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Houses for Sale in Oro-Medonte ON Under $5 Million - P7

Showing results 181 - 210 of 236
Last Updated: October 02, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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50 Photos
Last Updated : 36 Days ago
20 Northland Court, Simcoe, ON , MLS #S13719216 , Image - 1
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20 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13719216

Residential Freehold (Detached)

$1499000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to the highly sought-after community of Craighurst Crossings, where this brand-new, never-lived-in Caston model home offers exceptional upgrad
5 Photos
Last Updated : 36 Days ago
21 Pearsall Place, Simcoe, ON , MLS #S13718054 , Image - 1
21 Pearsall Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13718054

Residential Freehold (Detached)

$1495000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Discover exceptional luxury living in the highly sought-after, sold-out Eagles' Rest Estates in Oro-Medonte. Situated on a premium 75-foot estate lot,
37 Photos
Last Updated : 37 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S13621532 , Image - 1

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Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13621532

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 4.8%
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to your Four Seasons Get-Away in Fabulous Horseshoe Valley! Live and Play here all year or simply use this as your Vacation Destination! Th
7 Photos
Last Updated : 37 Days ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13715376 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13715376

Residential Freehold (Vacant Land)

$260000.0
A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real
6 Photos
Last Updated : 42 Days ago
17 Valleyview Drive, Simcoe, ON , MLS #S13702114 , Image - 1

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17 Valleyview Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13702114

Residential Freehold (Vacant Land)

$225000.0
Over Half An Acre To Create Something Entirely Your Own In Moonstone! Set on a quiet cul-de-sac among impressive custom-built homes in an established
26 Photos
Last Updated : 42 Days ago
3439 Line 7 North N/A, Simcoe, ON , MLS #S13682460 , Image - 1

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3439 Line 7 North N/A Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13682460

Residential Freehold (Farm)

$1899000.0
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
A rare opportunity to own a versatile 50+ acre farm property in a desirable Oro-Medonte location, set on a paved road just minutes from Horseshoe Vall
12 Photos
Last Updated : 42 Days ago
168 PETER Street E, Simcoe, ON , MLS #S13701510 , Image - 1

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168 PETER Street E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13701510

Residential Freehold (Vacant Land)

$419900.0
Here's why 168 Peter Street East could be your next move: 4.9 WOODED ACRES - With approximately 200 feet of frontage and over 1,000 feet of depth, thi
22 Photos
Last Updated : 43 Days ago
600 14TH LINE SOUTH N/A, Simcoe, ON , MLS #S13696688 , Image - 1

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600 14TH LINE SOUTH N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13696688

Residential Freehold (Vacant Land)

$1199900.0
A 146-acre legacy property in the heart of Oro-Medonte's most established estate corridor - minutes from Carthew Bay, the Lake Simcoe shoreline, and t
36 Photos
Last Updated : 43 Days ago
15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

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15 Radome Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13687428

Residential Freehold (Detached)

$1995000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where luxury meets nature! Outstanding curb appeal features a covered front
50 Photos
Last Updated : 43 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13695108 , Image - 1

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Unit-2494/2495, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13695108

Residential Condo & Other (Condo Apartment)

$569900.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
RARE INVESTMENT & FOUR-SEASON GETAWAY! Welcome to 90 Highland Dr, Units 2494 & 2495, in the sought-after Carriage Hills/Horseshoe Valley community. Th
24 Photos
Last Updated : 44 Days ago
209 15/16 Sideroad N/A E, Simcoe, ON , MLS #S13691446 , Image - 1

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209 15/16 Sideroad N/A E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13691446

Residential Freehold (Vacant Land)

$1295000.0
Exceptional opportunity in the heart of Oro-Medonte. This approx 33 AC property offers a unique combination of usable acreage, existing improvements,
15 Photos
Last Updated : 45 Days ago
4 Campbell Avenue, Simcoe, ON , MLS #S13617852 , Image - 1

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4 Campbell Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13617852

Residential Freehold (Detached)

$829900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Family-friendly. Functional. Well-Maintained. Nestled in an Oro-Medonte neighbourhood just steps from Lake Simcoe, this solid brick bungalow offers co
44 Photos
Last Updated : 45 Days ago
6170 4 Line N, Simcoe, ON , MLS #S13668482 , Image - 1

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6170 4 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13668482

Residential Freehold (Detached)

$699000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Historic Charm, Happily Reimagined & Surrounded By Country Serenity! Built in 1887 and wrapped in mature trees on 1.66 acres, this farmhouse has a sto
40 Photos
Last Updated : 46 Days ago
3225 10 Line N, Simcoe, ON , MLS #S13609502 , Image - 1

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3225 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13609502

Residential Freehold (Detached)

$1249000.0
  • 3 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolute Dream Home! Set On A Private, Park-Like 2-Acre Lot In One Of Oro-Medonte's Most Desirable Locations, This Stunning Custom-Built Home Offers L
47 Photos
Last Updated : 46 Days ago
2289 Lakeshore Road E, Simcoe, ON , MLS #S13594762 , Image - 1

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2289 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13594762

Residential Freehold (Detached)

$1690000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy 60 feet of crystal-clear Lake Simcoe waterfront with a shallow, rocky shoreline, ideal for swimming, boating, and family fun. Perfectly position
32 Photos
Last Updated : 49 Days ago
47 Lakeshore Road W, Simcoe, ON , MLS #S13670584 , Image - 1

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47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13670584

Residential Freehold (Detached)

$650000.0
  • 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
16 Photos
Last Updated : 49 Days ago
5609 Line 4 N/A N, Simcoe, ON , MLS #S13672416 , Image - 1

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5609 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672416

Residential Freehold (Vacant Land)

$399999.0
Top 5 Reasons You Will Love This Property: 1) Picturesque 3.16-acre building lot in the desirable Moonstone Mount St. Louis area, offering a peaceful
49 Photos
Last Updated : 50 Days ago
91 Moon Point Drive, Simcoe, ON , MLS #S13663358 , Image - 1

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91 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663358

Residential Freehold (Detached)

$1525000.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Lake Simcoe Waterfront all on one level where effortless waterfront living meets incredible convenience. This 4 bedroom, 3 1/2 bath bungalow offers NO
28 Photos
Last Updated : 50 Days ago
26 Lakeshore Road W, Simcoe, ON , MLS #S13672062 , Image - 1

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26 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13672062

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Discover this charming private property (1.4 acre square lot) just steps from Lake Simcoe, nestled in a tranquil opulent area surrounded by luxurious
8 Photos
Last Updated : 52 Days ago
Pt Lt 19 Line 8N N/A, Simcoe, ON , MLS #S13663050 , Image - 1

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Pt Lt 19 Line 8N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663050

Residential Freehold (Vacant Land)

$249900.0
Top 5 Reasons You Will Love This Property: 1) Fantastic opportunity to own 2.3 acres in beautiful, Oro-Medonte 2) Build a dream home on a wooded prope
10 Photos
Last Updated : 54 Days ago
1017 Line 8 North Line, Simcoe, ON , MLS #S13655598 , Image - 1

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1017 Line 8 North Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13655598

Residential Freehold (Vacant Land)

$479900.0
*** AN EXCEPTIONAL OPPORTUNITY FOR BUILDERS, DEVELOPERS, OR ANYONE READY TO CREATE THEIR DREAM HOME * THIS PICTURESQUE 2.03-ACRE PARCEL (285 X 310) SI
37 Photos
Last Updated : 56 Days ago
127 Shoreline Drive, Simcoe, ON , MLS #S13490490 , Image - 1

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127 Shoreline Drive Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13490490

Residential Freehold (Detached)

$1539900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Peaceful. Waterfront. Timeless. Where peaceful mornings on the lake and easy access to city amenities come together. Perfectly positioned between Barr
28 Photos
Last Updated : 56 Days ago
8570 Hwy 12 N/A, Simcoe, ON , MLS #S13609524 , Image - 1

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8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13609524

Residential Freehold (Detached)

$779900.0
  • 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
43 Photos
Last Updated : 56 Days ago
5645 Line 8 N/A N, Simcoe, ON , MLS #S13547518 , Image - 1

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5645 Line 8 N/A N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13547518

Residential Freehold (Detached)

$979900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled on an expansive 1.5-acre treed lot offering a peaceful and serene rural retreat with endless outdoor
13 Photos
Last Updated : 56 Days ago
PTL 26 & PTL 27, CON 7, ORO N/A, Simcoe, ON , MLS #S13053910 , Image - 1

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PTL 26 & PTL 27, CON 7, ORO N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13053910

Residential Freehold (Farm)

$1250000.0
  • < 700 sq-ft
Discover a rare opportunity on this expansive 64-acre parcel ideally located in the heart of Oro-Medonte, adjacent to the prestigious Harbourwood Esta
16 Photos
Last Updated : 56 Days ago
253 Craig Side Road, Simcoe, ON , MLS #S13114122 , Image - 1

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253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S13114122

Residential Freehold (Triplex)

$899900.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers so much, so quit clicking for a moment to see if this opportunity on 2.6 acres and only 10 minutes to beautiful Mount St. Louis M
26 Photos
Last Updated : 56 Days ago
74 Ruby Ridge, Simcoe, ON , MLS #S13648262 , Image - 1

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74 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13648262

Residential Freehold (Detached)

$1098000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 74 Ruby Ridge-a brand-new, never-lived-in 2,170 sq. ft. bungalow set on a massive, picturesque 0.7-acre greenbelt lot (99' x 310') in beaut
50 Photos
Last Updated : 58 Days ago
18 Bridle Path, Simcoe, ON , MLS #S13632620 , Image - 1

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18 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13632620

Residential Freehold (Detached)

$1249900.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover refined bungalow living in the heart of prestigious Horseshoe Valley. With over 2,000 sq. ft. on the main level, this exceptional all brick c
26 Photos
Last Updated : 61 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
50 Photos
Last Updated : 62 Days ago
183 Lakeshore Road W, Simcoe, ON , MLS #S13628308 , Image - 1

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183 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628308

Residential Freehold (Detached)

$2850000.0
  • 4 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional luxury waterfront estate on Lake Simcoe, offering over 97 feet of private shoreline in sought-after Oro-Medonte. Ideally l
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