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Houses for Sale in Simcoe Under $5 Million - P21

Showing results 601 - 630 of 1064
Last Updated: June 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 29 Days ago
4 Thomas Street, Simcoe, ON , MLS #N12536452 , Image - 1
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4 Thomas Street Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N12536452

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Welcome to a rare opportunity to own a home where timeless character meets space to grow. Perfect for first-time home buyers ready to put down roots o
50 Photos
Last Updated : 29 Days ago
6090 Sheba Drive, Simcoe, ON , MLS #S13217900 , Image - 1

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6090 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13217900

Residential Freehold (Duplex)

$549990.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to this charming lakeside retreat and embrace the peaceful, 3-season lifestyle you've been dreaming of. Perfect for family getaways, this cozy
11 Photos
Last Updated : 29 Days ago
2247 CONCESSION 10 Road, Simcoe, ON , MLS #S13204120 , Image - 1

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2247 CONCESSION 10 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13204120

Residential Freehold (Vacant Land)

$175000.0
Your Ready-to-Build Rural Escape! Choose from three (or purchase all!) newly severed, almost one-acre lots (0.995 acres) in Udney, Ramara. These parce
25 Photos
Last Updated : 29 Days ago
61 Mac Campbell Way, Simcoe, ON , MLS #N13056946 , Image - 1

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61 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13056946

Residential Freehold (Detached)

$1250000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 61 Mac Campbell Way, a newly built (2023) two-storey detached home offering over 3,000 sq. ft. of beautifully designed living space. Featur
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
1 Photos
Last Updated : 30 Days ago
1383 Dallman Street, Simcoe, ON
1383 Dallman Street Lefroy, Innisfil, Simcoe, ON MLS® N13072118

Residential Freehold (Detached)

$1024900.0
price drop iconPrice drop by 2.3%
  • 4 Beds
  • 5 Baths
  • 2500-3000 sq-ft
The property is being sold as-is and is a beautiful, spacious two-storey home with about 3,000 sq ft of living space plus a finished 1,110 sq ft walko
20 Photos
Last Updated : 30 Days ago
6386 Bluebird Street, Simcoe, ON , MLS #S13213792 , Image - 1

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6386 Bluebird Street Rural Ramara, Ramara, Simcoe, ON MLS® S13213792

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome To This Fully Renovated 3 Bedroom Bungalow Offering 1,361 Sq Ft Of Bright, Modern Living Space On A Large Lot With 123 Ft Of Prime Waterfront
16 Photos
Last Updated : 30 Days ago
Lot 30 & Part Lot 29 Purvis Street, Simcoe, ON , MLS #N13213394 , Image - 1

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Lot 30 & Part Lot 29 Purvis Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13213394

Residential Freehold (Vacant Land)

$699000.0
A rare opportunity to build your dream home in one of Lake Simcoe's most coveted waterfront communities. This exceptional 120 x 135 ft estate-sized bu
41 Photos
Last Updated : 30 Days ago
92 Golden Meadow Road, Simcoe, ON , MLS #S13212768 , Image - 1

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92 Golden Meadow Road Bayshore, Barrie, Simcoe, ON MLS® S13212768

Residential Freehold (Detached)

$945000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Stunning Family Home at 92 Golden Meadow Rd, Barrie Your Perfect Blend of Comfort and Style Located in one of Barrie's most desirable neighborhoods, t
41 Photos
Last Updated : 30 Days ago
450 Concession 11 Road E, Simcoe, ON , MLS #S12902656 , Image - 1

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450 Concession 11 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S12902656

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 2.0%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming 2-bedroom, 2-bath bungalow situated on a beautifully maintained 1-acre property insought-after Tiny Township, offering peaceful country surro
50 Photos
Last Updated : 30 Days ago
8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

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8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$2999900.0
price drop iconPrice drop by 9.1%
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C
9 Photos
Last Updated : 30 Days ago
39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12672536 , Image - 1

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39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12672536

Residential Freehold (Vacant Land)

$225000.0
Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par
30 Photos
Last Updated : 30 Days ago
46 Sunset Boulevard, Simcoe, ON , MLS #N12928016 , Image - 1

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46 Sunset Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12928016

Residential Condo & Other (Detached Condo)

$715000.0
  • 1 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Is 2026 the time to make the move to an active, adult lifestyle community? Well, stop the car - you may have just found the perfect home! 46 Sunset Bl
23 Photos
Last Updated : 30 Days ago
122 Trout Lane, Simcoe, ON , MLS #S13210616 , Image - 1

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122 Trout Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13210616

Residential Freehold (Detached)

$749000.0
  • 3 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
RAISED BUNGALOW WITH OVER 3,100 FINISHED SQ FT & A HEATED OVERSIZE 2-CAR GARAGE WITHIN WALKING DISTANCE TO GEORGIAN BAY! A quick walk leads you to Con
35 Photos
Last Updated : 30 Days ago
17 Jamieson Drive, Simcoe, ON , MLS #N12833690 , Image - 1

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17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12833690

Residential Freehold (Detached)

$775000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Rosemont - where privacy, space, and lifestyle come together beautifully. Nestled on a stunning, private treed and professionally landscape
5 Photos
Last Updated : 30 Days ago
925A Church Drive, Simcoe, ON , MLS #N13140282 , Image - 1
925A Church Drive Lefroy, Innisfil, Simcoe, ON MLS® N13140282

Residential Freehold (Vacant Land)

$3880000.0
This is A rare opportunity to acquire a prime 2.14-acre parcel of development land in an exceptional location in Innisfil, offering a unique blend of
21 Photos
Last Updated : 31 Days ago
1417 Maple Way, Simcoe, ON , MLS #N13209416 , Image - 1

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1417 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13209416

Residential Freehold (Detached)

$569900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) A charming home full of character, highlighted by beautiful exposed beams that add warmth, texture, and time
32 Photos
Last Updated : 31 Days ago
9 Dock Lane, Simcoe, ON , MLS #S13208996 , Image - 1

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9 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S13208996

Residential Freehold (Detached)

$1699900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Indulge in the epitome of waterfront living, where expansive decks and private balconies offer the idyllic s
27 Photos
Last Updated : 31 Days ago
24 Parr Boulevard, Simcoe, ON , MLS #S12876308 , Image - 1

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24 Parr Boulevard Rural Springwater, Springwater, Simcoe, ON MLS® S12876308

Residential Freehold (Detached)

$959900.0
price drop iconPrice drop by 3.0%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Located on almost two thirds of an acre on a quiet and peaceful cul-de-sac, this impressive 5-bedroom, 3-bathroom 2,700 sq.ft. raised bungalow offers
49 Photos
Last Updated : 31 Days ago
5 Park Lane, Simcoe, ON , MLS #S12906394 , Image - 1

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5 Park Lane Brechin, Ramara, Simcoe, ON MLS® S12906394

Residential Freehold (Detached)

$1600000.0
price drop iconPrice drop by 5.9%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to the wonderful community of Bayshore Village! This 3 bedroom bungalow is set on a south facing lot with direct frontage on beautiful Lake Si
34 Photos
Last Updated : 31 Days ago
31 Marni Lane, Simcoe, ON , MLS #S13208144 , Image - 1

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31 Marni Lane Rural Springwater, Springwater, Simcoe, ON MLS® S13208144

Residential Freehold (Detached)

$1998800.0
  • 3 +3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 31 Marni Lane, an architectural statement set on a stunning 150.92' x 268.93' lot. Showcasing Scandinavian-inspired design, this home offer
29 Photos
Last Updated : 31 Days ago
35 Benjamin Lane, Simcoe, ON , MLS #S13208238 , Image - 1

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35 Benjamin Lane Painswick South, Barrie, Simcoe, ON MLS® S13208238

Residential Freehold (Detached)

$925000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
UPDATED SOUTH BARRIE HOME WITH NEARLY 3,500 FINISHED SQ FT & A SUMMER-READY BACKYARD! Nearly 3,500 finished sq ft is only the beginning, because this
42 Photos
Last Updated : 31 Days ago
112 Farlain Lake Road E, Simcoe, ON , MLS #S13207898 , Image - 1

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112 Farlain Lake Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13207898

Residential Freehold (Detached)

$850000.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Westerly-facing waterfront delivering breathtaking sunset views across the lake every evening, whether relax
16 Photos
Last Updated : 31 Days ago
741 Ingram Road, Simcoe, ON , MLS #S13207786 , Image - 1

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741 Ingram Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13207786

Residential Freehold (Detached)

$1350000.0
  • 1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This truly rare 80-acre property offers unmatched privacy and natural beauty, featuring seven scenic ravines
40 Photos
Last Updated : 31 Days ago
129 Bass Line, Simcoe, ON , MLS #S13207170 , Image - 1

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129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S13207170

Residential Freehold (Detached)

$1630000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious 5-bedroom, 3-bath
39 Photos
Last Updated : 31 Days ago
925 Dominion Avenue, Simcoe, ON , MLS #S13110226 , Image - 1

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925 Dominion Avenue Midland, Simcoe, ON MLS® S13110226

Residential Freehold (Detached)

$749777.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to the perfect family home, where space, style, and comfort come together! Located in Midlands sought-after west end, this beautifully maintai
8 Photos
Last Updated : 31 Days ago
465 SILVER BIRCH Drive, Simcoe, ON , MLS #S13121232 , Image - 1

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465 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13121232

Residential Freehold (Vacant Land)

$419777.0
Build your dream home on this cleared lot located at 465 Silver Birch Drive in Tiny, situated in the prestigious Thunder Beach area. Ready for constru
46 Photos
Last Updated : 31 Days ago
5 Bourgeois Beach Road, Simcoe, ON , MLS #S13206760 , Image - 1

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5 Bourgeois Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S13206760

Residential Freehold (Detached)

$610000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 5 Bourgeois Beach Road - where lifestyle, location, and value come together in a way that's becoming harder and harder to find. Opportuniti
50 Photos
Last Updated : 31 Days ago
1361 Blackmore Street, Simcoe, ON , MLS #N13102294 , Image - 1

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1361 Blackmore Street Alcona, Innisfil, Simcoe, ON MLS® N13102294

Residential Freehold (Detached)

$1275000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully renovated home tucked away on a quiet private street in a sought-after Innisfil neighbourhood, backing onto peaceful green
41 Photos
Last Updated : 31 Days ago
43 Dunnett Drive, Simcoe, ON , MLS #S12956152 , Image - 1

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43 Dunnett Drive Ardagh, Barrie, Simcoe, ON MLS® S12956152

Residential Freehold (Detached)

$1125000.0
price drop iconPrice drop by 2.2%
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover a beautifully upgraded 3,040 sq.ft. home featuring a fully legal, city-registered second suite-perfect for generating income, hosting extende
40 Photos
Last Updated : 31 Days ago
59 Wyn Wood Lane, Simcoe, ON , MLS #S13078670 , Image - 1

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59 Wyn Wood Lane Orillia, Simcoe, ON MLS® S13078670

Residential Freehold (Att/Row/Townhouse)

$550000.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEW CONSTRUCTION! BENEFIT FROM THE HST REBATE! Full Tarion New Home Warranty!! Lakeside community in Orillia, equipped with a PRIVATE Rooftop Terrace!
Shortlisted Properties
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