Featured Listings

1-12/19
  • 16 Highland Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12870236

    16 Highland Drive Horseshoe Valley Oro-Medonte L0L 2L0
    Main Photo: 16 Highland Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12870236
    $1,348,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12870236
    Bedrooms:
    4
    Bathrooms:
    3
    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 clear, panoramic views across Horseshoe Valley and Georgian Bay to Meaford-approximately 80 kilometres. Only one other of these view properties has come to market in the past five years. Fully renovated to showcase the spectacular setting, this exceptional walkout bungalow offers seamless open-concept living designed for both everyday comfort and entertaining. The home features four bedrooms and three full bathrooms, with a bright, airy layout throughout. The main level is finished with rich hardwood floors and includes a dedicated, spacious home office-ideal for remote work in a peaceful setting. The updated kitchen is the heart of the home, complete with granite countertops, a large island for gathering, and generous prep space for hosting family and friends. The main floor principal suite enjoys sweeping views, an exceptionally spacious ensuite, and a large walk-in closet. The lower level is as light-filled as the main floor, thanks to glass walkout doors leading to the rear yard. Here you'll find additional bedrooms, a full bathroom with tub and shower, and a small service area that adds flexibility for entertaining or multi-generational living. Set in the heart of Horseshoe Valley, the home offers convenient access to outdoor recreation, including skiing, hiking, biking trails, golf, and the local resort and spa. The community is approximately 15 minutes to Barrie and about one hour to Toronto Pearson International Airport. Nearby amenities include two ski areas within two kilometers, 43 kilometers of cross-country and mountain bike trails, and a new elementary school and community centre just one kilometer away. Opportunities like this are few and far between on this coveted ridge. Experience comfort, space, and exceptional views in one remarkable home. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 32 Valleycrest Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12787354

    32 Valleycrest Drive Horseshoe Valley Oro-Medonte L0L 2L0
    Main Photo: 32 Valleycrest Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12787354
    $1,038,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12787354
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 32 Valleycrest Drive in Horseshoe Valley, a custom-built walkout bungalow nestled in the heart of the sought-after Highlands neighbourhood. Set on more than half an acre of exceptional privacy, this home offers over 2,000 square feet of beautifully finished living space with three bedrooms and three full ensuite bathrooms. Inside, an open-concept layout allows the kitchen, great room, and dining area to flow together in a bright, welcoming space. Nine-foot ceilings enhance the sense of openness, while two gas fireplaces add warmth and comfort on both levels. A glass-railed deck overlooks the treetops - offering peaceful views without neighbours in sight. The main level features a spacious principal suite with a four-piece ensuite and walk-in closet, along with a second bedroom boasting a vaulted ceiling and its own stylish three-piece ensuite. The fully finished walkout lower level is a true extension of the home, complete with a large rec room, a third bedroom with ensuite bath, and direct access to the exceptionally private backyard. Life in Horseshoe Valley offers endless opportunities for active living. Just minutes away are two downhill ski areas, 43 km of cross-country and mountain bike trails, hiking, golf, Vetta Nordic Spa, and Horseshoe Resort. The community is also only 15 minutes to Royal Victoria Hospital and Georgian College, and approximately one hour to Pearson Airport. Adding even more value, a brand-new elementary school and community centre are set to open this fall just half a kilometre away. Don't miss the chance to call this private walkout bungalow your forever home. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 4 Bay Court: Wasaga Beach House for sale : MLS®# S13001016

    4 Bay Court Wasaga Beach Wasaga Beach L9Z 1P7
    OPEN HOUSE: May 02, 2026
    12:00 PM - 02:00 PM EDT
    Open House on Saturday, May 2, 2026 12:00PM - 2:00PM
    Main Photo: 4 Bay Court: Wasaga Beach House for sale : MLS®# S13001016
    $698,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S13001016
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 4 Bay Court in Wasaga Beach, a home that perfectly balances family-friendly convenience with the relaxed pace of a premier coastal community. Whether you are looking for a place to raise a family where the kids can walk to school, or seeking a peaceful retreat to simplify and slow down, this property offers a versatile layout designed for every stage of life. Nestled on a private, treed, and fully fenced 60 by 125 foot lot, this residence provides a serene outdoor oasis with over 2,700 square feet of finished living space, including three bedrooms and three full bathrooms. The main floor offers approximately 1,490 square feet of true one-level living, featuring a bright, open-concept kitchen, living, and dining area that flows seamlessly to a walkout deck-perfect for morning coffee or evening entertaining. Two generous bedrooms complete the main level, while the fully finished lower level provides an additional 1,300 square feet of flexible space ready for guests, a home gym, or a family media room. Wasaga Beach is world-renowned for the longest freshwater beach, but it has quickly become a vibrant, year-round destination for families and empty nesters alike. Residents enjoy a tight-knit neighborhood feel with access to spectacular walking and cross-country ski trails, a brand-new community center, and all your daily shopping and essential needs just minutes away. This home offers the rare opportunity to enjoy a functional, spacious interior paired with a lifestyle defined by nature and community. Discover the best of Wasaga Beach living at 4 Bay Court-a home that works for your life today and tomorrow. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 57 High Vista Drive in Oro-Medonte: Horseshoe Valley Condo Townhouse for sale : MLS®# S12856784

    57 High Vista Drive Horseshoe Valley Oro-Medonte L4M 4Y8
    Main Photo: 57 High Vista Drive in Oro-Medonte: Horseshoe Valley Condo Townhouse for sale : MLS®# S12856784
    $698,000
    Residential Condo & Other
    Status:
    Active
    MLS® Num:
    S12856784
    Bedrooms:
    3
    Bathrooms:
    3
    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 space and light. It includes a spacious great room with soaring vaulted ceilings and easy access to a rear deck. From here, enjoy stunning views of the nearby ski slopes at Heights Ski and Country Club, adding a picturesque backdrop to your living experience. Perfect for outdoor enthusiasts, this home offers unparalleled access to a range of recreational activities. Whether you enjoy biking, hiking, golfing, downhill skiing, or Nordic skiing, the necessary trails and facilities are just steps from your doorstep. Additionally, the new clubhouse at the Heights adds a luxurious touch to the neighborhood, providing a central gathering space for community events and family outings. The home's location is not only ideal for leisure but also practical for families planning to stay long-term. A new elementary school and community center are under construction approximately 1.5 kilometers away. Whether you're looking for a cherished family getaway or a permanent residence to raise a family, 57 High Vista offers convenience and community in a beautiful neighborhood setting. Enjoy the benefits of a lifestyle where everything you need is built right in. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 19 Yonge Street S in Springwater: Elmvale House for sale : MLS®# S13056710

    19 Yonge Street S Elmvale Springwater L0L 1P0
    Main Photo: 19 Yonge Street S in Springwater: Elmvale House for sale : MLS®# S13056710
    $648,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S13056710
    Bedrooms:
    3
    Bathrooms:
    3
    Village living meets a world of possibilities at 19 Yonge Street South! This beautifully renovated, move-in-ready Victorian home in the heart of Elmvale offers a unique opportunity for a young family or professionals seeking a premier live-work location. Boasting nearly 2,000 square feet of modernized living space, this two-storey residence features three spacious bedrooms and three full bathrooms, including an upstairs ensuite with a dual granite vanity. The main floor is designed for both comfort and entertaining, highlighted by nine-foot ceilings, original deep baseboard trim, and a large open-concept kitchen equipped with granite countertops and newer cabinetry. A unique bonus "party room" adds to the functional charm, while the cozy living room features a corner gas fireplace and large sash windows that flood the space with natural light. Practicality is found in the large rear mudroom/laundry room and a convenient main-floor three-piece bath. Set on a generous lot with 86 feet of frontage, the property includes a detached garage, a large driveway, and a fully fenced yard with a private deck. Beyond being a beautiful home, the commercial zoning provides incredible versatility for a variety of uses, such as a law office, dental or medical practice, or even a conversion into separate apartments. Don't miss your chance to own a property that offers so much more than just a place to live. Contact the Chilton Team today to book your showing and explore the endless potential of this Elmvale gem! More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 19 Birch Grove Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12995486

    19 Birch Grove Drive Horseshoe Valley Oro-Medonte L0L 2L0
    Main Photo: 19 Birch Grove Drive in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12995486
    $489,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12995486
    Have you ever dreamed of living in a place where you can walk to the tee-box or the chairlifts? Welcome to 19 Birch Grove Drive, a rare opportunity to build your custom masterpiece in the prestigious heart of Horseshoe Valley. This exceptional level building lot offers a premium vantage point, directly overlooking the lush fairways of Horseshoe Resort's 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 skiing, snowboarding, and the vast network of cross-country trails. When the snow melts, you are immersed in a golfer's paradise, minutes from two award-winning courses and the adrenaline-pumping mountain bike trails of the 4,000-acre Copeland Forest. For those seeking relaxation, the nearby Vettä Nordic Spa and local resort dining offer luxury conveniences right in your neighborhood. This quiet, established enclave is ideally located for those who want to escape the city without sacrificing accessibility; you are only 15 minutes from the shopping and services of Barrie and Orillia, with easy highway access for commuters. The level topography of this lot is a builder's dream, offering a versatile canvas for a modern chalet or a sprawling estate designed to capture the stunning panoramic views. Start planning your custom retreat today and live where you play! More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • Lot 2 Delta Road in Severn: Rural Severn House for sale : MLS®# S12146865

    Lot 2 Delta Road Rural Severn Severn L0K 2B0
    Main Photo: Lot 2 Delta Road in Severn: Rural Severn House for sale : MLS®# S12146865
    $425,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12146865
    A rare chance to enjoy the best of Muskoka with half the drive! Located on Sparrow Lake, just 1.5 hours north of Toronto, this waterfront lot is at the gateway to Muskoka, on the border between the Township of Severn and the District of Muskoka. This offers the benefit of lower property taxes. Welcome to Lot 1 (or) Lot 2 on Delta Road, situated on the serene waters of Deep Bay. Sparrow Lake is part of the Trent-Severn Waterway connecting Lake Ontario to Lake Huron. Lot 1: 4.5 acres with approximately 200 feet of south-facing water frontage. (Lot 2: 2.75 acres with approximately 200 feet of south-facing water frontage) This lot has a completed Environmental Impact Study, facilitating site selection and building permits. Positioned at the far western end of Deep Bay, this promises minimal boat traffic and maximum tranquility. This parcel can be purchased separately or together with Lot ( 1 )( MLS# 40605276 ) offering a rare chance to create a large and secluded family retreat. Proximity to marinas, resorts, and dining, combined with the natural beauty and privacy, make this property a hidden gem just a short drive from Toronto. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • Lot 14 Whispering Pine Circle in Tiny: Rural Tiny House for sale : MLS®# S12886552

    Lot 14 Whispering Pine Circle Rural Tiny Tiny L9M 0C2
    Main Photo: Lot 14 Whispering Pine Circle in Tiny: Rural Tiny House for sale : MLS®# S12886552
    $165,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    S12886552
    Enjoy being just minutes from the breathtaking waterfront of Georgian Bay, known for its sandy beaches, wonderful views, marinas, and world-class boating. This is a resale lot, so HST is included. The grading deposit has been paid and rebates to the buyer. No hydro deposit is required. These add up to tangible cash savings to you upon closing. This level building lot offers more than three-quarters of an acre of opportunity to build exactly the home you've always wanted. Shopping, restaurants and entertainment are a short ten-minute drive away in the charming port town of Penetanguishene, and nature's beauty is at your doorstep. The lot is located in a desirable subdivision of estate lots and homes, with paved and well-lit streets, trails, access to the OFSC snowmobile network as well as a large local park. Importantly, natural gas, hydro, and fibre-optic internet are available at the lot line. Development fees apply. HST included in price. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 2407 3 Line N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12150451

    2407 3 Line N Rural Oro-Medonte Oro-Medonte L0L 2L0
    Main Photo: 2407 3 Line N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12150451
    $1,590,000
    Residential Freehold
    Status:
    Sold
    MLS® Num:
    S12150451
    Bedrooms:
    4
    Bathrooms:
    3
    Space, Privacy & Location This Rare 103-Acre Opportunity Has It All! Welcome to 2407 3 Line North in Oro-Medonte, a one-of-a-kind rural estate offering space, serenity, and convenience just 15 minutes from Barrie, 5 minutes from skiing and golf, and only an hour from Pearson Airport. Situated at the corner of 3rd Line and Bass Lake Sideroad, this expansive 103-acre property is nestled on the southern edge of Horseshoe Valley. The land features approximately 17 acres of cleared, productive farmland, and is surrounded by managed forest, which provides the current owners with significant income tax benefits. With Simcoe County Forest bordering the south and west sides, this peaceful retreat is protected from future development a true rarity in a region seeing rapid growth. The main home is a warm and spacious two-storey residence with over 3,100 square feet of finished living space, including a full basement. Inside, you'll find four bedrooms, three bathrooms, and generously sized principal rooms. The home offers two family spaces with cozy fireplaces, all facing south to capture sunlight and sweeping views of the fields and woodlands beyond. Adding to the appeal is a 1,000-square-foot secondary building, fully equipped with electricity and plumbing. Currently used as a shop, it holds exciting potential for conversion into a guest house, studio, or home office. First time offered in over 45 years, this agriculturally zoned estate offers a rare blend of natural beauty, long-term value, and exceptional privacy. Whether you're seeking a family retreat, farmstead, or simply space to breathe this is a property that delivers. Located in sought-after Oro-Medonte, you're moments from Horseshoe Resort, Vettä Nordic Spa, trails, and major highways, all while enjoying the quiet of the countryside. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 115 Collier Street in Barrie: City Centre Commercial for sale : MLS®# S9356682

    115 Collier Street City Centre Barrie L4M 1H2
    Main Photo: 115 Collier Street in Barrie: City Centre Commercial for sale : MLS®# S9356682
    $1,550,000 /For Sale
    Commercial
    Status:
    Sold
    MLS® Num:
    S9356682
    Total Area:
    1,820 sq. ft.
    Developers and Investors, be ready for the next wave! Located in Barrie's Urban Growth Centre, 115 Collier Street is a superb asset and opportunity in the heart of the city, and just one block from the booming waterfront! Located within Barrie's High Density Land Use Official Plan designation, 115 Collier Street is zoned C2-2 and offers a fully tenanted property that cash flows now while you complete assembly and permitting. High visibility 54'x154' corner lot, with a short walk to waterfront, law offices, court house, real estate offices, city hall, the lake and downtown restaurants. Current commercial tenant on a five year lease for top two floors with quality residential tenant on lower level. with more than 200 feet of total frontage this the highest-potential available corner lot in Barrie's downtown core! More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 4552 5th Line N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12366158

    4552 5th Line N Rural Oro-Medonte Oro-Medonte L0L 1V0
    Main Photo: 4552 5th Line N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12366158
    $1,300,000
    Residential Freehold
    Status:
    Sold
    MLS® Num:
    S12366158
    Bedrooms:
    3
    Bathrooms:
    3
    Be the first to call it home! Brand new custom dream home on a three-quarter acre estate lot with no neighbours behind you will be ready for fall occupancy. This luxurious three bedroom executive bungalow boasts grand interior spaces, 12 foot vaulted ceilings, a generous principal suite and wide open country views will leave you speechless. Custom cabinetry, quart countertops, hardwood floors, triple garage, this home has everything! It's also a a very private location just two minutes from the slopes at Mt St Louis -Moonstone, 20 minutes from Barrie, and just over an hour from Pearson Airport. Built by a local builder with more than four decades of experience, and covered by full Tarion warranty. HST is included in the price. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
  • 25 Cathedral Pines Road in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12302067

    25 Cathedral Pines Road Horseshoe Valley Oro-Medonte L4M 4Y8
    Main Photo: 25 Cathedral Pines Road in Oro-Medonte: Horseshoe Valley House for sale : MLS®# S12302067
    $917,000
    Residential Freehold
    Status:
    Sold
    MLS® Num:
    S12302067
    Bedrooms:
    3
    Bathrooms:
    3
    Welcome to 25 Cathedral Pines, a beautiful family home nestled in the heart of Horseshoe Valley one of Ontario's most sought-after destinations for active, outdoor living. With 16 acres of public forest directly behind the property, you'll enjoy an unmatched sense of privacy and year-round access to nature. Whether its skiing, hiking, biking, or golf, the adventure starts right at your doorstep. This charming home offers more than 2,100 square feet of finished living space and sits on a sloped -acre ravine lot. The unfinished walkout basement offers the opportunity to expand your living area and add value to this fine property. Inside, the main living area makes a grand impression with 16-foot cathedral ceilings, a minstrels gallery, and a dramatic full-height stone fireplace that adds warmth and character. Large windows and sliding doors fill the space with natural light and showcase the peaceful wooded surroundings. The open-concept main floor is ideal for family life and entertaining, featuring a spacious kitchen with L-shaped island, ample counter space, and a large dining area that opens onto the deck. The adjacent family room offers serene views and another sliding walkout. Hardwood floors run throughout. A den, powder room, and laundry complete the main level. Upstairs, a gallery hallway overlooks the living area and leads to three bedrooms. The primary suite includes a walk-in closet, three-piece ensuite, and private upper deck a perfect spot to enjoy morning coffee. With two ski resorts within 2 km, 43 km of trails, and a brand-new elementary school and community centre opening nearby in September, this is a rare chance to join a thriving, family-friendly neighbourhood. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
1-12/19
Data was last updated April 29, 2026 at 12:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.