17 Cherry Street

24 Oliver Crescent, a charming log home nestled on a spacious 120 x 225 lot backing onto the tranquil Pretty River. This unique property offers the warmth and character of log construction combined with modern comfort, including efficient geothermal heating, Pine floors, Aluminum roof and modern finishes throughout. The spacious main floor provides lots of space to entertain with a large living room (19'10X29ft) and a kitchen you can spend hours in with Island and spacious Dining area for the entire family to enjoy. With 3 spacious bedrooms upstairs including a large ensuite with walk-in glass shower and 2 additional bedrooms in the lower level, there is room for the whole family or the potential for multi generational living with a completely separate side entrance into the lower level. The basement features its own kitchen area, making it ideal as an in-law suite or guest space. Enjoy the cozy ambiance of three wood-burning fireplaces throughout the home, located in the kitchen, living room, and lower-level family room. Surrounded by nature and just steps to Georgian Bay and minutes to downtown Collingwood and area trails, this is a rare opportunity to own a peaceful retreat with all the conveniences of town nearby. Other bonus features include the large paved driveway, detached shop, sun room out back, private backyard and the furnace was replaced in 2021. This home is ready for you.

Welcome to this spectacular four-season waterfront home in one of Collingwood's most desirable neighbourhoods. Set on a beautifully landscaped pie shape lot with views of Georgian Bay & a picturesque pond frequented by graceful swans, this exceptional property offers luxury, privacy, resort-style living year-round. The backyard is a true retreat, featuring a stunning heated inground pool with waterfall & Coverstar automatic cover, hot tub & expansive two-level PVC deck. Whether entertaining family & friends, bird watching, or relaxing, the tranquil waterfront setting provides the perfect backdrop. Inside, the renovated kitchen overlooks the dramatic two-storey living room with a floor-to-ceiling stone fireplace, with expansive windows throughout that capture beautiful water views. The main-floor offers a guest room and a primary suite featuring a walk-in closet, full ensuite & direct access to the backyard oasis. Upstairs you'll find two spacious bedrooms, including one with a private balcony overlooking the water, plus a loft that creates a unique space to relax and enjoy the scenery. Built in 2012 & recently extensively upgraded, the home showcases exceptional quality throughout. Features include renovated bathrooms with custom glass showers, solid wood interior doors, updated lighting, custom Hunter Douglas window coverings, custom closet organizers & renovated laundry room with maple cabinetry & quartz counters. The professionally finished lower level adds living space with a large recreation room, games area, two additional bedrooms, & a full bathroom, making it ideal for guests or multi-generational living. Recent upgrades include a wind-rated Owens Corning Duration roof on the home & sheds, epoxy garage floors, updated furnace & a/c, WiFi thermostat, garage doors, security system, sump pump with battery backup, updated pool equipment & more. This extraordinary waterfront property offers the perfect blend of luxury, comfort & year-round resort living.

SUNSET POINT under $2 million! Enjoy one of the most exceptional sunset views on the west end of the point from your front deck and expansive windows in this two-storey home that boasts a detached garage with loft living above and a private yard- are just a few of the amazing features. An exceptional location in one of Collingwood's most coveted waterside neighbourhoods makes this a truly rare offering. Located in Sunset Point, the home offers direct access to Georgian Bay, the Georgian Trail, green space, Enviro Park, and is just steps to downtown Collingwood amenities. Inside, the home is warm, open, and filled with natural light. Soaring vaulted ceilings and expansive windows showcase breathtaking sunset views, while the stunning two-storey local stone fireplace anchors the living space with timeless character and a welcoming place to gather year-round. The updated kitchen blends style and function beautifully, and numerous upgrades completed over the past few years enhance the comfort, efficiency, and enjoyment of everyday living. Every detail reflects the relaxed sophistication this waterfront community is known for. A standout feature of the property is the detached garage with loft living above-an exceptional space for guests, extended family, or a private retreat. Beautifully appointed, it offers the comfort and feel of a luxury boutique hotel experience, with the ease of laneway access and private parking. The perfect blend of waterfront living with the convenience of walking distance to downtown restaurants and shops, the library, and the hospital. Having access to all amenities as well as the shores of Georgian Bay is a rare find. Book your private showing today.

Welcome to Charming Collingwood Living. Where Luxury Meets Location! Discover the perfect blend of elegance, comfort, and convenience in this stunning fully renovated located in the heart of Collingwood. Featuring 4 spacious bedrooms, 3.5 beautifully appointed bathrooms, and a thoughtfully designed layout, this home offers upscale living just steps from downtown shops, restaurants, the lake, and scenic trails. The main living area showcases oversized windows throughout, bathing the home in natural light. A gas fireplace creates a warm and inviting focal point, while the open-concept design seamlessly connects the kitchen, dining, and living spaces perfect for entertaining. Retreat upstairs to the luxurious primary suite, complete with spa-like bathroom features, a walk-in closet, and a private balcony to enjoy peaceful mornings or evening sunsets. The finished basement offers flexible living space for a media room, home office, or guest room, and features heated floors throughout for ultimate comfort. Additional heated flooring extends to the garage, gear area, and powder room, making every corner of this home warm and inviting. A functional mudroom off the garage entrance helps keep daily life organized for active families and outdoor adventurers. Out back, enjoy the covered porch, perfect for year-round relaxation and entertaining. Located in-town and walking distance to everything Collingwood has to offer, this home is a rare opportunity to enjoy luxury living in a vibrant, walkable community.

Nestled on a prestigious cul-de-sac, this beautifully crafted bungalow is a rare blend of luxury, space, and privacy. Surrounded by mature trees, two tranquil garden ponds with a charming waterfall feature, and beautiful private views, this property offers a peaceful & therapeutic retreat just minutes from town amenities. Built with exceptional craftsmanship, the home features a thoughtful main floor layout with a spacious primary suite, main floor laundry, and both a gas fireplace and a cozy wood-burning fireplace that add warmth and elegance to every season. The heart of the home opens to breathtaking views of the lush, tranquil, private backyard, making it perfect for entertaining or quiet evenings at home. Upstairs, you'll find three generous bedrooms, a versatile den or movie room, and ample storage for family living or guest accommodations. A rare three-car garage provides plenty of space for vehicles, hobbies, or workshop needs. This is more than a home, it's a lifestyle property with timeless appeal, set on a large, landscaped lot in one of the area's most sought-after neighbourhoods.

Waterfront living at its finest in prestigious Princeton Shores. Set on a spectacular nearly half-acre waterfront lot with approximately 130 feet of pristine Georgian Bay shoreline, this exceptional property offers outstanding privacy, mature landscaping, private beach access, your own boat slip, front-row views of Georgian Bay's world-famous sunsets, and breathtaking water views in one of Collingwood's most coveted waterfront communities.Lovingly cared for by the same family for the past 25 years, this move-in-ready brick home was designed for bringing people together. The sun-filled open-concept main floor captures stunning bay views from the kitchen, breakfast area, and family room, where a charming wood-burning fireplace creates the perfect gathering place. The inviting dining room is one you'll never want to leave, a space where conversations linger long after dinner is over. Step outside to two expansive decks, one off the main living area and another at the water's edge, perfect for morning coffee, summer entertaining, or unwinding with a sunset cocktail while taking in Georgian Bay's famous sunsets.The thoughtfully designed second level features a spacious primary retreat with a walk-in closet and beautifully appointed four-piece ensuite, a true sanctuary to begin and end each day. A home office nook and two additional generously sized bedrooms overlooking the bay provide flexible space for family, guests, or working from home.Whether you're searching for a full-time residence or the ultimate four-season retreat, this is a place where family traditions are created, summers are unforgettable, and every season brings a new reason to fall in love with Georgian Bay.Complete with a double-car garage, this home offers everything you need to enjoy waterfront living for years to come.Enjoy boating, swimming, tennis, scenic trails, and the beauty of Georgian Bay, all just minutes from downtown Collingwood and only two hours from Toronto.

Outstanding waterfront residence in Collingwood! Spectacular panoramic waterfront views from this custom-built home close to the finest amenities this 4 Season area has to offer. Ideal for backyard entertaining with family and friends and dining al fresco while listening to the waves lapping up on shore. Featuring a sandy beach for children to play and crystal-clear waters for kayaking, paddle-boarding and swimming. This 3,039 sq. ft. home has an array of stunning features on the main floor; open floor plan living with a Chef's Kitchen & oversized island, high efficiency wood burning fireplace in the Living Room and a spacious Dining Room with coffered ceiling. There is a main floor Primary Bedroom with Ensuite, Laundry/Mudroom, 3 Pc Bathroom and inside access to the single car garage. The second floor features 2 spacious Bedrooms, one with a large deck and glass railings overlooking the water, an Office, Family Room and 4 Pc Bathroom. The basement is a 5'10" high crawlspace with plenty of room for storage, high efficiency furnace and hot water on demand. A large detached garage/workshop (29'6" x 25'6") sits at the front of the property for the handyman or car enthusiast. There is parking for about 6 cars on the driveway, a concrete pad at the front of the home and beautiful perennial gardens throughout the property. Enjoy the sun and a glass of wine from your rooftop deck accessed from the second floor and morning sunrises from the waterside terrace. The location is easy access and a short drive to downtown Collingwood, Wasaga Beach and all the 4-Season activities like golf, skiing, hiking, biking and boating. A wonderful atmosphere for your home away from home or full-time living in natures playground.

Waterfront ... the views, the fresh air, the music of the water lapping the shore ... picture yourself living right on Georgian Bay with 75 feet of private shoreline! Stunning, immaculate home on the near east edge of Collingwood in the prestigious neighbourhood of Georgian Manor Drive. Surrounded by lush gardens and mature trees for complete privacy, this home offers over 2400 SF, beautiful space for entertaining, and 3 spacious bedrooms. Gorgeous hardwood floors run through the main level, with a sleek slate gas fireplace in the living room that opens to a spacious deck with clear Bay views. The primary bedroom has sliding doors to a private balcony overlooking the water, plus an upscale ensuite bath and walk-in closet with potential for expansion. The kitchen is a dream - gas stove, granite counters, and beautiful cabinetry + Bay views. The dining room is open and bright with a big window showcasing the Bay. Main floor laundry, inside entry garage access, and plenty of storage. There is even a large shed for your paddleboards and kayaks, ready for the water! Perfect for entertaining or family fun, this home offers a rare, one-of-a-kind lifestyle. The 4' high crawl space is dry and, with the gas lines, offers the potential to duct and install a gas furnace and central a/c if desired. Meanwhile, the home is kept comfortable all seasons with EBB and 4 ductless a/c units. Hydro, water, and gas average approx $250 per month. Of note is that this lot is higher than the lots on either side keeping this property high and dry. Sellers estimate about 100 yards walkout to swimmable depth with current water levels. Year built: 1987. Plan of Subdivision available. Floorplans available. Ask LB about idea for a main floor primary suite and see AI generated photo in the gallery.