviting atmosphere, while three bedrooms provide comfortable space for family and guests. Offering 1,646 square feet above grade plus a finished lower level, this home is as functional as it is welcoming. Designed to embrace the beauty of waterfront living without compromising on convenience. 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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5 Breanna Boulevard in Oro-Medonte: Prices Corners House for sale : MLS®# S13488308
5 Breanna Boulevard Oro-Medonte L3V 6H2 OPEN HOUSE: Jul 04, 202611:30 AM - 01:00 PM EDTOpen House on Saturday, July 4, 2026 11:30AM - 1:00PM
$1,199,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- S13488308
- Bedrooms:
- 3
- Bathrooms:
- 2
Top 5 Reasons You Will Love This Home: 1) Set on a 0.75-acre lot, this stunning custom-built home offers breathtaking sunrise views from the backyard and unforgettable sunsets from the front, all within a 15 minute walk to Bass Lake, the striking white Board & Batten ranch style bungalow with sleek black accents creates an impressive first impression, with an oversized three-car garage, featuring extra depth in the centre, perfect for a truck or van 2) The twice-paved driveway (2024) provides ample, secure parking for RVs, boats, and multiple vehicles, with the eye-catching Jewel Stone interlock walkway leading to the front entrance, while the rear of the home features a poured concrete covered porch, complete with a gas barbeque hookup and perched atop a scenic hill, framing panoramic countryside views 3) Instantly feel at home in the grand, light-filled entryway showcasing soft white and grey porcelain tile, leading to a stunning wall of windows and doors overlooking the expansive backyard, along with a kitchen featuring an impressive quartz island, vaulted ceilings, a beautiful gas fireplace, and black-trimmed doors topped with transom windows flooding the space with natural light 4) Designed for modern comfort and convenience, the home is equipped with stainless-steel appliances, including a new stainless-steel stove, an owned humidifier, water softener, full water filtration system, and upgraded wood flooring on the main level, with a well-designed laundry room providing direct access to the garage 5) Appreciate the full basement thoughtfully prepared with an installed subfloor, insulated exterior walls, and high-grade vinyl flooring (approximately $1,900), ready for two bedrooms and a bathroom; located just six minutes from Orillia and essential amenities, with a gas station and shops nearby, and access to skiing, biking, and water sports. 1,929 above grade sq.ft. plus an unfinished basement. More detailsListed by FARIS TEAM REAL ESTATE BROKERAGE- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
Data was last updated June 30, 2026 at 12:15 PM (UTC)
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