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Detached Houses for Sale in Simcoe Under $5M - P20

Showing results 571 - 600 of 3393
Last Updated: August 06, 2026
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  • Bedrooms(Hi-Lo)
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50 Photos
Last Updated : 4 Days ago
3 John Street, Simcoe, ON , MLS #N13630048 , Image - 1
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3 John Street Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N13630048

Residential Freehold (Detached)

$929000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained family home on a premium half-acre lot in the sought-after community of Loretto! A charming front porch leads t
50 Photos
Last Updated : 4 Days ago
42 Bluff Point Road, Simcoe, ON , MLS #S13566942 , Image - 1

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42 Bluff Point Road Rural Tay, Tay, Simcoe, ON MLS® S13566942

Residential Freehold (Detached)

$1700000.0
  • 6 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 42 Bluff Point Rd, a rare opportunity to own a spectacular 4-season Georgian Bay waterfront family compound built in 2012 on a private 1-ac
50 Photos
Last Updated : 4 Days ago
3904 Concession 12 Sunnidale Side Road, Simcoe, ON , MLS #S13481018 , Image - 1

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3904 Concession 12 Sunnidale Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13481018

Residential Freehold (Detached)

$1250000.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to your private country retreat on 3.9 acres, ideally located across from the Simcoe County Forest. Offering over 3,000 sq. ft. of finished li
27 Photos
Last Updated : 4 Days ago
2070 Osbond Road, Simcoe, ON , MLS #N13630608 , Image - 1

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2070 Osbond Road Alcona, Innisfil, Simcoe, ON MLS® N13630608

Residential Freehold (Detached)

$1050000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
NEARLY 4,200 FINISHED SQ FT ON A CORNER LOT WITH A FINISHED WALK-UP BASEMENT, IN-LAW CAPABILITY & SOLAR INCOME POTENTIAL! Nearly 4,200 finished sq ft
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
29 Photos
Last Updated : 4 Days ago
26 South Street S, Simcoe, ON , MLS #S13606072 , Image - 1

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26 South Street S Orillia, Simcoe, ON MLS® S13606072

Residential Freehold (Detached)

$460000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 26 South Street, a move-in ready home located in Orillia's desirable North Ward. Situated on an oversized, fenced lot, this property offers
49 Photos
Last Updated : 4 Days ago
1064 Wisker Avenue, Simcoe, ON , MLS #N13626958 , Image - 1

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1064 Wisker Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13626958

Residential Freehold (Detached)

$1219000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Situated right across the street from a rare 50 ft x 580 ft owned water lot on Lake Simcoe, 1064 Wisker Avenue offers the ultimate setting for waterfr
Open House : Sat Aug 08, 10:00 AM to 01:00 PM
1 Photos
Last Updated : 4 Days ago
1199 Andrade Lane, Simcoe, ON
1199 Andrade Lane Alcona, Innisfil, Simcoe, ON MLS® N13630396

Residential Freehold (Detached)

$699900.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Beautiful 3-bedroom family home located close to schools, amenities, and just minutes from the beach. Features a spacious primary bedroom with a full
40 Photos
Last Updated : 4 Days ago
6543 Concession Road 2 Road, Simcoe, ON , MLS #S13225830 , Image - 1

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6543 Concession Road 2 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13225830

Residential Freehold (Detached)

$1199000.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning custom-built home, perfectly nestled on a picturesque 1.4-acre lot. Surrounded by nature, this beautifully updated 3+1bedroom
50 Photos
Last Updated : 4 Days ago
36 McMulkin Street, Simcoe, ON , MLS #N13620476 , Image - 1

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36 McMulkin Street Alliston, New Tecumseth, Simcoe, ON MLS® N13620476

Residential Freehold (Detached)

$874900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 36 McMulkin Street, a beautifully upgraded 1,767sq.ft., 3+1 bedroom, 4-bathroom family home offering quality craftsmanship, thoughtful upda
50 Photos
Last Updated : 4 Days ago
96 Maple Avenue W, Simcoe, ON , MLS #N13630112 , Image - 1

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96 Maple Avenue W Beeton, New Tecumseth, Simcoe, ON MLS® N13630112

Residential Freehold (Detached)

$775000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Pride of ownership is evident in this lovingly maintained 3-level backsplit! Located on a quiet dead-end street in the heart of charming Beeton, this
49 Photos
Last Updated : 4 Days ago
2756 Concession Rd 5 N/A, Simcoe, ON , MLS #N13625090 , Image - 1

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2756 Concession Rd 5 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13625090

Residential Freehold (Detached)

$1288000.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Stunning Renovated Country Retreat on Nearly 2 Acres (2,580 sq ft finished)! Move-in ready and surrounded by nature, this beautifully renovated raised
49 Photos
Last Updated : 4 Days ago
59 Kells Crescent, Simcoe, ON , MLS #S13604150 , Image - 1

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59 Kells Crescent Collingwood, Simcoe, ON MLS® S13604150

Residential Freehold (Detached)

$1475000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to one of Mair Mills' most exceptional offerings, where refined executive class living meets an excellent setting. Ideally located between the
26 Photos
Last Updated : 4 Days ago
769 Pratt Avenue, Simcoe, ON , MLS #S13619928 , Image - 1

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769 Pratt Avenue Midland, Simcoe, ON MLS® S13619928

Residential Freehold (Detached)

$524900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 769 Pratt Avenue, a move-in-ready bungalow tucked away on a quiet cul-de-sac in Midland. This well maintained home is an excellent opportun
50 Photos
Last Updated : 4 Days ago
258 Sunnidale Street, Simcoe, ON , MLS #S13629786 , Image - 1

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258 Sunnidale Street Stayner, Clearview, Simcoe, ON MLS® S13629786

Residential Freehold (Detached)

$879000.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Big, Bright Bungalow on an Estate-Sized Lot 132 x 330 feet! Welcome to this beautifully updated almost 3,000 sq. ft. finished home offering exception
37 Photos
Last Updated : 4 Days ago
469 Robert Street, Simcoe, ON , MLS #S13630326 , Image - 1

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469 Robert Street Midland, Simcoe, ON MLS® S13630326

Residential Freehold (Detached)

$220000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to your next great opportunity in central Midland! Whether you're looking to restore the existing structure or start anew, the possibilities a
50 Photos
Last Updated : 4 Days ago
140 Wildwood Trail, Simcoe, ON , MLS #S13484436 , Image - 1

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140 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13484436

Residential Freehold (Detached)

$1385990.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 140 Wildwood, a California-inspired executive residence in one of Barrie's most prestigious neighborhoods, offering true resort-style livin
14 Photos
Last Updated : 4 Days ago
6 Booth Lane, Simcoe, ON , MLS #S13630100 , Image - 1

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6 Booth Lane Painswick South, Barrie, Simcoe, ON MLS® S13630100

Residential Freehold (Detached)

$699000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautifully updated all-brick 2-storey in sought-after South Barrie, offering 3 bedrooms plus a finished basement bedroom and 3 bathrooms, with a doub
45 Photos
Last Updated : 4 Days ago
5 Misty Ridge Road, Simcoe, ON , MLS #S13145590 , Image - 1

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5 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S13145590

Residential Freehold (Detached)

$891000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
NEW HST Rebate Pricing. Welcome to one of Baycliffe Communities set on a premium walk-out lot backing onto parkland and forested trails - ideal for t
24 Photos
Last Updated : 4 Days ago
3184 Mosley Street, Simcoe, ON , MLS #S13530924 , Image - 1

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3184 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13530924

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 16.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 3184 Mosley Street in beautiful Wasaga Beach! Ideally located on the beach side of Mosley Street, this charming bungalow offers easy access
35 Photos
Last Updated : 4 Days ago
69 Smith Street, Simcoe, ON , MLS #N13614326 , Image - 1

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69 Smith Street Alliston, New Tecumseth, Simcoe, ON MLS® N13614326

Residential Freehold (Detached)

$759000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this adorable and affordable 2-storey home situated on a quiet, family-friendly street! This charming home features 3 spacious bedrooms, 2
45 Photos
Last Updated : 4 Days ago
222 Ridge Way, Simcoe, ON , MLS #N13546162 , Image - 1

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222 Ridge Way Alliston, New Tecumseth, Simcoe, ON MLS® N13546162

Residential Condo & Other (Detached Condo)

$1149900.0
  • 2 +2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Welcome to 222 Ridge Way, A Showpiece Home in Alliston's Prestigious Briar Hill Community! Discover nearly 3,000 sq. ft. of beautifully finished livin
43 Photos
Last Updated : 4 Days ago
4762 Severn Street, Simcoe, ON , MLS #S13608906 , Image - 1

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4762 Severn Street Rural Severn, Severn, Simcoe, ON MLS® S13608906

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled along the Severn River with over 100 feet of waterfront frontage, this inviting, custom-built home offers the perfect blend of comfort, charm,
48 Photos
Last Updated : 4 Days ago
7 Georgian Grande Drive, Simcoe, ON , MLS #S13619582 , Image - 1

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7 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13619582

Residential Freehold (Detached)

$1398800.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
** WATCH LISTING VIDEO ** Welcome to Braestone, where refined country living meets modern comfort. Set on a beautifully landscaped estate backing dire
Open House : Sat Aug 08, 10:00 AM to 01:00 PM
47 Photos
Last Updated : 4 Days ago
1858 Emerald Court, Simcoe, ON , MLS #N13627658 , Image - 1

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1858 Emerald Court Alcona, Innisfil, Simcoe, ON MLS® N13627658

Residential Freehold (Detached)

$849000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 1858 Emerald Court - a beautifully updated family home tucked away on a quiet, child-safe court with only local traffic, all within walking
43 Photos
Last Updated : 4 Days ago
2865 Severn River N/A, Simcoe, ON , MLS #S13604700 , Image - 1

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2865 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13604700

Residential Freehold (Detached)

$499000.0
  • 6 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SEVERN RIVER - BOAT ACCESS ONLY - If These Walls Could Talk...They would Tell The Story of The Severn River. Approximately Three-Quarters of The Main
13 Photos
Last Updated : 4 Days ago
1 Copperhill Heights N, Simcoe, ON , MLS #S13629422 , Image - 1

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1 Copperhill Heights N Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13629422

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning detached family home in the highly sought-after Copperhill Community, one of South Barrie's fastest-growing and most desirabl
46 Photos
Last Updated : 4 Days ago
149 Blake Street, Simcoe, ON , MLS #S13629660 , Image - 1

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149 Blake Street North Shore, Barrie, Simcoe, ON MLS® S13629660

Residential Freehold (Detached)

$849900.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Nestled on a generous 67.5 x 165 ft lot with seasonal lake views, this meticulously crafted & fully finished home offers an impressive 4,700 sq ft of
50 Photos
Last Updated : 4 Days ago
1229 County Road 124 N/A, Simcoe, ON , MLS #S12712114 , Image - 1

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1229 County Road 124 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12712114

Residential Freehold (Detached)

$549000.0
price drop iconPrice drop by 19.9%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this fully finished home offering the perfect blend of rustic charm and modern comfort. Featuring 3 bedrooms and 1.5 bathrooms, this inviti
Open House : Sat Aug 15, 09:00 AM to 11:00 AM
26 Photos
Last Updated : 4 Days ago
12 Lakeshore Road E, Simcoe, ON , MLS #S13470240 , Image - 1

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12 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13470240

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 2.9%
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 12 Lakeshore Road in desirable Oro-Medonte, where you can enjoy the Lake Simcoe lifestyle without the high waterfront property taxes. This
47 Photos
Last Updated : 4 Days ago
63 Glen Eton Road, Simcoe, ON , MLS #S13630026 , Image - 1

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63 Glen Eton Road Wasaga Beach, Simcoe, ON MLS® S13630026

Residential Freehold (Detached)

$647500.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Amazing opportunity to own this fully detached home on a popular street (very quiet due to dead-end cul-de-sac) of many house-proud neighbours with we
Shortlisted Properties
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