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Houses for Sale in Simcoe Under $5 Million - P23

Showing results 661 - 690 of 4534
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
49 Photos
Last Updated : 4 Days ago
4542 Concession Road 6 Sunnidale N/A, Simcoe, ON , MLS #S13768824 , Image - 1
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4542 Concession Road 6 Sunnidale N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13768824

Residential Freehold (Detached)

$1195000.0
  • 6 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Discover the space, freedom and flexibility of country living with this expansive home set on nearly 3 acres of peaceful countryside. Thoughtfully exp
44 Photos
Last Updated : 4 Days ago
43 Alexander Street, Simcoe, ON , MLS #N13690600 , Image - 1

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43 Alexander Street Tottenham, New Tecumseth, Simcoe, ON MLS® N13690600

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 6.8%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover the comfort and convenience of small-town living in this charming all-brick bungalow, nestled on a mature, family-friendly street in the hear
45 Photos
Last Updated : 4 Days ago
14 & 16 Fletcher Street, Simcoe, ON , MLS #N13636236 , Image - 1

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14 & 16 Fletcher Street Alliston, New Tecumseth, Simcoe, ON MLS® N13636236

Residential Freehold (Duplex)

$895000.0
price drop iconPrice drop by 5.7%
  • 6 Beds
  • 2 Baths
  • 1500-2000 sq-ft
TWO HOMES, ONE PROPERTY, ENDLESS POSSIBILITIES - BOTH UNITS VACANT! An exceptional opportunity for multigenerational families, savvy investors or buye
5 Photos
Last Updated : 4 Days ago
12 Harbour Street W, Simcoe, ON , MLS #S14110644 , Image - 1
12 Harbour Street W Collingwood, Simcoe, ON MLS® S14110644

Residential Condo & Other (Condo Apartment)

$1100000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
To be built. Introducing Balmoral Vita Signature Residences, a distinctive lifestyle for independent active adults, combining sophisticated design, p
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
45 Photos
Last Updated : 4 Days ago
16 Craig Crescent, Simcoe, ON , MLS #S14149934 , Image - 1

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16 Craig Crescent Sunnidale, Barrie, Simcoe, ON MLS® S14149934

Residential Freehold (Detached)

$639999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this move in ready brick bungalow situated on a quiet crescent in Barrie's sought-after Sunnidale neighbourhood! Featuring 2000 SF of finis
37 Photos
Last Updated : 4 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S14081904 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14081904

Residential Freehold (Detached)

$825000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
MULTI-GENERATIONAL LIVING MEETS FOUR-SEASON HORSESHOE VALLEY ADVENTURE! Nearly 2,500 finished sq. ft. is only the beginning, with a finished lower lev
48 Photos
Last Updated : 4 Days ago
120 Switzer Street, Simcoe, ON , MLS #S14118698 , Image - 1

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120 Switzer Street Rural Clearview, Clearview, Simcoe, ON MLS® S14118698

Residential Freehold (Detached)

$699000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover the endless possibilities in the peaceful community of New Lowell! Set on an expansive, sun-drenched, half-acre, south-facing lot surrounded
50 Photos
Last Updated : 4 Days ago
13 Virginia Avenue, Simcoe, ON , MLS #S14128644 , Image - 1

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13 Virginia Avenue Wasaga Beach, Simcoe, ON MLS® S14128644

Residential Freehold (Modular Home)

$574900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
You'll be wowed from entry to exit while touring this 1435 sq ft immaculately updated bungalow backing onto evergreens. The layout is an entertainers
37 Photos
Last Updated : 4 Days ago
7412 Rama Road, Simcoe, ON , MLS #S14131762 , Image - 1

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7412 Rama Road Washago, Severn, Simcoe, ON MLS® S14131762

Residential Freehold (Detached)

$949000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
A private country retreat with the space, updates, and outdoor living you've been waiting for. Set on 1.3 acres in Ramara, 7412 Rama Road offers over
35 Photos
Last Updated : 4 Days ago
50 Regina Boulevard, Simcoe, ON , MLS #S13488432 , Image - 1

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50 Regina Boulevard Wasaga Beach, Simcoe, ON MLS® S13488432

Residential Freehold (Detached)

$799000.0
price drop iconPrice drop by 5.9%
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This beautiful home and spectacular lot is a must see. Perfect for a retiring couple or a large family who needs an in law suite. The whole house
20 Photos
Last Updated : 4 Days ago
10 Kate Aitken Crescent, Simcoe, ON , MLS #N14101860 , Image - 1

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10 Kate Aitken Crescent Beeton, New Tecumseth, Simcoe, ON MLS® N14101860

Residential Freehold (Detached)

$720000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
PUT DOWN ROOTS IN BEETON WITH THIS WELL-KEPT FAMILY HOME OFFERING 3 BEDROOMS, A SEPARATE BASEMENT ENTRANCE & ROOM TO GROW! At 10 Kate Aitken Crescent,
11 Photos
Last Updated : 4 Days ago
302 Essa Road, Simcoe, ON , MLS #S13470814 , Image - 1

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Unit-505, 302 Essa Road 400 West, Barrie, Simcoe, ON MLS® S13470814

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 3.6%
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
WELCOME TO THE LOUVRE! THIS SPACIOUS UNIT IS LOCATED IN THE LARGEST BUILDING AT THE GALLERY, BRIGHT AND CLEAN 869 SQ FEET 1 BEDROOM + DEN, 1 BATHROOM
40 Photos
Last Updated : 4 Days ago
106 Ferragine Crescent, Simcoe, ON , MLS #N14153366 , Image - 1

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106 Ferragine Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14153366

Residential Freehold (Detached)

$1299900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Luxurious, Spacious Detached Home Situated On Premium Pie-Shaped Lot in Bradford. This Newer Property Features a Modern Exterior Elevation and 2888 Sq
50 Photos
Last Updated : 4 Days ago
3 Nordic Trail, Simcoe, ON , MLS #S14149772 , Image - 1

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3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14149772

Residential Freehold (Detached)

$1248000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional space, exceptional privacy, and an exceptional location in the heart of one of Ontario's premier recreational communities. Welcome to 3 No
10 Photos
Last Updated : 4 Days ago
Lot 18 Conc 19 Road W, Simcoe, ON , MLS #S14090268 , Image - 1

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Lot 18 Conc 19 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14090268

Residential Freehold (Vacant Land)

$140000.0
This over 10 acre parcel could be your own private slice of paradise. The quiet setting offers up many opportunities - short hikes through mixed hard
38 Photos
Last Updated : 4 Days ago
15 Artisan Lane, Simcoe, ON , MLS #N14152578 , Image - 1

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Unit-17, 15 Artisan Lane Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14152578

Residential Condo & Other (Semi-Detached Condo)

$549900.0
  • 1 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to 15 Artisan Lane, Briar Hill! Located on a corner with only one neighbour, discover the best of adult lifestyle living in this spacious semi
23 Photos
Last Updated : 4 Days ago
109 Codrington Street, Simcoe, ON , MLS #S14142668 , Image - 1

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109 Codrington Street Codrington, Barrie, Simcoe, ON MLS® S14142668

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
WHERE RUSTIC CHARM MEETS WALKABLE EAST END LIVING! Character, charm, and a fantastic central location come together in this inviting home, tucked onto
21 Photos
Last Updated : 4 Days ago
375 Fitton Street, Simcoe, ON , MLS #S14153230 , Image - 1

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375 Fitton Street Midland, Simcoe, ON MLS® S14153230

Residential Freehold (Semi-Detached )

$449900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
5-BEDROOM SEMI-DETACHED HOME ON A QUIET CUL-DE-SAC FEATURING A FINISHED BASEMENT WITH SEPARATE ENTRANCE & A PRIME MIDLAND LOCATION! When schools, park
15 Photos
Last Updated : 4 Days ago
77 Franks Way, Simcoe, ON , MLS #S13838468 , Image - 1

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77 Franks Way Allandale, Barrie, Simcoe, ON MLS® S13838468

Residential Freehold (Att/Row/Townhouse)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 77 Franks Way, a thoughtfully designed 3-bedroom townhome nestled in one of Barrie's most desirable and established enclaves, the Allandale
25 Photos
Last Updated : 4 Days ago
71 Daniele Crescent, Simcoe, ON , MLS #N14138634 , Image - 1

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71 Daniele Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14138634

Residential Freehold (Att/Row/Townhouse)

$710000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 71 Daniele Crescent! This beautiful and bright 3-bedroom townhome is situated in a highly desirable, family-friendly pocket of Bradford. Fe
18 Photos
Last Updated : 4 Days ago
44 Monarchy Street, Simcoe, ON , MLS #S14130510 , Image - 1

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44 Monarchy Street Innis-Shore, Barrie, Simcoe, ON MLS® S14130510

Residential Freehold (Att/Row/Townhouse)

$499777.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 44 Monarchy Street, Barrie, where location, functionality, and opportunity come together! Whether you're a first-time buyer, downsizer, inv
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
42 Photos
Last Updated : 4 Days ago
1633 Corsal Court, Simcoe, ON , MLS #N13687494 , Image - 1

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1633 Corsal Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13687494

Residential Freehold (Detached)

$1148800.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to over 3,600 sq. ft. of luxury living, built by Fernbrook in Innisfil's highly sought-after Alcona community. Just minutes from the waterfron
50 Photos
Last Updated : 4 Days ago
3520 Highway 89 N/A, Simcoe, ON , MLS #N13876472 , Image - 1

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3520 Highway 89 N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13876472

Residential Freehold (Detached)

$788800.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare opportunity to own an expansive private retreat in Innisfil, situated on a massive 181.53 ft x 151.35 ft lot. This bright 3-bedroom residence fea
50 Photos
Last Updated : 4 Days ago
46 HONEY Crescent, Simcoe, ON , MLS #S13874750 , Image - 1

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46 HONEY Crescent Painswick South, Barrie, Simcoe, ON MLS® S13874750

Residential Freehold (Detached)

$865000.0
price drop iconPrice drop by 3.9%
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 46 Honey Cres - where thoughtful updates, comfortable living, and family-friendly spaces come together. Set on a quiet crescent in a sought
32 Photos
Last Updated : 4 Days ago
2073 Hawley Road, Simcoe, ON , MLS #S14087344 , Image - 1

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2073 Hawley Road Marchmont, Severn, Simcoe, ON MLS® S14087344

Residential Freehold (Detached)

$1549900.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
STUNNING BUNGALOW/DETACHED HEATED WORKSHOP WITH LOFT ON 1.5 ACRES. Custom-built home in 2018, this beautifully maintained home combines modern finishe
50 Photos
Last Updated : 4 Days ago
60 Tecumseth Pines Drive, Simcoe, ON , MLS #N13879374 , Image - 1

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60 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13879374

Residential Freehold (Detached)

$475000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - one of the area's most sought after active adult land lease communities, celebrated for its friendly atmosphere, engaged
50 Photos
Last Updated : 4 Days ago
514 Tenth Street, Simcoe, ON , MLS #S13760456 , Image - 1

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514 Tenth Street Collingwood, Simcoe, ON MLS® S13760456

Residential Freehold (Detached)

$624999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 514 Tenth Street, located in a desirable family friendly neighbourhood close to schools, parks, walking trails, shopping & all the amenitie
38 Photos
Last Updated : 4 Days ago
706 Reid Street, Simcoe, ON , MLS #N14153068 , Image - 1

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706 Reid Street Alcona, Innisfil, Simcoe, ON MLS® N14153068

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautifully renovated home in a terrific neighbourhood. Just down the street to the bottom of 9th line and Lake Simcoe. Full size single car garage wi
49 Photos
Last Updated : 4 Days ago
1 SILVERSANDS Crescent, Simcoe, ON , MLS #S14033590 , Image - 1

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1 SILVERSANDS Crescent Wasaga Beach, Simcoe, ON MLS® S14033590

Residential Freehold (Detached)

$899900.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautifully upgraded and meticulously maintained, this former model home combines stylish finishes with an incredible backyard retreat. The stunning o
46 Photos
Last Updated : 4 Days ago
39 Forest Drive, Simcoe, ON , MLS #S14152986 , Image - 1

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39 Forest Drive Collingwood, Simcoe, ON MLS® S14152986

Residential Freehold (Detached)

$1349000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Private 3-Bedroom Bungalow on an Incredible 3/4 Acre Lot in Sought After Collingwood! Set on an exceptional 3/4 acre property, this well looked after
Shortlisted Properties
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