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Detached Houses for Sale in Simcoe Under $5M - P22

Showing results 631 - 660 of 714
Last Updated: June 21, 2026
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  • Bedrooms(Hi-Lo)
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38 Photos
Last Updated : 65 Days ago
138 45th Street N, Simcoe, ON , MLS #S12942908 , Image - 1
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138 45th Street N Wasaga Beach, Simcoe, ON MLS® S12942908

Residential Freehold (Detached)

$649000.0
price drop iconPrice drop by 3.9%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 138 45th Street North, ideally located in the heart of Wasaga Beach. This spacious home offers the perfect blend of convenience and coastal
46 Photos
Last Updated : 66 Days ago
1 Lindale Avenue, Simcoe, ON , MLS #S12942942 , Image - 1

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1 Lindale Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12942942

Residential Freehold (Detached)

$674777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
The search stops here. If you've been dreaming of space, comfort, and a prime location, this is the one. This solid all-brick family home offers room
50 Photos
Last Updated : 66 Days ago
102 Highland Drive, Simcoe, ON , MLS #S13001022 , Image - 1

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102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13001022

Residential Freehold (Detached)

$1299900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
COVETED HORSESHOE VALLEY BUNGALOW WITH OVER 3,750 SQ FT, A WALKOUT BASEMENT, & A PRIVATE TREED BACKYARD! Buy the address for ski days, golf mornings,
47 Photos
Last Updated : 66 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12949932 , Image - 1

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5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12949932

Residential Freehold (Detached)

$4890000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Exceptional 118-acre working farm just minutes from the thriving town of Alliston, offering a rare combination of agricultural income, multigeneration
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
40 Photos
Last Updated : 67 Days ago
6743 3rd Line, Simcoe, ON , MLS #N12996412 , Image - 1

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6743 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12996412

Residential Freehold (Detached)

$2799000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning Estate on 4 Acres - A True Blend of Luxury and Serenity: This exceptional residence, set on 4 acres of beautifully manicured grounds, exempli
40 Photos
Last Updated : 67 Days ago
31 Metcalfe Drive, Simcoe, ON , MLS #N12991526 , Image - 1

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31 Metcalfe Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12991526

Residential Freehold (Detached)

$1318000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 31 Metcalfe Dr. This bright & spacious 4+1 bedroom home with walkout basement apt & solar panels offers it all. Sun-filled, well-planned, e
37 Photos
Last Updated : 67 Days ago
3784 Tuppy Drive, Simcoe, ON , MLS #S12995590 , Image - 1

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3784 Tuppy Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12995590

Residential Freehold (Detached)

$1838000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your dream lakeside retreat! Nestled on the serene shores of Lake Simcoe, this charming 4-season cottage offers the perfect blend of relaxa
50 Photos
Last Updated : 67 Days ago
11 Thackeray Crescent, Simcoe, ON , MLS #S12994540 , Image - 1

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11 Thackeray Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S12994540

Residential Freehold (Detached)

$1128000.0
  • 3 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Original owner, custom built 2-Storey detached home, with a walkout basement, featuring 6 bedrooms, 6 bathrooms with 4 en-suites. Two custom built w/l
32 Photos
Last Updated : 68 Days ago
47 Lakeshore Road W, Simcoe, ON , MLS #S12965490 , Image - 1

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47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12965490

Residential Freehold (Detached)

$699000.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy four-season living in Oro-Medonte - an ideal setting for those who love the outdoors. With deeded access to a private beach on Lake Simcoe, you
50 Photos
Last Updated : 68 Days ago
37 Falling Brook Drive, Simcoe, ON , MLS #S12703130 , Image - 1

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37 Falling Brook Drive Bayshore, Barrie, Simcoe, ON MLS® S12703130

Residential Freehold (Detached)

$1149900.0
price drop iconPrice drop by 4.1%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Quiet court location in one of Barrie's best and most desirable neighbourhoods. This amazing, all-brick, updated/renovated, family home boasts over 4
38 Photos
Last Updated : 68 Days ago
5632 Penetanguishene Road, Simcoe, ON , MLS #S12874534 , Image - 1

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5632 Penetanguishene Road Elmvale, Springwater, Simcoe, ON MLS® S12874534

Residential Freehold (Detached)

$798500.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Prime waterfront location on Orr Lake with a 1,673 square foot 2-storey home plus a fully detached 645 squar
19 Photos
Last Updated : 68 Days ago
39 Rosemary Road, Simcoe, ON , MLS #S12991916 , Image - 1

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39 Rosemary Road Rural Tiny, Tiny, Simcoe, ON MLS® S12991916

Residential Freehold (Detached)

$825000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Indulge in the serenity of exclusive private beach access, where each day ends with awe-inspiring sunsets ov
1 Photos
Last Updated : 71 Days ago
1946 Wilkinson Street, Simcoe, ON
1946 Wilkinson Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12985802

Residential Freehold (Detached)

$1525000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Opportunity Awaits! Exceptionally Designed Custom built home, nestled on 1.45 Estate property, surrounded by pristine luxury and desirable prime real
31 Photos
Last Updated : 71 Days ago
1783 County Road 6 N/A S, Simcoe, ON , MLS #S12981568 , Image - 1

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1783 County Road 6 N/A S Rural Springwater, Springwater, Simcoe, ON MLS® S12981568

Residential Freehold (Detached)

$1099900.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
DISTINCTIVE BUNGALOFT WITH 3,300+ FINISHED SQ FT, A HEATED DETACHED 3-BAY SHOP, & MORE THAN HALF AN ACRE OF LANDSCAPED GROUNDS! From the road, this bu
35 Photos
Last Updated : 71 Days ago
1466 Broderick Street, Simcoe, ON , MLS #N12982130 , Image - 1

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1466 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12982130

Residential Freehold (Detached)

$1399000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Stunning Upgraded 5-Bedroom Detached Home in Prime Innisfil Location! Welcome to your dream home! Nestled on a premium lot in a quiet, family-friendly
30 Photos
Last Updated : 72 Days ago
95 Lake Avenue, Simcoe, ON , MLS #S12832324 , Image - 1

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95 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12832324

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.6%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to The Lake House a fully renovated, four-season retreat in the heart of Lagoon City, just steps from Lake Simcoe. This bright and spacious 3-
20 Photos
Last Updated : 72 Days ago
1536 Tiny Beaches Road N, Simcoe, ON , MLS #S11896365 , Image - 1

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1536 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S11896365

Residential Freehold (Detached)

$3399000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
*** Visit the REALTOR website for further information about this Listing *** Your opportunity to own an awesome four season waterfront beach house wit
50 Photos
Last Updated : 72 Days ago
1072 Wickham Road, Simcoe, ON , MLS #N12979048 , Image - 1

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1072 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12979048

Residential Freehold (Detached)

$1249000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
'Welcome to this stunning, fully upgraded 4-bedrooms, S-bathrooms home in the prestigious, family-oriented neighbourhood of Innisfil. The property off
50 Photos
Last Updated : 72 Days ago
6511 21/22 Nottawasaga Side Road, Simcoe, ON , MLS #S12942660 , Image - 1

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6511 21/22 Nottawasaga Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12942660

Residential Freehold (Detached)

$939800.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Whether your hobby is gardening, cars or toys, recreation, woodworking etc this property will likely adapt to your needs. Close to Amenities (Main Roa
24 Photos
Last Updated : 73 Days ago
216 Foster Drive, Simcoe, ON , MLS #S12975230 , Image - 1

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216 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12975230

Residential Freehold (Detached)

$739800.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Detached, newly renovated sun-filled raised bungalow situated on a quiet street with a huge 60 ft x 300 ft lot, and ample driveway parking. Very brigh
37 Photos
Last Updated : 74 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S12967338 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12967338

Residential Freehold (Detached)

$829000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
HORSESHOE VALLEY LIVING WITH NEARLY 2,500 FINISHED SQ. FT. & IN-LAW POTENTIAL! Buy the address for ski days, golf mornings, forest trails, and spa aft
45 Photos
Last Updated : 74 Days ago
210 Minnesota Street, Simcoe, ON , MLS #S12967124 , Image - 1

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210 Minnesota Street Collingwood, Simcoe, ON MLS® S12967124

Residential Freehold (Detached)

$1299000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 210 Minnesota Street a home on one of Collingwood's most loved streets. There's a reason homes here rarely change hands. The street has a q
47 Photos
Last Updated : 74 Days ago
32 Michaelis Street, Simcoe, ON , MLS #N12740020 , Image - 1

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32 Michaelis Street Alliston, New Tecumseth, Simcoe, ON MLS® N12740020

Residential Freehold (Detached)

$1249999.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 32 Michaelis Street, Alliston, 2,500 sq. ft. home offers 3 level living spaces and is perfectly suited for today's market of multi-generati
42 Photos
Last Updated : 74 Days ago
59 Edwards Drive, Simcoe, ON , MLS #S12863526 , Image - 1

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59 Edwards Drive Bayshore, Barrie, Simcoe, ON MLS® S12863526

Residential Freehold (Detached)

$899999.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 59 Edwards Drive, an inviting 5-bedroom, 3-full bathroom bungalow in Barrie's friendly Kingswood neighbourhood - home to top-rated Algonqui
49 Photos
Last Updated : 75 Days ago
99 Creighton Street, Simcoe, ON , MLS #S12962850 , Image - 1

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99 Creighton Street Atherley, Ramara, Simcoe, ON MLS® S12962850

Residential Freehold (Detached)

$3499000.0
  • 1 +2 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 'Four Winds', one of Orillia's most exceptional waterfront properties located on Lake Simcoe. Situated on a rare 206 feet of private shorel
20 Photos
Last Updated : 75 Days ago
49 WINFIELD Drive, Simcoe, ON , MLS #S12962054 , Image - 1

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49 WINFIELD Drive Victoria Harbour, Tay, Simcoe, ON MLS® S12962054

Residential Freehold (Detached)

$749000.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Steps to Georgian Bay, the Trans Canada Trail access & a waterfront park. Move in ready, 3 Beds on ground level, 1.5 bath, open concept main floor, be
3 Photos
Last Updated : 75 Days ago
4 East Street, Simcoe, ON , MLS #S12657488 , Image - 1
4 East Street Wellington, Barrie, Simcoe, ON MLS® S12657488

Residential Freehold (Detached)

$549900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Property is being sold As is, Where is. Unique century home on 55 X 115 Lot close to downtown Barrie. The front portion of the home is the original
20 Photos
Last Updated : 75 Days ago
57 Coldwater Road, Simcoe, ON , MLS #S12951622 , Image - 1

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57 Coldwater Road Coldwater, Severn, Simcoe, ON MLS® S12951622

Residential Freehold (Detached)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Located just a short walk from the charming village centre of Coldwater, this beautifully updated century home combines character with modern comfort.
29 Photos
Last Updated : 77 Days ago
2968 Monarch Drive, Simcoe, ON , MLS #S12953250 , Image - 1

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2968 Monarch Drive Orillia, Simcoe, ON MLS® S12953250

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Take advantage of new rebates with revised pricing! This is the move people are making when they're ready for more space and less chaos. Tucked into a
50 Photos
Last Updated : 77 Days ago
3951 Alberta Avenue, Simcoe, ON , MLS #N12869684 , Image - 1

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3951 Alberta Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12869684

Residential Freehold (Detached)

$1999000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned just steps to Lake Simcoe with beach access and a boat launch, and directly across from
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