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Oro-medonte Detached Houses for Sale

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Last Updated: February 06, 2026

38 Photos

3316 Line 4 N/A N, Simcoe, ON , MLS #S12763526 , Image - 1

3316 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12763526

Residential Freehold (Detached)

$1587000.0

4 Beds
4 Baths
3500-5000 sq-ft

2024-BUILT 4,200+ SQ FT CHALET-STYLE RESIDENCE MEETS FOUR-SEASON ADVENTURE IN HORSESHOE VALLEY! Indulge in the artistry of modern design at this custo

22 Photos

5 Breanna Boulevard, Simcoe, ON , MLS #S12762026 , Image - 1

5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12762026

Residential Freehold (Detached)

$1425000.0

3 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on a 0.75-acre lot, this stunning custom-built home offers breathtaking sunrise views from the backyard

37 Photos

11 Oakmont Avenue, Simcoe, ON , MLS #S12752582 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12752582

Residential Freehold (Detached)

$829000.0

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

LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST

50 Photos

24 Diamond Valley Drive, Simcoe, ON , MLS #S12575762 , Image - 1

24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12575762

Residential Freehold (Detached)

$1450000.0

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

Welcome to the highly sought out area of the Sugarbush Community in Maplewood Estate. Raised Brick & Stone Bungalow with Full Walkout (Separate Entran

50 Photos

2266 FOXMEAD Road, Simcoe, ON , MLS #S12746058 , Image - 1

2266 FOXMEAD Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12746058

Residential Freehold (Detached)

$975000.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Set on 6 picturesque acres, this newly renovated brick bungalow blends timeless rural charm with thoughtful modern upgrades. Step inside to a warm, ru

38 Photos

43 Thoroughbred Drive, Simcoe, ON , MLS #S12744958 , Image - 1

43 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12744958

Residential Freehold (Detached)

$1335000.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 43 Thoroughbred Drive - Your Dream Home! Nestled in the Prestigious & Highly Sought-after Community of Braestone in Oro-Medonte. This Stunn

45 Photos

95 lakeshore Road E, Simcoe, ON , MLS #S12742000 , Image - 1

95 lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12742000

Residential Freehold (Detached)

$2150000.0

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

Don't be deceived by this home's modest roadside appearance-behind the front door awaits a private lakeside retreat offering over 2,700 sq. ft. of ren

36 Photos

7 Highland Drive, Simcoe, ON , MLS #S12738084 , Image - 1

7 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12738084

Residential Freehold (Detached)

$1598000.0

4 +3 Beds
5 Baths
2500-3000 sq-ft

Prestigious. Spacious. Versatile. Nestled in the coveted Horseshoe Valley community, this stunning residence sits on a generously sized, naturally sur

47 Photos

39 Grandview Crescent, Simcoe, ON , MLS #S12533430 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12533430

Residential Freehold (Detached)

$1699900.0

4 Beds
3 Baths
1500-2000 sq-ft

104 FEET OF IDYLLIC LAKE SIMCOE SHORELINE, WHERE SUNRISE SERENITY MEETS TIMELESS ELEGANCE! Set on a peaceful street in a coveted Oro community, this h

29 Photos

2447 Ridge Road W, Simcoe, ON , MLS #S12577786 , Image - 1

2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12577786

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been wa

39 Photos

2484 Highway 11 N/A S, Simcoe, ON , MLS #S12651500 , Image - 1

2484 Highway 11 N/A S Guthrie, Oro-Medonte, Simcoe, ON MLS® S12651500

Residential Freehold (Detached)

$1299000.0

2 +1 Beds
1 Baths
1100-1500 sq-ft

LUXURY INSIDE, PARADISE OUTSIDE - THIS ONE WAS MADE TO ENTERTAIN! Live the lifestyle you've been dreaming of in this extraordinary home, set on a full

40 Photos

3 Best Court, Simcoe, ON , MLS #S12415034 , Image - 1

3 Best Court Edgar, Oro-Medonte, Simcoe, ON MLS® S12415034

Residential Freehold (Detached)

$1795000.0

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

Wow! Here is Your Chance to Own and Enjoy A Custom-Built Residence With Walk Out Basement In The Upscale Whispering Creek Community. This Luxurious Bu

36 Photos

2 Thoroughbred Drive, Simcoe, ON , MLS #S12734664 , Image - 1

2 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12734664

Residential Freehold (Detached)

$1449000.0

3 +1 Beds
3 Baths
2000-2500 sq-ft

Welcome to 2 Thoroughbred Drive, located in the heart of the highly sought-after Braestone community in Coldwater, where luxury living meets nature, f

28 Photos

17 Clydesdale Court, Simcoe, ON , MLS #S12708264 , Image - 1

17 Clydesdale Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12708264

Residential Freehold (Detached)

$1429000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Stunning newly-built four bedroom, four bathroom home set on an expansive 1.028-acre lot in the highly sough

40 Photos

129 Bass Line, Simcoe, ON , MLS #S12665998 , Image - 1

129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12665998

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

18 Photos

126 Brambel Road, Simcoe, ON , MLS #S12716070 , Image - 1

126 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12716070

Residential Freehold (Detached)

$1590000.0

3 Beds
3 Baths
1500-2000 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

2 Photos

32 Alpine Way, Simcoe, ON , MLS #S12708556 , Image - 1

32 Alpine Way Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12708556

Residential Freehold (Detached)

$1495000.0

3 +0 Beds
3 Baths
2000-2500 sq-ft

Live where others vacation in the heart of beautiful Horseshoe Valley, a four-season destination surrounded by nature, trails & resort amenities. This

41 Photos

1359 Old Barrie Road E, Simcoe, ON , MLS #S12684820 , Image - 1

1359 Old Barrie Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12684820

Residential Freehold (Detached)

$2299900.0

4 +1 Beds
5 Baths
3000-3500 sq-ft

Highest Quality From Top To Bottom Over 5000SqFt Of Available Living Space, South Western Exposure Backyard. One Of A Kind It Factor Family Home on 37

21 Photos

143 Bass Line, Simcoe, ON , MLS #S12482625 , Image - 1

143 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12482625

Residential Freehold (Detached)

$1879900.0

Price drop by 6.0%

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

Welcome to your private getaway just 5 minutes from Orillia! This custom-built bungalow sits on a private 1-acre lot just a short walking distance to

36 Photos

1 Topaz Court, Simcoe, ON , MLS #S12695610 , Image - 1

1 Topaz Court Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12695610

Residential Freehold (Detached)

$1475000.0

3 Beds
3 Baths
1500-2000 sq-ft

Step into refined living with this beautifully appointed executive home, set on a generous half-acre lot. Designed with both style and function in min

32 Photos

47 Lakeshore Road W, Simcoe, ON , MLS #S12661214 , Image - 1

47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12661214

Residential Freehold (Detached)

$775000.0

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

Welcome to this charming cottage-style bungalow located in the family-friendly waterfront community of Oro-Medonte. Situated on a quiet road, this inv

46 Photos

72 Georgian Grande Drive, Simcoe, ON , MLS #S12477783 , Image - 1

72 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12477783

Residential Freehold (Detached)

$1755000.0

Price drop by 3.8%

4 +1 Beds
6 Baths
3000-3500 sq-ft

Welcome to 72 Georgian Grande Dr, in Braestone - Oro Medonte's premier Nature-inspired country estate community. Enjoy kms of natural trails meanderi

40 Photos

13 Pemberton Lane, Simcoe, ON , MLS #S12689286 , Image - 1

13 Pemberton Lane Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12689286

Residential Freehold (Detached)

$3199999.0

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

Rare opportunity to own an original log home on one of Kempenfelt Bay's most prestigious private roads, neighbouring some of the area's most notable l

26 Photos

19 Cheslock Crescent, Simcoe, ON , MLS #S12655010 , Image - 1

19 Cheslock Crescent Warminister, Oro-Medonte, Simcoe, ON MLS® S12655010

Residential Freehold (Detached)

$1524999.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 19 Cheslock Crescent. This 5 year old bungalow located in the Kayley Estates in the quaint and safe community of Warminster is situated on

39 Photos

26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1

26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$969900.0

4 Beds
3 Baths
2000-2500 sq-ft

This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as

28 Photos

8570 Hwy 12 N/A, Simcoe, ON , MLS #S12648182 , Image - 1

8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12648182

Residential Freehold (Detached)

$799900.0

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

Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor

50 Photos

326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0

3 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig

2 Photos

3 Meadow Acres Road, Simcoe, ON , MLS #S12473408 , Image - 1

3 Meadow Acres Road Warminister, Oro-Medonte, Simcoe, ON MLS® S12473408

Residential Freehold (Detached)

$1380000.0

3 Beds
2 Baths
1500-2000 sq-ft

In the heart of Warminster, Oro-Medonte, this Brand new Modern Farmhouse Bungalow by Adall Homes sits on a large executive almost 1 acre lot in new Es

38 Photos

53 SLALOM Drive, Simcoe, ON , MLS #S12595268 , Image - 1

53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12595268

Residential Freehold (Detached)

$799900.0

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

PRICED TO SELL! Welcome to 53 Slalom Rd in the serene community of Moonstone! This stunning property spans just under an acre, offering a uniquely pie

40 Photos

3328 4 Line N, Simcoe, ON , MLS #S12399041 , Image - 1

3328 4 Line N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12399041

Residential Freehold (Detached)

$2495000.0

Price drop by 3.9%

4 +1 Beds
3 Baths
3000-3500 sq-ft

Wow! Welcome to *** 3328 4 Line N *** Prestigious horseshoe valley opportunity! Fabulous custom detached two story in the luxury residential area loca

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