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New Listings in Oro-medonte, ON - P2

Showing results 31 - 60 of 70
Last Updated: August 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
8 Photos
Last Updated : 3 Days ago
Pt Lt 19 Line 8N N/A, Simcoe, ON , MLS #S13475774 , Image - 1
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Pt Lt 19 Line 8N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13475774

Residential Freehold (Vacant Land)

$289900.0
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
42 Photos
Last Updated : 3 Days ago
3734 Line 12 N/A N, Simcoe, ON , MLS #S13468534 , Image - 1

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3734 Line 12 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13468534

Residential Freehold (Rural Residential)

$1699900.0
price drop iconPrice drop by 9.8%
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Improved Price! Welcome to Horseshoe Valley Farm, an exceptional 87-acre country estate in one of Central Ontario's most desirable four-season destina
19 Photos
Last Updated : 3 Days ago
4532 Line 5 N/A N, Simcoe, ON , MLS #S13444970 , Image - 1

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4532 Line 5 N/A N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13444970

Residential Freehold (Detached)

$1249000.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Experience The Best Of Country Living And Four-Season Recreation In This Extensively Renovated Home Offering More Than 4,500 Square Feet Of Finished L
37 Photos
Last Updated : 3 Days ago
5395 Line 8 N/A N, Simcoe, ON , MLS #S13441562 , Image - 1

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5395 Line 8 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13441562

Residential Freehold (Detached)

$1399900.0
  • 3 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home set on over an acre, surrounded by hundreds of acres of tranquil forest and rolling farmland
49 Photos
Last Updated : 3 Days ago
2700 Line 4 N/A N, Simcoe, ON , MLS #S13223608 , Image - 1

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2700 Line 4 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13223608

Residential Freehold (Detached)

$1399900.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley. Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape
39 Photos
Last Updated : 3 Days ago
2484 Highway 11 N/A S, Simcoe, ON , MLS #S13198400 , Image - 1

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2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S13198400

Residential Freehold (Detached)

$999000.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraordinary home, set on a full
39 Photos
Last Updated : 3 Days ago
10195 Highway 12 N/A W, Simcoe, ON , MLS #S13155114 , Image - 1

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10195 Highway 12 N/A W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13155114

Residential Freehold (Farm)

$2299900.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A TRUE LIVE-WORK PROPERTY WITH A RETAIL STORE, OFFICE, MULTIPLE OUTBUILDINGS & OVER 95 ACRES TO GROW YOUR VISION! This picture-worthy property offers
40 Photos
Last Updated : 3 Days ago
771 Line 7 N/A S, Simcoe, ON , MLS #S13138764 , Image - 1

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771 Line 7 N/A S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13138764

Residential Freehold (Detached)

$809000.0
price drop iconPrice drop by 4.7%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Your search is over! Beautifully maintained bungalow situated on a stunning private 1.5-acre lot in desirable Oro-Medonte. This spacious home features
3 Photos
Last Updated : 3 Days ago
10058 Highway 12 N/A, Simcoe, ON , MLS #S13088712 , Image - 1
10058 Highway 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13088712

Residential Freehold (Vacant Land)

$289900.0
price drop iconPrice drop by 20.6%
Top 5 Reasons You Will Love This Property: 1) Expansive property spanning over an acre with impressive 199'x231' dimensions, offering exceptional priv
50 Photos
Last Updated : 3 Days ago
1290 A Line 15 N/A N, Simcoe, ON , MLS #S13067630 , Image - 1

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1290 A Line 15 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13067630

Residential Freehold (Detached)

$2289000.0
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to serene Bass Lake living at one of Oro-Medonte's most coveted waterfront locations. Nestled on a beautifully treed lot with direct lake acce
13 Photos
Last Updated : 3 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
22 Photos
Last Updated : 3 Days ago
600 14TH LINE SOUTH N/A, Simcoe, ON , MLS #S12755740 , Image - 1

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600 14TH LINE SOUTH N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12755740

Residential Freehold (Vacant Land)

$1299000.0
price drop iconPrice drop by 6.5%
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
39 Photos
Last Updated : 3 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S13120274 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13120274

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
16 Photos
Last Updated : 3 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
16 Photos
Last Updated : 3 Days ago
552 10 Line S, Simcoe, ON , MLS #S13457534 , Image - 1

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552 10 Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13457534

Residential Freehold (Vacant Land)

$849000.0
96 Acres of Opportunity - Discover the perfect blend of space, location, and potential with this expansive 96-acre parcel at 552 Line 10 S, Oro-Medont
43 Photos
Last Updated : 3 Days ago
3 Thoroughbred Drive, Simcoe, ON , MLS #S13650378 , Image - 1

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3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13650378

Residential Freehold (Detached)

$1399900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern country style 1655sf bungalow in prestigious Braestone with w/o bsmt, inlaw suite, elevator, generator, inground pool and 3 car man cave heated
45 Photos
Last Updated : 3 Days ago
1415 15 16 Side Road E, Simcoe, ON , MLS #S13648774 , Image - 1

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1415 15 16 Side Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13648774

Residential Freehold (Detached)

$1098000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Elegance meets nature in this exceptional custom-built bungalow, nestled in the heart of Oro-Medonte. Situated on a premium 109' x 198' landscaped end
42 Photos
Last Updated : 3 Days ago
24 Woodland Crescent, Simcoe, ON , MLS #S13649914 , Image - 1

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24 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13649914

Residential Freehold (Detached)

$1275000.0
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Sprawling Bungalow over 5300 sq ft on 1.87 Acres, surrounded by forest and private. This unique home offers the potential for in law suite and/or the
46 Photos
Last Updated : 3 Days ago
34 Merrington Avenue, Simcoe, ON , MLS #S13631698 , Image - 1

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34 Merrington Avenue Warminster, Oro-Medonte, Simcoe, ON MLS® S13631698

Residential Freehold (Detached)

$998000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Some houses you tour and move on. This one you tour and start measuring furniture.34 Merrington Avenue sits on nearly three-quarters of an acre at the
50 Photos
Last Updated : 3 Days ago
12 Pinetree Drive, Simcoe, ON , MLS #S13517436 , Image - 1

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12 Pinetree Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13517436

Residential Freehold (Detached)

$1589000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
The Apex Of Luxury Living: 12 Pinetree Drive, Oro-Medonte. Welcome To 12 Pinetree Drive, A Masterpiece Of Modern Luxury Situated In The Highly Coveted
50 Photos
Last Updated : 3 Days ago
114 11th Line S, Simcoe, ON , MLS #S13572456 , Image - 1

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114 11th Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13572456

Residential Freehold (Detached)

$1299000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spacious brick ranch bungalow on a 1.485 acre lot, surrounded by mixed forest and adjacent to a wetland, offering the privacy you have been longing fo
26 Photos
Last Updated : 3 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
16 Photos
Last Updated : 4 Days ago
741 Ingram Road, Simcoe, ON , MLS #S13574120 , Image - 1

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741 Ingram Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13574120

Residential Freehold (Detached)

$1299000.0
  • 1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This truly rare 80-acre property offers exceptional privacy and natural beauty with seven scenic ravines, ki
20 Photos
Last Updated : 4 Days ago
82 Diamond Valley Drive, Simcoe, ON , MLS #S13647218 , Image - 1

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82 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13647218

Residential Freehold (Detached)

$1114999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
FOREST VIEWS, ELEVATED FINISHES, & A WALKOUT BASEMENT - YOUR PRIVATE HALF-ACRE RETREAT IN SUGARBUSH AWAITS! Tucked away on a quiet street in Sugarbush
30 Photos
Last Updated : 4 Days ago
26 Cathedral Pines Road, Simcoe, ON , MLS #S13646460 , Image - 1

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26 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13646460

Residential Freehold (Detached)

$1349000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens
44 Photos
Last Updated : 4 Days ago
6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

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6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 5.8%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 6 Caldwell Drive! This newer, luxurious home was custom built for the owner, and offers over 4400 square feet of finished living space - al
46 Photos
Last Updated : 4 Days ago
16 Chestnut Lane, Simcoe, ON , MLS #S13457076 , Image - 1

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16 Chestnut Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13457076

Residential Freehold (Detached)

$1199900.0
  • 2 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Experience refined single-level living in this custom Crown Point-built executive bungalow offering over 3,400 sq.ft. of finished living space, set on
50 Photos
Last Updated : 5 Days ago
11 Nevis Ridge Drive, Simcoe, ON , MLS #S13207526 , Image - 1

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11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13207526

Residential Freehold (Detached)

$2100000.0
  • 3 +3 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Eleven Nevis Ridge is a rare Scandinavian scribe Western red cedar log home - a hand-fitted, one-of-a-kind retreat tucked at the end of a quiet cul-de
29 Photos
Last Updated : 5 Days ago
8 Claremont Crescent, Simcoe, ON , MLS #S13633578 , Image - 1

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8 Claremont Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13633578

Residential Freehold (MobileTrailer)

$269000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to a country setting in Fergushill Estates. Close to town with many amenities and several Lakes close by. The convenient Front Entrance throug
45 Photos
Last Updated : 5 Days ago
12 Oakmont Avenue, Simcoe, ON , MLS #S13636814 , Image - 1

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12 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13636814

Residential Freehold (Detached)

$839900.0
  • 2 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
PRESENTING 12 Oakmont Avenue in the exceptional community of Horseshoe Valley, nestled in Simcoe County's Oro-Medonte - the perfect blend of recreatio
Shortlisted Properties
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