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Condos for Sale in Simcoe Under $500K - P2

Showing results 31 - 60 of 116
Last Updated: December 18, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
15 Photos
Last Updated : 17 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1
Image With Blur overlay

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Unit-417, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S8364164

Residential Condo & Other (Leasehold Condo)

$399900.0
price drop iconPrice drop by 10.8%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
21 Photos
Last Updated : 17 Days ago
778 William Street, Simcoe, ON , MLS #S12476719 , Image - 1

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Unit-56, 778 William Street Midland, Simcoe, ON MLS® S12476719

Residential Condo & Other (Condo Townhouse)

$375000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
** OPEN HOUSE SUNDAY NOV 30TH 12-3PM** Welcome to this move-in ready Condo Townhouse in Midland, featuring 3 bedrooms and 2 bathrooms with a fully fin
50 Photos
Last Updated : 20 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S12584390 , Image - 1

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Unit-256, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S12584390

Residential Condo & Other (Condo Apartment)

$497000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Bungalow living with a modern, elevated feel! The updated 2-bedroom, 2-bathroom end-unit offers privacy, comfort, and thoughtful design throughout. Pe
13 Photos
Last Updated : 21 Days ago
31 PUMPKIN CORNER Crescent, Simcoe, ON , MLS #S12488628 , Image - 1

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Unit-#2, 31 PUMPKIN CORNER Crescent Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12488628

Residential Condo & Other (Condo Apartment)

$498000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Perfecly Price, Elegant And Contemporary 2 Bedroom Stacked Condo in Sought-After Barrie South! Experience refined urban living in this bright and spac
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
40 Photos
Last Updated : 21 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10899627 , Image - 1

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Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10899627

Residential Condo & Other (Condo Apartment)

$70000.0
price drop iconPrice drop by 17.6%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Invest in an ownership share of Phase 2 of LIVING WATER RESORT AND SPA on the shores of Georgian Bay in the beautiful town of Collingwood. NOTE: this
30 Photos
Last Updated : 23 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12574974 , Image - 1

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Unit-102, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12574974

Residential Condo & Other (Condo Apartment)

$445000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, 2 bathrooms, and underground parking in the desirable
19 Photos
Last Updated : 23 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$464900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your
36 Photos
Last Updated : 24 Days ago
64 Queen Street S, Simcoe, ON , MLS #N12570812 , Image - 1

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Unit-107, 64 Queen Street S Tottenham, New Tecumseth, Simcoe, ON MLS® N12570812

Residential Condo & Other (Condo Apartment)

$499900.0
  • 1 Beds
  • 2 Baths
  • 800-899 sq-ft
Step into the perfect blend of convenience and comfort with this impressive first floor one bedroom plus den condo. Enjoy the ease of bringing in groc
38 Photos
Last Updated : 27 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S12483387 , Image - 1

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Unit-203, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12483387

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Looking for that perfect winter or summer getaway! This one has it all, This 2 Bedroom (Primary + Den - Has Double Closet & Could be 2nd bedroom), 2 F
34 Photos
Last Updated : 29 Days ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12516968 , Image - 1

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Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12516968

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 2 Anchorage Crescent #200, this is a beautiful 1-bedroom, 1-bathroom corner unit that perfectly blends modern comfort with cozy charm. Enjo
29 Photos
Last Updated : 29 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12557918 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12557918

Residential Condo & Other (Condo Townhouse)

$287000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou
21 Photos
Last Updated : 30 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
34 Photos
Last Updated : 30 Days ago
275 BROWARD Way, Simcoe, ON , MLS #N12458163 , Image - 1

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275 BROWARD Way
Unit-60, 275 BROWARD Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12458163

Residential Condo & Other (Condo Apartment)

$338800.0
  • 0 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Live everyday like it's Friday!!! Friday Harbour is a stunning waterside community that gives a one of a kind experience for homeowners, guest and vis
28 Photos
Last Updated : 30 Days ago
120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

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Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c
18 Photos
Last Updated : 31 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12304375 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12304375

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo Living At The Most Affordable Price in the Building! The Eagle model offers a bright, open-concept 2-bedroom, 2-bathroom condo with 9-foot ceili
21 Photos
Last Updated : 36 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12538046 , Image - 1

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Unit-113, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12538046

Residential Condo & Other (Condo Apartment)

$379000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright and accessible garden-level condo ideal location! - Very accessible 2-bedroom, 2-bath end-unit condo located just steps from the buildings side
15 Photos
Last Updated : 36 Days ago
553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$372500.0
price drop iconPrice drop by 1.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few little cosmetic upgrades, you could transform th
49 Photos
Last Updated : 38 Days ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth
32 Photos
Last Updated : 41 Days ago
65 ELLEN Street, Simcoe, ON , MLS #S12520742 , Image - 1

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Unit-305, 65 ELLEN Street Lakeshore, Barrie, Simcoe, ON MLS® S12520742

Residential Condo & Other (Condo Apartment)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Marina Bay Condominiums, where comfort, convenience, and captivating lake views come together in one of Barrie's most desirable waterfront
50 Photos
Last Updated : 41 Days ago
331 MARINERS Way, Simcoe, ON , MLS #S12520826 , Image - 1

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331 MARINERS Way Collingwood, Simcoe, ON MLS® S12520826

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +0 Beds
  • 2 Baths
  • 800-899 sq-ft
This 2 bedroom, 2 bathroom, 2nd floor unit has gorgeous forest\landscape views out of the primary suite and living area. An open and bright livingroom
24 Photos
Last Updated : 42 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S12494676 , Image - 1

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Unit-2, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12494676

Residential Condo & Other (Condo Townhouse)

$469999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome Home! This Beautifully Updated and Maintained 2 Story Stacked Town Home Screams Pride of Ownership. This Home Nestled in a Quiet Friendly Comm
10 Photos
Last Updated : 42 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S12470113 , Image - 1

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Unit-604, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12470113

Residential Condo & Other (Condo Apartment)

$389900.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to your dream condo with stunning views of the lake! This well-designed unit offers picturesque lake views from the master bedroom, living roo
13 Photos
Last Updated : 43 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12451947 , Image - 1

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Unit-114, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12451947

Residential Condo & Other (Condo Apartment)

$351000.0
price drop iconPrice drop by 2.2%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Cozy Condo Retreat in he Hear of Horseshoe Valley! Experience four seasons of adventure with charming 1-bedroom ground-floor condo, ideally located ju
42 Photos
Last Updated : 45 Days ago
112 Loggers Run, Simcoe, ON , MLS #S12457097 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S12457097

Residential Condo & Other (Condo Townhouse)

$429000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
35 Photos
Last Updated : 45 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12504226 , Image - 1

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Unit-908, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12504226

Residential Condo & Other (Condo Apartment)

$489000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Lovely 2 bedroom, 2 Bath, 1,123 square foot suite at Marina Bay. Beautiful south facing view of Kempenfelt Bay. Spacious living room with a large di
30 Photos
Last Updated : 45 Days ago
17 Dawson Drive, Simcoe, ON , MLS #S12503666 , Image - 1

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Unit-29, 17 Dawson Drive Collingwood, Simcoe, ON MLS® S12503666

Residential Condo & Other (Condo Apartment)

$399000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Lovingly updated two-bedroom, two bathroom upper-level condo offers an easy option for anyone looking to enter the market, simplify their living space
23 Photos
Last Updated : 47 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

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Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0
price drop iconPrice drop by 40.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off
34 Photos
Last Updated : 47 Days ago
479 Oxbow Crescent, Simcoe, ON , MLS #S12436635 , Image - 1

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479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12436635

Residential Condo & Other (Condo Townhouse)

$465000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
The perfect home or getaway in Collingwood - Ontario's Four Season playground. This remarkable condo townhome is located in Living Stone Community (f
21 Photos
Last Updated : 49 Days ago
25 Madelaine Drive, Simcoe, ON , MLS #S12446239 , Image - 1

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Unit-5, 25 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12446239

Residential Condo & Other (Condo Townhouse)

$478500.0
price drop iconPrice drop by 0.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Location, Location, Location!This spacious two-bedroom condo offers unbeatable convenience, walking distance to the GO Train, shopping, schools, and n
33 Photos
Last Updated : 51 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12217242 , Image - 1

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Unit-610, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12217242

Residential Condo & Other (Condo Apartment)

$495000.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Affordable waterfront living with front-row views! Welcome to Suite 610 at 65 Ellen Street - a bright and beautifully updated 2-bedroom, 2-bathroom g
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