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Houses for Sale in Simcoe Under $5 Million - P29

Showing results 841 - 870 of 2272
Last Updated: December 16, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 53 Days ago
8 Daisy Street, Simcoe, ON , MLS #S11991348 , Image - 1
Image With Blur overlay

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8 Daisy Street Midhurst, Springwater, Simcoe, ON MLS® S11991348

Residential Freehold (Detached)

$919900.0
price drop iconPrice drop by 11.5%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Fantastic Newly Built Home From Sundance Carson Homes. With over 2400 Sqft of living space! This family home boasts large living space on the main flo
31 Photos
Last Updated : 53 Days ago
12 Elizabeth Street W, Simcoe, ON , MLS #S12480259 , Image - 1

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12 Elizabeth Street W Creemore, Clearview, Simcoe, ON MLS® S12480259

Residential Freehold (Detached)

$1050000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Step into this beautifully renovated 1921 Edwardian brick home that sits on a lovely 65 x 165 foot lot. Featuring 4+1 bedrooms, 2 baths, and 2,185 sq.
20 Photos
Last Updated : 54 Days ago
657 Lamb Street E, Simcoe, ON , MLS #N12479723 , Image - 1

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657 Lamb Street E Rural Innisfil, Innisfil, Simcoe, ON MLS® N12479723

Residential Freehold (Detached)

$1148800.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxury Mattamy Home for Sale - Innisfil! This beautifully designed detached two-story house is located in a quiet and serene neighborhood, offering bo
50 Photos
Last Updated : 54 Days ago
155 Glenlake Boulevard, Simcoe, ON , MLS #S12478837 , Image - 1

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155 Glenlake Boulevard Collingwood, Simcoe, ON MLS® S12478837

Residential Freehold (Detached)

$2099000.0
  • 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.
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 : 54 Days ago
963 Canal Road, Simcoe, ON , MLS #N12411544 , Image - 1

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963 Canal Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12411544

Residential Freehold (Detached)

$799000.0
  • 4 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
963 Canal Rd Country Living with Scenic Canal Views Escape to tranquility on this stunning 1.7-acre property featuring a spacious 4+1 bedroom home wit
46 Photos
Last Updated : 54 Days ago
4 Beck Boulevard, Simcoe, ON , MLS #S12048221 , Image - 1

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Unit-307, 4 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S12048221

Residential Condo & Other (Condo Apartment)

$675777.0
price drop iconPrice drop by 1.5%
  • 2 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Welcome to Bayside Estates! This stunning corner end unit is one of the largest in the building, offering 1,600+ sqft of bright and spacious living, w
27 Photos
Last Updated : 54 Days ago
1 Bloxham Place, Simcoe, ON , MLS #S12477878 , Image - 1

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1 Bloxham Place Innis-Shore, Barrie, Simcoe, ON MLS® S12477878

Residential Freehold (Detached)

$899999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 1 Bloxham Place a beautifully maintained all-brick bungalow on a desirable corner lot in sought-after Innishore neighbourhood. Featuring 3
46 Photos
Last Updated : 54 Days ago
72 Georgian Grande Drive, Simcoe, ON , MLS #S12477783 , Image - 1

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72 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12477783

Residential Freehold (Detached)

$1825000.0
  • 4 +1 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to 72 Georgian Grande Dr, in Braestone - Oro Medonte's premier Nature-inspired country estate community. Enjoy kms of natural trails meanderi
38 Photos
Last Updated : 54 Days ago
2978 Suntrac Drive, Simcoe, ON , MLS #S12477715 , Image - 1

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2978 Suntrac Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12477715

Residential Freehold (Detached)

$2499900.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
*This Luxurious & Modern Home Will Leave You Breathless With Unforgettable Sunsets On Lake Simcoe* Aprox 4200 SqF Above Ground *Finished Living Space
42 Photos
Last Updated : 55 Days ago
15 Rue de Parc N/A, Simcoe, ON , MLS #S12428783 , Image - 1

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15 Rue de Parc N/A Rural Tiny, Tiny, Simcoe, ON MLS® S12428783

Residential Freehold (Detached)

$1799900.0
  • 1 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
LIVE ON THE BEACH! This stunning custom-built home combines high-end luxury with relaxed beach life. The lower level walks out to a sandy yard extendi
8 Photos
Last Updated : 55 Days ago
509 Grove Street E, Simcoe, ON , MLS #S12476969 , Image - 1

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509 Grove Street E Grove East, Barrie, Simcoe, ON MLS® S12476969

Residential Freehold (Detached)

$999900.0
  • 4 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Beautifully maintained home featuring a spacious Master Bedroom with a 5-piece Ensuite and Walk-In Closet. Enjoy the elegance of a renovated spiral ha
33 Photos
Last Updated : 55 Days ago
2730 Lone Birch Trail N, Simcoe, ON , MLS #S12476675 , Image - 1

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2730 Lone Birch Trail N Rural Ramara, Ramara, Simcoe, ON MLS® S12476675

Residential Freehold (Detached)

$929000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
LAKE SIMCOE: Autumn Bliss on Lone Birch Trail Your Lakeside Retreat with 50 Feet of Direct Waterfront Welcome to Lone Birch Trail, Where Crisp Fall Ai
45 Photos
Last Updated : 55 Days ago
317 Broward Way, Simcoe, ON , MLS #N12351330 , Image - 1

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317 Broward Way
Unit-110, 317 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12351330

Residential Condo & Other (Condo Townhouse)

$1599000.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Rare Marina-Facing Residence in Friday Harbor Welcome to one of Friday Harbors most coveted waterfront residences. This exceptional and rarely availab
40 Photos
Last Updated : 55 Days ago
3225 10 Line N, Simcoe, ON , MLS #S12468666 , Image - 1

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3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12468666

Residential Freehold (Detached)

$1799900.0
  • 3 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Tucked away on nearly 2 acres of private, tree-lined land, this one-of-a-kind custom home offers the ideal blend of luxury, space, and serenity. Surro
5 Photos
Last Updated : 55 Days ago
7046 Sideroad 30/31 Nottawasaga N/A, Simcoe, ON , MLS #S12475928 , Image - 1
7046 Sideroad 30/31 Nottawasaga N/A Stayner, Clearview, Simcoe, ON MLS® S12475928

Residential Freehold (Vacant Land)

$369900.0
Top 5 Reasons You Will Love This Property: 1) Discover the tranquility of country living on this peaceful 1.6-acre vacant lot, your chance to embrace
42 Photos
Last Updated : 55 Days ago
50 Breithaupt Crescent, Simcoe, ON , MLS #S12459264 , Image - 1

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50 Breithaupt Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12459264

Residential Freehold (Detached)

$764999.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 50 Breithaupt Crescent, Rural Tiny! This newer-built, carpet-free raised bungalow offers bright, open-concept living in a peaceful neighbou
41 Photos
Last Updated : 55 Days ago
32 BONAVENTURE Place, Simcoe, ON , MLS #S12468545 , Image - 1

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32 BONAVENTURE Place Penetanguishene, Simcoe, ON MLS® S12468545

Residential Freehold (Detached)

$709777.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A perfect 3-bedroom family home in a highly desirable neighbourhood! This beautiful all-brick property offers a bright kitchen, open living and dining
21 Photos
Last Updated : 55 Days ago
LOT 59 47TH Street S, Simcoe, ON , MLS #S12006033 , Image - 1

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LOT 59 47TH Street S Wasaga Beach, Simcoe, ON MLS® S12006033

Residential Freehold (Vacant Land)

$250000.0
price drop iconPrice drop by 9.1%
  • < 700 sq-ft
Fabulously located, this vacant lot in a quiet and friendly neighbourhood, on a dead-end street, offers an exciting investment opportunity to build no
39 Photos
Last Updated : 56 Days ago
28 Brown Street, Simcoe, ON , MLS #N12475098 , Image - 1

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28 Brown Street Tottenham, New Tecumseth, Simcoe, ON MLS® N12475098

Residential Freehold (Semi-Detached )

$693000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This charming and meticulously cared for home offers 3 spacious bedrooms plus a versatile den, and 2 full bathrooms, ideal for families or anyone seek
21 Photos
Last Updated : 56 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N12441813 , Image - 1

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Unit-110, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12441813

Residential Condo & Other (Condo Apartment)

$479000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Premium ground floor *Fully furnished (optional) CORNER unit*! Extra large space! Rare floorplan with open concept living/kitchen with windows all aro
43 Photos
Last Updated : 56 Days ago
992 Green Street, Simcoe, ON , MLS #N12429985 , Image - 1

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992 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N12429985

Residential Freehold (Detached)

$949988.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautiful 4 Bedroom Detach Home For Sale. This Home Comes With 9 Ceilings On The Main Floor, Stained Oak Hardwood Floors Throughout Main Floor, Direct
45 Photos
Last Updated : 56 Days ago
31 Lakeview Crescent, Simcoe, ON , MLS #S12228049 , Image - 1

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31 Lakeview Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12228049

Residential Freehold (Detached)

$650000.0
price drop iconPrice drop by 18.7%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Luxury real estate is far more than a transaction - it's about elevating your lifestyle. Nestled in a sought-after 4-season location with serene views
40 Photos
Last Updated : 56 Days ago
1664 Moyer Avenue, Simcoe, ON , MLS #N12474330 , Image - 1

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1664 Moyer Avenue Alcona, Innisfil, Simcoe, ON MLS® N12474330

Residential Freehold (Detached)

$969000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome To This Majestic Custom Made House Located In Alcona, Across From Big Cedar Golf Club And Walking Distance To Lake Simcoe, Parks And 7 Minutes
35 Photos
Last Updated : 56 Days ago
17 Jamieson Drive, Simcoe, ON , MLS #N12434730 , Image - 1

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17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12434730

Residential Freehold (Detached)

$799000.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Rosemont. This property boasts a private, treed and landscaped lot with 3 + 1 bedroom side split featuring a built-in garage with direct en
27 Photos
Last Updated : 56 Days ago
Lot 2 Delta Road, Simcoe, ON , MLS #S12146865 , Image - 1

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Lot 2 Delta Road Rural Severn, Severn, Simcoe, ON MLS® S12146865

Residential Freehold (Vacant Land)

$425000.0
price drop iconPrice drop by 5.6%
  • < 700 sq-ft
A rare chance to enjoy the best of Muskoka with half the drive! Located on Sparrow Lake, just 1.5 hours north of Toronto, this waterfront lot is at th
22 Photos
Last Updated : 56 Days ago
Lot 1 Delta Road, Simcoe, ON , MLS #S12146862 , Image - 1

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Lot 1 Delta Road Rural Severn, Severn, Simcoe, ON MLS® S12146862

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 5.5%
  • < 700 sq-ft
A rare chance to enjoy the best of Muskoka with half the drive! Located on Sparrow Lake, just 1.5 hours north of Toronto, this waterfront lot is at th
42 Photos
Last Updated : 56 Days ago
469 Ramblewood Drive, Simcoe, ON , MLS #S12473185 , Image - 1

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469 Ramblewood Drive Wasaga Beach, Simcoe, ON MLS® S12473185

Residential Freehold (Detached)

$869000.0
  • 2 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this stunning, fully renovated all-brick bungalow in the heart of Wasaga Beach's sought-after West End! Nestled on a premium 62' x 131' lot
6 Photos
Last Updated : 56 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S12065510 , Image - 1

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9742 Beachwood Road Collingwood, Simcoe, ON MLS® S12065510

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 the east end of C
31 Photos
Last Updated : 56 Days ago
1252 Shore Acres Drive, Simcoe, ON , MLS #N12473081 , Image - 1

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1252 Shore Acres Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12473081

Residential Freehold (Detached)

$1350000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover an incredible opportunity to own a spacious estate-style home in the charming lakeside community of Gilford just 45 minutes north of Toronto.
50 Photos
Last Updated : 57 Days ago
1118 Stoney Point Road, Simcoe, ON , MLS #N12472013 , Image - 1

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1118 Stoney Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12472013

Residential Freehold (Detached)

$777000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Renovated 4-Season Lakefront Retreat with Private Boat Launch on Lake Simcoe.Welcome to 1118 Stoney Point Road, a beautifully updated 4-bedroom, 2-bat
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