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Houses for Sale in Simcoe Under $5 Million - P34

Showing results 991 - 1020 of 1065
Last Updated: June 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 89 Days ago
5 Chef Lane, Simcoe, ON , MLS #S12935614 , Image - 1
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5 Chef Lane
Unit-101, 5 Chef Lane Bayshore, Barrie, Simcoe, ON MLS® S12935614

Residential Condo & Other (Condo Apartment)

$569000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Absolutely Beautiful 3 good size bedrooms and 2 bathrooms condo at 6 Community in barries south.Bright & open conceptLiving. Kitchen with an island wi
10 Photos
Last Updated : 89 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S12889018 , Image - 1

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Unit-604, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12889018

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
28 Photos
Last Updated : 91 Days ago
8570 Hwy 12 N/A, Simcoe, ON , MLS #S12924320 , Image - 1

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8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12924320

Residential Freehold (Detached)

$789900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor
13 Photos
Last Updated : 92 Days ago
35 Queen Street N, Simcoe, ON , MLS #N12466995 , Image - 1

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35 Queen Street N Tottenham, New Tecumseth, Simcoe, ON MLS® N12466995

Residential Freehold (Vacant Land)

$749000.0
  • < 700 sq-ft
Incredible Tottenham Downtown Location. Attention Builder's or End User's. Build Residence With A Commercial/Industrial Unit. Whether you are an inves
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
10 Photos
Last Updated : 92 Days ago
47 Dock Lane, Simcoe, ON , MLS #S12916554 , Image - 1

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47 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12916554

Residential Freehold (Vacant Land)

Price On Request
  • 4 Beds
  • 6 Baths
  • < 700 sq-ft
Own a RARE piece of luxury waterfront real estate in an exclusive gated, private, tight-knit community. This premium 49 x 125 ft lot offers an incredi
34 Photos
Last Updated : 92 Days ago
26 Glen Cedar Drive, Simcoe, ON , MLS #S12354911 , Image - 1

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26 Glen Cedar Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12354911

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 12.5%
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 4-bedroom, 2-bath home in the sought-after Georgian Highlands community, just steps from the shores of Georgian Ba
50 Photos
Last Updated : 93 Days ago
29 Madelaine Drive, Simcoe, ON , MLS #S12926154 , Image - 1

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Unit-6, 29 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12926154

Residential Condo & Other (Condo Townhouse)

$578000.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Ideal for first-time buyers or savvy investors, this beautiful townhome has it all. Fully upgraded with elegant Wainscoting, Crown Moulding, and Moder
1 Photos
Last Updated : 94 Days ago
40 Iris Drive, Simcoe, ON
40 Iris Drive Wasaga Beach, Simcoe, ON MLS® S12112469

Residential Freehold (Vacant Land)

$339000.0
  • < 700 sq-ft
Building lot on quiet Iris Drive in the neighborhood of newer homes, measuring 50 ft x 151 ft. The lot is fairly clear, locted within walking distance
1 Photos
Last Updated : 94 Days ago
Lot 76 Bay Sands Drive, Simcoe, ON
Lot 76 Bay Sands Drive Wasaga Beach, Simcoe, ON MLS® S12112464

Residential Freehold (Vacant Land)

$174000.0
Invest in the promising future of Wasaga Beach! Large treed lot measuring 100 ft x 160 ft, with no municipal services at this point in time. No buildi
38 Photos
Last Updated : 95 Days ago
9 Apple Valley Lane, Simcoe, ON , MLS #N12911324 , Image - 1

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9 Apple Valley Lane Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12911324

Residential Freehold (Detached)

$1399990.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 9 Apple Valley Lane - an extraordinary custom-built estate nestled on 2.83 acres of pristine landscape in one of the area's most prestigiou
40 Photos
Last Updated : 95 Days ago
4 GOLD PARK Gate, Simcoe, ON , MLS #N12914802 , Image - 1

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4 GOLD PARK Gate Angus, Essa, Simcoe, ON MLS® N12914802

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover this exceptionally well-maintained, all-brick family home at 4 Gold Park Gate in Angus. Boasting over 2800 sq. ft. of fully finished living s
2 Photos
Last Updated : 99 Days ago
Lot 21 Tudhope Boulevard, Simcoe, ON , MLS #S12903030 , Image - 1
Lot 21 Tudhope Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12903030

Residential Freehold (Vacant Land)

$444000.0
Discover the perfect canvas for your dream home on this exceptional 150' x 185' lot, ideally situated on Tudhope Road, south of Ridge Road in sought-a
13 Photos
Last Updated : 100 Days ago
158 Desroches Trail, Simcoe, ON , MLS #S12901076 , Image - 1

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158 Desroches Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12901076

Residential Freehold (Detached)

$789500.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this bright and beautifully maintained 4-bedroom, 2-bath home, where space, light, and lifestyle come together seamlessly. The open-concept
36 Photos
Last Updated : 100 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S12838006 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12838006

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Imagine waking up to peaceful canal views, morning coffee on the deck, and spontaneous boat rides with direct access to Lake Simcoe. This is more than
20 Photos
Last Updated : 101 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12628230 , Image - 1

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Unit-B08, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12628230

Residential Condo & Other (Condo Apartment)

$399999.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Turn-key ground-level condo (930sqft), thoughtfully upgraded for comfort and convenience! Perfect for first-time buyers, investors, or anyone seekin
50 Photos
Last Updated : 102 Days ago
53 Dock Lane, Simcoe, ON , MLS #S12676364 , Image - 1

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Unit-27, 53 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12676364

Residential Freehold (Detached)

$2199900.0
price drop iconPrice drop by 4.3%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to Port McNicoll's best - kept secret, Exclusive community, serene peninsula on Georgian Bay, offering an unparallel waterfront living. This s
32 Photos
Last Updated : 102 Days ago
7 Meadowlark Way, Simcoe, ON , MLS #S12891620 , Image - 1

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7 Meadowlark Way Collingwood, Simcoe, ON MLS® S12891620

Residential Freehold (Detached)

$3500000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MODERN, ORGANIC & TIMELESS CUSTOM-BUILT BUNGALOW FEATURING OVER 5,500 SQFT OF COMFORT-DRIVEN LIVING SPACE! A rare modern estate minutes from downtown
25 Photos
Last Updated : 102 Days ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S12891498 , Image - 1

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Unit-101, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12891498

Residential Condo & Other (Condo Apartment)

$458888.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. U
46 Photos
Last Updated : 103 Days ago
58 Penetang Street, Simcoe, ON , MLS #S12657626 , Image - 1

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Unit-1-4, 58 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S12657626

Residential Freehold (Fourplex)

$794900.0
  • 7 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
INVESTORS!!! Looking to add to your real estate portfolio? Looking to enter into the real estate market and start your portfolio? Take a look today! G
11 Photos
Last Updated : 104 Days ago
49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

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49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12695994

Residential Freehold (Modular Home)

$275000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Totally renovated, bright 2 bedroom modular home in move-in condition. 2 picture windows, generous living/dining space, wood-burning fireplace, skylig
23 Photos
Last Updated : 105 Days ago
343 Quebec Street, Simcoe, ON , MLS #S12883472 , Image - 1

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343 Quebec Street Stayner, Clearview, Simcoe, ON MLS® S12883472

Residential Freehold (Semi-Detached )

$749900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Semi-Detached 1,849 Sq. Ft. Of Living Space. This Open Concept Townhome Features A Family Room With A Gas Fireplace Overlooking The Partially Fenced B
37 Photos
Last Updated : 106 Days ago
171 Gold Park Gate, Simcoe, ON , MLS #N12846862 , Image - 1

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171 Gold Park Gate Angus, Essa, Simcoe, ON MLS® N12846862

Residential Freehold (Detached)

$1100000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Backing onto beautiful forest and ravine views, this exceptional bungalow offers a rare blend of nature, luxury, space, and versatility-perfect for fa
32 Photos
Last Updated : 107 Days ago
1 Hume Street, Simcoe, ON , MLS #S12762170 , Image - 1

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Unit-422, 1 Hume Street Collingwood, Simcoe, ON MLS® S12762170

Residential Condo & Other (Condo Apartment)

$588888.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the bright east facing 4th floor, Edward suite, a 1 bedroom pls den with 10ft ceilings, upgraded 8ft interior doors, an open concept layout
50 Photos
Last Updated : 107 Days ago
2230 Spring Street, Simcoe, ON , MLS #N12804174 , Image - 1

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2230 Spring Street Alcona, Innisfil, Simcoe, ON MLS® N12804174

Residential Freehold (Detached)

$3399000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Tucked away at the end of a quiet cul-de-sac just off Innisfil Beach Road, just under 2 Acres, this property offers a rare level of privacy and the pe
15 Photos
Last Updated : 108 Days ago
39 Explorers Landing, Simcoe, ON , MLS #S12869966 , Image - 1

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39 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12869966

Residential Freehold (Vacant Land)

$178000.0
  • < 700 sq-ft
HERE'S WHY 39 EXPLORERS LANDING COULD BE YOUR NEXT MOVE ***BUILD-READY LOT** Beautifully treed 0.788-acre property with driveway entrance and culverts
50 Photos
Last Updated : 112 Days ago
113 Minnetonka Road, Simcoe, ON , MLS #N12857748 , Image - 1

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113 Minnetonka Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12857748

Residential Freehold (Detached)

$2495000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
MOVE IN TOMORROW FULLY FURNISHED! Beautiful Waterfront Property in Big Bay Point! Over 1/2 acre with unobstructed views of Lake Simcoe from almost eve
50 Photos
Last Updated : 113 Days ago
26 Pearl Street, Simcoe, ON , MLS #S12851576 , Image - 1

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26 Pearl Street Wasaga Beach, Simcoe, ON MLS® S12851576

Residential Freehold (Detached)

$999888.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This like-new home features a functional four-bedroom layout where every bedroom has direct bathroom access. The main floor offers an open-concept des
50 Photos
Last Updated : 113 Days ago
155 Glenlake Boulevard, Simcoe, ON , MLS #S12854192 , Image - 1

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155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12854192

Residential Freehold (Detached)

$1999000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to your dream home, a breathtaking 4-bedroom, 4.5-bathroom, two-story masterpiece built in 2019, designed for unparalleled luxury and comfort.
40 Photos
Last Updated : 114 Days ago
8870 County 93 Road, Simcoe, ON , MLS #S12350615 , Image - 1

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8870 County 93 Road Midland, Simcoe, ON MLS® S12350615

Residential Freehold (Farm)

$4990000.0
price drop iconPrice drop by 15.4%
  • 3 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Great development opportunity on HWY 93 in Midland. Sewers and water are going to be coming across this property in the near future. Potential for com
40 Photos
Last Updated : 116 Days ago
102 Henry Street, Simcoe, ON , MLS #S12841880 , Image - 1

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102 Henry Street Wellington, Barrie, Simcoe, ON MLS® S12841880

Residential Freehold (Semi-Detached )

$689900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Perfect Opportunity for Investors or First-Time Buyers! Discover this well-maintained Adall Home semi-detached bungalow offering versatile living spac
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