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Houses for Sale in Oro-Medonte ON Under $3 Million - P4

Showing results 91 - 120 of 245
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
18 Photos
Last Updated : 11 Days ago
47 Moon Point Drive, Simcoe, ON , MLS #S13238880 , Image - 1
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47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13238880

Residential Freehold (Detached)

$829000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Prime Lake Simcoe waterfront on a sought-after stretch of shoreline, offering 100 feet of pristine frontage with crystal-clear water, natural rocky sh
42 Photos
Last Updated : 11 Days ago
21 Ruby Ridge, Simcoe, ON , MLS #S13234586 , Image - 1

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21 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13234586

Residential Freehold (Detached)

$1279000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Pride of ownership in this immaculate newer raised bungalow with walk out. Oversized lot on 3/4 acres with no back neighbour and extended side yard wi
37 Photos
Last Updated : 12 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)

$420000.0
  • 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
3 Photos
Last Updated : 12 Days ago
Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township, Simcoe, ON , MLS #S12810596 , Image - 1
Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12810596

Residential Freehold (Vacant Land)

$259000.0
price drop iconPrice drop by 13.4%
  • < 700 sq-ft
Build your dream home on this prime piece of vacant land in the picturesque waterfront community of Hawkestone. This half-acre lot is ready for your c
50 Photos
Last Updated : 12 Days ago
4 Cheslock Crescent, Simcoe, ON , MLS #S13624030 , Image - 1

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4 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S13624030

Residential Freehold (Detached)

$1525000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional six bedroom family residence situated on nearly an acre of beautifully landscaped property in th
49 Photos
Last Updated : 12 Days ago
15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's
37 Photos
Last Updated : 12 Days ago
305 Bass Lake Side Road, Simcoe, ON , MLS #S13089270 , Image - 1

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305 Bass Lake Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13089270

Residential Freehold (Detached)

$2599000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
The Alexander Woodrow homestead built in 1903 is privately sited up a picturesque gated driveway surrounded by majestic maple trees and overlooking th
37 Photos
Last Updated : 12 Days ago
82 Huronwoods Drive, Simcoe, ON , MLS #S13622596 , Image - 1

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82 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13622596

Residential Freehold (Detached)

$779000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
A Private 1-Acre Sanctuary in the Heart of Sugarbush - Escape to your own private woodland paradise. Set far back from the road on a spectacular 1-acr
34 Photos
Last Updated : 12 Days ago
25 Grandview Crescent, Simcoe, ON , MLS #S13622434 , Image - 1

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25 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13622434

Residential Freehold (Detached)

$1799000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 25 Grandview Crescent, a waterfront retreat in beautiful Oro-Medonte offering 100 feet of private shoreline and exceptional outdoor living.
50 Photos
Last Updated : 13 Days ago
19 Reid's Ridge, Simcoe, ON , MLS #S12849496 , Image - 1

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19 Reid's Ridge Moonstone, Oro-Medonte, Simcoe, ON MLS® S12849496

Residential Freehold (Detached)

$1999900.0
price drop iconPrice drop by 9.1%
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
BIG PRICE ADJUSTMENT! This extraordinary estate, set on 8.6 acres, offers a thoughtfully designed layout that blends luxury, privacy, and functionalit
40 Photos
Last Updated : 13 Days ago
167 Lakeshore Road W, Simcoe, ON , MLS #S13525176 , Image - 1

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167 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13525176

Residential Freehold (Detached)

$1825000.0
price drop iconPrice drop by 2.7%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This exceptional lakefront home has been meticulously maintained and thoughtfully designed, offering the perfect blend of luxury, comfort, and everyda
32 Photos
Last Updated : 13 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S13206706 , Image - 1

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Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13206706

Residential Condo & Other (Condo Apartment)

$469900.0
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish corner unit condo facing the 18th hole, located in the heart of the Horseshoe Resort c
7 Photos
Last Updated : 13 Days ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13172278 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13172278

Residential Freehold (Vacant Land)

$283000.0
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
50 Photos
Last Updated : 13 Days ago
32 Valleycrest Drive, Simcoe, ON , MLS #S13157392 , Image - 1

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32 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13157392

Residential Freehold (Detached)

$938000.0
price drop iconPrice drop by 5.1%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 32 Valleycrest Drive in Horseshoe Valley, a custom-built walkout bungalow nestled in the heart of the sought-after Highlands neighbourhood.
50 Photos
Last Updated : 14 Days ago
102 Highland Drive, Simcoe, ON , MLS #S13556736 , Image - 1

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102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13556736

Residential Freehold (Detached)

$1249900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
COVETED HORSESHOE VALLEY BUNGALOW WITH OVER 3,750 SQ FT, A WALKOUT BASEMENT, & A PRIVATE TREED BACKYARD! Buy the address for ski days, golf mornings,
16 Photos
Last Updated : 14 Days ago
712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

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712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$448000.0
  • 1 Beds
  • 700-1100 sq-ft
Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,
42 Photos
Last Updated : 14 Days ago
13 Barnes Drive, Simcoe, ON , MLS #S13181324 , Image - 1

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13 Barnes Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13181324

Residential Freehold (Detached)

$1949900.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Discover refined estate living in an exclusive enclave of prestigious, municipally serviced homes, ideally situated approximately 45 minutes from the
25 Photos
Last Updated : 14 Days ago
14 Muir Drive, Simcoe, ON , MLS #S13159170 , Image - 1

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14 Muir Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13159170

Residential Freehold (Modular Home)

$334900.0
price drop iconPrice drop by 1.5%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this charming and well-maintained 3-bedroom modular home. From the moment you step inside, you'll appreciate the bright, open feel of the l
22 Photos
Last Updated : 14 Days ago
11 Woodland Crescent, Simcoe, ON , MLS #S12922472 , Image - 1

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11 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12922472

Residential Freehold (Detached)

$1249999.0
price drop iconPrice drop by 12.0%
  • 3 +3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional, one-of-a-kind home in the highly sought-after community of Simcoe Estates. Situated on a private, mature lot spanning ove
49 Photos
Last Updated : 14 Days ago
33 Elvyn Crescent, Simcoe, ON , MLS #S13142250 , Image - 1

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33 Elvyn Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13142250

Residential Freehold (Detached)

$1225000.0
price drop iconPrice drop by 5.7%
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
STUNNING UPDATED FAMILY BUNGALOW -- JUST MOVE IN! Discover the perfect blend of modern style and functional living in this meticulously updated 5 bedr
40 Photos
Last Updated : 15 Days ago
1940 6 Line N, Simcoe, ON , MLS #S13507106 , Image - 1

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1940 6 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13507106

Residential Freehold (Detached)

$1999900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Lifestyle Meets Luxury! Quality New Custom smart Home With Over 4,100+ Sqft Of Available Living Space. Atop Of 2.5 High And Dry Acres Set Around Pictu
48 Photos
Last Updated : 15 Days ago
2381 11 Highway, Simcoe, ON , MLS #S13611554 , Image - 1

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2381 11 Highway Guthrie, Oro-Medonte, Simcoe, ON MLS® S13611554

Residential Freehold (Detached)

$630000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Set on a large double lot spanning approximately 1.85 acres, this 3-bedroom, 2-bathroom home offers space, versatility, and a convenient location in t
37 Photos
Last Updated : 15 Days ago
32 Oneida Avenue, Simcoe, ON , MLS #S13438968 , Image - 1

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32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13438968

Residential Freehold (Detached)

$749900.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
MOTIVATED SELLER! All offers welcome - Private oasis among the trees! Nestled at the end of a quiet cul-de-sac in the heart of Sugarbush, 32 Oneida Av
25 Photos
Last Updated : 15 Days ago
5477 Line 7 Lane N, Simcoe, ON , MLS #S13585946 , Image - 1

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5477 Line 7 Lane N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13585946

Residential Freehold (Vacant Land)

$899000.0
Rarely does a property of this scale and setting come to market. This 10.9-acre parcel in Oro-Medonte is ideal for a private custom estate home or for
50 Photos
Last Updated : 15 Days ago
11 Basswood Circle, Simcoe, ON , MLS #S13557930 , Image - 1

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11 Basswood Circle Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13557930

Residential Freehold (Detached)

$1299999.0
  • 3 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Tucked away in the serene landscape of Oro-Medonte, 11 Basswood Circle is a one-of-a-kind 3+2 bedroom, 4-bathroom bungaloft that captures the essence
40 Photos
Last Updated : 16 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
50 Photos
Last Updated : 16 Days ago
24 Brambel Road, Simcoe, ON , MLS #S13461916 , Image - 1

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24 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13461916

Residential Freehold (Detached)

$1120000.0
  • 4 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled among mature trees and beautifully landscaped grounds on a private waterfront road with shoreline access to Lake Simcoe, this custom-built hom
42 Photos
Last Updated : 16 Days ago
1189 Woodland Drive, Simcoe, ON , MLS #S13607388 , Image - 1

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1189 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13607388

Residential Freehold (Detached)

$2999900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Some properties offer waterfront. Others offer a lifestyle that simply can't be replicated. From the curb appeal to the breathtaking lake views the mo
28 Photos
Last Updated : 16 Days ago
49 Red Oak Crescent, Simcoe, ON , MLS #S13607350 , Image - 1

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49 Red Oak Crescent Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13607350

Residential Freehold (Detached)

$1488000.0
  • 4 +4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Rarely offered in the highly sought-after Shanty Bay community, this exceptional residence at 49 Red Oak Crescent presents a rare opportunity to own a
30 Photos
Last Updated : 17 Days ago
46 Pine Ridge Trail, Simcoe, ON , MLS #S13597980 , Image - 1

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46 Pine Ridge Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13597980

Residential Freehold (Detached)

$1225000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 46 Pine Ridge Trail in beautiful Horseshoe Valley. Located on one of the most sought after streets for mountain biking, cross country skii
Shortlisted Properties
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