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1945 Penetanguishene Road in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12830926
1945 Penetanguishene Road Oro-Medonte L4M 4Y8 
$569,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12830926
- Bedrooms:
- 3
- Bathrooms:
- 1
Welcome to your perfect balance of country charm just minutes from everything! Imagine sipping your morning coffee overlooking open pastures, while being just 10 minutes to skiing at Horseshoe Valley and minutes to Hwy 400, shopping, golf & city amenities. Imagine the freedom of country living on a generous lot, breathing in fresh air and not having to sacrifice convenience. This bright 3 bedroom home offers open concept living, a spacious kitchen with breakfast bar, walkout to a generous size backyard, main floor primary bedroom, main floor laundry, cozy wood stove and a large detached garage with lots of potential. Brand new septic system and newer drilled well, vinyl windows and updated electrical throughout that gives a modern comfort. Certified wood burning stove for those cozy snowy winter nights. Large detached garage for workshop, storage or your next hobby space. This is that rare find where you genuinely get it all, the peace, the space, the views and the convenience. Whether you're a young family seeking room to grow, downsizers craving simplicity or anyone in between dreaming of country life without sacrifice, this is your next home. More detailsListed by CENTURY 21 HERITAGE GROUP LTD.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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#G01 80 Horseshoe Boulevard in Oro-Medonte: Horseshoe Valley Condo Apartment for sale : MLS®# S12829934
#G01 80 Horseshoe Boulevard Oro-Medonte L4M 4Y8
$500,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S12829934
- Bedrooms:
- 1
- Bathrooms:
- 2
DONT MISS THIS INCREDIBLE OPPORTUNITY TO ENJOY FOUR SEASON FUN WITH FAMILY! Nestled within the beautiful 4-season recreational playground of Horseshoe Resort is this idyllic ground floor- slope facing- ski in / ski out unit at Slopeside Condos. Vacation or invest in this 1,188 sq ft fully furnished 1 bed + den / 2 bath condo with high-end finishes thru-out. Open-concept living space features a well-appointed kitchen with granite counters & stainless appliances. Dining area is sizeable and living room has fireplace and walk-out to a private patio. The expansive primary bedroom features a walk-in closet and 4 pc ensuite. The cozy den has access to a second modern 4 pc bath. Convenient In-suite laundry and owned locker for storage. Wheelchair accessible. Enjoy owner access to amenities including; indoor & outdoor pools, fitness centre, sauna, & clubhouse. Two great restaurants on site with owner discounts available. One hour north of Toronto. Unit can be converted to rental program. **EXTRAS** Resort activities to enjoy - Alpine & Nordic Skiing, Snowshoeing, Tubing, Spa, Biking, Golfing, Man-made lake, Tree Top Trekking, Yamaha Adventures, Hiking. New Vetta Spa closeby. Barrie & Orillia only 15-20 minutes away. 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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36 Red Oak Crescent in Oro-Medonte: Shanty Bay House for sale : MLS®# S12830002
36 Red Oak Crescent Oro-Medonte L0L 2L0
$1,299,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12830002
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to 36 Red Oak Crescent, a distinguished back on the wood residence in the prestigious Arbourwood Estates of Shanty Bay. 'The Willow' bungaloft provides in rooms /kitchen on main, and kids retreat in the loft, more than half acre lot accommodates your need of playground, BBQ, bonfire and all kinds of backyard activities. Located minutes from top-rated schools, Georgian mall, and the Lake Simcoe boat launch, this home offers the tranquility of estate living with the convenience of nearby amenities. More detailsListed by SUPERSTARS REALTY LTD.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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32 Oneida Avenue in Oro-Medonte: Sugarbush House for sale : MLS®# S12825772
32 Oneida Avenue Oro-Medonte L0K 1E0
$859,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12825772
- Bedrooms:
- 4
- Bathrooms:
- 3
Private oasis among the trees! Nestled at the end of a quiet cul-de-sac in the heart of Sugarbush, 32 Oneida Avenue is an extensively updated chalet-style home that offers a unique blend of comfort, privacy, and natural beauty. Surrounded by mature trees, this home provides a peaceful, retreat-like setting. A beautifully crafted stone staircase (2017) guides you past dual stone retaining walls (2007 & 2017) to the welcoming front entrance (2018) adorned by a freshly painted exterior (2022). A two-level deck (2022) wraps around the home, offering multiple outdoor spaces for relaxation and entertaining. Inside, you'll find a bright, updated kitchen (2020) with stone countertops and large windows that flood the space with natural light. The adjacent dining room opens onto the upper deck, perfect for morning coffee or sunset dinners. Two spacious bedrooms and a modern 4-piece bathroom (2020) complete the main floor. The expansive lower level features a walk-out family room and a sunken rec room with a cozy gas fireplace (2019), ideal for winter evenings. This level also includes two additional bedrooms, including the primary suite with a renovated 3-piece ensuite (2024), a 2-piece bath (2018), and a utility room complete with a built-in ski rack. Other notable features include: Textured metal roof with 50 year warranty (2007), all carpet redone (2018), additional attic insulation (2007), Front deck & Stairs (2018), windows and sliding doors (2010-2018), 200 amp electrical panel. Visit frank-sold.ca for more information and to book your private showing! Year Built - 1987. Total finished SQFT - 2,277. More detailsListed by RARE REAL ESTATE- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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2447 Ridge Road W in Oro-Medonte: Shanty Bay House for sale : MLS®# S12828408
2447 Ridge Road W Oro-Medonte L0L 2L0
$849,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12828408
- Bedrooms:
- 3
- Bathrooms:
- 2
PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been waiting for with this fully finished bungalow in coveted Shanty Bay, where peaceful forested surroundings and no rear neighbours create a private retreat just minutes from Barrie. Surrounded by natural beauty and year-round recreation, with easy access to Lake Simcoe, parks, schools, golf, trails, beaches and skiing, this home is perfectly positioned to be enjoyed year-round. Step into a beautifully landscaped property with stone accents, lush gardens, and generous green space, then relax or entertain in the fully fenced backyard with its gazebo lounge, expansive deck and patio, and sparkling above-ground pool. The crescent driveway provides ample parking and the space to build a new garage, or easily convert the existing mudroom back into a garage if desired. Inside, soaring exposed beams, oversized windows and dual walkouts to the deck fill the open-concept main floor with light, while a cozy fireplace anchors the inviting living space. Three spacious bedrooms, including a serene primary retreat overlooking the forest, provide comfort for family and guests, complemented by a stylish 4-piece bath with a dual vanity and a modern glass-enclosed shower. The versatile walkout basement offers abundant living space with two recreation rooms, a family room, a den, a full 4-piece bath, and a wet bar with pantry storage, making it ideal for entertaining, extended family living, or in-law suite potential. With major updates already completed - including furnace, roof, eavestroughs, soffits, windows, and doors - plus the added value of an owned water heater and softener, this move-in ready home provides exceptional value and lasting peace of mind. Don't miss your chance to call this private Shanty Bay #HomeToStay your own and start enjoying everything this incredible four-season community has to offer! 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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94 Tamarack Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12824344
94 Tamarack Drive Oro-Medonte L0L 1T0
$554,999Residential Freehold- Status:
- Active
- MLS® Num:
- S12824344
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to the sought after beautifully maintained Big Cedar Estates Community. This home offers 2 bedrooms, 2 bathooms with 1260 square feet of comfortable living space. This home is in excellent condition and ready to move in. Enjoy a spacious and thoughtfully designed layout, perfect for both everyday living and entertaining. The large master bedroom has an ensuite with shower and walk in closet, all rooms feature an abundance of natural light with a cozy feel. The private backyard provides a peaceful retreat; ideal for relaxing mornings or quiet evenings outdoors in your spacious area that offers many large mature tree's and a rear oversized finished outbuilding that could be used as an office, gym or flex space. This active adult community features numerous social events and activities, making it easy to stay engaged and connected with neighbors. Whether you're looking for comfort, convenience, or an active lifestyle this home offers it all. The $345 monthly fee covers you're garbage pick-up, lawn maintenance, snow removal, yearly leaf removal, access to the community clubhouse, community walking trails, community library, maintenance of the private beach, dock and fishing area at the community owned beach on the property on Bass Lake. Don't miss the opportunity to be a part of this welcoming community. More detailsListed by M1 Real Estate Brokerage Ltd- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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2264 90 Highland Drive in Oro-Medonte: Shanty Bay Condo Apartment for sale : MLS®# S12824882
2264 90 Highland Drive Oro-Medonte L0L 2L0
$399,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- S12824882
- Bedrooms:
- 2
- Bathrooms:
- 2
Experience the perfect blend of comfort, adventure, and investment potential with this fully upgraded, furnished property. Whether you're looking for a permanent residence or a vacation home, this all-season retreat offers year-round passive income opportunities. Nestled in a serene and peaceful setting, this home is ideal for investors, outdoor enthusiasts, and nature lovers alike. Just minutes from top-tier outdoor activities, including snowmobiling, skiing, dirt biking, hiking, mountain biking, tree-top trekking, championship golf courses, an indoor golf zone, a Nordic spa, and so much more. Located only an hour north of Toronto, with quick access to Highway 400-just 15 minutes to Barrie, 10 minutes to the highway, and 6 minutes to downtown Craighurst- this prime location ensures both convenience and tranquility. Inside, the inviting ambiance is enhanced by a cozy gas fireplace, while two spacious bedrooms with ensuite bathrooms and in-suite laundry provide ultimate comfort. The surrounding natural beauty creates a breathtaking backdrop for relaxation and rejuvenation. Whether you seek a peaceful escape or an adventure-filled getaway, The Hampton Oasis delivers an unforgettable experience. Don't miss this incredible opportunity to own a piece of luxury living! More detailsListed by CHESTNUT PARK REALTY(SOUTHWESTERN ONTARIO) LTD- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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31 Tanglewood Crescent in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12821766
31 Tanglewood Crescent Oro-Medonte L0L 2L0 OPEN HOUSE: Mar 01, 202602:00 PM - 04:00 PM ESTOpen House on Sunday, March 1, 2026 2:00PM - 4:00PM
$875,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12821766
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 31 Tanglewood Crescent in Oro-Medonte, a beautifully maintained home offering comfort, quality updates, and a true sense of community. Set in a sought after neighbourhood known for its welcoming atmosphere and strong neighbourly connections, this is a place where families put down roots and stay. Inside, the home blends warmth and functionality with a modern layout designed for everyday living and entertaining. The open concept main level is anchored by a gas fireplace and a modern kitchen featuring updated appliances, including a refrigerator replaced in 2024 and a stove and dishwasher approximately seven years old. The walkout basement impresses with high ceilings that make the space feel bright and expansive, complete with a second gas fireplace, creating an ideal setting for a recreation room, media space, or extended family living. Heated floors in the primary bathroom and basement hallway add an elevated level of comfort, while fibre optic internet ensures seamless connectivity for work and lifestyle needs. Storage is abundant throughout the home, and the deck spanning the entire rear façade provides exceptional outdoor living space with mature trees offering privacy. Key mechanical updates include a roof completed in 2019, a high efficiency furnace installed in 2024, and several windows replaced approximately three years ago. This is a home that has provided space to grow, room to gather, and the peace that comes with living just outside the hustle while remaining connected to amenities and recreation. 31 Tanglewood Crescent delivers both lifestyle and long term value in a setting that truly feels like home. More detailsListed by EXP REALTY- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
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20 Rosemarie Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12822282
20 Rosemarie Drive Oro-Medonte L0L 1T0
$899,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12822282
- Bedrooms:
- 4
- Bathrooms:
- 3
RAISED BUNGALOW WITH IN-LAW POTENTIAL ON NEARLY HALF AN ACRE WITH ATTACHED GARAGE & A LOFT! Nestled in a peaceful Hawkestone setting near Lake Simcoe, this charming raised bungalow captures the best of small-town living with quick access to Highway 11 and is approximately 15 minutes to both Barrie and Orillia. Spend your days by the water at the nearby Hawkestone dock, pavilion, boat launch, and Oro Beach, or explore scenic trails only a short walk away. The nearly half-acre lot offers ample outdoor enjoyment with a large deck, two sheds, a fire pit, a chicken coop, and a kids' playset. The front of the home showcases great curb appeal, featuring an interlock walkway and a welcoming covered porch. The open-concept main level features hardwood and tile flooring, timeless finishes, and a bright kitchen with wood cabinetry, a breakfast bar, pantry, and some stainless steel appliances, including a gas stove, with clear sightlines into the living and dining areas. A walkout from the dining room opens to the back deck, where mornings start with coffee in the fresh air and evenings end surrounded by the sounds of nature. The primary bedroom includes a 3-piece ensuite and two double closets, while the main floor laundry with a sink adds everyday practicality. The fully finished basement, featuring a separate entrance, offers in-law potential and includes a cozy rec room with a gas fireplace, built-in bookshelves, a fourth bedroom, and a full bathroom. The attached two-car garage includes a loft area that provides additional storage, and the home is equipped with an 11 kW Generac generator. A truly inviting #HomeToStay in a setting that's easy to fall in love with. 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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6 Aldwinckle Avenue in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12823134
6 Aldwinckle Avenue Oro-Medonte L0L 2L0
$1,699,999Residential Freehold- Status:
- Active
- MLS® Num:
- S12823134
- Bedrooms:
- 4
- Bathrooms:
- 4
This exceptional executive-style corner residence showcases a refined blend of luxury, scale, and natural light throughout. The main living areas feature a dramatic open-concept design with soaring ceilings, expansive windows, and seamless transitions between the kitchen, dining, and living spaces-creating an atmosphere that feels both grand and warmly inviting. At the heart of the home, the chef-inspired kitchen impresses with a substantial island, premium cabinetry, sleek countertops, butler's pantry and high-end appliances. Designed to be both visually stunning and highly functional, it offers the perfect setting for entertaining or everyday living. Architectural details, a striking statement staircase, custom millwork, and carefully curated finishes elevate the home far beyond standard builder construction. The primary suite offers a true retreat experience with its expansive layout, oversized walkand in closet, and spa-inspired ensuite. A freestanding soaker tub, glass-enclosed shower, and double vanity are beautifully framed by large windows that flood the space with natural light. Additional bedrooms are generously proportioned with clean, modern finishes and excellent closet space, providing flexibility for family living, guests, or a sophisticated home office. Bathrooms throughout the home continue the same elevated design standard, featuring contemporary fixtures and timeless materials. Outdoor living is equally impressive. The exterior blends modern siding with elegant stonework, delivering polished curb appeal and a distinctly upscale presence. Set in a location that offers both privacy and a rare sense of openness for a newer community, this property stands apart. From its architectural character to its thoughtfully selected finishes, this home presents a rare opportunity to enjoy a luxury that feels custom-built-offering comfort, sophistication, and exceptional design at every turn. More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
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26 Pearsall Place in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12823314
26 Pearsall Place Oro-Medonte L0L 2L0
$1,799,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12823314
- Bedrooms:
- 4
- Bathrooms:
- 5
Welcome to Eagles Rest Estates! This BRAND NEW CROFT MODEL built by Crystal Homes Offers an Impressive 3.636 sq.ft of Elegant Living Space and it Sits Proudly on a Premium Lot in One of Simcoe County's Most Sought-After Estate Communities. The Open Concept Main Floor Features Soaring Ceilings, Oversized Windows, and Seamless Layout. The Kitchen Showcases Custom Cabinetry, Quarts Countertops and a Large Island. Upstairs the Home Features Four, Spacious Bedrooms, Including a Primary Retreat with a Spa-Like Ensuite Boasting a Freestanding Bathtub, Glass Shower, and Double Sinks. Each Secondary Bedroom Offers Generous Closet space and an Access to a Bathroom. Too Many Upgrades to List. 10 min to Barrie, 15 min to Orillia. PRICED LOWER than the Same Models Base Price in Builder's 2nd Release. This is Your Chance to Get Into This Neighbourhood Before Everyone Else! More detailsListed by RE/MAX CROSSTOWN REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
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11 Caldwell Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12823892
11 Caldwell Drive Oro-Medonte L0L 2L0
$1,769,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12823892
- Bedrooms:
- 5
- Bathrooms:
- 5
Brand new custom-built bungalow with 5,000 Sqft + living space offering elevated luxury, exceptional craftsmanship, and ultimate comfort on a sprawling 1.3-acre lot. This stunning home features 5 spacious bedrooms and 5 beautifully appointed bathrooms, designed with both elegance and functionality in mind. The open-concept layout is complemented by high-end finishes throughout, creating a seamless blend of sophistication and warmth. The fully finished basement is equipped with radiant in-floor heating throughout, ensuring year-round comfort. Enjoy premium lifestyle features including a private sauna, a dedicated theater room for cinematic experiences at home, and a quiet study perfect for remote work or reading. Car enthusiasts and families alike will appreciate the oversized 3-car garage, offering ample space for vehicles, storage, and more. Experience refined country living with modern luxury in this exceptional custom residence. More detailsListed by CENTURY 21 PEOPLE`S CHOICE REALTY INC.- DAVID WEEKS
- CENTURY 21 B.J ROTH REALTY LTD
- 1 (705) 3218707
- Contact by Email
Data was last updated March 1, 2026 at 02:15 PM (UTC)
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