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Oro-Medonte Single Family Homes for Sale - P4

Showing results 91 - 120 of 180
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 14 Days ago
116 Mill Pond Side Road, Simcoe, ON , MLS #S13780894 , Image - 1
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116 Mill Pond Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13780894

Residential Freehold (Detached)

$1899000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this nature lover's retreat! If you have been searching for a large acreage property in Oro Medonte, look no further. This private and secl
46 Photos
Last Updated : 14 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1199900.0
price drop iconPrice drop by 17.2%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
40 Photos
Last Updated : 14 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
42 Photos
Last Updated : 14 Days ago
21 Ruby Ridge, Simcoe, ON , MLS #S13746620 , Image - 1

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21 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13746620

Residential Freehold (Detached)

$1249000.0
  • 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
39 Photos
Last Updated : 15 Days ago
57 Highland Drive, Simcoe, ON , MLS #S13742900 , Image - 1

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57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13742900

Residential Freehold (Detached)

$1099999.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to refined four-season living in the heart of Horseshoe Valley-an emerging Blue Zone inspired community where an active, healthy lifestyle com
30 Photos
Last Updated : 15 Days ago
13 Alpine Way, Simcoe, ON , MLS #S13742930 , Image - 1

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13 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13742930

Residential Freehold (Detached)

$1250000.0
  • 1 +3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set in the heart of Horseshoe Valley, within an exclusive enclave of fine homes, this exceptional property offers a lifestyle many consider a true Blu
48 Photos
Last Updated : 15 Days ago
7 Clydesdale Court, Simcoe, ON , MLS #S13759756 , Image - 1

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7 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13759756

Residential Freehold (Detached)

$1625000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover Braestone, an exceptional community where neighbours know each other's names and spontaneous gatherings happen often and feel effortless. Su
44 Photos
Last Updated : 16 Days ago
126 Brambel Road, Simcoe, ON , MLS #S13536646 , Image - 1

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126 Brambel Road Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13536646

Residential Freehold (Detached)

$1500000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 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
47 Photos
Last Updated : 17 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S13691918 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13691918

Residential Freehold (Detached)

$1549999.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the
46 Photos
Last Updated : 17 Days ago
42 Windfield Drive W, Simcoe, ON , MLS #S13767720 , Image - 1

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42 Windfield Drive W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13767720

Residential Freehold (Detached)

$3899999.0
  • 3 +2 Beds
  • 4 Baths
  • 5000 + sq-ft
An exceptional custom-built 5800 sqft private residence where no expense has been spared, showcasing the finest finishes inside and out and maintained
50 Photos
Last Updated : 17 Days ago
24 Brambel Road, Simcoe, ON , MLS #S13731472 , Image - 1

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24 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13731472

Residential Freehold (Detached)

$1049000.0
price drop iconPrice drop by 6.3%
  • 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
50 Photos
Last Updated : 18 Days ago
4 Cheslock Crescent, Simcoe, ON , MLS #S13759344 , Image - 1

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4 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S13759344

Residential Freehold (Detached)

$1525000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Impressive six bedroom two-storey home set on nearly an acre of beautifully landscaped property in the growi
40 Photos
Last Updated : 18 Days ago
9 Bridle Path, Simcoe, ON , MLS #S13757332 , Image - 1

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9 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757332

Residential Freehold (Detached)

$1399900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This home offers the rare combination of serene country living and exceptional convenience, nestled on a picturesque, tree-lined lot just minutes from
50 Photos
Last Updated : 18 Days ago
4 Diamond Valley Drive, Simcoe, ON , MLS #S13467394 , Image - 1

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4 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13467394

Residential Freehold (Detached)

$1190000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set against a stunning forested landscape, this exclusive Maplewood Estates model home in Sugar Bush offers
32 Photos
Last Updated : 18 Days ago
23 Owen Road, Simcoe, ON , MLS #S13744782 , Image - 1

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23 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13744782

Residential Freehold (Detached)

$549900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
OVERVIEW Well-maintained bungalow located in a desirable Simcoeside Community in Oro-Medonte, just minutes from Barrie and Orillia. Enjoy convenient a
28 Photos
Last Updated : 18 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)

$1349000.0
price drop iconPrice drop by 9.3%
  • 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
35 Photos
Last Updated : 19 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$499999.0
price drop iconPrice drop by 23.0%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
20 Photos
Last Updated : 19 Days ago
6 Rosemarie Drive, Simcoe, ON , MLS #S13748934 , Image - 1

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6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13748934

Residential Freehold (Detached)

$799900.0
  • 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
49 Photos
Last Updated : 19 Days ago
14 Conder Drive, Simcoe, ON , MLS #S12768592 , Image - 1

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14 Conder Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12768592

Residential Freehold (Detached)

$660000.0
price drop iconPrice drop by 14.8%
  • 4 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this lovely renovated home on a huge lot not far from either Orillia or Coldwater! The foyer welcomes you into this open concept home with
42 Photos
Last Updated : 19 Days ago
10 Green Mountain Court, Simcoe, ON , MLS #S13746216 , Image - 1

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10 Green Mountain Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13746216

Residential Freehold (Detached)

$1299900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on just over one acre along a quiet dead-end road in the prestigious Simcoe Estates community of Oro-Med
42 Photos
Last Updated : 19 Days ago
29 Thoroughbred Drive, Simcoe, ON , MLS #S13761016 , Image - 1

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29 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13761016

Residential Freehold (Detached)

$1529000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Above the crowd, built on an elevated premium lot with sweeping panoramic views across the community and rolling countryside, this highly upgraded and
44 Photos
Last Updated : 19 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)

$1549000.0
price drop iconPrice drop by 8.8%
  • 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
50 Photos
Last Updated : 19 Days ago
11 Basswood Circle, Simcoe, ON , MLS #S13759884 , Image - 1

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11 Basswood Circle Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13759884

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
36 Photos
Last Updated : 19 Days ago
1 Topaz Court, Simcoe, ON , MLS #S13538672 , Image - 1

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1 Topaz Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13538672

Residential Freehold (Detached)

$1290000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Private acre in Sugarbush. Fully upgraded, move-in ready bungalow with generator, finished basement, and true peace of mind.Tucked away on a quiet cou
49 Photos
Last Updated : 19 Days ago
16 Gelderland Crescent, Simcoe, ON , MLS #S13759136 , Image - 1

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16 Gelderland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13759136

Residential Freehold (Detached)

$1474000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the prestigious Braestone community of Oro-Medonte, nationally recognized for excellence in community design. Built in 2020 and set on a pr
36 Photos
Last Updated : 19 Days ago
37 Boyd Crescent, Simcoe, ON , MLS #S13658698 , Image - 1

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37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13658698

Residential Freehold (Detached)

$795000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Stunning Bungalow in Sought-After Moonstone! Situated on just over an acre this immaculate bungalow features a spectacular glass-encased solarium and
16 Photos
Last Updated : 19 Days ago
1897 10 Line N, Simcoe, ON , MLS #S13758294 , Image - 1

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1897 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13758294

Residential Freehold (Detached)

$779000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience peace and tranquility amidst nature on this stunning 2.6-acre property in the heart of Oro-Medont
47 Photos
Last Updated : 20 Days ago
26 Pearsall Place, Simcoe, ON , MLS #S13086090 , Image - 1

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26 Pearsall Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13086090

Residential Freehold (Detached)

$1599000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to a refined expression of modern luxury, where design-forward interiors meet a serene, lifestyle-driven setting. Situated on an expansive 0.2
37 Photos
Last Updated : 20 Days ago
5395 Line 8 N/A N, Simcoe, ON , MLS #S13754446 , Image - 1

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5395 Line 8 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13754446

Residential Freehold (Detached)

$1329900.0
  • 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
30 Photos
Last Updated : 20 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)

$1198000.0
price drop iconPrice drop by 2.2%
  • 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
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