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Detached Houses for Sale in Simcoe Under $5M - P43

Showing results 1261 - 1290 of 3396
Last Updated: August 06, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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10 Photos
Last Updated : 13 Days ago
6583 Pioneer Village Line, Simcoe, ON , MLS #S13066072 , Image - 1
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6583 Pioneer Village Line Rural Ramara, Ramara, Simcoe, ON MLS® S13066072

Residential Freehold (Detached)

$399500.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfect reno opportunity for a team of trades or couple. Great bones ..some roof repair needed. All furniture will stay except bedding and person
30 Photos
Last Updated : 13 Days ago
2135 Champlain Road, Simcoe, ON , MLS #S13604942 , Image - 1

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2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13604942

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Visit the REALTOR website for further information about this Listing. Year-round home or cottage in a natural setting, near Sawlog Point in Tiny. 2 B
31 Photos
Last Updated : 13 Days ago
7 Tamarack Court, Simcoe, ON , MLS #N13448478 , Image - 1

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7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13448478

Residential Freehold (Detached)

$424900.0
price drop iconPrice drop by 9.6%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou
32 Photos
Last Updated : 13 Days ago
1423 Lormel Gate Avenue, Simcoe, ON , MLS #N13600752 , Image - 1

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1423 Lormel Gate Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13600752

Residential Freehold (Detached)

$799000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
This beautifully upgraded 2,650 sq. ft. home sits on a premium lot directly across from the park, just minutes to the beach. Enjoy a charming front po
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
30 Photos
Last Updated : 13 Days ago
116 Bluebird Boulevard, Simcoe, ON , MLS #N13604832 , Image - 1

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116 Bluebird Boulevard Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13604832

Residential Freehold (Detached)

$1119000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolutely Stunning! Open Concept! 4 Bedrooms! 4 Washrooms! Detached House in The Luxury Community of Colgan Crossing! Approximately 3000 Sqft with Hu
46 Photos
Last Updated : 13 Days ago
26 Hodgson Road N, Simcoe, ON , MLS #N13467564 , Image - 1

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26 Hodgson Road N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13467564

Residential Freehold (Detached)

$1090000.0
price drop iconPrice drop by 7.2%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Elegant 4-Bedroom, 4-Washroom Executive Home Over Two Thousand Square Feet Of Refined Living. Welcome To This Beautifully Designed 2-Story Home . Fea
40 Photos
Last Updated : 13 Days ago
6 Pinehurst Lane, Simcoe, ON , MLS #S13523312 , Image - 1

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6 Pinehurst Lane Anten Mills, Springwater, Simcoe, ON MLS® S13523312

Residential Freehold (Detached)

$2600000.0
price drop iconPrice drop by 1.9%
  • 6 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
Experience the ultimate retreat in this stunning custom-built estate on a private 1.62-acre lot minutes from Barrie. Designed for discerning buyers se
40 Photos
Last Updated : 13 Days ago
680 Ontario Street, Simcoe, ON , MLS #S13602160 , Image - 1

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680 Ontario Street Midland, Simcoe, ON MLS® S13602160

Residential Freehold (Detached)

$474900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to the heart of Midland! Situated on an impressive lot 104 ft x 50 ft (double lot frontage), this beautifully updated home offers exceptional
37 Photos
Last Updated : 13 Days ago
7510 Martinelli Road, Simcoe, ON , MLS #S13470106 , Image - 1

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7510 Martinelli Road Rural Ramara, Ramara, Simcoe, ON MLS® S13470106

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 9.1%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Whether you're looking to start out, slow down, or escape to a peaceful year-round home, this charming Black River property offers the perfect blend o
16 Photos
Last Updated : 13 Days ago
62 Rue Vanier N/A, Simcoe, ON , MLS #S13533010 , Image - 1

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62 Rue Vanier N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13533010

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 3.0%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Brand-new home with thousands in HST savings already built into the purchase price. Qualified purchasers enjoy the savings today.Experience the best o
25 Photos
Last Updated : 13 Days ago
7229 Davy Drive, Simcoe, ON , MLS #S13604428 , Image - 1

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7229 Davy Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13604428

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to your private riverfront escape along the Black River in Washago. This beautifully updated, fully furnished bungalow offers the perfect blen
11 Photos
Last Updated : 13 Days ago
1072 Sylvan Glen Drive, Simcoe, ON , MLS #S13595658 , Image - 1

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1072 Sylvan Glen Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13595658

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Wake up to breathtaking sunrises and unwind with spectacular waterfront views from this exceptional lakefront retreat on the shores of beautiful Lake
36 Photos
Last Updated : 13 Days ago
5240 Prospect Avenue, Simcoe, ON , MLS #S13567394 , Image - 1

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5240 Prospect Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13567394

Residential Freehold (Detached)

$1199000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rare piece of Canadian sports history, this is more than just a cottage, it's a story, an original cabin fro
48 Photos
Last Updated : 13 Days ago
4408 12 Line N, Simcoe, ON , MLS #S13604310 , Image - 1

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4408 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13604310

Residential Freehold (Detached)

$824900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 4408 Line 12 N in Oro-Medonte! Set on 2.28 private acres, this fully finished 4-bedroom, 2-bathroom bungalow offers plenty of space both in
45 Photos
Last Updated : 13 Days ago
82 Lawrence D. Pridham Avenue, Simcoe, ON , MLS #N13604286 , Image - 1

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82 Lawrence D. Pridham Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13604286

Residential Freehold (Detached)

$1039990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
We are pleased to introduce on Lot 47 The Sugar Maple model by Highcastle Homes, now available in the Honey Hill community in Alliston. Located on a p
47 Photos
Last Updated : 13 Days ago
2289 Lakeshore Road E, Simcoe, ON , MLS #S13594762 , Image - 1

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2289 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13594762

Residential Freehold (Detached)

$1690000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy 60 feet of crystal-clear Lake Simcoe waterfront with a shallow, rocky shoreline, ideal for swimming, boating, and family fun. Perfectly position
24 Photos
Last Updated : 13 Days ago
120 Maple Street, Simcoe, ON , MLS #S13148258 , Image - 1

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120 Maple Street Victoria Harbour, Tay, Simcoe, ON MLS® S13148258

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 4.5%
  • 4 Beds
  • 2 Baths
  • 700-1100 sq-ft
Ideal for investors, renovators, or buyers looking to live in and customize! Welcome to 120 Maple St in Tay - a great opportunity on a large 132 x 160
36 Photos
Last Updated : 13 Days ago
2 Lawrence D. Pridham Avenue, Simcoe, ON , MLS #N13079190 , Image - 1

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2 Lawrence D. Pridham Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13079190

Residential Freehold (Detached)

$1199990.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
The Empress Elevation A by Highcastle Homes sits on a premium 50' corner lot in beautiful Alliston, offering approximately 3,260 sqft of elegant livin
40 Photos
Last Updated : 13 Days ago
87 Lawrence D. Pridham Avenue, Simcoe, ON , MLS #N13038188 , Image - 1

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87 Lawrence D. Pridham Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13038188

Residential Freehold (Detached)

$1189990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
We are pleased to introduce on Lot 43 The Primrose model by Highcastle Homes, now available in the Honey Hill community in Alliston. Located on a prem
38 Photos
Last Updated : 13 Days ago
104 Village Gate Drive, Simcoe, ON , MLS #S13602696 , Image - 1

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104 Village Gate Drive Wasaga Beach, Simcoe, ON MLS® S13602696

Residential Freehold (Detached)

$650000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome To This 5-Year-Old Corner Detached Home In The Prestigious Georgian Sands Community Of Wasaga Beach. Offering 3+1 Bedrooms, 4 Bathrooms, And 2
50 Photos
Last Updated : 13 Days ago
2391 Seadon Road, Simcoe, ON , MLS #S13587080 , Image - 1

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2391 Seadon Road Rural Springwater, Springwater, Simcoe, ON MLS® S13587080

Residential Freehold (Detached)

$1199900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Escape to your own private retreat at this stunning, fully updated 2,500+ sqft 2-storey home nestled on a serene 1.7-acre lot surrounded by mature har
48 Photos
Last Updated : 13 Days ago
157 Birkhall Place, Simcoe, ON , MLS #S13590340 , Image - 1

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157 Birkhall Place Innis-Shore, Barrie, Simcoe, ON MLS® S13590340

Residential Freehold (Detached)

$774900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully maintained all-brick walkout bungalow, ideally situated on a quiet, desirable street in Barrie's highly sought-after Innishore neighbourho
39 Photos
Last Updated : 13 Days ago
131 Minnetonka Road, Simcoe, ON , MLS #N13057472 , Image - 1

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131 Minnetonka Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13057472

Residential Freehold (Detached)

$1999900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Imagine waking each morning to breathtaking sunrises dancing across the sparkling waters of Lake Simcoe. Set on 75 feet of pristine waterfront, this p
50 Photos
Last Updated : 13 Days ago
281 Blue Dasher Boulevard, Simcoe, ON , MLS #N13501038 , Image - 1

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281 Blue Dasher Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13501038

Residential Freehold (Detached)

$1349900.0
price drop iconPrice drop by 3.5%
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to luxury living in the highly sought-after Summerlyn Village, where elegance, comfort, and functionality come together in this stunning 2-sto
20 Photos
Last Updated : 13 Days ago
1454 Tomkins Road, Simcoe, ON , MLS #N13603610 , Image - 1

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1454 Tomkins Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13603610

Residential Freehold (Detached)

$1177000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Built by the award-winning Bayview Wellington Homes, a trusted builder with over 40 years of experience, this exceptional, fully detached all-brick ho
21 Photos
Last Updated : 13 Days ago
10 Duckworth Street, Simcoe, ON , MLS #S13603554 , Image - 1

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10 Duckworth Street North Shore, Barrie, Simcoe, ON MLS® S13603554

Residential Freehold (Detached)

$879900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
KEMPENFELT BAY VIEWS, A BEAUTIFULLY KEPT INTERIOR WITH THOUGHTFUL UPDATES, & IN-LAW CAPABILITY WITH A SEPARATE ENTRANCE! Morning walks along the Barri
50 Photos
Last Updated : 13 Days ago
407 Bay Street, Simcoe, ON , MLS #S12515842 , Image - 1

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407 Bay Street Orillia, Simcoe, ON MLS® S12515842

Residential Freehold (Detached)

$1380000.0
price drop iconPrice drop by 13.2%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 407 Bay Street, Orillia - located in one of the city's most desirable neighbourhoods. This stunning custom-built 5-bedroom, 3.5-bath, two-s
36 Photos
Last Updated : 13 Days ago
5803 3rd Line, Simcoe, ON , MLS #N13599832 , Image - 1

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5803 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13599832

Residential Freehold (Detached)

$1238800.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
The Perfect 3+1 Bedroom & 3 Bathroom 4-Level Backsplit Home* Beautifully Renovated & Nestled On A Secluded Over 1 Acre Lot* Unparalleled Privacy W/ C
12 Photos
Last Updated : 13 Days ago
26 George Avenue, Simcoe, ON , MLS #S13603444 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S13603444

Residential Freehold (Detached)

$349900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Ki
39 Photos
Last Updated : 13 Days ago
991 Shore Lane, Simcoe, ON , MLS #S13603400 , Image - 1

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991 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13603400

Residential Freehold (Detached)

$849888.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Less than a 2 minute walk from Georgian Bay and 37th Street beach access, this beautifully updated turn-key home sits in an enclave of prestigious wat
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