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Houses for Sale in Simcoe Under $2 Million - P11

Showing results 301 - 330 of 4365
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
32 Photos
Last Updated : 1 Day ago
17 Sunset Boulevard, Simcoe, ON , MLS #N13848760 , Image - 1
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17 Sunset Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13848760

Residential Condo & Other (Detached Condo)

$640000.0
price drop iconPrice drop by 8.4%
  • 2 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Backing onto the Golf Course with no homes behind, all the necessaries are on the main floor - primary bed rm, laundry, interior entry to the garage (
41 Photos
Last Updated : 1 Day ago
797 Woodland Drive, Simcoe, ON , MLS #S13743864 , Image - 1

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797 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13743864

Residential Freehold (Detached)

$1850000.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
More than 110 feet of Lake Simcoe shoreline frames a home built by its current owners in 2011, designed by Kimberley Morris Interior Design and offere
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
30 Photos
Last Updated : 1 Day ago
41 Leith Drive, Simcoe, ON , MLS #N13876528 , Image - 1

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41 Leith Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13876528

Residential Freehold (Detached)

$1399000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to the appropriately named Dream fields community of Bradford West Gwillimbury. This impressive, approximately 3,100 sq. ft. residence offers
2 Photos
Last Updated : 1 Day ago
320 Holden Street, Simcoe, ON , MLS #S14161096 , Image - 1
320 Holden Street Collingwood, Simcoe, ON MLS® S14161096

Residential Freehold (Detached)

$775000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Family life comes easy in this bright 3+1 bedroom Collingwood home, with a fully finished basement giving growing families extra breathing room, an at
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
23 Photos
Last Updated : 1 Day ago
578 Simcoe Road, Simcoe, ON , MLS #N14161090 , Image - 1

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578 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14161090

Residential Freehold (Detached)

$1189000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To 578 Simcoe Rd, Located In A Rapid Up And Coming Developing Area** Set On An Impressive 103 ft x 294 ft Lot (Approximately 0.70 Acres).** T
50 Photos
Last Updated : 1 Day ago
22 Rosewood Drive, Simcoe, ON , MLS #N14108468 , Image - 1

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22 Rosewood Drive Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N14108468

Residential Freehold (Detached)

$838800.0
  • 3 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Looking for the perfect place to raise a family? Your search ends here! Welcome to 22 Rosewood Dr, Lisle - a beautiful 3+3 bedroom, 3-bathroom raised
50 Photos
Last Updated : 1 Day ago
3232 15th Side Road, Simcoe, ON , MLS #N13831006 , Image - 1

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3232 15th Side Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13831006

Residential Freehold (Detached)

$1248800.0
price drop iconPrice drop by 3.6%
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to Country Luxury & Exceptional Versatility in Picturesque Beeton! Situated on a sprawling 3.08-acre lot, this fully updated, open-concept bun
26 Photos
Last Updated : 1 Day ago
100 Cameron Street, Simcoe, ON , MLS #S14115240 , Image - 1

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100 Cameron Street Orillia, Simcoe, ON MLS® S14115240

Residential Freehold (Duplex)

$639000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CHARMING WEST WARD DUPLEX WITH INCOME POTENTIAL! Discover an exceptional opportunity to enter the housing market while generating rental income in on
22 Photos
Last Updated : 1 Day ago
19 Bridle Road, Simcoe, ON , MLS #S14087856 , Image - 1

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19 Bridle Road Penetanguishene, Simcoe, ON MLS® S14087856

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 1.8%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this versatile raised bungalow in Penetanguishene, offering an excellent opportunity for homeowners, investors or those seeking multi-gener
10 Photos
Last Updated : 1 Day ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

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310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood! Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes,
12 Photos
Last Updated : 1 Day ago
26 George Avenue, Simcoe, ON , MLS #S14138884 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S14138884

Residential Freehold (Detached)

$249000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors and Builders. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Kitchen With Breakfas
1 Photos
Last Updated : 1 Day ago
2872 Sunset Drive, Simcoe, ON
2872 Sunset Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13246410

Residential Freehold (Detached)

$619000.0
price drop iconPrice drop by 8.8%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention all Nature Lovers, Fishermen and Fisherwomen, People that like Privacy! Welcome to 2872 Sunset Drive. This private and peaceful brick bunga
32 Photos
Last Updated : 1 Day ago
6 Forest Link Court, Simcoe, ON , MLS #N14033998 , Image - 1

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6 Forest Link Court Alliston, New Tecumseth, Simcoe, ON MLS® N14033998

Residential Condo & Other (Detached Condo)

$629000.0
price drop iconPrice drop by 6.8%
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Priced to move you! * Bonus subsidy towards a chairlift* A perfect blend of living space and amenities. Welcome home to the Michaelangelo. A friendly,
Open House : Sat Nov 14, 01:00 PM to 03:00 PM
42 Photos
Last Updated : 1 Day ago
285 Second Street, Simcoe, ON , MLS #S14131654 , Image - 1

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285 Second Street Collingwood, Simcoe, ON MLS® S14131654

Residential Freehold (Detached)

$549000.0
price drop iconPrice drop by 6.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy the best of Collingwood from this charming two-bedroom bungalow in an established neighbourhood close to downtown, the Arboretum, Georgian Bay,
48 Photos
Last Updated : 1 Day ago
64 Legion Way, Simcoe, ON , MLS #N13855682 , Image - 1

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64 Legion Way Angus, Essa, Simcoe, ON MLS® N13855682

Residential Freehold (Link)

$659900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
First time on the market! This beautifully maintained home, is finished top to bottom and is ready for its next family to move in and enjoy! This home
43 Photos
Last Updated : 2 Days ago
76 Anderson Road, Simcoe, ON , MLS #N14144394 , Image - 1

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76 Anderson Road Alliston, New Tecumseth, Simcoe, ON MLS® N14144394

Residential Freehold (Detached)

$779900.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 76 Anderson Rd, Alliston! This beautifully maintained 3-bedroom, 4- bathroom detached home with double door entrance offers comfortable liv
18 Photos
Last Updated : 2 Days ago
296 Crawford Street, Simcoe, ON , MLS #S14159002 , Image - 1

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296 Crawford Street Orillia, Simcoe, ON MLS® S14159002

Residential Freehold (Detached)

$549000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this 3 bedroom, 1 bathroom home in a quiet, family friendly neighbourhood. Oversized, extra deep attached 22' X 16' garage, provides plen
18 Photos
Last Updated : 2 Days ago
4-64 RIVER RD EAST River Road E, Simcoe, ON , MLS #S13657090 , Image - 1

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Unit-4, 4-64 RIVER RD EAST River Road E Wasaga Beach, Simcoe, ON MLS® S13657090

Residential Condo & Other (Condo Townhouse)

$599900.0
price drop iconPrice drop by 2.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
BONUS: ***CONDO FEES PAID IN FULL UNTIL SUMMER/EARLY FALL 2027 **** Enjoy the beautiful waterfront walkout condo, stunning sunsets, and easy lock-and-
12 Photos
Last Updated : 2 Days ago
605 Oxbow Park Drive, Simcoe, ON , MLS #S14155002 , Image - 1

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605 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S14155002

Residential Freehold (Detached)

$446000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
QUICK SALE PRICE - $446,000! Fully Renovated 2-Bedroom Detached Home in Wasaga Beach. Move-in ready and full of charm! This beautifully renovated home
50 Photos
Last Updated : 2 Days ago
25 South Island Trail, Simcoe, ON , MLS #S14118282 , Image - 1

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25 South Island Trail Brechin, Ramara, Simcoe, ON MLS® S14118282

Residential Freehold (Detached)

$1298888.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
EXCEPTIONAL WATERFRONT LIVING! This stunning, beautifully updated 3-bedroom, 3-bathroom home boasts an impressive 123 FT OF SHORELINE with direct boat
25 Photos
Last Updated : 2 Days ago
515 MAPLE Street, Simcoe, ON , MLS #S13722988 , Image - 1

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515 MAPLE Street Collingwood, Simcoe, ON MLS® S13722988

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 16.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming, affordable and well located in Collingwood. Tucked away on one of Collingwood's lovely tree streets, this adorable brick bungalow is a wonde
27 Photos
Last Updated : 2 Days ago
58 Stevenson Street, Simcoe, ON , MLS #N14160614 , Image - 1

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58 Stevenson Street Angus, Essa, Simcoe, ON MLS® N14160614

Residential Freehold (Detached)

$769900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BROWNLEY MEADOWS DETACHED | ANGUS, ON. Prime Brownley Meadows 2-story home in Angus features 4 bedrooms, 3 bathrooms, and an open-concept layout with
50 Photos
Last Updated : 2 Days ago
6171 Sheba Drive, Simcoe, ON , MLS #S13742964 , Image - 1

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6171 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13742964

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 8.3%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Country living with tons of potential in this 4 bedroom detached home on a beautiful 3/4 acre lot with access to Lake St. John across the road. Spacio
30 Photos
Last Updated : 2 Days ago
74 Buchanan Street, Simcoe, ON , MLS #S14126716 , Image - 1

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74 Buchanan Street Grove East, Barrie, Simcoe, ON MLS® S14126716

Residential Freehold (Detached)

$729900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 74 Buchanan Street-a beautifully renovated bungalow that has been thoughtfully upgraded from top to bottom with quality, style, and functio
50 Photos
Last Updated : 2 Days ago
1887 Ellis Road, Simcoe, ON , MLS #S13621210 , Image - 1

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1887 Ellis Road Coldwater, Severn, Simcoe, ON MLS® S13621210

Residential Freehold (Detached)

$1099999.0
price drop iconPrice drop by 8.3%
  • 3 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to your year-round waterfront retreat on beautiful MacLean Lake, offering direct access to Gloucester Pool & the Trent Severn Waterway. Set on
39 Photos
Last Updated : 2 Days ago
21 Kempenfelt Drive, Simcoe, ON , MLS #S14110668 , Image - 1

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Unit-308, 21 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® S14110668

Residential Condo & Other (Condo Apartment)

$665000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Beautifully Appointed | Move-In Ready | Along the Bay, in the Heart of the City. Enjoy a simpler lifestyle without compromising on quality, comfort or
48 Photos
Last Updated : 2 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
34 Photos
Last Updated : 2 Days ago
691 Rue Lafontaine Road W, Simcoe, ON , MLS #S14148054 , Image - 1

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691 Rue Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14148054

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover Your Own Private Sanctuary - Where Nature, Serenity & Beach Living Meet. Escape the everyday and embrace a slower, more peaceful way of life
6 Photos
Last Updated : 2 Days ago
7346 County Rd 9 Road, Simcoe, ON , MLS #S13248214 , Image - 1

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7346 County Rd 9 Road Creemore, Clearview, Simcoe, ON MLS® S13248214

Residential Freehold (Vacant Land)

$249999.0
price drop iconPrice drop by 16.4%
Enjoy excellent sun exposure on this beautiful, partially cleared lot, offering just over 3/4 of an acre of land and privacy, just minutes from the he
28 Photos
Last Updated : 2 Days ago
49 Red Oak Crescent, Simcoe, ON , MLS #S14160690 , Image - 1

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49 Red Oak Crescent Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S14160690

Residential Freehold (Detached)

$998000.0
  • 4 +4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
arely offered in the highly sought-after Shanty Bay community, this exceptional residence at 49 Red Oak Crescent presents a rare opportunity to own a
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