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Houses for Sale in Oro-Medonte ON Under $2 Million

Showing results 1 - 30 of 126

Are you looking for houses under $2m for sale in Oro-Medonte ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Oro-Medonte. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Oro-Medonte. Whether you’re looking to buy houses under under $2m in Oro-Medonte ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Oro-Medonte houses for sale under under $2m, including freehold homes, condos, and commercial properties.


Last Updated: December 29, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
39 Photos
Last Updated : 2 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1
Image With Blur overlay

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
28 Photos
Last Updated : 5 Days ago
8570 Hwy 12 N/A, Simcoe, ON , MLS #S12648182 , Image - 1

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8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12648182

Residential Freehold (Detached)

$799900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor
37 Photos
Last Updated : 5 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #S12648186 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12648186

Residential Freehold (Detached)

$849000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST
38 Photos
Last Updated : 6 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S12647840 , Image - 1

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Unit-203, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12647840

Residential Condo & Other (Condo Apartment)

$427700.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Looking for that perfect winter or summer getaway! This one has it all, This 2 Bedroom (Primary + Den - Has Double Closet & Could be 2nd bedroom), 2 F
38 Photos
Last Updated : 9 Days ago
3316 Line 4 N/A N, Simcoe, ON , MLS #S12643848 , Image - 1

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3316 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12643848

Residential Freehold (Detached)

$1699900.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
2024-BUILT 4,200+ SQ FT CHALET-STYLE RESIDENCE MEETS FOUR-SEASON ADVENTURE IN HORSESHOE VALLEY! Indulge in the artistry of modern design at this custo
50 Photos
Last Updated : 12 Days ago
326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

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326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0
  • 3 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig
22 Photos
Last Updated : 13 Days ago
5 Breanna Boulevard, Simcoe, ON , MLS #S12636432 , Image - 1

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5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12636432

Residential Freehold (Detached)

$1465000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on a 0.75-acre lot, this stunning custom-built home offers breathtaking sunrise views from the backyard
44 Photos
Last Updated : 13 Days ago
17 Sugarbush Road, Simcoe, ON , MLS #S12329321 , Image - 1

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17 Sugarbush Road Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12329321

Residential Freehold (Detached)

$799900.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 17 Sugarbush Road, Oro-Medonte - where community, comfort & outdoor living come together. Whether you're seeking an escape from city life,
8 Photos
Last Updated : 17 Days ago
17 Maple Ridge Road, Simcoe, ON , MLS #S12629488 , Image - 1

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17 Maple Ridge Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12629488

Residential Freehold (Vacant Land)

$799900.0
  • < 700 sq-ft
BUILDING LOT IN ONE OF ORO-MEDONTE'S MOST PRESTIGIOUS ENCLAVES SURROUNDED BY MULTI-MILLION-DOLLAR HOMES! Dreaming of building a luxury residence in a
2 Photos
Last Updated : 19 Days ago
3 Meadow Acres Road, Simcoe, ON , MLS #S12473408 , Image - 1
3 Meadow Acres Road Warminister, Oro-Medonte, Simcoe, ON MLS® S12473408

Residential Freehold (Detached)

$1380000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
In the heart of Warminster, Oro-Medonte, this Brand new Modern Farmhouse Bungalow by Adall Homes sits on a large executive almost 1 acre lot in new Es
40 Photos
Last Updated : 20 Days ago
129 Bass Line, Simcoe, ON , MLS #S12612242 , Image - 1

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129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12612242

Residential Freehold (Detached)

$1650000.0
  • 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
11 Photos
Last Updated : 20 Days ago
53 Scarlett Line, Simcoe, ON , MLS #S12610252 , Image - 1

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53 Scarlett Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12610252

Residential Freehold (Vacant Land)

$1500000.0
  • < 700 sq-ft
An Outstanding 171-Acre Investment Opportunity In Oro-Medonte, Minutes From Barrie, Midland, And Orillia With Quick Access To Highway 400 And Located
31 Photos
Last Updated : 24 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12472855 , Image - 1

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Unit-311, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12472855

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
26 Photos
Last Updated : 26 Days ago
83 Hummingbird Hill Road, Simcoe, ON , MLS #S12466079 , Image - 1

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83 Hummingbird Hill Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12466079

Residential Freehold (Farm)

$1350000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perched high above the rolling countryside, this spectacular vantage point offers uninterrupted sunrise and
38 Photos
Last Updated : 26 Days ago
53 SLALOM Drive, Simcoe, ON , MLS #S12595268 , Image - 1

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53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12595268

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
PRICED TO SELL! Welcome to 53 Slalom Rd in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie
50 Photos
Last Updated : 26 Days ago
24 Diamond Valley Drive, Simcoe, ON , MLS #S12575762 , Image - 1

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24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12575762

Residential Freehold (Detached)

$1450000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to the highly sought out area of the Sugarbush Community in Maplewood Estate. Raised Brick & Stone Bungalow with Full Walkout (Separate Entran
21 Photos
Last Updated : 26 Days ago
143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

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143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1899900.0
price drop iconPrice drop by 5.0%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to
50 Photos
Last Updated : 27 Days ago
1535 15/16 Side Road E, Simcoe, ON , MLS #S12377581 , Image - 1

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1535 15/16 Side Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12377581

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 17.2%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your perfect blend of peaceful country charm and commuter-friendly convenience! This spacious 4-bedroom, 1.5-bathroom home is ideally locat
28 Photos
Last Updated : 27 Days ago
17 Clydesdale Court, Simcoe, ON , MLS #S12454302 , Image - 1

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17 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12454302

Residential Freehold (Detached)

$1549000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning newly-built four bedroom, four bathroom home set on an expansive 1.028-acre lot in the highly sough
30 Photos
Last Updated : 30 Days ago
552 10 Line S, Simcoe, ON , MLS #S12304965 , Image - 1

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552 10 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12304965

Residential Freehold (Vacant Land)

$999000.0
  • 1100-1500 sq-ft
96 Acres of Opportunity, First Time Available in Over 65 Years! Discover the perfect blend of space, location, and potential with this expansive 96-ac
40 Photos
Last Updated : 33 Days ago
1691 4th Line N, Simcoe, ON , MLS #S12558758 , Image - 1

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1691 4th Line N Edgar, Oro-Medonte, Simcoe, ON MLS® S12558758

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 1.6%
  • 2 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome To 1691 Line 4 North In The Lovely Community Of Edgar. Prime Location In Growing Community. A Commuters Dream! 5 Minutes To Highway 400, 10 Mi
29 Photos
Last Updated : 33 Days ago
2447 Ridge Road W, Simcoe, ON , MLS #S12577786 , Image - 1

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2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12577786

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been wa
18 Photos
Last Updated : 34 Days ago
126 Brambel Road, Simcoe, ON , MLS #S12446206 , Image - 1

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126 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12446206

Residential Freehold (Detached)

$1675000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a seren
32 Photos
Last Updated : 38 Days ago
47 Lakeshore Road W, Simcoe, ON , MLS #S12566690 , Image - 1

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47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12566690

Residential Freehold (Detached)

$799000.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming cottage-style bungalow located in the family-friendly waterfront community of Oro-Medonte. Situated on a quiet road, this inv
34 Photos
Last Updated : 40 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S12527924 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12527924

Residential Freehold (Detached)

$1925000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those wh
23 Photos
Last Updated : 41 Days ago
1601 Penetanguishene Road, Simcoe, ON , MLS #S12483090 , Image - 1

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1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12483090

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
HALF-ACRE COUNTRY LIVING WITH A POOL, HOT TUB, BUNKIE, WORKSHOP, & COZY INTERIOR! Life feels bigger, brighter, and a whole lot more fun on this half-a
39 Photos
Last Updated : 42 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S12437962 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S12437962

Residential Freehold (Detached)

$1299000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle youve been dreaming of in this extraordinary home, set on a fully
47 Photos
Last Updated : 42 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S12533430 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12533430

Residential Freehold (Detached)

$1699900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
104 FEET OF IDYLLIC LAKE SIMCOE SHORELINE, WHERE SUNRISE SERENITY MEETS TIMELESS ELEGANCE! Set on a peaceful street in a coveted Oro community, this h
40 Photos
Last Updated : 44 Days ago
35 Howard Drive, Simcoe, ON , MLS #S12406274 , Image - 1

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35 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12406274

Residential Freehold (Detached)

$999999.0
price drop iconPrice drop by 4.8%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to Harbourwood in Oro-Station! This beautifully renovated 2-storey offers over 3,000 sq. ft. of living space and a sought-after lake lifestyle
18 Photos
Last Updated : 47 Days ago
3588 13 Line N, Simcoe, ON , MLS #S12534786 , Image - 1

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3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12534786

Residential Freehold (Detached)

$1999999.0
  • 6 Beds
  • 4 Baths
  • 5000 + sq-ft
MUST BE SEEN: Exquisite 5500+ square foot custom-built luxury modern farmhouse home with panoramic country views. This home is filled with thoughtful
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