195+ Oro-Medonte Single Family Homes for Sale

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6 Caldwell Drive, Simcoe, ON , MLS #S13547846 , Image - 1

6 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547846

Residential Freehold (Detached)

$1599000.0

Price drop by 5.8%

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

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16 Chestnut Lane, Simcoe, ON , MLS #S13457076 , Image - 1

16 Chestnut Lane Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13457076

Residential Freehold (Detached)

$1199900.0

2 +1 Beds
3 Baths
2000-2500 sq-ft

Experience refined single-level living in this custom Crown Point-built executive bungalow offering over 3,400 sq.ft. of finished living space, set on

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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)

$2100000.0

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

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6 Rosemarie Drive, Simcoe, ON , MLS #S13640898 , Image - 1

6 Rosemarie Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13640898

Residential Freehold (Detached)

$819900.0

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

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11 Pinetree Drive, Simcoe, ON , MLS #S13535282 , Image - 1

11 Pinetree Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13535282

Residential Freehold (Detached)

$1473900.0

4 Beds
5 Baths
3500-5000 sq-ft

Welcome to your home at Eagles' Rest Estates - an exclusive luxury enclave of private estate homes, surrounded by lush, majestic greenery. Enjoy appro

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6 Slalom Drive, Simcoe, ON , MLS #S13639452 , Image - 1

6 Slalom Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13639452

Residential Freehold (Detached)

$657500.0

2 Beds
3 Baths
1100-1500 sq-ft

PRIVATE CHALET RETREAT NESTLED IN NATURE WITH FOUR-SEASON OUTDOOR RECREATION AT YOUR DOORSTEP! Imagine waking up surrounded by towering trees, steppin

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17 Bridle Path, Simcoe, ON , MLS #S13232422 , Image - 1

17 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13232422

Residential Freehold (Detached)

$1299999.0

Price drop by 1.9%

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

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18 Bridle Path, Simcoe, ON , MLS #S13632620 , Image - 1

18 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13632620

Residential Freehold (Detached)

$1249900.0

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

Discover refined bungalow living in the heart of prestigious Horseshoe Valley. With over 2,000 sq. ft. on the main level, this exceptional all brick c

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1988 Warminster Side Road, Simcoe, ON , MLS #S13638042 , Image - 1

1988 Warminster Side Road Warminster, Oro-Medonte, Simcoe, ON MLS® S13638042

Residential Freehold (Detached)

$849500.0

4 Beds
2 Baths
1100-1500 sq-ft

Welcome to 1988 Warminster Sideroad, located in the heart of beautiful Oro-Medonte. Lovingly maintained by its original owners since it was built in 2

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88 Huronwoods Drive, Simcoe, ON , MLS #S13609158 , Image - 1

88 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13609158

Residential Freehold (Detached)

$779000.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to 88 Huronwoods Drive, where nature, community, and thoughtful updates come together in one exceptional property. Nestled beneath the mature

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97 Highland Drive, Simcoe, ON , MLS #S13541312 , Image - 1

97 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13541312

Residential Freehold (Detached)

$1099000.0

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

Remarkable ranch bungalow in prestigious Horseshoe Valley with generous 117 x 177 ft lot with ample lush privacy and plenty of trees. Wind up the ove

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20 Boyd Crescent, Simcoe, ON , MLS #S13512594 , Image - 1

20 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13512594

Residential Freehold (Detached)

$999900.0

4 Beds
4 Baths
3000-3500 sq-ft

Live Where You Play... Nestled on a spectacular 1/2-acre lot backing onto serene greenspace, this impressive family home offers the perfect blend of p

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20 Dorothys Drive, Simcoe, ON , MLS #S13492106 , Image - 1

20 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13492106

Residential Freehold (Detached)

$1100000.0

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

This Hawkestone bungalow delivers with an exceptional 819 sqft detached heated garage/workshop, including 642 sqft garage and separate 177 sqft worksh

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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

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12 Lakeshore Road E, Simcoe, ON , MLS #S13470240 , Image - 1

12 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13470240

Residential Freehold (Detached)

$699000.0

Price drop by 2.9%

4 Beds
1 Baths
1100-1500 sq-ft

Welcome to 12 Lakeshore Road in desirable Oro-Medonte, where you can enjoy the Lake Simcoe lifestyle without the high waterfront property taxes. This

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1125 Woodland Drive, Simcoe, ON , MLS #S13628534 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628534

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

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

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15 Caldwell Drive, Simcoe, ON , MLS #S13412322 , Image - 1

15 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13412322

Residential Freehold (Detached)

$1599999.0

Price drop by 13.5%

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

REDUCED FOR QUICK SALE! STUNNING 4 BEDROOM & 4 BATH WALKOUT BUNGALOW WITH GREAT FEATURES ON A 1.36 ACRE PRIVATE LOT! 100 PERCENT RUG FREE & HANDICAP

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183 Lakeshore Road W, Simcoe, ON , MLS #S13628308 , Image - 1

183 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13628308

Residential Freehold (Detached)

$2850000.0

4 Beds
7 Baths
3500-5000 sq-ft

Welcome to this exceptional luxury waterfront estate on Lake Simcoe, offering over 97 feet of private shoreline in sought-after Oro-Medonte. Ideally l

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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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47 Moon Point Drive, Simcoe, ON , MLS #S13238880 , Image - 1

47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13238880

Residential Freehold (Detached)

$829000.0

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

Prime Lake Simcoe waterfront on a sought-after stretch of shoreline, offering 100 feet of pristine frontage with crystal-clear water, natural rocky sh

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21 Ruby Ridge, Simcoe, ON , MLS #S13234586 , Image - 1

21 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13234586

Residential Freehold (Detached)

$1279000.0

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

Pride of ownership in this immaculate newer raised bungalow with walk out. Oversized lot on 3/4 acres with no back neighbour and extended side yard wi

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4 Cheslock Crescent, Simcoe, ON , MLS #S13624030 , Image - 1

4 Cheslock Crescent Warminster, Oro-Medonte, Simcoe, ON MLS® S13624030

Residential Freehold (Detached)

$1525000.0

4 +2 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Exceptional six bedroom family residence situated on nearly an acre of beautifully landscaped property in th

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15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's

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305 Bass Lake Side Road, Simcoe, ON , MLS #S13089270 , Image - 1

305 Bass Lake Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13089270

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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82 Huronwoods Drive, Simcoe, ON , MLS #S13622596 , Image - 1

82 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13622596

Residential Freehold (Detached)

$779000.0

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

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25 Grandview Crescent, Simcoe, ON , MLS #S13622434 , Image - 1

25 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13622434

Residential Freehold (Detached)

$1799000.0

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

Welcome to 25 Grandview Crescent, a waterfront retreat in beautiful Oro-Medonte offering 100 feet of private shoreline and exceptional outdoor living.

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

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

Residential Freehold (Detached)

$1999900.0

Price drop by 9.1%

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

BIG PRICE ADJUSTMENT! This extraordinary estate, set on 8.6 acres, offers a thoughtfully designed layout that blends luxury, privacy, and functionalit

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167 Lakeshore Road W, Simcoe, ON , MLS #S13525176 , Image - 1

167 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13525176

Residential Freehold (Detached)

$1825000.0

Price drop by 2.7%

3 Beds
2 Baths
1500-2000 sq-ft

This exceptional lakefront home has been meticulously maintained and thoughtfully designed, offering the perfect blend of luxury, comfort, and everyda

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32 Valleycrest Drive, Simcoe, ON , MLS #S13157392 , Image - 1

32 Valleycrest Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13157392

Residential Freehold (Detached)

$938000.0

Price drop by 5.1%

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

Welcome to 32 Valleycrest Drive in Horseshoe Valley, a custom-built walkout bungalow nestled in the heart of the sought-after Highlands neighbourhood.

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102 Highland Drive, Simcoe, ON , MLS #S13556736 , Image - 1

102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13556736

Residential Freehold (Detached)

$1249900.0

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

COVETED HORSESHOE VALLEY BUNGALOW WITH OVER 3,750 SQ FT, A WALKOUT BASEMENT, & A PRIVATE TREED BACKYARD! Buy the address for ski days, golf mornings,

Oro-Medonte Single Family Homes for Sale - P3