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37 Chamberlain Crescent: Collingwood House for sale : MLS®# S13478912
37 Chamberlain Crescent Collingwood L9Y 0C9 
$859,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13478912
- Bedrooms:
- 3
- Bathrooms:
- 3
Summer is here, and with it, your chance for a fresh start in one of Collingwood's most sought-after family neighbourhoods. Beautifully finished from top to bottom, this home blends comfort and style with an easy connection to the outdoors, with the Black Ash Trail, JJ Cooper Park, and Collingwood's extensive trail system just steps from your door. Inside, the open-concept main floor was made for real life: relaxed enough for a quiet Tuesday, ready in a heartbeat when friends drop by. The great room is built around a gas fireplace framed in stone and flanked by custom built-ins. The dining area has its own character with a warm shiplap feature wall, and the kitchen is a standout: a 36" Bertazzoni gas stovetop, premium Bosch appliances, and a spacious walk-in pantry that handles everything from casual family meals to a full house. Throw open the doors to your private two-tiered deck, a great spot for slow summer mornings with a coffee in hand, dinners outside, and long evenings as the yard hits its full stride. Upstairs, three generous bedrooms are filled with natural light, giving the whole family room to spread out. And the fully finished basement adds even more: a large bonus room, a modern 3-piece bath, and a full laundry room. Then there's Collingwood itself, a true four-season town. A vibrant downtown, excellent schools, and a thriving arts and culinary scene, with Georgian Bay, Blue Mountain, and miles of hiking and biking trails all just minutes away. Whether you're turning a new page, growing your family, or simply ready to enjoy every season, this is a home that's easy to settle into, this summer and well beyond. More detailsListed by RE/MAX Four Seasons Realty Limited- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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206 184 Eighth Street: Collingwood Condo for sale : MLS®# S13477442
206 184 Eighth Street Collingwood L9Y 2C8
$298,500Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13477442
- Bedrooms:
- 1
- Bathrooms:
- 1
Welcome to easy, affordable living in one of Collingwood's most desirable condominium communities. Located in the well-maintained West Winds building, this bright and spacious one-bedroom condo offers a comfortable layout designed for everyday convenience. The open-concept living and dining area provides plenty of room to relax or entertain, while the functional kitchen maximizes efficiency and storage.The generously sized bedroom offers a peaceful retreat, complemented by abundant closet space throughout the unit. Residents enjoy the security and convenience of a controlled-entry building with elevator access, shared laundry facilities, a bicycle storage area, private storage lockers, and a welcoming common room for social gatherings and recreation.Ideally situated close to shopping, services, and public transit, with a bus stop located just steps from the entrance, this property makes getting around simple and stress-free. A dedicated parking space, ample visitor parking, and condo fees that include water and sewer add further value. Whether you're a first-time buyer, downsizer, or investor, this is an outstanding opportunity to enjoy affordable ownership in the heart of Collingwood. More detailsListed by SUTTON GROUP INCENTIVE REALTY INC.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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258 FOURTH Street W: Collingwood House for sale : MLS®# S13479504
258 FOURTH Street W Collingwood L9Y 1S2
$869,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13479504
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to Collingwood's coveted "Tree Streets", where location and lifestyle come together perfectly. Just a short walk to downtown, the waterfront, trails, and both elementary and high schools, this updated bungalow is the kind of home buyers wait for. Offering 3 bedrooms and 3 bathrooms across approximately 1,850 sq.ft. of finished living space, the bright, open-concept main floor features a modern kitchen built for entertaining, flowing seamlessly into the living and dining areas. Large windows with California shutters flood the space with natural light, creating a warm and welcoming feel throughout.The main floor primary bedroom comfortably fits a king-sized bed and includes a walk-through his-and-hers closet leading to a stylish 3-piece ensuite. A second bedroom overlooks the fully fenced backyard, complete with mature trees, gardens, and a vegetable bed. A true retreat for outdoor enthusiasts.The finished basement adds valuable living space with a third bedroom, full bathroom, and generous recreation area with gas fireplace, plus ample storage. With a separate entrance already in place, there's excellent potential for an in-law suite or income opportunity.Enjoy quiet mornings or evenings entertaining on the back deck, and appreciate the added convenience of a carport with side entry for easy winter access.Whether you're seeking a full-time residence, weekend retreat, or smart investment, this move-in ready home checks every box in one of Collingwood's most desirable neighbourhoods. Opportunities like this don't last. Book your showing today. More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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17 Collship Lane: Collingwood Condo Townhouse for sale : MLS®# S13475796
17 Collship Lane Collingwood L9Y 0J6
$1,189,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13475796
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to THE SHIPYARDS, a waterfront community on the shores of Georgian Bay yet only a five minute walk to "Historic Downtown Collingwood ".Enter this beautifully appointed town home from the front covered porch to a wide foyer with a grand sweeping staircase and vaulted ceiling. The PRIMARY bedroom is on this MAIN level with a 4 piece ensuite and walk in closet. Follow the foyer with beautiful white oak flooring to an open plan living space consisting of a black and white themed chef's kitchen with gas stove,large dining area and large living room with stone gas fireplace and built in cabinetry. Gather round the island bar to appreciate the large kitchen with black quartz countertops, white cabinetry, white backsplash and four stainless appliances. Sliding patio doors lead to an extended patio with beautiful landscaping and gas hook up for barbeque. The beautifulwhite oak flooring extends to the lofted second level offering two further bedrooms, a 4 piece bathroom and a large sitting area. The finished lower level offers a comfortable recreation room with new carpeting and built in wet bar and a 3 piece bathroom. Entry to the heated underground double car garage is also on this level with a further 2 parking spaces underground. This home has been immaculately maintained and updated with white oak flooring, fresh paint, new blinds, new carpeting in rec room, backsplash and taps in kitchen, light fixtures ,extended patio and a new furnace 2025.Blue Mountain Village and all the private ski clubs are within a 10 minute drive. More detailsListed by RE/MAX Four Seasons Realty Limited- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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4 Watts Crescent: Collingwood House for sale : MLS®# S13472248
4 Watts Crescent Collingwood L9Y 4H2
$619,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13472248
- Bedrooms:
- 5
- Bathrooms:
- 2
Welcome to 4 Watts Crescent. This well-maintained family home in the heart of Collingwood offers 3 bedrooms and 1 3-piece bathroom on the main floor, plus a fully finished basement featuring a spacious recreation room, 2 additional bedrooms, and a convenient powder room. This home provides plenty of space for growing families, guests, or a home office setup. The updated kitchen (2018) features stainless steel appliances and a gas stove, perfect for everyday cooking and entertaining. Pride of ownership is evident throughout with many important updates already completed, including roof (2014), waterproofing and new weepers (2016), windows (2011), furnace (2011), air exchanger (2014), air conditioning (2016), attic insulation (2024), finished basement (2025), and shed (2014).Smooth ceilings updated in most of the home in June 2026. Ideally located just minutes from Mountain View Elementary School and close to shopping, restaurants, parks, and all amenities. Enjoy being only 10 minutes from Blue Mountain Resort, 25 minutes to Wasaga Beach Area 1, and just 35 minutes from Barrie. Move-in ready and centrally located, this is a fantastic opportunity to enjoy everything Southern Georgian Bay has to offer! More detailsListed by RE/MAX By The Bay Brokerage- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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18 Sutton Lane: Collingwood Condo for sale : MLS®# S13470184
18 Sutton Lane Collingwood L9Y 0Z6
$775,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13470184
- Bedrooms:
- 2
- Bathrooms:
- 2
BUNGALOW, 2 Bed 2 Bath ATTACHED GARAGE, Highly Regarded, Balmoral Village, located in a wonderful setting at the heart of Ontario's four-season playground - SO CLOSE TO IT ALL! Features include oak floors, 9' ceilings throughout, a soaring vaulted ceiling in the open concept living room/dining room with a cozy gas fireplace & a walk-out to the room size deck from the Livingroom. Kitchen features Stainless Steel Appliances, Quartz countertops/ buffet style breakfast bar, recessed double sink. The Primary Bedroom has a walk-through closet to an ensuite bath with an oversized soaker tub & separate shower. The Second Bedroom on the opposite side of this home has a 3-piece bath at your bedroom door, perfect for family and guests. Single Car Garage with Inside Entry beside Kitchen. laundry Room, Fully Insulated 1060 sq. ft. unfinished basement tons of storage. We challenge you not to be active in this adult community conveniently close to Golfing, Skiing, Shopping, Trails, Georgian Bay, Marina, Restaurants & More. 62 km trail system at your back door. Golf is steps from your front door, enjoy a round of golf then delight in dinner and live music on the deck with fabulous escarpment views and sunsets just steps from home. The amenity-rich rec center offers Indoor Pool, Exercise Room, Social Room, Reading Room, Golf Simulator. Lifestyle and Location are yours to enjoy! More detailsListed by Chestnut Park Real Estate- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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335 Fourth Street W: Collingwood House for sale : MLS®# S13466608
335 Fourth Street W Collingwood L9Y 1S5
$599,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13466608
- Bedrooms:
- 4
- Bathrooms:
- 2
Legal Duplex, Investors, First time buyers, take adavanatge of living in one unit and renting second unit. 3 bedroom and 1 bedroom. Seperate Hydro and Gas meters. Located in the tree streets area of Collingwood, close to schools and bus routes. Well maintained easy to rent. More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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176 49 TROTT Boulevard: Collingwood Condo Townhouse for sale : MLS®# S13469576
176 49 TROTT Boulevard Collingwood L9Y 5B8
$412,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13469576
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable and peaceful settings. Perfectly positioned close to the water, ski hills, scenic trails, and vibrant downtown, this home offers the ideal balance of privacy, convenience, and four-season living. Set well away from traffic noise, the unit enjoys a quiet, treed backdrop with a large private deck overlooking mature trees - an ideal space to relax, entertain, or simply enjoy the natural surroundings. Whether sipping morning coffee or unwinding after a day on the trails, this outdoor area adds exceptional value and tranquility. Inside, the open-concept layout is bright and inviting, enhanced by vaulted ceilings that create a spacious and airy feel. Large windows flood the space with natural light, making the living areas feel warm and welcoming throughout the day. A cozy fireplace anchors the main living space, offering comfort and charm during cooler months. The thoughtfully designed floor plan provides excellent separation of living and sleeping areas. The main floor bedroom features has access to aa full bathroom, creating a private retreat, while the unique lofted second bedroom adds architectural interest and versatility - perfect for guests, a home office, or a cozy den. Kitchen and main bathroom have been tastefully updated, complementing the home's overall modern yet comfortable aesthetic. Well maintained and move-in ready, this condo is ideal as a full-time residence, weekend escape, or investment opportunity. Enjoy easy access to Georgian Bay, Blue Mountain, local shops, restaurants, and recreational amenities, all while coming home to a quiet, private setting surrounded by nature. A rare opportunity to own a bright, stylish condo in a prime Collingwood location - offering comfort, privacy, and lifestyle in one exceptional package. Book your tour now! More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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21 Barr Street: Collingwood House for sale : MLS®# S13463280
21 Barr Street Collingwood L9Y 0E7
$675,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13463280
- Bedrooms:
- 3
- Bathrooms:
- 4
Welcome to 21 Barr Street, a beautifully maintained 3-bedroom, 4-bathroom semi-detached home in Collingwood's family-friendly Creekside community. Attached only at the oversized 1.5-car garage, this home offers the feel of a detached property while providing exceptional value. Situated on a 32 x 113-ft fully fenced lot, the home welcomes you with a covered front porch leading into a functional foyer with a closet and a powder room. The bright, open-concept main level features luxury vinyl plank flooring, abundant natural light, and a spacious kitchen with quartz countertops overlooking the dining and living areas. A walkout leads to the private backyard with a two-level deck, mature trees, and plenty of space to relax or entertain. Upstairs, the primary bedroom features a walk-in closet and ensuite bathroom, while two additional bedrooms and a full bathroom provide ample space for family and guests. The finished lower level offers flexible living space ideal for a recreation room, home office, gym, or guest area. A cozy gas fireplace with a stone surround and built-in cupboards creates a welcoming focal point, while a two-piece bathroom and separate laundry room with sink add convenience. Additional features include new shingles (2026), a Nest smart thermostat, an oversized garage with inside entry and backyard access, and a private driveway with parking for 2-3 vehicles. Creekside is a welcoming neighbourhood known for its community park, playground, and access to local trails. Conveniently located close to downtown Collingwood, Georgian Bay, golf courses, Blue Mountain Resort, and private ski clubs, this home offers comfort, convenience, and four-season recreation. 21 Barr Street is an excellent opportunity to enjoy the Southern Georgian Bay lifestyle. More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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69 Beech Street: Collingwood House for sale : MLS®# S13462792
69 Beech Street Collingwood L9Y 2T1
$825,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13462792
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to one of Collingwood's most desirable addresses, nestled on the coveted Tree Streets just steps from downtown shops, restaurants, trails & waterfront. Meticulously cared for & thoughtfully updated, this character-rich home seamlessly blends historic charm with modern convenience, while unique features such as hand-painted murals contribute to its distinctive personality. Original architectural details, including the staircase, baseboards & door casings, provide a timeless connection to the home's history, while carefully considered improvements enhance everyday living. Filled with abundant natural light the spacious updated kitchen offers generous quartz counter space, and plenty of room for gathering with family & friends. The beautifully renovated mudroom creates a stylish & functional secondary entrance, while heated floors throughout the rest of the main level add comfort during the cooler seasons. The large primary bedroom is complemented by an oversized upper-level bathroom bathed in natural light, showcasing updated contemporary fixtures, & a newly tiled tub & shower. Outdoors, the private backyard is a hidden retreat. Surrounded by a wood privacy fence and modern landscaping, the large deck offers the perfect setting for summer barbecues or morning coffees. A few steps down lead to a lush lawn area, creating space for kids, pets or simply enjoying the outdoors. Thoughtfully designed with interlock accents & a storage shed, the backyard is both beautiful and functional. Whether you're searching for a full-time residence or a weekend escape, this exceptional property offers a rare opportunity to own a thoughtfully updated character home in one of Collingwood's most sought-after neighbourhoods. Heat pumps with AC 2024, interlock driveway 2023, new 100AMP panel 2018, also a 60AMP sub-panel on 2nd flr, updated windows 2018, laundry & mudroom update 2018, roof 2017. Heated floors/radiant heat, on-demand hot water, gas range. More detailsListed by COLDWELL BANKER THE REAL ESTATE CENTRE- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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81 St Lawrence Street: Collingwood House for sale : MLS®# S13463346
81 St Lawrence Street Collingwood L9Y 4Y3
$1,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13463346
- Bedrooms:
- 4
- Bathrooms:
- 4
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. More detailsListed by Forest Hill Real Estate Inc.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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10 Park Road: Collingwood House for sale : MLS®# S13455762
10 Park Road Collingwood L9Y 3B9
$889,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13455762
- Bedrooms:
- 3
- Bathrooms:
- 2
Backyards like this are hard to find. Tucked away on desirable Park Road and backing directly onto the Georgian Trail, this beautifully updated 3-bedroom, 2-bathroom back split has been lovingly maintained by the same owner for 19 years and showcases true pride of ownership throughout. The bright and open main level features vaulted ceilings and an inviting open-concept layout, creating a warm and airy atmosphere ideal for everyday living and entertaining. Extensive improvements completed within the last eight years include a new kitchen with updated appliances, main floor flooring, a 200-amp electrical panel, furnace, central air conditioning, shingles, and an electric fireplace in the main living area. The spacious primary suite serves as a private retreat, complete with a large ensuite bathroom with laundry and direct access to the rear deck. The lower-level recreation room offers the perfect place to gather, featuring a gas fireplace, custom bar area with a keg tap, and a hidden utility room tucked behind a bookshelf door. Step outside and discover your own private oasis. Surrounded by mature trees and fully fenced for privacy, the backyard is designed for making memories, with an expansive covered patio, hot tub, fire pit area, and an above-ground pool set approximately two feet into the ground, complete with a new heater(2025) and pump(2021). A rear gate provides direct access to the Georgian Trail, allowing you to enjoy miles of walking and cycling right from your backyard. Additional highlights include a double attached garage with garage doors(2016) and a location close to schools, parks, downtown Collingwood, and the area's renowned four-season recreation. Offering an exceptional combination of thoughtful updates, incredible outdoor living, and a sought-after location, this is a home you'll be proud to call your own. More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
Data was last updated June 23, 2026 at 04:15 PM (UTC)
Dana Calder & Sarah Swackhammer
Two Convenient Locations
41 Hurontario Street, Collingwood L9Y 2L7
1 Bruce Street North, Thornbury N0H2P0