235+ Houses for Sale in Oro-Medonte Under $5 Million

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11 Basswood Circle, Simcoe, ON , MLS #S13759884 , Image - 1

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

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1 Topaz Court, Simcoe, ON , MLS #S13538672 , Image - 1

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

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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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40 Horseshoe Boulevard, Simcoe, ON , MLS #S13757232 , Image - 1

Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757232

Residential Condo & Other (Condo Apartment)

$439900.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish 2-bedroom, 2-bathroom corner suite overlooking the 18th hole in the heart of Horseshoe

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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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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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2371 Lakeshore Road E, Simcoe, ON , MLS #S13746640 , Image - 1

2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13746640

Residential Freehold (Detached)

$1875000.0

2 +1 Beds
2 Baths
1500-2000 sq-ft

Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of This home is an ideal retreat for those who cherish wat

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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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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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129 Bass Line, Simcoe, ON , MLS #S13738794 , Image - 1

129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S13738794

Residential Freehold (Detached)

$1630000.0

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

Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious 5-bedroom, 3-bath

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34 Alpine Way, Simcoe, ON , MLS #S13737344 , Image - 1

34 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13737344

Residential Freehold (Detached)

$1395000.0

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

Live where other people come to recreate. This well-maintained square-log bungaloft with a post-and-beam interior captures the four-season Horseshoe V

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2015 Ridge Road W, Simcoe, ON , MLS #S13060286 , Image - 1

2015 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13060286

Residential Freehold (Detached)

$799900.0

3 Beds
2 Baths
1500-2000 sq-ft

Charming country home and workshop, for sale in sought after Shanty Bay, Ontario. Minutes from Barrie, Hwy 11 and 400, this location can't be beat. Re

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80 Horseshoe Boulevard, Simcoe, ON , MLS #S13736476 , Image - 1

Unit-501, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13736476

Residential Condo & Other (Condo Apartment)

$549900.0

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

This top-floor corner penthouse in Slopeside Condos at Horseshoe Resort will wow you with its exceptional 2-bed plus custom bunk suite, 2-bath layout

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5385 8 Line N, Simcoe, ON , MLS #S13628286 , Image - 1

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

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1450 Line 3 N/A N, Simcoe, ON , MLS #S13566402 , Image - 1

1450 Line 3 N/A N Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13566402

Residential Freehold (Detached)

$3699999.0

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

Top 5 Reasons You Will Love This Home: 1) Set on 48 breathtaking acres in the highly sought-after Oro-Medonte, this exceptional custom-built ICF home

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4 Boville Court, Simcoe, ON , MLS #S13731876 , Image - 1

4 Boville Court Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13731876

Residential Freehold (Detached)

$892000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to 4 Boville Court, where comfort, space, and nature come together to create the perfect year-round retreat. Ideally located just minutes from

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90 Highland Drive, Simcoe, ON , MLS #S13485084 , Image - 1

Unit-35, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13485084

Residential Condo & Other (Condo Apartment)

$599000.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to 90 Highland Dr #2334/2335 - a well-maintained 1,400 sq ft property offering excellent flexibility and income potential. Only one hour north

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12 Oakmont Avenue, Simcoe, ON , MLS #S13636814 , Image - 1

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

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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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90 Highland Drive, Simcoe, ON , MLS #S13729284 , Image - 1

Unit-2442-43, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13729284

Residential Condo & Other (Condo Apartment)

$650000.0

2 Beds
2 Baths
1400-1599 sq-ft

Luxurious townhouse condominium nestled in the vibrant and picturesque heart of Horseshoe Valley! This delightful and spacious 2-bedroom unit comes fu

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11 Oakmont Avenue, Simcoe, ON , MLS #S13475644 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13475644

Residential Freehold (Detached)

$829000.0

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

MULTI-GENERATIONAL LIVING MEETS FOUR-SEASON HORSESHOE VALLEY ADVENTURE! Nearly 2,500 finished sq. ft. is only the beginning, with a finished lower lev

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4576 Line 5 Line N, Simcoe, ON , MLS #S13694566 , Image - 1

4576 Line 5 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13694566

Residential Freehold (Detached)

$799000.0

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

Love to ski? Mt. St. Louis Moonstone is just minutes away! Enjoy the best of Oro-Medonte country living from this bright and spacious 3 + 2 bedroom ho

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90 Highland Drive, Simcoe, ON , MLS #S13723826 , Image - 1

Unit-2014/15, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13723826

Residential Condo & Other (Condo Townhouse)

$406000.0

2 Beds
2 Baths
1200-1399 sq-ft

Tucked away in the heart of Horseshoe Valley, this unique property at 90 Highland Drive delivers the ultimate blend of lifestyle and income potential.

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15 Scottdale Drive, Simcoe, ON , MLS #S13669914 , Image - 1

15 Scottdale Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13669914

Residential Freehold (Detached)

$1349000.0

6 Beds
5 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Truly one-of-a-kind contemporary home in sought-after Rugby Estates, showcasing a thoughtfully designed pass

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10 Simcoe Road, Simcoe, ON , MLS #S13547460 , Image - 1

10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547460

Residential Freehold (Detached)

$499000.0

Price drop by 5.7%

2 +0 Beds
1 Baths
< 700 sq-ft

Nestled on a quiet cul-de-sac in a peaceful waterfront community, this cozy 1-bedroom cottage offers the perfect summer escape. Whether you're looking

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20 Northland Court, Simcoe, ON , MLS #S13719216 , Image - 1

20 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13719216

Residential Freehold (Detached)

$1499000.0

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

Welcome to the highly sought-after community of Craighurst Crossings, where this brand-new, never-lived-in Caston model home offers exceptional upgrad

Houses for Sale in Oro-Medonte ON Under $5 Million - P6