View map
24 photos
Woodland Dr & Moon Point Dr Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering 100 Feet Of Pristine Frontage With Crystal-Clear Water, Natural Rocky Shoreline, And A Hard Sandy/Rock Bottom Ideal For Swimming, Boating, And Enjoying Lake Life. Whether You Choose To
17 photos
... renowned Valley Course with breathtaking views of the ski hills as your year-round backdrop. Perfectly situated for the outdoor enthusiast, this property provides a true four-season lifestyle where world-class amenities are just steps away. In the winter, enjoy immediate access to downhill...
50 photos
Moonstone Rd E/County Rd 19/Line 8 N FAMILY COMPOUND | Built in 2022, this expansive 9,000 sqft estate on 100 acres is ideal for multi-generational living, family compound use, or rental income potential. The property includes a custom main residence, a legal ranch-style accessory apartment...
39 photos
Cross Streets: Highway 12 / Medonte Side Road 2. ** Directions: Highway 12 to Medonte Side Road 2. Set on a picturesque 2.178-acre lot, this beautifully renovated bungalow offers the perfect blend of comfort, charm, and versatility. Featuring 3 spacious bedrooms (2 up, 1 down) and 2 full bathrooms,
4 photos
Line 2 Build your dream home AND your dream shop! 5.9 acres being offered for sale with a section of the property zoned IR allowing for flexibility in building a small service shop or light industrial uses along side your dream home. All development charges, fees etch. are the responsibility...
12 photos
Cross Streets: HWY 11& LINE 7 S. ** Directions: HWY11& LINE 7 S. LOCATION, LOCATION, LOCATION!!! Very Rare Opportunity To Own Esso Gas Station + Tim Hortons (Lease)!!! Prime Location On Busy Hwy 11 & Line 7 S, Oro Station, Within The Rapidly Expanding Industrial/Commercial Hub Of Oro-Medonte
7 photos
Cross Streets: Horseshoe Valley Road. ** Directions: Horseshoe Valley Road to Line 8 N. Rare opportunity to build your dream home on a private 2+ acre lot in Oro-Medonte, ideally located next to the prestigious Braestone community and just minutes from Horseshoe Valley Resort. Elevated above
14 photos
HIGHWAY 12 AND LINE 15 BUSY HIGH TRAFFIC CORNER LOCATION WOULD SUIT MOST COMMERCIAL USES; CAR LOT, SERVICE STATION, MARINA SALES AND SERVICE, CONVENIENCE STORE, RESTAURANT, TAKE OUT ESTABLISHMENT, OFFICE. TWO BEDROOM APARTMENT ON SECOND FLOOR EXCELLENT OPPORTUNITY FOR LIVE WORK OR RENT OUT

30 photos
Cross Streets: Old Barrie Rd and Line 15 N. ** Directions: East on Old Barrie Rd, Turn Left on Line 15 N. 99.79 acres located close to new development, existing residential & commercial properties, major shopping, dining and entertainment, Lakehead University, Costco, and essential services.

6 photos
Cross Streets: Moonstone Rd E/Line 7 N. ** Directions: Moonstone Rd E/Line 7 N/Alpine Dr/Valleyview Dr. OVER HALF AN ACRE READY FOR YOUR CUSTOM BUILD IN A QUIET EXECUTIVE ENCLAVE! Positioned within a small enclave of custom-built executive homes on Valleyview Drive, this impressive 114 x 219
47 photos
Cross Streets: Hwy 11 Or Ridge Rd.To Line 7 R. ** Directions: Lakeshore Rd E to Barbara Ave. Welcome to 5 Barbara Avenue, a beautifully maintained 3+1 bedroom, 3 bathroom home set on an oversized lot in a quiet, family-friendly neighbourhood just steps from Lake Simcoe. This highly desirable

41 photos
Cross Streets: HWY 12 AND DEMONT DRIVE. ** Directions: HWY12 WEST to DEMONT to CHESLOCK. Welcome to 19 Cheslock Crescent. This 5 year old bungalow located in the Kayley Estates in the quaint and safe community of Warminster is situated on a half acre with mature trees, fully fenced, landscaped

25 photos
Cross Streets: Tanglewood Cres/Oakmont Ave. ** Directions: Horseshoe Valley Rd W/Line 3 N/Highland Dr/Landscape Dr/Tanglewood Cres/Oakmont Ave. HORSESHOE VALLEY LIVING WITH NEARLY 2,500 FINISHED SQ. FT. & IN-LAW POTENTIAL! Buy the address for ski days, golf mornings, forest trails, and spa
45 photos
Cross Streets: Line 2 S and Red Oak Cres. ** Directions: Ridge RD to 2nd Line 2 to Red Oak. Rare Opportunity in Arbourwood Estates, one of the larget lots, 1.25 private acres, Executive Bungalow, This 3 Bdrms 3 Bath Home offers Expansive Open Layout with Catherdal Ceilings and Form Dining Rm,
38 photos
5 Line S/Greenwood Forest Rd Top 5 Reasons You Will Love This Home: 1) Welcome to a rare waterfront retreat on coveted Greenwood Forest Road in Oro-Medonte, where peaceful tree-lined surroundings meet sweeping, unobstructed views of Lake Simcoe, offering a truly special setting to wake up to
12 photos
Cross Streets: Line 12 and Ridge Road. ** Directions: Ridge Road to Line 12 to Lakeshore. Gorgeous south east views of Lake Simcoe sitting on the edge of Carthew Bay. This well cared for waterfront gem is ready to be your year round sanctuary. 60' of water frontage, located less than 15 minutes
17 photos
Penetanguishene Rd/Horseshoe Valley Rd W Top 5 Reasons You Will Love This Property: 1) Extraordinary 27-acres parcel with nearly 2,000 feet of road frontage offering incredible potential, whether you are looking to build a private estate, hold as an investment, or explore future development
49 photos
Hwy 400 to Horseshoe Valley rd to Line 4 N Welcome to your private hillside retreat in the heart of Horseshoe Valley. Set on over 6 acres and perched beautifully above the surrounding landscape, this 4 bedroom, 3 full bathroom home offers stunning elevated views, exceptional privacy, and a

44 photos
Cross Streets: Hwy 93 and 11. ** Directions: 400 N to 11, left on Line 1 N, Right on Caldwell. Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - all crafted with quality and attention to detail.

30 photos
Cross Streets: HVR/Line 4. ** Directions: HVR/Line 4/Alpine. Found in the heart of Horseshoe Valley, within an enclave of exclusive homes, this property offers an exceptional lifestyle in what many consider a true "Blue Zone" for healthy, active living. From skiing and golf to mountain biking
49 photos
Mill St and Scarlett Line Welcome to your country retreat on 10 beautiful acres in Hillsdale - the perfect setting for your future hobby farm! This lovingly updated property offers a blend of rural tranquility and modern comfort, featuring an eat-in kitchen with a breakfast bar, gas range,
20 photos
Cross Streets: Horseshoe Valley Road. ** Directions: Horseshoe Valley Road to Horseshoe Resort. HERE'S WHY 102-80 HORSESHOE VALLEY ROAD COULD BE YOUR NEXT MOVE:- Room to live and breathe. With nearly 1,200 sq ft, 2 bedrooms plus a den, and 2 full bathrooms, this thoughtfully designed layout
49 photos
Thoroughbred Dr/Gelderland Cres Welcome to the prestigious Braestone community of Oro-Medonte, nationally recognized for excellence in community design. Built in 2020 and set on a premium 195 x 191 ft lot just under 1 acre, this exceptional home offers 4,228 sq ft of finished living space with...
50 photos
Cross Streets: Horseshoe Valley Road & Line 6N. ** Directions: Horseshoe Valley Road To Ruby Ridge To Line 6N, And Rt on Huronwoods Drive. Tucked away on a private treed lot with just over an acre, this beautifully renovated raised bungalow, complete with a thoughtful addition, is located in

7 photos
Bass Lake Side Rd W & Line 3 N Exceptional opportunity to secure the lowest priced home in Eagles Rest with a premium walkout basement! This Arbor model assignment offers approximately 2,820+ above grade plus a finished basement foyer, featuring 4 bedrooms and 3.5 bathrooms on a premium lot.This
8 photos
Cross Streets: Hwy 400 N & Mt St Louis Rd. ** Directions: N. Rare opportunity to acquire 382 acres of prime farmland, featuring over 270 workable, GPS-mapped, tile-drained working acres with high yields. This property includes a 3,000 sq.ft. steel building and two grain silos, providing valuable
5 photos
Cross Streets: Line 4 N. ** Directions: Hwy 400, exit right on Mt St Louis Rd W. Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natural gas, hydro, well and septic. Some conservation authority land

27 photos
Highway 12 to Warminster Sdrd to Meadow Acres Rd This is Curb appeal by Broadmoor Homes. Gorgeous 3-bedroom and 2-bathroom bungalow in Meadow Acres, offers a peaceful and spacious retreat, blending modern comfort with the beauty of nature. Enjoy quiet nights on your covered back porch or rock

30 photos
... with amazing visual exposure of 1,555 feet right on busy Highway 11 perfectly positioned between Barrie and Orillia making this a prime piece of real estate for today and the future. Features a very large renovated barn and 2nd detached smaller barn. Also features $150K in fencing and is currently...

31 photos
Cross Streets: HVR & Pine Ridge Tr. ** Directions: HVR to Pine Ridge Trail to Pine Spring. Nestled in the heart of Horseshoe Valley, this beautifully upgraded 3 bedroom, 2-storey home sits on a premium double lot surrounded by mature trees and four-season recreation. Offering over 2,700 sq.

21 photos
Cross Streets: Line 3 N & Horseshoe Ridge Way. ** Directions: From Horseshoe Valley Rd West take Line 3 N to Horseshoe Ridge Way. Turn right to Boville court. Welcome to 4 Boville Court-where comfort, space, and nature come together to create the perfect year-round retreat. Ideally located

38 photos
Cross Streets: Horseshoe Valley Rd. / Line 10 N. ** Directions: Line 10 N. Absolute Dream Home! Set On A Private, Park-Like 2-Acre Lot In One Of Oro-Medonte's Most Desirable Locations, This Stunning Custom-Built Home Offers Luxury, Space & Lifestyle In One Incredible Package. With Nearly 3,800

40 photos
HWY 12 & LINE 15 N Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor space To Entertain Family & Friends. Fully Updated Open Concept Floor Plan Just Completed August 2025. Kitchen Includes Stunning
47 photos
Cross Streets: Horseshoe Valley Rd/Pine Ridge. ** Directions: Horseshoe Valley Rd W to Pine Ridge Trail. Home on the Left (East). 17 Pine Ridge Trail offers luxury estate living in the heart of Horseshoe Valley, set on a private maple-treed lot backing onto forest on a quiet dead-end street.
32 photos
Line 7 North - Bachly Ave - Boyd Cres. Welcome to this beautifully updated 4-bedroom, 3-bathroom home, perfectly situated on a sought-after street in a charming, family-friendly neighbourhood. Blending modern upgrades with warm, inviting spaces, this home offers both comfort and functionality
28 photos
... estate is truly a dream come true. **EXTRAS** Local Lake Simcoe Regional Airport supplies full service for private jets, helicopters and charters. Situated in the historic hamlet of Shanty Bay, one of Ontario's most desired areas for country homes and private waterfront estates. (id:27476)
46 photos
Cross Streets: HVR \\LINE 4. ** Directions: HSVR/Line4/Highland/Sign. Welcome to refined four-season living in the heart of Horseshoe Valley. Set on a quiet, prestigious street in Oro-Medonte, 57 Highland Drive offers executive comfort, natural beauty, and an easy lifestyle. Walk to the new
37 photos
Cross Streets: Cedarbrook/Line 11. ** Directions: Hwy #400 to Line 11 to property on right past Cedarbrook. Charming Craftsman style brick bungalow situated on a beautiful double lot (over acre) in the village of Hawekstone. Surrounded by mature trees, lush gardens and backing onto township

3 photos
Cross Streets: Rail Trail and Tudhope. ** Directions: 9th Line S - Lakeshore - Tudhope. Discover the perfect canvas for your dream home on this exceptional 150' x 185' lot, ideally situated on Tudhope Road, south of Ridge Road in sought-after Oro-Medonte. Nestled in a serene enclave of estate

20 photos
HIGHLAND DR/ HORSESHOUE VALLEY 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

12 photos
Cross Streets: Line 2 & Ski Trails Road. ** Directions: Line 2 N/Ski Trail Rd. Welcome to an extraordinary opportunity to create a home that truly reflects your lifestyle. Set on a nearly 2-acre parcel in the heart of Oro-Medonte, just north of Shanty Bay Golf Course, this property offers the
22 photos
Cross Streets: Old Barrie Rd W/Penetanguishene Rd. ** Directions: Hwy 400/Forbes Rd/Penetanguishene Rd. HALF-ACRE COUNTRY LIVING WITH A POOL, HOT TUB, BUNKIE, WORKSHOP, & COZY INTERIOR! Life feels bigger, brighter, and a whole lot more fun on this half-acre country property, where the backyard
26 photos
Cross Streets: Mitchell Rd/Grandview Cres. ** Directions: Lakeshore Rd E/Mitchell Rd/Grandview Cres. 104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the kind of property where every season brings
44 photos
Cross Streets: Ridge/Line 2. ** Directions: Ridge Road to Line 2 South To Bay. A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Tucked away on a quiet dead-end street, this exceptional lakefront property boasts nearly 200 feet of pristine, south-facing shoreline
41 photos
Cross Streets: Horseshoe Valley Rd W & 4th line. ** Directions: Horseshoe Valley Rd W to 4th line to Highland Drive. Welcome to 16 Highland Drive in the sought-after Horseshoe Highlands of Oro-Medonte. This is a rare opportunity on the Highland Drive ridge, one of just nine properties with
19 photos
Cross Streets: Horseshoe Valley Road & Line 8. ** Directions: Between Craighurst & Orillia on Horseshoe Valley Rd, South on Line 8 North, Left on Friesian Court. No sign on property. Price is based on Buyer qualifying for HST Rebate. DON'T MISS THE OPPORTUNITY to build your dream home in Oro-Medonte.
21 photos
Cross Streets: Horseshoe Valley Road and Line #8. ** Directions: Between Craighurst & Orillia on Horseshoe Valley Rd, South on Line 8 North, Left on Friesian Court. No sign on property. Price is based on Buyer qualifying for HST Rebate. DON'T MISS THE OPPORTUNITY to build your dream home in
50 photos
Line 2/Red Oak/Basswood Tucked away in the serene landscape of Oro-Medonte, 11 Basswood Circle is a one-of-a-kind 3+2 bedroom, 4-bathroom bungaloft that captures the essence of a modern mountain retreat while offering refined everyday living. Set on a picturesque property with a spacious three-car

5 photos
Cross Streets: Hwy 11/Line 7. ** Directions: Hwy 11 South to Line 7, North. Attention Investors And Farmers! This Property Abuts The Lake Simcoe Regional Airport (Airport Allows Small Jets) 137 Acres Of Farm/Vacant Land. Currently Being Farmed As Cash Crop (Soybeans). Located On Hwy 11, Line
50 photos
HWY 400 to Horseshoe Valley Rd W to High Vista Dr feet of beautifully finished living space, featuring three well-appointed bedrooms and three bathrooms, designed to comfortably accommodate and entertain both family and friends. The home is laid out with an open-plan concept, maximizing both