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Oro-medonte Detached Houses for Sale

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Last Updated: March 23, 2026

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)

$1779900.0

Price drop by 11.0%

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

39 Photos

57 Highland Drive, Simcoe, ON , MLS #S12905832 , Image - 1

57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12905832

Residential Freehold (Detached)

$1200000.0

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

Welcome to refined four-season living in the heart of Horseshoe Valley. Set on a quiet, prestigious street in Oro-Medonte, 57 Highland Drive offers ex

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

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

22 Photos

5 Breanna Boulevard, Simcoe, ON , MLS #S12897148 , Image - 1

5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12897148

Residential Freehold (Detached)

$1265000.0

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

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

33 Photos

211 Moon Point Drive, Simcoe, ON , MLS #S12890750 , Image - 1

211 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12890750

Residential Freehold (Detached)

$1349000.0

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

23 Photos

1601 Penetanguishene Road, Simcoe, ON , MLS #S12886742 , Image - 1

1601 Penetanguishene Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12886742

Residential Freehold (Detached)

$649900.0

3 Beds
1 Baths
1500-2000 sq-ft

HALF-ACRE COUNTRY LIVING WITH A POOL, HOT TUB, BUNKIE, WORKSHOP, & COZY INTERIOR! Life feels bigger, brighter, and a whole lot more fun on this half-a

47 Photos

39 Grandview Crescent, Simcoe, ON , MLS #S12880808 , Image - 1

39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12880808

Residential Freehold (Detached)

$1699900.0

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

12 Photos

12 Morgan Drive, Simcoe, ON , MLS #S12868562 , Image - 1

12 Morgan Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12868562

Residential Freehold (Detached)

$1550000.0

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

Visit REALTOR website for additional information.Welcome home to Braestone in beautiful Oro-Medonte! Approximately one hour 15 min. away from Toronto

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

32 Photos

47 Lakeshore Road W, Simcoe, ON , MLS #S12862022 , Image - 1

47 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12862022

Residential Freehold (Detached)

$725000.0

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

Enjoy four-season living in Oro-Medonte - an ideal setting for those who love the outdoors. With deeded access to a private beach (to those who have a

50 Photos

19 Reid's Ridge, Simcoe, ON , MLS #S12849496 , Image - 1

19 Reid's Ridge Moonstone, Oro-Medonte, Simcoe, ON MLS® S12849496

Residential Freehold (Detached)

$2199900.0

3 +2 Beds
5 Baths
3500-5000 sq-ft

This extraordinary estate, set on 8.6 acres, offers a thoughtfully designed layout that blends luxury, privacy, and functionality. Originally built as

50 Photos

2266 FOXMEAD Road, Simcoe, ON , MLS #S12855726 , Image - 1

2266 FOXMEAD Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12855726

Residential Freehold (Detached)

$949900.0

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

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

36 Photos

37 Boyd Crescent, Simcoe, ON , MLS #S12847404 , Image - 1

37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S12847404

Residential Freehold (Detached)

$899900.0

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

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)

$2095000.0

Price drop by 2.6%

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

26 Photos

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

19 Cheslock Crescent Warminster, 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

38 Photos

53 SLALOM Drive, Simcoe, ON , MLS #S12839476 , Image - 1

53 SLALOM Drive Moonstone, Oro-Medonte, Simcoe, ON MLS® S12839476

Residential Freehold (Detached)

$779900.0

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

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

38 Photos

3316 Line 4 N/A N, Simcoe, ON , MLS #S12834964 , Image - 1

3316 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12834964

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

18 Photos

3588 13 Line N, Simcoe, ON , MLS #S12534786 , Image - 1

3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12534786

Residential Freehold (Detached)

$1999999.0

6 Beds
4 Baths
5000 + sq-ft

MUST BE SEEN: Exquisite 5500+ square foot custom-built luxury modern farmhouse home with panoramic country views. This home is filled with thoughtful

29 Photos

2447 Ridge Road W, Simcoe, ON , MLS #S12828408 , Image - 1

2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12828408

Residential Freehold (Detached)

$849900.0

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

37 Photos

32 Oneida Avenue, Simcoe, ON , MLS #S12825772 , Image - 1

32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12825772

Residential Freehold (Detached)

$859900.0

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

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 extensively updated chalet-s

49 Photos

28 Boyd Crescent, Simcoe, ON , MLS #S12810838 , Image - 1

28 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S12810838

Residential Freehold (Detached)

$1175000.0

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

Tucked away on a picturesque, tree-lined half-acre lot in the desirable community of Moonstone, this stunningly renovated bungalow offers the perfect

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

50 Photos

20 Green Mountain Court, Simcoe, ON , MLS #S12800414 , Image - 1

20 Green Mountain Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12800414

Residential Freehold (Detached)

$1699000.0

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

Welcome to your own private retreat on 2.81 beautifully landscaped acres in the prestigious Simcoe Estates of Oro-Medonte. Nestled against a tranquil

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 #S12811314 , Image - 1

24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12811314

Residential Freehold (Detached)

$1399000.0

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

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

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

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