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Houses for Sale in Simcoe Under $5 Million - P39

Showing results 1141 - 1170 of 2323
Last Updated: December 11, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
1 Photos
Last Updated : 79 Days ago
246 Cundles Road E Little Lake, Barrie, Simcoe, ON MLS® S12052877

Residential Freehold (Vacant Land)

$1280000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Land value only. The House is Vacant. Must be Sold with 240 Cundles. Each Lot Individually Priced. Prime Development Land! 240&246 Cundles Rd East Hav
4 Photos
Last Updated : 79 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S12050384 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S12050384

Residential Freehold (Vacant Land)

$199000.0
  • < 700 sq-ft
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
12 Photos
Last Updated : 79 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12043610 , Image - 1

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Unit-51, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S12043610

Residential Freehold (Detached)

$299900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled along the serene shores of Southern Georgian Bay, this brand-new 2-bedroom, 1-bathroom Sans Souci Cottage offers an unparalleled opportunity f
7 Photos
Last Updated : 79 Days ago
3282 OGDENS BEACH Road, Simcoe, ON , MLS #S12043608 , Image - 1

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Unit-64, 3282 OGDENS BEACH Road Rural Tay, Tay, Simcoe, ON MLS® S12043608

Residential Freehold (Detached)

$197500.0
  • 2 Beds
  • 2 Baths
  • < 700 sq-ft
This brand-new 2-bedroom, 1-bathroom Cognashene Cottage offers 540 sq ft of modern, turnkey living on a stunning waterfront lot overlooking the marina
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
13 Photos
Last Updated : 79 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039581 , Image - 1

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Unit-47, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039581

Residential Freehold (Detached)

$337600.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Situated on a rare, premium waterfront end lot (Lot 47) right on the shores of Georgian Bay, this brand-new Beckwith Cottage model offers 780 sq ft of
6 Photos
Last Updated : 79 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039577 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039577

Residential Freehold (Detached)

$198700.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordab
27 Photos
Last Updated : 79 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S12039576 , Image - 1

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Unit-75, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S12039576

Residential Freehold (MobileTrailer)

$147500.0
price drop iconPrice drop by 6.3%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Enjoy breathtaking forest views and a short walk to the beach from this stunning seasonal retreat in the highly sought-after Countrylife Resort! Avail
47 Photos
Last Updated : 79 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S12033686 , Image - 1

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Unit-G4, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S12033686

Residential Freehold (MobileTrailer)

$160000.0
price drop iconPrice drop by 9.9%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled in a secluded haven within the beloved Countrylife Resort, this Huron Ridge Resort Cottage (2001) invites you into a world where summer dreams
19 Photos
Last Updated : 79 Days ago
54 Marilyn Avenue S, Simcoe, ON , MLS #S12032504 , Image - 1

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54 Marilyn Avenue S Wasaga Beach, Simcoe, ON MLS® S12032504

Residential Freehold (Triplex)

$1254000.0
price drop iconPrice drop by 9.8%
  • 6 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Modern Construction, And Two Blocks Away From The Lake! Legal Duplex With In-Laws Suite Basement Apartment, With Walkout. Has A Potential Rental Incom
29 Photos
Last Updated : 79 Days ago
52 Marilyn Avenue S, Simcoe, ON , MLS #S12032036 , Image - 1

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52 Marilyn Avenue S Wasaga Beach, Simcoe, ON MLS® S12032036

Residential Freehold (Triplex)

$1254000.0
price drop iconPrice drop by 9.8%
  • 6 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Modern Construction, And Two Blocks Away From The Lake! Legal Duplex With In-Laws Suite Basement Apartment, With Walkout. Has A Potential Rental Inc
37 Photos
Last Updated : 79 Days ago
679 Montreal Street, Simcoe, ON , MLS #S12028300 , Image - 1

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679 Montreal Street Midland, Simcoe, ON MLS® S12028300

Residential Freehold (Duplex)

$685000.0
price drop iconPrice drop by 5.5%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well maintained maintenance free duplex located on Midland's west side offering a 3 Bdrm Unit and a 2 Bdrm unit with each their own driveways, separa
40 Photos
Last Updated : 79 Days ago
3188 SEARIDGE Street, Simcoe, ON , MLS #S12024267 , Image - 1

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3188 SEARIDGE Street West Shore, Severn, Simcoe, ON MLS® S12024267

Residential Freehold (Detached)

$1379888.0
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Discover your dream home at 3188 Searidge St, Savern, ON! This stunning 2770 SQFT, 2-storey corner lot boasts 4 spacious bedrooms, 2 full baths, and a
19 Photos
Last Updated : 79 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S11990375 , Image - 1

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9 Harbour Street E
Unit-3117-19, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11990375

Residential Condo & Other (Condo Apartment)

$78600.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Delight in summertime on Georgian Bay! With fully paid fees until 2027, this is your opportunity to invest in a vacation spot in Collingwood.Located o
4 Photos
Last Updated : 79 Days ago
6087 Sheba Drive, Simcoe, ON , MLS #S11973558 , Image - 1
6087 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S11973558

Residential Freehold (Vacant Land)

$269000.0
Welcome To 6087 Sheba Dr, This Gorgeous Piece Of Land Is Ready for you. This 101.61 Ft. X 300 Ft. 30,000 Sq. Ft. Lot Is Minutes To Lake St John, Airpo
32 Photos
Last Updated : 79 Days ago
1 HUME Street, Simcoe, ON , MLS #S11952110 , Image - 1

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Unit-213, 1 HUME Street Collingwood, Simcoe, ON MLS® S11952110

Residential Condo & Other (Condo Apartment)

$725000.0
price drop iconPrice drop by 4.0%
  • 2 +0 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to this brand new Baron unit in downtown Collingwood's prestigious Monaco building with over 10k of upgrades, offering 930 sq.ft. pf living sp
19 Photos
Last Updated : 79 Days ago
30 Bayswater Drive W, Simcoe, ON , MLS #S11928324 , Image - 1

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30 Bayswater Drive W Wasaga Beach, Simcoe, ON MLS® S11928324

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 3 Baths
Updated Home On A Huge Lot Moments From The Beach! Large & Private 60X200Ft Lot With Severance Potential & Water & Sewer At The Lot Line! Steps From T
19 Photos
Last Updated : 79 Days ago
327 Quebec Street, Simcoe, ON , MLS #S11901279 , Image - 1

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327 Quebec Street Stayner, Clearview, Simcoe, ON MLS® S11901279

Residential Freehold (Semi-Detached )

$699990.0
price drop iconPrice drop by 4.1%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Buyer direct from the Builder's Inventory!! Discover modern living in this 1,849 Sq Ft brand-new home on extra deep lot, situated in the charming town
22 Photos
Last Updated : 79 Days ago
345 Quebec Street, Simcoe, ON , MLS #S11901277 , Image - 1

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345 Quebec Street Stayner, Clearview, Simcoe, ON MLS® S11901277

Residential Freehold (Semi-Detached )

$699990.0
price drop iconPrice drop by 4.1%
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Buy Direct From Builders Inventory!! Discover Modern Living In This 1849 Sq.Ft. Brand-New Home on extra deep lot, Situated In The Charming Town of Sta
12 Photos
Last Updated : 79 Days ago
240 Cundles Road E, Simcoe, ON , MLS #S11891521 , Image - 1

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240 Cundles Road E Little Lake, Barrie, Simcoe, ON MLS® S11891521

Residential Freehold (Detached)

$1280000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Prime Development Land! 240&246 Cundles Rd East have to be Purchased Together. Total of 26,177 Square Feet of Prime Land. As per pre-consultation meet
40 Photos
Last Updated : 79 Days ago
1438 2nd Concession N/A, Simcoe, ON , MLS #N7351590 , Image - 1

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1438 2nd Concession N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N7351590

Residential Freehold (Detached)

$2990000.0
price drop iconPrice drop by 11.4%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
100 Acre farm, Humber River, Victorian Home with 3 car garage with studio above, and large bank barn. Picturesque 100 acres with Mature trees, Pine fo
12 Photos
Last Updated : 79 Days ago
6330 County Rd. 15 N/A, Simcoe, ON , MLS #N12318906 , Image - 1

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6330 County Rd. 15 N/A Everett, Adjala-Tosorontio, Simcoe, ON MLS® N12318906

Residential Freehold (Vacant Land)

$999900.0
  • < 700 sq-ft
Don't Miss Your Chance To Own 100 Acres of Land At Just Under $10,000/Acre!! Dare to Compare One of the Best Land Values On The Market!! Located In th
50 Photos
Last Updated : 79 Days ago
178 Barrie Street, Simcoe, ON , MLS #N12305729 , Image - 1

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178 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12305729

Residential Freehold (Detached)

$949999.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare Opportunity in the Heart of Bradford! This tastefully renovated and modernized home offers two fully separate main floor units, perfect for inves
27 Photos
Last Updated : 79 Days ago
24 Parr Boulevard, Simcoe, ON , MLS #S12421188 , Image - 1

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24 Parr Boulevard Rural Springwater, Springwater, Simcoe, ON MLS® S12421188

Residential Freehold (Detached)

$1079000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a sprawling property, this home delivers space, privacy, and tranquility, creating a setting where fa
49 Photos
Last Updated : 79 Days ago
5977 13th Line, Simcoe, ON , MLS #N12247742 , Image - 1

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5977 13th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12247742

Residential Freehold (Farm)

$3999000.0
price drop iconPrice drop by 15.8%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
A Private Country Paradise. Welcome to this exceptional 104-acre farm estate offering the perfect blend of functionality, natural beauty, and refined
28 Photos
Last Updated : 79 Days ago
333 Sea Ray Avenue, Simcoe, ON , MLS #N12291726 , Image - 1

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Unit-427D, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12291726

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to your dream condo in the vibrant and scenic Friday Harbour Resort! This contemporary 2-bedroom, 2-bathroom condo offers the perfect blend of
35 Photos
Last Updated : 79 Days ago
241 Sea Ray Avenue, Simcoe, ON , MLS #N12289792 , Image - 1

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Unit-A407, 241 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12289792

Residential Condo & Other (Condo Apartment)

$1188000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
***A PENTHOUSE LIKE NO OTHER UNMATCHED VIEWS, UNPARALLELED LUXURY AT FRIDAY HARBOUR***Grab the chance to own this rarely offered, resort-facing pentho
22 Photos
Last Updated : 79 Days ago
6509 13th Line N/A, Simcoe, ON , MLS #N12275858 , Image - 1

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6509 13th Line N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12275858

Residential Freehold (Detached)

$1695000.0
  • 9 Beds
  • 7 Baths
  • 1500-2000 sq-ft
Welcome to your Private Countryside Estate overlooking Alliston !Scenic Ranch style home on 10 acres with river frontage & bonus beach area including
18 Photos
Last Updated : 79 Days ago
1490 Purchase Place, Simcoe, ON , MLS #N12274852 , Image - 1

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1490 Purchase Place Lefroy, Innisfil, Simcoe, ON MLS® N12274852

Residential Freehold (Att/Row/Townhouse)

$760000.0
price drop iconPrice drop by 1.3%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Gorgeous Luxury 3 Year Old 3 Bed 3 Bath Townhouse with Finished Walk-out Basement with Direct Access To Garage and Two Parking with Tons of Upgrades.
31 Photos
Last Updated : 79 Days ago
1004 Robinson Street, Simcoe, ON , MLS #N12251525 , Image - 1

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1004 Robinson Street Lefroy, Innisfil, Simcoe, ON MLS® N12251525

Residential Freehold (Detached)

$1199000.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
2 HOUSES FOR THE PRICE OF 1. Welcome to 1004 & 1008 Robinson Street. This One Of A Kind Corner Lot Property Has Two Completely Separate Homes With Sep
36 Photos
Last Updated : 79 Days ago
16 Rowe Street, Simcoe, ON , MLS #N12247791 , Image - 1

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16 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12247791

Residential Freehold (Detached)

$1331400.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Brand New Greenwood model by Sundance Homes with full Tarion Warranty. Smooth ceilings, stone countertops, and hard surface flooring throughout. Spaci
Shortlisted Properties
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