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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $5 Million - P3

Showing results 61 - 90 of 137

Last Updated: September 26, 2026

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1016 Lakeshore Road E, Simcoe, ON , MLS #S13766760 , Image - 1

1016 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13766760

Residential Freehold (Detached)

$1499000.0

3 +2 Beds
4 Baths
2000-2500 sq-ft

CUSTOM LUXURY BUNGALOW MEETS LAKESIDE LIVING - NEARLY 4,500 FINISHED SQ. FT., DESIGNER FINISHES, IN-LAW POTENTIAL & OVER HALF AN ACRE, STEPS FROM LAKE

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108 Lakeshore Road E, Simcoe, ON , MLS #S13781656 , Image - 1

108 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13781656

Residential Freehold (Vacant Land)

$225000.0

Build your dream home across from the sparkling shores of Lake Simcoe! Welcome to 108 Lakeshore Road East in Oro-Medonte - a prime quarter-acre buildi

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116 Mill Pond Side Road, Simcoe, ON , MLS #S13780894 , Image - 1

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

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1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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

Residential Freehold (Detached)

$1199900.0

Price 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

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7 Clydesdale Court, Simcoe, ON , MLS #S13759756 , Image - 1

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

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39 Grandview Crescent, Simcoe, ON , MLS #S13691918 , Image - 1

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

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42 Windfield Drive W, Simcoe, ON , MLS #S13767720 , Image - 1

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

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24 Brambel Road, Simcoe, ON , MLS #S13731472 , Image - 1

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

Residential Freehold (Detached)

$1049000.0

Price 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

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23 Owen Road, Simcoe, ON , MLS #S13744782 , Image - 1

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

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465 Ridge Road E, Simcoe, ON , MLS #S13764294 , Image - 1

465 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13764294

Residential Freehold (Rural Residential)

$1999000.0

2 +2 Beds
2 Baths
1100-1500 sq-ft

Experience the ultimate equestrian lifestyle in the heart of desirable Oro-Medonte. This stunning 20+ acre estate is perfectly positioned for the acti

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1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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

Residential Freehold (Detached)

$499999.0

Price 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

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6 Rosemarie Drive, Simcoe, ON , MLS #S13748934 , Image - 1

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

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14 Conder Drive, Simcoe, ON , MLS #S12768592 , Image - 1

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

Residential Freehold (Detached)

$660000.0

Price 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

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10 Green Mountain Court, Simcoe, ON , MLS #S13746216 , Image - 1

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

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29 Thoroughbred Drive, Simcoe, ON , MLS #S13761016 , Image - 1

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

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6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

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

Residential Freehold (Detached)

$1549000.0

Price 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

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16 Gelderland Crescent, Simcoe, ON , MLS #S13759136 , Image - 1

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

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1897 10 Line N, Simcoe, ON , MLS #S13758294 , Image - 1

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

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6 Orillia Road, Simcoe, ON , MLS #S13551310 , Image - 1

6 Orillia Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13551310

Residential Freehold (Vacant Land)

$475000.0

Price drop by 4.8%

Build your dream cottage or year-round home just steps from the shores of Lake Simcoe, yet only 90 minutes from the GTA! This quiet lot is located on

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26 Pearsall Place, Simcoe, ON , MLS #S13086090 , Image - 1

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

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5395 Line 8 N/A N, Simcoe, ON , MLS #S13754446 , Image - 1

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

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9 Barrie Terrace, Simcoe, ON , MLS #S13537858 , Image - 1

9 Barrie Terrace Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13537858

Residential Freehold (Detached)

$3699900.0

1 +3 Beds
3 Baths
3000-3500 sq-ft

Welcome to one of Barrie's most exceptional waterfront offerings. Nestled along the shores of Kempenfelt Bay on one of the city's most coveted streets

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652 Warminster Side Road, Simcoe, ON , MLS #S13714632 , Image - 1

652 Warminster Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13714632

Residential Freehold (Detached)

$925000.0

4 Beds
3 Baths
2500-3000 sq-ft

Country Charm Meets Everyday Comfort! Welcome to your own slice of Oro-Medonte paradise! Set on a spacious 1 acre lot, this beautifully maintained 2-s

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3 Owen Road, Simcoe, ON , MLS #S13745160 , Image - 1

3 Owen Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13745160

Residential Freehold (Vacant Land)

$249900.0

Top 5 Reasons You Will Love This Property: 1) Build the home you've always wanted, this vacant parcel delivers the opportunity to start with a blank c

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3891 9 Line N, Simcoe, ON , MLS #S13678078 , Image - 1

3891 9 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13678078

Residential Freehold (Detached)

$1699000.0

3 +1 Beds
3 Baths
2500-3000 sq-ft

25 ACRE QUALITY-BUILT ESTATE WITH OVER 4,600 SQ FT, WALKOUT BASEMENT, TRIPLE GARAGE & EXTENSIVE OUTDOOR LIVING! Set on 25 acres with forest, gardens,

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10 Springhome Road, Simcoe, ON , MLS #S13449076 , Image - 1

10 Springhome Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13449076

Residential Freehold (Detached)

$899000.0

Price drop by 9.6%

3 Beds
2 Baths
1500-2000 sq-ft

Come & enjoy this fantastic home in a great area. Close to Lake Simcoe, the public boat launch, & the benefits of the life style this area provides. T

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800 Mount St. Louis Road W, Simcoe, ON , MLS #S13744106 , Image - 1

800 Mount St. Louis Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13744106

Residential Freehold (Detached)

$1149900.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled on nearly 4-acres of complete privacy surrounded by mature trees and picturesque views, delivering t

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1290 A Line 15 N/A N, Simcoe, ON , MLS #S13739688 , Image - 1

1290 A Line 15 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13739688

Residential Freehold (Detached)

$2095000.0

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

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305 Bass Lake Side Road, Simcoe, ON , MLS #S13731008 , Image - 1

305 Bass Lake Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13731008

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

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49 Lakeshore Road E, Simcoe, ON , MLS #S13730640 , Image - 1

49 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13730640

Residential Freehold (Detached)

$1225000.0

3 Beds
2 Baths
1500-2000 sq-ft

Waterfront living in sought-after Oro Medonte! Set on a large, private lot with 54 feet of shoreline, a boathouse and marine rail, this well-maintaine

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