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22 Portland Street: Collingwood House for sale : MLS®# S13810462
22 Portland Street Collingwood L9Y 0W9 OPEN HOUSE: Sep 26, 202612:00 PM - 02:00 PM EDTOpen House on Saturday, September 26, 2026 12:00PM - 2:00PM
$975,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13810462
- Bedrooms:
- 6
- Bathrooms:
- 4
Welcome to your dream home at 22 Portland Collingwood, Ontario! This sun-drenched 6 bed 3.5 bath sanctuary offers the perfect blend of comfort, style, & a fabulous 2nd unit. Built by Sunvale, award winning builders, this energy efficient property has it all! Location layout & luxury. Deceptively spacious, 4 beds upstairs, providing ample space for the whole family, along with 2.5 baths to accommodate busy mornings & 2 separate living area for those relaxing evenings. Plus, with the convenience of two separate laundry areas, household chores become a breeze. A true highlight of this property is the beautifully appointed 2-bed, 1-bath apartment in the basement, complete with its own separate entrance, kitchen & laundry. Whether you're looking for a rental opportunity, multi-generational living, or extra space for guests, this self-contained unit offers versatility & privacy. For those needing extra storage, the 2-car garage provides ample room for vehicles & outdoor gear. Outside, the fully fenced yard offers a safe haven for children & pets to play freely. Located in a prime Collingwood neighborhood, there is easy access to local amenities, schools, parks, walking trails & more. Don't miss the opportunity to make 22 Portland your forever home. Schedule a viewing today & experience the perfect blend of modern living and convenience! 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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142 Campbell Street: Collingwood House for sale : MLS®# S13808634
142 Campbell Street Collingwood L9Y 2K8
$899,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13808634
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to 142 Campbell Street, a beautifully maintained and modernized multi-level backsplit located in the heart of Collingwood being steps from Collingwood's Trail system, Elementary Schools and High Schools. Offering 3 bedrooms, 2 bathrooms, double garage and a fully finished layout with luxury laminate throughout the living room and kitchen, this home combines contemporary design with significant high-value mechanical and exterior upgrades with lots of upgrades completed over the years. Right away, you will notice the landscaped front and back yard, complete with a private setting featuring a premium hot tub from Bullfrog Spa. Contact your Realtor for the full list of upgrades and to schedule your private tour! Situated minutes from Downtown Collingwood's dining, shops, Sunset Point, Georgian Bay trails, and a short drive to the slopes of Blue Mountain Resort. 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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500 SIXTH Street: Collingwood House for sale : MLS®# S13809794
500 SIXTH Street Collingwood L9Y 1Z9
$679,999Residential Freehold- Status:
- Active
- MLS® Num:
- S13809794
- Bedrooms:
- 3
- Bathrooms:
- 2
Fully renovated and move-in-ready! This 3-bedroom, 2-bathroom bungalow is set on a rare 63 x 167 ft lot! Perfect for first-time buyers, investors, or those seeking a turnkey experience with room to grow. A rare crescent driveway provides easy in-and-out access and parking for up to 5 vehicles. The backyard is a private oasis with mature trees, gardens, full fencing, and plenty of space to relax or entertain. The spacious lot offers endless possibilities for a shed, workshop, garden retreat, or additional outdoor living space. Inside, enjoy an open-concept main floor with modern kitchen and living area, 3 bedrooms, updated 4PC bath, and primary bedroom with double closets. The newly renovated lower level features a 3PC bath with glass shower, stone flooring and custom vanity, gas fireplace, new carpet, pot lights, laundry and storage. Key updates include roof (2023), siding and lower windows (approx. 5 years old), plus a newly renovated backyard. Just minutes to Blue Mountain and Georgian Bay! More detailsListed by RE/MAX REALTY SPECIALISTS INC.- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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291 Third Street: Collingwood House for sale : MLS®# S13811550
291 Third Street Collingwood L9Y 1L6
$2,499,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13811550
- Bedrooms:
- 5
- Bathrooms:
- 3
**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a spectacular **92 x 200 ft lot** on one of Collingwood's most coveted streets, steps to downtown, restaurants, shops and the waterfront. With approximately **3,500 sq ft of beautifully finished living space**, this truly irreplaceable residence blends grand historic architecture with exceptional modern upgrades. The new custom kitchen features bespoke cabinetry and **Bosch appliances**, complemented by original millwork, refinished hardwood floors, custom finishes, soaring ceilings, original stain glass and timeless detailing throughout. Five bedrooms include a magnificent primary suite with dressing room and luxurious 5-piece ensuite. Three bathrooms feature heated floors, while extensive updates include 200-amp electrical service, updated wiring and plumbing, new sewer and water lines, and more. A **new oversized detached garage** adds tremendous utility, storage and future flexibility. Lots of space for private backyard oasis. The expansive attic offers the potential to bring the home to **over 5,000 sq ft**, A once-in-a-generation opportunity to own one of Collingwood's most distinctive estates - **a property of this character, scale and provenance could never be recreated 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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35 SIDE LAUNCH Way: Collingwood Condo Townhouse for sale : MLS®# S13809694
35 SIDE LAUNCH Way Collingwood L9Y 0J9 OPEN HOUSE: Sep 26, 202612:00 PM - 02:00 PM EDTOpen House on Saturday, September 26, 2026 12:00PM - 2:00PM
$999,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13809694
- Bedrooms:
- 4
- Bathrooms:
- 4
A refined take on waterfront living in one of Collingwood's most coveted communities. Located at The Shipyards, this beautifully renovated residence offers an effortless blend of coastal elegance, thoughtful design and an enviable walk-everywhere lifestyle just moments from the harbour, waterfront trails, and the shops and restaurants of downtown Collingwood. Step inside to a bright, beautifully finished main level, where 9-foot ceilings, hardwood floors and tailored details create an inviting sense of understated luxury. The living room, anchored by a warm gas fireplace, creates a welcoming focal point and flows seamlessly into the principal living and entertaining spaces. From here, step outside to a generous west-facing deck, where a remote-controlled awning provides shade and privacy and a gas BBQ hookup makes al fresco evenings effortless. The main-floor primary suite offers the convenience of one-level living. Upstairs, three additional bedrooms provide exceptional flexibility, including a spacious second suite with ensuite and gas fireplace, equally suited as a luxurious guest retreat, family room or media lounge. The finished lower level extends the living space, with ample room to relax along with excellent storage. An oversized private double garage with inside entry and parking for two additional vehicles offers the rare convenience of four-car parking. With snow removal and lawn care taken care of, life here is refreshingly simple. Morning walks along the waterfront, afternoons on the slopes, evenings downtown and sunset dinners on the deck-this is Collingwood living at its most effortless. A polished home in The Shipyards, where waterfront charm meets an elevated four-season 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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179 49 Trott Boulevard: Collingwood Condo Apartment for sale : MLS®# S13808690
179 49 Trott Boulevard Collingwood L9Y 5B8
$429,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S13808690
- Bedrooms:
- 2
- Bathrooms:
- 2
Welcome to Harbourside 1 in Collingwood. Main floor, corner/end unit, bungalow style condo townhouse, with exterior storage locker and walkout to patio. 2 bedroom, 2 bathroom, open concept kitchen, dining room and living room with gas fireplace, in-suite laundry, ceiling fans, ceramic and laminate floor. Tastefully decorated and well maintained. Primary bedroom with ensuite bathroom and walkout to patio. Separate main bathroom with shower and second bedroom. Laminate wood floor throughout. Tastefully decorated and well maintained. Steps to Living water resort, restaurants, walking trails and Whites Bay - natural water front beach. Minutes to Cranberry Golf, downtown Collingwood, Living Water Resort and Spa, The Blue Mountains resort, numerous golf courses, shops, restaurants and more. More detailsListed by ROYAL LEPAGE SIGNATURE REALTY- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
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54 Williams Street: Collingwood House for sale : MLS®# S13803608
54 Williams Street Collingwood L9Y 0C4
$1,195,000Residential Freehold- Status:
- Active Under Contract
- MLS® Num:
- S13803608
- Bedrooms:
- 5
- Bathrooms:
- 4
Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+ sqft finished living space designed for the modern family. This 4+1 bedroom, 3+1 bathroom home impresses with a convenient, large 3-season breezeway providing a functional transition into a main floor bathed in natural light with oversized windows, an open floorplan, gas fireplace & roomy updated kitchen. The upper level boasts 4 generous bedrooms each with an oversized closet & a convenient 2nd floor laundry. The heart of the home leads you to a serene, private backyard oasis backing directly onto the scenic Train Trail, ensuring no rear neighbors and immediate access to miles of hiking & biking. This outdoor retreat is a true showstopper, featuring an inground saltwater pool (complete with all equipment), an outdoor shed with a freshly stained integrated deck, gas BBQ hookup, lush landscaping & zen-like water feature. Perfectly positioned just steps from Admiral PS and within easy walking distance to CCI and OLB, you are also minutes from local recreation hubs, rinks, and the vibrant downtown core, making this the perfect home base for a four-season 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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35 Kayla Crescent: Collingwood House for sale : MLS®# S13804138
35 Kayla Crescent Collingwood L9Y 5K9
$1,349,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13804138
- Bedrooms:
- 5
- Bathrooms:
- 3
A rare setting in Georgian Meadows. This beautifully presented 5-bedroom home offers approximately 2,717 sq. ft. above grade, mature landscaping and exceptional privacy in one of Collingwood's most established family neighbourhoods. The bright, open-concept main floor is designed for both everyday living and entertaining, with an updated kitchen featuring a large quartz island, stainless steel appliances, gas range and walk-in pantry. The kitchen flows naturally into the dining and great room areas, with large windows overlooking the private backyard. Outside is where this property truly distinguishes itself. Surrounded by lovely mature landscaping, the backyard overlooks green space, the Black Ash Creek corridor and trail system rather than neighbouring homes. With a neighbour on only one side, the setting feels remarkably peaceful and private for an in-town property. A deck, patio and fire pit provide multiple spaces to relax and entertain outdoors. Upstairs, the spacious primary suite features two closets and a 5-piece ensuite, complemented by four additional bedrooms and hardwood flooring throughout the upper level. The unfinished lower level offers approximately 1,410 sq. ft. of additional space and tremendous potential for a recreation room, gym, media room or additional bedrooms. Connect quickly to Collingwood's extensive trail network for walking, running and cycling, with downtown, schools, parks and everyday amenities close at hand. Blue Mountain Resort, private ski clubs, golf and Georgian Bay are all just a short drive away. A beautifully maintained home on one of Georgian Meadows' more desirable lots, offering a rare combination of space, privacy and nature in town. More detailsListed by Chestnut Park Real Estate- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
91 High Street: Collingwood House for sale : MLS®# S13804196
91 High Street Collingwood L9Y 4V4
$534,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13804196
- Bedrooms:
- 3
- Bathrooms:
- 2
Stunning 3 bedroom freehold townhome has been professionally updated, lovingly maintained and is move in ready! The main floor boasts a beautiful large custom kitchen open to dining area, living room with electric fireplace and walkout to fenced backyard backing onto Mountain View Elementary School. Second floor offers 3 generous sized bedrooms with the primary bedroom offering a view of the escarpment and two closets, 4 piece bathroom and laundry nook. Enjoy affordable living with no condo fees, recently added blown in insulation in the attic, and electric heat pump and air conditioning. 1 car garage with automatic door opener and inside entry. Great Collingwood amenities at your doorstep walk to Heritage Park with a dog park, baseball diamond, skateboard park, basketball court, community gardens and Centennial Aquatic Centre. Georgian Bay, ski hills, golf courses and pickleball courts are a short drive away. Check out the photos and video - book your visit in person, you'll be amazed. More detailsListed by Chestnut Park Real Estate- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
301 Spruce Street: Collingwood House for sale : MLS®# S13802206
301 Spruce Street Collingwood L9Y 3H2
$700,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13802206
- Bedrooms:
- 3
- Bathrooms:
- 3
This is your chance to purchase a well located Collingwood property with a great 3 bedroom side spilt home on a large mature lot. Attached garage offers a fabulous heated workshop with inside entry. Main level entry foyer opens into the multi-use room which includes built in pantry, two closets, garden doors to the treed backyard, and inside garage access, as well as a 2 piece bath. Kitchen, living room with bay window, and dining with garden doors are all located on the same level. The upper level includes three bedrooms and the 4 piece bathroom. The lower level features a large family room with gas fireplace, storage room, a shower, sauna, laundry, and crawlspace access for even more storage. Enjoy the concrete patio in your large backyard. Mountain View Public School is across the street and a short walk to Centennial Aquatic Centre, Heritage Park, the dog park, skate park, and baseball diamond. More detailsListed by Chestnut Park Real Estate- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
133 Peel Street: Collingwood House for sale : MLS®# S13804080
133 Peel Street Collingwood L9Y 3V5
$629,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13804080
- Bedrooms:
- 2
- Bathrooms:
- 1
Welcome to 133 Peel St. Collingwood, nestled in the heart of this vibrant community. Charming and tastefully updated throughout, this home offers a comfortable and functional layout, Featuring a bright open concept layout, with the updated kitchen flowing seamlessly in the dining and living area, creating the perfect space for everyday living and entertaining. Enjoy the two generous -sized bedrooms, a convenient mudroom/laundryroom and a spacious 4- piece bathroom. Step outside to your private deck and backyard oasis- ideal for entertaining, relaxing with morning coffee, or gathering around the firepit with friends and family. This home puts you close to everything the area has to offer, including, shops, restaurtants, trails, Sunset Point Beach and Parks all within the Historic Downtown, and year round recreation. Collingwood is a wonderful place to call home! More detailsListed by Royal LePage Locations North- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
-
68 Trott Boulevard: Collingwood House for sale : MLS®# S13802606
68 Trott Boulevard Collingwood L9Y 5C1
$849,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13802606
- Bedrooms:
- 4
- Bathrooms:
- 4
Top 5 Reasons You Will Love This Home: 1) Offering over 2,600 square feet of finished living space, this beautifully designed home unfolds across multiple levels to create a wonderful balance of open gathering spaces and private retreats, enhanced by vaulted ceilings, a double-car garage, and a versatile layout with plenty of room for family, guests, entertaining, and working from home 2) At the heart of the home, the bright and inviting kitchen showcases Cambria quartz countertops, generous cabinetry, and pantry storage, flowing effortlessly into the dining and living areas before extending through patio doors to a multi-tier deck overlooking the beautifully landscaped backyard 3) Designed with comfort in mind, the spacious primary suite feels like a retreat of its own with a vaulted ceiling, striking arched window, and private ensuite featuring Cambria quartz countertops, a walk-in shower, and a deep soaker tub, while a second bedroom and 4-piece bathroom complete the upper level 4) Continue downstairs to discover even more living space with a third bedroom, 3-piece bathroom, and welcoming family room centred around a gas fireplace with a walkout to the lower deck, while the finished basement adds an office nook, laundry, another 3-piece bathroom, and a generous bonus room with large above-grade windows that could easily serve as a guest room, hobby space, or fourth bedroom 5) Enjoy the best of the Collingwood lifestyle from a quiet and friendly street close to Georgian Bay, the marina, trails, cafés, grocery stores, and downtown, with Blue Mountain just a short drive away, then return home to your own private setting surrounded by mature trees, perennial gardens, and established landscaping, complemented by a newer metal roof and siding completed approximately five years ago. 2,092 above grade sq.ft. plus a finished basement. More detailsListed by FARIS TEAM REAL ESTATE BROKERAGE- DANA CALDER
- CENTURY 21 MILLENNIUM INC., BROKERAGE (COLLINGWOOD)
- 1 (705) 4413607
- dana.calder@century21.ca
Data was last updated September 23, 2026 at 01:15 AM (UTC)
Dana Calder & Sarah Swackhammer
Two Convenient Locations
41 Hurontario Street, Collingwood L9Y 2L7
1 Bruce Street North, Thornbury N0H2P0