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Houses for Sale in Rural Oro-Medonte Oro-Medonte Under $2 Million - P2

Showing results 31 - 60 of 115

Last Updated: September 20, 2026

28 Photos

115 Lakeshore Road W, Simcoe, ON , MLS #S13152446 , Image - 1

115 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13152446

Residential Freehold (Detached)

$899000.0

Price drop by 9.6%

1 Beds
1 Baths
700-1100 sq-ft

Waterfront Escape on Lake Simcoe. Set on a 50 Ft. by 202 Ft. waterfront lot located in desirable Oro-Medonte, this winterized cottage combines rustic

48 Photos

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

38 Photos

24 Northland Court, Simcoe, ON , MLS #S13777754 , Image - 1

24 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13777754

Residential Freehold (Detached)

$1324999.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 24 Northland Court, an exceptional two-storey home nestled on a quiet court in the highly sought-after Craighurst Crossing community of Oro

41 Photos

797 Woodland Drive, Simcoe, ON , MLS #S13743864 , Image - 1

797 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13743864

Residential Freehold (Detached)

$1955000.0

3 Beds
3 Baths
2500-3000 sq-ft

More than 110 feet of Lake Simcoe shoreline frames a home built by its current owners in 2011, designed by Kimberley Morris Interior Design and offere

47 Photos

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

50 Photos

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

32 Photos

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

48 Photos

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

35 Photos

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

50 Photos

9 Howard Drive, Simcoe, ON , MLS #S13753336 , Image - 1

9 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13753336

Residential Freehold (Detached)

$1299900.0

4 +1 Beds
4 Baths
2500-3000 sq-ft

If you've been dreaming of the perfect combination of location, lot size, and a stunningly updated family home, it's time to wake up to reality at 9 H

20 Photos

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

49 Photos

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

42 Photos

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

48 Photos

7 Georgian Grande Drive, Simcoe, ON , MLS #S13619582 , Image - 1

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

42 Photos

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

44 Photos

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

43 Photos

224 Lakeshore Road E, Simcoe, ON , MLS #S13656792 , Image - 1

224 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13656792

Residential Freehold (Detached)

$1275000.0

2 Beds
3 Baths
2000-2500 sq-ft

Exceptional, low-maintenance home across from Lake Simcoe with beautiful deeded beach access. This quality-built property features high-end finishes t

49 Photos

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

16 Photos

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

15 Photos

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

47 Photos

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

37 Photos

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

46 Photos

74 Slalom Drive, Simcoe, ON , MLS #S13482886 , Image - 1

74 Slalom Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13482886

Residential Freehold (Detached)

$775000.0

Price drop by 6.1%

4 Beds
2 Baths
700-1100 sq-ft

Nestled on a beautifully treed and private 0.6-acre pie-shaped lot in Moonstone, this charming 4-bedroom, 2-bathroom bungalow offers the perfect blend

44 Photos

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

10 Photos

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

34 Photos

764 Warminster Side Road, Simcoe, ON , MLS #S13422166 , Image - 1

764 Warminster Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13422166

Residential Freehold (Detached)

$1125000.0

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

CUSTOM-BUILT BUNGALOW WITH A POND ON 6.54 TREED ACRES! Set on 6.54 acres with farmer's field views and an impressive 715 ft of road frontage, this cus

36 Photos

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,

50 Photos

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

50 Photos

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

33 Photos

211 Moon Point Drive, Simcoe, ON , MLS #S13742742 , Image - 1

211 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13742742

Residential Freehold (Detached)

$1119000.0

2 +2 Beds
2 Baths
700-1100 sq-ft

Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto

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