minPriceVal

maxPriceVal

minSize

maxSize

Houses for Sale in Oro-Medonte ON Under $5 Million

Showing results 1 - 30 of 236

Are you looking for houses under $5m for sale in Oro-Medonte ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Oro-Medonte. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Oro-Medonte. Whether you’re looking to buy houses under under $5m in Oro-Medonte ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Oro-Medonte houses for sale under under $5m, including freehold homes, condos, and commercial properties.

Last Updated: October 02, 2026

16 Photos

15 Poplar Crescent, Simcoe, ON , MLS #S13855508 , Image - 1

15 Poplar Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13855508

Residential Freehold (Detached)

$569000.0

3 Beds
1 Baths
700-1100 sq-ft

Don't miss out! Stunning location with huge 100 x 180 FT lot! Steps to lake Simcoe with deededaccess, boat launch, Bayview Memorial beach/park, golfin

50 Photos

1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13634756 , Image - 1

Unit-224, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13634756

Residential Condo & Other (Condo Apartment)

$355000.0

1 +0 Beds
1 Baths
500-599 sq-ft

Whether you're seeking a full-time home, weekend retreat, recreational getaway, or investment property, this turnkey condo chalet offers an exceptiona

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)

$849000.0

Price drop by 14.7%

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

49 Photos

2700 Line 4 N/A N, Simcoe, ON , MLS #S13854622 , Image - 1

2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13854622

Residential Freehold (Detached)

$1349900.0

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

Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley! Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape

39 Photos

57 Highland Drive, Simcoe, ON , MLS #S13742900 , Image - 1

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

Residential Freehold (Detached)

$1080000.0

Price drop by 1.8%

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

Open House : Sun Oct 04, 11:00 AM to 01:00 PM

50 Photos

11 Nevis Ridge Drive, Simcoe, ON , MLS #S13207526 , Image - 1

11 Nevis Ridge Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13207526

Residential Freehold (Detached)

$1999999.0

Price drop by 4.8%

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

Open House : Sat Oct 10, 01:00 PM to 03:00 PM

50 Photos

8 Forest Heights Court, Simcoe, ON , MLS #S13676440 , Image - 1

8 Forest Heights Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13676440

Residential Freehold (Detached)

$1400000.0

4 Beds
5 Baths
3500-5000 sq-ft

EXCEPTIONAL LUXURY VALUE | ORO-MEDONTE. This spectacular Executive Residence delivers the perfect combination of Luxury, Space, Privacy, & breathtakin

Open House : Sun Oct 04, 10:30 AM to 12:30 PM

36 Photos

20 Keyzer Drive, Simcoe, ON , MLS #S13825040 , Image - 1

20 Keyzer Drive Warminster, Oro-Medonte, Simcoe, ON MLS® S13825040

Residential Freehold (Detached)

$974700.0

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

Welcome to this beautifully maintained modern home set on an expansive 3/4-acre lot, offering the perfect combination of modern living, privacy, and o

23 Photos

39 Howard Drive, Simcoe, ON , MLS #S13851164 , Image - 1

39 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13851164

Residential Freehold (Detached)

$929000.0

4 Beds
3 Baths
2000-2500 sq-ft

NEARLY 2,700 SQ FT OF REFINED LIVING WITHIN WALKING DISTANCE OF LAKE SIMCOE! Set well back from the road on an expansive 112 x 173 ft lot in Oro Stati

39 Photos

17 Bridle Path, Simcoe, ON , MLS #S13811192 , Image - 1

17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13811192

Residential Freehold (Detached)

$1239999.0

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

Open House : Sat Oct 03, 12:00 PM to 02:00 PM

50 Photos

14 Lauder Road, Simcoe, ON , MLS #S13820392 , Image - 1

14 Lauder Road Edgar, Oro-Medonte, Simcoe, ON MLS® S13820392

Residential Freehold (Detached)

$1399000.0

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

Luxury Bungalow Living Where Comfort Meets Nature. Escape the city & discover the peace and privacy of almost 3 acres in this beautifully appointed b

Open House : Sun Oct 04, 01:30 PM to 03:00 PM

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)

$1114000.0

Price drop by 0.4%

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

Open House : Sat Oct 03, 02:00 PM to 04:00 PM

37 Photos

82 Huronwoods Drive, Simcoe, ON , MLS #S13792988 , Image - 1

82 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13792988

Residential Freehold (Detached)

$774900.0

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

41 Photos

7 Pine Spring N/A, Simcoe, ON , MLS #S13786340 , Image - 1

7 Pine Spring N/A Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13786340

Residential Freehold (Detached)

$749900.0

3 Beds
3 Baths
1500-2000 sq-ft

Calling outdoor enthusiasts! Mountain biking trails, hiking, snowshoeing, snowmobiling, skiing and golf right at your door step with this spectacular

36 Photos

37 Boyd Crescent, Simcoe, ON , MLS #S13658698 , Image - 1

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

37 Photos

32 Oneida Avenue, Simcoe, ON , MLS #S13684320 , Image - 1

32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13684320

Residential Freehold (Detached)

$729900.0

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

MOTIVATED SELLER! Private oasis among the trees! Nestled at the end of a quiet cul-de-sac in the heart of Sugarbush, 32 Oneida Avenue is an extensivel

18 Photos

47 Moon Point Drive, Simcoe, ON , MLS #S13690360 , Image - 1

47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13690360

Residential Freehold (Detached)

$749000.0

1 +1 Beds
1 Baths
700-1100 sq-ft

The Lot. The Location. The Lake. Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering Over 100 Feet Of Pristine Frontage With

43 Photos

3 Thoroughbred Drive, Simcoe, ON , MLS #S13848448 , Image - 1

3 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13848448

Residential Freehold (Detached)

$1349900.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Modern country style 1655sf bungalow in prestigious Braestone with walk-out basement, in-law suite, elevator, generator, inground pool and 3 car man c

12 Photos

880 Warminster Side Road, Simcoe, ON , MLS #S13808582 , Image - 1

880 Warminster Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13808582

Residential Freehold (Farm)

$899900.0

1500-2000 sq-ft

DO NOT ACCESS PROPERTY WITHOUT AN APPOINTMENT! Rare investment opportunity offering approximately 54 rolling acres (per GeoWarehouse) of picturesque c

14 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S13659946 , Image - 1

Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13659946

Residential Condo & Other (Condo Apartment)

$439999.0

Price drop by 4.3%

2 +1 Beds
2 Baths
1000-1199 sq-ft

Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B

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

22 Photos

1125 Woodland Drive, Simcoe, ON , MLS #S13847482 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13847482

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your own private waterfront retreat, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting fo

Open House : Sat Oct 03, 01:30 PM to 03:30 PM

40 Photos

209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0

5 Beds
5 Baths
3000-3500 sq-ft

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on

Open House : Sun Oct 04, 10:00 AM to 12:00 PM

26 Photos

21 Slalom Drive, Simcoe, ON , MLS #S13847062 , Image - 1

21 Slalom Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13847062

Residential Freehold (Detached)

$839900.0

2 +1 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled among mature trees in a picturesque and peaceful setting, this inviting property offers a wonderful

34 Photos

1402 Ridge Road E, Simcoe, ON , MLS #S13832270 , Image - 1

1402 Ridge Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13832270

Residential Freehold (Detached)

$435000.0

3 Beds
1 Baths
1100-1500 sq-ft

First time available since 1959. Yes, you read that correctly. One family has owned this home and it's ready for the next chapter. The lot is full

46 Photos

657 13th Line S, Simcoe, ON , MLS #S13846772 , Image - 1

657 13th Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13846772

Residential Freehold (Detached)

$1175000.0

4 Beds
4 Baths
2000-2500 sq-ft

This stunning, bright and spacious home has been fully refinished top to bottom! Sitting on a private treed property of just under an acre in the comm

43 Photos

11 Barbara Avenue, Simcoe, ON , MLS #S13816610 , Image - 1

11 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13816610

Residential Freehold (Detached)

$800000.0

3 +2 Beds
2 Baths
700-1100 sq-ft

Welcome to 11 Barbara Avenue in Oro-Medonte-a beautifully updated home offering privacy, premium finishes and a relaxed Lake Simcoe lifestyle. With mo

Open House : Sun Oct 04, 12:00 PM to 02:30 PM

9 Photos

39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12672536 , Image - 1

39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12672536

Residential Freehold (Vacant Land)

$225000.0

Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par

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

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

Shortlisted Properties

Error

Maximum 4 project can be compared at one go.