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Oro-medonte Detached Houses for Sale - P2

Showing results 31 - 60 of 188
Last Updated: August 08, 2026
  • New Listings
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  • Bedrooms(Hi-Lo)
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44 Photos
Last Updated : 2 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
38 Photos
Last Updated : 2 Days ago
4892 5 Line N, Simcoe, ON , MLS #S13520810 , Image - 1

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4892 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13520810

Residential Freehold (Detached)

$1195000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
50 acres of all you want , a great location , privacy . peace and quite , wildlife aplenty, rolling landscape with a mix of open areas and woods , pa
46 Photos
Last Updated : 2 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
41 Photos
Last Updated : 2 Days ago
1440 2 Line N, Simcoe, ON , MLS #S13611426 , Image - 1

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1440 2 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13611426

Residential Freehold (Detached)

$1189000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to the dream home you've been searching for! This inviting 4 Bedroom, 3 bathroom bungalow offering open concept floor plan and versatile walk-
Open House : Sun Aug 09, 01:00 PM to 03:00 PM
50 Photos
Last Updated : 2 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
45 Photos
Last Updated : 2 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
20 Photos
Last Updated : 3 Days ago
6 Rosemarie Drive, Simcoe, ON , MLS #S13640898 , Image - 1

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6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13640898

Residential Freehold (Detached)

$819900.0
  • 3 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
THE UPDATES ARE DONE, THE DECK IS CALLING & THE REC ROOM HAS SPACE FOR EVERYONE! Set on a generous 97 x 135 ft lot in a quiet neighbourhood near Lake
41 Photos
Last Updated : 3 Days ago
11 Pinetree Drive, Simcoe, ON , MLS #S13535282 , Image - 1

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11 Pinetree Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13535282

Residential Freehold (Detached)

$1473900.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to your home at Eagles' Rest Estates - an exclusive luxury enclave of private estate homes, surrounded by lush, majestic greenery. Enjoy appro
40 Photos
Last Updated : 3 Days ago
4201 8 Line N, Simcoe, ON , MLS #S13454558 , Image - 1

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4201 8 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13454558

Residential Freehold (Detached)

$1525000.0
  • 4 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Country charm and wide-open space come together on this beautiful 47-acre property, complete with great fields, a river stream, and a stunning creek -
18 Photos
Last Updated : 3 Days ago
6 Slalom Drive, Simcoe, ON , MLS #S13639452 , Image - 1

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6 Slalom Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13639452

Residential Freehold (Detached)

$657500.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
PRIVATE CHALET RETREAT NESTLED IN NATURE WITH FOUR-SEASON OUTDOOR RECREATION AT YOUR DOORSTEP! Imagine waking up surrounded by towering trees, steppin
39 Photos
Last Updated : 3 Days ago
17 Bridle Path, Simcoe, ON , MLS #S13232422 , Image - 1

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17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13232422

Residential Freehold (Detached)

$1299999.0
price drop iconPrice drop by 1.9%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning log-style chalet nestled in the heart of Horseshoe Valley, Oro-Medonte - one of Ontario's most sought-after four-season commu
50 Photos
Last Updated : 3 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
Open House : Sat Aug 08, 12:00 PM to 02:00 PM
35 Photos
Last Updated : 3 Days ago
1988 Warminster Side Road, Simcoe, ON , MLS #S13638042 , Image - 1

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1988 Warminster Side Road Warminster, Oro-Medonte, Simcoe, ON MLS® S13638042

Residential Freehold (Detached)

$849500.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 1988 Warminster Sideroad, located in the heart of beautiful Oro-Medonte. Lovingly maintained by its original owners since it was built in 2
42 Photos
Last Updated : 4 Days ago
182 Moon Point Drive, Simcoe, ON , MLS #S13624062 , Image - 1

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182 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13624062

Residential Freehold (Detached)

$754000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning double back lot on Moon Point Road offering serene Lake Simcoe views from a large private property
46 Photos
Last Updated : 4 Days ago
88 Huronwoods Drive, Simcoe, ON , MLS #S13609158 , Image - 1

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88 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13609158

Residential Freehold (Detached)

$779000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 88 Huronwoods Drive, where nature, community, and thoughtful updates come together in one exceptional property. Nestled beneath the mature
50 Photos
Last Updated : 4 Days ago
97 Highland Drive, Simcoe, ON , MLS #S13541312 , Image - 1

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97 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13541312

Residential Freehold (Detached)

$1099000.0
  • 4 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Remarkable ranch bungalow in prestigious Horseshoe Valley with generous 117 x 177 ft lot with ample lush privacy and plenty of trees. Wind up the ove
34 Photos
Last Updated : 5 Days ago
20 Boyd Crescent, Simcoe, ON , MLS #S13512594 , Image - 1

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20 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13512594

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Live Where You Play... Nestled on a spectacular 1/2-acre lot backing onto serene greenspace, this impressive family home offers the perfect blend of p
30 Photos
Last Updated : 5 Days ago
20 Dorothys Drive, Simcoe, ON , MLS #S13492106 , Image - 1

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20 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13492106

Residential Freehold (Detached)

$1100000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This Hawkestone bungalow delivers with an exceptional 819 sqft detached heated garage/workshop, including 642 sqft garage and separate 177 sqft worksh
48 Photos
Last Updated : 6 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
Open House : Sat Aug 08, 10:00 AM to 01:00 PM
26 Photos
Last Updated : 6 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
49 Photos
Last Updated : 6 Days ago
8 Alpine Drive, Simcoe, ON , MLS #S13619318 , Image - 1

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8 Alpine Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13619318

Residential Freehold (Detached)

$599900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome To 8 Alpine Drive - A Charming 3+1 Bedroom Bungalow Tucked Onto A Private, Tree-Lined 125 Ft X 160 Ft Lot (0.46 Acres) In Sought-After Moonsto
22 Photos
Last Updated : 7 Days ago
1125 Woodland Drive, Simcoe, ON , MLS #S13628534 , Image - 1

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1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628534

Residential Freehold (Detached)

$1349900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your own private waterfront paradise, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting f
45 Photos
Last Updated : 7 Days ago
15 Caldwell Drive, Simcoe, ON , MLS #S13412322 , Image - 1

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15 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13412322

Residential Freehold (Detached)

$1599999.0
price drop iconPrice drop by 13.5%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
REDUCED FOR QUICK SALE! STUNNING 4 BEDROOM & 4 BATH WALKOUT BUNGALOW WITH GREAT FEATURES ON A 1.36 ACRE PRIVATE LOT! 100 PERCENT RUG FREE & HANDICAP
50 Photos
Last Updated : 7 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
50 Photos
Last Updated : 7 Days ago
5385 8 Line N, Simcoe, ON , MLS #S13628286 , Image - 1

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5385 8 Line N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13628286

Residential Freehold (Detached)

$3399000.0
  • 5 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
FAMILY COMPOUND | Built in 2022, this expansive 9,000 sqft estate on 100 acres is ideal for multi-generational living, family compound use, or rental
40 Photos
Last Updated : 7 Days ago
2330 Lakeshore Road E, Simcoe, ON , MLS #S13608066 , Image - 1

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2330 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13608066

Residential Freehold (Detached)

$775000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming Renovated Bungalow in Beautiful Oro-Medonte. Welcome to this beautifully renovated 2+1 bedroom bungalow nestled in the heart of Simcoe County
18 Photos
Last Updated : 7 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 : 7 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
48 Photos
Last Updated : 8 Days ago
3 Morgan Drive, Simcoe, ON , MLS #S13625168 , Image - 1

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3 Morgan Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13625168

Residential Freehold (Detached)

$1499000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Perched high on a hill in the sought-after Braestone lifestyle community, this warm & welcoming 2+2 bed, 3-bath bungalow offers the perfect balance of
28 Photos
Last Updated : 8 Days ago
4 Blackman Boulevard, Simcoe, ON , MLS #S13542570 , Image - 1

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4 Blackman Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13542570

Residential Freehold (Detached)

$599000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Set in Simcoeside on a 107' x 145' private corner lot just a short walk to Lake Simcoe, this 3-bedroom raised bungalow offers easy, one-level living w
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