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Houses for Sale in Simcoe Under $2 Million - P42

Showing results 1231 - 1260 of 4365
Last Updated: November 10, 2026
  • 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 : 7 Days ago
2 Rowland Street, Simcoe, ON , MLS #S14138752 , Image - 1
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2 Rowland Street Collingwood, Simcoe, ON MLS® S14138752

Residential Freehold (Detached)

$1150000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to the modern district of the Town of Collingwood famous as a four season tourist destination. Less than 10 km to Blue Mountain Village, 8 km
50 Photos
Last Updated : 7 Days ago
1754 South Sparrow Lake Road, Simcoe, ON , MLS #S14032228 , Image - 1

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1754 South Sparrow Lake Road Rural Severn, Severn, Simcoe, ON MLS® S14032228

Residential Freehold (Detached)

$799900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Oasis on a 1 ACRE LOT with separate in-law suite! Over 3000sqft of finished space! This turn-key home was completely renovated in 2008 including an ad
50 Photos
Last Updated : 7 Days ago
9476 Highway 9 N/A, Simcoe, ON , MLS #N14029258 , Image - 1

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9476 Highway 9 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N14029258

Residential Freehold (Detached)

$1299988.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Attention builders: site plans and floor plans are available for a proposed 7,600-square-foot home, with the survey already on hand. Charming hilltop
49 Photos
Last Updated : 7 Days ago
113 Widgeon Street, Simcoe, ON , MLS #S14136842 , Image - 1

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113 Widgeon Street Painswick South, Barrie, Simcoe, ON MLS® S14136842

Residential Freehold (Detached)

$949999.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Legal duplex! 3,047 sq.ft total living space, 2,336 sq. ft. - upper unit, 771 sq. ft. - lower unit. Units have different addresses. Beautifully renova
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
46 Photos
Last Updated : 7 Days ago
79 Caroline Street W, Simcoe, ON , MLS #S14138674 , Image - 1

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79 Caroline Street W Rural Clearview, Clearview, Simcoe, ON MLS® S14138674

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Discover exceptional space and flexible living in this inviting Creemore home, set on a private one-acre property surrounded by mature trees. The uniq
43 Photos
Last Updated : 7 Days ago
51 Gretzky Avenue, Simcoe, ON , MLS #S13865142 , Image - 1

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51 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13865142

Residential Freehold (Detached)

$768889.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
The list price includes an estimated amount for the temporary Enhanced Ontario New Housing HST Rebate. Buyer to verify eligibility and details. Welcom
30 Photos
Last Updated : 7 Days ago
57 Barker Boulevard, Simcoe, ON , MLS #S13494010 , Image - 1

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57 Barker Boulevard Collingwood, Simcoe, ON MLS® S13494010

Residential Condo & Other (Condo Townhouse)

$599000.0
price drop iconPrice drop by 7.7%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Enjoy relaxed, low-maintenance living in this spacious and beautifully maintained one-owner home, quietly positioned along the 7th fairway of Cranberr
36 Photos
Last Updated : 7 Days ago
151 Main Street, Simcoe, ON , MLS #S13719278 , Image - 1

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151 Main Street Penetanguishene, Simcoe, ON MLS® S13719278

Residential Freehold (Detached)

$474900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
HEATED WORKSHOP. POOL. WALK TO EVERYTHING. Here's a combination that's hard to find at this price point! This 3-bedroom, 2-bathroom detached home offe
21 Photos
Last Updated : 7 Days ago
15 Watson Court, Simcoe, ON , MLS #S14110208 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S14110208

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BANKS ARE PREDICTING HOUSE PRICES TO GO UP IN 2027. BUY NOW BEFORE THAT HAPPENS! 15 watson Court is an all Brick Family Home on a Quiet Cul-de-Sac! Si
48 Photos
Last Updated : 7 Days ago
151 5 Line N, Simcoe, ON , MLS #S14138282 , Image - 1

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151 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14138282

Residential Freehold (Detached)

$1199900.0
  • 1 +2 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Country Serenity | Refined Living | Resort-Style Oasis | Detached Shop. Unique opportunity to enjoy the best of rural living on approximately 2.6 acre
37 Photos
Last Updated : 7 Days ago
74 Ruffet Drive, Simcoe, ON , MLS #S13700000 , Image - 1

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74 Ruffet Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13700000

Residential Freehold (Detached)

$665000.0
price drop iconPrice drop by 11.3%
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome home to this bright and beautifully maintained all-brick bungalow featuring exceptional curb appeal and a charming front entry. Step inside to
50 Photos
Last Updated : 7 Days ago
104 WOODSIDE Drive, Simcoe, ON , MLS #S13795118 , Image - 1

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104 WOODSIDE Drive Orillia, Simcoe, ON MLS® S13795118

Residential Freehold (Detached)

$679900.0
price drop iconPrice drop by 2.9%
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LENDER SALE Easy to Re-Establish Operational Inlaw Apartment w Separate Entrance via Garage/Spotless/Move In ready/Freshly painted main & second floo
50 Photos
Last Updated : 7 Days ago
115 Blue Forest Crescent, Simcoe, ON , MLS #S13746646 , Image - 1

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115 Blue Forest Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13746646

Residential Freehold (Att/Row/Townhouse)

$599900.0
price drop iconPrice drop by 4.0%
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this three-storey freehold townhouse, offering approximately 2,000 sq. ft. of living space with 4 bedrooms, a den, and 3.5 bathrooms. Thoug
43 Photos
Last Updated : 7 Days ago
174 St Vincent Street, Simcoe, ON , MLS #S13858358 , Image - 1

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174 St Vincent Street Codrington, Barrie, Simcoe, ON MLS® S13858358

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 7.4%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
DETACHED LIVING IN CENTRAL BARRIE - If you've been waiting for an affordable detached home with more space than you might expect, 174 St. Vincent Stre
50 Photos
Last Updated : 7 Days ago
2512 Line 9 N/A, Simcoe, ON , MLS #N13855884 , Image - 1

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2512 Line 9 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13855884

Residential Freehold (Detached)

$1598800.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
LIKE A PAGE OUT OF A MAGAZINE! This showstopping 2,987 sq. ft. custom 4 bdrm executive home combines incredible design with serious functionality ~ mi
24 Photos
Last Updated : 7 Days ago
414 Horseshoe Valley Road E, Simcoe, ON , MLS #S14028584 , Image - 1

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414 Horseshoe Valley Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14028584

Residential Freehold (Detached)

$999000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
BUNGALOW ON A 0.69-ACRE LOT WITH 3,500+ TOTAL SQ. FT., A HEATED IN-GROUND POOL, OVERSIZED DETACHED GARAGE/WORKSHOP & IN-LAW CAPABILITY! Why settle for
32 Photos
Last Updated : 7 Days ago
11 Harry Parker Place, Simcoe, ON , MLS #N13529738 , Image - 1

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11 Harry Parker Place Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13529738

Residential Freehold (Detached)

$1399999.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
OPPORTUNITY KNOCKING! This gorgeous custom built home on 1.5 acres is a fantastic find for buyers looking to settle in to an estate development in th
32 Photos
Last Updated : 7 Days ago
3814 Wood Avenue, Simcoe, ON , MLS #S14103722 , Image - 1

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3814 Wood Avenue West Shore, Severn, Simcoe, ON MLS® S14103722

Residential Freehold (Detached)

$865000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional all-brick raised bungalow boasts 5 spacious bedrooms and 3 full baths. Prime location directly across from Lake Couchiching and minutes to
24 Photos
Last Updated : 7 Days ago
279 Nottawasaga Street, Simcoe, ON , MLS #S14119014 , Image - 1

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279 Nottawasaga Street Orillia, Simcoe, ON MLS® S14119014

Residential Freehold (Detached)

$495000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 279 Nottawasaga Street in Orillia! This charming bungalow sits on an impressive 49 x 171 ft lot and features a detached garage, offering pl
23 Photos
Last Updated : 7 Days ago
30 Loggers Run, Simcoe, ON , MLS #S14138064 , Image - 1

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Unit-6, 30 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S14138064

Residential Condo & Other (Condo Apartment)

$389900.0
  • 3 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to 6-30 Loggers Run, nestled within the sought-after Timberwalk community in Barrie! This beautifully maintained two-storey apartment condo is
7 Photos
Last Updated : 7 Days ago
3 Stokes Drive, Simcoe, ON , MLS #S13528734 , Image - 1

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3 Stokes Drive Minesing, Springwater, Simcoe, ON MLS® S13528734

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 3 Stokes Drive in the charming community of Minesing, Springwater. This beautiful new home offers modern elegance in a peaceful, family-fri
22 Photos
Last Updated : 7 Days ago
369 Galloway Boulevard, Simcoe, ON , MLS #S14138242 , Image - 1

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369 Galloway Boulevard Midland, Simcoe, ON MLS® S14138242

Residential Freehold (Link)

$499999.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully maintained bungalow situated in a very sought after community of Midland. Located conveniently near Huron Park Public School and Saint The
38 Photos
Last Updated : 7 Days ago
260 Cook Street, Simcoe, ON , MLS #S13710248 , Image - 1

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260 Cook Street Grove East, Barrie, Simcoe, ON MLS® S13710248

Residential Freehold (Duplex)

$645000.0
price drop iconPrice drop by 7.9%
  • 4 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
An Incredible Duplex Opportunity Awaits At 260 Cook Street. This Turnkey, Fully Renovated Legal Duplex Exudes Pride Of Ownership Throughout. The Renov
50 Photos
Last Updated : 7 Days ago
56 TECUMSETH PINES Drive, Simcoe, ON , MLS #N14138230 , Image - 1

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56 TECUMSETH PINES Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14138230

Residential Freehold (Detached)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - A premier residential retirement community with a stunning landscape and friendly atmosphere! Lot 56 features a 2 bedroom
50 Photos
Last Updated : 7 Days ago
677 Broadview Avenue, Simcoe, ON , MLS #S14104318 , Image - 1

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677 Broadview Avenue Orillia, Simcoe, ON MLS® S14104318

Residential Freehold (Detached)

$1199900.0
  • 1 +4 Beds
  • 5 Baths
  • 1500-2000 sq-ft
**LIVE WHERE YOU PLAY!** Welcome to waterfront living on the beautiful Dougall Canal, offering 82 feet of deep-water frontage with direct access to La
46 Photos
Last Updated : 7 Days ago
21 Prady Lane, Simcoe, ON , MLS #N13879426 , Image - 1

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21 Prady Lane Tottenham, New Tecumseth, Simcoe, ON MLS® N13879426

Residential Freehold (Link)

$798999.0
price drop iconPrice drop by 1.2%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 21 Prady Lane, a stunning 3 + 1 bedroom home, linked only by the garage, and nestled in one of Tottenham's most desirable, family-friendly
35 Photos
Last Updated : 7 Days ago
43 Amelia Street S, Simcoe, ON , MLS #S13636338 , Image - 1

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43 Amelia Street S Codrington, Barrie, Simcoe, ON MLS® S13636338

Residential Freehold (Detached)

$869999.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
For nearly seven decades, this home has belonged to one family. Now, for the first time since it was built, it's next chapter begins in Barrie's sough
2 Photos
Last Updated : 7 Days ago
12 Auburn Lane, Simcoe, ON , MLS #S13623308 , Image - 1
Unit-Block 220-2, 12 Auburn Lane Wasaga Beach, Simcoe, ON MLS® S13623308

Residential Freehold (Att/Row/Townhouse)

$512381.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this brand new, to-be-built 1,474 sq. ft. (builder's plan) two-storey townhouse in the thriving community of Wasaga Beach. This home is sch
2 Photos
Last Updated : 7 Days ago
10 Auburn Lane, Simcoe, ON , MLS #S13623310 , Image - 1
Unit-Block 220-3, 10 Auburn Lane Wasaga Beach, Simcoe, ON MLS® S13623310

Residential Freehold (Att/Row/Townhouse)

$499106.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this brand new, to-be-built 1,327 sq. ft. (builder's plan) two-storey townhouse in the rapidly growing community of Wasaga Beach. This home
50 Photos
Last Updated : 7 Days ago
34 Howard Drive, Simcoe, ON , MLS #S13840094 , Image - 1

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34 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13840094

Residential Freehold (Detached)

$899900.0
price drop iconPrice drop by 5.3%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 34 Howard Drive in beautiful Oro-Medonte. This is truly an entertainer's dream home! Located in a prestigious neighbourhood of fine homes &
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