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Houses for Sale in Simcoe Under $5 Million - P52

Showing results 1531 - 1500 of 2187
Last Updated: December 26, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 168 Days ago
29 Nordic Trail, Simcoe, ON , MLS #40733715 , Image - 1
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29 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40733715

Residential (Single Family Residence)

$1269000
price drop iconPrice drop by 2.3%
  • 5 Beds
  • 3 Baths
  • 3004 sq-ft
*Overview* Welcome To 29 Nordic Trail, A Spacious And Versatile 5-Bedroom, 3-Bathroom Home Tucked Into The Heart Of Sought-After Horseshoe Valley. Bac
18 Photos
Last Updated : 168 Days ago
279 Sunnidale Road, Simcoe, ON , MLS #40750283 , Image - 1

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279 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® 40750283

Residential (Single Family Residence)

$750000
  • 4 Beds
  • 3 Baths
  • 1685 sq-ft
Space! Space! Space! Walk into this large open concept side split with 3 sitting rooms, 4 bedrooms, fully finished basement including 4th bedroom, rec
24 Photos
Last Updated : 168 Days ago
3 Yew Court, Simcoe, ON , MLS #40726824 , Image - 1

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3 Yew Court Rural Innisfil, Innisfil, Simcoe, ON MLS® 40726824

Residential (Modular Home)

$298000
price drop iconPrice drop by 13.6%
  • 2 Beds
  • 2 Baths
  • 1300 sq-ft
Welcome to Sandycove Acres, an adult Lifestyle Community with 2 heated salt water pools, 3 Rec Halls, walking trail, quite a number of clubs and activ
29 Photos
Last Updated : 168 Days ago
23 Conder Drive, Simcoe, ON , MLS #40749979 , Image - 1

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23 Conder Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749979

Residential (Single Family Residence)

$699900
  • 3 Beds
  • 1 Baths
  • 1347 sq-ft
Welcome to 23 Conder Drive where country charm meets everyday convenience! Nestled on a beautifully treed 106 x 282 ft lot, this feel-good family home
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
27 Photos
Last Updated : 168 Days ago
5 Munro Court, Simcoe, ON , MLS #40749723 , Image - 1

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5 Munro Court Snow Valley, Springwater, Simcoe, ON MLS® 40749723

Residential (Single Family Residence)

$1650000
  • 4 Beds
  • 4 Baths
  • 4367 sq-ft
OVER 4,000 SQ FT OF LUXURY, PREMIUM UPGRADES, & RESORT-STYLE OUTDOOR LIVING WITH AN INGROUND POOL & COVERED LOUNGE - ALL IN THE HEART OF SNOW VALLEY!
50 Photos
Last Updated : 168 Days ago
11 Nevis Ridge Drive, Simcoe, ON , MLS #40749677 , Image - 1

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11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40749677

Residential (Single Family Residence)

$2499999
  • 6 Beds
  • 5 Baths
  • 5977 sq-ft
Prepare to be awestruck by this one-of-a-kind custom-built log home crafted from hand-peeled Western Red Cedar. Nestled on a private, tree-lined 2.1-a
41 Photos
Last Updated : 168 Days ago
6605 County Road 21, Simcoe, ON , MLS #40725505 , Image - 1

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6605 County Road 21 Rural King, Essa, Simcoe, ON MLS® 40725505

Residential (Single Family Residence)

$1699900
  • 3 Beds
  • 2 Baths
  • 1990 sq-ft
Your Private Paradise Awaits! Discover this stunning custom-built Lindal home on 23.8 acres of pure serenity. With 1,990 sq ft of finished living spac
50 Photos
Last Updated : 168 Days ago
7521 Keenansville Road, Simcoe, ON , MLS #40702702 , Image - 1

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7521 Keenansville Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40702702

Residential (Single Family Residence)

$1749000
  • 4 Beds
  • 4 Baths
  • 3092 sq-ft
Set On Over An Acre Of Land And Backing On Pristine Countryside, This Fully Renovated Residence Exudes Modern Country Elegance. A Long, Private Drivew
38 Photos
Last Updated : 168 Days ago
10 Stewart Crescent, Simcoe, ON , MLS #40695611 , Image - 1

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10 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® 40695611

Residential (Single Family Residence)

$2198880
  • 4 Beds
  • 5 Baths
  • 4200 sq-ft
Absolutely bright and stunning 3 years old family home on large lot, 3 car garage. Enjoy being in a prestigious neighbourhood. Exquisite 4 bedrooms, o
11 Photos
Last Updated : 168 Days ago
45 Hawthorne Drive, Simcoe, ON , MLS #40740285 , Image - 1

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45 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® 40740285

Residential (Mobile Home)

$265000
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 1 Baths
  • 700 sq-ft
Begin your retirement journey here! Situated in Sandy Cove, this treasure features 2 bedrooms and 1 bathroom with in-suite laundry. Offering an active
48 Photos
Last Updated : 168 Days ago
1908 Emerald Court, Simcoe, ON , MLS #40733017 , Image - 1

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1908 Emerald Court Alcona, Innisfil, Simcoe, ON MLS® 40733017

Residential (Single Family Residence)

$949999
  • 4 Beds
  • 4 Baths
  • 2601.19 sq-ft
Welcome to 1908 Emerald Court in beautiful Innisfil—an impressive all-brick two-storey home nestled on a quiet street and situated on a deep lot backi
41 Photos
Last Updated : 168 Days ago
76 Cauthers Crescent Crescent, Simcoe, ON , MLS #40730353 , Image - 1

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76 Cauthers Crescent Crescent Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® 40730353

Residential (Single Family Residence)

$1093000
  • 3 Beds
  • 4 Baths
  • 2002 sq-ft
Looking for an awesome home in Treetops? You have found it! Beautiful Brick & Stone Bungaloft With Finished Walk-Out Lower Level On A Premium Lot. Bea
44 Photos
Last Updated : 168 Days ago
7 Tamarack Way, Simcoe, ON , MLS #40706944 , Image - 1

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7 Tamarack Way Wasaga Beach, Simcoe, ON MLS® 40706944

Residential (Single Family Residence)

$928000
price drop iconPrice drop by 4.2%
  • 4 Beds
  • 3 Baths
  • 2577 sq-ft
Outstanding raised-bungalow in desirable Ann Arbour Estates! ALL FURNITURE INCLUDED IN THE SALE!!!!Ready to move in and enjoy its resort-like pictures
35 Photos
Last Updated : 168 Days ago
8061 Main Street, Simcoe, ON , MLS #40733388 , Image - 1

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8061 Main Street Everett, Adjala-Tosorontio, Simcoe, ON MLS® 40733388

Residential (Single Family Residence)

$849000
price drop iconPrice drop by 3.0%
  • 3 Beds
  • 2 Baths
  • 1446 sq-ft
Discover your private retreat on this spectacular 58.67x349.87 foot lot backing onto a peaceful ravine! This stunning 3 bedroom and 1.5 bathroom centu
36 Photos
Last Updated : 168 Days ago
36 Kempenfelt Drive, Simcoe, ON , MLS #40749272 , Image - 1

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36 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® 40749272

Residential (Single Family Residence)

$799500
  • 3 Beds
  • 3 Baths
  • 2150 sq-ft
Custom quality built, 3 bedroom, 3 washroom, two story home on a quiet, one way street across from the water of Lake Simcoe, Kempenfelt Bay. Large wat
44 Photos
Last Updated : 168 Days ago
8 Darren Drive, Simcoe, ON , MLS #40745623 , Image - 1

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8 Darren Drive Angus, Essa, Simcoe, ON MLS® 40745623

Residential (Single Family Residence)

$749000
  • 4 Beds
  • 2 Baths
  • 1292 sq-ft
Welcome to this updated, well-maintained family home in a sought-after, family-friendly neighbourhood! Featuring a bright eat-in kitchen, separate din
49 Photos
Last Updated : 168 Days ago
11 Bunker Place, Simcoe, ON , MLS #40745597 , Image - 1

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11 Bunker Place Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40745597

Residential (Single Family Residence)

$1439000
  • 3 Beds
  • 3 Baths
  • 3447 sq-ft
An exceptionally spacious home, large private yard, grand interior spaces, making a true forever home in the heart of one of Ontario’s premier active-
44 Photos
Last Updated : 168 Days ago
25 William Street, Simcoe, ON , MLS #40735366 , Image - 1

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25 William Street Allandale, Barrie, Simcoe, ON MLS® 40735366

Residential (Single Family Residence)

$849000
  • 4 Beds
  • 2 Baths
  • 2120 sq-ft
Discover timeless elegance in this stunning century home, where historic charm meets modern-day comfort. Built over 100 years ago, this architectural
32 Photos
Last Updated : 168 Days ago
88 Penetang Street, Simcoe, ON , MLS #40749528 , Image - 1

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88 Penetang Street Codrington, Barrie, Simcoe, ON MLS® 40749528

Residential (Single Family Residence)

$669900
  • 3 Beds
  • 2 Baths
  • 900 sq-ft
Welcome to 88 Penetang Street, Barrie – A Charming Raised Bungalow with an amazing layout & Location!Nestled in the heart of Barrie, this beautifully
48 Photos
Last Updated : 168 Days ago
5 Newberry Court, Simcoe, ON , MLS #40750121 , Image - 1

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5 Newberry Court Painswick South, Barrie, Simcoe, ON MLS® 40750121

Residential (Single Family Residence)

$1199000
  • 5 Beds
  • 4 Baths
  • 3886.3 sq-ft
Rare Opportunity in Barrie’s South End! Welcome to one of the most sought-after streets in Barrie’s vibrant South End. This All Brick exceptional home
23 Photos
Last Updated : 168 Days ago
4 Spice Way Way, Simcoe, ON , MLS #40749579 , Image - 1

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Unit-515, 4 Spice Way Way Rural Barrie Southeast, Barrie, Simcoe, ON MLS® 40749579

Residential (Condo/Apartment Unit)

$439000
  • 2 Beds
  • 2 Baths
  • 1060 sq-ft
Welcome To The Culinary Inspired Bistro 6 Condos! The First Community To Be Built In Hewitt's Gate, The Gateway To Barrie. This 2 Bedroom, 2 Bath Cond
45 Photos
Last Updated : 168 Days ago
255 Calford St Street, Simcoe, ON , MLS #40749033 , Image - 1

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255 Calford St Street Angus, Essa, Simcoe, ON MLS® 40749033

Residential (Row/Townhouse)

$624900
  • 3 Beds
  • 2 Baths
  • 1804 sq-ft
Welcome to 255 Calford Street, Angus. Located in a mature neighborhood this home offers 1800 sqft of freshly renovated living space. Located 10 minute
30 Photos
Last Updated : 168 Days ago
173 Julia Crescent, Simcoe, ON , MLS #40750067 , Image - 1

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173 Julia Crescent Orillia, Simcoe, ON MLS® 40750067

Residential (Single Family Residence)

$649900
  • 3 Beds
  • 3 Baths
  • 1760 sq-ft
Welcome to this beautifully maintained and upgraded 3-bedroom, 2.5-bathroom single-family home located inthe desirable Westridge neighbourhood of Oril
30 Photos
Last Updated : 168 Days ago
24 Willow Bay Drive, Simcoe, ON , MLS #40750063 , Image - 1

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24 Willow Bay Drive Midhurst, Springwater, Simcoe, ON MLS® 40750063

Residential (Single Family Residence)

$1599000
  • 5 Beds
  • 3 Baths
  • 4199 sq-ft
SPACIOUS FAMILY HOME SET ON PRIVATE CUL-DE-SAC WITH AN INGROUND POOL! Tucked into a quiet cul-de-sac in the coveted community of Midhurst, this 2-stor
21 Photos
Last Updated : 168 Days ago
423 Mary St, Simcoe, ON , MLS #40749764 , Image - 1

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423 Mary St Orillia, Simcoe, ON MLS® 40749764

Residential (Single Family Residence)

$675000
  • 4 Beds
  • 2 Baths
  • 1451 sq-ft
ADORABLE SIDESPLIT IN A CONVENIENT NEIGHBOURHOOD WITH BIG-TICKET UPDATES! This sidesplit is packed with charm and incredible updates, offering a fanta
34 Photos
Last Updated : 168 Days ago
8531 Hwy 12, Simcoe, ON , MLS #40737428 , Image - 1

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8531 Hwy 12 Bass Lake, Severn, Simcoe, ON MLS® 40737428

Residential (Single Family Residence)

$749900
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1414 sq-ft
Have it all! Country and the city meet here! This charming property is located just 5 minutes from Orillia and allof its amenities! It has a rural pri
40 Photos
Last Updated : 168 Days ago
6 Toronto Street, Simcoe, ON , MLS #40734789 , Image - 1

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6 Toronto Street City Centre, Barrie, Simcoe, ON MLS® 40734789

Residential (Condo/Apartment Unit)

$949900
price drop iconPrice drop by 13.6%
  • 2 Beds
  • 2 Baths
  • 1340 sq-ft
Welcome to Waterfront Living at Its Finest! Discover this stunning corner penthouse suite in The Water View Condominium, offering panoramic views of b
50 Photos
Last Updated : 169 Days ago
1 Twinleaf Crescent, Simcoe, ON , MLS #40749868 , Image - 1

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1 Twinleaf Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® 40749868

Residential (Single Family Residence)

$1899900
  • 4 Beds
  • 4 Baths
  • 3520 sq-ft
Absolute Showstopper! Stunning Newly Built Luxury Corner Detached Home On A Massive Premium Lot, Perfectly Positioned Across From A Future Local Park.
32 Photos
Last Updated : 169 Days ago
9 Tall Pines Drive, Simcoe, ON , MLS #40734116 , Image - 1

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9 Tall Pines Drive Rural Tiny, Tiny, Simcoe, ON MLS® 40734116

Residential (Single Family Residence)

$699999
  • 3 Beds
  • 1 Baths
  • 958 sq-ft
Opportunity awaits at 9 Tall Pines Drive. This stunning, fully renovated bungalow that blends modern comfort with serene outdoor living. Set on an imp
26 Photos
Last Updated : 169 Days ago
6134 County Road 13, Simcoe, ON , MLS #40747084 , Image - 1

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6134 County Road 13 Everett, Adjala-Tosorontio, Simcoe, ON MLS® 40747084

Residential Income (Multi-3 Unit)

$1199000
  • 8 Beds
  • 3 Baths
  • 4331 sq-ft
RARE TURN-KEY TRIPLEX WITH ZONING FLEXIBILITY, OVER 4,300 SQ FT & INCOME POTENTIAL! This legal triplex in the growing community of Everett offers over
Shortlisted Properties
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