94+ Houses for Sale in Collingwood Under $500K

50 Photos

172 Eighth Street, Simcoe, ON , MLS #S13500320 , Image - 1

Unit-102, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13500320

Residential Condo & Other (Condo Apartment)

$399000.0

2 Beds
1 Baths
1000-1199 sq-ft

Bright and light 2 bedroom condo on the main floor in The Galleries. This west facing unit boasts ample space with over 1100 sqft; newly installed vin

32 Photos

21 Dawson Drive, Simcoe, ON , MLS #S13493492 , Image - 1

Unit-80, 21 Dawson Drive Collingwood, Simcoe, ON MLS® S13493492

Residential Condo & Other (Condo Townhouse)

$429000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to Unit 80 at 21 Dawson Drive, a beautifully updated two-bedroom, two-bathroom condo designed for easy, year-round living. Thoughtful renovati

9 Photos

11325 26 Highway, Simcoe, ON , MLS #S13495060 , Image - 1

11325 26 Highway Collingwood, Simcoe, ON MLS® S13495060

Residential Freehold (Vacant Land)

$300000.0

Developers take note. R-3 zoning allows a number of possibilities to build a multi-unit building. Close to skiing, bus route, golf, and hiking trails.

34 Photos

112 Escarpment Crescent, Simcoe, ON , MLS #S13494828 , Image - 1

112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13494828

Residential Condo & Other (Condo Townhouse)

$449000.0

4 Beds
2 Baths
1400-1599 sq-ft

Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu

31 Photos

214 Escarpment Crescent, Simcoe, ON , MLS #S13134312 , Image - 1

Unit-214, 214 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13134312

Residential Condo & Other (Condo Townhouse)

$499900.0

Price drop by 9.1%

4 Beds
2 Baths
1400-1599 sq-ft

YOUR TURNKEY FOUR-SEASON RETREAT IN COLLINGWOOD. Welcome to the Cranberry Resort & Golf Court neighborhood, where comfort, lifestyle, and year-round a

24 Photos

23 Dawson Drive, Simcoe, ON , MLS #S13473198 , Image - 1

Unit-84, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13473198

Residential Condo & Other (Condo Apartment)

$369000.0

2 Beds
2 Baths
700-799 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Beautifully updated throughout, this ground-floor condominium delivers modern style and everyday functional

50 Photos

49 TROTT Boulevard, Simcoe, ON , MLS #S13469576 , Image - 1

Unit-176, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13469576

Residential Condo & Other (Condo Townhouse)

$412000.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Welcome to this beautifully updated 2 bedroom, 2 bathroom condo nestled in one of Collingwood's most desirable and peaceful settings. Perfectly positi

48 Photos

17 Spooner Crescent, Simcoe, ON , MLS #S13116848 , Image - 1

Unit-206, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13116848

Residential Condo & Other (Condo Apartment)

$449000.0

Price drop by 10.0%

2 Beds
2 Baths
800-899 sq-ft

Welcome to Maintenance-Free Condo Living in the Heart of Collingwood. Discover the charm of Collingwood's sought-after Blue Fairway community with thi

1 Photos

9596 Beachwood Road Collingwood, Simcoe, ON MLS® S13441110

Residential Freehold (Vacant Land)

$149500.0

Build your home on this residentially zoned (R1) lot, ideally located just minutes from Georgian Bay and a short drive to Collingwood, Stayner, and Wa

9 Photos

9 HARBOUR Street, Simcoe, ON , MLS #S12808018 , Image - 1

Unit-4403 & 4405, 9 HARBOUR Street Collingwood, Simcoe, ON MLS® S12808018

Residential Condo & Other (Condo Apartment)

$89000.0

2 Beds
2 Baths
1200-1399 sq-ft

Start your Collingwood getaway each year with fixed Weeks 1, 2 and 14 in this spacious mountain-view resort suite at Living Water Resort & Spa.Suites

27 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

Unit-5109/5111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13442150

Residential Condo & Other (Condo Apartment)

$35000.0

2 Beds
2 Baths
1200-1399 sq-ft

Welcome to Unit 5109/5111 at Living Water Resort & Spa, an opportunity to own a fraction of Collingwood's premier waterfront resort on the shores of G

24 Photos

5 DAWSON Drive, Simcoe, ON , MLS #S13434210 , Image - 1

Unit-# 338, 5 DAWSON Drive Collingwood, Simcoe, ON MLS® S13434210

Residential Condo & Other (Condo Townhouse)

$419900.0

2 Beds
2 Baths
1000-1199 sq-ft

BUNGALOW in Living Stone (aka Cranberry Village). 2 bedrooms, 2 full baths, cathedral ceiling in the great room and a cozy woodburning fireplace for

8 Photos

17 Spooner Crescent S, Simcoe, ON , MLS #S13414808 , Image - 1

Unit-107, 17 Spooner Crescent S Collingwood, Simcoe, ON MLS® S13414808

Residential Condo & Other (Condo Apartment)

$444900.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to The View on Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, and 2 bathrooms in the desirable Blue Fai

23 Photos

22 Dawson Drive, Simcoe, ON , MLS #S13433426 , Image - 1

Unit-530, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S13433426

Residential Condo & Other (Condo Townhouse)

$475000.0

3 Beds
2 Baths
1200-1399 sq-ft

Discover the perfect blend of comfort, privacy, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home nestled in the sought-after

46 Photos

9 Royalton Lane, Simcoe, ON , MLS #S13427592 , Image - 1

9 Royalton Lane Collingwood, Simcoe, ON MLS® S13427592

Residential Condo & Other (Condo Townhouse)

$499900.0

2 +0 Beds
3 Baths
1000-1199 sq-ft

Nestled in a peaceful, tree-lined setting, this beautifully maintained two-storey condo delivers the ideal balance of comfort, convenience, and year-r

17 Photos

17 Spooner Crescent, Simcoe, ON , MLS #S13414812 , Image - 1

Unit-202, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13414812

Residential Condo & Other (Condo Apartment)

$494900.0

2 Beds
2 Baths
800-899 sq-ft

Brand New Condo at The View with the added luxury of underground parking! Recently completed and READY TO MOVE IN! Located in the desirable Blue Fairw

28 Photos

17 Spooner Crescent, Simcoe, ON , MLS #S13415988 , Image - 1

Unit-108, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13415988

Residential Condo & Other (Condo Apartment)

$438000.0

2 Beds
2 Baths
800-899 sq-ft

Experience modern, low-maintenance living just minutes from Blue Mountain and downtown Collingwood in this beautifully upgraded 2-bedroom, 2-bathroom

32 Photos

49 TROTT Boulevard, Simcoe, ON , MLS #S13410542 , Image - 1

Unit-181, 49 TROTT Boulevard Collingwood, Simcoe, ON MLS® S13410542

Residential Condo & Other (Condo Apartment)

$449000.0

2 +0 Beds
2 Baths
900-999 sq-ft

Fully Renovated ground floor 2 bedroom, 2 bathroom condo. Enjoy a short stroll to the shores Georgian Bay and the Collingwood Trail system. Walk or ri

30 Photos

5 Spooner Crescent, Simcoe, ON , MLS #S13153802 , Image - 1

Unit-217, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13153802

Residential Condo & Other (Condo Apartment)

$449000.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to The View at Blue Fairway, where modern comfort meets four-season living in the heart of Collingwood. This beautifully upgraded Condor model

6 Photos

9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

9742 Beachwood Road Collingwood, Simcoe, ON MLS® S13232200

Residential Freehold (Vacant Land)

$179000.0

Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd in the east end of C

4 Photos

9736 Beachwood Road, Simcoe, ON , MLS #S13232192 , Image - 1

9736 Beachwood Road Collingwood, Simcoe, ON MLS® S13232192

Residential Freehold (Vacant Land)

$179000.0

Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd. in east end of Coll

25 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12873526 , Image - 1

Unit-3411/3413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12873526

Residential Condo & Other (Other)

$45000.0

2 Beds
2 Baths
1200-1399 sq-ft

Enjoy your own piece of paradise on the shores of Georgian Bay at Living Water Resort & Spa in Collingwood. This fractional condominium offers an idea

4 Photos

9776 BEACHWOOD Road, Simcoe, ON , MLS #S12574830 , Image - 1

9776 BEACHWOOD Road Collingwood, Simcoe, ON MLS® S12574830

Residential Freehold (Vacant Land)

$230000.0

Price drop by 14.8%

Many Poss.To Build A Lrg House(Up To Approx.4000 Sqft) For With An Option For An Accessory Apt.W/Walkout Bsmt.Potential Views Of The Water From 2nd Le

15 Photos

9746 Beachwood Road, Simcoe, ON , MLS #S13095364 , Image - 1

9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13095364

Residential Freehold (Vacant Land)

$199000.0

This exceptional property comes fully prepared for construction with major approvals already in place, including an NVCA permit, zoning certificate, l

30 Photos

435 Walnut Street, Simcoe, ON , MLS #S13096020 , Image - 1

Unit-101, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13096020

Residential Condo & Other (Condo Apartment)

$389000.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to the desirable WALNUT WOODS condominium community, a well-maintained 16-unit brick building perfectly located in the heart of Collingwood. T

40 Photos

5 Spooner Crescent, Simcoe, ON , MLS #S13134708 , Image - 1

Unit-311, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13134708

Residential Condo & Other (Condo Apartment)

$439000.0

2 Beds
2 Baths
800-899 sq-ft

Welcome to #311 - 5 Spooner Crescent in the sought-after Blue Fairway community, a maintenance-free lifestyle in the heart of Collingwood. This stylis

21 Photos

9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$29000.0

2 Beds
2 Baths
1400-1599 sq-ft

An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design

24 Photos

15 Dawson Drive, Simcoe, ON , MLS #S12999540 , Image - 1

Unit-3, 15 Dawson Drive Collingwood, Simcoe, ON MLS® S12999540

Residential Condo & Other (Condo Townhouse)

$315000.0

1 Baths
0-499 sq-ft

Step into this beautifully updated second-floor corner studio condo in the heart of Collingwood perfectly designed for year round living . Just minute

1 Photos

99 High Street Collingwood, Simcoe, ON MLS® S12683902

Residential Freehold (Att/Row/Townhouse)

$460000.0

Price drop by 5.9%

3 Beds
2 Baths
1100-1500 sq-ft

This Amazing beautiful FREE HOLD Townhouse Perfect for First Time Buyer or Investors 3 Bedroom 2 Bath. Experience a vibrant Collingwood lifestyle in t

23 Photos

24 Ramblings Way

Unit-402, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12946948

Residential Condo & Other (Condo Apartment)

$399999.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Bayview Tower at Rupert's Landing. Collingwood waterfront living at an incredible value. This bright and well-maintained two-bedroom, two-b

Houses for Sale in Collingwood ON Under $500K - P3