Collingwood Homes under $500,000

49 Trott Boulevard Unit 183, Collingwood

Welcome to Harbourside living in Collingwood! Nestled on the highly desirable water side of Highway 26, this ground-floor, bungalow-style condo offers the ultimate four-season lifestyle. Featuring a functional open-concept layout with 2 bedrooms and 2 bathrooms, this unit is filled with potential. The main living area is anchored by a cozy wood-burning fireplace-ideal for warming up after a day on the slopes-and features a seamless walk-out to your patio. The spacious primary bedroom boasts its own private ensuite bath. Whether you are looking for a low-maintenance weekend ski chalet, a downsizer's retreat, or a savvy investment to renovate and customize, this property offers incredible equity-building potential in a high-demand resort pocket. Steps from Georgian Bay waterfront trails and minutes from Blue Mountain Resort, golf courses, and historic downtown. Includes 1 assigned parking space. Your Georgian Bay gateway awaits! (id:5764)

49 Trott Boulevard Unit 183, Collingwood

Listing courtesy of PSR.

$352,900

2 Beds ⋅ 2 Baths ⋅ S13850828 MLS® #

First Time Buyer and Investment Opportunity! Beautifully updated 2 bedroom, 2 bath condo in the community of Living Waters. This condo is conveniently located to shops, restaurants, ski hills, golf courses, trails and the waters of Georgian Bay. Enjoy the spacious Master Bedroom with it's own Ensuite. Walk out from the Master Bedroom or Living room and relax on your own private Balcony. Enjoy all that Collingwood, and the surrounding area has to offer. (id:5764)

21 Dawson Drive Unit 73, Collingwood

Listing courtesy of RE/MAX Four Seasons Realty Limited.

$449,000

2 Beds ⋅ 2 Baths ⋅ S13848542 MLS® #

Welcome to 14 Dawson Drive, Unit 416, your turn-key four-season retreat in one of Collingwood's most desirable mature neighbourhoods, and with ski season around the corner, the timing could not be better. Tucked into a quiet pocket just minutes from Blue Mountain, the private ski clubs, and the trails, this beautifully updated end-unit townhouse is ready for first chair and apres by the fire. Picture it: a morning on the slopes, an afternoon on the Georgian Bay trails, and an evening unwinding in front of your own gas fireplace as the snow falls outside. Inside, the second level opens up dramatically with vaulted ceilings and a skylight that fills the space with winter light, anchored by an open-concept kitchen, dining, and living area built for warming up with friends after a day outdoors. Two bedrooms, two bathrooms, newer laminate flooring throughout, and a 4-piece ensuite off the primary. As an end unit, you get the privacy, the extra natural light, and the mature cedars that make this one stand apart. The private deck, completely rebuilt in 2024 and wrapped in evergreens, is yours for cold-weather fire pits or summer BBQs alike. You will love the convenience of assigned parking right in front of the unit, a storage locker beside it for your skis and gear, plus visitor parking for guests. Downtown Collingwood's shops and restaurants are around the corner, and the harbour and beaches are a short ride away for the warmer months. Whether you are after a full-time home, a weekend ski chalet, or a four-season escape with seasonal rental potential, this one delivers all winter and well beyond. Your Collingwood ski retreat is waiting. Welcome home. (id:5764)

14 Dawson Drive Unit 416, Collingwood

Listing courtesy of RE/MAX EXPERTS.

13 Harbour Street West Unit 253, Collingwood

$319,000

2 Beds ⋅ 1 Baths ⋅ S13838396 MLS® #

Welcome to 253-13 Harbour Street West. This 2 bed, 1 bath townhouse condo nestled among the mature trees of Cranberry offers a fantastic opportunity for those looking to renovate and add value. With a reverse floor plan, the upper-level living space is filled with natural light, featuring vaulted ceilings, a wood-burning fireplace, and walkout to a spacious rear deck overlooking woodlands. The ground level includes two generously sized bedrooms and a 4-piece bathroom with laundry nook. Enjoy easy access to all that Collingwood has to offer, with shopping, dining, and Cranberry Golf Course just a short walk away. Whether you're envisioning a cozy weekend escape or a year-round home, this property provides the perfect foundation to make it your own. Book your private showing today! (id:5764)

13 Harbour Street West Unit 253, Collingwood

Listing courtesy of Royal LePage Locations North.

$449,900

2 Beds ⋅ 2 Baths ⋅ 40867224 MLS® #

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach, boating on Georgian Bay, skiing nearby slopes, or simply enjoying the vibrant sense of community that makes Lighthouse Point so special. This meticulously maintained property boasts long walking trails, beautifully kept gardens, multiple outdoor pools, 9 tennis/pickleball courts, a brand new kids playground and so much more. From there, step inside your beautiful 2-bedroom, 2-bath condo which features a full custom kitchen remodel and a bright, open-concept design. From the carpet free main floor, cozy gas fireplace and the power blinds leading to the balcony this unit is the perfect spot to relax after your active lifestyle days. The oversized primary suite offers plenty of room for your king sized bed and a seating area. New carpet on 2nd level. Lighthouse Point is renowned for its resort-style amenities and unmatched waterfront setting and this unit comes with access to one of the most sought after boat slips in the marina! Enjoy over 2 kilometers of scenic shoreline walking trails, beaches, indoor and outdoor pools, tennis and pickleball courts, and a highly active recreation centre complete with a gym, games room, sauna, and hot tubs. Highly coveted for its resort-like feel and access to Georgian Bay, this community offers a truly unique way of life. Come experience it for yourself-book your showing today (id:5764)

711 JOHNSTON PARK Avenue, Collingwood

Listing courtesy of Keller Williams Home Group Realty, Brokerage.

$449,900

2 Beds ⋅ 2 Baths ⋅ S13836746 MLS® #

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach, boating on Georgian Bay, skiing nearby slopes, or simply enjoying the vibrant sense of community that makes Lighthouse Point so special. This meticulously maintained property boasts long walking trails, beautifully kept gardens, multiple outdoor pools, 9 tennis/pickleball courts, a brand new kids playground and so much more. From there, step inside your beautiful 2-bedroom, 2-bath condo which features a full custom kitchen remodel and a bright, open-concept design. From the carpet free main floor, cozy gas fireplace and the power blinds leading to the balcony this unit is the perfect spot to relax after your active lifestyle days. The oversized primary suite offers plenty of room for your king sized bed and a seating area. New carpet on 2nd level. Lighthouse Point is renowned for its resort-style amenities and unmatched waterfront setting and this unit comes with access to one of the most sought after boat slips in the marina! Enjoy over 2 kilometers of scenic shoreline walking trails, beaches, indoor and outdoor pools, tennis and pickleball courts, and a highly active recreation centre complete with a gym, games room, sauna, and hot tubs. Highly coveted for its resort-like feel and access to Georgian Bay, this community offers a truly unique way of life. Come experience it for yourself-book your showing today. (id:5764)

711 Johnston Park Avenue, Collingwood

Listing courtesy of Keller Williams Home Group Realty.

17 Spooner Crescent Unit 206, Collingwood

$414,000

2 Beds ⋅ 2 Baths ⋅ S13834000 MLS® #

Exceptional value in Collingwood isn't just about price-it's about how much lifestyle, space and convenience you get for it. Built in 2023, Unit 206 offers 830 sq. ft. of thoughtfully designed, carpet-free living with 2 bedrooms, 2 full baths and a layout that makes every square foot count. Bright and beautifully maintained, the open-concept kitchen features quartz countertops, stainless steel appliances including a gas range, a generous island and a full pantry/storage room tucked behind stylish sliding barn doors. Living and dining flow together around an electric fireplace, with a walkout to the balcony for easy outdoor living. The primary suite is a standout, with a walk-in closet, 4-piece ensuite and its own balcony walkout. A generous second bedroom and separate 3-piece bath with glass walk-in shower create excellent flexibility for full-time living, weekend escapes or hosting guests. In-suite laundry, forced-air gas heating and central air complete the everyday comforts. The lifestyle extends well beyond the unit. Residents enjoy an outdoor pool, fitness facilities, recreation centre, elevator and visitor parking, with Cranberry Golf Course just beyond the building. Owned underground parking and a storage locker conveniently located beside the unit add even more practicality. Minutes from downtown Collingwood, Georgian Bay, trails, golf and the ski clubs of The Blue Mountains, this is a location built for four-season living. For buyers looking to maximize their budget without compromising on lifestyle, location or amenities, Unit 206 delivers a remarkably complete package-and exceptional value in today's Collingwood condo market. (id:5764)

17 Spooner Crescent Unit 206, Collingwood

Listing courtesy of Sotheby's International Realty Canada.

$359,900

2 Beds ⋅ 2 Baths ⋅ S13832334 MLS® #

Your Collingwood lifestyle starts here! Whether you're looking for a full-time home, weekend escape or an easy-care investment, this bright 2-bedroom, 2-bathroom upper-level condo puts you right where you want to be. Inside, the inviting layout feels warm and comfortable, with hardwood flooring, California shutters throughout and a cozy gas fireplace anchoring the living space. The kitchen offers plenty of cabinetry and counter space, a tiled backsplash and a large peninsula with breakfast-bar seating that keeps it open and connected to the living area. The spacious primary suite features a walk-in closet, updated ensuite and its own walk-out to the balcony. A second walk-out from the living room makes the private balcony feel like a natural extension of the home - perfect for morning coffee, an evening drink or simply enjoying some fresh air. Both bathrooms have been updated, and in-suite laundry with a brand-new washer and dryer adds everyday convenience. You'll also appreciate the storage locker and assigned parking space located conveniently right at the unit. All of this just minutes from downtown Collingwood, Georgian Bay, trails, golf, skiing, restaurants and shopping, with Blue Mountain only a short drive away. Easy to enjoy, easy to maintain, and perfectly positioned for four-season living. (Select photos have been digitally enhanced) (id:5764)

19 Dawson Drive Unit 53, Collingwood

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$495,000

2 Beds ⋅ 2 Baths ⋅ S13829354 MLS® #

One of Collingwood's most sought-after neighbourhoods, Sunset Point! This charming and affordable 2-bedroom, 1.5-bathroom condo offers comfortable, low-maintenance living in a well-maintained community. Low monthly condo fees include water and sewer, adding to the home's exceptional value.The unit includes one dedicated parking space, with ample visitor parking available for family and friends. Ideally located just steps from scenic trails, the waterfront, and vibrant downtown Collingwood, you'll enjoy the best of four-season living right at your doorstep.Take in beautiful views of Georgian Bay and the ski hills from your home, creating the perfect backdrop year-round. Plus, enjoy the peace of mind of brand-new windows installed in 2026. Whether you're a first-time buyer, downsizer, or looking for a weekend retreat, this is a wonderful place to call home. (id:5764)

13 Raglan Street Unit 27, Collingwood

Listing courtesy of Royal LePage Locations North.

$379,000

1 Beds ⋅ 1 Baths ⋅ S13827436 MLS® #

Welcome to the desirable WALNUT WOODS condominium community, a well-maintained 16-unit brick building perfectly located in the heart of Collingwood. This 1 bedroom, 1 bathroom, GROUND-FLOOR UNIT offers the convenience of no stairs, open concept design, main-floor living. Updated Kitchen features quartz countertops, modern backsplash, large island with breakfast bar and stainless steel appliances. Open dining room and spacious living room features hardwood floors and sliding glass door walkout to private patio. Primary bedroom includes 4-piecesemi-ensuite privileges. In-suite laundry/utility room with newer washer and dryer (2020) and owned hot water tank (2019). Cost efficient comfort of luxury radiant in-floor heating for winter and ductless A/C for summer. Designated parking space located just steps from entrance and ample visitor parking. Building backs onto wooded greenspace, ideally located close to parks, trails, place of worship, schools, public transit, just minutes from Collingwood's downtown amenities, restaurants and shops. Experience the comfort and convenience of Walnut Woods community living. (id:5764)

435 Walnut Street Unit 101, Collingwood

Listing courtesy of RE/MAX Four Seasons Realty Limited.

$325,000

1 Beds ⋅ 1 Baths ⋅ S13824958 MLS® #

Attention INVESTORS, DEVELOPERS, BIG THINKERS! This property is a rare opportunity to redevelop, rehabilitate, or reimagine a fully serviced town lot situated in an established, highly desirable Collingwood neighbourhood. Unbeatable location within walking distance to Collingwood General & Marine Hospital, Collingwood YMCA, vibrant downtown shopping, dining, and everything this sought-after community has to offer. Steps to the Collingwood's trail system, a short walk to Georgian Bay and nestled in an established , treed area, this home has exceptional potential. The property is being sold strictly in "as is, where is" condition without representation or warranty by the Seller, offering a blank canvas for your next infill or revitalization vision. Contact the listing agent today for complete details and interior photos. (id:5764)

194 Erie Street, Collingwood

Listing courtesy of Royal LePage Locations North.

$349,000

2 Beds ⋅ 1 Baths ⋅ S13824352 MLS® #

Here is a wonderful opportunity to enjoy an affordable, carefree lifestyle in Sunset Suites! This popular 60+ senior living community operates under a Life Lease. This ground floor, two bedroom unit offers comfortable open concept living. Walk-out to your own patio from the living room and enjoy escarpment views and beautiful sunsets. A designated parking space is available for drivers. The bathroom has been updated with a convenient walk-in shower! Newer modern hardwood floors installed. There is ample storage and an in-suite stackable washer/dryer. The monthly occupancy fee is $885.24 which includes heat, hydro, water, sewer, property maintenance and taxes. Sunset Suites, owned by the County of Simcoe, offers a secure foyer with controlled access and maintenance free living. There are gathering areas and common balconies on each floor, a recreation room with kitchen facilities, a movie room and private mailboxes in the front foyer. Enjoy social functions arranged by the Activity Coordinator. Close to all the amenities Collingwood has to offer! (id:5764)

49 Raglan Street Unit 106, Collingwood

Listing courtesy of Royal LePage Locations North.

Collingwood Homes under $500,000

Newest Collingwood Homes under $500,000