MLS Search
Find Your Perfect Home by the Bay
Experience the best of Southern Georgian Bay living — browse MLS listings and uncover the properties that bring you closer to the water, nature, and community you love.
-
3 Portland Street: Collingwood House for sale : MLS®# S14155338
3 Portland Street Collingwood L9Y 0W9 
$799,900Residential Freehold- Status:
- Active
- MLS® Num:
- S14155338
- Bedrooms:
- 4
- Bathrooms:
- 4
Fantastic price in Collingwood's sought after Pretty River Estates! Buyers will not go wrong with this detached bungaloft with a fully self contained basement in-law/apt, ideal for investors, extended families, or just a large family! Minutes to the new Costco and Casino, as well as Blue Mountain. Enjoy the vibrant lifestyle in a destination town offering great shopping, upscale restaurants, beaches, top notch skiing, and minutes to the longest freshwater beach - Wasaga Beach! Built by Sunvale Homes, this previous model home comes fully finished throughout, open layout, soaring ceilings, main fl primary suite and laundry room (access to garage), 2nd & 3rd BR upstairs enjoy a loft area, and a 4 pc bathroom. Great kitchen with island, quartz counters, s/steel appliances, walkout to large deck for entertaining and a fully fenced yard for the kids and pets. Downstairs buyers will find a beautiful in law suite or just extra room to enjoy. Parents will appreciate being in the school district for Admiral Public which is a short walk away, brand new park is in the process of being built beside the school which will include pickleball courts. This is one of the best buys in the area, don't miss out! More detailsListed by RE/MAX HALLMARK CHAY REALTY- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
136 200 kingfisher Drive in Mono: Rural Mono Condo for sale : MLS®# X14155296
136 200 kingfisher Drive Mono L9Y 0B3
$904,900Residential Condo & Other- Status:
- Active
- MLS® Num:
- X14155296
- Bedrooms:
- 5
- Bathrooms:
- 4
Welcome to Watermark, Mono's sought-after adult lifestyle community, where exceptional value meets carefree living. This beautifully maintained bungalow with stunning curb appeal and an elegant stone feature exterior is one of the best-priced opportunities to come to market in this community in years. Enjoy an active and social lifestyle just steps from Monora Park, featuring scenic walking trails and beautiful natural surroundings. Residents of Watermark have exclusive access to an outstanding Community Centre complete with a banquet hall and kitchenette, fitness centre, reading room, billiards room, craft room, and movie theatre - the perfect place to stay active, connected, and engaged. Conveniently located just minutes to Orangeville's restaurants, shopping, and everyday amenities, and only a 10-minute drive to Hockley Valley Golf Course and Adamo Estate Winery. Inside, this inviting bungalow offers a bright open-concept layout designed for comfortable living and entertaining. The modern kitchen showcases stunning cabinetry, stainless steel appliances, and granite countertops, flowing seamlessly into the dining and living areas highlighted by beautiful hardwood flooring. Walk out to the rear deck overlooking private gardens and mature trees, an ideal setting to enjoy your morning coffee or unwind in the hot tub after a long day. The spacious primary suite features a walk-in closet and a luxurious 5-piece ensuite, while a second main-floor bedroom and 3-piece bath provide comfortable accommodations for guests. The fully finished lower level expands your living space with a generous recreation room, two additional bedrooms, and a 3-piece bathroom - perfect for visiting family, grandchildren, or overnight guests. Offering outstanding value in one of Mono's most desirable adult communities, this is a rare opportunity that won't last long. If you've been waiting for an affordable bungalow in Watermark, this is the one. More detailsListed by RE/MAX Solid Gold Realty (II) Ltd- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
47 Courtice Crescent: Collingwood House for sale : MLS®# S14151084
47 Courtice Crescent Collingwood L9Y 4N7
$580,000Residential Freehold- Status:
- Active
- MLS® Num:
- S14151084
- Bedrooms:
- 4
- Bathrooms:
- 2
Great updated three + 1 bedroom raised bungalow in an established Collingwood neighbourhood with detached garage. Close to schools, parks, trails and shopping. Recent updates include new flooring, interior and exterior paint, heat pump/AC with 3 heads, new roof, new owned hot water heater, updated main bathroom, custom built-in storage unit and driveway fencing and gate. Bright open concept kitchen/living/dining. Large lower level windows provide ample natural light for spacious and versatile finished basement. The property has undergone an official Home Energy Assessment to deliver peak efficiency and year-round comfort. Work completed through the program included adding high-grade attic insulation, installing the 3-head air-source heat pump, and performing a blower door test to confirm exceptional air-sealing and draft control. The property also has potential for an Additional Residential Unit (subject to town approval), adding extra flexibility and income possibilities. Book your private showing today! More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
131 Sixth Street: Collingwood House for sale : MLS®# S14152514
131 Sixth Street Collingwood L9Y 1Z1
$949,900Residential Freehold- Status:
- Active
- MLS® Num:
- S14152514
- Bedrooms:
- 3
- Bathrooms:
- 3
Victoria Annex: History Made Modern nestled in one of Collingwood's most sought-after neighbourhoods. A rare opportunity in a limited collection of sixteen homes by Georgian Communities, the team behind Windfall at Blue Mountain and other landmark developments across the region, blending 19th-century heritage charm with modern luxury. Part of the Builder Collection, this Semi-detached home has a total of 2166 Sq. Ft. of livable space. Loaded with over $75,000 in upgrades, including 36" Gas range, and 42" built in Fridge. Other upgrades include; luxury vinyl throughout, stone counters, and upgraded selections in every room. Anchored by a transformed schoolhouse and surrounded by thoughtfully designed single and semi-detached homes, this is where timeless elegance meets contemporary convenience. The home features heritage-inspired brick exteriors, James Hardie siding, luxury vinyl floors, quartz countertops,, and designer kitchens with oversized island. Located steps from Collingwood's vibrant downtown, Victoria Annex offers an unparalleled lifestyle of sophistication and charm. With neighbours already settling in, Victoria Annex feels like home from the moment you arrive. A true community, ready and waiting. Contact us today to secure your place in this remarkable community. More detailsListed by Bosley Real Estate Ltd.- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
280 Maple Street: Collingwood House for sale : MLS®# S14152784
280 Maple Street Collingwood L9Y 2R4
$799,000Residential Freehold- Status:
- Active
- MLS® Num:
- S14152784
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to the charming Tree Streets of Collingwood! This colourful and character-filled bungalow with a single-car garage offers a wonderful blend of comfort, personality, and practicality in one of Collingwood's most loved neighbourhoods. Thoughtfully laid out, this cozy home features three bedrooms, two bathrooms, and both a living room and a separate family room, providing flexible spaces to relax, entertain, or work from home. A gas furnace and central air conditioning ensure year-round comfort, with a gas fireplace in the family room. Outside, enjoy a quaint, private backyard that's easy to maintain and perfect for morning coffee, summer evenings, or a little gardening. Full of charm and personality, this inviting home is an excellent opportunity to enjoy the simplicity of bungalow living in an established Collingwood neighbourhood, close to everything that makes this community so special. New 200 Amp panel installed; the exterior of the home is lime-washed More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
17 29 Mariners Haven: Collingwood Condo Townhouse for sale : MLS®# S14154478
17 29 Mariners Haven Collingwood L9Y 5B5
$2,500,000Residential Condo & Other- Status:
- Active
- MLS® Num:
- S14154478
- Bedrooms:
- 5
- Bathrooms:
- 5
Experience exceptional waterfront living at 29 Mariners Haven, an extensively renovated 5-bedroom, 5-bathroom residence in one of Collingwood's most desirable waterfront communities. Offering an extraordinary blend of space, quality and lifestyle, this distinctive home enjoys captivating water views and direct access to Georgian Bay. Thoughtfully renovated in 2012, the home showcases quality craftsmanship and timeless finishes throughout. The open-concept main level features a beautifully appointed chef's kitchen with premium appliances, extensive cabinetry, a generous centre island and spacious pantry. The adjoining dining and living areas create an inviting setting for entertaining, highlighted by hardwood flooring, warm wood accents, a striking stone fireplace and expansive windows overlooking the water. A separate main-floor study with its own stone fireplace and water views offers an ideal home office or private retreat. The second level features a spacious primary suite with vaulted ceiling, walk-in closet and luxurious ensuite, along with two additional bedrooms, each with its own private ensuite. Convenient second-floor laundry adds to the thoughtful design. The finished lower level provides two further bedrooms, a full bathroom and an expansive recreation and games room with another stone fireplace. Outdoor living is equally impressive, with a private dock, deep-water mooring and immediate Georgian Bay access. Enjoy two distinct waterfront perspectives, from the sheltered harbour to expansive natural water views. Mariners Haven residents also enjoy a heated outdoor pool, tennis, pickleball and basketball. Just minutes from downtown Collingwood, waterfront trails, shops and restaurants, with golf, Blue Mountain and private ski clubs nearby. A rare opportunity to enjoy spacious waterfront living with boating and four-season recreation at your doorstep. This is an outstanding opportunity for a discriminating buyer. More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
401 Raglan Street: Collingwood Commercial for sale : MLS®# S14148500
401 Raglan Street Collingwood L9Y 5P9
$5,900,000 /For SaleCommercial- Status:
- Active
- MLS® Num:
- S14148500
- Total Area:
- 13 acre(s)
Development land in the south end of Collingwood. Located on Ron Emo Road, this 13 acre parcel of raw land offers a wide range of commercial/industrial uses with its M-5 zoning. Property backs on to the land for the new Collingwood General and Marine Hospital. Water and sewer services are on the property and natural gas is available on the street. Easy access to both Highway 26 east and County Road 124 to the west. The Collingwood airport is a five minute drive away. More detailsListed by Engel & Volkers Toronto Central- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
550 Simcoe Street: Collingwood House for sale : MLS®# S14149946
550 Simcoe Street Collingwood L9Y 1K1 OPEN HOUSE: Nov 07, 202611:00 AM - 01:00 PM ESTOpen House on Saturday, November 7, 2026 11:00AM - 1:00PMOPEN HOUSE: Nov 08, 202611:00 AM - 01:00 PM ESTOpen House on Sunday, November 8, 2026 11:00AM - 1:00PM
$599,000Residential Freehold- Status:
- Active
- MLS® Num:
- S14149946
- Bedrooms:
- 2
- Bathrooms:
- 1
True bungalow, Perfectly situated on a quaint cul-de-sac in a sought-after central location, this charming 2-bedroom, 1-bath (in floor heat) bungalow offers the ideal opportunity to enjoy everything Collingwood has to offer. Just a short stroll to Sunset Point Park and the shores of Georgian Bay, you'll love having swimming, paddle boarding, waterfront trails and the beautiful newly improved park practically at your doorstep. The Georgian Trail and downtown Collingwood are also just minutes away. Inside, you'll appreciate the bright, inviting feel and the beautifully updated kitchen (2026), complete with a new fridge and dishwasher. A new top of the line Bosch washer and dryer (2026) add even more convenience. Warm wood flooring and a cozy gas fireplace create a welcoming space to relax after a day enjoying the outdoors. Step outside to the spacious back deck, perfect for summer BBQs and entertaining, overlooking a generous 50' x 120' lot framed by cedar trees for added privacy. A storage shed provides plenty of room for all your outdoor gear and recreational toys.Whether you're looking for a place to call home, a weekend escape or the opportunity to embrace the Collingwood lifestyle, this charming property puts you right where you want to be. More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
35 Hughes Street: Collingwood House for sale : MLS®# S14143760
35 Hughes Street Collingwood L9Y 0W7 OPEN HOUSE: Nov 08, 202602:00 PM - 04:00 PM ESTOpen House on Sunday, November 8, 2026 2:00PM - 4:00PM
$998,000Residential Freehold- Status:
- Active
- MLS® Num:
- S14143760
- Bedrooms:
- 5
- Bathrooms:
- 3
Welcome to 35 Hughes St in coveted Pretty River Estates! This stunning bungaloft offers rare privacy, backing directly onto the trail system with professionally landscaped grounds and installed irrigation system, so the backyard feels like your own private retreat. Step inside to soaring cathedral ceilings and an open kitchen and dining room built for gatherings, complete with a gas fireplace, a cozy sitting room, and a walkout to a large deck with spacious sitting area and BBQ space. Tucked away off the main floor, the primary bedroom is a true sanctuary with an ensuite featuring a soaker tub and separate steam shower. A fifth main-floor bedroom currently serves as a bright, spacious office, and the main floor is rounded out by a powder room and a mud/laundry room off the garage. Upstairs, a large family room overlooks the main floor, joined by two bedrooms and a four-piece Jack and Jill washroom. The lower level is made for entertaining, with a large recreation room with electric fireplace, walking out to a covered patio and outdoor fire pit, plus another bedroom, two large storage areas and a roughed-in bathroom in IT room. Nothing to do but unpack and enjoy! Minutes away from downtown Collingwood, walking distance to top schools and protected trials. More detailsListed by FOREST HILL REAL ESTATE INC.- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
12 Patton Street: Collingwood House for sale : MLS®# S14138400
12 Patton Street Collingwood L9Y 0E5 OPEN HOUSE: Nov 07, 202611:00 AM - 01:00 PM ESTOpen House on Saturday, November 7, 2026 11:00AM - 1:00PM
$774,700Residential Freehold- Status:
- Active
- MLS® Num:
- S14138400
- Bedrooms:
- 3
- Bathrooms:
- 4
Beautiful, 3 bedroom/4 bathroom detached home in family-friendly Creekside, Collingwood. This inviting home is set on a spacious pie-shaped lot and is walking distance to the neighbourhood park, children's playground and nearby trails. The bright and inviting main level features 9 ft ceilings, hardwood floors, an open-plan kitchen/dining/living area with gas fireplace to cozy up to. The bonus room (finished garage) is heated and has AC along with its own side-door entrance, kitchenette and 3 piece bathroom: perfect for a home business, office or extra rec/living space. Upstairs the primary bedroom has a walk-in closet and 4-piece bathroom along with two other amply sized bedrooms and a main 3-piece bathroom. The fully finished basement provides great additional living space with a custom built wet bar with bar fridge, living room with 60" TV, a 2-piece powder room and a laundry area. Outside, enjoy warm, western exposure in the fully-fenced backyard. There is plenty of space for the kids to run around, a deck to relax on, a hot tub to help you unwind at the end of the day and there's even a roomy garden shed for extra storage. This home has been painted throughout in October 2026 (except basement), along with the addition of a new carpet on the main stairs to the upper level. Just minutes to downtown Collingwood, schools, trails, Blue Mountain and Georgian Bay! All photographs show the home furnished: home is currently unfurnished. More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
277 Birch Street: Collingwood House for sale : MLS®# S14140018
277 Birch Street Collingwood L9Y 2V8
$749,000Residential Freehold- Status:
- Active
- MLS® Num:
- S14140018
- Bedrooms:
- 3
- Bathrooms:
- 2
Classic red brick home on a desirable Collingwood "tree street". Beautiful historic features ~ wood pocket doors, wood floors, wood staircase, wood trim, and wood ceiling. This is your opportunity to live in this great 3 bedroom home set on a mature lot with beautiful gardens. Relax and enjoy your morning coffee on the covered front porch or from the side concrete patio area in the fenced in backyard. Main level boasts kitchen with pantry, dining room and living room separated with pocket doors, cosy family room, laundry room, 2 pc bath, and side mudroom entry. Beautiful wood stairs lead you upstairs to the 3 bedrooms including the large primary bedroom and walk in closet, and updated 3 piece bathroom. Enjoy central Collingwood amenities at your doorstep, close to downtown shoppes, cafes, grocery store, parks, and waterfront. Short drive to ski hills and sand beaches. More detailsListed by Chestnut Park Real Estate- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
-
21 Eva Crescent: Collingwood House for sale : MLS®# S14137752
21 Eva Crescent Collingwood L9Y 5R1
$849,999Residential Freehold- Status:
- Active
- MLS® Num:
- S14137752
- Bedrooms:
- 2
- Bathrooms:
- 1
Just under an acre (.8 acre) backing onto the Pretty River right in Collingwood! Whether you are a contractor looking for your next project or a retiree dreaming of a custom-built four-season home, this Riverfront property offers the ultimate canvas for your next home. While the existing structure provides a footprint, the true potential lies in the 175ft+ (irregular) deep lot with views of Riverfront and Georgian Bay. Enjoy the tranquil sounds of the Pretty River right in your backyard, an environment that feels worlds away yet remains minutes from modern conveniences. Currently inside the home, you will notice a wood burning fireplace in the livingroom, gas fireplace in the dining area, tile flooring in the kitchen with stainless steel appliances (gas stove) and a stackable washer/dryer just off the 4pc bathroom. As a bonus, you also have a detached garage with lots of storage options. More detailsListed by Royal LePage Locations North- GIOVANNI BONI
- BOSLEY REAL ESTATE LTD
- 1 (647) 9885834
- Contact by Email
Data was last updated November 6, 2026 at 02:15 AM (UTC)
powered by myRealPage.com